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I Want My Wife To Want Me To Wear Womens Clothes And Underwear

Personal Stories, Advice, and Support 717 People

    A Rocky Road

    I've been crossdressing since the age of 12. If I had a preference it would be my wife in beautiful lingerie. But she isn't very comfortable with her body image. So she stopped modeling for me. Consequently, I turned to the only alternative available. I started dressing up in...
    NPW76 NPW76 31-35 1 Response Jun 5, 2011

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    Wife Insisted

    When my wife and I were dating and on our second date she found out I crossdressed and wore lingerie and enjoyed it it excited her. She insisted that she wanted me to wear lingerie (at least panties) full time and she also insisted that for our next date she would come over and...
    tghubby tghubby 51-55, T 15 Responses Sep 23, 2013

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    Made A Deal then it got broken

    My wife has kown for years that I dress up. She reluctantly tollerrated it.  I had to confine it to my room (the reason being she had spent a few months in hospital, and when she came out she couldn't sleep properly, so I volunteered to sleep in the spare room), as...
    centurion5 centurion5 66-70 3 Responses Jun 5, 2010

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    I Have Thought Of This Many Times.

    My wife likes to take me with her vibrator (that is broken) and I want her to get a ******* and well I guess this would be the next step. I have gained 100 pounds since we met in person on June 18, 2008. She likes me having breasts like a woman. She enjoys feeling my **** so...
    Snookybear Snookybear 36-40, M 3 Responses Dec 22, 2009

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    Want My Wife To Want Me To Wear Womens Clothes

    I woud like it if my wife wanted me to wear womens clothes and all the underwear at home
    tammy2 tammy2 56-60, M 5 Responses Dec 10, 2009

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    Pippa

    A True Story Of Feminisation I was just entering my prearranged destination. It was 11 pm and just before I paid the admittance fee, I stopped to look at myself in the mirrored walls. Reflected before me was a sexy, if a little sluttish looking woman in her thirties. The only...
    philiphudd philiphudd 46-50 5 Responses Mar 20, 2011

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    Just Once

    It was halloween 2 years ago and I told my wife I was going to dress up a a woman, and she let me. I went shopping for my own lingerie, makeup, and heels. I prepared myself that day, painting my nails a ruby red both toes and fingers, shaving my body, etc. That night after...
    perilsofpauline perilsofpauline 56-60, T 4 Responses Jan 22, 2011

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    My Experience

    I was able to get up the nerve to bring up my wanting to wear panties to my wife once and she actually gave me a pair to wear. After a little over an hour though, she told me she couldn't handle it and I would have to change back. Since then she has let me know she married a...
    Missundrstood Missundrstood 41-45, M 6 Responses Mar 18, 2010

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    Some Don't?

    You mean there are some wifes that don't want their men to dress in womens clothing?   Oh wait, That's right, my ex didn't. But I got rid of her
    babybearjean babybearjean 56-60, M 2 Responses Feb 25, 2010

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    Oh She Knows I Like To Crossdress

    Yes she knows. It took a little time for her to accept it, about two weeks. Then at the store one day she picked up a dress and put it against me then put it into our cart saying "that would look good on you". Wow it just about floored me. Then we went to the slips and while I...
    Adam59 Adam59 56-60, M 8 Responses Feb 28, 2013

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    I Want My Wife To Like , Not Merely Tolerate.

    I confessed to my wife about 17 years ago that I liked to wear women's clothing. I assured her that I am heterosexual, and that I love her. The confession, putting into words aloud, my deepest darkest secret, was excruciatingly difficult. I told her of my appreciation for the...
    wastom wastom 51-55, M 4 Responses Dec 1, 2011

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    My Wife Lets Me But Doesn't Get Turned On By It.

    Its been about 5 years now since i told her my secret and at first she let me dress up often, but after a while she told me it was a turn off. Now i can still wear panties for sex sometimes but not frilly ones like i like, and never anything on top, i really love bras and...
    ogajoba ogajoba 26-30, M 4 Responses Jul 23, 2010

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    Would Be The Best...

    if she insisted on it!  we could be girls together then and really have gurlie fun...
    woodyisosame woodyisosame 51-55, M 3 Responses Jul 21, 2010

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    Wearing With Wife

    My wife likes me to wear satin panties, and I love it too. We sometimes go out to a restaurant while both of us are wearing some panties. She will tell the waitress that she has made me wear them. They sometimes ask to see. One time, the other waitresses even came by to ask me...
    pantiescouple pantiescouple 26-30 3 Responses Jun 29, 2010

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    I Wanted To Buy A Dress And She Said "no!"

    my wife and I were shopping in Walmart the other day and I went and checked out the halloween costumes whule she was looking at some other stuff near by. I noticed the costumes were all 75% off, so I started looking at them and found a FRENCH MAID costume in my size...
    IMACD IMACD 56-60, M 12 Responses Nov 8, 2009

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    Washing Dishes

    Last night while my wife was out with the girls I had the house all to myself and decided it was time to let Jessica out to play a little bit. I had a sink full of dishes to do and figured why not bring Jessica out to do them, it would make it more enjoyable. So I went upstairs...
    JESSICAKNIGHT JESSICAKNIGHT 51-55, T 1 Response Jul 15, 2010

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    Re: Am I Thinking Just For Myself

    Gurls, I'm not trying to put a damper on things, but mostly, from what I have seen, you have such a fixation about this. It is that fixation that is getting in your way. I don't want to get into a long involved explanation of this and I certainly don't speak for all women. I...
    Rowena68 Rowena68 41-45, F 20 Responses Jun 26, 2011

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    My Wife Enjoys Seeing Me Wearing Lingerie And Dressed As A Gurl.

     In my case, when i first caught my wife's attention, i was dressed and living as a (t)gurl.  So, she's always known why i've learned to appreciate wearing lingerie and women's clothes.Only reason why i had to stop hrt and transition to male looking.  Was because...
    AlanisAlicetoo AlanisAlicetoo 56-60, T 3 Responses Jan 18, 2010

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    Am i just thinking for myself?

      I would love it so much if she would tell me that she wants me to start to wear woman cloths even if it just around the house i think i would be more likely to start doing all the chores around the house and we could also talk about the stuff woman talk about like cloths...
    Donnas Donnas 46-50, M 11 Responses Nov 11, 2009

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    Making Progress

    My wife still doesn't know the extent of my crossdressing desires. But I'm determined to tell her, and soon. This week I've been dropping little subtle hints and references. I bought her a pair of panties last week that she really likes, so I've been using them as a way to keep...
    deleted deleted 26-30 4 Responses May 16, 2013

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    Would Be Nice

    I would love for my wife to say "Honey, you want for me to wear lingerie, skirts/dresses, stockings and heels all the time, how about you do it for me?" This, I would think she would consider a punishment to me, as she doesn't know I enjoy crossdressing and have since I was 13...
    garterbeltgirl19 garterbeltgirl19 36-40, M 3 Responses Jul 5, 2011

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    Related Experiences

    I love myself wearing men clothes! For example borrowing (or stealing lmao) a t-shirt or a hoodie and wearing it <3
    dropdeadwilma dropdeadwilma 13-15, F 10 Responses 17 hrs ago

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    Today I'm wearing underwear that belonged to my friends girlfriend . Grey cotton g string white bra . They feel so good and just the thought that she had them on drives me insane...
    toesforme toesforme 36-40, M 6 Responses Aug 12

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    I wish my wife would let me wear women's long sleeve shirts to bed. I get so cold that I want one so badly.
    thestifmeister thestifmeister 22-25, M 2 Responses Aug 15

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    My wife has me wearing matching satin Cacique bra and panties with black nylons, black flirty skirt, red top and my red 4" heels. Also all made up with a my brown curly wig and...
    nikkifemmdslave2 nikkifemmdslave2 36-40, M 4 Responses Aug 12

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    I'm sure most beginning crossdresser were all afraid of being seen dressed but wanted to be seen by someone. Sooner or later that desire will force us to stand by a window or...
    CdKimmi CdKimmi 61-65, M 1 Response Aug 15

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    Fabulous date last night I felt so feminine.I decided to wear my new dress after thinking about wearing a pvc pencil skirt so I rang my sister up and she offered to do my hair...
    girlynicole girlynicole 36-40, T 3 Responses Aug 21

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    I just find them so comforting and exhilarating. As you can read in some of my other stories, it began with bras as a pre-teen and grew slowly over the years. Now that I live on...
    LockedDarius LockedDarius 26-30, M 2 Responses Aug 21

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    Totally. Women's clothes are so much nicer and they fit and feel nicer. I love all the variety and styles.
    tiboi tiboi 22-25, M 2 Responses Aug 15

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    Is there any one from the Sarasota/Bradenton Florida area please send me a letter would like to meet more people in my area
    estacie estacie 51-55, M 3 Responses Aug 3

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    Well my first adventure was going to be tonight but it turned out to be a wash. I got all dressed up and was going to go out, and walk down at the park by the bay and feel the...
    estacie estacie 51-55, M 2 Responses Aug 9

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    finally ordered my breast forms they should be here by thrusday along with some other items i ordered. gonna try and make it out this weekend as Stacey and see how it goes wish...
    estacie estacie 51-55, M 6 Responses Aug 19

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    I'm building some new friendships with a couple of women and I had a wonderful time with them, just out talking around and outdoor table at a restaurant in town. Me in my tights...
    KatieTreat KatieTreat 51-55, T 7 Responses Aug 22

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    I didn't know it until later in life. When I was younger I used to borrow my mom and grandmothers pantyhose. From there it escalated to pantygirdles and panties. That was it...
    vanessacd5 vanessacd5 41-45 4 Responses a week ago

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    Not many people know I wear woman's underwear. I got caught in a thong by a sales assistant at ann summers. Yesterday I went into ann summers and seen a white thong with...
    nikolas444 nikolas444 18-21, M 2 Responses 5 days ago

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    I don't "want to" wear a girdle to work, I am sitting here at my desk with a black long leg panty girdle under my black slacks. I look forward to Fall because in the cooler...
    cdsubalice cdsubalice 56-60, M 3 Responses 22 hrs ago

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    Um wtf a man should be manly unless he's fully transsexual or should I say she...he should be wearing the clothes for him...just my opinion
    lovelybutterly lovelybutterly 13-15, F 1 Response 2 days ago

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    I've always wanted to wear my friends moms panties. I've gotten to wear two of there's!
    DoubleDirtyPanties DoubleDirtyPanties 18-21, M 2 Responses 10 hrs ago

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    I want to wear others' worn panties or undies. Would anyone be willing to send me some?
    islands115 islands115 46-50, M Aug 10

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    This is about the embarrassing moment I had during this weekend, visiting my girlfriend at her parents' house. But a little background info first. I have been with my girlfriend...
    Nailpolishaddict Nailpolishaddict 26-30, M 3 Responses Aug 10

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    I love wearing granny panties the big pink ones are my fav
    Benbrian Benbrian 13-15, M 3 Responses Aug 5

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    THIS MORNING I CAME DOWNSTAIRS DRESSED IN MY BLACK FLORAL SKIRT,BLACK TOP,PANTYHOSE,BLACK BRA. THINKING MY AUNT WAS ASLEEP I STARTED TO MAKE SOMETHING TO EAT AND MY AUNT WALKS INTO...
    SISSYGUYMARIGAIL SISSYGUYMARIGAIL 46-50, M 4 days ago

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    I am a guy and have been wearing men shoes for my whole life, but yesterday when my shoes blew out I wanted a new pair of high tops, and no one in my town carries Converse so I had...
    icicle001 icicle001 36-40, M 2 Responses Aug 4

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    It was the summer of 2013 i decided to spend the summer vacation at my friends house my friend only live with his mother and his two older sister Blair and Lisa his father left my...
    BoyGirlie BoyGirlie 18-21, M 1 Response Jul 31

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    I have worn lingerie for years. I started when I was in my early teens. Like most men who wear and start early, it was my mothers stuff that I found first. Things like stockings...
    Fullofstars Fullofstars 31-35, M 4 Responses Aug 3

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    Me too. I am a nudist and at a nude beach or resort I will always go nude, but around the house I am always in just underwear or underwear and a t-shirt. Sometimes briefs...
    Meeee33 Meeee33 36-40, M 2 Responses Aug 21

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    I really want a shoe room to store my ladies shoes and boots. It would make choosing a pair to wear so much easier if they were all on show.
    hh4evry1 hh4evry1 36-40, M Jul 31

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    Today I'm wearing Aussiebum's WJ PRO. This is the best underwear for people who have a small penis like me. 😄
    Choudenji Choudenji 41-45, M 1 Response Aug 7

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    i had to share this article i found online on this topic. to me, i'm wearing 'her' jeans cause i like how it fits me. anyways, here it is, and rock them girl jeans! gay, bi, trans...
    anonimatovato anonimatovato 31-35 1 Response Aug 7

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