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I Want To Experience Sex With A Shemale

Personal Stories, Advice, and Support 1,190 People

    My Wife And I Are Wanting The Experience

    this is what we really wish for. we have had long talks. talk is over now we want experience it with you, game night? lets become friends and get to know each other
    daywane daywane
    46-50, M
    Aug 29, 2011

    This Has Been On My Mind For So Long

    I want to **** her and suck her and then have her do the same to me
    deleted deleted
    26-30
    Jun 17, 2011

    It sounds so exciting they can be more beautiful

    than women. We met some in Bangkok.
    deleted deleted
    26-30
    5 Responses Feb 6

    If She Would

    i know this girl, absolutly loves shemales, she addors funinary and all sorts of things in the lines of she males, and im sorta on the scope myself, i wear panties and crossdress daily throughout my streets and home town, but non one ever trys to pick me up, (wish a girl would...
    meryl007 meryl007
    22-25, M
    3 Responses Nov 15, 2011

    My Confusion

    Im gonna try to summarize my life in a few lines: When I was a little kid aroun 4 - 6 years old I used to play "the doctor" (getting naked and touching) with some of my male friends My mom caught me several times and just looked at me in a really dissapointed way I tried once...
    nesnes876 nesnes876
    22-25
    1 Response Apr 24, 2011

    I want to suck a shemale's ****

    I would love to have sex with a she male, playing with her **** and her **** and kissing her lovely lips. I want her to **** me in the *** and suck my ****. I want to suck her **** and **** her ***, caressing her stockings and stroking her soft long hair. I want to...
    deleted deleted
    26-30
    May 19, 2012

    Possible Bucket List Item

    I've had lots of sex with all different types of men and a few women. I know several TVs and TSs and find them very sexy and erotic. I would love to have sex with one or all of them (wink). Somthing about the softness of a woman with the **** of a man at the same time...
    AmyLloyd AmyLloyd
    31-35
    6 Responses Jun 30, 2011

    I Have Had Sex With A Shemale

    When I was much younger and living in the big city, I got nearly blacked-out drunk one night and picked up a pretty feminine shemale. She gave me great head, and I ****** her most of the night before finally passing out. I didn't realize what had happened untill the next morning...
    luvtoswallowblkcum luvtoswallowblkcum
    51-55, M
    Oct 18, 2012

    A Few Ideas

    This is a relatively new fantasy for me. I can just imagine the soft feel of a woman, her soft breasts against mine, gentle kisses, long hair, and her hard **** ******* in and out of me. The quiet moans we make as we embrace while she's inside of me. Mmmm. Then her pretty...
    AmyLloyd AmyLloyd
    31-35
    4 Responses Jul 13, 2011

    Fantasy With A T

    I fantasize about a much better hung she-male ******* my *** while teasing me about my tiny ****. It would be fantastic if my girlfriend or any other girl was to watch my humiliation.
    litlebigman2 litlebigman2
    51-55, M
    Jan 5, 2013

    Wants To Pleasure A Shemale

    Several years ago in New Orleans, I had a date with a shemale prostitute. At that time my only interest was in being pleasured by her. She sucked my **** until I came several times. I have since had sex with males, but, again, I was the one receiving the pleasure...
    CuriousBottom69 CuriousBottom69
    41-45, M
    Oct 6, 2013

    New Experience

    Hello All, I'm a 34 Year Old experienced Dom. While I consider myself a lesbian I am very intersted in being with a shemale. By that I mean someone who is actually a T-girl, not a guy dressed in womans clothing. I would love to take an actual T-girl as my slave. Your Queen...
    MistressTiffany12 MistressTiffany12
    36-40, F
    2 Responses Oct 17, 2013

    Shemales

    being a sissybitch love going to thailand and meeting ladyboys who are so hot and sexy!!love them whether they have big **** or not so hot!!first time with shemale was when i was in another city on business and had tried to stop being a sissy and ended up in a tranny club and...
    mandiejune mandiejune
    51-55, M
    1 Response Jun 24, 2011

    I Need Sex With A Shemale

    Maybe someday I will get to know the person. I want to have sex with a shemale. Reading your experience on this EP do not have to be afraid - I can just have fun :)
    viki19 viki19
    18-21, F
    6 Responses Jun 6, 2012

    Meet

    I would love to meet a shemale and have an experience of a life time....any takers?
    TheJames1 TheJames1
    26-30, M
    Jul 16, 2013

    Something New

    I'm a bisexual guy, I came out around 4 years ago, I was 16...I've had sex with guys and women...I've had **********...but I want to try something new...recently I've realized that I get really horny when I see pictures of TGs and I've started watching shemale ****...I'd love to...
    jonjon93 jonjon93
    22-25
    2 Responses Sep 30, 2013

    Hi I'm Deaf I'm George

    I need shemale **** my *** I can't look shemale
    Cooldeag64 Cooldeag64
    22-25
    Aug 7, 2012

    If You're A TS Girl Looking For A GG This Is For You

    Hello ladies. So as you may or may not know I'm a genetic woman. My fantasy has been to get laid by a TS woman. I'm always up to chat on yahoo. There's an app called yahoo messenger or it can be done on the computer. Web cam can also be done from yahoo messenger even on your...
    brownsugarluv88 brownsugarluv88
    26-30, F
    1 Response Jul 12, 2013

    Sexual Fantasy

    I've always considered myself to be straight because I'm a genetic female and I've only had sex with men. However, I've always wanted to have sex with a TS woman. I imagine it to be the best of both worlds. It seems so difficult to be able to fulfill this fantasy.
    brownsugarluv88 brownsugarluv88
    26-30, F
    6 Responses Jul 12, 2013

    My First Time

    I had sex with a shemale on New years of 2013. It was the hottest thing ever. It was with this babe: www . babynikkitrans . blogspot . com Sexy as ****!!!! She had a perfect body. The yummiest ***, and a delicious large **** shoved in both my mouth and *******. The funny part is...
    lsweety999 lsweety999
    22-25
    Jan 5, 2013

    ...with My Girlfriend Watching

    I have a fantasy involving a ********* with my gf and a well-endowed She-male. I could watch as my gf is ****** then she can watch as the she-male buggers me with her superior ****. We can then both take turns sucking her penis. My girlfriend has tiny little ******* and I have a...
    litlebigman2 litlebigman2
    51-55, M
    Jun 17, 2012

    Cathy

    ive only ever had one sex session with a she male her name was cathy please feel free to read about it in my blog under 'Cathy'
    gina999 gina999
    41-45, M
    Jul 3, 2011

    Fantasy!

    I have always wanted to be with a women and find a nice hard ****. I have always liked surprises!  
    hotcoyote hotcoyote
    56-60, M
    1 Response Oct 12, 2012

    Making Out In The Changing Room.

    One late night as i was doing my window shopping, i came across a shop that sells sexy ladies clothing & i spot a very short miniskirt, which measure only about 20cm long. It was a black jeans miniskirt ! It was my love at first sight on this skirt. As i was looking at this skirt...
    cdson cdson
    26-30
    2 Responses Jun 21, 2013

    I Want To ...

    Well I think I want to . I've often fantasied . But , lately , it feels like I want to . Really want to . But I don't know how to start . or if I should .I could use your adviice .
    deleted deleted
    26-30
    Sep 26, 2011

    I had sex After I Found My Hubby's secrets

    I am a bi female. I never paid attention at crossdressing and shemale things until 2 years ago, some clues that my hubby might be a cd, were caught randomly. I got frustrated but started getting into those m2f things such as cd, tranny, shemale, sub. Once, when I was in my...
    cindymwf cindymwf
    41-45, F
    12 Responses Feb 11, 2012

    Shemale Sex

    I have for the longest time wanted to have sex with shemales. I am a bisexual married man (wife does NOT know). I love eating *****, sucking ****, giving rim jobs, sucking ****, and having my **** *** ****** by men/ women ith strapons. The ultimate sex experience though would be...
    will1956 will1956
    51-55, M
    1 Response Apr 3, 2012

    I Want To Be Shemal

    I have always wanted to have a female body and a couple of years ago I started taking female hormones, things happened fast for me my chest started to tingle and feel sensitive and sore, I kept my doses really low so the guys at work would not notice. I took this low dose for 2...
    iloveladyboyscock iloveladyboyscock
    26-30
    3 Responses Oct 5, 2013

    Shemales

    being a sissybitch love going to thailand and meeting ladyboys who are so hot and sexy!!love them whether they have big **** or not so hot!!first time with shemale was when i was in another city on business and had tried to stop being a sissy and ended up in a tranny club and...
    mandiejune mandiejune
    51-55, M
    1 Response Jun 24, 2011
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