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When I was around fifteen I found some letters my mother and stepfather had written to each other. He was in the services and away a lot. They'd had two kids after she'd divorced my father and it was obvious to me from a young age that she really liked sex. The first of these letters described an incident that took place on a major train station after she'd seen him off at the end of his leave. Being a friendly person she'd struck up a conversation with a man who was waiting for a train. She described in detail in the letter to my stepfather how they'd talked for about thirty minutes when the man started to slide his hand up her dress and moved it towards her pussy. She said that she was so excited that, 'I couldn't help myself and I opened her legs so that he could touch my cunt that was wet from the fucking we'd done before leaving home. I almost came as his fingers stroked my slit, but when I felt my pants get wet with my pussy juices, I stood up and walked away.' I found a letter in answer to her from my stepfather who was obviously open to her being touched by other men and said he'd love to watch her being touched like that. As I went through their letters, I found out that they'd fucked each other in a public garden just after my father and mother had separated. He described how he'd loved how hot she was when he'd slipped her panties down to her knees and slipped his fingers inside her. Needless to say I was masturbating like crazy reading this exchange of letters. In another letter he said how much he liked fucking her ass and from the tone of her letters it was clear that he had a large cock which she really loved to suck and have inside her. It would be fair to say that she loved sex and was open to many aspects of it. I heard them fucking once in the middle of the night and one thing was very clear, she loved his cock and he knew how to make her cum and cum again. Her public face was very prim and proper but after reading their letters I knew it was just a facade as she liked nothing more than having a man inside her and the more often that happened, the more she liked it and the more I read, the more I liked the hot woman that she truly was. I masturbated often over those letters and guess that she always knew I was reading them but privately she didn't really mind
I moved to a city in the Midwest, I am male, 23 years old. Had no girlfriend and no prospects. I made friends with the woman in the next apartment, who I actually thought was a guy until I talked to her. She is a lesbian and what I would call (and she does too) a bull dyke. She dresses as a guy usually, sometimes binds her tits, has short masculine hair, tattoos, and brings incredible looking girls to her apartment for the night or weekend of very noisy sex and what must be some hitting, slapping, and general dominance over them. We get along really well,, hanging out, talking sports, going to bars, sometimes even hanging around one of our apartments for an evening of drinking and bullshit stories.
In the drunken talk I admitted that when I was 14 to 16 I'd had sex with four grown men during that time. Sometimes being the bottom and sometimes the top. I preferred the top, but didn't mind either. I got a girlfriend at 16 and realized I could do without dick but not mouth, ass and pussy. She said the same was true for her. She realized I hadn't been laid in over a year and brought me into her apartment and made her girlfriend of the weekend let me fuck her. The beautiful lesbian was really pissed about doing it, kicking and screaming which moved her pussy around more and I shot a big load up her pierced twat. Later she made the girl suck me off, and the next morning my friend told me to come back over and had the girl tied up spread eagle and told me to get some ass. I did. The lesbian kept screaming that I was raping her and my neighbor Carl (real name Elizabeth) slapped her a few times in the mouth and she shut up. I found it all pretty kinky really, a lesbian dyke watching me cum in her very beautiful lipstick lesbian girl. She would make her take my cum from her pussy and from her asshole and stick it directly into her mouth and swallow it all., in front of both of us.
This was repeated a few times the same girl a few times, then another. Time passed and we were both going through a dry spell, and in hanging out one evening, she asked if we could have sex . . . as friends. Not get involved but rather like a couple of guys hanging out and just helping each other out. We started just jacking each other off, her using her hand on my cock and I used my two fingers and thumb jacking off he biggest clit I'd seen in person. It stuck out of her outer lips about an inch. I'd seen pictures of bigger ones, but not in person. I eventually sucked her clit and gave her many orgasms. I would bob my head up and down like I was sucking a cock. She would talk to me like she was another guy and I was sucking her dick. Eventually she started taking off all her clothes and letting me suck her tits and once while fingering her and sucking her nipples, she laid over on her belly and told me to fuck her like I would another guy. So I fucked her up her asshole and it was really good. She didn't get off, just laid there breathing heavily, and stroking her clit. After I shot off she came using her fingers and hand on herself. She would sometimes bring over her strap on dildo and fuck me. We did almost everything we could but her pussy was out of bounds for anything by my hand and fingers. She could take my whole hand up her cunt.
So we were having a homosexual relationship though we were male and female. After a couple of months of fucking like two gay guys I was buttfucking her, and put my hand over her mouth, and shifted my weight to hold her still. I pulled my cock out of her ass and jammed my 9 inches straight into her pussy. She started screaming and yelling through my hand over her mouth, trying to shake me off, but I got her pussy fully anyway. I hadn't cum in about a week before that and I shoot a big load anyway. This one was massive, she was leaking my sperm out of her big pussy. Afterward she just laid there with my cock growing soft inside her and I realized she was crying. I tried to make light of it, and she wasn't having any of it. My cock slipped out, and she got up and used my underpants to wipe off the cum and try to get it out of her pussy. She didn't even cover up, just picked up her clothes and walked toward the door.
Throwing her clothes at me she said "I don't want the clothes from when I was raped by you". Then I realized that I had indeed raped my best friend. Raped a guy, but really a girl. Why couldn't I just stay fucking and cumming in her mouth and asshole, they were great, why did I need to fuck her pussy too? She left naked and went down the hall the short walk to her apartment. We avoided each other for a while, she didn't have any visitors at all. In the meantime I met a super hot girl, both body and face. We were fucking pretty regularly. One time when she was over and naked on the couch giving me a blowjob, Carl came to the door. Only it was Elizabeth this time. She was in a dress, full boobs without binding, a bit longer hair in a feminine style, even wearing make up. In front of my girlfriend she said very loudly "The day you raped me, You got me pregnant. What are you going to do about it?" I was stunned, my girlfriend got up, gathered her clothes and pulled on her tight, slinky dress, without undies on, sticking her bra, stockings and panties in her purse, she left saying that we obviously had things to work out.
To my surprise, and I mean really a surprise I was actually attracted to Elizabeth as a girl. She came in, and even told me I could fuck her again, anytime I wanted. In a few weeks her lease was up and we took both of our apartments and went into a two bedroom unit, one for us and one for the baby. I do miss having sex with her manly self, and she definitely misses young, beautiful women being between her legs, but I told her anytime she wants she can do that, with or without me. So now her tits are filling up, she's in the stage where she is horny as hell and she wants to get married before the baby comes. I do cum in her mouth, her pussy or her ass, anytime I want. She is still a very horny person, I think after the baby and she's done nursing she'll start bringing over some lesbians again. I hope so. I feel the need to rape one again.
I'm f16 and I'm dating a guy (18) and he's the love of my life. I love him so much. We've been together for almost 3 years and have been sexually active for two. He has never cheated on me and loves me so much. Last summer I was talking to another guy I was going to school with and it turned into more than just talking. We started sexting and eventually we had sex. It was different because I had been with my boyfriend for so long and I was really nervous. Since then we've only seated but we plan on fucking tomorrow after school. He has a huge dick and it felt really good. My boyfriend is kind of small and it doesn't really please me all the time. He doesn't know I'm fucking one of his friends but his dick is so good I just keep going back for more.
It was late 2020, with COVID scares and lockdowns, we were all bored and cooped up in the house, plus the wife and I were in one of our dry-spells. To break the mundaneness of things I started to post things about food. There was one girl who I knew back from high school that would “like” and comment on every post. She then started posting things about food and in return I did the same. After exchanging a few comments, I decided to drop in her DM just to say hi and talk about food and whatever else would come up; come to find out we had plenty in common and that she moved away from our town years ago.
She and I had never spoken in high school but knew of each other. The guys certainly were attracted to her, but I was too intimidated to approach her back then [the pretty and popular girl effect]. But now with my years of aging, healthy dieting and being in a different place in life, I’ve built plenty of confidence.
And now here we are. Me and the girl who was popular in high school are now texting for long periods of time. We then started to talk on the phone, especially about our past high school experiences and future plans. The conversations were harmless at first, but I still kept this woman hidden from my wife.
We continued our late night conversations for days and would even have drinks over the phone. She was in a rocky relationship, I was in a dry-spell. So our conversations would edge towards sexual topics but in a light and humorous way.
Then one Friday night, after a few drinks she admitted it; she told me she was attracted to me. Emotionally, mentally and albeit only through pictures - physically. I knew I should have steered the conversation in a different direction and ultimately stop everything out of respect for my marriage.
But I didn’t.
[This is where it gets hot…]
While we were talking on the phone, she sends me a link and tells me to open it. Told me it was her fantasy and her kink. It was a video of a woman being restrained and her male counterpart having his way with her, all consensual. The woman’s legs were held apart with ankle restraints tied to a rod, there were whips and some light choking. Calling it intense would be an understatement. Vulgar sex language, mascara running down her face from being face fucked and this is what my female friend wanted.
We watched her video together, critiquing and analyzing. I then hear her moans escaping over the phone so I asked her, “are you touching yourself?” And in her seductive voice she said “yes” and told me she was really turned on. I admitted to her that I was hard, so she instructed me to take it out and start stroking - so I did. Here we were on the phone playing with ourselves watching her kink. Repeatedly she would ask, “would you do that to me?” And each time I replied, “yes!“ I was in a euphoric state being under the influence of alcohol and this sexy woman wanting me.
We were deep into mentally fucking each other. She then says, “I’m going to FaceTime you.” My heart raced, I knew what was going to happen. I was going to see her play with herself and I’m sure she wanted to watch me stroke. I answered her FaceTime and there she was…in her bed, wearing a tank top with her tits out. She smiled and winked, bit her bottom lip then moved the phone farther out so I could see her play with her tits. It was extremely sexy! She moved the phone down to her lower half, wearing just a pair of purple panties, I watched her pulled them to the side, exposing her pussy. She was shaved, I could see her folds and she starts pleasuring herself.
With our AirPods on, we placed the phone away from our bodies so we could get a good look at each other. She laid in bed playing with her tits and pussy and yelled out my name as she was pleasuring herself; telling me how much she wanted me to fuck her. It was all surreal and I wanted more of it.
She would stare right into the phone watching me stroke up and down my shaft telling me to go faster or slower. We exchanged, I-want-to-fuck-you’s. She wanted to be restrained by me, hair pulled by me, spanked by me, tied up by me and choked by me. I had never been with a woman who wanted to be fucked so aggressively and it made me want her more.
Moments later, she stops and reaches into her nightstand. Out came a suction cup dildo and anal beads. She came closer to the camera and simulated how she would suck me off with her dildo and then retreated back. Her anal beads first went into her mouth for lubrication, it came back out and she started to slide them into her pussy. Once the beads were settled she then proceeded to slowly insert her dildo into the same opening. I watched her fuck herself with both her anal beads and dildo inside her pussy. I wanted it to last and did whatever I could not to explode right then and there.
She claimed she had never done this with anyone but, I doubted it. She seemed to know exactly what she was doing, it felt like I fell into her trap but at that moment I didn’t care. I got the opportunity to mutually masturbate with one of the popular girls. I knew a couple of my friends from back in the days would kill for this opportunity.
We played with ourselves for quite some time. I even got closeups of her pumping her dildo. We both eventually came. She left a puddle on her bedsheets, that was when she told me she squirts, however I had missed seeing that part. My stomach was covered in cum and again she used her dildo to simulate how she would clean me up. Now sexually satisfied we wished each other good night.
Saturday came and went without us communicating. On Sunday I texted her to ask how she was doing. She said she felt some guilt but still really wanted me. During the course of the day we sexted each other, her doing most of the heavy lifting. That night I went into my basement to talk to her and she had already been drinking. I think the alcohol was just an excuse for the promiscuity we were indulging ourselves in.
Almost immediately she wanted to get back on FaceTime and said she had a surprise for me. I answered and there she was in what she said was a new lingerie set she had gotten just for me. It was a see-through material with lace at the edges, there were cutouts for her tits so they were just spilling out. She had on a crotchless thong. My mind was blown, I wanted her bad.
I took out my cock, showed her how hard she had gotten me and started to pump. She had her suction cup dildo out already and sat on a chair with her legs spread pumping it in and out of her. Again our dirty talking consisted of how bad we wanted to fuck each other. She then gets up from her chair, places the suction dildo onto the chair, erect and waiting for her. With her back facing the camera, she lowers herself onto the dildo. I asked her if I could screen record for my own personal spank bank, she agreed.
She rode that dildo up and down, moaning and yelling out my name. It was all so much that I came fairly quickly. She wanted me to keep watching and to tell her how I would eat her out. She re-positioned herself facing forward spread eagle and began to pump herself with the dildo. I told her I really wanted to see her squirt. Vigorously she pumped faster and harder and right as she cumming, she did this motion that made the dildo pop out of her and squirts of liquid cake out. She pushed the dildo back in and did the same motion a few more times and each time pools of her juices came out. It was amazing.
At the sight of her squirting, I became hard and ready to go again. She was also ready for another round as she climbed into bed. This time taking out her anal beads. With her legs in the air, she told me she’s actually never used anal beads inside her ass before and only liked the feeling of the balls as she pulls it out of her pussy. She then proceeds to push each ball slowly into her asshole, one larger than the previous. Three went in and she gasp in pain almost crying and stopped. She then reached for her dildo while the beads were still in her and pumped her pussy again.
Another night, two rounds this time, and we were both sexually satisfied again. Said our good nights.
The following day working from home, I receive a “Good Morning!” text from her. We spoke casually at first, then she made mention of how unbelievably hard I was last night. Later in the afternoon, she texts me that she was horny and wish she was at home so we could play. I jokingly told her we should get the lush toy where I could control it remotely while she was at work. She was intrigued! We built up scenarios and were both so turned on that I ended up ordering the toy and have it shipped to her place.
While we waited for the toy to arrive we had a couple more nights of playing. I was always in my basement, she switched places in her apartment. I’ve watched her ride her dildo on her bathroom floor. Used another vibrator right on her couch. It was a great time!
About a week or so later on a Saturday, she texts me to let me know the Lush toy had arrived. We were both excited but she had to charge it first. However, she had a party to attend that night and would likely have to wait for another day.
Bummer.
Late that night, while scrolling through my phone I receive her text, “Are you still awake? Can I call you?” Thinking she may be in trouble, I went down to the basement and called. Come to find out she had a couple of glasses of wine and wanted to leave the party early so we could play with the new toy. I stayed on the phone with her as she drove and told me about her night.
We hung up as soon as she got to her apartment so she could settle down. I waited eagerly for her call. Then comes the FaceTime call. I was ready to control this toy while it was inside of this woman. She didn’t dress in any sexy lingerie this time, but she didn’t need to. She was naked from the waist down with just her fleece jacket on while in her living room.
We both looked up instructions on how to set it up. Once we got it connected and I was able to control it remotely, the toy was in her hand as I moved the toggle to vibrate at the highest level. She laughed and excitedly sat on her couch and rubbed herself to get wet. She inserted the lush into her pussy and told me to start slow. I first let her tell me how fast and intense she wanted the toy. I watched her lean her head back taking it all in. Getting wetter and wetter and enjoying herself.
She then laughed and with excitement, gets up and tells me she needs more wine for this. As soon as she got up, the Lush still in her, I crank up the intensity and stopped her in her tracks. She fell to the floor, her knees weak. She hunched over as I moved the toggle up and down to give her different sensations. She “tells me to stop,” but she had every power to pull the toy out of her but didn’t. She wanted it. There she was on all fours, the Lush inside of her moaning. I hadn’t started stroking yet having too much fun controlling her.
Moments later she lets out a long guttural moan followed by a scream as she came yelling, “fuck, fuck, fuck!” She got up and sat on the floor, laughed and moved the phone to show me the puddle that was on her carpet. That was when I pulled my cock out and started stroking.
She got her wine, drinking it fairly fast and recovering from her orgasm. She went back into her room asking me keep the vibrations going but at a low intensity. She reached for her pink vibrator from her nightstand, positions the camera so I could get a good view.
With one of my hands I controlled the Lush toggle as she positioned the tip of her vibrator against her clit. My other hand pumping my cock. We did this until we both orgasmed.
We stayed on the phone for a bit to talk. She built up a new fantasy of going out shopping by herself and then having me control the Lush while she was out in public.
Then it happened…
As the conversation went on, she must’ve been in her feelings. Perhaps it was the wine. What I thought was going to be two friends, mutually masturbating for each other had gone too far. She tells me that she’s really starting to develop feelings for me. Said that the sexual stuff was fun, but the fact that we spent long nights talking about anything and everything really attracted her to me. And to be honest, I was starting to develop feelings for her too. We just vibed really well.
However, reality set in and I panicked. It was every sense of the word “cheating” sans actually physically having sex with each other; I was emotionally cheating on my wife. Someone I do care about, someone that I love and is always there for me.
I knew I had to end it there.
Without getting into much more detail, since this story is already long, I had to let this woman down. It felt almost cold turkey. She needed time to think before we could even just text each other a greeting. We now on occasion text each other to say hi or to wish each other happy holidays, but the conversations are really short. We still comment and like each other’s posts.
I still get excited thinking about the sexual interactions I’ve had with this woman and even on occasion re-watch the screen recordings. I’ll likely be judged for being unfaithful. I tell myself that we fortunately never had physical sex. Although she visits family back in our town and even made plans to get together. But I’m glad it stopped before it got out of hand. Something my wife can’t ever know.
#cheating #friend #video #pussy #dildo #tits #breasts #longdistance #analbeads #phone #texts #comments #likes #fucking #sexy #cock #shaft #squirt
When I was 11, I discovered porno on public access TV.
One night I was jacking it and my mom opened the door. I explained that it felt so GOOD!!! I told her I learned it from a friend that gave me his dad's stolen playboys!!!
I play the clarinet and this one guy in my grade plays it too and he is so hot and sometimes when I practice clarinet at home I imagine him fucking me while I play Let It Snow! Oh, and I'm almost 15.
OK so I was 16 when this happen. So I'm a guy and during the summer I would visit my hometown Michigan. When I got there the first I did was go to my old crush's house to say hi. I just she liked me because as soon as I got there she told me her parents wasn't home and pulled me inside. Right away she pushed me on the couch and got on top and started kissing me. We was kissing for about 20mins and my dick was rock hard. She notice because she started grinding on me. It felt amazing, it was like the best thing ever. After she was grinding she pulled me up and started unzipping my pants. When my pants came off my dick was sticking up. She took her pants off and her shirt and started bouncing on my dick while I was wear my underwear. After 10 mins of that she took mine and here's underwear off. When I saw her big amazing round ass I got soooooo hard. To get to the point a little bit faster I started dry humping her or crack fucking whatever you wanna call it. My dick disappeared between her ass cheek . She started bouncing up and down and grinding on me. I told her I was ready to cum. So she laid down and I stook my dick between her big boobs and began tity fucking her for 5 mins. After I blew my load all over her boobs and on her face. After that I wasn't down I wanted more and so did she. So I lift her up her legs wrapped around my waist and started fucking her til I came. It was the best time of my life.
I'm a straight guy that's 16 years old, but I really enjoy fucking myself in the ass. I wouldn't want to have sex with a guy, but I just love stimulating my prostate when I'm masturbating. I started with just fingers but moved on to using hair brushes and thin bottles in my bathroom with plastic gloves or condoms on. In the future I'd like something even more intense, so I may try something like a cucumber, but I doubt I'll ever buy or try a dildo because I'm only 16 so it'll be some time before I'd be able to manage that. For some dudes the prostate is the male G-spot, so it really makes orgasms more intense. People see it as a taboo for some reason even though loads of straight guys enjoy anal with girls, there's not much difference in putting something up your ass compared to a girl's.
I honestly think more guys should experiment with themselves. You should at least give it a try to find out, it's fine if you end up not liking it because you'll know not to do it again. Just make sure you empty your bowels earlier that day and maybe take a bath to properly wash yourself. When you're ready lay down and spread your legs, then coat a finger or two with lube or something else that will make it easier to get in (Use gloves if you re still scared). Gently touch around the area and start putting in a finger slowly - don't force it or else it'll hurt. Eventually you'll loosen up and be able to get a finger in there. It feels awkward at first but you get used to it, and when you are used to it start moving your finger around a bit, but focus on trying to curve it upwards and toward your dick. You should feel a fairly hard spherical shape - the prostate (that's what feels pleasurable). You'll want to focus on stimulating this area to get any pleasure out of the process. Some guys can get pleasure from this alone and struggle to get their dick hard, whereas others may masturbate first and then finger themselves when they reach orgasm to make it more intense, and some people even jerk off and finger themselves at the same time - whatever works for you.
If you're feeling adventurous you could move on to dildos or objects to reach better (I've used some objects but I've yet to try a dildo). You could also get a girl to finger you was you have sex, or if you're willing to let her fuck you with a strap on as you masturbate. A lot of people are going to think there's no way they could do this, because it's "gay", but honestly it's not. Are you being fucked by an actual guy? No. Are you pretending a guy is fucking you as you finger yourself? No. Since both of those answers are no when a straight guy is fingering/fucking himself, that means it isn't gay - it's only an extra way of making your sex life more interesting and making your orgasms more intense.
TLDR: I'm a straight guy who fucks himself in the ass, and I think more straight guys should try to as well
#masturbation #sex #anal #ass #fucking #fingering #dildo #penetration #straight
So when I was 12 I was curious so I went on porn hub. And I started watching it and I got horny so I started rubbing my clit just that then I decided to finger myself so I put in one finger and it felt so good. Then I tried 2 but it hurt to much so I tried it more and more until I got it.
I had sex twice with a much younger married man. It violates my very core beliefs. But it gets worse. Not only is he married, he is only 5'3" father of two beautiful little girls AND...he's my next door neighbor! As neighbors, we've just said the usual pleasantries--nothing more. Then came the "perfect storm." I haven't had sex in nearly a decade; I am a recent breast cancer survivor; my car broke months ago and he had been giving me rides to the store, etc.. Then he started coming over more often but I'd always leave the door open so no one would get the wrong idea. One week ago when he came over, we started talking about sex. I found that I was getting turned on. REALLY turned on. Then pulled out his surprisingly large cock and I thought...why not? So performed oral sex on him.. I stopped before he could come and then a little while later, I was riding him in reverse cowgirl position. Two evenings later, he had me bent over a chair and fucked me doggie-style.. Gotta confess I loved it. Hadn't had sex in a very long time and when he enters me, I am so tight...I'm "Like a Virgin." His wife has no clue and today, she wanted me to go to the store with her and I did.. We talked like old friends but in the back of my mind I thought I fucked her husband and she has no idea!. It doesn't really bother my conscious BUT I know I did wrong. I went against my values...twice!
My ex sold me her panties. Ask what I was gonna do with them. So I was honest, smell them and masturbate. Then when they don't smell like her any more I'll wear them and use a dildo on my ass. She was surprised at first then started begging to peg me. So we ordered a strap on. I'm so excited 😄
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