This experience may contain mature content, as flagged by the community.
Please click away if you do not want to see this content.
To report inappropriate content, please email us.

I Have A Girlfriend That Supports Cross Dressing

have a girlfriend /wife that supports cross dressing. or has a friend that you do it together with 445 People

    Wife Understands My Crossdressing

    I love to crossdress. My wife knows about it and buys a lot of lingerie. I get so aroused dressing up and have been doing so since I was young. My wife and I enjoy dressup fun several times a week and we have met many others online and in person for fun. Check out our profile for...
    pantiescouple pantiescouple
    26-30
    1 Response Jul 20, 2010

    We Need Help.

    This is my girlfriends question from her blog but we really need help. So I have been dating a trans girl for nearly 3 years. The problem is I had previously dated the same person before they realised they were trans and we had a bit of a bad break up causing my parents to...
    burymeinblack94 burymeinblack94
    18-21, T
    1 Response Sep 27, 2012

    How My Girl Supports Me

    well lets start off with it all started when i first suguested to her that we both wear womans underwear because lets face it they are more comfortable then mens and plus we wear just about the same size panties so it works out great for us. then more and more we have been...
    chargers051 chargers051
    22-25, F
    1 Response Nov 30, 2011

    My Girlfriend.

    My Girlfriend totally supports me wearing silky lingerie and we often go out shopping on Saturdays and help each other choose exquisite lingerie and nightdresses.
    timothysknickers timothysknickers
    26-30, M
    1 Response Feb 1, 2013

    I Did...

    my last (well to save time i'll just call her a) girlfriend, well, when i came out to her that i wear panties, she had contempt, and was a little disgusted. but she told me to just give her time to accept it. of course i didn't believe her, bcuz that's what the girl who i saw b4...
    nefandai nefandai
    22-25, M
    2 Responses Jul 1, 2010

    Finally dressed up for one of my best friends.

    She absolutely loved it! She loved everything about me. She accepted me. She embraced me. She gave me makeup tips. She gave me accessory tips. She held my hand. She loved my hair, my dress, my shoes, my makeup and my pearls. She wants me to get my ears pierced and to go...
    deleted deleted
    26-30
    5 Responses Apr 26, 2015

    This is my 1st experience.

    .so please bare with me. I think i was in my 11th when i first crossdressed.i alwasy had the liking for nighties. yes, that is my 1st experiment. i always like it when my sister wore nightie and walked around.i wanted it badly. One afternoon, when i was all alone at home. i tool...
    deleted deleted
    26-30
    1 Response Dec 23, 2013

    Crossdressing Fun

    I have always enjoyed trying on my girlfriend's underwear but we have recently taken this to another level. It started last Christmas when she decided to buy me a bra...she kept saying if she buys me one I got to wear it. I of course pretended I wouldn't want to wear it that...
    algina algina
    36-40
    11 Responses Oct 25, 2012

    Almost...

    So I've met someone from a dating site a few times now and we're going to be "friends first" and see how it goes before we start dating, or to find out if we even would start dating, but she's totally cool with it and in the two times we've met, I've been dressed up (partially...
    STLCD STLCD
    22-25, M
    Jul 27, 2012

    So Happy, I Have A Partner Who Allows Me To Be Me

    In my youth i was quite the "swordsman" - very macho and had a way with the girls/ladies. But when i was alone, i pleasured myself while wearing the most feminine of undergarments. i loved full cut satin panties, with my little boy appendage tucked back between my legs. A...
    redlace redlace
    61-65, M
    Jul 3, 2010

    Looking

    I currently am looking for a lady to be in my life as my girlfriend who would support my crossdressing and even might encourage it. I do not crossdress openly but in the privacy of my home outside of wearing panties under my regular clothing where nobody know. I would love to...
    Lori234 Lori234
    51-55, M
    Oct 15, 2012

    Last Night:)

    Last night me and my girlfriend of3years went out for a walk ethics me all dressed up I love how she like to dress me up and take me places she makes me sooo happy <3
    deleted deleted
    26-30
    1 Response Jul 1, 2012

    My live in Girlfriend is very supportive of my

    cross dressing, we often wear matching knickers and we both wear full length silky nighties in bed.
    timothy1994 timothy1994
    22-25, M
    2 Responses May 4, 2015

    She Has And Will

    i opend up to her 4 yrs ago, and its allwya been awesome--she suports it on my levle with me, i realy try to look cute and sexy sometimes, i meen plain desirable, its toupgh but thats what she likes, that i try and i have grown a huge appreciative thought for women and how hard...
    meryl007 meryl007
    22-25, M
    4 Responses Feb 14, 2011

    My First Bra...

    My girlfriend is amazing. We both discovered my interest in cross dressing at the same time. After a brief discussion about men wearing panties and watching a guy on webcam ********** while wearing some, she dared me to put hers on. So I did. Damn, did she get turned on! I was...
    deleted deleted
    26-30
    4 Responses Sep 6, 2011

    So, I have a new girlfriend

    who is as wild as I am, and yesterday I introduced her to my wild side. She was so impressed with how I dress and style myself that it was overwhelming to me. She made me feel so pretty and so sexy. She just couldn't get over how put together I am, and said, "Doll baby, you...
    deleted deleted
    26-30
    Oct 24, 2015

    I Have A Girlfriend Who Supports Me In My Cross Dressing.............

    It all happened by accident. I had been living with this lady for some time as a couple, but circumstances brouht our relationship to and end but we still maintained quite a close friendship. I was e-mailing some piccys of me dressed ''En Femme" to another dresser, and...
    redbow25 redbow25
    56-60, M
    3 Responses Apr 28, 2010
    apwnn apwnn
    18-21, T
    2 Responses Mar 16, 2014

    7/30/10 Karoake

    Tonight me and fiance are going to meet up at a local karaoke resturaunt that lets patrons under 21 in. all week she's been teasing my while on her camping trip about what a **** and ***** I am and how she's going to put me in some truly fem underwear and tease me until I fill...
    xeroqualityflame xeroqualityflame
    18-21, M
    2 Responses Jul 30, 2010
More Stories