Warning: gay, crossdressing and trap stuff in this post.
I confess that i am kind of addicted to womens underwear, i had gay experiences and here are some of my adventures.
First of all a bit about this panty and crossdressing fetish:
It started a few years ago, my brother had a kind of hot girlfriend, maybe 7/10. I found hear panties and strings in the laundry and the smell turned me on. i used to masturbate to or into them.
I befriended her family and her twin sisters in my age. We used to go to the same school and everytime i was at their place, i used to go trough the laundry on the bathroom and smell their panties. i found it to be super hot especially when they started wearing thongs.
I used to be in a relationship with both, but it wasn't for a long duration. I had the opportunity to see and touch their pussys multiple times but it never went further. I still ask my self why i didn't pushed things but i guess i was just too embarrased by the situations. To this day, about 4 years later, i still smell their panties if i am over at their place.
In those 4 Years my father found a new girlfriend and she moved to our place together with her daughter, same age as me. She wasn't good looking maybe 5/10 but her body was nice.
A few months later i started hooking up with her, but she was very childish and i got basically cockblocked by her embarrasment. she even thought that masturbation would be gross. She teased me many times with stuff like humping me a bit or pushing my face between her legs, but everytime i wanted to go further she went back and told me to stop. i knew it made her wet because once she went into the shower after teasing me again and i smelled her panties afterwards and they were wet.
This was around 2 years ago. Today she had a bunch of boyfriends for short durations and noticeable many female friends over. One of them lived at our place for about 2 weeks and it was like wet panty heaven for my panty fetish. anyway i looked trough her room and found condoms, lube and dildos under her bed. One of the dildos was a double ended one. the look and imagination of her having sex with her female friends gave me and instant boner.
I found her lingerie stash, everything in a big box. I went trough it and got turned on to the max. i just had to try them on so i wore a pair of stockings with a string and a corset like top. i had the feeling to have the largest boner in my life so far and i went further, i kept wearing the stuff, got into my shoes and jacked and went out with our dog for a walk. (Little note: my parents are on vacation for a few weeks and i stayed home alone) It was already dark and i live in a rather quiet place. At this time almost no one is on the streets. My dick was building a little tent under my jacket the whole time and i had to dodge two people but i came back home without beeing seen. (atleast i hope so) I sat down in the lingerie and started fapping. It was an impressing orgasm but not the best i had so far.
Now to the gay stuff:
I have a friend that i know since preschool. he was my best friend for a long time and after puberty we started to do some "experiments". We basically had anal sex everyday after or even while we are in school. It was almost always me fucking him because i hated the feeling of it. I started trying that stuff with dildos i found, mentioned above.
I slept over at his place or he was at my place and we would always watch porn or do some roleplay. sometiems one of us even prentended to be a girl. Our last session was around 1 month ago. he was home alone and we had some fun with his sexdolls, but we ran out of lube so the sex was literally a pain in the ass. we stopped it and continued sucking each other off instead. I like giving blowjobs but i hate cum.
We even played a few games like hide & seek and the one who gets found within 2min must strip one piece of clothing off.
We explored the room of his milf (maybe in the late 30's. pretty nice body, blonde etc) and found some anal beads, handcuffs and a strapon. That thing was huge, he tried fitting it but it was too big.
At the end he fucked me with the help of the rest lube and spit and he came in me. Since he always looses his mood in and instant, i had to fap with his pockedpussy.
A few days later he was over at my place and we basically did the same stuff expect that i sucked him off and he came in my mouth. i went to work later, still with the feeling of his dick in my butt.
Then there is this other guy who i know since highschool.
We used to be good friends and we did normal stuff except that we fapped together to porn sometimes.
We once had this girl who was showing off on the cam and we sent her some dickpics of us. she continued to fap to them and my friend said what i would give him if he would suck my dick. i said idk and he started to open my pants and suck my dick.
I knew where this was going to i started to give him a handjob while hes doing it and damn is cock was like triple the size of mine, even though he was only a year older.
He seemed to like sucking it because he did it alot in the next months, maybe even a year. i dont remember. then there was this one night. i was sleeping over at his place and he was home alone. he played some games and then he went out of the room and came back wearing stockings and other lingerie and even a latex corset from his mothers friend. she was living at their place for a bit because her husband kicked her out.
We did some roleplay and i proceeded to suck and fuck him. after i came gloryously in his ass, i continued to suck him off, because he didn't liked the feeling of fucking me. It was the first time someone came in my mouth and it wasn't that bad as i expected it to be. The warm and salty taste still surprised me a bit so i spit it out and made him laugh.
After that we didn't really do anything anymore because i had a girlfriend then (mentioned above, the 5/10) and later he got one himself.
So this is basically a confession about my dirty adventures i had so far. I felt like i should share it with someone.
