Who Took Your Virginity?

[tlover]

If you've been one of the few lucky guys on this forum who have actually been with a shemale and lost there tgirl virginity who was it that took it?
Was she quite famous or not, did you pay or not and what was it like?


I'm still a tgirl virgin unfortunately, like most of the guys here.
So if you are too tell us who you'd like to lose your cherry to in this post - http://forum.transladyboy.com/showthread.php?t=426

[mobiryder]

Lisa from Obsessions took it. And she creamed deep into my ass!

[tlover]

I presume obsessions is a club?
She sounds like my kind of girl:D

[eliogabalo]

You're free to don't believe me, but i losed my virginity with a paraplegic transexual. She was a pro and a car run over her while she was working. She loved me, but i didn't love her. Her name was Chiara, and she was a very tall blonde.

[EbonyTSLover]

I lost my virginity to a fine little creole lady named liza.She wasn't all that big,But damn did it feel so good.

[kamsutra]

when will I loose my virginity, at age 60 ?

[mobiryder]

Originally Posted by tlover

I presume obsessions is a club?
She sounds like my kind of girl:D

yeah its a gogo packed with tranny whores at NEP in Bangkok :D

[gizmo]

I lost mine to a freelancer name ammy, in pattaya
She worked on beach Rd. We went out the first night
I was there, and picked 2 LB,s from stringfellow's club
Went back to my hotel, and had an awesome night!!

[sexynova]

if i could have choosen who it would have been then that would be Areeya.....but i lost my verginity to my maid in india.....when i was around 17 we had this maid who could speak english ....which was very rare anyway at that time i dint know i had a thing for shemales .....all i knew was that i wanted to fuck her brains out....so i made a move on her when parents wernt home she played along till the clothes came off then i saw her bonner and for some reason just went down and sucked it ......then she took control and fucked me ...since then i have loved beeing dominated

[sugerbabe 2]

I was *** when i lost my viginty to a older man he new that i was a very fem boy and a bit of a so he took me home and he made me put a nice skirt
on and a wig and then he got me to suck his cock then three over men came into the room i had to suck each one intern thay then lifted me up and sat me on the smallest on untill they had all fuck me the bigest one was about
9 ing long and realy thick this is wy i have allways got a smile on my face

[gabriello]

the tgirl shown on my avatar... here is another pic of her..

[underthere]

Back when I was young, bone thin and less than a hundred pounds I was hitch hiking home one evening and a handsome older man picked me up. After a few minutes of pointless questions he put his hand on my knee and asked me if I would like a blow job. I was extremly shy but who could say no to that? We went into the woods and he put a blanket on the ground. I sat down but he stood before me and dropped his pants, his cock was steadily growing larger when he asked me if he could undress me, I didn't object, so he started with my shirt, rubbing and sucking my nipples, then he un-did my pants, I always wore panties and when he saw them he just stared, his cock shot straight up and pre-cum started to leak out. He turned around and we layed side by side and 69ed each other. Thats when I found my love for the taste of pre-cum. I had little idea what to do but he had had lots of practice, I really loved sucking him the little bit that I could but the smell of cock and his pubes tickling my nose was wonderful, I knew I had lots to learn. When he had me hard he rolled me over. As my fresh little round bottom stuck up in the air he laid on top of me. I felt his weight as he whispered in my ear, "Have you ever done this before?. I opened my legs and said no. He entered me slowly, I loved it, on the way home his warm cum seeped into my panties and felt heavenly. He parked a block away from my home and kissed me passionatly goodbye, telling me he would pick me up for another session the next day. I wore those wet cummy panties all night thinking only of him looking forward to seeing him again thinking of all the ways I could pleasure him more. Unfortunatly, he never did show, I have looked for him in every man I have had sex with, I would love to see him again and show him what I have learned.

[prnstr29]

still virgin

[str8butdesire]

still virgin, maybe this year in las vagas

unfortunatly i'm still a tranny virgin, although i have two trips planned for next year which shoould remedy this. but when i lost my virginity it was to an ugly bird who plyed me with alchohol first. it was pathetic, i was paraletic my memorys of it are vague at best but i know i didn't fully enjoy it.
the first time i got a blow job was worse, i picked up this girl in a mcdonalds and brought her back to my house. the whole way there she was telling me how much she wanted to suck my cock. the whole way home i was imagining the perfect blowjob. we got back to my house which was empty, we kissed for a while then i went down on her for about a half an hour while fingering her, some of my best work she came at least twice. then came my turn, i lay back on the sofa smiling as she started sucking, or trying to as it turned out. dry mouth, toothy, lack of use of the tongue, and or hands, refusal to put it in further than an inch. after five minutes i had to tell her to stop. she wouldn't even let me fuck to. this was one of the most disappointing things that have ever happeed to me. it was a further year before i got a good blowjob.

[alice]

I lost my virginity when i was 22 to a 28 year old hairdresser,(go figure!), he was very well equipped and uncut. I think that might be why i prefer large u/c cocks. I lost my ts virginity to a 35 y/o asian tranny (she was born in the USA though) a few years ago. Lee wasn't anywhere as big as the hairdresser, i'm guessing around 5.5", maybe a little bigger, but WOW she knew how to please me. So far she's the only ts to penitrate me.

[transjen]

My first time as Jennifer was not fun, I meet a guy at a party and he didn't know i wasn't all female and he put the moves on me and stupid me i went back to his apartment where we necked for awhile and he started feeling me up but when he slid his hand up my skirt he found out i was still a male and he wasn't very happy i think you can see where this is going and he smacked me around before he up my ass, Needless to say i didn't enjoy it at all Jennifer

[alice]

Originally Posted by transjen

My first time as Jennifer was not fun, I meet a guy at a party and he didn't know i wasn't all female and he put the moves on me and stupid me i went back to his apartment where we necked for awhile and he started feeling me up but when he slid his hand up my skirt he found out i was still a male and he wasn't very happy i think you can see where this is going and he smacked me around before he up my ass, Needless to say i didn't enjoy it at all Jennifer

So sorry to hear about your first experience Jennifer, i've heard about simmilar experiences from some of my sister xdressers. Hope you don't have to go through anything like that again. Big HUG

[christy]

I lost my virginity to a gorgeous man; he said I would always dream of it and I do.

I remember shaking as he started to flirt with me and asked me if I wanted to go to his place. I felt the bulge under his pants and I remember how hot and hard it was when I pulled his pants down. I remember looking at his cock through his shorts and feeling it. Pulling his shorts down and kissing the head of his cock, made it easy to start sucking. Once I got started, I did not want to stop.

He asked me to give him a lap dance and feeling his cock through my panties made it hard to stand. I sat on his cock and rubbed it between my checks; I was so hot.

He put me on my back and got between my legs. Then he asked me if this is what I really wanted. After he told me I would dream of him fucking me for the rest of my life, I felt his cock at my ass pusing in. He pushed a bit faster and harder than expected and I tried slowing him down; he was way to powerful to slow down. I could not push him down or push myself up. I could not close my legs and then I learned what it was like to be a woman. He pushed it in and it hurt. He then waited for me to catch my breath and finished pusing it in all the way. I was in heaven and loved it more than I thought I would.

He started to go faster and faster and I learned when a man gets close sometime a girl just needs to take it and know she is in for the ride until he is done.

It was one of the best fucks of my life and I still get hard thinking about it.

[aussie ben]

Originally Posted by transjen

My first time as Jennifer was not fun, I meet a guy at a party and he didn't know i wasn't all female and he put the moves on me and stupid me i went back to his apartment where we necked for awhile and he started feeling me up but when he slid his hand up my skirt he found out i was still a male and he wasn't very happy i think you can see where this is going and he smacked me around before he up my ass, Needless to say i didn't enjoy it at all Jennifer

i am so sorry to hear that,, i am a guy, but the same for me pretty much, in the days before i discovered real girls, my former wife had a gay uncle, one night after months of flirting discreetly, his moment came, and i didnt protest in the first part, a party at home, i was drunk, he came looking for me and found me in the toilet in a bad way, i had always wanted to do it with a guy and had crossdressed a lot as a kid,, well he burst in, felt me up, i was instantly hard and he had my cock out in a flash ( party still going on ), and he was strong, after a blow job and i didnt last long, he cuddled me from behind, and you know what, it really hurt, couldnt stop him and couldnt tell anyone, i am a caring lover and would never hurt my partner, not ever

[redrider96_nj]

Originally Posted by tlover

If you've been one of the few lucky guys on this forum who have actually been with a shemale and lost there tgirl virginity who was it that took it?
Was she quite famous or not, did you pay or not and what was it like?


I'm still a tgirl virgin unfortunately, like most of the guys here.
So if you are too tell us who you'd like to lose your cherry to in this post - http://forum.transladyboy.com/showthread.php?t=426

I lost my t-girl virginity to Szilvia it was one of the most erotic experiences of my life. I saw her a few more times after, it was always very hot & sexy.

[Gvashon]

I need a special lady to help me lose mine. I've been looking everywhere but they all just seem to want to suck me off instead of having sex. Am I doing something wrong?

[jackk1992]

My official one. my ex.


TS one. nobody yet

[sheena bee]

well im still a virgin but id love ana mancini have me bent over the kitchen counter on my high heel boots and fuck my brains out.

[norsenstadt]

A shemale escort in London. A good top, but with a small cock (about 3.5 inches or so lol..) Don't think she still works, as this was over 10 years ago now.