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Odd Sports Physical

I went to my mom’s friend for my college entry physical. Perhaps I should have known better. She’s a nurse practitioner. Cheryl is her name. She’s a bit on the heavy side, has graying hair, and most of the time wears a no-nonsense expression.

She did the physical at her house, which I suppose is a bit weird, but at the time, I thought it would be better than waiting around in a doctor’s office. They always run late, and that bothers the heck out of me.

I got there and she instructed me to strip down to my underpants. Cheryl did all the usual stuff: blood sample, listen to heart and lungs, weigh on the scale. All the while, she was asking me questions, like why I joined the baseball team when I’m so good at football. (I didn’t get a football scholarship, but did get a partial baseball scholarship.) I thought this ongoing questioning was unusual from her. All the time she had known my mom, she barely paid any attention to me at all, and I came to think of her as a mostly non-talkative person.

My mind turned away from Cheryl and what she was doing. I was on the verge of buying an old Harley, and was really excited about that motorcycle. It was all I ever thought about lately.

She asked me to momentarily remove my underpants. That brought me crashing out of my daydreaming. Perhaps I shouldn’t have, but I asked “Why?” I mean all the medical exams I’ve ever had, either I would leave my underwear on, or at most, they’d swoop down the front for a moment for nothing other than the briefest of a glance at my balls or whatever.

“Because a young man needs to be checked for everything, testicular cancer, included.”

“Oh.” I felt really weird about letting Cheryl see my dick. My ass too, for that matter. But what could I do? This was a medical exam after all. No big deal, right?

So, I stepped out of my briefs. There I was stark naked in front of my mom’s friend. Now, nudity has always had an effect on me. Thank God that the showers in high school were all in separate stalls, because I’d often get at least partial wood in there. The other guys never knew. And of course I didn’t know what was happening with them in their showers. I kind of wondered. Anyway, the thing was I felt like my penis might rise up in front of Cheryl, and that would be weird, and embarrassing to the max.

First she did the turn my head and cough thing. I felt a stronger possibility of erection. In fact, I was becoming very afraid my penis was starting to puff up a bit.

“No hernia,” she quietly half-muttered. It’s not like I was relieved, because I was pretty sure there was nothing wrong with me, anyway.

She had me lay on her ‘examination table.’ It looked like a massage table to me, but whatever. She reached out, and started scrunching around on my sack.

To my horror, that fucked me up entirely. My dick rose of its own accord, and there was nothing, absolutely nothing I could do about it.

“Um, I’m sorry…” I started to blurt.

“Oh, it’s nothing. Just proves you’re a healthy boy.”

She continued to feel my balls for quite a while. Under other circumstances, it would have been wonderful. I’d like to have a girl, I mean, someone my age, do that. My mind drifted to Marie, a beautiful Mexican chick at school. She was a girl I always wanted to talk to, but never could. Oh well, now that high school was over, I’d probably never get the chance for the rest of my life. Somehow in my mind, I started imagining it was Marie squeezing my balls back and forth like that.

Suddenly my mind shot back to reality. What the fuck was happening? I was rock hard as Cheryl was continuing to massage my balls. And, why was she taking so long? I was starting to feel that pre-orgasmic feeling one gets. Oh no! But just before it was too late, she let go of my balls.

Whew, that was a close one! I realized this was as close as I had ever come to ejaculating, without actually ejaculating. I was sure I’d be rubbing one out later to finish the job.

She turned away to a little table, grabbed something, then returned. “The schools are insisting that we test for STDs these days. This may sting a bit.”

I didn’t really grasp what she was saying. I was vaguely thinking she was going to jab my arm for more blood or something.

Suddenly, I felt her grab my still rock-hard penis in her hand, wrapping her fingers firmly around it. There was that getting-ready-to-orgasm feeling again. It came on me suddenly. And then, as I looked to see what she was doing, she jabbed a Q-tip about an inch in my peehole. That did sting! She could have warned me. But then again, I guess she did.

Now, it would have been nice if she pulled it out right away. But no, she kind of pushed it in a bit more, and twirled it around. It stung big-time! Finally, she pulled it out, and if you can imagine it, that stung even worse.

“Owww, Holy fu…”

But then it was over. The pain ended as quickly as it had begun.

“I’m so sorry,” she said. It had to be done. Putting the Q-tip into some sort of little container, she immediately turned back to me and grabbed my penis again.

‘Now what?’ I was thinking. What torturous thing did she have in mind next? But that’s not what happened at all.

Cheryl apologized for that pain, and said, “This might help.”

She held my penis, looking at it intensely, and kind of shifting it to one side then the other. It was still as hard as a hammer. It felt nice for her to hold it that way. Then, she slid my foreskin all the way back. It was intense. Almost bordering on a different kind of pain. She held it that way for a good few seconds. Then she pushed it back over the head of my penis. Then she pulled it back again.

“Checking for proper functionality.” she said, in that same low, almost to herself voice.

She did that ever so slowly about five more times. That was it. I couldn’t hold back any more. I tried really, really hard, tightening up every muscle I had, but it was hopeless. Cum started shooting out of me, all over her hand and my stomach.

“Yes, all good!” she said, this time brightly, and with a smile on her face.

“You appear to be in perfect health young man.” With that, she left the room, so I could wipe up the mess, and put my clothes back on.

As I walked into her living room, I thanked her for the physical while feeling very strangely about what had just happened.

Cheryl asked my not to tell the details of what just happened to my mother. I assumed she felt guilty about going way beyond the rules for this sort of thing. I assured her I wouldn’t tell. I mean, I’ve never discussed anything sexual with my mom. There’s no way I could bring something like this up.

The next day, my mom and I were sitting around the dining room table, just talking about this and that, when she said, “Cheryl says you’re really healthy.”

I didn’t catch her meaning.

“I mean Cheryl says she ejaculated you during your exam.”

I must have turned ten shades of red.

Create Your Own Story

Hi Folks! Jeremy and I would love to hear your stories. Please write a story in the comment area below, or you can send direct to me using jenelle@sex270.com.

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The length can be anything from a sentence to a complete ebook.

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We can’t pay anything for your submissions, and do not guarantee to publish every one, but we’ll do our best to publish anything that’s of reasonable quality.

Not Sure

My girlfriend says she’s not ‘ready.’ She won’t even masturbate with me or even show me her whole self naked.

On the other hand, my buddy and I have jerked each other off a few times. I’m starting to figure out that it’s natural and nice. One doesn’t have to be ‘gay’ to have a good time with a friend. Of course, if one is gay, that’s fine too, right?

So the day before yesterday, he proposed something new. He heard about ‘tantric masturbation’ and explained it to me. We decided to give it a try. Since the other day, I’ve read up on tantric stuff. I’m not sure that’s what we did, but it was fun in any case.

First, I started on him. The idea is I’d bring him close to cumming, but not let him go over the edge. I was basically sitting next to him while he was laying on his bed, and holding his balls gently with one hand, and jerking him with the other. Every time he got close, he let me know, and I stopped for a minute.

His cock became as hard as I’ve ever seen it. He was squirming, and laughing, but I could tell he was so close to cumming several times that he was like in another world.

After a while, I let go of his balls, pushed his legs farther apart, and placed my finger against his anus. I didn’t even push it in. He yelled “WAIT!” again, but it was too late, he came right away, spurting out buckets. I swear, his sperm went a foot in the air.

Then it was my turn. He wanked me and wanked me. Every time I got close, I let him know, and he stopped. This went on quite a while. I almost came like five times.

Before I knew it, and before I wanted it, it was over. He stopped. He told me it was better this way – that I should be satisfied without ever having ejaculated.

I wasn’t so sure. I’m still not so sure. I went home all sexually charged up. Contrary to what every bone in my body wanted, I didn’t jerk off when I got home. It would have been difficult anyway, with my sister home and all.

Now I swear there was a benefit. It just seemed to me that for the rest of the day, colors were a bit brighter, sounds were a bit crisper, my thinking might have been one notch clearer. Yup, I stayed horny, but it seems like it was in a good way.

After dinner, homework and some TV with the family, you can bet I jerked off. But taking what my friend said a step further, I kept doing that tantric thing, which I believe is also called edging. But, here’s the thing: I didn’t ejaculate. I haven’t even now, and it’s been two days. I did masturbate, I just didn’t let myself cum. I’m still seeing, hearing and thinking more clearly. Maybe even smelling and tasting with more clarity. Is that possible, or am I just imagining it? I don’t know. What are your thoughts about that?

My Sister and Her Friends Had a Most Incredible Request

My twin sister Junie, and her two friends came to my bedroom door all giggly, as usual. They had a request, and it couldn’t have been stranger if they asked me to reverse the earth’s poles.

They unraveled their request slowly, all hesitant, shy, and goofy. At first I thought I understood, but when they got to the heart of the matter, I couldn't believe what I was hearing, and I was immediately embarrassed.

It seems the three girls were teamed up in biology class to do a simple little project. They were to bring in something to examine under a microscope.

I figured they wanted me to pull the wings off a bug or something. Cool, I could do that. But why all the giggles?

"No," Junie said, seemingly almost frustrated by my lack of understanding. "Not a bug. We need some sperm."

I couldn't even think of an answer, while I'm sure my face turned beet red. My first impulse was to slam the bedroom door on the three of them and yell 'Fuck off.' I mean, the whole notion was way too embarrassing.

On the other hand, at 16, my hormones were always raging. I had not yet even seen a real live vagina. Well, maybe Junie when we were four or five years old, but that didn't count. I started to mull the possibilities over in my head. I came to realize it would be pretty cool. I could jerk off, hand them a little bottle of sperm, and they'd know I did it, and they'd have a sort of souvenir. On yet another hand, that would be admitting that I masturbated, something that just wasn't done among people our age back then. But what if? What if I did that for them? Wouldn't it be the coolest thing in the world to provide them a sperm sample? I started to cave in, the hormones in me were winning over my cautious intelligence.

"OK," I said in a strange voice. I sounded a bit too high-pitched, and kind of shaky. Weird. I repeated in a stronger voice, "OK, sure, since you're my sister, and since you girls need it for school. Just don't tell anyone where it came from, alright?"

Suddenly, I regretted saying that I would do it. I hadn't thought it through, but if they had sperm in their biology class, they'd pretty surely tell everyone where it came from. My face got redder thinking about everyone in the school knowing I jerked off, and by gosh, maybe they'd make mental pictures of me jerking off. How embarrassing! I could feel the heat in my cheeks.

"I changed my mind," I said, somewhat more forcefully than I intended, trying to keep my voice from going high and shaky again.

"Oh, come on. It's for science," Kathy cajoled.

We went back and forth a bit, me and the three girls, but finally after they promised profusely that they wouldn't reveal the source, I did relent. Hormones again.

I had an empty bottle from an old chemistry set in my room. I started to close the door telling them I'd fill the bottle and give it to them in a little while.

"No, we need to watch," Junie stated.

"Yeah, yeah," the other two girls chimed in.

"Why?"

"Because…. um, because we need to know that it's real sperm, not something fake you could put in the bottle."

You'd think I'd object to that, but I immediately pictured, well, I don't know what exactly, something about the three girls all naked, and me naked, and maybe getting a handjob or a blowjob or something, especially from Kathy. Or the other girl, Nicole, for that matter. Nikky was a supe-hot looking girl with Korean parents. She didn't even realize how incredibly sexy she was with that super-long straight black hair of hers. My imagining was all quite nebulous, but it was a strongly sexual notion. I could feel a stirring in my pants.

I pretended to object, and be all sheepish, but I was all set for whatever might happen next. And yet, I didn't make any move. What should I do, just whip my pants off in front of these girls? That would be inelegant, to say the least. Maybe somehow tell them they had to get naked first? Sure, but how, exactly, would I justify that?

I won't bore you with the details. Suffice it to say that I ended up totally naked in front of them, and none of the three girls removed a stitch. I think in retrospect, I didn't need to remove my T-shirt, but it seemed appropriate at the time, so I was, in fact, fully naked.

My penis was immediately hard and I felt many things at once: I was feeling a sort of shame, like I was doing something wrong. I had to remind myself it was 'for science.' I felt sexually excited, of course. And, I felt proud. My dick had only recently come into its full size, and I had a nice nest of black hair around my balls with a slight trail leading up toward my belly button. And, I have to admit, my body, although perhaps a bit slim, was pretty athletic.

"That's it?" Kathy asked. "I thought your penis would be bigger."

That set me back for a second, but Junie stepped right up to the plate and said, "It seems huge to me." The world was right again:)

"Come on, masturbate," Nicole commanded. I was surprised she even knew the word.

So I did. I started to pull my foreskin up and down and all too soon, I was saying, "I'm gonna cum, I'm gunna cum."

My sister grabbed the little bottle, and held it near the tip of my dick. I was out of control, and started spurting. She only got a couple of drops in the bottle. The rest landed on the floor. And it was much more cum than usual.

It was probably the strongest orgasm of my life. My knees were so weak I had to sit down on the edge of my bed. The girls had been dead silent during the procedure. Kathy broke the silence saying, "That's it? I thought there'd be a lot more sperm than that." I decided right then that I didn't really like Kathy all that much, but mostly, I was in the combination of the afterglow of a super orgasm, and at the same time, I was becoming very, very shy. No, more than shy. Concerned that I shouldn't have done that. I shouldn't have been naked and jerked off in front of the girls.

As soon as I could, I put on my pants, and politely shooed the the girls, with their little bottle, out of my room.

It took me several days to recover. I jerked off several times reliving the experience. But I also had several bouts of absolute fear, like I burned down a house or something. I was sure the whole school would be talking about me.

Nothing happened, and so after a week, it was entirely forgotten.

Then, a knock at my bedroom door. I could tell it was the three of them again. I could hear them tittering.

"What?" I asked as I opened the door.

"The sample didn't work," Junie said. "By the time we got to school, it was kind of melted or something. We couldn't see any sperm in it. We need another sample. This time we'll refrigerate it."

Sometimes I'm very proud of my quick mind. I answered, "Not unless you girls participate also."

My Sister’s Friend’s Anus

My sister's friends' anus

I thought I knew a lot about most things, as 18-year-olds will do, but I didn’t have a full grasp on sex yet. I met one of my sister’s friends, and found her immensely attractive. She was slim and short, like 4’10,” with long black hair. Somehow, we struck up a conversation that turned into a mutual liking. Boldly, I suggested we go for a walk.

She asked where. I replied that there was an unmanaged park a couple blocks away. It was a place of cool, dark forested trails. Just the thing for a hot summer day. So, I drove her over there, and we started walking around.

There was no one in sight. I tried to steer the conversation to sexual matters, and she more-or-less went along with it. I put my hand on her shoulder, and she didn’t object. Just that little bit of touch excited me.

Thinking maybe I could get a little luckier, I moved my hand to her lower back. Very lower back. Still, no objection. Meanwhile, I brought the conversation around to masturbation. She admitted that she did it, but didn’t volunteer any specific information.

My fingers slipped under the waistband of her shorts and panties. Fortunately, they were elastic, so soon, my hand was on the round globe of the right side of her ass. She didn’t say whether she liked it or not, but I took it as affirmative, since she didn’t ask me to stop. I was super-excited to feel her pretty, small, smooth round ass in my hand.

Here’s where I got really crazy: I moved my hand over her ass crack, and as we continued walking, and I could feel the muscles of her butt working with each step, I slowly worked my forefinger between her ass cheeks. Still no objection.

I pressed my finger directly against her anus. Still no objection. Instead, she uttered, very quietly, “Hmmm, nice.”

It took a while because we had no lubrication, but I managed to work my finger gently into her asshole about an inch. Mind you, we were still walking. Weird, eh?

All this was because I was such a nerd at that age, that I didn’t know a more elegant way to do things.

I so wanted to stop, lay her down in the soft late summer leaves, and fuck her big-time, but didn’t know how to steer the conversation. If that wasn’t going to happen, at least maybe there was a way I could see and feel her vagina. Maybe I could show her my super-stiff penis, still trapped in my shorts, and she’d want to play with it. Some variation of this seemed inevitable.

We continued walking and conversing. I kept trying to bring the conversation back to sex, but it kept veering back to other, more general things. The walking and finger-in-the-ass thing was getting awkward, so I removed it, taking a moment surreptitiously to inspect and smell it. The finger seemed perfectly clean, but smelled out-of-this-world beautiful!

Our walk came to an end, and nothing more happened. We said our goodbyes. I was convinced this was the first girl I would fuck. I was sure she’d become my girlfriend. It never happened. I saw her a few times, but she was always with my sister. Somehow I was too shy to ask her on a date. Then my sister went back to college, and that was that. I never saw the lovely young girl again.

My Brother Laramy

I’ve always been interested in all things sexual. It started before I can remember, but by the time I was fifteen not only was I masturbating at least twice a day, but I was always on the internet, looking for new information about sex.

I had figured out early on that I didn’t want to fuck. Too problematic in many ways. For three years after opportunities started coming my way (pun intended), I was still technically a virgin. However, in my early years, I had all sorts of objects stuck in any place they can be stuck, by both guys and girls. And, of course, I’ve been not only the stuckee, but the stucker, also.

But back to when I was fifteen. I had read that some women can orgasm from anal stimulation. I had already experienced clitoral and vaginal orgasms – plenty of them. All by myself, however. I hadn’t yet done anything with anyone else. It almost happened with this girl I know, but she geeked out at the last moment, so we didn’t even kiss.

The more I thought about the idea of orgasming from anal stimulation, the more I knew I had to try it. Oh, I had pressed a finger into my own butt, and sometimes an object or two. While enjoyable, nothing brought me close to orgasming. I started to realize I needed someone to help me out. I just couldn’t get it right by myself. But who?

The idea of my 13-year old brother came to mine. He’s a lovely kid, and would do any reasonable thing I asked. but no. Too crazy, right?

Well, you know how it is. An idea builds in your mind, and like a bulldog with a bone, you won’t let it go. So, feeling all sheepish and silly, and hell, downright embarrassed, I asked him.

“You want me to do what? You’ve gotta be kidding,” he ejaculated – in the old-fashioned use of the word. He was a late developer. I was pretty sure he couldn’t ejaculate yet, in the more modern use of the word.

I’m sure my face turned red. Now I felt like an idiot asking him to finger my ass.

Then he surprised me by saying in a bright, enthusiastic voice, “You bet!”

We got naked. It wasn’t like we hadn’t seen each other naked before, but that was like 8 years ago, when I was seven and he was five.

I was so horned up already, but then seeing him, with hairless little boner all hard and sticking straight out, well, I orgasmed, and I hadn’t even touched myself. It’s a good thing I’m a multi-orgasmic girl. From what I had read, not all women are like me. Some cum once, then like the boys I’d read about, they are totally done.

Now Laramy, my brother announced, “I can cum, you wanna see?” as he immediately started stroking his penis.

“Wait,” I practically yelled. I knew if he came he might lose interest in doing anything with me. I explained why I wanted him to wait, and he stopped. But he didn’t stop looking at my breasts. He was just staring, almost drooling like a fool. I was rather proud of my boobs, even though I was hoping they hadn’t fully grown in yet. They hadn’t reached that stage where they fold over and lay against my chest. I didn’t know if they would ever get that big or not. At the moment, they were really just bumps with little pink nipples on them.

On that occasion, Laramy did indeed cum, but it was like two little clear drips that seemed like water, or clear piss. I put my finger on one of the drips on his tummy, and it was kind of sticky, so I guess it was truly cum.

That was the first of many sexual explorations. He and I eventually became quite oral. There’s nothing like a dick in your mouth from a guy that you really and truly trust. Then, when that guy turns around and licks your clit, sucking your inner labia into his mouth, well, call it “Heaven!” We sometimes did 69, sucking each other at the same time, but more often, we’d take turns so we could more fully get the experience.

Around age seventeen, I met a guy named Ken. He and I hit it off. It wasn’t long before we were sexual. Oh, I know, but look, we were careful, always using condoms. As I’m sure all adult women know, the fulfilling feeling of a penis in your cunt can’t be beat, right?

The only problem with Ken was that Laramy became sort of jealous. Well, not quite that. He just missed our sessions together. Fortunately for Lar, that didn’t last long. One day Ken mentioned an interest in bisexuality. It took me like one second to figure I should set up something with Ken, Laramy, and me.

Fast forward ten years. My breasts never grew bigger. Oh, they’re OK, but they don’t flop down like I think I would have enjoyed. I’m still with Ken. Can you believe it? Laramy, Ken and I did fully play several times. A couple of times, in front of Ken’s delighted eyes, I did actually get fucked by my brother. Even in the ass one time. Always with condoms of course.

However, it didn’t last. It was inevitable that Lar would meet a girl. In fact. He’s been a serial monogamist for the past several years, but has totally lost interest in playing with Ken and his sister. Oh, well. Ken and I know how to have a good time with each other, and some other people we’ve met. But all that’s for another story.

My Crazy Mother

Well, as you know, my mom is crazy. [I didn’t know.] Yes, the day I turned eighteen, she gave me a blowjob as one of my birthday gifts. I was weirded out at first, and part of me wanted no part of it. Another part wanted to see whether she’d really do that. I mean, she’s done insane things all her life, but that took it to a new level, in my opinion. Yet another part of me was suddenly aroused as soon as she announced it.

Yes, she’s quite nuts. The six or so boyfriends she had since I can remember have all been too weirded out by her to stay for long. On, I don’t mean she gets drunk, yells, or anything like that. More like she’ll invite me and my friends on a midnight picnic. She often wears the skimpiest bikinis when she goes to the grocery store. She’s taken me to a nude beach maybe six times, starting when I was ten years old. Of course, it had little effect on me at that age. It was just ‘the beach’ and that was that. She has embarrassed me on multiple occasions with my friends, or guys on my team, asking them questions like how often they masturbate. Notice, she didn’t ask ‘if’ they masturbate. That would have given them an out, and I think she wanted to see them squirm a little bit. Then, she’d frequently start talking right there with me and my friends about the benefits of masturbation. And, as if that wasn’t enough, she gives blow by blow accounts of the couple of times she’s caught me jerking off. Geez! She does all this stuff with a smile, and a disarmingly friendly manner. She’s not mean. Just overly fun-loving.

So, on my 18th birthday, she offered a blowjob. Of course there was only one option. I said, “No thanks Mom.”

She brought it up about eight more times, finally begging to blow me. She’s my mother. What could I do?

Getting ready was easy enough. She’s seen me naked a million times, although not so much in recent years. She has even practiced Brazillian waxing on me. That’s removing the hair from one’s crotch, in case you didn’t know. You see, she thought she’d become a waxer for a living, but never really carried through on that. However she still waxes herself and me. I’ve decided I like the fully nude look very much. She doesn’t really need to work. Before my father died (when I was six), he had bought eight houses. We live in one, and rent out the others, which makes enough money to live on, and even put me through college.

Yes, when she waxes my dick, I usually get an erection, with her handling it and all. No, I’ve never ejaculated during the process. However, I must admit that when she was done that first time, I examined her work in the shower, the super smooth skin where the hair had been, and it made me so horny I jerked off right away.

So, back to the blowjob. She had me stand, and knelt on a pillow in front of me. To my surprise, the moment she put my dick in her mouth, I hardened up like a rock. Like an ice-cold popsicle. But there was nothing icy about it. Her mouth was warm and inviting. Her hands on my butt were warm and wonderful also. I came almost instantly, and she swallowed the whole works. My knees almost buckled and I had to sit down.

“Son, it’s been so long! The last time I did that was with your father. Well, no, actually with Gary. No, after Gary was Jason… well, it’s been a while. You taste just like your father. Have you ever been blown?”

“No Mom. You know I haven’t had any serious girlfriends yet. That was my first blowjob ever. ” I had trouble saying the word ‘blowjob.’

It’s been four years since my 18th birthday blowjob. My mother has given me numerous blowjobs and handjobs. Oh, and more than once I’ve woken in the morning in her bed, having fallen asleep during one of her gentle post-orgasm testicle massages.

It was actually me who suggested we fuck one night as I was rubbing my dick through her delicious ass crack. She said “No.” That was going too far. I finally found my mother’s limits!

Reciprocation? You bet. I’ve licked her vagina to orgasm, multiple orgasms, many times. I just can’t get over being amazed that I came out of that little slot. I like working two fingers from each hand in, and spreading it as wide as I can, looking inside to see the place of my origin. She totally enjoys the stretching. She particularly likes when I slowly put a wet finger in her ass while licking her clitoris, and I love doing it.

As to my own sex life, I mean, the other people in my life, so far I’ve had two serious girlfriends, and one boyfriend. The thing with the guy didn’t last very long. I think both of us were just experimenting. For me, at least, it didn’t have the same effect as with girls. I’m still with Jenny. I think she may be the one. Reluctantly, I took her to meet my mom for the first time in July. There was no telling what my mom might do. And she did. She got all horny and sexy acting around Jenny. I was mortified, until I noticed Jenny was lapping it all up. It ended up with all three of us in Mom’s bed. The two women barely noticed me, kissing, rolling and licking each other as they were.

I think I’ve been mentally trying to balance my mother’s craziness by being overly conservative. I’m going to have to rethink that.

Confessions of a High School Cum Queen

By Spurtz


Confessions of a high school cum queen

This first person story was related to me by a gal I dated for a few months. She was in her mid-thirties when I dated her and her sexual interests had substantially expanded beyond handjobs by then. Here’s Stacey’s story:

When I was about 13 I started taking an interest in what was hidden in a boy’s pants. There was Johnny, a boy down the street who I played with quite a lot. He was 14. We spent a lot of time together but nothing of a sexual nature ever came up. Until one fateful day. Somehow we got on the subject of the differences between male and female genitalia. I don’t even remember how we got there.

After much discussion he asked me if I had ever seen a dick. I had never seen a real penis and this was before the internet so I hadn’t even seen a photo or a video of one. We had a sex ed class in school and one of the upper classmen had shown me a text book that had a drawing of a flaccid one but it wasn’t anything special.

After I told Johnny that I had never seen one, he asked if I would like to see his. Hell, yes, I wanted to see it. And I told him so. We were playing cards at his parent’s home. They were not home from work yet. And wouldn’t be for another hour or so.

Johnny unzipped his jeans and pulled them and his jockey shorts down to his knees. His dick was a very unimpressive little shriveled up thing with some tufts of hair around it. His wrinkled little balls were equally uninteresting. He could tell by the look on my face that I was disappointed.

“Wait,” he said. “You need to see it hard.” He started pulling on it and before my eyes I saw it get bigger and bigger. I think subconsciously I knew something about hard-ons but seeing it actually happen in front of my eyes was quite exciting. I didn’t realize it at the time but I later learned that for a 14 year old, Johnny actually had a pretty impressive dick. In fact, to my virgin eyes I thought it was huge. It was probably five inches long when it got fully hard and fairly thick. He kept stroking it up and down and the head had a pink glow to it. I was in love. I felt a tingling in my pussy as I stared at Johnny’s hard penis. I really wanted to touch it. I had never been accused of being shy so I blurted out “Let me do that for you.” And reached over and grabbed his dick and started what I later learned was “jerking him off.”

It felt so good in my hand that I didn’t want to stop. I could tell by the look on his face that I was providing him a lot of pleasure. He whispered, “Tighter, faster,” and I tightened my grip and sped up my strokes. “When it cums, don’t stop,” he cried. I didn’t know what that meant but I figured whatever happened, I would just keep pumping him.

“Oh, Stacey,” he groaned, “I’m cumming!” And with that, streams of white juice started spurting from the tip of his cock. I was amazed by what I was seeing but also terrifically turned on. I really loved seeing his jism rocketing out of his cock.
After Johnny finished shooting I kept on jerking his cock just like he told me until I guess it got too sensitive and he asked me to stop. As he was cleaning up all the cum he told me he had learned to jack himself off about two years ago but only had been shooting some cum for about six months. He told me what a great feeling it was to cum.

After that first experience I started jacking Johnny off three or four times a week. I would have been happy to stroke his cock every day but it wasn’t always possible. However, some days, if we had the time, I would jack him off four or five times. By the time I was 15 I had jacked his cock too many times to count. He had wanted to fuck me and although I was tempted, my mom had driven the thought into my brain that it was too risky and I might be pregnant. And frankly, I had developed the ability to have orgasms just from jacking off Johnny’s nice prick.

I started dating when I was 15 which opened up all new opportunities for me. With every guy I dated I couldn’t wait to get his dick out of his pants and jack him off. Most guys were a bit shocked at how eager I was to pump their dicks dry. It would usually happen after some heavy necking and the boy’s cock would be like a bar of iron when I felt it through his pants. I would just come right out and tell them to get it out, that I wanted to see it. They were always very happy to oblige. That’s when I learned that dicks came in all sizes and shapes. Most of the guys were circumcised which I generally preferred but I also liked the variety of having a foreskin to play with sometimes.

My favorite thing to do, of course, was watch them spurt. I quickly learned that once I started jacking a guy’s dick, I was totally in charge. When I got them close to cumming, I’m sure they had a fleeting thought about what to do when the jism started spurting. But by that time they didn’t care. I knew, of course, that most of the time a giant mess was about to occur. Some guys came a lot more than others. But I loved the mess. I got off on seeing a big load of jism spurt out of the guy’s cock. I always made it a point to make sure that most of it shot up all over his front and coated whatever he was wearing with layers of semen. It got me off to wonder how they would explain being covered in cum stains when they got home.

Unfortunately I could only get away with that once with the same boy. The next time I jerked him off he would be prepared. But shooting his load into a cloth or tissues really spoiled it for me because I wanted to see the cum fly. Sometimes if we were parked in a really secluded area I would get the boy out of the car and stand outside and jerk him off standing up. He would shoot his load onto the grass and hopefully there was enough moonlight that I could see the streams of jism jetting out of his penis.

I also enjoyed doing cleanup on the boy’s cock. I always had some tissues with me and there was something really erotic about holding a half hard penis and carefully wiping any excess semen from it. And if the guy had a foreskin, I would roll it back and there was always some stray cum hidden there. By my senior year I had advanced to sucking the boy’s cock clean. I wasn’t big on giving head, however. Mainly because I wanted to see that hard cock while I stroked it and also get a good view of semen spraying everywhere. I couldn’t do that with the dick in my mouth.

As I became more adept at giving hand jobs I came up with other little tricks to enhance the boy’s orgasm. My thinking was that the more intense the orgasm, that more cum would be produced. And I really got off on big cum loads.

One of my tricks was to lube up my middle finger and shove it up the boy’s ass while jacking his cock. The first time I did it, the kid was really shocked but quickly learned to love it. I would pump my finger in and out as I stroked his cock and just as he was about to cum, I would quickly pull out my finger, which I was told made the orgasm even stronger and would usually produce strong multiple jets of creamy semen.

Another thing I would do is grab the guy’s nuts. Not actually his nuts because that would hurt but I would wrap my hand around his nut sack just below his cock but above his nuts. I could squeeze that area as hard as I wanted without hurting my partner. When I did that it would pull the skin super tight over his nuts and sometimes I would lick his balls as I jacked him off. I learned to let go before he came because gripping his sack too tightly would cut off the flow of jism and I sure didn’t want that to happen.

My interest in ass-play led to one other thing that I did that got my boys really turned on and produced massive cumshots. I would have them get down on all fours. The sight of their cock and balls dangling between their legs was a real turn-on for me. I would reach between their legs and grab their hard penis and stroke it while I tongued their assholes. My teen partners could hardly believe I would do that but they all admitted it felt fantastic. I didn’t do it too often because my main enjoyment was seeing hard cocks spurting out big cum loads and when I was licking their assholes, my view of their cock was non-existent.

I was especially turned on by cockheads. I loved the silky skin that is unlike any skin found anywhere else on the human body. Maybe a bit like lips. When I got a guy really hard, the skin would get stretched super tight on the head of his cock and literally gave off a shiny glow. I loved to run the tips of my fingers all over the head. I had also learned how super sensitive the area on the shaft just below the head was. I found that I could hold the guy’s cock in one hand and rub my fingers up and down on that area called the frenulum and actually make the guy cum. I loved the way their bodies would start jerking spasmodically as their orgasm approached. Sometimes I had a difficult time holding onto their cock. Then I would feel the shaft start to pulse and then streams of that wonderful white juice would start to shoot. Some guys were more dribblers than shooters and I would never give them a second go. I liked to see my cum spurting out, the farther, the better. Johnny, my first, was also my best shooter. Sometimes after edging him for as long as possible, I would finally allow him to cum and omigod the jism would rocket out of his dick and fly out four or five feet.

There is one experience that I had that I frequently think about and wish I could do again. George, a senior in our high school who I frequently jacked off, was from a rich family who lived in a huge house. His parents were out of town for the weekend and he invited me to the house to spend some time together doing you know what. I had a better idea. He had several close schoolmates, all of whom I had previously jacked off. I suggested he invite them over as well. He didn’t like that idea too much but I said if he wanted me to get him off, he had to do it. He wanted to know what I planned and I said he would find out.

At the appointed time four of his friends showed up and I told all five of them to get their cocks out because I was going to jack all of them off. The boys all stripped down knowing what was waiting for them. I proceeding to start with George and I had his big cock shooting streams of semen in no time. The other four were stroking their hard cocks watching me get George off. Then I worked my way through all four and before I knew it, I was back to George again who was hard as a rock. By the time the afternoon was over I had jacked off every one of them three times and after the four left, I gave George another handjob. Not much cum came out but he said it still felt incredible to get off four times. I was in heaven with all those erect cocks waving around. He wanted me to help mop up the cum that was all over the marble floor but I made him do it. I loved the control I had over guys. They would do anything I asked.

Unfortunately, or maybe fortunately, the word got around school that I liked to give handjobs. As a result I ended up jacking off just about every guy in the school at least once. Probably 200 different dicks. I enjoyed the variety. It almost seemed that no two dicks were the same. I constantly had guys pestering me for dates. A few guys I took a special interest in and would go out with them many times. It was usually the best cummers that I favored, but I also went back for repeats with some of the guys with the biggest dicks because they were especially fun to jack off.

The girls at school of course hated me and constantly spread stories about me. I didn’t care as long as I had more cocks to play with. I don’t know how it happened but in my senior year I was voted “Most Popular,” despite being universally hated by the girls. I’m guessing that every boy voted for me and the girls split their votes among several others which allowed me to win.

I had my own secret award that I called “Best Cock.” I made up a paper certificate in art class and awarded it to Johnny. He was not only my first cock but overall he was the best. He graduated a year ahead of me so I had to give him the award while I was still a Junior. His dick had grown a bit more and by the time he graduated he had a solid 7-1/2” long and very thick cock. And as a special reward, I also gave him my first blowjob and also let him take my cherry.

We went steady for a few years and he was ok with me giving the occasional handjob to some of the guys we knew. Sometimes he would watch while I jerked a guy off. The guys knew it means nothing to me other than another cock to play with. They were happy just to get an expert handjob, even when Johnny was sitting there watching and playing with his own cock. After I finished with the guy, I would jack Johnny off to a massive cum while the other guy watched. I still see Johnny once in a while although he’s married now. Sometimes we meet up in a dark bar we both like and I will jack him off under the table. The bar’s owner never says anything about the mess we make because I jack him off a few time a month to keep him happy.

#######

The Early Days

By Spurtz


How I learned to jerk off

How I learned to jack off

I learned how to masturbate strictly by accident. Although I can’t remember exactly how old I was, I’m guessing I was about 10 or 11.

When class at school let out for recess, we would all go out to the school playground. There was a large swing set that was supported by metal poles in an “A” shape. The poles were about four inches in diameter. Some of the boys, including me, would wrap our legs around the poles and climb up while the girls were in the swings. I noticed that it felt good for my penis to rub against the pole. I learned that the trick was to hunch up the pole a couple of inches and then slide back and inch or so. This felt incredibly good. After hunching up and sliding back a number of times, I achieved orgasm. And that produced the best feeling in the world.

Of course it was a dry orgasm but what a wonderful feeling. In my kid brain I thought I had discovered something that no one else knew about. I was hooked. I did it every single recess. Surely the teacher knew what I was doing. In retrospect it had to be extremely obvious I was jerking off.

Then disaster struck. I hunched the pole and had an orgasm but also felt pain in my penis. I slipped my hand down my pants and felt wetness. No, I hadn’t cum. This wetness was blood. My hunching friction had torn my foreskin.

I only lived a few blocks from the school. I told the teacher I had an emergency and had to run home for a few minutes and took off. Both my parents worked so no one was home. Thankfully my dick had stopped bleeding by the time I got home but my Jockey shorts were soaked in blood. Miraculously, none had soaked through my pants. I cleaned myself up and threw away my bloody shorts and went back to school. The teacher never asked any questions thankfully. That curtailed my masturbation for a few weeks.

Amazingly, I didn’t figure out that I could duplicate the swing set pole activity by jerking my dick off with my fingers. That came a bit later. My best bud at the time was another kid my age named Denny. As class let out one day, an older kid who was probably 13 , told Denny and me that he had something to show us. He led us back into some bushes where he unzipped his pants and took out his erect penis. He invited us to both to do the same but we were too shy. He proceeded to jack off in front of us and very quickly produced several squirts of semen. I really can’t recall if I was aware that semen could be produced by jerking a dick, but in any case it was quite an eye-opener. I learned then that orgasms could be achieved by hand.

Now that I knew I could jack myself off with my own hand, that became a daily activity. And at some point I produced some semen. I also had regular wet dreams that were quite pleasurable, but messy.

My family lived on a large wooded 40-acre tract. The back of our property butted against Fort Belvoir and extensive training exercises took place in those woods. I used to prowl those woods and one on of my trips I ran across a group of wooden benches. It may have been a resting point for soldiers training in the woods. One of the benches had an incredibly detailed pencil drawing of a couple fucking. While I was vaguely aware that a man put his penis inside a woman’s pussy, I thought once the insertion was made, the two just lay together. Somehow I hadn’t connected the jerking of my cock with movement inside the woman’s pussy. But the drawing made it very clear with a series of motion lines behind the guy’s butt showing that thrusting was occurring. Then a light bulb went off over my head and I realized what actually happened when fucking took place as I connected that to my jacking off.

When I was 13 or 14 I was very active in a scout troop. In fact my dad was the scoutmaster. We had gone on a two day hike on the Appalachian Trail. There were about 12 scouts, my dad, and a junior assistant scoutmaster, who was probably 19 or 20.

We found a spot to overnight at a little campsite that included a three sided lean-to. Four of us, along with the assistant scoutmaster, gathered in the lean-to while the rest pitched tents. Everybody had settled in for the night in our sleeping bags on the floor of the lean-to while the assistant scoutmaster was on a raised bench at the back of the hut. It was pitch dark when the voice of the assistant said, “Hey guys, look at this.”

He turned on a flashlight he held in one hand that illuminated a big red cock that he was masturbating with his other. He must have been jacking it for a while because just as he shined the light on his dick, a large amount of cum was oozing out. I remember being very fixated on what I was seeing. My cum always squirted out when I came but his was just flowing out of his dick. It was also very, very thick and not near as liquid as I was used to. He kept the light on the flowing cum as he milked every last drop out. Then turned it off. Not another word was said and as far as I know, nobody even mentioned it to one another the next day. I wondered if I should tell my dad but was too embarrassed to bring up something like that.

The only porn that was available back then was the rare 8-page bible that would turn up and get passed around. If I was lucky enough to get to hang onto one overnight, it would produce a frenzy of jerking off. I do remember one time jacking off five times in one night over an 8-page bible. They are available for downloading on the internet now and while I find them slightly arousing, it’s also amazing to me that I would get so excited looking at one to jack off five times.

By the time I was 15 I had discovered the joys of pussy and all through high school much of the cum I produced was achieved with a partner although I still enjoyed jacking my dick as frequently as possible.

Hard-ons in class were a constant daily activity. I had one pair of pants that had a large hole in the pocket and I would pull the head of my dick through the hole and massage it with my fingers in class. A couple of times I went too far and shot my cum into my pocket. As soon as class was over I would rush to the boy’s room for a secret clean-up. I would also try to achieve at least one orgasm a day in one of the stalls in the boy’s room. Sometimes I might jack off in there two or three times a day. Being a teen, it never took longer than a couple of minutes to shoot a load into the toilet. I’m sure plenty of my classmates were doing the same thing but I never knew or even suspected that others were doing the same thing I was.

It’s kind of amazing how easy it was to get hard back then. I could be sitting in class and just look at one of the girls sitting around me and instantly get hard. Looking back it almost seems like I was erect about 90% of the time in class. When getting up to go to the next class I would have to hold a book in front of me to hide my hard dick.

I focused 100% of my attention on the girls in high school and never paid any attention to my fellow male students who all probably had hard-ons as frequently as I did. Looking back I now wonder how many of the young female teachers were aware of all the hard dicks that were probably in their classes. I’m not sure how many of the female students were cognizant of being surrounded by a bunch of horny boys with throbbing cocks in their pants. Probably a bit different in the high schools of today where all the students are a lot more hip to what’s going on around them and way more sexually aware than when I was in high school.

At least from a sexual standpoint, I would love to be a high schooler today. Although I can’t really say I was sexually deprived during my days in high school. By the time I was a senior I had a steady girlfriend and we fucked every chance we had. At least four or five times a week. It’s a miracle we never got caught. We actually were sort of caught once by another couple who we were going to the movies with. We were at my parent’s house waiting to get picked up. I was lying on the sofa while my gf straddled me and bounced up and down on my cock. The other couple arrived way early and walked in on us.

We were both fully dressed and my gf’s skirt covered everything but there was no doubt as to what we were doing. They said they would wait in the car and left. My dick had gone limp so we didn’t finish. Nothing was ever said about it.

#######

Relieved – Unintentional Lesbian Action

Relieved, unintentional lesbian action

I was masturbating in by dorm one afternoon while my roommate was at a class, and I started freaking out. I was putting my finger in my vagina, and just doing that thing where one rubs her g-spot. I started noticing the inner wall of my vagina was feeling granular, kind of rough-like. I hadn’t noticed that before. I started to think it wasn’t normal, like there was something terribly wrong with me.

When Cheryl came back from her class, I was just busting to find out whether this was normal, or whether I had a big problem. At the same time, it was a very private and embarrassing matter. But who else to ask about it?

I asked her to sit on her bed while I explained my discovery, which of course involved admitting that I masturbated in the room when she wasn’t there. I’m sure I was red in the face as I stammered out the details. I asked whether that internal texture is normal. She replied that she didn’t think so, but didn’t really know.

Calm as a cucumber, she said that when she puts a finger in her vagina, it seems smooth. This was a big admission on her part, if you ask me. I mean, who matter-of-factly tells her roommate about feeling inside their own vagina?

Cheryl could see that I was still worried. “I know it’s weird, but do you want me to feel inside there, and let you know?”

I didn’t like the idea, not one bit, but it was better than worrying all evening. Maybe not getting any sleep. Maybe worrying for days, and then having to see a doctor about it? Was I going crazy? Maybe. In any case, I had to find out about this problem.

“Ok” I said in a small voice.

“Really?” she responded. Was her voice a bit shaky?

It took us a couple awkward moments while we figured out exactly what to do. Both of us were trying to keep it entirely clinical. Like, a roommate putting her finger in a girl’s puss is no big deal, right?

She had me get naked on the bed. Why entirely naked, I don’t know, but I didn’t fight it. She then sat on the edge of the bed, got some oil on her finger, and pushed it slowly, ever so slowly, into my vagina. It probably felt good, but I was still too freaked out to notice. It was my first experience ever with having someone inside me. I had never been to a gynecologist, and my regular doctor never did anything of that sort except check my breasts for lumps.

She pressed all around on my front vagina wall before she finally announced, “So far as I can tell, it’s just like mine.”

I wasn’t convinced. She could see that. She then said, “Here, why don’t you feel inside me, and see if it’s the same?”

I was reluctant, but I figured it would give me the answer, once and for all.

She got naked. Even in my current agitated state, I noticed how beautiful Cheryl is. I put oil on my index finger, and plunged slowly into her. It was the first time ever I had put my finger in another woman’s vagina. Anyway, I did feel around, and sure enough, she had the same texture inside.

I was so fucking relieved!

I kept my finger in Cheryl longer than necessary, for some reason. Actually, I know the reason. Somehow, it felt very, very nice to be doing this with Cheryl. I loved the feeling of her warm, inner canal. The way it surrounded my whole finger.

But of course enough is enough. It was time to pull out, before she started thinking I was… what? Lesbian or something? Figuring it might be shocking to just pull out all at once, I started pulling my finger out very slowly.

“No, wait!” she almost yelled, continuing with, “I have to tell you, that feels absolutely remarkable! Will you please keep your finger in me for a moment?”

I was all for it. First I held still, then I started rubbing that magic spot. Cheryl was literally shaking, jittering on the bed. She started moaning softly, then it hit. She had a giant orgasm!

After a minute of recovery, she got up, and told me to take her place on the bed. She put her finger back in me, and gave me a shattering orgasm the same way.

Then, the unthinkable happened. She climbed into the little bed with me, kissed me long and hard and hugged me until we fell asleep together.


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