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What Do You Like?

My flight was delayed. I met a guy in the restaurant bar who was also delayed. We were scheduled on the same plane. It turns out we live in the same city. The minutes turned into hours. He and I got to talking, because what else was there to do?

Our conversation became more intimate. I was divorced. He had been a serial dater, but never married.

The conversation deepened. We were pretty much whispering because although there was quite a bit of noise in the bar, what we were talking about became, well, quite private.

We were talking about masturbation. We were agreeing with each other that it’s a good thing. We went on to agree that if everyone was more accepting of masturbation, it might cure some of the world’s ills. Like overpopulation and unwanted children. Like STDs.

Then he asked a weird question, “What masturbatory thing would you like, but you can’t do it to yourself?”

Normally, I’d never answer a question like that. I’d be shocked. But the way this conversation had been unfolding, it seemed fine to give him my answer:

“I have this fantasy of being tied down, and have someone rub the palm of their hand over the tip of my erect dick. It’s a feeling I can’t stand, and can’t get enough of, all at the same time.”

“Ah, I know the feeling,” he said, adding, “You know, I’ve always been surprised that with a little oil, the feeling is even more intense than with a dry hand. Plus it doesn’t rub the tip of your penis raw.”

I was glad to have some solidarity. Someone who experienced something like me, and was willing to talk about it. Because, face it, sex with women is great, but there can be something missing. Most women are into kissing, dating, and the whole package. Sometimes a guy just wants to get off. Sometimes a guy wants something weird, that most women wouldn’t understand.

“What do you like?”

“I like my balls massaged. Really hard, like rolfing.”

I knew exactly what he was talking about. While I’m not so much a fan of that, I can enjoy a good, firm ball massage.

He went on to say, “But I don’t care for oral, anal, kissing or any of that.”

I was delighted, because that describes me to a tee.

They got the airplane fixed and we boarded, but not before exchanging phone numbers.

A day later he called. “When can we get together?”

I knew exactly what he was talking about.

“Dude, I’m available right now.”

Fifteen minutes later found me in his apartment. We did all the things we discussed. It was even better than I could have imagined. He rubbed the tip of my penis so perfectly that not only did I squirm, yell, and carry on, I even involuntarily let out a little pee a couple of minutes before cumming.

I squeezed his balls so hard I thought they’d pop. He informed me that they are like chicken gizzards. Rubbery. You can’t pop them with your fingertips. You just have to be careful not to injure the back sides where the cords attach. I kind of knew that, but it was reassuring to hear. He was yelling, he was wincing, he was loving it. He kept wanting me to squeeze harder. It kept me very erect doing that to him.

He came without me even touching his penis. Then, he offered the same treatment to me. I had to ask him to be gentler, but found myself very much enjoying the testicle massage. I came a second time, but only because he let go of my scrotum, slowly buried a finger deep in my rectum, and jerked me off with his other hand.

We meet up every month or two. Most of the time we are happy with ourselves or the various ladies we meet. But every now and then, we want something really intense, and we know exactly how to give it to each other.

Unexpected Bisexual Exposure

I met a woman who I found quite attractive. We were both 26 years old. She and I became friends, but nothing more. When I tried to expand it to a sexual relationship, she told me not only that she was lesbian, but lived with her girlfriend. She was kind about it, and we remained friends.

I told her that I admired her openness about her lesbianism, and mentioned that I am bisexual, although I was quite closeted about it at the time.

One day, she invited me to dinner with her girlfriend. I kind of knew something was brewing, but didn’t quite know what. When I arrived, it was her, her girlfriend, me, and they introduced me to Gary, and attractive nineteen-year-old kid.

After dinner, and a long, enjoyable conversation well into the evening, the two women told us two guys that we were free to stay over, that we could sleep on the floor of their living room. They gave us blankets and pillows. Gary and I bedded down about six feet away from each other on the thick carpet.

Shortly after the two women went upstairs, Gary scooted up next to me and said something like, “So, you want to fool around?”

I didn’t need an engraved invitation. Within a minute, he had put his hand in my underpants, and I responded in kind, finding his already erect penis under the blanket by feel. Within 15 seconds he kind of curled up, and pushed my hand away. I felt wetness on my fingertips.

The poor fellow had ejaculated just that quickly. That was the end of our fooling around that evening. I realized he wouldn’t be in the mood to finish me, and frankly, I wasn’t in the mood to do anything more anyway. We fell asleep.

In the morning, the four of us had a nice breakfast, then the women and I went off to work, while Gary went to his college class.

The four of us never hooked up again, although we’d see each other around town from time to time, wave, smile, and say “Hi!”

The take-away for me was that it’s really easy to hook up with guys – or girls. Somehow, after that, I was much less reluctant to hide my bisexuality, and as a result, I’ve had many good casual and some long-lasting relationships with people of all sexes.

Under the Table

Sex under the dining table

My girlfriend, Niomi, read something in a book, and wanted to try it out.

She read that in ancient Japan, it was not uncommon for a group of men at a dinner to have someone crawling under their low table from man to man, and sucking each guy off. The guys were supposed to be very strong, and not show any change in facial expression when they ejaculated. I’m not quite sure how that worked, because as I understand it, the Japanese used to eat at very low tables.

Anyway, Ni became obsessed with the idea.

One evening we ate dinner together as usual, but she insisted we both be naked. I was all for that. After dessert, she climbed down under the table, and gave me a blowjob. It was easy for her, because she is tiny, easily able to fit under a table.

I was delighted. She was delighted. But, she wasn’t quite satisfied. I knew what she really wanted, but it wouldn’t be easy.

Her birthday was May 6. For two weeks leading up to the day, I started emailing friends and associates – certain ones – ones that would be accepting of the idea, and invited them to this special dinner. It took some doing to get 12 men together. I started inviting lesser and lesser acquaintances, and started to worry that some of them may not ‘get it’ or freak out. But, for Niomi, it had to be done, right?

The evening arrived. I’m sure Niomi figured out what was up when she saw the volume of food I was cooking up, and people started arriving.

As the men were arriving, I set up a second table next to the main dining table so there’d be enough room for everyone. The doorbell rang once more, and there was Tony, but he had brought Michelle, his girlfriend along. I was like “What the fuck?” but didn’t actually say anything. It seemed like having another woman there might mess up our plans, but what could I do?

It took some doing to get the festivities under way. I had turned up the heat to where people might start to be uncomfortable in clothing, but still, there was quite a bit of hesitancy before everyone started removing their clothes.

I was worried that Niomi and Michelle might hang back, but no, they threw off their clothes as well. I have to tell you, Michelle is a real looker. She has that classic slim Asian look, with small breasts and neatly trimmed black hair over her vaginal area. She was almost as short as Niomi, but Ni has classic Nordic looks with big boobs.

So, we all ate dinner naked. That, in itself was a real delight. I know I should have been staring at Niomi’s boobs above the table, but my gaze was drawn to Michelle numerous times. I hope my glancing in her direction wasn’t obvious.

Now, the one thing that I was very curious about was what was under the table. Were these men erect? I was trying to figure out ways to get a look under there, but didn’t manage to do so. I know I was erect about half of the time. I was also a bit worried that some of the other men might see me erect under there, which for some reason would have been terribly embarrassing.

Dessert came and went. Without any announcement, Ni crawled under the table. All the people, including Michelle, I assume, had been informed of the plan.

Niomi went from man to man, while we had a conversation. The ongoing conversation was important, because the men had to be resolute and not show that they were orgasming. The conversation was a bit stilted, a bit artificial at first, but soon, it became sexual in nature and everyone became quite animated.

Ni’s travel from man to man took quite a long time. I guess some guys take longer to cum than others. I was about the sixth one. I’m proud to say I was in mid-sentence when I came in her mouth, and didn’t miss a beat, although maybe my voice went a bit higher for a split-second.

I assumed Ni would just skip over Michelle. But no, even though we couldn’t see what was going on under the table, it was quite clear that Michelle was getting the licking of her life. She was slumped low in the chair, and did let out a quiet little moan as her body stiffened during her orgasm.

So that was our evening. After everyone left, Ni thanked me profusely, and hinted that she has another thing that she wants to do with our friends maybe in a month or so. I keep trying to get her to tell me what she’s thinking, but so far, she’s keeping it a secret.

Trunk Full of Toys

I enjoy seeing other people have orgasms as much as i enjoy having orgasms. Maybe I’m kind of on the Asperger’s scale or something, but I’m not interested in real relationships, at least not at this time. Instead, I really enjoy doing masturbatory things with people, All sorts of people. You don’t have to be fat or thin, young or old, black or white, or even male or female to suit me. You just have to want to play orgasmically.

To that end, I have taken to carrying a dozen sex toys in the trunk of my car. I’ll meet someone at a PTA meeting, a car show, a pizza place or whatever.

[In response to a question]

What? No, I don’t go to bars. Bar hopping is for idiots.

So, here’s an example of how it works for me. I get to talking with a stranger. I maneuver the conversation into ever more intimate details. Finally, I find a place where I can admit something makes me horny. Then I admit to being so horny that I masturbate – a lot.

Almost every time, the person I’m speaking with, typically after a moment’s hesitation, admits that they masturbate a lot also. Then I’ll ask whether they’ve ever tried – whatever my current interest is. For instance, have they ever tried electro-stimulation?

When they say no, I say something like, “Geez, I happen to have one in my car. Would you like to try it out?”

90% of the time they eagerly agree. Maybe eight percent of the time, they say something like, “Um, well, maybe another time.” Sometimes I can talk them into it, but generally, I don’t. For some reason, there’s a group of people who are just too shy, but really want to, if only they’d let themselves. But trying to get them to turn around on the spot is difficult. On the other hand, if I see them again, which is common, they sheepishly bring up the topic, and sure enough, we end up naked and playing together.

Maybe two percent of the time, they get all shocked and crazy, excusing themselves from the conversation right away. That used to bother me. I felt terribly embarrassed. But now, I just feel sorry for them, and move on to the next person.

The biggest problem is time and place. Quite often they’re all for it. I can tell they’d have no problem getting naked and playing with me, but there’s a time constraint, or we have no place to do it. A couple of times I’ve rented a hotel room for an afternoon of play, and while that’s nice, it gets expensive.

One of the strangest was a thin, young, blond woman who wanted to try a skinny dildo. She claimed, and I believe her, that she had never had anything stuck in her ass. She was beautiful, and I was hard right from the start. I felt proud waving my erection around in front of her – as I usually do. I started by gently running my finger around her asshole, but not in it. Then, ever so slowly, I slipped my oiled finger in. She had an orgasm right away, and I hadn’t even touched her vagina. I thought she might be done. Because as you know, some women, like most men, are finished right after their first orgasm. But others are like the Energizer bunny. She was one of those. She wanted the finger in deeper and deeper. Then she wanted two fingers. Then the dildo. During the process, she came a dozen times. I wanted to finger her pussy too, but every time I tried, she pushed me away. She was in such anal bliss, well… I can’t even describe it. Yes, after she was done, she eagerly stuck the dildo in my butt, started to stroke my cock, and I have to admit, I came too quickly with a very strong orgasm.

There was an older fellow with a penis that had a strong upward curve. It really presented the frenulum area, so I made it a point to press a little vibrator against his frenulum. I could see by his muscle tension and everything that he was approaching ejaculation quickly, so at the last moment, I pulled the vibrator away. He came, but only a few drops. I applied the vibrator again, and after a minute, he came a couple more drops. On the fourth time, he went over the top, cumming long and hard, his cum flowing across his belly. We talked about it, and he told me that was the first time in his life he ever came more than once.

Tough Guys (And Girls) Club

The first few days of high school were confusing, as I suppose it is for most kids. This was a huge inner city school, full of kids of all colors, but I wasn’t afraid even though I was small for my age. The school had a reputation for being ‘safe.’ Plus, it didn’t hurt that my mom is a martial arts instructor. She works for big corporations, teaching women tricks to avoid and overcome attacks. From as far back as I can remember, she and I have enjoyed ‘playing,’ which was really me being taught self-defense.

None of that mattered to me. I was fourteen years old, and the only thing on my mind was girls, and jerking off, probably in the reverse order. I jerked off at least once a day, and on one day, I had wanked five times. I loved my dick, and dicks in general. Not in a gay way – I think – but just was interested in how other boys jerk off, what they feel and so on. Oh, I looked at the internet. Who doesn’t? I saw the smooth women with big tits, and that would always send me into ejaculation in no time! What can I say? I’m a big tits guy.

About a week after school started, I saw a big guy smash a smaller guy up against a locker, and throw some significant cuss words at his victim. I couldn’t help myself. As the big guy was raring up to bash the little guy again, something happened to him causing him to fall on his face. That something was me.

He got up, and started aiming for me. Now, I was scared. He was at least 50 pounds heavier than me, and had that bully look in his eyes. I wasn’t sure I’d be able to handle this. He came toward me as I was frantically reviewing in my head all the moves my mom had taught me, trying to figure out what to do. He swung his big arm, fist closed, as I cringed. The blow never came. An even bigger guy had grabbed the bully in a bear hug, saying, “Not today.” The bear hug turned into a throw, as the bully was tossed thirty feet down the hallway.

I thanked the big guy who may have saved me from a bad situation. His said his name was Jason. He seemed uninterested in me, just saying,”You’re welcome,” before walking away into the crowded hallway.

A few days later, in another crowded hallway between classes, I interceded in another altercation. Two girls had gotten into a fight, and fifty other kids formed a circle around them, just watching. Well, not just watching. They were taunting and egging the two girls on. It was really quite vicious. Without thinking it through, I pushed through the crowd, and broke the two girls up, being careful not to get hurt with wild grabs and punches myself.

Soon after, I found myself breaking up yet a third fight. I once again had to apply some of the things Mom taught me to avoid getting hurt and to make sure the bully was stopped. I’m sorry to report he got a black eye out of the deal. Someone asked how I did what I did. I just said, “My mother taught me Judo.”

That afternoon, a big guy came up to me, telling me his name was Nick. He seemed friendly, but I was wary. He could be another bully trying to pick on a smaller kid. He asked me whether I thought I was a “tough guy.”

‘Oh, oh,’ I was thinking. He wants to start something. I said, “No, I’m certainly not a tough guy.”

“I think you are.”

Fuck. I was becoming worried. Not that I couldn’t probably take this guy out with martial arts, but even when you win, you lose in such situations. First, I might get physically hurt. But also, I could get punished by the school, or would start being picked on by other bullies who thought I was a fighter.

Perhaps noticing my expression, he quickly added, “I’m sorry, I didn’t mean to scare you. I was actually sent to invite you to something.”

I was remembering the TV series Glee. I was literally thinking he was going to try to get me to join the glee club, or the chess club or something.

It turns out he wanted me to join the Tough Guys Club. He explained that there’s a group of guys in the school that defend against violence. It’s been a tradition in the school since 1975. That’s the reason this school is known as safe. The club isn’t exactly secret, but they do keep a low profile. He also explained that while most of the ‘tough guys’ are juniors or seniors, they could use me. They thought I could teach them the techniques they saw me use in the fights.

I was doubtful, but he talked me into attending a meeting. When I accepted, he hesitated a moment, then blushing, he said, “But there’s one thing: we meet Roman style.”

“Huh?”

“In ancient Rome, the men got together in what were called ‘baths.’ There they discussed the events of the day, they played games, and they had a good time.”

“So?”

Again he hesitated. Then he blurted out, “They were naked.”

“And so?”

Oh! I got it! These tough guys meet naked! A flood of emotions came over me. I had always wanted to be with a group of naked people. I had jerked off many times imagining myself in orgies, in circle jerks, being watched by a crowd while fucking, and so on. A group of naked guys, how cool was that? I mean, it would be even better if it were a mixed group, guys and girls, but this could be absolutely exciting in its own right. But then some sort of fear came over me, too. This was very weird, right?

So there I was, facing a decision. Right then and there, I could decline, and be saved from whatever weirdness this invitation might involve. But then, I’d miss out on what I thought was the biggest and best opportunity of my young life. I smiled at him, and accepted.

Thursday afternoon I was invited to Jason’s house. I explained I had no way to get there, and it was a long walk. Between classes, a big guy I hadn’t met came walking right up to me, then passed me a note. It said, “I’ll drive you there and back.” His name, Kevin, and phone number was on the note.

Between classes, I called my mom, and asked her if I could come home late, explaining I was trying out an after-school martial arts club. She was delighted.

I was nervous on the ride over. I asked Kevin questions about the Tough Guys Club. He was mostly talking about the history, like how they started over 40 years ago, and that the tradition had been passed down year after year. He said the school officials stay uninvolved because they know it’s a good thing, but they can’t endorse it – you know, possible lawsuits and things.

I tried to ask about the nudity and all, but I didn’t find out any details. Again that term, “Roman” came up, then he went back into history, telling me about how other inner city schools had riots and things, and how the academic standard was higher here, due in no small part to the Tough Guys.

Part of my nervousness was natural. Who wouldn’t be all freaked out about taking your clothes off with a bunch of other people? But part was due to my development, or lack thereof. I had like five or six scraggly hairs on my crotch. That’s all. I knew they’d grow in eventually, but at the moment, I looked like a child. My neighbor, on the other hand, had a full forest of hair at age eleven. Go figure!

We got there. There were twenty kids, all big kids, except me, crowded into Jason’s living room. His parents both worked evening shifts at the hospital, so the house was all ours. He explained that the parents knew about the Tough Guys Club, and supported it. In fact, his father had been a member twenty-some years before.

Two of the boys were already undressed. Fully naked, sitting on a sofa. Oh, my god: One of them was sporting a boner! He seemed oblivious, like sitting naked in a room full of boys with a boner was the most natural thing in the world. The other guys were equally unconcerned – like it was no big deal to have an erection in the group.

Everyone was talking about everything as the boys were undressing. I kind of hung back a bit taking off only my shirt. Somehow, my reputation had preceded me. Several guys came up to me asking questions about martial arts. They seemed genuinely interested, and more, they were downright friendly. Inviting. Acting as if I had always been a part of their family or something.

Now, most of the guys were fully naked, and here I was still only shirtless. I knew what I had to do. Otherwise I’d be embarrassed as a prude or something. So, I took off my clothes. When in Rome… right?

They had pushed the furniture out of the way in the large, deeply carpeted living room, and covered the floor with plastic sheeting, then bed sheets and large towels. These big kids started mock fighting. Some were throwing punches, some were wrestling. More than one was fully erect. I was delighted, but still a little scared. My heart was racing. Just what I was scared of, I don’t know. I don’t think it was that I was small and nearly hairless in a sea of big hairy guys. I think it was just the newness of the situation. For whatever it’s worth, not one of them said anything about my underdeveloped nature. I mean, they could have teased me endlessly about that. On the other hand, they could have teased the erect ones about being ‘gay’ or something. But there was no teasing at all.

Still, I was willing myself not to become erect. I somehow figured that would be a bad thing. As I was watching the fighting, I was thinking to myself, ‘It’s too bad they don’t know what I know. They’re being terribly inefficient. They’d be so much better at this if they knew a few of the moves my mom taught me.’

After watching ten minutes of all this fake fighting and tussling around on the floor, one of the guys tried to tackle me. Suddenly, I was involved in the fun free for all. Because he was large, I focused, and I guess I rolled him a little too hard. He said, “Oomph,” as he hit the floor. I didn’t hurt him, and he came up laughing. He asked, “How did you do that?”

Suddenly, no one was wrestling any more. Everyone was looking at me. Kevin, seemingly the leader of the group, asked, “Will you show us?”

I felt like a fucking movie star in that moment. A naked movie star, but still a star. This was my moment. All these big, amazing, friendly guys, and they wanted something from me. Something I could give them!

For the next hour, I was showing them some basics, and they were practicing on each other. The erections had all subsided. This was serious but fun business. The nakedness normalized in my mind. Odd, I know, but it was as if we were naked as God created us, and it was all just fine.

Kevin called for attention. Everyone stopped what they were doing and sat down on the sofa, chairs or on the floor. “Now it’s that time of the day we’ve all been waiting for. Triple-T, Tough guy Toughness Testing.”

I wasn’t sure I liked the sound of Triple-T. It sounded like something painful, or something that I’d be able to do only painfully. I was imagining arm wrestling. It was probably going to be something like that.

For my benefit, Jason explained to the group. “As you all know, we need a way to bolster our toughness. Our resistance to pain. But we don’t want to suffer pain or risk injury in the process. Forty years ago, the founders of the club came up with a technique that fits the bill so perfectly, we still practice it today. Glans rubbing.”

I didn’t know what a glans was, but I was pretty sure ‘rubbing’ something wasn’t going to be good. Now, I wasn’t sure I should be here. But everyone was smiling. They weren’t looking like they were going to undergo some kind of test, some kind of ordeal. Oh, and something else, at least half of the kids were erect!

Before I could figure anything out, the guys started pairing off. It turns out there were an odd number of us, so I just sat there wondering what was going to happen. It took only seconds to find out.

In each pair of kids, one laid down on the sheets on the floor, and the other knelt before him. Here comes the shocking part: The kneeling guys grabbed the laying down guys’ dicks, and started putting massage oil on them. Right on their dicks! Most of the guys were hard. Those that weren’t were getting gentle little handjobs to get them erect.

Soon, everyone laying down was erect. Most of the guys kneeling or sitting next to them were also erect. What a sight to behold!

One of the sitting guys leaned over and clicked something on his phone. “OK, three minutes,” he announced.

The kneeling or sitting guys were holding the laying down guys’ dicks with one hand wrapped around their shafts. At the three-minute announcement, they began rubbing the oiled palms of their hands over the tips of the laying down guys’ dicks.

Everyone on the floor was squirming, moaning, yelling and laughing. I had no idea what they were feeling, but it was certainly intense. This went on and on. I’m sure I don’t need to tell you I had a rock-hard erection just watching this.

Toward the end of the second minute, the yelling and squirming settled down somewhat. The guys were calming down. One of the guys started grunting, and ejaculated, right there in front of me.

It was all I could do to not start masturbating right there.

Ding. The three-minute timer went off. There was a sigh of relief throughout the room.

The laying down and sitting up people changed positions.

I would have been content to just keep watching. I knew I’d be wanking big time the minute I got home after witnessing this. But a guy came over to me and said that I shouldn’t be left out of the fun. I couldn’t have agreed more.

I took my position on the floor.

“Three minutes” was announced.

My big guy started gently rubbing my rock-hard, but little cock. At the very moment he started, it was nearly unbearable. I had no idea! I’m sure you, dear reader, have experienced this, but I hadn’t until then. What a crazy tickle. Not pain, as you know, but un-fucking-bearable. But kind of sexy, too. I knew what I had to do. I had to lay there and take it.

Now, I suppose I could have refused, or gotten up off the floor or something, but I knew that would mark me as a sort of looser. I’ll bet these guys would have accepted that, but there was no way I’d give up. I had to handle it, no matter what.

And it was hard – I mean difficult. I was hard, erect as I had ever been in my life, and in terrible anguish. Yet, wonderful anguish, if that makes any sense. Pretty soon, the feeling shifted. It wasn’t quite as unbearable, and started to feel like I was going to involuntarily pee, or ejaculate – at the same time. I had never felt such a thing.

Now, the ‘gonna cum’ feeling was building up more and more, but I still had to pee, too. I was going to ejaculate. There was nothing I could do about it.

“Ding.”

The big guy let go of my penis. I was so close to cumming that it actually pulsed a couple of times, but nothing came out.

We switched roles. Now I was sitting next to my big guy. Three minutes was announced, and I went to work. It was the first time I had wrapped my fingers around such a big cock. It felt amazing. I hadn’t realized how warm another guy’s penis could be. How soft the skin was, and how hard it was inside. As I started in on the glans rubbing. His face contorted all up, he squirmed, he moaned, but he didn’t quit on me. No, instead, he ejaculated all over my hands. I was delighted to see so much cum. It was thick and white, and there was a lot of it. Not clear and just a couple of drops of clear liquid like mine. I looked forward to the day when I could cum like that.

All in all, it was the best afternoon of my life.

We met every Thursday, and I was always so up for it, literally. Sometimes I’d end up ejaculating, mostly not. Some of the guys let out involuntary streams of pee. That was always problematic, because we could not, absolutely could not, get anything on the carpet. The sheets could soak it mostly up, but still, we had to be careful.

In time, I grew bigger, topping out at 5’11” with a reasonable six-inch penis, and a nice forest of hair on my crotch. Perhaps to make up for my late start, I grew a mustache, then a bit of a beard when I was only seventeen.

One day started out like all the others, but then Jason wanted to discuss something. The group was considering a girl. Suki was her name. She was of Samoan descent. She was rounded but not fat. She was also quite tall. She was a fighter, but always as a defender, not an instigator. She was a good fit for the club, other than being female.

I was all in favor of adding females. My heart was racing, thinking about having a naked girl among us. I was wondering how a girl would participate in glans rubbing. We had a vote. To my astonishment, it was unanimous, even the outspokenly gay guys were in favor. I suppose it does make sense. Why on Earth would we exclude females if they could be ‘tough guys’ also?

The first meeting with Suki was awkward at first. We all kept all our clothes on. Fortunately, Suki is a gregarious individual. She simply said, “I know you guys all get naked. Don’t let me stop you,” and with that, she lifted up her T-shirt revealing that she wasn’t wearing a bra. Her pendulous brown breasts with jet black nipples were amazing. I couldn’t get my clothes off fast enough. Same with the other guys. Everyone was naked within a minute, even Suki. She was beautiful – I mean to me. Some might say she was too heavyset, but I wasn’t complaining! She also shaved her crotch hair, as did some of the guys. Pretty much all the guys, including the gay ones, were erect. Maybe their erections were due to seeing their male buddies reacting to this female. I don’t know. I was just happy to be here in heaven.

We wrestled for a while. There were more erections than normal. Suki took it all in stride, as if play fighting with naked and erect guys is just another ordinary activity.

Then it was time for the Triple-T. No one knew quite how to proceed. There was a long moment of awkward silence.

Suki broke the silence. “Now, from what my brother has told me,” Suki began, quickly explaining that he didn’t tell her anything about the ritual until after she had been confirmed as a member, “you guys have some sort of test…”

One of the guys started telling her the details. He was blushing severely. She interrupted him. “I already know, I’m all in.”

“Now, I can’t speak for all women, but I don’t think we have an exact equivalent of glans rubbing. However, after we orgasm, there is such a thing as too much clit rubbing. I think that may be similar. I’d love to experience that.”

I just can’t tell you how lucky I was to be paired with Suki that day. I was the first ever to rub her to multiple orgasms, and then keep going, causing her to moan, squirm and scream with the rest of us.

When it was my turn, I came almost immediately. I really tried not to, but the moment her hefty fingers wrapped around my penis, I knew the effort was useless. I ejaculated within the first thirty seconds. She was delighted, claiming this is the first time she had seen sperm in person. She cautiously licked some from her fingers, said ‘yum’ and then licked more off her hand.

By the time I had graduated from high school, the tough guys were almost half female. The school won a national award for being the school with the least number of violent incidents.

Too Fast

Threesome with Lydia, Gary and Lance to cure premature ejaculation

My first boyfriend, Gary, had something that I didn’t realize was so important: Staying power. He could fuck me for an hour if he wanted, then he’d cum only while I was orgasming. It was wonderful. The problem was he became more interested in my sister than me.

We were all too polite and considerate to do anything about it, but we all knew. The two of them never got together in consideration of what he and I had. Except one day, it just came out in a tearful conversation between him and I. I think he was crying more than I was, because he really didn’t want to hurt my feelings.

Strangely, I wasn’t all that hurt. I just missed the sex after he and my sister hooked up. I was happy for her that she was getting what I got.

It wasn’t long before I started dating Lance. He’s my landlord, and a super-sweet guy. I mean my first boyfriend was a very kind and gentle person also, but my landlord was on a whole ‘nother level of kindness. At 29, Kyle was 7 years older than me when we started getting serious. Here’s the thing: Lance is wonderful in all ways, except he was lousy in bed.

Lance is a trip. Somehow, during his high school years, he got it in his mind that he was going to be a real estate mogul. Except jokingly he refers to himself as a ‘slumlord.’ He saved for a down payment and bought his first place, a broken down old duplex a month before he graduated. He says he learned a lot while fixing it up, and by mid-summer, while still living with his parents, he had it rented out to two families.

It didn’t take him long to buy another duplex, then a triplex, then a couple of stand-alone houses, and a couple more duplexes. Right now, he has 34 rental units, some of which are entirely paid off. Lance’s motto is “Good housing for good people.” And he means it. He sets ten percent of his profit aside to cover the rent for any tenants who get into financial trouble so he doesn’t have to kick them out. He goes the extra mile in repainting, repairing, replanting, whatever it takes to keep his places nice. Lance still does most of his own maintenance, even though he could easily hire someone. He like that part. He does have someone helping with property management, but he does some of that too.

But that’s not what you want to hear about. The situation is that he can’t seem to last. I mean, when we get together sexually, he cums almost immediately, rolls over, then wants to go to sleep. Oh, he realizes I still want an orgasm, so he’ll finger me, or lick me until I cum, but it’s not like real sex. I mean, yes, we fuck, but it’s over in a heartbeat and it’s just, well, terrible, to tell you the truth.

Lance showed me one of his saws once, a saber-saw. It goes in and out real fast. I had to laugh, because it totally reminds me of his idea of intercourse.

My idea, what I used to have with Gary, is a super comfy feeling. You girls, those who aren’t virgins, I mean, you know. You like being held close and fulfilled. You like your cunt filled with a loving warm cock, and have it stay that way for a while. It’s like cinnamon rolls in the toaster oven. They’re in there, heating up, and you know eating them is going to be so nice when they’re ready. But it takes a while, right?

Despite the whole sexual problem, I married Lance. I mean, he’s such a sweet guy, who could resist? He’s good on the eyes too, at just over 6 feet tall, with curly hair and a trimmed beard to match.

Our one-year anniversary was coming up, and sweet Lance asked me what I wanted. I told him.

You’ve gotta understand: I’m bold. I ask for what I want. I say what I think. And I believe, I hope, people respect me for that. So I told him I wanted to spend our anniversary evening with him finally learning how to properly fuck me. Furthermore, I told him, there may be a surprise in the evening, but he’d just have to trust me.

He said he was happy to comply. I should point out that his one good sexual kink is that he loves the idea of unconventional relationship activities. It’s always just been a fantasy, but more than once he’s talked about ‘accidental’ sexual situations, three-ways, and bisexuality, so I knew my crazy plan wouldn’t be terrible for him. It might even be a great delight.

The morning of our anniversary, we exchanged small gifts, plus he brought flowers, something he does quite often. My stomach was all flutters for the rest of the day as we went off to work. Him, to visit some tenants and replace a water heater. Me, to my job as a speech therapist. I love that work. To see a child master proper speaking habits is a real joy.

Oops, I’m getting off track again.

Evening came. Lance and I ate a nice dinner. Right on time, at 7pm, the doorbell rang, and as expected Gary was standing there at the door.

Lance was like, “What’s he doing here?”

He had met Gary, and rather liked the guy, but one could tell there was a bit of competitiveness or some sort of spikey energy between them. At least from Lance. I don’t think Gary was at all feeling anything negative toward Lance.

“You’ll see,” was all I could manage to say.

I had been planning this evening for weeks, but I didn’t have it fully orchestrated. Gary was aware of the plan. Lance was not.

I got them into a game of strip blackjack. It took some doing to get Lance involved, but a sideways glance from me and a whispered reminder that he said he’d do whatever I wanted was all it took.

I’m sure by the second or third hand when we were all missing the odd shoe and a sock or two, Lance must have had a general idea. I have to say what a good sport he was to play along, and not balk or complain in any way. But, Lance is like that. He’s always happy to make me happy.

Unfortunately, the game didn’t turn out very even. The guys were losing more clothing than I was. Gary was down to his underwear, and lost the next hand. He pulled off his jockeys to reveal an already erect penis.

I looked over at Lance and saw something I wasn’t quite expecting. It was a look of something like terror mixed with huge disappointment. What was he thinking? I have no idea, but I’m guessing it was something like, “This might be the end of my relationship. She’s going to rejoin Gary.”

It was time for me to explain. Abandoning the game and shucking off the rest of my clothing right in front of my husband and former lover, which by the way, is not easy to do when you have body dysmorphia like I do, I started talking.

Yes, body dysmorphia. Everyone tells me I’m pretty good to look at, but I’m pretty sure my legs are too long, my neck is too skinny, and my boobs hang down. I really like the look of those women who have pronounced tits, but not so big that they flop against their lower chest like mine do.

What I quickly and inexpertly explained to Lance is that Gary and I were going to show him how to fuck properly. Then we’d coach him in doing it. I blurted it out with not a little trepidation. The fact was, I was shaking. Shivering as if it was cold in the room when actually it was rather warm, and I was trying hard to keep my voice from shaking.

Now, how was Lance going to react? It takes a lot to get him angry, but might this do it? Might he storm out of the room, and hate me forever?

I didn’t have long to wait. Lance sat there looking dumbfounded for a moment, but then brightened into a big smile, and simply said, “Really!”

How cool is that? He was on-board with it!

We retired to our bedroom, and pretty soon, Gary and I were rolling all over the bed, kissing and hugging, while Lance just sat in a chair idly watching. I couldn’t help noticing that Lance’s thing was rock hard sticking up out of his lap. He started idly touching the tip of his cock, when Gary kindly said, “No, Lance, wait. We don’t want you cumming too soon.”

Lance let go of his cock right away.

The foreplay was coming to a close and it was about time for Gary to put it in me. Lance interrupted, asking whether he was going to put on a condom. I explained it wouldn’t be necessary, since I had only been with two guys ever in my life, and both of those guys were virgins when we met. You see, Gary was young when I met him and hadn’t been with any women. Lance was too busy building his mini-empire to date anyone. So there was no chance of passing any STDs. Furthermore, it was the safest time of the month for me.

We decided to do it doggie style so Lance could get the best view. I was on all fours on the bed while Gary stuck it in from behind. I should define ‘stuck.’ I mean to say he put it in very slowly and gently. Now, his penis is a bit smaller than Lance’s, but somehow, it’s more fulfilling. Maybe because that’s because it has always been so long-lasting and secure in me.

We fucked quite a while, and finally the time came when I was breathing hard, and kind of having involuntary muscle reactions, and felt that super amazing lower body feeling. I’m sure Gary could read the details of my impending orgasm, so he stepped it up a bit, now pushing so hard in and out of me that I was in danger of having my arms collapse dropping me face-first on the bed. I held out, screaming in orgasm, as Gary grunted, and finished his business at just the right time.

I looked at Lance to see how he was taking it. He was all smiles, and his cock was as erect as I had ever seen it.

Gary was the first to speak. “I have been instructed,” he proclaimed, glancing at me, “to help you overcome premature ejaculation. I think I’ve got some ideas. Lay down, face up, here on the bed.”

Lance did as he was told, still smiling big, with his penis idly waving in the air as he took the position.

“Now, your wife is going to hold and stroke your penis. You are not to cum. If you feel you are getting close, say something. Say ‘Wait,’ and she’ll back off for a little while, then build you up again.”

I sat cross-legged on the bed and started working Lance’s cock. It was quickly obvious he wouldn’t be able to hold out. He was on the verge of orgasming the moment I touched it. I spent more time not touching at all than anyone wanted. It was becoming like a meditation session or something.

Gary interrupted. “I see that you are still too excited. What would happen if I take over for your wife?”

Before Lance could object, Gary was cupping his balls in one hand, and just holding his penis in the other. Whereas Gary identifies as bisexual, Lance doesn’t at all. As you might expect, Lance started losing his erection. It only lasted for a couple of minutes. As Gary did any little thing, like let go of Lance’s balls, or change his grip on his penis, Lance started hardening up agin. Pretty soon, he was hard all the way, and it was becoming obvious he wouldn’t last long before blowing cum.

“I’ve got another idea,” Gary piped up. “Butt-fuck me.”

“What?” Lance practically screamed.

“I want you to butt-fuck me. It should work that if I’m not attractive to you, being a guy and all, you can stick that thing of yours in me, and you might just last a while.”

I can’t tell you how excited and horny I was at that moment. To see what I was pretty sure I was about to see was a dream come true that I didn’t even know I had.

“No,” was Lance’s response.

Acting disappointed, Lance asked, “Why?”

“Because it’s gay.”

“So what? I mean, what’s wrong with that? And is it guy if you’re married, and you’re doing it right here in front of your wife, and you’re doing it strictly as an exercise to make things better with your wife?”

There was a long silence.

Finally, softly, Lance said, “OK.”

His penis was totally small and soft.

Gary started gently massaging Lance’s balls, which I thought was a bit weird, but it did the trick. Lance was rock-hard within a minute.

Gary got on the bed in the same position I had been in, on all fours. Lance, seemingly reluctantly, got behind him, and started pushing the tip of his penis against Gary’s asshole.

My eyes must have been as big as saucers. I was riveted. I was in love with both of these guys for giving me such a show!

He pushed, and Gary grunted. It wasn’t working.

“We need lube,” Gary told me.

I went into the kitchen and came back with some coconut butter. Lance grabbed it, stuck his finger is, rubbed it around, then casually applied it to Gary’s whole anal region as casually as if he were lubricating a bicycle chain. Then he pressed a finger slowly but directly into Gary’s ass. I was surprised that he wasn’t bulking or carrying on. Could it be Lance was enjoying this new experience?

A moment later found him trying again. Gary grunted a couple of times, and the next thing you know, Lance was all the way in. He started going in and out. Fast. Like the fucking saber-saw.

“Woah, Big Boy,” Gary quickly said.

But it was too late. Lance had orgasmed. So had I, just from watching. Well, I guess I hadn’t noticed, but I had been rubbing my clit while watching those two guys.

Whenever Lance and I had sex, such as it was, he was done as soon as he ejaculated. I was expecting nothing different this time. But I was so wrong! Shortly after pulling out of Gary, Lance came over to me, and wordlessly, he hugged pressed me down onto the bed, hugged me, and pressed his still-hard penis into me.

And again with the high-speed saber-saw. I asked him to slow down, which he did. Lo and behold, he went a whole five minutes before cumming in me. This was a new world record.

The evening was a spectacular success. In summary, Gary and Lance had experienced gay anal intercourse for the first time. It was the first time Lance had ever cum twice in a single session, and we figured out the magic: Lance needs to cum twice.

In the months that followed, that became our routine which we loved very much. Lance and I would do some kissing and some foreplay. I still couldn’t blow him unless we were OK with him cumming right away in my mouth. But I could massage his balls, run my fingers over his whole ass, maybe even stick a finger in his ass, and stroke his penis. At least a little bit. I still had to pay attention so he wouldn’t ejaculate too soon. Still, he always did cum too soon anyway. But that’s when the good part started. Right away, before going soft, he’d stick it in me, and we’d fuck like an ordinary couple until we orgasmed. Yes, I said ‘we.’ We didn’t always simultaneously orgasm, and sometimes he was just too spent after cumming once, and sometimes he’d squirt again all too soon, and sometimes I came too soon or too late, but we did have our occasional simultaneous orgasms.

I did some reading and found out some things. My early experience with Lance was more typical than my time with Gary. It seems that with literally the majority of couples, the man orgasms before the women. I also found out that a great many women can’t orgasm from ordinary intercourse. They need finger or tongue stimulation. How weird is that? Or, I guess that’s normal, and I’m weird.

We had no repeat sessions with the three of us, and of course I stayed faithful to Lance. Lance did calm down around Gary and the two of them even went on a two-day camping trip once. I wanted so much to know whether they did anything, but they weren’t volunteering, and I was too polite to ask.

Finally, about a month later, Lance sheepishly told me that Gary had butt-fucked him, and he enjoyed it.

I was so surprised, and shocked, and suddenly horny, that I had to be Lance-fucked right away. In fact, that very evening, I got myself butt-fucked for the first time in my life. Even though Lance was slow and careful, it hurt a bit at first. Soon it turned around, the pain was gone and I wanted all the length and girth than his slightly above-average dick had to offer. Now I know why the gay guys enjoy it so much!

Tony and Anne By The Pool

I had met Tony recently. I knew he, like I, was married with grown kids. I hadn’t met his wife yet.

I thought I knew him well enough to drop by his house unannounced. Friends can do that, right?

So, I drove over and rang the doorbell. His wife answered. What a knockout! She’s Asian and petite. I’ve always been attracted to small women, and Asian women! Her name is Anne. She told me to go around back, Tony was by the pool.

It made sense, it was a hot Saturday afternoon. I was thinking, as I walked along the side of the house toward the back yard, ‘How lucky, Tony and Anne have a pool.’ I wished my wife, Lorie, and I had one.

I came around the corner of the house, and saw the concrete area surrounding the pool, and the pool itself with a big inflatable toy idly floating on the water. But I didn’t see Tony – at first.

My gaze went to some loungers by the side of the pool, and there was Tony, laying in one of them. At that moment, I quickly decided I should turn and sneak away quickly and quietly. Because, you see, Tony was not only stark naked, but masturbating a very erect penis!

As I started to turn, Tony yelled, “Oh, Hello Tom. So nice of you to drop by!”

Now, I couldn’t just sneak away. I felt like I was caught. Caught with my pants down. How weird is that? I mean, I catch the guy jerking off, and I’m the one who feels trapped, embarrassed!

What could I do? Hesitantly, I turned back toward Tony and took a step closer.

“Oh Tom, it’s fine, I was just jerking off. No need to run off like that,” he laughed.

Then he added, “Why don’t you join me?”

What in the world does one do in such a circumstance? Of course I’d masturbated a thousand times. I was no stranger to the activity. But with another guy? Never!

My mind was racing. What should I do? What should I do? It all happened in a moment. My logical mind said there was nothing wrong with it. Really, what’s wrong with masturbating with a friend? But there was my whole upbringing fighting against me. Wasn’t nudism generally wrong? What about the church? My religion, I mean? What does it teach about this? Trying hard to figure it out, I realized there was nothing bad about wanking with a friend. Why, just a month or so ago in church, the preacher, mostly directing his sermon to some of the youngsters in the congregation, alluded that masturbation was an acceptable alternative to premarital sex. I was almost shocked at the time, but I knew that he was helping the kids by saying that.

Well, I couldn’t just walk away. To say something, anything, wouldn’t work. Like, “Hey Tony, I see you’re busy.” Nope. Or, “Oh my God!” No, that wouldn’t work either.

I must have looked ridiculous approaching the empty lounge chair next to him so slowly. Tony just smiled – and continued stroking his erection. I couldn’t help myself. I glanced, then I stared. Then, catching myself staring at his hand working on his penis, I tried looking away, but that wasn’t quite right either. Like, I was obviously trying to look away. Geez!

It took me a full two minutes, but finally my Sandals, T-shirt, shorts and underwear came off, and I was in the lounger next to my friend. My penis, however, stayed soft.

Frankly, looking back on it, I found the scene surprisingly erotic. This was some serious ice-breaking. To be able to jerk off with a male friend was something I had sort of fantasized about, but here it was becoming real. But it also scared the bejeepers out of me. Why, I don’t know exactly. Maybe it was because his wife might catch us. Or a neighbor. But, no, there was a tall fence all the way around the yard. And Anne, well I guess she knew what her husband was doing out here. Or did she? Hell, I had no idea. But what if Anne caught me? Would that be right? My mind was still spinning. Meanwhile, after stroking my soft noodle next to Tony for a while, it was starting to stiffen up.

Tony had been saying some stuff, but I barely heard it through the noise going on in my brain. I pieced back together what he was saying, “Nice cock, Tom. I’m so glad you decided to drop by.”

I was thinking how totally accepting he was. And more, he hadn’t even flinched when I showed up. I mean, if I was caught wanking in my own back yard by a new friend, I’d probably run screaming into the house.

I was starting to get that ‘gonna cum’ feeling, so I slowed down. I wanted this to last. Evidently, Tony was quite good at edging, since he had been wanking before I arrived, and was still wanking away, evidently in no hurry, and without a care in the world.

Suddenly, the sliding glass door on the back of the house slid open. Adrenaline shot through my system. Anne appeared carrying a tray. What was I supposed to do? Should I grab my underpants and put them back on? No time for that. Should I go somewhere? Do something? What? Talk about a deer in the headlights! I was totally frozen, still with my hand on my erect penis, but I had stopped stroking.

“I thought you boys would enjoy some lemonade,” she said as she approached us with the tray, handing me a glass, and the other glass to Tony. To accept the glass, I had to take my hand off my penis. I accepted the glass, my penis standing straight up in the slight but warm breeze. Tony and Anne acted as if it was the most natural thing in the world.

What could possibly happen next? Might she take off her dress and join us? Wouldn’t that be something? But it didn’t happen. She returned to the house with her empty tray.

Tony and I talked a bit about tennis of all things as we sipped our lemonade. He kept stroking with his other hand. I followed his lead. The distraction of the drinks kept us away from orgasming. After we had finished the drinks and talked a bit more, Tony started tensing up and grunting. I was able to witness several shots of white semen shooting out of his penis and onto his belly.

I’ve always liked cumshots in porn. I don’t know why. So, naturally, that set me off, and I started ejaculating also.

Afterward, we toweled off the sperm, and then jumped in the pool. While soaking in the deliciously cool water, we talked a bit more. This time, it wasn’t about tennis. It was about sex and masturbation. “Oh, yes,” Tony informed me, “Sometimes Anne joins me out by the pool. We do have sex, but more often, we really enjoy masturbating side by side.”

He went on to tell me this was the first time she had seen another man jerking off with her husband. Tony suspected she really enjoyed seeing that, and suggested I should come by more often. He even went so far as to say she might join us. I asked whether my wife was invited.

“Hell yes!” was his answer.

That excited me in more ways than I can say. Lorie is adventurous, and might just go for this. Plus, she’s a real looker with her tall, slim body and beautiful red hair. I’d like Anne and Tony to see her in all her glory.

I couldn’t wait to get home and tell Lorie about my interesting afternoon.

Tied

A bunch of guys, typically around six of us, get together on Thursday evenings. I’m one of them. We start off with small talk, beers and snacks. Then George, the host, plays some porn on his big screen. Pretty soon, it turns into a mutual masturbation orgy. Our wives know. Maybe even our children know. It’s all good. It’s a great way to let off steam, or equalize, or something. I’ve noticed these past couple of years I’ve been even closer to my wife than in the past. I don’t know if it’s because of Thursdays, or not, but I’d like to think so.

Normally, we’re pretty tame. Basically, it’s a bunch of naked guys exchanging handjobs. Last week I was feeling a bit frisky, and so was a guy named Steve. I was idly wanking him while he was laying there enjoying the attention, when he announced something that he was interested in trying, what he called ‘post-orgasm stimulation.’ I thought he wanted me to do that to him, but no, it was the other way around. At first I was reluctant, but then the other guys, overhearing us, pretty much dared me to give it a try. I foolishly relented.

George has some soft ropes just for something like this, but we’ve never used them. The guys tied me to George’s sofa by my wrists and ankles. Just being like that, all vulnerable, fully inflated my penis.

Steve announced how it was to work: He was going to get me off. But then he was going to keep going. No safeword. No way out. He figured that would make it more exciting for me. My heart was starting to beat hard and fast in my chest. I was sexually excited, yes, but something more, too. I was scared. This was starting to spook me out.

Steve continued. The only way out was to become soft. He would keep up the post-orgasm stimulation until my penis lost its erection. He asked whether I wanted to proceed. He was giving me an out. I actually thought about changing my mind, but I knew I had to do this.

Steve started in on me, and all the other four guys stopped what they were doing, gathered around the sofa and watched me get my treatment. Now, Steve is an artist. He wasn’t going to simply jerk me off. No, he was going to seriously edge me, and torture me too, with a bit of rubbing of the palm of his hand over my glans. Oooh, that was hard to take. I twisted this way and that, trying to get away from that oiled up palm rubbing right over the top of my penis. What a horrible itch!

Fortunately, he switched back to some other things, like pulling on my frenulum. Then, when I was about as erect as is humanly possible, he pulled the skin of my penis down as far as it would go, causing my erection to strain against the pulled skin. It almost hurt, but it didn’t really. He just kept holding my skin down like that. It started to feel downright orgasmic. I told him I was cumming, but he just kept holding my skin pulled down and tight like that.

The contractions started and I threw a few spurts of cum high into the air. He was still just holding the skin of my penis pulled tight down toward my belly, with my penis convulsing. The pulsing subsided, and then he changed his plan. He let go of the skin, and started jerking me off as if I hadn’t just cum. It was immediately excruciating. I was twisting hard in my bonds, I was alternatively moaning and hollering, but there was no way I could get out of his grip.

Then he did the unthinkable: He returned to rubbing his palm over the head of my penis. I shrieked, I laughed, I begged, I continued uselessly twisting with all my might. I was in a weird kind of pain. Well, it wasn’t exactly a pain, and it certainly wasn’t a tickle, but it was un-fucking-bearable!

He just kept going. My penis took its sweet time going soft, but finally, finally, it did, and Steve quit his ministrations.

I was so spent that when the guys untied me, I couldn’t even get off the couch for a few minutes. Everyone seemed to be admiring me for what I had just endured. A bit later in the evening, some of the guys did the same thing to each other. I even tortured Steve in the same way. Oddly, he came twice. His penis didn’t go soft as soon as I would have expected. In fact, he stayed hard, and stopped squirming so much. He shot a second load, which was mostly just a couple of drops of clear liquid, but cum again he did. I’ve never seen that before. I didn’t even know it was possible. I continued stimulating him after that second cum, and then he did squirm and yell. Boy did he squirm, but I was undeterred, and made sure his dick was good and soft before I was done with him.

That torture was by far the worst thing I’ve ever endured. It was also the best. I can’t wait to do it again next Thursday.

That’s me in the picture below, the very penis that Steve treated so badly.

Butler With Benefits

I’ll admit I’m quite wealthy. It started with my great-grandfather, who was a cobbler during the great depression. It turns out that repair businesses did well while everyone else suffered. People couldn’t buy new shoes, so he had lots of customers.

He invested the money in buying the building he was in and charging rent to the other small retail businesses in his building. Then he bought more buildings. You can imagine that his children and their children, and finally my generation have followed his footsteps and all done very, very well in commercial real estate. For four generations, our family has also been heavily philanthropic. Don’t worry, we can afford it! It’s more than just philanthropy. It’s a love for all humans – and animals. I was taught to be polite, kind and caring to everyone since I was a baby.

So, here I am, otherwise a typical trust-fund baby. For instance, on my 18th birthday, I was given a hotel. A one-hundred-eleven room hotel at 111 Broadway. Really! I didn’t pay much attention to it. I have managers, lawyers and accountants to take care of all that.

I was also given something else on my 18th birthday. My ‘man,’ that’s what I call my butler, who has been with me for 8 years. Jonathan used to work directly for my father. He is a sort of combination chauffeur, personal assistant and dresser. He arranges my air travel, handles my email, and even selects my clothing in the morning. That way, I can spend more time on business. I mean, I could retire right now, and just live off my assets. But somehow, my family has got me so trained to stay focused on growing ‘the business’ as they call it, that I can’t imagine doing anything else. Well, I did go to college and get an MBA, but that was just part of focusing on the business. It’s all about philanthropy and I can do it better with even more money, right?

But anyway, back to my 18th birthday. So that evening, Jonathan comes in and says he has something he wants to tell me. I figured he was going to give me some cufflinks or something. And even though Jonathan and I have become close friends, I was thinking, OK, I’ll be polite and graciously accept whatever birthday gift he has for me.

But no! He tells me he used to perform a certain service for my father. He didn’t quite explain it at first. I was starting to imagine the worst. Like even though my father is a very morally correct and kind man, I was thinking, “What kind of service? Eviction agent? Supplier of drugs? Hit man?”

He slowly, and somewhat embarrassingly explained the service. He said that for a while before my father was married, he was so involved in business that he didn’t have time for dating. Plus, most of the women who came into his life were gold diggers. So Jonathan took care of my father’s sexual needs. I was thinking, ‘You mean, he procures prostitutes?’

But no, it was something more direct. Then I understood! Jonathan was satisfying my father’s needs directly! He was giving him handjobs! Geez! Some things you don’t want to hear. I was simultaneously, fascinated and grossed out. But something else too. I started to feel a certain rising feeling in my penis. My god, I was getting erect just hearing about Jonathan giving my dad handjobs.

Jonathan went on to explain that my dad continued to receive occasional hand jobs after he was married. And get this, sometimes Jonathan gave my mother clit jobs and even sucked her clit. He just came out and told me that.

In a way, I shouldn’t have been surprised. My parents have always been open and experimental about sex. Like, we went to nude beaches occasionally since before I can remember. And, I have accidentally seen my parents having sex, which didn’t seem to faze them. And they have caught me wanking. Which also didn’t seem to faze them. But Jonathan, that was shocking news!

So here’s the deal. Jonathan told me in no uncertain terms that if I’d like handjobs, that is part of the service he offers. (And all for $130,000/year. I should give him a raise).

For the first few weeks after I turned 18, I did not take him up on his offer. Then one evening, after flirting unsuccessfully with a beautiful Asian girl who is my mother’s secretary, I was all horned up, and Jonathan talked me into trying his ‘service.’ It was a bit awkward at first. In order to make me comfortable, as I stripped, so did he. This is Jonathan I’m talking about. I’ve never seen him without his tie, his immaculate jacket and pressed pants, and polished shoes. Turns out he is a great looking guy for a 50-year old. Slim, just a bit shorter than me at 5’7,” and with that beautiful African ancestry. I’m only half-African, approximately.

It’s not true what they say about all black men having big dicks. His is average size, or maybe even a bit less, pretty much like mine, although he is not circumcised and I am.

Anyway, he did give me a beautiful handjob that evening. Even though I didn’t touch his dick at all – he said he didn’t want reciprocation, he did get nicely erect, which I enjoyed seeing. Jonathan has wanked me a hundred times since. Somehow, he always brings something interesting to the table. In all the times he has jerked me off, no two have been the same. And, he seems to read my mood. Sometimes I like something kind of rough, like rubbing the palm of his hand over my glans to make me squirm. Sometimes he is so gentle, I can hardly tell if he is touching my frenulum or not – what a fantastic tickling sensation that is! Sometimes he massages my balls very light and lovingly. Sometimes he squishes the hell out of them, which I absolutely enjoy when I’m in the right mood. Sometimes, I jerk him off. That’s right, I enjoy giving as much as getting, and he really does like the reciprocation.

There have been a few women in my life. Jonathan’s service doesn’t interfere at all. In fact, I told my best friend (with benefits) Susan about Jonathan’s service, and she wanted to see it. So one evening after coming home from the office, there was Susan and Jonathan on the sofa, naked as the day they were born. She as white as vanilla ice cream, he as dark as the best chocolate. They were idly stroking each others genitals as I arrived, and the invitation was obvious. We all masturbated together in a great big pile of happiness.

Well, that’s enough rambling from me for now. Have fun, and I hope all your families can become as successful as mine has been.

Double Penetration


These comments about double penetration were compiled off of the internet by Spurtz. A few of the comments are by men. Most are by women. Some of the comments refer to one cock in the vagina and another in the ass while other comments address two cocks in the vagina or two cocks in the ass.

DP can be a mind-blowingly pleasurable sexual act. Which is sad, because only 2.9% of men and 1.2% of women have tried it.

1. “You think you know what it’s going to feel like having two dicks inside you at the same time, but you’d be surprised. First, there was the first one. Vaginal. Normal. And then — fuck. This guy slips into the backdoor. Anal. That alone hurts, but when there’s the added pressure of another dick already inside of you, it’s off the chart indescribable.” —Bailey O. from Massachusetts

2. A welcome surprise. “I had this threesome once, and I guess I never considered the fact that they might try to both enter me at the same time. I’d just never done it. Didn’t really cross my mind. But then they have me sitting on top of one of them, while the other guy enters me from behind, but like, in the same hole. Their things were rubbing up against each other’s, but they didn’t care. I enjoyed it.” —Katy P. from Delaware

3. “If I could describe my experience of double penetration, the best way I can describe it is by describing myself as a cupcake with cream filling. Basically, I was the cupcake, and they were two syringes filling me up. If you think that’s too descriptive, then you clearly never had to have two cocks railing you from both sides.” —Kim B. from Michigan

4. “I’ve had two guys fuck me at the same time, but I’m never letting it happen again. It was weird. I felt uncomfortable. I’m not blaming them. It was just as much my idea as it was theirs. But I’m most likely never going to do it again. I just felt strange. It wasn’t a great feeling.” —Marilyn O. from Washington

5. “I didn’t literally feel bloated, but I think it was like a mental thing where I felt stuffed or full. Yes. Ha. Ha. Very funny. But really, that’s kind of how I felt. You’ve got so much more pressure going into you than you’re expecting, so you feel like you need to fart or something. Whatever, this is basically anonymous.” —Stef J. from Florida

6. “When these guys said they wanted to DP me, I thought I knew what they meant. I thought they meant they wanted to see if they could fit both of their dicks inside my hole. Well, they did. But not that hole. I’ve done anal before, but oh my god I was not prepared for this. My asshole was stretched out like you wouldn’t believe, and even though it took a while to get used to, I loved it.” —Annie H. from South Carolina

7. “This was not your typical sexual experience. Never once did I not have a dick in me. If one guy was fucking me up the ass, the other one was taking me from the front. And vice versa. They clearly couldn’t stop themselves from keeping their dicks wet.” —Cara C. from California

8. “People talk a big game when they’re talking about double penetration, but it’s not that big of a deal. It’s just sex. If you’ve ever had a guy inside you, then you know what double penetration feels like. Just imagine like… a much bigger dick, I guess? It’s not that crazy.” —Meg I. from Ohio

9. “Not only did my boyfriend talk me into having a threesome, he talked me into having a threesome with his best friend. At first, I was like hell to the freaking no way in hell, but you don’t know my boyfriend. He’s convincing. So we did it. But what I didn’t think was going to happen was that he and his friend were going to go as far as they went. It was… intense. But, like, they asked first. I just wasn’t expecting it to go there.” —Caitlin R. from Rhode Island

10. “This is not a lie. Honest. These two guys were inside me, and I don’t know what happened or how it happened, but they got stuck. Both of their dicks were just like stuck in my vaj, and they were just rubbing against each other. We got lube and fixed it, and but for a little bit, it was weird and kind of scary.” —Bri M. from New Jersey

11. “When I did this, I think it was just too much for one of the guys. Obviously I was into it, but I have rules. One being: don’t cum inside of me! But this one guy clearly couldn’t help himself. The idea of double penetration just got him too hot, clearly, and he came inside of me… I was not a fan.” —Leslie S. from Oregon

12. “Honestly, getting penetrated by two guys made me feel like a sandwich. I was just kind of there while they humped me from both sides. After a while, it stopped being sexy and became more of a balancing act. And it just made hungry for a sandwich.” —Janet U. from New York

13. “Some girls say they’ve been double penetrated. Let’s give them a hand. Not only was I double penetrated, I was triple penetrated. Mouth, vagina, butt. Three dicks. All just plowing into me from all ends. I was a happy lady that night, and I look forward to the next one in the near future.” —Kasey B. from California

14. I love it! The feeling of both of them inside me at once is so incredibly intense and amazing. I lose all control and become a quivering orgasmic being. I don’t notice anything around me. I don’t even notice my husband watching or taking pictures. It’s like I’m on a different plane of reality.

15. Yes, I very much enjoy it. There are these two younger guys…I think 22 and 24….that are roommates and live very close to me. I go to their place almost every Saturday morning, and it always ends with them double penetrating me. They’ve gotten so good at it that now they almost always cum at the same time, sometimes twice. I absolutely love to feeling of two cocks pumping cum into me simultaneously. I’ve been going there for nearly 2 years now, and they always fuck me on the same couch in the living room. So much so that their poor couch has a huge stain from my squirting all over it.

16. I just turned 18…when I had my first dp…and I was amazed at how much I loved it and having both of my tight little holes being used at the same time…I know right there I’ll never be ok with just one guy and one dick.

17, I don’t know about the others but in my experience, it is awesome how it feels, you can feel your flesh expanding and both dicks really easy and it eases the pain in the ass when you are feeling pleasure from both holes. So yeah, it is really good

18. I did it only once, last Sunday, after the Super Bowl and I loved it. So there are at least some women who do! I had the 3 cocks who were cheering for the Rams (they won). The 3 guys cheering for Cincinnati got nothing. I will definitively do it again and I won’t wait for the next Super Bowl!

19. Call me kinky, but I’ve been in many group sessions and parties which involved me and multiple men. I have to be honest that I do fantasize having both holes filled almost all the time, but as a small girl (I’m less than 5′ tall) it’s both filled with excitement and fear.

20. I’m very sure most men have thought of trying out double penetration but only a few would actually try it out. It’s easy to find group sex members, but not when they both are touching each other. Recently, after some serious discussion with my friends-with-benefit, they decided that they will try double penetration with me. It wasn’t easy, we tried multiple positions, many of which will involve these men touching each other and , they were uncomfortable. In the end, it’s a big turn-off for me.

21. As of now, after multiple sessions with different people, and having met the right “boys” for dp, I admit I’m in love with dp for the following reasons.

a) I’m filled! This is physically arousing. Having both holes filled with the perfect sized penis is insane. Yes it hurts a while after climax but during the session it feels like heaven. My body trembles and shakes at the excitement even after the session. I don’t do drugs or weeds but I feel that the excitement is similar to them. It makes me happy, and I feel that my body feels much better after each session.

b) I feel like a Queen! Having multiple men giving me love is great! I don’t care if they feel awkward on the next day, but I’d trade anything to have multiple men giving me love. Maybe it’s just me but I enjoy guys telling me that they “love me” and “you are great”. They gently caress me and seemingly is intoxicated to make love with me. I’m abolishing the traditional Asian “sex is for men” phrase, having multiple guys on me is like “men are for women”

c) I’m more self-confident with my body. As a small girl with a A-cup, I’ve been having issues of confidence . I am unable to wear something sexy, even push up-bras hardly help. Having guys insanely in love with me (even if it’s just for sex) is a tremendous confidence booster. I feel that I could work better, speak in much more confident manner and do my work better after my first successful dp session.

22. No doubt at all. I really enjoy DP during MFM sessions. Naturally my hubby used to be one of my partners several times. It gives me lots of orgasms more than anything. Now I am mad about fantasies of having gangbangs.

23. It’s an acquired experience. For women like myself who by their nature are extreme submissive, sexually obedient and sluts. Allowing guys to dominate you and enjoy themselves is part of the sexual arousal that myself as slut enjoys and it gets my juices going. That I am being treated in that way. Double penetration is a natural flow of that submissive nature. The extreme pleasure I get when 2 big black fat cocks are penetrating me at the same time is arousing. The feel that each cock is pounding both of my slut holes causing me pain is extreme pleasure. The big fat black cocks get encouragement from my load moaning and they go even harder, roughing me in the process. Both guys pinning my lower body around the hip and ass in such a way that there is limited movement for me and not allowing me to ease the pain by shifting my ass slightly. It is enjoyable and I get it regularly during my gang bang sessions.

24. It’s the happiest When I need it. When it works at the same time it makes me feel great. I don’t know which one gives me the most happiness.

25. If I told you my opinion, then it’s very comfortable and energetic for me. I love to do double penetration

26. I’m still a virgin, tight, closed pussy but really would enjoy to experiment with double penetration. Both dicks in ass. or both in my pussy. I need to try it

27. I love double penetration especially double vaginal penetration. I had two strangers vaginally penetrate me at the same time and they both ejaculated in my pussy at the same time getting me pregnant. I went through with the pregnancy and gave birth to a healthy baby girl on my birthday. I had her up for adoption 13 years ago because I didn’t want my parents to find out. I’m now 29 years old and haven’t seen my daughter since I gave birth to her.

28. Married to a wonderful man and a mother of a brilliant young man, I’m a woman who enjoys sex in every form and taste. Of all the styles and forms of sexual interaction I’ve had, I would go ahead and say that I’ve enjoyed more when I’m being pampered and pinned by multiple men at the same time.

29. I love being double penetrated. it’s like the way they say in sequels: twice the force, twice the action, twice the fun. I sleep with only the men I’m comfortable with, so when I was spit roasted, it was the ones I’ve already shared my bed with. The understanding between each other was so well that we didn’t even need to vocalize everything we wanted. We just knew what the other person wanted. That must have the reason why I enjoyed that session so much.

30. It was an immersive experience. The varying degree of pressure and pleasure, the dynamic motion, the exhausting and exhilarating orgasms and the sounds of sex. Slapping, slurping, sweating, swearing, sighing, squirting, screaming, sounds of sex. As I always say, two is better than one.

31. Double penetration is an absolutely fantastic experience but it can be a little tricky to position yourself for vaginal and anal penetration at the same time. I love the feeling of having two cocks working deep up in me and if I also have a third cock in my throat I feel like I am in paradise.

32. Not all women enjoy it, because it’s a lot like everything else about sex. not everyone likes all the same things. Not all women like penis. Some of us like both penis and vagina. But yes, some women can and do enjoy being double penetrated. Just be gentle and listen to her. She has more of a sense of what she can handle than anyone trying to put anything into her.

33. I absolutely love it. Not “same hole DP” but both hole DP. I’ve even enjoyed being “airtight” on occasion. I had a fwb with two roommates that I would visit once or twice a month to be “used”. Double the thrust, double the passion, double the fun, double the lust, double the moans, double the feel.

34. I love being double penetrated – it takes me to a place nothing else can. Even the thought of losing control over the part and banged by two men turns me on. Few things are as pleasurable and fun as making love with two men simultaneously. It is fucking amazing.

35. Yes, but varies with person and trust. I had my double penetration with my friend’s wife and she loves double penetration so much and enjoy lots with her hubby and with me. My friend and his wife love experimenting in sex and in that way we did double penetration to spice up sex. They were planning for double penetration for long time but finding trustworthy partner was a difficult task for them and keeping private their sexual acts too. Since we are close friend and work together, so he finds me suitable and comparatively young for his wife. As planned I joined for fun in night at his home and had my first double penetration with his wife. She enjoyed two cocks at a time in her ass and pussy and now we do regularly when we find time and she loves to enjoy double penetration.

36. Once we interviewed the XHamster porn actress who told us that with double penetration she gets the feeling of languor when you absolutely lose control over yourself. If you have one partner, you are able to control the speed of the movements, changes in the position, the degree of penetration, etc., whereas with two partners you have nothing but a deep feeling of being totally filled up. You simply switch off and FEEL. She says that the pleasure is incredible just because you have to lose control and leave it to the partners moving in you.

37. I think that some women enjoy the feeling of being penetrated in multiple ways because it can provide a more full and satisfying sexual experience. Additionally, some women may find that double penetration can help them to reach orgasm more easily or more intensely.

38. Well I do enjoy DP. I know lots of girls who are in otherwise monogamous relationships who find that doing this in a threesome with their man works really well for all parties. I know they think that they won’t or that they never would do this, but anal, vaginal is actually really dreamy and spaces you out amazingly. If you pre-plan, do STD tests all round and you can have that amazing feeling of being full of two men’s sperm too. Really – try it (or if you are male try it with your girl). You won’t regret it! PS: Don’t get judgmental – I’m a very respectable, innocent looking woman and you’d never guess.

39. I’ve got a tight pussy and tight asshole, but there is nothing like one cock drilling my asshole while another dick is pounding my pussy… to top it off, I’m sucking the third schlong hard as he attempts to ram it down my throat.:) That is 3 men/3cocks filling up all my holes = wonderful pleasure.

40. Me, personally, no way. But you never know if you don’t bring it up. I agree, you don’t just want to come out with this, but make it part of a lighthearted conversation about fantasies and desires. If my partner did ask me about it, I wouldn’t think badly of him unless he really pushed the issue after I’d made it clear I wasn’t interested.

41. Some women do. I do. I like ‘airtight’ even more. But DP can take getting used to. It helps a lot if the men know what they’re doing. At least among the people we know, it isn’t that common. Many women we know won’t do anal so of course they won’t do dp.

Author’s Note: These comments were compiled off the internet. A few of them are from men but mostly women.

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