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When Did You First Lose Your Virginity ?

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  • When Did You First Lose Your Virginity ?

    When & With Who Did You first Lose It

    I was 17, to a girl in highschool, was hoping to lose it at 16, but didn't happen til I was 17. She had a great body with nice firm big tits.

    First time with a tgirl didn't happen til I was 26.
    Last edited by danilover; 03-06-2011, 09:00 AM.
    Tgirls Rock My World

  • #2
    Originally posted by danilover View Post
    When & With Who Did You first Lose It . . . .
    I may have had an earlier start. At about 10-11 I lost mine to the girl across the street, under her back porch. You must believe me that I did not initiate this defloration of myself. I was shown the sacred site then asked to participate and merely followed her instructions! I think it is proper to say that I was seduced or maybe she just piqued my curiosity enough to entice me into taking part! She was about a year younger than me and told me that she often did the same for her three older brothers who all slept in the same room. Sometime, a few days later after that initiation, her younger sister, and under that very same porch, performed the same magic upon this innocent young boy! 'Tis shameful, those girls were!

    Anally, while working as a harvester on a farm at about 16 I lost my other cherry. I call this one a rape! The deal was set up so that two workers shared a bed. So I was sleeping in a bed with another worker about the same age who I did not know. After working 12 hours hard labour at over 100F in the hot August Manitoba sun I was exhausted, dead tired, and after a big meal fell quickly into a very sound asleep. I awoke groggily later, on my stomach, with a terrible pain in my ass.

    I was not too happy at all about that experience!

    My "intentional anal" first time was at about 70 years old, about a couple of years after my discovery of Tgirls and the fact that they were so available in Toronto. I took my first trip there to see for myself. Carmen or Dita as she now known was my first!

    I was very happy about that time!

    So happy, that I kept coming back time after time, for more of Toronto's finest.

    Comment


    • #3
      8

      It was when i was 8 years old, for me, and it continued for years.
      I am a victim of a mentally manipulated, non-violent, abusive incest. And before it all began, i was sexually molested for as far back as i can remember.



      Babe

      Comment


      • #4
        Originally posted by Babe View Post
        It was when i was 8 years old, for me, and it continued for years.
        I am a victim of a mentally manipulated, non-violent, abusive incest. And before it all began, i was sexually molested for as far back as i can remember.



        Babe
        Babe, I'm sorry to hear that, that is terrible, I hope you've had some help with it over the years.
        Tgirls Rock My World

        Comment


        • #5
          Originally posted by toban View Post
          I may have had an earlier start. At about 10-11 I lost mine to the girl across the street, under her back porch. You must believe me that I did not initiate this defloration of myself. I was shown the sacred site then asked to participate and merely followed her instructions! I think it is proper to say that I was seduced or maybe she just piqued my curiosity enough to entice me into taking part! She was about a year younger than me and told me that she often did the same for her three older brothers who all slept in the same room. Sometime, a few days later after that initiation, her younger sister, and under that very same porch, performed the same magic upon this innocent young boy! 'Tis shameful, those girls were!

          Anally, while working as a harvester on a farm at about 16 I lost my other cherry. I call this one a rape! The deal was set up so that two workers shared a bed. So I was sleeping in a bed with another worker about the same age who I did not know. After working 12 hours hard labour at over 100F in the hot August Manitoba sun I was exhausted, dead tired, and after a big meal fell quickly into a very sound asleep. I awoke groggily later, on my stomach, with a terrible pain in my ass.

          I was not too happy at all about that experience!

          My "intentional anal" first time was at about 70 years old, about a couple of years after my discovery of Tgirls and the fact that they were so available in Toronto. I took my first trip there to see for myself. Carmen or Dita as she now known was my first!

          I was very happy about that time!

          So happy, that I kept coming back time after time, for more of Toronto's finest.
          OMG Toban, you too!!! Sorry to hear about your rape!! Jeez, I thought this would be a fun thread. there have been 53 views and only 2 responses, sad no one else wants to share their stories...

          As a teenager, I actually dreamed about getting fucked anally, I used to get horny in the gym change room watching the other guys change and dream about sucking them off and getting fucked, of course that never happened, and I don't know what I would have done if something like your situation had happened...
          Tgirls Rock My World

          Comment


          • #6
            Thanks dani.

            Originally posted by danilover View Post
            Babe, I'm sorry to hear that, that is terrible, I hope you've had some help with it over the years.
            Hi Dani,

            Thank you for caring.

            You know, i just started to write a post that just kept getting longer and longer and then, i thought, "What i am writing all this for? It does not need to be published here in a forum."
            I ended up just copying the text and stashing it away in a Word doc.

            I was going to explain, in detail, my childhood and how it lead to my first anal experience when i was 18. Which is not a pretty story, at all.
            The story would have also mentioned when i went to seek help for all that had happened to me, like you hoped for in the quote, above.

            It seems that i can't just say things about this topic without wanting to explain it all to death so that it's very clear to anyone reading. But then i thought, why should i offer all of this info?...it's really very personal stuff.

            Now, i am sure that people know, by now, about how i enjoy writing long posts and all that. However, until a thread is started which asks all the girls to explain the hardships they faced as TS children, and many girls step forward to retell the all horror stories from their past, i won't write about my past in so much detail.
            I am actually considering writing my own life story and making it into a book, or maybe even a screen play. I have told some people in chat rooms what happened to me, and many people have told me that this story should be a dramatic movie. Many even said, "Send it to Oprah."

            I was talking to my gender therapist a few weeks ago and i made his eyes well up full of tears as i told him about when i was married and how she divorced me. He asked to know about it, so i told him.
            When i had asked him why he's on the verge of crying, he pulled himself together, took a deep breath, and told me that he had no idea that i have been through so much. He said he was overwhelmed.
            I asked, "Does it sound like i've been through that much, really? Because when one lives such a life, one doesn't realize what they've been through until someone else points it out."
            He said i did go through a lot and that i still am living it and that's what makes it hard to hear.

            Disney's character, Jaffer, from the cartoon, Aladin, said it best when he said, "You'd be surprised what you can live though."

            Anyway, to keep it simple, and to answer the thread question.

            My first anal experience happened when i was 18.
            I used the handle of this thing in the image below, to do it with. I was too ashamed to go into a sex shop to buy a dildo at that age, so i used what was close by. Yes, many times, there was blood.
            The oddest thing about my many first times with this thing was that i never did it for pleasure. It never felt good until i bought a dildo only a few years ago.
            I started doing it regularly with this thing but always for a reason other than for pleasure.

            And all my life, after that thing had to be thrown away, i used hammers for their handles, or the handle of screwdrivers, cucumbers, carrots, candles etc, you know, all the normal things that we've all experimented with. Anything long would have done the job as i was simply too ashamed to buy a real dildo.


            Meet my first.
            http://www.google.ca/imgres?imgurl=h...ed=0CCMQ9QEwAA

            Eeeeek! yes, it hurt a lot. But i still did it.

            Anyway, that's it for now,
            Babe,
            xoxo


            P.S.
            I wonder, who would buy my book if it was worthy enough to get published?

            Comment


            • #7
              I was 18, working on a Kibbutz and taking a vacation in Nuweiba, a small bedouin village on the Red Sea. I lost my virginity to a Danish girl on the same day that Richard Nixon resigned. To this day I am not sure which of these two events gave me the most pleasure.

              Comment


              • #8
                Originally posted by danilover View Post
                When & With Who Did You first Lose It

                I was 17, to a girl in highschool, was hoping to lose it at 16, but didn't happen til I was 17. She had a great body with nice firm big tits.

                First time with a tgirl didn't happen til I was 26.
                Don't you kind of wish that you had narrowed down the question a bit?

                Anyways I will tell you when I lost my "TGIRL" Virginity.
                (How many freaking virginities is there anyway?)

                I went to New Orleans long ago and was intent on checking out some Tranny action. I think NYC, LA and New Orleans were the only places with TS clubs at the time. Looking up TS escorts on the internet wasn't really a thing then. You could find tgirls in bars and working on the street mostly.

                I did use the internet to research the few trannies that were out there.
                Stephanie Williams was from New Orleans and had a website called tranzlover.com. This was actually one of the biggest sites of the time.
                All the tgirls on the site were from NO and it had much info about the city.
                [forumvideo]55207415[/forumvideo]
                [forumvideo]12686140[/forumvideo]

                Basically I discovered there was a tranny club called "Papa Joes" on Bourbon street and that was about it. There was just one other gay bar where tgirls hung out.

                So I know the first time I went by Papa Joe's it was closed but there was some pictures in the window of the dancers, one of which was Meghan Chavalier. I had seen her on the internet on various sites like sexualtranssexuals.com, tgirls.com etc. At that time I didn't know that Meghan did not work there anymore and the club had gone a bit downhill from previous days.

                So I went by the club in the evening when it was open. Bourbon street was quite busy and I was checking things out. First I checked it out from across the street and went down and had some drinks on the strip.
                As i decided to go by the club on the same side of the street. The club was smack between clubs that featured girls only it was one of kind and there was trannies standing out on the walk hustling up customers, just like all the other places. As I proceeded by, I was pretty much grabbed and put in a chair in front of the stage. I didn't offer too much resistance, but the time it took from being on the sidewalk to being in a chair watching a tranny dance was something.

                So basically this place was really a tranny strip club.
                Overpriced drinks, hustling girls, the usual.
                The only difference at Papa Joe's was that there was alot of couples and tourists looking for a thrill, rather than a crowd of admirers.

                Next thing I know a white tgirl named Tracey sat with me and asked if I knew what kind of club this was. I'm like, duh? So after a few drinks and a couple lady drinks for her, she talked me into a private dance.
                The private dance basically was me watching her strip and pleasure herself.
                As I watched I decided to do the same to myself. She was a little suprised at my forwardness but continued on telling me to be careful.
                As she stroked herself I leaned forward and started to suck her.
                She allowed it for a moment but then said that wasn't allowed.

                I backed off and continued watching her as I rubbed one out
                Just moments after I let go, I looked around to see a shocked older couple had been able to see most of what was going on.
                We both cleaned up and went back out front.
                I later came back and took her to my hotel room.
                http://www.youtube.com/watch?v=VE2WTRrXEwY

                I also had a second experience with a really nice black tgirl name Shoshona on that trip at the same club. I actually took my first tgirl pictures of her which I have somewhere.

                I think Papa's Joes moved and then went out of business, I know there is a couple other hangouts there now like "Le Roundup" now.

                ladyboy.reviews

                Comment


                • #9
                  I was 14 for my first time. The girl was a year older than me and it definitely wasn't her first time. She had some mesmerizing DD's that made me super horny and dumb enough to not wrap up. Thinking I could've received an STD from or impregnated that girl terrified me for years haha.

                  First time with a tgirl I was 20. It was also my first experience giving anal and I was very awkward with getting a rhythm going. Good experience overall but she busted and I didn't, which was also a first time for me.

                  Comment


                  • #10
                    I was 13 and lost mine behind the elementary school I used to go to.
                    XOXO
                    Brittany St Jordan

                    Comment


                    • #11
                      no depends on how you define losing your virginity according to the Websters dictionary i am still a virgin because i have not been entered by a man lol. but as for male to female i don't know the date i was molested as far back as i can remember i suppose as soon as it got hard enough to get up it became more sexual but the great thing about the human brain is you can block things out hell i hardly remember my childhood at all lol im quite a happy individual mind you i have some strange sexual desires lol soo anyways year wise maybe 10 maybe younger i know it happened some time back then.

                      Comment


                      • #12
                        It is a fun thread! Sorry for your interpretation of my post.

                        Originally posted by danilover View Post
                        OMG Toban, you too!!! Sorry to hear about your rape!! Jeez, I thought this would be a fun thread. there have been 53 views and only 2 responses, sad no one else wants to share their stories.........

                        I fully intended my reply to be largely full of pleasant memories of fun times.

                        My introduction to sex by my two female neighbors and my first T-girl meeting were really fun times and what I had intended to portray to all, in my post here. Those were really good experiences!

                        I'm sorry danilover that you saw negativity in my reply that I had not intended being there. Not to worry my friend!

                        I suppose I was just too intent on faithfully answering your original question to see it in the way you did, but now realize I needn't have been quite so forthright and certainly I did not do that to make anyone feel uncomfortable. I am not disturbed about it happening. I have not really concerned myself over this incident in my distant past and in fact, being so sound asleep at the time I did not really know what was going on until it was over. I see it as just something that happened along my lifes path, about as important now as getting a flat tire.

                        Comment


                        • #13
                          Originally posted by Toronto View Post
                          no depends on how you define losing your virginity according to the Websters dictionary i am still a virgin because i have not been entered by a man lol. but as for male to female i don't know the date i was molested as far back as i can remember i suppose as soon as it got hard enough to get up it became more sexual but the great thing about the human brain is you can block things out hell i hardly remember my childhood at all lol im quite a happy individual mind you i have some strange sexual desires lol soo anyways year wise maybe 10 maybe younger i know it happened some time back then.
                          Virginity=first time?
                          Yes, well the true definition would be the breaking of the hymen in a Woman by penis or entry in the case it was already gone.
                          For a man it would be the first time they enter a "person", I suppose.
                          You could call yourself a virgin forever counting every little task; anal, oral, this that and the other thing.

                          Myself I would not consider fondling or molestation as a youth to be losing your virginity.
                          Losing your virginity should mean you lost it to someone you liked and wanted to do it with, for the first time.

                          Furthermore most people, whether they admit it or not, was somehow touched, fondled, explore and/or violated when they were growing up.
                          Don't think you are alone.
                          Too many people today use this for an excuse, where I feel this has always been a natural part of existence. (this is what chastity belts used to be for)
                          Not necessarily right by societies standards, but something that happens in nature, we are sexual beings.
                          (Societies Moral standards are not built around reality)

                          I had my issues as a child but don't consider that losing my virginity and try not to look on it as a horrible life crashing thing, similar to Toban's experiences. It just happened, there is nothing I can do to change it.
                          I of course am not talking about extreme rape or abuse cases.

                          On this forum, to me, I took the question as losing your tgirl virginity.
                          Whatever that means.

                          Labels, labels, labels.
                          ladyboy.reviews

                          Comment


                          • #14
                            Let me see.....I was 11 and he was younger and the pretty blonde boy was on top of me in my sister's bed(as she slept in other room)where our things met for a good 40 minutes bringing me to my very first squirming O but I didn't know what the hell was happening to me as my face made a very confused but intense facial expression at the moment of cum and that was my very last homosexual experience.

                            I was "GULP" 26 when I first had sex with a 22 year old woman but it was 69 only($69.00). My first fuck was about when I was 28 with a condomn, 36 without a condomn and thats when I found out I have an extremely low chance of getting a woman pregnant and didnt know that for all those years.

                            When I was younger about 10 I went on vacation with my family in the US to visit relatives and as I was in the backyard of one of their houses a pretty girl in a short white dress who was my second cousin about my age approached me and actually asked this exact question, "do you wanna have sex in my bedroom upstairs?" STUPID ME and a little afraid said, "What if someone catches us?" and she said "no one else will come into that room but us" and stupid me said, "Na thats ok". And guess what she then said to me? she said this exact thing, "YOU FAG". FUCK DO I EVER REGRET NOT SAYING YES and going into her bedroom!!!!!!!!!!!!!! But then after I played around in the backyard by myself like a dumbfuck, I thought about what she said and I then wanted her so when I went inside I then said in front of her and everyone else in the house ''do you want to go into your bedroom now" and she then whispered in embarrassment ''SHHHHHH, don't say that my parents can hear " and it never happened.(I had the chance before but blew it).

                            Another time I was 13 and delivering newspapers in a neighborhood. A 17 year old young woman(she certainly was not a girl anymore she was a woman, thus that makes her a pedophile in reality since I was still a boy that wasn't physically full grown as an adult like she was in height,bodily frame and weight) asked me if I wanted to watch a video as I dilivered the paper to her house. I asked her "which room because i dont see a VCR in the front room" She smiled a little and said, "in my bedroom". And STUPID ME SAID, let me deliver all the papers first then i'll come back in 40 minutes" and she said "my dad will be back by then" and stupid me ignored what she said. I then came back 40 minutes later and her dad answered the door and after I asked for her daughter she came to the door and I then said out loud ''so do you still want to watch the movie in your bedroom" and she also said in embarressment "SHHHHH, my dad is here, we cant do that now"(just like what that 10 year old girl said to me in a very similar situation 3 years prior). Once again i blew it like a dumbfuck ESPECIALLY IF THAT VIDEO SHE WANTED TO WATCH WAS A PORNO because she could of blew me or something.
                            Last edited by dom r; 03-11-2011, 08:28 AM. Reason: O

                            Comment


                            • #15
                              Originally posted by Toronto View Post
                              no depends on how you define losing your virginity according to the Websters dictionary i am still a virgin because i have not been entered by a man lol. but as for male to female i don't know the date i was molested as far back as i can remember i suppose as soon as it got hard enough to get up it became more sexual but the great thing about the human brain is you can block things out hell i hardly remember my childhood at all lol im quite a happy individual mind you i have some strange sexual desires lol soo anyways year wise maybe 10 maybe younger i know it happened some time back then.
                              If true statistics were to be revealed they would show that young girls and boys, especially in the early teens always tend to keep those kinds of secrets with pretty women in the 20's and 30's. Secrets that they'll never keep with a man and the question is why? There is even a double standard within the law that female pedos are giving a far lighter sentence some as light as 1 day in jail compared to men receiving 5 or 10 years for doing the same thing. Could it be because women are the more pretty and sensuous gender that everyone finds sexually appealing and that women are not capable of rape because penetration cannot occur? I mean what other reason is there for this double standard and for the secrets that kids keep with them?

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