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I Want To Be With A Shemale

For those who want to be with a shemale but havn't yet! 684 People

    Best Of Both Worlds

    I think being with a shemale allows me to explore my gay side without being too obvious. But who wouldn't want to play with an attractive voluptuous woman with a nice **** to suck on.
    deleted deleted
    26-30
    Aug 19, 2012

    Curious

    I have the fantasy of being with a shemale. just for once and see how it feels like..
    joop8844 joop8844
    22-25
    2 Responses Jan 9, 2012

    Such A Hot Idea....

    I'm not really attracted to men, but I do like to suck *****. A shemale would be the best of both worlds.
    RayanneA RayanneA
    56-60, M
    Apr 9, 2012

    Shemale

    I so would love to be with a shemale.  First I'd love for them to help me become just like them, hormones, laser hair removal, femme training, everything I need to also become a shemale. Then have lots of wild hot sex together and with other shemales or females. Also go...
    JESSICAKNIGHT JESSICAKNIGHT
    51-55, T
    1 Response Oct 28, 2010

    A Shemale

    I was living in LA and pretty fresh out of school, not to mention pretty naive in the peripherals of human sexuality. I'd been with a few girls growing up, but nothing ridiculous. I liked going out with my buddies, and we'd drink and there was the occasional recreational use of...
    drn4321 drn4321
    46-50, M
    Mar 15, 2012

    Want To Meet A Shemale

    .I am a married sissy who serves his mistress wife and has permission to meet and become friends with a shemale who lives in or near Greenville SC. We can i hope become friends and i can if you want serve you or just be equals and  friends.
    sissyslavepaula sissyslavepaula
    61-65, M
    1 Response Mar 31, 2012

    Anyone want to help me with a roleplay?

    Check comments for the roleplay
    Wannabelover Wannabelover
    18-21, M
    1 Response Mar 5

    Shemale Seduction

    I cannot remember what drove me to it. Cruising bars for sex had become a habit. Success can do that to you, but even steady success make you yearn for something different. I looked at her from across the bar and acknowledged her stare. She definitely looked hot and hungry, with...
    drn4321 drn4321
    46-50, M
    Mar 15, 2012

    Shemale Suprise

    It was a Saturday night and I was chatting up this girl at my favorite bar. Her name was Heather and she had short light brown hair. She was cute, big in general, big boobs and a big ***, but she wasn’t pudgy, and in fact she had a very athletic body. She wore a short white...
    Creampieguy76 Creampieguy76
    36-40, M
    5 Responses Jan 5, 2013
    Luge26 Luge26
    41-45, M
    Feb 25, 2015

    A Few T-Girls In One Day

    While on holidays recently, I thought I would try and repeat my '2 t-girls in one day' experience ( EP Link ) ... but this time, in a city I didn't know with t-girls I had never met. I spent a few days researching the t-girls available in the local area. I was on holidays in a...
    anykey anykey
    46-50, M
    Jul 12, 2013

    Been There, Done That :) Lol

    Been there, done that ;) lol If you'd like to read about my favourite experiences see... EP Link EP Link EP Link EP Link EP Link EP Link EP Link Enjoy! I did :D
    anykey anykey
    46-50, M
    Jun 24, 2013

    Girlfriend Forced Me To Get With A Shemale For Me To Feel How She Feels With Other Men.

    My girlfriend called a shemale site from la costa del sol called taiakshemales and arrange for me to meet one of the beauties. I was very nervous as i drove to her house as i never touched a **** before. Once i was in her room waiting for her to come out she was wearing this sexy...
    alurs85 alurs85
    22-25, F
    4 Responses Jun 6, 2012

    I Imagine It'd Be The Best Of Both Words.

    Generally penis isn't my favorite thing. I enjoy vajay, and its liquids. But boobs are my absolute favorite thing, so sexing a ladyboy is extremely intriguing to me! Perfect breasts, baby penis because of the hormones. Yes, Please!
    beezybellie beezybellie
    22-25, F
    7 Responses Dec 2, 2010
    matthewwalker matthewwalker
    22-25, M
    Sep 19, 2014

    Not to be with old and scary

    but When they take hormones early It's really fit for asians.
    Ozgur980 Ozgur980
    31-35, M
    Sep 19, 2014

    Vicky

    "Mike, it's getting late. You really ought to go and fetch Martina."That was my wife Mary talking. We'd sat up until almost one in the morning waiting for Martina to get back from the party. At first I was reluctant, I mean, Martina was nearly eighteen and really we should be...
    drn4321 drn4321
    46-50, M
    Mar 14, 2012

    Dallas Area

    Living in the Dallas, TX area if anyone is up here. I'm pretty new to the whole idea, but am very curious to learn more. Please post below if you live around here, or know of any place to meet someone!
    pearcewr81 pearcewr81
    22-25, M
    Oct 1, 2010

    Any In Arizona

    I have wanted to be with a shemale for a long time, I am a male and shemales really turn me on!
    Deoxd Deoxd
    18-21
    Aug 7, 2012

    First Time Sex With A Shemale.

    I have read several stories of first time sex with Transexuals and none relate to my experience. So for those who are truly curious about how to go about it and what it is like this is my tale.I have always been a straight guy as far as I know. Married for over 15 years and never...
    drn4321 drn4321
    46-50, M
    6 Responses Mar 15, 2012

    Sounds So Good To Me...

    Some nights I stay up thinking about how I could be someones sex slave right now. I want to know what it feels like to be taken advantage of and feel like a ****. I also wish sometimes I had a ***** so I could actually be living that dream and be someones ****, but I don't and im...
    poppacherry poppacherry
    18-21, M
    1 Response Jul 10, 2012

    A Nice Post-Op T-Girl *****

    A few days ago, I went to visit my favourite post op t-girl named Krysta In the past, my favourite experience with Krysta was to have her **** me with her strap on, 8", purple, thick, soft, flexible jelly *****. This time I thought I would try something different When Krysta...
    anykey anykey
    46-50, M
    1 Response Sep 11, 2013

    Cyber-awakening

    This story is based partially on an online chat I had once with a real person, who will remain nameless for the sake of privacy, when I was back in college. The woman in the story showed me a new side to myself and my sexuality that I had never known existed until I met her...
    drn4321 drn4321
    46-50, M
    Mar 15, 2012

    Shemales Are So Sexy

    I have the same fantasy of being with a shemale, they look so sexy. Like everyone says, "the best of both worlds". I have had a little bi experience so would love an evening with a shemale
    frank668211 frank668211
    46-50, M
    3 Responses Jul 3, 2011

    Girly ****

    It was cold. I was running fast so that I could not get too wet by the falling rain. The streets were quiet, because everyone was inside. It was twenty minutes before midnight. I was nervous. It would be my first time I'd have sex with anyone other than a woman. I love women. I'm...
    drn4321 drn4321
    46-50, M
    1 Response Mar 14, 2012

    Jill

    Straight heterosexual male (wish I was female though..always have) who is tgirl curious and an admirer.Have crossdressed for as long as I can remember..love silk lingerie,sexy p.j.'s, restrictive clothing - fantacies include full feminization, being sissified, maid, tightly...
    Jill67 Jill67
    51-55, M
    Apr 20, 2012

    The Feminine Form And Taboo

    I've been talking to a lovely young lady(with extra) over the past year or so.And of course the subject of why I'm attracted to her and other beautiful women like her has come up often. We've cleared up that it's not so much the matching plumbing that arouses me, as I'm not...
    seanjohn37683 seanjohn37683
    22-25, M
    Oct 3, 2012

    Any trans genders in the Indianapolis area

    who's 15-20 years old? I'd like to hangout.
    Luge26 Luge26
    41-45, M
    Feb 25, 2015
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