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I Want to Have Sex With a Tranny

Personal Stories, Advice, and Support 1,444 People

    I Guess I'm Being Selfish...

    I have a gorgeous t gurl FWB, but I'm looking for another one in the Louisville area. Safe play only... I'm very oral and love sucking and will bottom for the right ****.
    kinkymale40165 kinkymale40165 36-40, M Jul 6, 2013

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    Wants To Make Love To An Asian Ts

    I have always wanted to see and experience being with an Asian ts. I live in Decatur, IL. Someone please help make this a reality. It could be any ts female.
    ccaraveo1990 ccaraveo1990 22-25 Jun 12, 2013

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    Having Sex With Tranny

    Best sex i had love it would keep doing againa and again they kno how suck and play with balls great ******* there tight hole mm if u tranny in fresno hmu got.my own pad 5594129789
    jakob559 jakob559 22-25, M Sep 8, 2013

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    Tomorrow Nite

    So I'm hanging out with some friends tomorrow nite. I've been checking the online ads and might call a tranny afterwards. That is if I have the bals to call one. I was checking out about 4 ads.
    leftwing leftwing 36-40, M 1 Response Aug 15, 2012

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    I Would Love To

    i would love to have sex with female ts. any female ts can message me. I would love to chat!
    pinedurby123456789 pinedurby123456789 22-25, M 2 Responses Jul 3, 2013

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    Where Do I Find The TS Of My Dreams

    I fantasize about beautiful women with throbbing ***** on a daily basis. What is the beast way to meet a TS woman for sex? Has anyone had any luck?
    hodonjones hodonjones 26-30 Jul 17, 2013

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    I Want To **** A Tranny.

    I'm 20 looking for a tranny in Keller Texas are near by. Plz if any one is a tranny are a girl wanting to have sex are get into a relationship let me know.
    Mwreimer1993 Mwreimer1993 18-21, M Oct 15, 2013

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    Indiana Transexuals.

    Are there any from Indiana on here who would like to meet?
    Kingsludge Kingsludge 18-21 Jul 14, 2013

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    I Need Encouragement!

    It is my dream to sleep with a tranny! It would be the best of both worlds, beauty of a girl and acock. I want to feel her inside me! I'm just so afraid to actually do it. I have looked at many local ads. I'm afraid of catching something or even feel guilty afterwards. Any...
    LilShyCutie LilShyCutie 18-21, M 3 Responses Aug 2, 2013

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    I Been With My Mom's T-girlfriend

    Since my mom was div, she became bi but she did not her girl friend was not a woman till in the bed. She dated with my mom over 2 years. We started our expereince since he caught me playing my moms lingerie in her room. then she knew I found her secrets too.
    20smale 20smale 18-21, M 2 Responses Dec 25, 2011

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    Would Love A Tranny Housewife

    Would love to find a trans housewife who's just as comfortable in shorts and keds as she is in heels and lingerie. Would live for her to be a stay at home girl, cooking and cleaning during the day, then letting me try to knock her up all night.
    deleted deleted 26-30 6 Responses Mar 8, 2013

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    Mind Blowing

    I'm here to say that the sex is mind blowing with the right girl. I had a girl when I visited Salt Lake City and we kept going for hours, and I mean hours. It took every bit of strengh I had not to *** right away. She was so clean and LOVELY. I licked her *** like it was a...
    Bill4756 Bill4756 56-60, M Oct 26, 2012

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    I Had Sex With A Beautiful Tranny

    It was a Thursday about 9 years ago,and i'd decided to go out,i'd looked up a bar in West London called Ted's Place in Fulham,it looked ok,so i got my self made up,put on a little black dress,tights and heels jumped in my car and off i went.Got there about 9.45pm,parked the car...
    sheerdesire sheerdesire 51-55, T 12 Responses Sep 28, 2011

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    Talk

    If any TVs wanna call me for some fun message me
    thecub1 thecub1 22-25, M May 16, 2013

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    I Want To Try It

    i want to try ****, especially a tranny ****. i think it would be the easiest way for me. plus trannies are pretty hott ;) if your in ohio and want to talk some feel free to message me
    ultra127 ultra127 18-21, M Feb 6, 2013

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    My Perfect Tranny

    I have had a thing for trannies for a long time. I am 45 years old and my fetish and desire to have sex with a tranny for about 15 years. I finally got up the nerve about three years ago to go on a transgender dating site. Within a few days I had met many sexy and willing t-girls...
    Globemaster001 Globemaster001 46-50, M Oct 20, 2013

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    Me To

    i want to soooooooooooooooooooooooooooooooooo bad!!!!
    pinedurby123456789 pinedurby123456789 22-25, M 1 Response Jul 3, 2013

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    On Hunt For Tgirl In Sa Tx

    I love trannys i wanna meet one in sa tx so bad i love everything about them
    twhahn twhahn 22-25, M 1 Response Oct 16, 2013

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    I Want A Hot Tranny To Have My *** Until I ***

    I want a tranny with nice big **** and a big hard **** to force me to let her **** me and force me to say naughty things , like how i love her **** even though i'm straight. i want her to make me want to give up ***** just to have my *** ****** and to worship that hard big...
    FarmerMcKink FarmerMcKink 31-35, M Sep 16, 2013

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    Very Curious

    living downtown in madison
    negrud negrud 18-21, M Aug 30, 2013

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    Want To Try It.

    I'd love to try having sex with a tranny both ways giving and reciving. Anyone in Colorado know anyone like that?
    Ch3d3rbob Ch3d3rbob 18-21, M Oct 13, 2013

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    Guy Looking

    Hey this is just a try i suppose lately i have kind of been ************ over trannies like alot its either feet or trannies. I really want to meet a tranny i have never been with a tranny but i want to im an anal virgin lol but honestly if you want to dominate you can or maybe...
    Stinkyfootlover Stinkyfootlover 18-21, M Jun 1, 2013

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    Ftm Tranny

    Most people think that trannys are MTF (male to female). They imagine a woman with a ****. What people don't realize is that "tranny" goes the other way too. There are plenty of FTMs in the world (Female to male). I am one of them. I'm a dude with a ***** and a rape fantasy who...
    SJThornton SJThornton 18-21, M 5 Responses Feb 26, 2011

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    Highly Recommend It

    I've done it and must say some of these girls are hot!  **** and *** with a little twist!  It's an experience above all others!
    haileeTV haileeTV 41-45, T 1 Response Jan 14, 2010

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    First Touch..

    i recently met a beautiful tranny.she touched me penis and instantly i was hard and dripping pre-***.ive fanasized about it for years.she had to go so we couldnt have sex and i dont know when ill see her again.this would be my first tranny.my only similar expierence was...
    maxxxpower maxxxpower 22-25 Oct 28, 2009

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    Best Of Both Worlds

    I love transexuals and transvestites. I have for a long time. I would not mind having one as a partner at all. And having breasts to play with and being penetrated too? Wow.
    deleted deleted 26-30 4 Responses May 29, 2010

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    Let Me Try

    I cannot stop thinking about a tranny having their **** sucked by me. I stroke my **** whilst thinking about having a CD/trans stuff their **** up my hole. I want it to become a reality soon. I fantasise about tranny *** all over my hole and even face. Please let me...
    deleted deleted 26-30 Feb 4, 2013

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    It's been a really big fantasy of main

    for a very long time now. I would love to meet one so maybe we could act out some of my fantasy. if any takers hit me up and lets see if we hit it off.
    LeeIII LeeIII 36-40, M 2 Responses Jun 17

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    Swallowing Tranny ***

    I love to kiss and worship the bulge in a tranny's panties, and then slowly kiss her thighs. It's so erotic to slowly pull her panties to the side and free her clitty ****. The moment when I first see that tranny **** is so amazing. Then I love to slowly suck on it and feel it...
    sissynikkicd sissynikkicd 41-45, M Sep 17, 2013

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    I Want to Give It a Go

    The idea of a hot smooth body with a great pair of **** then a big throbbing **** between the legs always gets my **** hard. I want to start by sucking on her hard nipples and then moving down to take the hard **** in my mouth and start to suck. Then I want to feel hot...
    ClearSky99 ClearSky99 36-40 2 Responses Aug 23, 2009

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    So Incredibly Horny!

    I adore sex with other TV's. Guys in feminine clothes are so sexy, I love a hard **** in a skirt, stockings and panties, love sliding my hand up a girl's skirt knowing there's a hot, hard **** waiting for me to touch and stroke and suck, and maybe a cute *** to ****.
    BiTvDeeUK BiTvDeeUK 56-60, T 2 Responses Jan 7, 2011

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    Would Love To:

    want a sexy blonde who has a nice big ***,wearing all satin.
    hellosatin hellosatin 31-35, T 1 Response Sep 24, 2011

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    Seems So Long Ago

    My life has been up then down, now hopefully up again.  Before I got married I lived closer to NY City and could not stand the urge any longer.  My first exposure was as a young teen who accidentally picked up the "wrong" ***** mag in an airport magazine rack...
    kookycurious kookycurious 41-45, M 4 Responses Oct 28, 2009

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    Sex With A Tranny Would Rock

    I've been with other CD's before, some of which were actually relatively hot. BUT, never and actual transsexual. I'd like to treat them like a little ***** and **** the **** out of them! Also would like to dress up myself perhaps and be their ***** ;)
    chcgo25m chcgo25m 36-40 1 Response Oct 4, 2010

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    Horizon Expansion

    It can't be so much different than having sex with any other person. I think it could be serious fun.
    troikabeauty troikabeauty 26-30, F Jul 5, 2013

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    Tranny ****

    i will admit that i do like to watch tranny **** (or shemale ****) which ever is the correct term for it. most of them are so damn hot, with their beautiful figure, massive boobs, slim figure and their sexy ****. i would love to bring home a tranny and bring her to my room. i...
    YoungFreeSingle1 YoungFreeSingle1 22-25, M Jul 6, 2013

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    What To How Sex With A Tranny

    I been wounded for some time now about howing sex with a tranny any I'm Tampa fl that would help me with this
    Honduras1 Honduras1 31-35, M Jun 26, 2013

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    Sex With A Tranny

    being a sissybitch love to dress up and like best to have sex with a Tranny!its such a turn to be with a sexy tranny knowing there is that yummy **** to suck under that dress or skirt!just love to be ****** by a tranny too feeling that hard **** go in while her stocking legs are...
    mandiejune mandiejune 51-55, M Aug 7, 2010

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    A Little Shy..

    I'm a 17 year old girl that's turning 18 in 3 months and I really want to have sex with a TS. It just looks hot.
    mysteriousgurl23 mysteriousgurl23 18-21, F 1 Response Jul 3, 2012

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    Coworker Introduced Me To This Amazing World

    When I was 20 (I am 26 now) I worked as a security guard at a medical research clinic. One day we got a new employee (A nursing tech) named Lucy. Lucy was a forty-something year old redhead with a nice body, a cute smile and a strange "aura" about her. After a few days some of my...
    starlight575 starlight575 22-25, M 5 Responses Jan 6, 2012

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    I Want....

    to be made a little ***** for a tranny. Its a fantasy I have been longing to fulfill.
    nypennguy nypennguy 46-50, M Jul 31, 2013

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    Wanna **** A Tranny

    Have been so curious about ******* a hot tranny. One with a beautiful face and nice **** and a hard ****. I have always wanted to be dominated by a tranny. Would love a hard throbbing **** reaming me from behind. Her big **** down my throat as she blows a giant load has always...
    Nrana28 Nrana28 26-30, M Oct 19, 2013

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    I Want It

    for years  pull my self thinkin of rooting a  tranny from behind playing with her **** and **** then have her **** me bareback
    thebigon thebigon 22-25, M 2 Responses Dec 1, 2009

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    Younger

    Im an 18 yo. And i been ************ a lot to trannies. Ive been with girls like every other normal guy and its fun. But i wanna try something excitingly new. And trannies get me rock hard. The only thing that comes close is the time i spent a summer at my friends house. We...
    zanderps zanderps 18-21, M 1 Response Jun 25, 2013

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    I Want To Have Sex With A Tranny

    Having sex with trannies is a unique experience, they are so sweet and soft, and so understanding.I had have sex with women, this is really great, my favorite, with men, some times, I like that, but no so much as with women, but the first time I had sex with a tranny was really...
    Ed79 Ed79 31-35, M 2 Responses Feb 1, 2010

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    Just Curious

    I am hoping someone will satisfy my curiosity. I am new , and hoping someone wants to show me what i have been missing
    MJC67 MJC67 46-50, M Aug 8, 2013

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    My Neighbour

    I've had a few experiences with Tranny's in the past, mostly escorts. Some were good, some not so, but I've never lost interest in the occasional encounter. Recently I met a shemale online who as luck would have it lives in the same apartment complex as me. After chatting for a...
    BananaMeltdown BananaMeltdown 31-35, M 2 Responses Nov 15, 2011

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    Once Was Not Enough

    I have only been with one tgirl. I would love to find another. I was in the food court at the mall just a few blocks from my office grabbing lunch when I saw her. She looked 18 or 19, 20 at the most. A cute emo type girl wearing a white blouse, a dark red skirt and thigh...
    live2sin live2sin 36-40, M 1 Response Jul 21, 2012

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    Port Huron Michigan

    where are all my tranny chasers in port huron michigan? i know your out there and i need some **** bad, and would love to have 2 at the same time......... now *** get some!
    Mizsuzy Mizsuzy 46-50, T 2 Responses Dec 5, 2011

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    Looking Near Liverpool

    looking to have sex with a convincing young tranny living near liverpool england.
    janus4u2 janus4u2 46-50, T 6 Responses Nov 16, 2009

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    I Want To Have Sex For The First Time With A Tranny

    Any body in Maryland close to Anne Arundel county
    bigsexy2034 bigsexy2034 18-21, M Mar 8, 2013

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    20yo Ts Looking For Friends

    Hi, I'm 20 yo TS who would love to meet some cool guys who are down with my lifestyle, or curious at least. I'm nice, fun smooth and very feminine. I have implants but everything else is real. Send me a message if you would like to chat...