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I Have Sex Dress As A Woman Like A Woman

Personal Stories, Advice, and Support 369 People

    Dressed As The True `me' And Making Love

    Hi This one experience on this site that I say that I have most certainly done that. I am transexual and dressing as a woman wll, I am a woman so that perfectly natural. I indenify as a lesbian and most of my experiences have been with out women. I have also experimented with...
    subpaulagirl subpaulagirl 41-45 Aug 7, 2010

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    Enjoying Sex As A Woman

    I have written a story about having sex as a woman. It is called " My date with **** ". My friend wanted to go out one night drinking and riding around, so I thought I would dress up and be his "date" He was also a crossdresser and I convinced his to not to dress up. He picked me...
    davis36a davis36a 61-65 1 Response Dec 19, 2011

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    Is There Any Other Way?

    I now live as a woman, and am an escort. I dress very sexy when on a date showing lots of skin.I rarey take off my clothes to have sex, as much of the time I get bent over somthing to be ******, and on my knees when I suck a ****.I love when I am bent over and getting...
    RunAroundSusan RunAroundSusan 22-25 Apr 13, 2013

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    I Dress Like A ***** Then Act Like A ****

    I have been dressing to please men since I was 7 and wore my mom's bra and panties while I sucked a neighbor's ****. It made me feel so naughty and I have enjoyed that feeling ever since. These days I dress up very sexy whenever I plan to get with a guy or guys...the feeling of...
    barbarascampbell barbarascampbell 41-45, T 1 Response Dec 15, 2010

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    Jocelynj's Story

    I love dressing as a woman   period  i dont know if i have the courage or desire to live as one   all i know is my body feels so sweet in female clothes. I want to make friends with others who feel the same
    JocelynJ JocelynJ 36-40, T 7 Responses Aug 5, 2010

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    Anniversary

    The wife and I had gone away for a few days to celebrate our anniversary. After we had dinner we went back up to the room to relax, and have some serious sex!! I went over and started filling the two person hot tub when my wife stood over it and poured some scented oil, or gel...
    allwrappedupinit allwrappedupinit 51-55, M 5 Responses Oct 13, 2011

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    I'm Not A Full Cd, But I Do Enjoy Dressing Up

    I started dressing with just panties, and ************. Then it progressed when I met a man on a sex site that wanted me to wear some panties he had, while he filled my *** with his 8.5 inch uncut ****, and later his hot load of ***. Needless to say I thoroughly enjoyed it, even...
    Stayinshadow78 Stayinshadow78 31-35, M 2 Responses Oct 6, 2010

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    Done Right

    My first time having sex while dressed could not have been better. I met this man at a bar, he bought me a few drinks, we danced a bit, he started nuzzling my neck and asked me to leave with him. Up to this point I had only gone for drinks, and headed home but something about the...
    JulesAnn JulesAnn 41-45, T 11 Responses Dec 5, 2010

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    His Name Is Ray

    I have been dressing up as a girl since I was about 10 years old. I knew I was different from the other boys but I didn't think there was anything wrong with me. Still, I kept it to myself until twelve years ago. I joined a Transgendered support group and met many others like...
    dianalynn63 dianalynn63 46-50, T 1 Response Aug 13, 2010

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    I Share Your Feelings

    I also have fantasies about  being dressed as a woman, and receiving  sex from  a gentel, careing  person. I n my fantasies, I  preform  as a woman  would be expected to during sex,  with me sucking, and being penetrated.  My...
    enejoy21 enejoy21 70+ 1 Response Dec 20, 2009

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    Want To Do It More

    I've been cross-dressing for much of my life, but never had let anybody see me dressed. But I was fascinated by the idea of having sex dressed as a women although I had never had any sex with a man and didn't even know how to get started. Finally I got up the nerve and posted an...
    RayanneA RayanneA 56-60, M 1 Response Apr 1, 2012

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    Enjoy Being Dressed While Having Sex

    I used to crossdress with my first girlfriend. I loved wearing her panties and lingerie when we made love together. I am lucky now to be married to a woman who enjoys seeing me crossdressed, she loves picking new things out for me or being surprised with things I have bought. Its...
    pantiescouple pantiescouple 26-30 Jul 20, 2010

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    This Is Very Exciting

    This has to be one of the best experiences of my life. I have done this on two occasions and had the time of my life. Both times were in hotel rooms. the first time I was dressed waiting for him to show up. I was wearing a long black tight dress with a black garter and stockings...
    AustinButtMan AustinButtMan 41-45, M 2 Responses Aug 10, 2010

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    Lost My Virgitity As A "woman"

    I can still remember my first time with a ma, i met him on a party line and invited him over. I was ****** up dressed in my best bra, panties, mini shirt, low cut blouse & stockings. It was the first time ANYONE else saw me dressed fem as well...He walked in and gave me a big...
    vegasjenssen vegasjenssen 31-35, M 2 Responses Nov 23, 2010

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    Sex Dressed As A Woman Like A Woman

    i love being dressed as a woman and getting sex like a woman!My Mistress makes me her sissybitch and i love to suck her ******* in my red lipsticklips before she uses it to **** my sissy ***** just love being ******!enjoy the feeling of a hard ******* up my sissypussy or a...
    mandiejune mandiejune 51-55, M Mar 1, 2010

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    "my *****"

    I love dressing up as a schoolgirl (naughty schoolgirl). My wife would strap my arms and legs down. Then slowly tease me, sliding her fingers under my shirt reaching my bra, then pinch my nipples. I love when she plays with my nipples. With my shirt up by my bra, she slowly...
    deleted deleted 26-30 6 Responses Nov 27, 2009

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    Related Experiences

    I want to have sex with a female teacher in my school teaches maths,she's not attached and is only a mere 22 years old she has an a body like an hourglass,all the curves in the...
    TheGamechanger TheGamechanger 18-21, M 1 Response Sep 19

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    hi i am from new delhi india i want to have sex with a sexy girl i will pay her gd bt i dnt hv ma prsnal place to **** plz help me out wht to do
    sexyboy034 sexyboy034 18-21, M 1 Response Sep 2

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    Even though we don't have a label on our relationship, I still want to have sex with him and kiss him and hug him and cuddle . I like the way he feels inside of me . I don't know...
    neuroticgal neuroticgal 22-25, F 4 Responses Sep 14

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    I would love to have sex with a lesbian
    wantayounglady wantayounglady 46-50, M 1 Response a week ago

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    I want to have sex with my school's mascot. I've never seen him without his outfit on, but I would want to do it while he was still wearing it. The way he's so fun and flirty at...
    Beccalei12 Beccalei12 22-25, F 4 Responses 3 days ago

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    Im looking for another guy to have sex with my wife in the Houston area. I really want a guy with a big **** to **** her real good. Anyone interested?
    hotguy2016 hotguy2016 26-30, M 3 Responses 18 hrs ago

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    I want a guy to have sex with my wife. Any takers?
    hotguy2016 hotguy2016 26-30, M 2 Responses 18 hrs ago

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    So Halloween was coming up and my team decided to do a pot luck for our weekly meeting which happened to be on Halloween to celebrate the holiday. I had dressed as a girl once...
    GirlyMe GirlyMe 46-50 2 Responses 3 days ago

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    i would love to be a woman's personal barbie doll. letting her dress me up all day, everyday in different girlish outfits and doing my makeup & hair too
    girlyAndrea1987 girlyAndrea1987 26-30, M 1 Response Sep 16

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    I had a great experience yesterday, I went out in a dress/bra /panties etc. I put on a drress with bra and panties, and went to the drive through. I did not put any make up on...
    mostlynatalie mostlynatalie 31-35, F 4 Responses Sep 9

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    I dress as a girl every day and can't wait to get up in the morning and chose a dress and shoes
    dantodawn dantodawn 51-55, T 1 Response Sep 5

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    I'm looking forward to it again this year! Thinking of dressing as a bride or Elvira
    Brandie1960 Brandie1960 41-45, M 5 Responses Sep 15

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    I was just thinking am i cute enough to sleep with woman??
    Bbailey84 Bbailey84 26-30 Sep 9

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    Sex once. Sex twice. Then love. Or sex fout times. Then love. But too much sex ruins sex. If the body has a brain to soul link. Lol
    Livyn4pals Livyn4pals 46-50, M Sep 21

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    Always have, always will, that **** never gets old.
    Shannongirlyboy Shannongirlyboy 46-50, T 4 Responses a week ago

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    I know sex is the way of life and all but that **** when ever people describe it to me it sounds like its painful as hell... I tried to try it once but I chickened out, I don't...
    SchniderMonkey SchniderMonkey 18-21, F 1 Response Sep 5

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    My girlfriend has been having sex with other guys, about 2 of them she had sex with multiple times
    jma13f jma13f 18-21, M 5 Responses Sep 7

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    I dont know why but sex with teenagers, 14-18 is awesome. Something about teaching & showing them your naughty ways in a turn on.
    WhiteGirl702 WhiteGirl702 22-25, F 8 Responses 2 days ago

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    My ex and I broke up a couple of months ago, and while I don't want him back, there is still something there that makes it hard for me to stay away from him completely. The thing...
    PepperF PepperF 22-25, F 2 Responses Sep 9

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    I want to make love as I have never done it before and then it wanna have some nice smooth gentle sex to get me into it
    goonteam goonteam 18-21, M Sep 13

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    I want to suck a guy. I love the thought of having a guy in my mouth. Would also like to bottom for the correct guy.
    MITUK MITUK 36-40, M 3 Responses Sep 9

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    I would like to exchange and discuss fantasies with other people
    camfun99 camfun99 51-55, M 4 Responses Sep 11

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    I am so horny and want to have s e x with older man like 40's-60's. ;)
    Elizabeth214444 Elizabeth214444 22-25, F 4 Responses Sep 17

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    We all have wants and needs and desires. We are able to live without them but they are always present and bubbling away in the background. If the world was a bit different we would...
    cuddles1266 cuddles1266 56-60, M 2 Responses 1 day ago

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    I have a deal for yu if yu willing to listen go read my experiences plz and inbox me serious ppl onli!!!
    ih8beingyung ih8beingyung 18-21, F 2 Responses Sep 14

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    Well, so I've been told! I workout regularly at a gym, and go to yoga, Pilates and dance classes almost every day. And I swim. You have to watch what you eat too. I don't mind...
    Skjeggstad Skjeggstad 22-25, F 1 Response Sep 23

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    Yes, please I can be your play pretty. :) 40+ a must have.
    Beautyismycurse Beautyismycurse 26-30, F 1 Response 4 days ago

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    Who doesn't?! Mmmmm, I have several for sure. IDE love to share :)
    lostwithin25 lostwithin25 22-25, F 5 Responses 2 days ago

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    Im 23 years old i have a half sister from my father samuel bracey. All i know about my sister is her name is Heather she is 6months younger then i am so she would have been born in...
    jessicawilliamson jessicawilliamson 22-25, F Sep 16

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    I love to feel confident and naughty wearing one ;)
    elisasama elisasama 16-17, F 2 Responses Sep 16

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    Not yet, but I want to! I don't consider myself passable most days. I would hope that with a little help, I could pull it off a little better.
    JosetteLaRoc JosetteLaRoc 36-40 4 Responses Sep 15

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    Boys and girls riding motorcycles with their hair in 2 Long long long long ponytails
    2PrincessGirlsPonyTails24 2PrincessGirlsPonyTails24 46-50, F 3 Responses Sep 20

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    Numerous and varied...feel free to ask
    amy357 amy357 18-21, F 10 Responses Sep 2