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Strange Family

I grew up in the craziest family I know, and the funny thing is, for a long time, I thought we were normal.

Well, I knew my moms were unusual from an early age. Most families have a mother and father. My moms are not only lesbian, but they are sisters. Twin sisters.

They decided to adopt children. Four children to be exact, all at the same time, and all the same age. Our moms went to Eastern Europe, toured around a bit, and found the four of us at an orphanage. We were three years old. They filled out the paperwork, and the next thing you know, we’re in America learning English.

We are two boys, and two girls.

Now, let’s get to the sex part. Our moms encouraged us to be sexually expressive from an early age. They said that many good psychological and physical things spring from healthy sexual appetites. They should know. Mom Kate is a dermatologist, and Mom Laurie is a psychiatrist.

Specifically, as soon as we got the birds and the bees speech, we were also encouraged to masturbate as much as we wanted. Maybe even more than we wanted. Beyond that, we were left on our own. Our parents didn’t participate. Evidently the two of them had plenty of sexual activity of their own.

So the four of us got together from time to time and we masturbated. At first it was like masturbation in any family, I assume. We’d talk about the day’s events, friends, school while all sitting or laying around naked in the living room and wanking.

I enjoyed seeing my brothers’ cocks getting hard, and then the stuff squirting out.

As time went on, we found ourselves in a rigid schedule. We’d get together in the living room after dinner on Monday, Wednesday and Friday evenings. It just evolved. No one set out to have a schedule. Well, maybe our moms guided it or suggested a schedule. I don’t know.

We started masturbating each other. The first time I touched the cock of my brother Leo, I was in heaven. If I remember correctly, while I was making him cum that first time, I had an orgasm while touching his cock, not my own pussy. A spontaneous orgasm.

Then another thing evolved. I seem to recall it was our moms who suggested it: We should start practicing various sexual techniques. They told us about all kinds of crazy stuff – our moms have always been open that way. They told us about peegasms, edging, multiple orgasms, anal stimulation, and more.

We each picked something to work on.

In my case, it was inner labia pulling. I get plenty wet when aroused, so it is very difficult to pull my inner labia since they are so slippery. That’s part of what makes it fun. So over and over every time we’d get together, I’d have one of my brothers pull my inner labia as best he could while my sister and other brother would massage my feet and my nipples at the same time. My gosh, I had great orgasms!

Kyle especially liked the that a boy can have orgasms without ejaculating. He really wanted to learn how to have this thing happen where his urethra would contract as if ejaculating just once, but nothing would come out. He wanted to get these single contractions every minute or so. He organized us like the director of a movie. It was impressive how he had everything figured out.

He laid down on a sheet on the carpet in the middle of our living room. I was to jerk him off, but every time he said “wait,” I had to stop for a minute. My sister Jen was to be the monitor. She’d place a finger in his butt to feel for the orgasmic contractions. And Leo was to massage Kyle’s balls.

And that’s what we did that first time. It went off without a hitch. Sort of. When he was approaching orgasm, Kyle said “wait.” I did, but a moment later he started ejaculating all over the place. Jen was delighted to report that she did indeed feel the contractions squeezing his anus rhythmically around her finger.

We did the same thing for weeks, until Kyle became so good at it that he could have a single urethral contraction, and not cum, over and over again. Finally, he’d let go and splash cum all over the place.

My other sister and brother had their own sexual exercises with which we helped them. If there’s sufficient interest, I’ll tell you all about those exercises, and the many other things we did as a family.

To bring this to a close, I should mention that our moms put all four of us through medical school. We all chose our own specialty. All four of us are married in the normal sense, and have kids of our own now. We love our moms, and are thankful for such a spectacular, intelligent and loving upbringing, but we’ve all decided to be somewhat more conventional.

Strange Approach to Lesbianism

Piano teacher, strange approach to lesbianism

I’ve been taking piano lessons from Helen forever. Well, actually, ten years, since I was eight years old. I want to be like her someday. Helen earns a nice living at $60/hour teaching kids, and adults.

I already have some students. I love a genre called ‘Roadhouse Boogie,’ but can also play and teach jazz and classical. In fact, I like most types of music. But what I really enjoy is imparting a can-do attitude on my students that comes with learning music. I also like the interaction. One gets to know one’s students, and it’s almost like having a large and wonderful family.

Helen is like a mother to me. She kind of looks like a 30-something version Meg Ryan, with shortish, curly dark blond hair, a thin body, a very thin neck, and rather large boobs.

Me, I’m Hawaiian, through and through, although people who don’t know any better have mistaken me for Korean, Japanese, Sumoan, even Chinese, if you can believe it. I keep my shiny black hair really long. I can almost sit on it.

Even though I’m already a pretty good pianist, I still take lessons from Helen. These days, the lessons are more about business coaching in the world of teaching piano.

I find Helen rather attractive, and I have a feeling she kind of likes me. I mean, to see her eyes sparkle when she looks at me sometimes. Well, I like that. I never thought of myself as lesbian or anything. Yet, dare I admit, I have masturbated with her in my mind at times.

We’ve talked about everything. She knows about my family situation, and I know hers.

So, it wasn’t too much of a personal stretch the other day when I brought up my little problem. For the past couple of months, I’ve been constipated.

She just came out and told me I have to eat less junk food, especially sugary things. She said I have to cultivate an enjoyment of salad. I didn’t really want to hear that, and I’m sure she knew, because she then rocked back on her piano bench the way she does, looked me right in the eye, and then… hesitated.

“OK,” she said, “I don’t know whether I should tell you this…”

“What?”

“Well, uh… I read an account recently about a man who claimed to his girlfriend-to-be that a finger pressed into the anus brings temporary relief from constipation.”

I don’t know why, but I found just hearing that terribly embarrassing. Was I embarrassed for her, having brought up such an intimate thought? Or, was I embarrassed for me for some reason?

The discussion soon turned back to business, and that was that.

However, the thought rattled around in my head for a few days. The idea of Helen sticking a finger in my ass brought instant chills to me, and I had to go in the bathroom and give myself an orgasm more than once.

At our next meeting, Helen asked whether I was eating better, and how my constipation was coming along. I had to admit that I was still hooked on eating cereal in the morning, sandwiches for lunch, and so on. I was still constipated. However, the line of questioning caused shivers in me, and I couldn’t resist asking, “Hey Helen, can you tell me more about the finger in the anus thing?”

“Does that sound like something that might be useful?”

“Actually, maybe… yes, yes I think it might be helpful.”

“Would you like me to help you with that?”

Oh, my god! As soon as she asked, my heart leapt into my throat and started beating a hundred miles an hour. I’m sure I blushed big-time.

“Um…”

I realized I couldn’t even complete a sentence. Couldn’t even work out the thought. I would love to experience such a thing, but dare I admit it?

Realizing I had paused for a long time, I rushed to form a complete sentence. “I suppose it might be worth a try.”

Then editing myself out of some sort of worry that I had said something really bad, and at the same time not wanting to kill a possibility that this could really happen, I added, “I mean, this constipation is really quite annoying, and well, maybe, well, I think it might be… yes… a good thing, I think.”

Unfortunately, Helen had students all day. She invited me to return to her house at six that evening. I can tell you, I was full of springs all day. I could hardly think straight. It just seemed like forever for 6pm to roll along.

Finally, there I was in her living room. She said, “Let’s go through to my bedroom. I think we’ll be more comfortable there.”

Once in her room, after a long and uncomfortable hesitation, Helen said, “OK, let’s just do this. No fanfare is necessary. Why don’t you take off your clothes?”

“All of them?”

“Well, you could just pull down your knickers, but that seems kind of inelegant, don’t you think?”

After some more hesitation and awkward small talk, I found myself fully naked in Helen’s presence. I also found myself shivering, although it was actually warm in her bedroom. Helen, meanwhile, was fully clothed.

I was kind of embarrassed about my small breasts, and the fact that I keep my pussy hairless. I also didn’t want to seem too eager, for some crazy reason. And yet…

“You know…” I began, with my voice actually shaky, “I’d be more comfortable if wasn’t the only naked person here,” and I tried to laugh.

“Ah, I understand. Furthermore I was hoping you’d ask.”

At this point, I knew we were BOTH too far gone to turn back. We had both essentially admitted to each other that we’d like to do what it was obvious that we were going to do.

Helen stripped, and I have to say, that woman has the most beautiful breasts I have ever seen. Very white, full, heavy, hanging down against her chest, with big nipples, Oh my! She turned at one point, and her ass was to die for. I guess I find white people very attractive, or at least Helen sure was.

I found myself face down on Helen’s bed. She had me spread my legs wide so she’d have access to my asshole. Evidently, she had prepared for this, because she had some coconut oil, which she spread on her finger. I felt the gentlest and slightly cold touch against my anus itself. The very center of my being in my opinion. My, did that feel great! If nothing else had happened, I’d have a memory to masturbate to for years to come.

But much more did happen. True to her word, Helen worked her finger deep, really deep, into my rectum, and it felt so good that I was wetting her bed with the juices flowing from my vagina. I orgasmed. I tried, mostly unsuccessfully to suppress a moan.

Helen laughed good-naturedly. “Was that an orgasm?”

“I’m afraid so,” I squeaked out as I was coming down from the sexual high.

“Do you want more?” Helen asked, even though she didn’t wait for an answer. That delicious finger of hers started pushing in and out only about 1/4-inch. I was so sexually high at that point, I couldn’t even speak. I was just like, “Ummmm, ohhhh.”

“I hope this isn’t too intimate,” she said, and with that, she managed to place another finger in my very wet and slippery pussy. Orgasm city!

I had, never in my life had more than one orgasm at a time. This was the first occasion where it was just orgasm after orgasm.

When things finally died down, she withdrew her fingers very slowly. The one in my ass seemed super-long as it kept coming out for what seemed a very long time.

I rolled over on the bed to face Helen. She climbed on top of me, embracing me in the best hug of my life, and then she started kissing me.

Who knew? I mean, up until then, I had the occasional random thoughts of a sexual nature with Helen, but men had been in my sex fantasies also.

As the weeks went by, Helen and I played often. It’s true that eating better cures constipation. Or maybe it was the repeated butt-fingering. I did the same for her, even though she wasn’t constipated. I did much more for her too. She taught me how to really be a woman, with all it’s sexual context.

At first, I worried about this lesbian ‘thing’ quite a bit. I couldn’t even bring myself to say the word ‘lesbian.’ I watched a couple of Netflix movies involving homosexual women, and didn’t really care for them. But in time, I came first to reconcile being lesbian, and then to embrace it. A year later, I was a major LGBT advocate.

I was scared to death when I finally came out to my parents. It was needless. My dad just went, “Hmpf,” the way he does when he learns something that doesn’t particularly interest him. My mother was more verbose saying that both of them knew for quite some time that I’d probably be interested in girls. Evidently, they were totally fine with it.

Just last week on my birthday, Helen had a huge surprise for me. Her brother was at her house. I had met him before. He’s a big, strapping police officer.

With the two of them smiling at me in a certain way, and the way they were carrying on, it was soon obvious to me what they were planning. More than once I had told Helen that I wondered what it would be like fucking a guy. She had tried to give me the effect with a hairbrush handle, and then a soft dildo she bought on Ebay, but I kind of wanted to experience the real thing.

That evening I lost my virginity. On the one hand, I was rather intimidated by his massiveness, his hairy body. On the other hand, I have to say, having your vagina, your body, spread wide and filled with a penis is a super fulfilling feeling. Helen sat there rubbing herself to orgasms as she watched me and her brother getting it on. I love Helen!

Sleepover with 7 Girls and a Boy

Sexual sleepover with seven girls

The exact same seven of us had three other sleepovers so far that summer. We had all just graduated high school. We were all 18 years old, except Mattie, who was 19. We were all starting college in a couple of weeks. We were still all virgins. That’s where the similarities stopped. Jamique was black, the others of us were white. I was big-breasted. Embarrassingly so. June was the exact opposite, practically flat as a board. Mary was Mexican. Kate was as skinny as a rail, while Sarah weighted, well, let’s say quite a bit.

The previous three sleepovers were normal enough. We talked about school, makeup, clothing, and guys. Karl, Lorie’s 20-year-old brother in particular.

This evening, we were all at Lorie’s house, and her brother was home. Tall, thin, athletic, olive-skinned, he was the picture of a young Greek god.

Her parents, on the other hand, were not at home. Her mom and dad were both nurses. Seems there was a pile-up on the freeway, so they were both called in to the emergency room, leaving all us girls alone in the house. Oh, Karl was there, but he stuck to his own room on the other side of the house.

The conversation turned quite raunchy. We voted on who would fuck Karl. All hands went up except Lorie’s. Then, she surprised us all by saying, “I’ve seen his dick.”

Naturally, we wanted details.

“He and I used to take baths together when I was 5 or 6 years old.”

“Oh,” we all said, in a collective expression of disappointment.

“Well, I wasn’t going to tell you this…” she added looking kind of sheepish. “I caught him masturbating one time. I saw everything. He has a big, hairy dick, just like you see on the Internet.”

“So what happened?” Kate wondered for all of us.

“I came into his room to borrow a pair of scissors. He was laying on top of his bed all naked. For a split-second, I didn’t notice, being focused on his desk to get the scissors. Then, I looked again, and there he was in all his glory, with his huge penis in one hand. He rapidly tried to cover himself up, but he was laying on top of the bedspread. He didn’t have anything to cover up with. He turned all red in the face, and literally couldn’t think of anything to say. I saw his mouth start to work a couple of times, but nothing came out.

“I love Karl, and wouldn’t want to cause him any embarrassment, so I thought quickly, and blurted out the first thing that comes to mind, ‘Don’t mind me, I’m just grabbing some scissors.’

“Finally, he could speak, ‘But Lorie…,’ was all he managed.

“I answered without thinking it through, ‘It’s cool. I do it all the time, too.’

“‘You do?'” he asked in a surprisingly small voice for such a big guy.”

“Now you’d think I would have left his room right away, but somehow, I didn’t. He settled down a bit, and since it just seemed natural to do so, I sat down on the edge of his bed. We talked a bit about masturbation. He was still naked, yet it didn’t seem to matter.

“I told him it would be OK to finish what he was doing. He was reluctant, but sure enough, he masturbated right there while I sat on his bed. It was the coolest thing I’ve ever seen.”

All us other girls were a gaggle of questions.

Lorie patiently answered them all. No, she didn’t masturbate for him to watch. He’s never seen her naked since they were little kids. Yes, it did make her horny.

Now, all seven of us were very horny, but didn’t have a clue what to do about it.

We were talking about sex and masturbation, to the degree we knew anything about such things.

Jamique asked the group, “What’s the most embarrassing thing for you?” probably hoping to get sexually oriented responses. And, that’s exactly what she got.

Mary was the first to answer. “My fingers. They’re brown on top, and pink on the bottom.”

All of us rushed to assure her that we found her fingers just fine, very attractive in fact.

I answered next. “My breasts. They’re too huge.”

Once again a rush of assurances.

I don’t know what came over me, but I said, “Oh, I guess they look alright when I’m wearing a bra, but without, they’re just gigantic.”

Since then, I’ve learned to love them. Boys like big breasts. But at the time, they were new to me, and just seemed ridiculously bulky.

Like all the other girls, I was wearing pajamas, but unlike the others, I was still wearing a bra underneath. I was embarrassed not to.

The girls, all continuing to assure me, suddenly went dead quiet, as Sarah suddenly took off her top, revealing her breasts. “I’ll bet they’re not bigger than these,” she said, laughing.

There was only one answer to that, horny as we all were. I whipped off my top and bra, revealing my breasts. The girls urged us to stand side by side for comparison. Whereas Sarah’s body was wider overall, her breasts were in fact a bit smaller than mine. Somehow, we got talked into standing facing each others so our nipples were touching. Exciting and unexpected electric shocks shot through my body.

Within a minute, all the other girls except June had removed their tops, everyone comparing breasts. Finally, June revealed hers also, which really were small, just little bumps with small pink nipples.

Of course we all assured her that was just fine, and that flatness had nothing to do with getting a guy and sexual satisfaction.

Jamique mentioned that we all HAD to reveal what embarrassed us, and so far only Mary and I had done so.

June filled the gap. Now topless, like all of us, she told us in a quiet voice, “Well, I like to shave down there.”

“So do I,” Jamique piped in, adding, “Look!” She pulled down her pajama bottoms, and we could she was right about that.

Seeing our shocked, yet quizzical faces, she explained. “My mom taught me about shaving. I like keeping it shaved clean.”

A mix of voices remarked, “Cool,” and “Like, amazing,” and other such comments.

Jamique added, “You should feel it. It’s like sandpaper.”

Lorie reached over and did just that, rubbing her fingertips over Jamique’s dark brown vagina. “Right, it’s rough!”

I don’t know if anyone else noticed, but Jamique shivered at Lorie’s touch.

Pretty soon, the whole group was topless and bottomless, and everyone was feeling the outside each other’s vaginas. Girls were shivering, and emitting, oohs and aahs.

Without provocation, skinny Kate announced, “The embarrassing thing for me is pussy size.”

“It looks alright,” Lorie stated.

“What I mean is I don’t think a boy could fit in there. It’s too restricted. Too narrow.”

Jamique said, “Really, I doubt that’s true. It stretches you know. Hmmm, let’s see…”

Then, without seeking permission, she simply reached over as Katie spread her legs in invitation, and pushed a finger all the way into Katie’s vagina.

Katie screamed, causing Jamique to immediately remove her finger.

“No,” Katie said, “I mean, it felt great. I screamed because that felt wonderful! Do it again.”

Jamique complied, leaving her finger in for quite a while. Then, slowly, she removed her finger which was now coated with shiny girl juice. She came back in with two fingers. Katie squirmed a bit, but you could tell she was loving it.

Meanwhile the other five girls were watching with rapt attention.

We talked about virginity a bit, and discovered that none of us had hymens left. We had all done away with those long ago through masturbation. In fact some of us, including myself, didn’t even remember having ever had a restrictive hymen.

Jamique announced, “It seems to me a guy could fit in there.”

“They’re a lot bigger than two fingers,” said the expert, Lorie, who had first hand experience seeing her brother’s penis.

“Just how big are they?” asked three girls almost in unison, causing the group to laugh.

“Well…” Lorie started.

Then, without warning, she yelled, “Karl, come in here.”

Instinctively, some of the girls grabbed their pajama bottoms in an attempt to cover themselves before Karl was expected to burst into the room.

Before anyone could really do anything, being slowed down by a combination of incomprehension and shock, Karl did open the door, and immediately closed it again.

“Karl, don’t be a jerk. Get back in here,” Lorie yelled.

Slowly the door opened. “I really shouldn’t be here. Whatever you girls are up to is none of my business… but it certainly looks like you’re having fun!”

“Karly, we, I mean the other girls, want to know how big a penis really is,” Lorie responded.

“Well, it’s about six inches long and an inch-and-a-half in diameter,” he said, moving back out and starting to close the door again.

“No…” Katie said firmly. “We want to see.”

“You told them about that time, didn’t you?” Karl asked his sister quietly.

“Well, yeah. Don’t worry, All boys, and all girls, do it.”

“But that’s private stuff.”

“Sorry.” Then she added, “But they’d love to see a real, live penis.”

“No fucking way,” he responded.

“Yes, fucking way, we want to see.”

As you can imagine that went back and forth a few times, but as it turns out, Karl was secretly bursting with enthusiasm. His penis was already hard, and straining in his pants.

So, pretending that he wasn’t going to do it, he already knew he was, and soon seemed to be worn down, and willing to comply with his sister’s request.

I won’t bore you with the details. Eventually, all the girls got to see, and touch a real live penis.

There was discussion of testing to see whether his cock would fit in Katie’s vagina, but everyone sensibly decided that still being virgins and all, that would be a bad idea. Instead, everyone took turns hugging then feeling each other’s stuff. Karl had all he could do to not ejaculate when it was decided he should momentarily rub each girl’s clit in succession. Then, it was decided they’d all take turns putting their hands around his penis and feel his balls within his scrotum.

Not every girl got the chance. The third one to put her hands on his cock and balls was his own sister, Lorie. Suddenly, his penis was spasming, and all the girls got to see a boy ejaculating.

Pussy Slapping

All you people here in California are crazy! Especially my younger cousin. I only get to see her every couple of years, but when I get out here, she always has some nutty idea to try out.

This time she wanted me to get naked again. We’ve done things before, you know, mutual masturbation, licking each other’s pussies, and so on. I’m so glad she instigates such things, because if it were up to me, – well I would have been too shy to suggest such things.

So this time, I was in her room, and she suggested we get naked. I didn’t know what she had planned, but I was all for it.

She was as beautiful as ever. Me, I don’t know, people tell me I’m ‘hot,’ whatever that means, but I think I’m average at best.

Then the fun began. She announced she wanted to play with vagina slapping. She had this theory that a girl could get off that way. I was kind of nervous about it. Might it just hurt and not be fun at all?

She was willing to go first. After trying a couple of ways to lay on the bed to give me maximum access to her pussy, we found that laying on her back, right at the edge of the bed, with her feet on the very edge and her knees up high was best.

I figured it would be a good idea to lick her clit first to get her ready. She did not object. I enjoyed the taste of her girl juice. It’s the only girl juice I ever get. Or, have ever gotten, so far. I could feel an orgasm building in her, and was all set to stop. She said “Stop” first, and put her hand between my tongue and her puss. We must have gone just a bit far, because I could see she was making all kinds of faces, and I felt her legs jittering. I believe she almost had an orgasm, or had a sort of mini-orgasm.

I let her settle down a moment. I was concerned she might not want the slapping now. You know how a person’s mood can change after orgasm, right? I know some women can have orgasm after orgasm. For me It’s happened a couple of times, but for the most part, me and my cousin are one-time-cum girls.

Quietly, she said, “Slap me.”

I started very gently. She said, “Harder.”

I built up the pressure, and she seemed to be enjoying it. I was still hitting her vagina light enough that I don’t think I was hurting her. I modified the way I was hitting so that my middle finger was banging right against her clit. She said, “Mmmm.”

I switched my hand position so now my middle finger was hitting right on her asshole. Bang! That did it. She was orgasming so hard I felt I had to wrap my arms around her to keep her from falling off the bed.

After she settled down, she told me that it was a particularly exquisite orgasm because it was what she called a ‘ruined orgasm.’ She explained that she really wanted me to keep hitting her pussy and asshole when I quit to hold her legs so she wouldn’t fall. Somehow, an orgasm that is finished without ongoing stimulation is stronger or better, she explained.

Now, it was my turn. She started slapping, and it was hurting a little bit. But there was some sexiness in it too. As she was doing it, I found myself staring at her pretty breasts that were shaking slightly with her slaps. Who knew I had a lesbian streak in me? My vagina started to sort of tingle, almost an itch under her slaps. Then she got me one time directly on my clit. That fucking hurt! But not really. Or I should say, only for a moment. Because the next moment, I started feeling my legs shaking. Really shaking. Like jittering, shivering, or kind of convulsing. That’s never happened to me before. Oh I guess they shake a little when I orgasm, but not like this. Was it out of fear? Pain? Or just some kind of sexual energy? I have no idea, but I do know what happened next: I had the biggest orgasm of my life. My cousin kept slapping as I was cumming. My big orgasm turned into a sort of double-orgasm. Just as it was ending, it started up again. There may have even been a mild third wave.

After a long recovery period in which we both stayed naked, laid in each others arm on her bed, and talked about everything in the world for an hour or so, we showered – together – dressed, and spent the rest of the day with family.

She promises that the next time we get together she’ll give me a ruined orgasm. I’m so looking forward to that!

Sister’s Pulsation

I was jilling off near my brother. He was situated somewhat oddly on the floor with his legs spread wide and his knees bent so I had a clear view of his asshole. As he came, this was the first time I noticed a sort of pulsation in the area below his balls just above his asshole.

I mentioned to him that I feel a similar pulsation when I orgasm, but I don’t think there is any visible sign that it’s happening.

This led to a discussion of what exactly may be visible, so of course we had to look into the matter. He rubbed my clit until I came and reported that he didn’t see any pulsation.

A couple days later, we tried it again. This time, I was on my hands and knees, so he could more clearly see the area between my pussy and asshole. He rubbed my clit, and sure enough I orgasmed fairly soon. Once again, he said he saw nothing.

We figured the experiment had ended, so a few days later when we were both horny again, we decided to try something else. He had me on my hands and knees again with my ass fully exposed. I always enjoy the fresh little breeze one can feel there in that position. He spit on his finger and stuck it partially into my asshole. My, that felt good! I wanted more, so we took a break as he went into the kitchen and came back with some coconut oil.

He put some on his finger, and stuck it into my ass – too quickly. My eyes opened wide, but it didn’t really hurt. The next thing you know, I was in a big-time orgasm. Jeremy said he felt the contractions around his finger.

After I calmed down, I did him, releasing a big eruption of semen onto his belly. I evidently wasn’t done yet so I asked him whether he would do me a bit more.

As I understand it, guys are usually done after they cum. I kind of get that, because I’m usually sort of that way also, although I have a strong desire to cuddle after cumming, even if it is just my brother. Sometimes I cry a little bit, too. It’s not a sad cry or a joyous one. It’s just something that happens, and Jeremy seems to understand.

But on this occasion, I wanted, and received more. We resumed the hands and knees position with my ass up in the air. He started to stick his finger back into my anus, but it didn’t feel the same. It kind of stung a little bit. I guess the area back there can become sensitive. So I asked him to take it out. Then, with the fingers of his other hand, while I was still in the ass-in-the-air position, he started idly playing with my inner labia, slipping them between his coconut oil-covered fingers over and over again. Bang! Another orgasm happened.

Jeremy said he actually saw contractions happening this time. He said it was primarily my asshole, but also the area between that and my pussy, and the lower area of the pussy itself. That was interesting, because to me it felt like it was entirely pussy, nothing about the asshole contracting.

The next time we got together, I expressed disbelief that my anus was contracting. He decided that we had to make a video, so I could see. He set up his phone with his squiggly phone holding contraption, then went to work. Once again, I was ass-up, and he worked his magic. After I settled down, I looked at the video, and sure enough, my asshole was rhythmically contracting.

I told my best friend Shanna about the experiments Jeremy and I have been doing, and she expressed three things. First, she was excited and delighted that I can play with my brother like that. The second thing is that she wished she could play with my brother. The third is that she, too, believed the contractions are limited to the vagina, and not visible.

I know it was a bold thing to do, but I showed her my phone, since my brother had sent me the video. After seeing that, both of us became so horny that we could hardly speak.

It wasn’t until about a week later that we arranged a time when my parents were out, and Shanna, Jeremy, and I got together. It was the first time Shanna had touched an actual, live, and rock-hard penis. Jeremy couldn’t hold it together and squirted cum almost right away. I can’t tell you how delighted I was to watch that.

Then it was my turn. Jeremy stepped out of the room, probably to compose himself, because guys seem to need time to themselves after they cum. So as if she had been doing it all her life, Shanna kissed me, and we hugged together all naked. After a long while, she went to work on me, giving me a crashing orgasm. I had no idea that things could be so good with another girl. I’m sure it helped that Jeremy came back into the room and intently watched us. I think I may be a bit of an exhibitionist.

When I recovered, I got Shanna in the hands and knees position. I knew that she simply had to experience the finger in the ass situation. Knowing how I felt when my dear brother put his finger in too fast, I went slowly. However, I wasn’t even half-way in when she moaned loudly, and had a crashing orgasm literally around my finger. There was no visible contracting going on, but I totally felt her squeezing my finger, and I had another orgasm, the first ever hands-free orgasm of my life as I felt her contractions.

Wife Swapping


Wife Swapping

By Spurtz

My wife Sue and I live in a gated community. My name is Steve and I had great success with a startup company that I sold for huge bucks and will never have to work again. I’m still involved in a couple of other small projects but have quite a bit of free time. Nice position to be in at age 45.

We have a great couple as next door neighbors who we socialize with on a regular basis. Tom and Jill are also independently wealthy. Tom is a very successful author and works from home. Jill owns a retail store in town but doesn’t have to spend much time there as she has a very competent young woman running it for her.

With a lot of free time on our hands, the four of us ended up spending quite a bit of time together. One thing led to another and at some point we all decided to swap partners one night. Here are comments from each of us about that first swap experience and how things progressed from there.

Steve: I had always thought Jill was a very appealing woman. I had a somewhat satisfying sex life with Sue but there were some issues. One, I enjoy sex a lot more than she does. I felt like I needed sex every night and her desires were more like a couple of times a week. I think part of her problem was she said my cock was too big and it hurt too much to fuck. So the first time Jill and I got together, I realized right from the start that we were much more compatible sex partners. She couldn’t get enough of my big cock and confided that she would fuck me every day if possible.

Sue: I realized right in the beginning that Steve and Jill would be good sex partners. I didn’t feel threatened because I could tell that it was strictly a sex connection and really nothing more than that. I was OK with them fucking each other as much as they wanted. Steve liked it rough and with his huge penis, it was a struggle for me to enjoy sex with him. With Jill, the rougher the better. She loved it. When we first swapped it was agreed that we would all do it in the same room. I saw right away that Jill loved the way Steve pounded his big prick into her cunt.

And Tom was a very gentle lover. For me, his 6-inch prick was the perfect size. I enjoyed having him fuck me and twice a week was not enough for me with Tom.

Tom: I have to be honest. The first night we swapped and I saw Steve’s really huge dick, I was very jealous. I knew Jill would love playing with that monster and the way she thrashed and screamed while he pounded his cock into her pussy really concerned me. But as time went on and I saw them together more and more often, it stopped bothering me. I realized I couldn’t give her what she needed and frankly I was happy to see her being serviced in a way that made her happy. Tom would come over to our house and think nothing about feeling Jill’s tits and ass right in front of me. I remember one time they got so worked up, Jill turned to me and said, “I hope you don’t mind, but I really need to get fucked right now.” The two of them stripped right in front of me and Jill flopped onto her back on the sofa and Steve shoved his cock into her already juicy pussy.

I found the whole scene so damn hot that I took my hard cock out and started masturbating while watching them fuck. I tried to hold off cumming until they did, but couldn’t do it. I know this sounds crazy but I had this insane desire to shoot my load all over the both of them while they fucked. But I was afraid that might piss Steve off.

After they both had orgasmed, they took a time out and the three of us had a drink. Then they started in again and I told them I was going next door to see what Sue was up to. When I made my appearance at her door, Sue asked what happened to Jill and Steve. I told her they were on their second round of fucking and would she be interested in a little bit of play. She was on her period but said she would love to suck me off. I told her I had jacked off watching Jill and Steve going at it and it might take me a bit to cum again. She said that’s ok because she loved to suck my cock.

Jill: When I was younger I had a boyfriend who was extremely well endowed. After I married Tom, I really missed that big dick. Tom is a competent lover but sometimes a woman needs more than just competent. When Steve entered our lives, I was over the moon. I’ll be honest, Steve would never be a guy I would fall in love with. Well, I definitely fell in love with his cock but that was the extent of it. Sure I liked kissing him, sucking his big dick, even sticking my tongue in his asshole, but that’s all just sex, not love. So as long as I could fuck Steve as often as I wanted, my marriage was not in danger. At first I thought Tom might have an issue with it but as long as he could fuck Sue anytime he wanted, he was fine with it. I knew he even got off watching Steve and me fuck. I’d seen him jerking his dick watching us. And spurting his load onto the floor.

I kidded him about jerking off while watching us and he confessed he wanted to blow his load all over the two of us. I told him he should have done it. I knew Steve would love it.

Steve: I was surprised that Sue was totally OK with Jill and me. I knew that it was a bit of a struggle for her to deal with the combination of my big cock and my desire for constant sex. I guess Tom’s sex drive fit more closely with Sue’s needs. Although I noticed that they were fucking each other more frequently than Sue was OK with fucking me. I was happy that her needs were being more fully met by Tom.

While we started off all having sex together as separate twosomes, things had evolved into separate sessions. But we still got together for a night out with all four of us and ending back at one of our two houses for an all-out fuck fest. I found those fun. Both Jill and I are exhibitionists and we both got off on fucking in front of Tom and Sue.

One time the four of us were all on Tom and Jill’s king sized bed catching our breath after an unusually strenuous round of sex. I’ve had bi tendencies for most of my life and other than some cocksucking and mutual jacking as a teen, I had never acted on my bi urges. But laying there and seeing Tom’s half-hard wet cock laying on his thigh, I couldn’t resist. I reached over and started massaging the head of his prick. While of moderate length, it was actually quite thick with a large glans. Tom didn’t react. His head was turned the other way and I guess he assumed Sue was playing with his cock. It quickly arose to full hardness. I leaned over and took his cock in my mouth and started sucking. Both women and Tom realized what I was doing and while I think they were all pretty shocked by it, there was no verbal reaction. Then Tom really surprised the hell out of me. He rotated his body around until we were in the 69 position and he took my cock and slid his lips down over the rapidly swelling head. And started giving me a really great blowjob while I returned the favor.

When the two women realized they had been left out of the action, Jill gave Sue a wink and went down on her. They adjusted their position so they both could suck and lick each other’s pussies and clits.

I’m not sure whether it was the novelty of what we were doing or if Tom was a really good cocksucker but in a surprisingly short time I was blowing a good load down his throat. This just spurred me on to really work his prick over with my mouth and I received a nice payoff for my efforts. Judging from the cries and moans from the two women, Tom and I weren’t the only people there to achieve orgasm. In fact, I think both women had several.

Sue: I had sucked a few pussies as a sorority girl in college but assumed those days were long gone. So I was quite surprised and pleased to find out that I still had my skills to make another woman cum. And obviously Jill was no first timer. She sucked my clit and fingered my cunt like a real pro. I probably orgasmed four or five times and I think she did too. Both our cunts were sopping wet when we finally took a break.

I really never expected either Tom or Steve to suck a dick. I thought Steve might possibly be bi but never in a million years did I think Tom would ever take a cock in his mouth. And the way he went after Steve’s cock, it was obvious it wasn’t his first time. I asked him about it and he said, “It’s just an extension of my sexuality. I think that men and women should explore all avenues of sexual pleasure. Once we were married I assumed that would be the end of it. I sucked a few cocks as a kid and a few more in college. And enjoyed it. So I am really glad that we’ve reached a new level of expressing our sexuality with Steve and Jill. I noticed you went to town on Jill’s pussy.”

I admitted that I did like a change of pace from time to time and sucking another woman’s clit was a lot of fun.

Tom: My mind is spinning. I never thought I would ever suck another dick again. And to do it with my wife watching was a huge turn-on. She didn’t watch for long because she had her head buried between Jill’s legs. I had forgotten how much fun it was to take a guy’s ejaculation down my throat. Steve’s big cock had a cumshot to match and I thought I was going to choke before I got it all down. I loved it when Sue or Jill gave me a blowjob but I have to admit that Steve’s sucking was the best. I don’t know if the girls saw it or not, but I loved it when he shoved a finger up my ass while he went to town sucking my dick. So I had to return the favor.

I’ve been going over everything in mind since that day with all four of us sucking and fucking. Wondering what’s next? I sure hope the issue of buttfucking never comes up. There’s no way I could ever take Steve’s monster cock up my ass. I guess I know it could be done. I’ve seen videos online. But I really don’t want to have it done to me. I know it will hurt like hell. There’s plenty of other stuff we can do. I wouldn’t mind if Steve and I took turns doing double penetration on the two women. Steve’s big cock up their cunts and my more averaged sized dick up their ass. Jill might go for it but I kinda doubt if Sue would.

Another thing that I did a couple of times as a kid was cock-to-cock jackoff. Then just us boys did it but it might be fun for Steve and me to put our cocks together, all lubed up, and let the girls take turns jacking both cocks together. I will mention that next time the four of us are together. I’d also like to see if either girl could get both our cockheads in their mouth. I’ve seen videos of women doing that to two cocks and it really looks crazy hot.

Jill: Well things have really escalated with the four of us. There’s a lot more to Tom than I originally realized when I married him. I had no idea he would suck a cock but I was thrilled when I saw him take Steve’s huge prick and try to cram as much of it as possible down his throat. And it blew my mind when he let Steve cum in his mouth and swallowed it all down like a champ.

I was also super pleased to find out that Sue was as eager to suck my pussy as I was to suck hers. And she was definitely not a beginner. I’ve had a few women go down on me and they all have to bow down to Sue’s cunnilingus talents. She worked my clit over better than any man or woman and had me gushing my juices all over her face.

I think we are ready to advance to a true foursome. All four in bed together with Sue and I taking turns licking and sucking both Steve and Tom’s cocks and both guys lapping our cunts. I’m a cum lover and I want to see that juice spurting all over Sue and my naked bodies. In my face and mouth and all over Sue’s tits and face. Then we lick each other clean and finish up sucking the guy’s cocks totally dry of juice.

I know there’s a lot more to come. I don’t think there is any limit to our sexual action.

#####

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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.

She Loves Peehole Tonguing

She loves peehole tonguing

I’m kind of a weird case, I suppose. I just love it when someone will get me all sexually excited, so my inner labia loosen up, and then they can try to stick their tongue into my peehole. Of course, they can only get in a few millimeters, but I love when they try. Within short order, I’ll orgasm. And not only that, I’ll cum over and over again, sometimes for like five minutes.

I have had a couple of mild infections from this, but they itch or sting a little bit for a couple of days, then they go away.

It doesn’t matter who does it. It can be a male or female, young or old, fat or thin. No matter what, I just love it!

For some of my friends with whom I’ve done this, I’ll reciprocate. It’s the men more than women who like their peeholes tongued. I love a hard penis just a little way in my mouth, and then there I am jamming my tongue into their peehole. Sometimes with men, I’ll feel sudden resistance, as my tongue is pushed out by the flow of cum.

For fun a couple of times, I tried blocking the cum in a man’s urethra with my tongue. The cum always gets out anyway, but the guys seem to particularly enjoy that.

Yes, I’ll swallow. I guess it doesn’t taste especially nice, but I rather enjoy it anyway. I’m sure you know this, but there’s quite a difference from one man to another. Some have cum that tastes bitter, some salty, some almost sweet.

I do enjoy putting my tongue in the occasional woman who will let me do that also. I have induced some to involuntarily pee. No, I don’t swallow that! I have brought many to orgasms. Here’s the interesting part: Most women will refuse to have their peeholes licked, but once they acquiesce, they want it every time after.

Mother Gives Daughter Her First Orgasm

Mother Gives Daughter Her First Orgasm

Shortly after she turned 18, my daughter, Cheri, came to me with a concern that brought tears to my eyes.

Along with her father and brother, our family has always had a trusting and loving relationship. So, it was easy for her to bring up concerns, even things of a sexual nature.

A week ago, she casually reported at dinner that she was no longer a virgin. Her father almost chocked, then smiled. We waited for more details, but we sort of knew.

Cheri had been in love with a young guy named Keith since 10th grade. Last week, after considerable discussion and planning, they had their first sex.

My husband asked whether she used protection.

In a slightly annoyed voice, she said, “Of course, Dad.”

Meanwhile, her brother just sat there and smiled.

That was the end of the discussion, until yesterday. Her father was away setting up another franchise. Her brother was back in college. So that left only Cheri and I in the house.

We were just talking about this and that, when suddenly, she said, “Mom, I don’t think I’ve ever had an orgasm.”

My first thought was a bit cynical. I was thinking, ‘If you don’t think you’ve ever had an orgasm, you haven’t.’ A person would know.

My next thought is when tears came to my eyes. My poor girl has never had an orgasm. She should have been enjoying them since twelve or thirteen years old.

You know how you feel as a parent when your child comes home with a D in math? Like, you failed as a parent, right? Well, that’s exactly how I felt about my Cheri not having enjoyed orgasms all this time.

We started discussing the details. I felt honored that she’d share such deep information with me. At one point, she said the word “fuck,” and hesitated looking at me, expecting some sort of reproach. I said it was totally OK to use ‘ordinary’ language with me. I told her I wasn’t a prude, and insinuated that I had my own rather wild adventures at her age.

Evidently, with Keith, she felt very fulfilled when he put a penis in her for the first time in her life. She said there was no pain, so I guess her hymen was broken. This whole thing about virgin girls – geez. Very few virgins actually have hymen issues, right? But she didn’t orgasm, either. He did. Almost right away.

I asked whether he masturbated her or licked her afterward, but being a young male, he didn’t even recognize that she may have an unfulfilled need.

Cheri summarized by letting me know that she enjoyed the feeling of a dick forcing her vaginal canal open, but that was it. It sounded more sensual than sexual to me.

I explained that most women do not have orgasms from vaginal sex. I went on to say that an experienced boyfriend would have done something specially for her afterward.

“So you mean, that if a girl is licked or her clit is rubbed, she is likely to have an orgasm?”

“Well, yes, usually. However there are some women, even some older than me, who have never orgasmed. I doubt you are one of those, however. You just haven’t had the right experiences yet.”

I asked her whether she had ever tried masturbating.

She told me that she had a couple of times around age 13. One time, she felt something like chills throughout her body, and springs in her belly, and it scared her, so she stopped.

Of course I responded by telling her that was the early stages of pre-orgasm, and that if she had continued, it might have been very nice.

We talked a bit more, with me letting her know I still masturbate quite often, especially when her father is out of town. I went on, “In fact, I miss him, and I’m horny now. This discussion has had an effect on me.”

“So, you’d masturbate now, if you could?”

“Frankly, if you weren’t here Cheri, I’d be frigging myself silly.”

“Oh, interesting.”

We both got quiet, lost in thought.

She interrupted my crazy horny thoughts that were loosely formed around the fantasy of masturbating with my own daughter. “Do you suppose you could teach me how to orgasm?”

The moment she asked, she blushed, and I think I detected a shiver, too.

I wanted to let her down gently. “I don’t think it would be appropriate.”

“OK, I guess… But why?”

“Well…” I opened and closed my mouth like three times. Then, after thinking it through I said, “Well, it wouldn’t be like a sexual thing. It would just be a mother instructing her daughter in a facet of grown-up life, right?”

Not sexual. Yeah, right! So why was I shaking and having trouble controlling my voice?

“You know Mom, I’d really like to experience this orgasm thing.”

I was too far gone to think clearly. I instructed to take off all her clothes and lay on my bed. I turned the thermostat up, and took off my own clothes.

I was proud of her tits. This was the first time I had seen them. The last time I saw my daughter’s upper body, she didn’t have anything. They weren’t overly small or large, and rather perky. My own, at age 43, had started to sag a bit, and I was somewhat embarrassed about that. I kind of didn’t want her to see my breasts. But I had become so horny, it really didn’t matter. And, oddly, I kind of did want her to see my tits.

I had no idea how I was going to proceed. The one thing I did know to do is that I told her she might not have an orgasm today. That she could just enjoy what happens, and if she has an orgasm, fine, but if not, it would surely happen on another day. That way, she’d have no pressure keeping it from happening.

I had her lay back on my bed. Knowing what her father does to me sometimes, I started with a general massage that lasted maybe ten minutes. When it came to massage her boobs, I didn’t hold back. To start developing the mood, I brushed my fingertips ever so lightly over her nipples several times in a row. I saw that they became like hard little pencil erasers. She expressed some sounds of appreciation, and “That’s nice, Mom.”

Looking at her cunt, I was somehow amazed how much like my own it looked. Only her hair was brown, like her father, whereas mine’s black. The last time I saw my daughter’s puss was before she learned to dress herself, maybe around age 5. Somehow, I was expecting it to look the same.

Starting as lightly as I possibly could, I ran a fingertip over the hair right over her slit. I know that always gives me chills. It seemed to have the same effect on her.

“Oh Mom, that feels so nice!”

Her inner labia started to widen and become wet. That was a very good sign. In fact, I couldn’t believe that my daughter hadn’t ever had an orgasm. Her responses up to now were perfect.

I grabbed her inner labia between the thumbs and first fingers of each hand. Her inner labia were slightly long, just like mine. I let them slip out of my grip, over and over again, just like her dad has done to me so many times.

“Oh Mom, that’s… just great!”

I finally got down to rubbing little circles directly on her clit. I thought that might bring on an orgasm, but actually, she settled down a bit, as if it was less erotic than what I had been doing before with the labia pulling.

It was time to bring out the big guns. I got down on the bed on my belly, between her legs. I pushed her legs up so her knees were in the air. I crawled forward, and tentatively licked her clit. She was shuddering. Come to think of it, so was I.

After five minutes of licking, which Cheri was clearly enjoying, she still hadn’t orgasmed. I wasn’t worried. I had one more trick up my sleeves.

Noticing how much liquid her pussy was exuding, I coated the forefinger of my right hand with her girl juice. Bringing it to her asshole, which was fairly easy to reach since her knees were up, I rubbed it gently around her asshole, while continuing to lick her clit. Meanwhile, I felt my own cunt against the bed, and almost involuntarily started sliding slightly up and down, not bringing an orgasm, but generating chills from my head to my toes.

She was breathing heavily, and just sort of moaning.

I ever so slowly introduced my fingertip directly into her anus. I was only in maybe a half-inch, and bang, it happened.

Cheri screamed, “Oh Mom!” She arched her back. She was shaking so uncontrollably I thought she’d throw herself off the bed. She peed involuntarily. Not a lot, but a couple of ounces. With my finger still in her ass, I could feel contraction after contraction.

Five minutes of silence followed while I let her bask in the afterglow and compose herself. When she finally spoke, it was, “Oh my god! So that was an orgasm!”

I couldn’t resist. Right there in front of my daughter, as she watched intently, I frigged myself to a big double-orgasm, something that’s rare for me.

That evening, I told my husband about the whole thing on the phone. I was worried about his response. He said, “Holy mackerel, I so want to jerk off right now. I sure wish you were here.”

I’m sure this will not be the last time this mother and daughter masturbate together. In fact, I’m running a fantasy in my mind of setting up a family masturbation evening, with Cheri, her father, her brother and myself. I’m not sure how my son would react, but I’m guessing he’d love the idea. I know my husband would. Wouldn’t that be a fun evening?

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