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I Have Sex Dress As A Woman Like A Woman

Personal Stories, Advice, and Support 373 People

    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...
    vegasjenssen vegasjenssen 31-35, M 2 Responses Nov 23, 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 ...
    enejoy21 enejoy21 70+ 1 Response Dec 20, 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...
    JocelynJ JocelynJ 36-40, T 7 Responses Aug 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...
    RayanneA RayanneA 56-60, M 1 Response Apr 1, 2012

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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...
    RunAroundSusan RunAroundSusan 22-25 Apr 13, 2013

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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...
    AustinButtMan AustinButtMan 41-45, M 2 Responses Aug 10, 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...
    deleted deleted 26-30 6 Responses Nov 27, 2009

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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...
    dianalynn63 dianalynn63 46-50, T 1 Response Aug 13, 2010

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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...
    pantiescouple pantiescouple 26-30 Jul 20, 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...
    subpaulagirl subpaulagirl 41-45 Aug 7, 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...
    mandiejune mandiejune 51-55, M Mar 1, 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...
    Stayinshadow78 Stayinshadow78 31-35, M 2 Responses Oct 6, 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...
    davis36a davis36a 61-65 1 Response Dec 19, 2011

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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...
    barbarascampbell barbarascampbell 41-45, T 2 Responses Dec 15, 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...
    JulesAnn JulesAnn 41-45, T 11 Responses Dec 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...
    allwrappedupinit allwrappedupinit 51-55, M 5 Responses Oct 13, 2011

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    Related Experiences

    I have dated black woman before and it was great . Lately it been impossible to meet black woman
    mruiz252 mruiz252 41-45, M 1 Response Mar 29

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    I've always wanted to have sex with BBWs. I want to explore the whole body of a woman who is 200+ lbs, and tongue her holes before going in her and pounding her like there's no...
    MoaXing MoaXing 16-17, M 3 Responses Apr 6

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    Today I have the whole house to myself with no one it! So I get to dress up like a girl completely! just uploaded more pics go check them out!
    mrman77 mrman77 22-25, M 1 Response Apr 4

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    the reasons why i dont want to do anything sexual before marriage : reason number 1 : what if i had sex with my girl friend before marriage , and after few days i met with...
    lifetriangle lifetriangle 22-25, M 7 Responses 2 days ago

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    it's been three weeks i have had no sex, i look for a good man, love me first, then we can have sex, that is what i want to. so hard that to get it??
    tanglelau tanglelau 31-35, F 1 Response 6 days ago

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    I like to meet up with strange men off line and have sex with them
    caliboy7 caliboy7 26-30, M 3 Responses Mar 20

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    I bought a lusty Leo fake penis of eBay and have been plowing my hole for a while If I can't have sex with another man physically then I at least want to exchange pics or videos
    lovezadick lovezadick 18-21, M 5 Responses Mar 22

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    I want to have sex with her she's 15 and has a great body
    comeatmebruh623 comeatmebruh623 26-30, M 1 Response 2 days ago

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    A Decision I Made... Years Ago. To have and to hold from this day forward. Sept 15, 2001 on this date I informed my spouse and said "I was going to transition into a woman, many...
    Trisha60ts Trisha60ts 61-65, T 3 Responses Mar 24

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    AgeMeet.com, a website specifically designed for older man younger woman relationships and older woman younger man relationships. AgeMeet.com is the world's first, largest and most...
    fionacc12 fionacc12 26-30, F 1 Response Mar 26

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    I don't just dress up as a girl I live my life as a girl, I am known to everyone as a girl. My personality, my way of thinking everything is changed to a girls set of mind. I began...
    shylilpaige shylilpaige 18-21, T 5 Responses 5 days ago

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    I like to form a bond with a woman before we we enjoy that ultimate, fun experience
    tcennoC tcennoC 51-55, M Mar 19

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    Im starting a Ki.K group chat ANY full time cross dressers under the age of 30 This is a chat for crossdressers to show off their outfits talk about shopping clothes and post like...
    lovevspink16 lovevspink16 18-21 Apr 5

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    I had sex with my husband yesterday! Sad thing we are in the middle of divorcing one another! I was just so desperate for sex... That I asked him for mercy sex... Gosh I hope I...
    just2lovelee just2lovelee 41-45, F 1 Response 6 days ago

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    Yes! But make love is just happen to lovers and between husband and wife with feelings! But sex is just for both person whose looking for good times with no string attach. But you...
    Bluejec19 Bluejec19 41-45, F 2 Responses a week ago

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    Like, it's on my bucket list! I find it interesting and sexy.
    ReeseThompson0424 ReeseThompson0424 18-21, F 18 hrs ago

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    ... And the sad part is I've never had sober sex ...
    DeliriousAquarius DeliriousAquarius 16-17, F 1 Response 14 hrs ago

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    been married for ever I think she has sex more with other people than me I know she cheats im ready for affair
    crazyaboutit123 crazyaboutit123 41-45, M 1 Response Mar 21

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    It excites me. I love it! When I go to concerts I get aroused, and super horny. I love having heavy metal play when I am having sex, it makes things get a bit rougher ;)
    ComePlayWithMeTonight ComePlayWithMeTonight 18-21, F 4 Responses Mar 24

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    I want to be good at having sex before I decide to do it with someone special. I need A LOT of practice and instruction. I'm open to most things with both girls and guys if anyone...
    Chrisyawilliams Chrisyawilliams 18-21, F 2 Responses Apr 9

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    I want to hear stories and see pictures of people having sex with animals!
    Cameltoelove Cameltoelove 22-25, M 2 Responses 2 days ago

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    I sure like it a bit more rough ;)
    cindy97 cindy97 18-21, F 4 Responses 2 days ago

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    I love bbw, I have ever since 5th grade. My teacher was a very large black lady with rolls on her thighs. I remember touching myself through my shorts because of the way it made...
    bbwlover30265 bbwlover30265 26-30, M 1 Response Apr 3

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    Recently I discovered that I enjoy her relationship with other men. I even want to see her have intimate relationship with them. This I realized when I saw her sharing some adult...
    rimpi1972 rimpi1972 41-45, M 4 Responses Apr 8

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    I want to have se*with my sister. She's 19 and I'm 22. She's tall has a banging body. Nice a$$ and perky t:ts. I constantly think a About asking her to have se* when we are home...
    Libbey91 Libbey91 22-25, M 2 Responses Mar 26

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    My wife and I have only fantasized about her sucking another man off as I **** her
    bbking88 bbking88 36-40, M 10 Responses Apr 8

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    I know I'm not a Genius but I am not as stupid as people think I am too... I'm only a bit of a weirdo sometimes but I am a good person... I am sad for being treated like a retarded...
    Anonymus943 Anonymus943 13-15, F 1 Response Mar 18

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    My daughter who is in college dated boys and chased boys all thru high school. Then this past year she had her first experience with a girl and now has decided that she only likes...
    azsixgun6646 azsixgun6646 41-45, M 2 Responses 3 days ago

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    That would be great specially if he about nine inches or so that feel great
    iluvlezgal2 iluvlezgal2 41-45, F 6 Responses Apr 3

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    I use to wear her panties , bra ect... wanna i want wear saree my self n show my wife how can i do that
    lakshmipriya919 lakshmipriya919 26-30, M Mar 19

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    rahul000777 rahul000777 22-25, M Apr 1

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    Ahhh it's really feeling so excited to wear bra under shirt in public. This is first time I m wearing it and traveling.
    anitamam anitamam 41-45, T Apr 3

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    I knew I was more of a girl since the age of 6 and I ***** to pay for surgery
    Pinksissyboy Pinksissyboy 18-21, M 2 Responses 2 days ago

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    Umm what a page! 💋💋
    NYgirl0812 NYgirl0812 18-21, F 5 Responses Mar 31

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    I just got raped by my cousin minutes ago (*O*) is so refreshing
    yaird yaird 18-21, M