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  #1  
Old 10-23-2012
curiousguy221 curiousguy221 is offline
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Default When did you lose your virginity?

Apparently, i'm weird since i'm still a virgin. At least that's what my friends say. So i decided to find out how old people tend to be when they lose they're virginity, or at least to find out whether i'm alone on this or not.
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Old 10-23-2012
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i was 21 years old... i did not lose it in High school like a great many others did, as i was an Outsider thru out High school and thus did not have much luck in school. Once out in the Real world I actually could locate bars and clubs with likeminded People and then it was easier to get some action...
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Old 10-23-2012
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Quote:
Originally Posted by S.Eelman View Post
i was 21 years old... i did not lose it in High school like a great many others did, as i was an Outsider thru out High school and thus did not have much luck in school. Once out in the Real world I actually could locate bars and clubs with likeminded People and then it was easier to get some action...
i yried bars and clubs to try and meet people (not necessarily to hook up with them) but i just found it boring... it's actually quite depressing.
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Old 10-23-2012
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Originally Posted by curiousguy221 View Post
i yried bars and clubs to try and meet people (not necessarily to hook up with them) but i just found it boring... it's actually quite depressing.
Yes, depends on the Club or bar you went to.. some were certainly Boring and/or depressing.. but others were great, fun and perfect place to spend sometime at night..
Living in Los Angeles means one can find quality bars and clubs to go to any night of the Week...

I didn't go to the clubs and bars just to hook up.. I went to enjoy the crowd, the music and the entire scene.. but it led often enough to hook ups..
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Old 10-23-2012
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it's not that the club was bad. i just found it boring. i don't dance or drink so there really wasn't anything for me to do.
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Old 10-23-2012
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Quote:
Originally Posted by curiousguy221 View Post
it's not that the club was bad. i just found it boring. i don't dance or drink so there really wasn't anything for me to do.
I guess it would be boring for you then...
thought it was not all just Drinking and dancing...
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  #7  
Old 10-24-2012
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I lost my anal virginity to a trans escort. She was rather large but she was gentle.
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  #8  
Old 10-24-2012
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I lost my varginity when I was 23 soon after I started living as a full time female. I lost it to a friend of mine that I grow up with.
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Old 10-24-2012
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I lost my virginity when I was 18 to a gg and when I was 27 to a trans woman. They were both very exciting and nervous times
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Old 10-26-2012
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I was 17 the first time I had sex with a female as a male. I didn't begin my transformation until I was in my late forties. I gave my first blow job when I was 48 and had anal with the same guy and other t-girl that same night.

Sometimes I regret being such a "late bloomer" but there is nothing that I can do about that now. Everything happens for a reason.

Like Stephanie, one of my goals in life is happiness!
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Old 10-28-2012
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I lost my virginity at 15 with my male friend. It was great sex, but I was in love and to him it was just sex. Since then I have been with men and women and I love both.
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  #12  
Old 10-28-2012
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I popped my trans cherry at 16 (bottom)

I lost my V with a girl before that.
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  #13  
Old 10-28-2012
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I lost mine when I was 14 it was one of my male cousins who
took it from me.It was a sleepover and he ask me if I had ever been fucked,and I told him no.Well any way skip the details,I lost my cherry and have loved being fucked in my sissy pussy ever since.
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  #14  
Old 10-29-2012
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thanks everyone. i don't think i'll be losing mine for a long time anyway
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  #15  
Old 10-29-2012
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im 18 and stilhavent lost mine, still trying tho.
more intrested in a relationship at the moment however haha.
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  #16  
Old 10-29-2012
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Quote:
Originally Posted by biwonder9 View Post
im 18 and stilhavent lost mine, still trying tho.
more intrested in a relationship at the moment however haha.
that's more or less my attitude at the moment. people think it's stupid though.
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  #17  
Old 10-29-2012
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Quote:
Originally Posted by tsmilitia View Post
...I was in love and to him it was just sex...
The story of my life.

I lost my anal virginity when I was 13. It wasn't exactly a gentle encounter, neither of us even knew what we were doing.
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  #18  
Old 10-30-2012
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Quote:
Originally Posted by curiousguy221 View Post
that's more or less my attitude at the moment. people think it's stupid though.
yeah same, i dont really understand whats wrong with waiting.
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  #19  
Old 10-30-2012
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I was 18 with a girl, she was 20 we were at the movies. And I still haven't lost my anal virginity, have not meet up with the right Trans Lady to top me yet. Still waiting on Bionca, merelypink, or Nikki to back me in and take it from me.
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  #20  
Old 01-25-2013
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Default What Age You Loss Your Virginty With Who And How?

i am asking this question as i think this is interesting one..

1)people always remember when they loss their virginity as this a very nice feeling..

2) i loss my virginity at 15 with my neighbor's daughter (Elena her name )..that day we both are drunk and watching American pie ...rest you can understand.
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  #21  
Old 01-25-2013
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Default First time

Hey guys,

i'm 33 years old and had my first shemale experience tonight,i have been into shemale videos since i was 18 but always too nervous to try an actual shemale. I was out tonight with some of my friends arranging a stag and we all had a lot to drink, I got home about 2 in the morning (I live in central london)and finally decided to bite the bullet

So I rang a well known agency in london and decided to book an escort who was available for 3 in the morning. she was literally 5 minutes down the road so I popped out and bought a box of cigarettes and had a quick ciggie and chewing gum and I arrived at hers promptly at 3am.

she was a thai ladyboy sexy as hell, i walked through the door and she literally shoved her tongue down my throat,ripped all my clothes off and threw me on the bed and started sucking my cock,which felt lovely but all I wanted to do was get my mouth round her cock! I was really nervous as I have never been with a shemale, always worried whether I can suck a cock properly or take a shemale in my ass.

as this was my first I decided not to penetrate and asked her to sit on top of me and fuck my mouth, it turns out I was pretty good at sucking cock,she wasn't huge maybe 6 1/2 inches or so. she fucked my mouth quite rough and pushed her cock deep into the back of my throat. after a while fucking my throat we got into 69 and sucked each other off until we both climaxed really hard.This was the best sex of my life!! she then gave me a massage and we showered together. got home around 4ish and have not stopped thinking about it.

I am now finding that I am already planning the next time !! next time I think I might want someone a bit more dominant and break my anal cherry!!
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  #22  
Old 01-30-2013
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I was 18, although I was less than a month from being 19.
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  #23  
Old 01-31-2013
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I lost it when I was 12....was too early you think?
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  #24  
Old 02-02-2013
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Don't worry...when the time is ripe you will lose it. I was 21 with a women, 24 with a man and 30 with a tranny.
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  #25  
Old 02-07-2013
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thank you for the responses everyone. it's good to know i'm not completely hopeless
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  #26  
Old 02-08-2013
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I was a day short of 16 when I lost mine.
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  #27  
Old 10-31-2014
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Interesting question. At 13 a group of my male friends and I starting getting together to blow and fuck each other regularly---it was a blast for about three years when we all suddenly decided we needed to be "straight". At fifteen I lost my heterosexual virginity to beautiful 17 year old girl. Now after many female conquests I find myself wanting only T-girls and only if they are tops !!
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  #28  
Old 12-22-2014
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I lose my anal virginity at around 14/15. I never had sex with a woman until 30, when I got married. And I haven't fuck another man or woman ass yet.
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  #29  
Old 12-26-2014
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I lost my oral and anal virginity to a neighbor when I was 16.
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  #30  
Old 12-27-2014
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First time I had sex with a penis-less girl:17 years old.

First time I had sex with a tgirl:23-24 years old.
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  #31  
Old 12-27-2014
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It's hard to compare across the board since we all had different circumstances.

Oh well. In Sweden the age of consent is 15 years and even though some teens go at it earlier I'd say the majority get it done between 15 and 20.

I was a loser and sort of an outsider, I was 26 the first time I had sex. With a woman, the cockless kind :D

The different partners I've had since then have all been cis-women.
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  #32  
Old 01-31-2015
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I have only ever been with 1 girl and we both lost our viginity when we were 19.
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  #33  
Old 02-09-2015
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I lost my virginity at 14 with my male friend.
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  #34  
Old 07-04-2015
LovinThaTSLadiez LovinThaTSLadiez is offline
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I was 13, she was a 21 year old GG. The sex was nice. I once fucked her all night, cumming at least 4 times. How I miss those days.

I didn't have my first sexual encounter with a TS until I was around 26. She was an escort, but it was a nice experience. I have since had many more encounters with both TS and GG women.
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  #35  
Old 07-04-2015
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I was 19 and it was to a woman in her 30’s. She was what might be called a “cougar” today. It was a great experience and she was a very good teacher… Then I met my first wife and was with her for almost 15 years.
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  #36  
Old 07-04-2015
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I was 16 and she was 23. My first round lasted one and a half hours `cause I was so exited that I couldn`t come I had my first Tgirl when I was 34 and she was an escort.

Last edited by Stewie7; 07-04-2015 at 12:14 PM.
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  #37  
Old 07-09-2015
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I don't want to get anybody in trouble saying it so let me know if it's allowed. I was raised in an orphanage, so you can guess I was with guys from an early age. I wasn't with females until I was 20. I've never been with a shemale, although it's all I dream about. I am bisexual and was a bottom from the time I was 20-30, off and on, and now only think about topping. But I'm 55 now... married, kids, the whole thing. honestly I feel such a dilemma about it all. I thought I could just walk away from this part of my life, but I can't. Now my greatest fear is doing something really stupid, and breaking up my home. I don't even have anyone I can talk to about this - my wife has become hardcore christian, even though we had our first dance in a gay club in denver. I now live in Phoenix, and have even struggled with thoughts of suicide over this stuff. I can't unmake who/what I am.

It sucks to be me
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