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I Want to Have Sex With a Tranny

Personal Stories, Advice, and Support 1,479 People

    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...
    sissynikkicd sissynikkicd 41-45, M Sep 17, 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...
    FarmerMcKink FarmerMcKink 31-35, M Sep 16, 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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    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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    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...
    starlight575 starlight575 22-25, M 6 Responses Jan 6, 2012

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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...
    LilShyCutie LilShyCutie 18-21, M 3 Responses Aug 2, 2013

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    Very Curious - living downtown in madison
    negrud negrud 18-21, M Aug 30, 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...
    Nrana28 Nrana28 22-25, M Oct 19, 2013

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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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    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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    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...
    BananaMeltdown BananaMeltdown 31-35, M 3 Responses Nov 15, 2011

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    i want to have sex with a tranny cuz i like **** and some ****
    indyheart indyheart 51-55, M Dec 19, 2013

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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...
    BiTvDeeUK BiTvDeeUK 56-60, T 2 Responses Jan 7, 2011

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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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    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...
    YoungFreeSingle1 YoungFreeSingle1 18-21, M Jul 6, 2013

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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...
    maxxxpower maxxxpower 22-25 Oct 28, 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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    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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    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...
    ultra127 ultra127 18-21, M Feb 6, 2013

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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...
    deleted deleted 26-30 Feb 4, 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...
    Ed79 Ed79 31-35, M 2 Responses Feb 1, 2010

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    Tranny Topped - I would love to be tranny topped. The breasts on my back...... The feel of soft skin. The best of all worlds!!
    ShaverII ShaverII 41-45 3 Responses Jan 3, 2011

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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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    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...
    SJThornton SJThornton 18-21, M 5 Responses Feb 26, 2011

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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...
    ccaraveo1990 ccaraveo1990 22-25 Jun 12, 2013

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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...
    deleted deleted 26-30 4 Responses May 29, 2010

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    Me To - i want to soooooooooooooooooooooooooooooooooo bad!!!!
    pinedurby123456789 pinedurby123456789 22-25, M Jul 3, 2013

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    I Never Knew How Much I Would Love Sex With My Friend, The Tranny - My wife had been very ill for a long time and sex with her was very painful so we just did not take the risk of...
    hhstalegs hhstalegs 51-55, M 5 Responses Aug 19, 2011

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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...
    jakob559 jakob559 22-25, M Sep 8, 2013

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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...
    chcgo25m chcgo25m 36-40 Oct 4, 2010

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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...
    Stinkyfootlover Stinkyfootlover 18-21, M Jun 1, 2013

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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...
    live2sin live2sin 36-40, M 1 Response Jul 21, 2012

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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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    Ok Ok, I Am Curious! - i'd love to try it.  the beautiful soft skin of a woman.  sweet gentle curves of breasts. and a ****.  i consider myself straight, but i...
    georgesmith2008 georgesmith2008 36-40 1 Response Feb 18, 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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    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...
    kookycurious kookycurious 41-45, M 4 Responses Oct 28, 2009

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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...
    20smale 20smale 18-21, M 3 Responses Dec 25, 2011

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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...
    ladyboi20 ladyboi20 18-21, T 28 Responses Apr 30, 2012

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    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...
    kinkymale40165 kinkymale40165 36-40, M Jul 6, 2013

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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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    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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    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...
    deleted deleted 26-30 6 Responses Mar 8, 2013

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    My Friends Wife Asked Me To **** Her Husband - I have a friend that is bi sexual and a real sexy tranny. I had an interesting evening with both of them a while back where he was...
    hhstalegs hhstalegs 51-55, M 10 Responses Aug 25, 2011

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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...
    ClearSky99 ClearSky99 36-40 2 Responses Aug 23, 2009

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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...
    Globemaster001 Globemaster001 46-50, M Oct 20, 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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    I'D Love To Make Love, In Wichita, KS - I am a male to female transexual and would really love to find someone who would make love to me. I'm sure there is a nice person who is...
    StephanieShaw69 StephanieShaw69 56-60, T 1 Response May 8, 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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    Crossdressing Halloween Surprize - I had been invited to a halloween party at some friends of mine home, I decided to just drop by for a minute then leave. When I got there I noted...
    hhstalegs hhstalegs 51-55, M 6 Responses Nov 7, 2011

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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...
    mandiejune mandiejune 51-55, M Aug 7, 2010

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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...
    zanderps zanderps 18-21, M 1 Response Jun 25, 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...
    hodonjones hodonjones 26-30 Jul 17, 2013