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I Have Sex Dress As A Woman Like A Woman

Personal Stories, Advice, and Support 370 People

    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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    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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    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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    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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    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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    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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    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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    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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    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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    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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    "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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    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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    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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    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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    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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    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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    Related Experiences

    When I was really young there was a teenage girl with dwarfism in my neighborhood that I saw regularly. I don't think I was even old enough to like girls yet but there was...
    thatguythereoverhere thatguythereoverhere 26-30, M 13 hrs ago

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    I would love to have sex with a black women never done it I am so girly right now I will eat eat that p up
    dmedina513 dmedina513 36-40, M 2 Responses Jul 5

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    SUMMER CAMP TRUTH OR DARE Earlier this summer my sister Lizzie and I went to the same summer camp. We stayed there for two weeks. A lot of other kids from our school were going to...
    Jenjoejen Jenjoejen 13-15 1 Response 6 days ago

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    Would love to have Sex with a pregnant woman would be a great turn on
    Hazza8989 Hazza8989 22-25, M 2 days ago

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    Hi my name is Jan I am 21 and have sex with lots of guys. I work at a bar and always bring guys back to my place after work and have sex with them. I have a no condom rule. I want...
    jantheslut jantheslut 18-21, F 8 Responses Jul 17

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    This year, I had a extremely attractive chemistry teacher. He's sweet, and has vibrant blue eyes, short blonde hair and a perfect body. Every time that I would look at him, I...
    Jeanpocket Jeanpocket 13-15, F 5 days ago

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    I am 16 and have wanted to have sex so badley since I was 13. I am now legal so I just want to do it. I need a girl of any build but a nice personality :) message me or heart this...
    goonteam goonteam 16-17, M 1 Response 5 days ago

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    i have sexual attraction towards my son////
    elinarose37 elinarose37 36-40, F 3 Responses 2 days ago

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    What's the name of this dress
    reznikoo reznikoo 22-25, M Jul 17

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    I don't know why but I'm beginning to like dressing like a girl and feeling like one..the only thing is I like doing it sometimes not all the time and I'm straight..what's wrong...
    Heaven21 Heaven21 18-21, M 6 Responses 3 days ago

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    Here it goes, I think I'll do 3 fantasies in one post? Just so my names is clogging up the fantasy section XD 1. So I think one of the hottest things ever would be just forced up...
    WintersSoldier WintersSoldier 18-21, F 1 Response 1 day ago

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    I have a vague idea. I love intelligence and a good sense of humor. But beyond that and a love for video games, I have no specific sense of what I want. I like both long and short...
    jsshado jsshado 18-21, M Jul 2

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    I let a girl dress me fom head to toe as a french maid one year. Very emberessing at first but once i got some liquor in me i jad fun with it. The nail polish was a ***** to get...
    staggershine staggershine 31-35, M 2 Responses 5 days ago

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    About a year and a half ago I was in Atlanta getting a feminization makeover. Makeup, wig, clothes - all of it. It was an all day appointment. I looked good. When we were done, I...
    CDLynn CDLynn 41-45, T 2 Responses Jul 3

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    Hello,my name is jacob but i like to go by zoey. I have spent the last seventeen years of my life alone because I am a girly-boy. Now I have the Internet and sites like this...
    zoey764 zoey764 18-21 1 Response 4 days ago

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    I want it but then I don't I like it but I hate it and I know the feeling I should listen to is hate. People say it's who I am but I don't believe it I don't think I was made this...
    Zalbaar Zalbaar 13-15, M 1 Response Jul 3

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    This is my 1st post of any kind on ep. Yes i am a crossdresser! I love all things feminine. I have done this since i was a teen but currently have only a few items. Dam purges...
    dyaneleigh dyaneleigh 51-55, T 1 Response 4 days ago

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    Hello,my name is jacob but i like to go by zoey. I have spent the last seventeen years of my life alone because I am a girly-boy. Now I have the Internet and sites like this...
    zoey764 zoey764 18-21 1 Response 4 days ago

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    You can see pics of my wife....she looks hot, she looks sexy and she has gorgeous assets......but she doesnt like at all to expose her self and I love to expose each inch of her...
    nahk nahk 31-35, M 3 days ago

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    I just turned 19 & I think it would be so sexy to be with a guy like 30-40. Experience is such a turn on and I bet someone that age would have a lot. That's like my biggest fantasy...
    wayyfarer wayyfarer 18-21, F 3 Responses 1 day ago

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    I have been having sex with my daughters mum for years. I think it's time to stop.
    usernamesareashame usernamesareashame 46-50, M 1 Response Jun 28

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    Tell me your sex fantasies
    69dirtygirl69 69dirtygirl69 16-17, F 4 Responses Jul 10

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    My dog is the first living thing I've ever had sex with, she was tight, but then I let my friend borrow her and he ripped her a new *******. But moral of the story is, does anyone...
    Guuuu Guuuu 18-21, M 4 Responses Jul 17

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    I've always had this one fantasy One night I find a guy that I'm going to lose my virginity to and he comes to pick me up. When we are about halfway to the motel I grab him and...
    xmyzer xmyzer 13-15, M 2 days ago

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    I ran into a good friend that I haven't seen for several years. He went through a long drawn out divorce and dropped out of sight after that. He hasn't remarried and says he's...
    stillhavingfun123 stillhavingfun123 51-55, M 3 Responses Jul 2

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    really bad i have been thinking about it for the past month
    Missingu56 Missingu56 13-15, M 2 Responses Jul 4

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    I am in high school and this year i really fell in love with my gym teacher and just wanted to have a relationship with him. I just felt i needed someone there to talk to and he...
    soccer2117 soccer2117 16-17, F 1 Response Jul 10

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    Looking for transsexual to **** me I have look every where and I'm so horny for it I just want you now :)
    horny4younow horny4younow 22-25, M Jul 14

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    Well not a whole change, I want my testicles put inside my body and have a vagina added while I keep my penis... I know this isn't possible but I sure wish it was. And maybe size...
    str8CD str8CD 36-40, M 2 Responses Jul 15

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    I wan to have it so much...
    trixie1234 trixie1234 16-17, F 2 Responses 3 days ago

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    i know this is wierd but i want to try this out . and have for a while
    wonderlandwonder21 wonderlandwonder21 16-17, F 1 day ago

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    Want a black girl to talk sx with me I'm so h-rny
    dmedina513 dmedina513 36-40, M 2 Responses Jul 19

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    Want to sx chat with younger girl
    dmedina513 dmedina513 36-40, M 2 Responses