Random Sexual Confessions!

A few of my wife's girlfriends have seen some of my Stanley pictures via group text I am in with my wife and her GFs. Shhhh they don't know it's me. We often exchange perverted text messages when they are out for drinks, which include a lot of random dick pics. My wife obviously knows it is me, but we all seam to be operating on a don't ask don't tell policy.
 
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A few of my wife's girlfriends have seen some of my Stanley pictures via group text I am in with my wife and her GFs. Shhhh they don't know it's me. We often exchange perverted text messages when they are out for drinks, which include a lot of random dick pics. My wife obviously knows it is me, but we all seam to be operating on a don't ask don't tell policy.

Who's Stanley? :)
 
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I jerk off to the fantasy of being teased by women for having a small penis. My wife teases my on occasion, but she’s too nice to really get into it. Please help my out by leaving humiliating comments on my gallery posts. 4.5” (114mm) fully erect.
 
I've drained so many cocks from a glory hole in one visit that I lost count. I feel like such a slut when one cock after another comes through that hole for only one reason, for me to suck it until I become his cum dump. I love anonymous sex and there's nothing more anonymous than sucking guys off that you never even see.
 
I don’t know if this is good for this thread but when i was in senior year, me and this other friend let’s call him Matthew, we had computer science, me and Matthew we weren’t that close but we used to say hi and hello and shit fyi we both were around 18 and 19 when this happened. Me and him went to class as usual and he for some reason sat beside me and started to talk to me I was like ok he never talks to me but sure, I was going with the flow and everything and out of nowhere he started to touch my thighs I was kind of shocked and just let it happens since I was kind of attracted to him and then he said I had nice soft thighs I’m a bit chubby but anyways I was looking at the computer out of shock he was continuing on feeling my thigh until he put is hand under my pants and he was rubbing it and his pinky touching my dick but then the bell rang and I got up and left with a hard dick. Afterwards we had computer science class again I think after a week or so as I’m walking to class Matthew came out of nowhere and told me to sit beside him he went to the corner of the class where there was no one and sat there, I sat beside him and the class started. Halfway through class he started to talk to me again and again I was going with the flow until he Asked me if I liked boys or girls during that time I was confused so I just said girls as any guy would say and then he said “oh that’s to bad” and looked away I though I was weird but started to focus on my work. Computer science that day was 2 hours long and very few people came in that day. Out of nowhere Matthew started to touch me again in my thighs I just let it go this time and he was really feeling it and then he put his hand under my pants and under my undies and his pinky touching my dick and he was rubbing it and I was really hard and he noticed and then he started to touch the tip of my dick and pre cum was coming out of my dick and then the bell rang and I ran to the toilet covering my hard dick with a book after a while my dick went soft and I left for my other class. After lunch we had mathematics for class but the teacher didn’t come so we went to the library, I was revising when Matthew asked me what I was reading and told him I was revising for my test and I looked down revising when he started to massage my neck which felt good after a bit he started to go down and down until he reached my chest (I’m a chubby guy but that chubby bit still chubby my chest was bigger than avg guy) and he said I got great chest and he started to feel it and then his hands went under my t shirt pinching my nipples which made me really hard because my nipples are really sensitive he did it for a good 2 minutes until I got up and left to the bathroom to jerk off because that shit was really horny... After that my family decided it was good time for them to move to a whole different continent it made me sad but I hardly remember most of it but I did get his social and I texted him hi a few days ago and I was lowkey asking him if like very indirectly if he remembered any of it but he didn’t really get the clue but I kind of want him to remember do yall got any suggestions? He seemed to be kind of straight now I’m open to suggestions yall
 
Interesting to read you guys! Myself I had a hot experience once long ago, actually before internet became common. I don't remember how I got in contact with this guy. He was close to 40, married and father to 2 kids living in former Finnish Karelia, that's now occupied by russia (surprised?). Anyway, I invited him and he came here. He was a str8 guy, so I was a bit in doubt should I invite him or not, but he insisted he wanted. So we sleep in separate beds. In evening we had sauna as custom here. He had a hot defined muscular workers body and a very big cock, despite not so tall guy. After sauna we sit naked just casually covered with towels and a beer and he noticed I have some porn video cassettes and asked if we can watch some. My cabin isn't so big, so we sit quite close. Video came on and after some time I could see that the towel that covered his cock rise and about same for me, of course. He reach under and start to discretely stroke as I did too. Towels came off and we both stroked watching the video. His cock was really impressive I'd say about 22 cm and thick. Actually I started to look more on his cock than the video and what maybe excited me most was thinking that his cock had fucked and stretched the pussy of his wife pumped her full of his semen and made 2 kids. It was a real temptation not to touch him. I wasn't sure how he'd react if I touched his cock, because I knew he was hetero. Then when he took his hand off his cock, I couldn't resist anymore and grabbed his big cock. He jumped a bit and tensed, but he didn't take my hand off and I could masturbate him. He look at the couple fucking on the video and I can see he enjoyed what I was doing. I took my hand off my own cock and then he also grabbed mine and started to masturbate me and we now did it together. It felt so good and it didn't take long before I came and my first jet of sperm flew over my chest and some landed on the floor behind me. I increased speed on his cock and soon Andrei too came with a moan over his chest. We both looked at each other and smiled. We did it again the following evenings while he was here, watching porn. He didn't want any other touching or closeness, but when we were watching porn he liked when we masturbated together.
He visited again a couple of times and we masturbated to porn as before, but then he moved and I lost contact with him. I really miss his big cock! It was a bit extra exciting to think that that cock had just fucked pussy and I was maybe the only guy to masturbate him!
 
Interesting to read you guys! Myself I had a hot experience once long ago, actually before internet became common. I don't remember how I got in contact with this guy. He was close to 40, married and father to 2 kids living in former Finnish Karelia, that's now occupied by russia (surprised?). Anyway, I invited him and he came here. He was a str8 guy, so I was a bit in doubt should I invite him or not, but he insisted he wanted. So we sleep in separate beds. In evening we had sauna as custom here. He had a hot defined muscular workers body and a very big cock, despite not so tall guy. After sauna we sit naked just casually covered with towels and a beer and he noticed I have some porn video cassettes and asked if we can watch some. My cabin isn't so big, so we sit quite close. Video came on and after some time I could see that the towel that covered his cock rise and about same for me, of course. He reach under and start to discretely stroke as I did too. Towels came off and we both stroked watching the video. His cock was really impressive I'd say about 22 cm and thick. Actually I started to look more on his cock than the video and what maybe excited me most was thinking that his cock had fucked and stretched the pussy of his wife pumped her full of his semen and made 2 kids. It was a real temptation not to touch him. I wasn't sure how he'd react if I touched his cock, because I knew he was hetero. Then when he took his hand off his cock, I couldn't resist anymore and grabbed his big cock. He jumped a bit and tensed, but he didn't take my hand off and I could masturbate him. He look at the couple fucking on the video and I can see he enjoyed what I was doing. I took my hand off my own cock and then he also grabbed mine and started to masturbate me and we now did it together. It felt so good and it didn't take long before I came and my first jet of sperm flew over my chest and some landed on the floor behind me. I increased speed on his cock and soon Andrei too came with a moan over his chest. We both looked at each other and smiled. We did it again the following evenings while he was here, watching porn. He didn't want any other touching or closeness, but when we were watching porn he liked when we masturbated together.
He visited again a couple of times and we masturbated to porn as before, but then he moved and I lost contact with him. I really miss his big cock! It was a bit extra exciting to think that that cock had just fucked pussy and I was maybe the only guy to masturbate him!
Hot story.

Couple of questions:

Did you two ever speak about, or acknowledge it? Or was it strictly just very transactional and the less he acknowledged it the more he found it didn’t challenge his hetro-ness?

Was he hung when soft, or did you not get to see it completely soft?
 
Hot story.

Couple of questions:

Did you two ever speak about, or acknowledge it? Or was it strictly just very transactional and the less he acknowledged it the more he found it didn’t challenge his hetro-ness?

Was he hung when soft, or did you not get to see it completely soft?
We didn't speak much about it. I asked to masturbate him in bed and sleep side by side, but he didn't want. Only when watching porn he became so aroused and hot so that he agreed that I masturbated him. He also masturbated me, without me asking him to do it even! The hottest thing to me was that he was hetero and a bit of a forbidden fruit! I didn't know how he'd react when I first grab his cock, a very hot situation. One of my hottest sex experiences ever. His cock wasn't that impressive soft, but it was big and looked like it had potential to grow very big! I saw it soft many times when we go together to sauna, stood outside drinking some beer.
We didn't speak that much, because he spoke russian and only little Finnish and no English and I'm Swedish speaking and not good at Finnish. However we managed well. Our mutual porn wank was just a way to give each other pleasure and a sexual relief while watching the porn.
 
a while ago I was at a popular cruising spot and ended up giving a blowjob to this asian guy with a small but very hot cock. since I don't like the taste of cum I usually stop sucking and start jerking when I notice that the guy is getting ready to blow his load. Same with this one. But the moment I tried to stop sucking him, he grabbed my shoulders and head and pushed me onto his cock. Since he was small it fit easily in my mouth so I didn't choke. Then he came inside my mouth and I felt his massive salty warm load going down my throat. Him forcing me to swallow made me was extremely arousing, I've never had that before. I think about that moment a lot when I jerk off these days.
 
Confession #1 - An unexpected prostate massage put me into a multi-year curiosity bender about 10 years ago. I used to live in Queens, very active in the gym and I would go for massages once or twice a month. Sometimes happy endings, sometimes not. I was going to this latina girl for a while. One day she's massaging my ass and I start to feel her pour alot of oil all around my ass hole. Then she circled it softly, then out of nowhere slid her finger in. This was the first penetration I have ever felt and I got instantly rock hard. I got on my knees and she continued stroking my cock with one hand and fingering my ass with the other. I came so much and so hard all over the table then collapsed on it.

I go to go back in the next few weeks and fins that she left for California... I spent years trying to find that feeling again, requesting prostate play and never getting the same experience. This caused me to explore trans girls and I hooked up with in different degrees at least 10-15 trans girls. most of it was either getting BJ's or fucking them. I did try letting one fuck me once, luckily it was an asian Trans who was not well endowed. I could not relax and did not like it. Then I also tried sucking one girl that I hooked up with a few times but couldn't get into that either. Turns out I think I like the view of some hot trans women but never liked getting fucked or sucking them. Also never had another prostate massage like that.

Confession #2 - Best BJ I ever received was from a crossdresser (passable). I nutted 4 times in like 20 minutes then left.
 
a while ago I was at a popular cruising spot and ended up giving a blowjob to this asian guy with a small but very hot cock. since I don't like the taste of cum I usually stop sucking and start jerking when I notice that the guy is getting ready to blow his load. Same with this one. But the moment I tried to stop sucking him, he grabbed my shoulders and head and pushed me onto his cock. Since he was small it fit easily in my mouth so I didn't choke. Then he came inside my mouth and I felt his massive salty warm load going down my throat. Him forcing me to swallow made me was extremely arousing, I've never had that before. I think about that moment a lot when I jerk off these days.
I love having asian guys cum in my mouth. For whatever reason, I think their cum tastes the best.
 
Confession #1 - An unexpected prostate massage put me into a multi-year curiosity bender about 10 years ago. I used to live in Queens, very active in the gym and I would go for massages once or twice a month. Sometimes happy endings, sometimes not. I was going to this latina girl for a while. One day she's massaging my ass and I start to feel her pour alot of oil all around my ass hole. Then she circled it softly, then out of nowhere slid her finger in. This was the first penetration I have ever felt and I got instantly rock hard. I got on my knees and she continued stroking my cock with one hand and fingering my ass with the other. I came so much and so hard all over the table then collapsed on it.

I go to go back in the next few weeks and fins that she left for California... I spent years trying to find that feeling again, requesting prostate play and never getting the same experience. This caused me to explore trans girls and I hooked up with in different degrees at least 10-15 trans girls. most of it was either getting BJ's or fucking them. I did try letting one fuck me once, luckily it was an asian Trans who was not well endowed. I could not relax and did not like it. Then I also tried sucking one girl that I hooked up with a few times but couldn't get into that either. Turns out I think I like the view of some hot trans women but never liked getting fucked or sucking them. Also never had another prostate massage like that.

Confession #2 - Best BJ I ever received was from a crossdresser (passable). I nutted 4 times in like 20 minutes then left.
Damn bro, that sounds hot af! Do you still explore with trans?

#2, 4 loads in 20 minutes is diabolical! lol the cd seen an opportunity and he milked you for all you got lol
 
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Damn bro, that sounds hot af! Do you still explore with trans?

#2, 4 loads in 20 minutes is diabolical! lol the cd seen an opportunity and he milked you for all you got lol
LOL, I explored with Trans for a long stretch, but currently in heterosexual relationship and not exploring. I consider myself 90% straight, never been attracted to Men, but Trans girls I have been attracted to. The more passable they are the more I seem to be attracted to them. Also I find that I seem to be more attracted in theory than in practice. Love trans porn and watching, bigger the cock the better. Then in practice, too many overuse filters and don't look the same in person, or I am just not as into it. Like I mentioned I tried sucking once and absolutely hated it and immediately realized it was not for me. The trans girl also noticed it, lol didn't even get her hard. Then I loved the prostate massage, but couldn't relax for the trans girl and again hated feeling out of control.



Yea that CD went all out haha. I still can remember sitting on her couch, ass on leather, popping load after load. a minute would go by and she would start again. clean up in-between. She wasn't bad. I think between the lighting, clothes, makeup and wig it wasn't a terrible visual.
 
I've been with three trans/CD's. The first was a CD but was older and not great looking. Didn't really do much for me. The second was an actual trans who was mid 20's - smooth, lean body and very sexy. It was fun sucking tits and eating ass. The third was just last week. He was a black CD I saw on Sniffies. His profile said he was 28, 5'-3" and 120 lbs, sounded perfect! When I got there he was at least 50, 5'-9", and 170 lbs. Very disappointing but I let him suck me off and eat my ass anyway. I guess I'm ok with CD/trans if they're young and legitimately fem looking.
 
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