• i like wearing my girlfriends clothes skirt tights high heels i dont know how to tell her?

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    40 thoughts on “i like wearing my girlfriends clothes skirt tights high heels i dont know how to tell her?

    • H0LLii3_XOX says:

      tell her the truth

    • chiquilla says:

      well dont shell never know

    • N_K says:

      Don’t tell her. you’ll freak her out!
      Are you a transexual?

    • Vin C says:

      just sit her down and tell her but thats REALLY werid maybe u shouldent have a girlfriend

    • Danielle says:

      My suggestion is. . . .

      To get dressed up in her clothes. And sit on the couch in them and wait for her to get home. LOL
      Perfect.

    • aweirick2707 says:

      if you dont tell her she probably will find out eventually

    • theninjette says:

      I don’t care who you are or what your emotional/gender issue is. . . you NEVER, ever, ever take a woman’s shoes without asking first.

    • Dodilicious says:

      I suggest , U have to tell her ur love ‘em and buy them from her. .

      Thats the only acceptable way =)

    • lizyebe says:

      You need to fess up :) honesty is best

    • Margarita C says:

      Clearly, there are more issues there. . . a good discovery chat would do you both good.

    • Dan R says:

      If you’re a guy and you tell her you’re done with her unless she’s a total freak, which she prolly inst cause most women aren’t.

      If you’re a girl then shut up.

    • jinx the frog. says:

      yh im a bit like that myself. me n fishnet tights. wow.

    • I know everything, Yeah. says:

      you like wearing women’s clothes. . . and you have a girlfriend. . . . you could probably start by trying to stop doing it?

    • Leo says:

      dont tell her

    • josieee says:

      buy her the cloohtes as presents. she must wear them to be polite

    • Andrew says:

      stop wearing ur girls clothes and wear ur moms so then ur girlfriend wont wonder why she;s a size bbigger now

    • julie says:

      then go buy ur own. . . geeze. . . tell her to come along. . . if you want. . . maybe then you can tell her. . . all the best!

    • [Give me][Kirsty][Flash] says:

      Try subtly suggesting it when you’re with her as a joke and see how she reacts.

      For example she shows you a new skirt say “Oh that’s a great skirt and you’ll look awesome in it, wish I could try it on!” then put it in front of you and say “what do you think? Should I try it on?”

      If she thinks you’re being really weird, i recommend you don’t tell her.

      But if she sees the fun side of it, next thing she’ll be doing your make up! :D

      Fingers crossed.

    • Confused505 says:

      Your avatar is a woman and you like dressing up in her clothes maybe your hiding something that you’ve yet to come to terms with

    • poppy says:

      buy your own she’ll go pscho if she thinks you are stretching out her shoes, tights and skirts. DO NOT TELL HER YOU WEAR HERS, cross dressing is one thing, ruining her clothes is another, tell her you cross dress and want any old clothes she doesnt want.

    • Rose D says:

      Never tell her. She will probably think your scary. . . as I do right now. She will most probably think your gay but like to date women in the wierdest sense. . . just carry on wearing her stuff on. . . just dont rip her skirt or dresses when your putting them on. . . be careful she doesnt catch you wearing a skirt and high heels. . .

    • cristian m says:

      wow man your screewed wait are you dennis rodman

    • TERRY C says:

      just tell her, she will either love it or hate it.
      personally i think it’s gross but each to their own.

    • Isabel says:

      Just tell her what you do and why you do it? She will understand but if she finds out from someone else or better yet sees you in it it’s not going to be pretty so the best thing to do is to tell her.

    • Brown eyes says:

      just be honest and be your self .

    • IDK WUT 2 DO says:

      haha
      peoples these days
      what the hell
      just do what the person above me said
      dress up and sit on the couch until she gets home
      when she sees you it will be over and then you can go
      find yourself a boiifriend you hooka

    • Nipoudgrf D says:

      tell her ? :D

    • shyguy says:

      know exactly how you feel, i know she would freak out which is why i dress in secret as you can see http://www. flickr. com/photos/30279059@N07/

    • Peter H says:

      Thinks. . .

      This is really not about clothes but about communication.

      If you love her, want to be with her, then sit and talk with her about this and anything else you think she needs to know.

      It might make your relationship better. . .

      Peter

    • Wicked witch of yahoo says:

      Why do you want to tell her just keep doing it because if she finds out she might leave you and then who’s clothes and shoes will you wear

    • kerin says:

      Halloween!!!
      It’s coming up. . suggest you do some sort of gender bending costumes. . then tell her how much fun it is and you would like to do it more often.

      Be honest and open with her, and be remindful that you are still the same GUY she started dating and she and your sexuality is not in question, but that it’s a part of you that makes you happy. then ask her to help you.

      PS. read the book: My Husband Betty, by Helen Boyd.

      k

    • gheistwriter says:

      First thing’s first:
      Has this come up anywhere else in your relationship? Have you ever hinted that you wanted to try wearing her tights or a skirt? I think that if you hide it from her, she’s definitely going to flip out on you. If I were you, I would try and break it to her in veeeery small doses, and not all at once. Like someone suggested: if you get the chance, try joking about it with her first. . . if I were you I would either start with the tights or the skirt. . .
      I recently told my girlfriend that I wanted to try wearing tights to see what it felt like. I assure you I’m a totally straight man who’s quite happy with his girl- I just want to see what it’s like. If she really loves you she’ll, at the least, not leave you over it. My girlfriend was completely understanding- she said the only restriction was that I had to be OK with it if she didn’t keep a straight face.
      If I were you I would teasingly suggest that you want to try the tights first. . . next time she wears a pair, sigh, tell her how good she looks in them and then, in a light, teasing kind of way say something to the tune of “I bet I wouldn’t look anywhere near as good as you do in those. ” Or something like that. . .
      And, man, there’s one thing you should know- tights stay stretched out for a long time after being worn- she may know more than you think she does.
      Best advice is to be open and honest, and don’t dump too much on her at once.

    • hotpinkpantieslove says:

      First thing’s first:
      Has this come up anywhere else in your relationship? Have you ever hinted that you wanted to try wearing her tights or a skirt? I think that if you hide it from her, she’s definitely going to flip out on you. If I were you, I would try and break it to her in veeeery small doses, and not all at once. Like someone suggested: if you get the chance, try joking about it with her first. . . if I were you I would either start with the tights or the skirt. . .
      I recently told my girlfriend that I wanted to try wearing tights to see what it felt like. I assure you I’m a totally straight man who’s quite happy with his girl- I just want to see what it’s like. If she really loves you she’ll, at the least, not leave you over it. My girlfriend was completely understanding- she said the only restriction was that I had to be OK with it if she didn’t keep a straight face.
      If I were you I would teasingly suggest that you want to try the tights first. . . next time she wears a pair, sigh, tell her how good she looks in them and then, in a light, teasing kind of way say something to the tune of “I bet I wouldn’t look anywhere near as good as you do in those. ” Or something like that. . .
      And, man, there’s one thing you should know- tights stay stretched out for a long time after being worn- she may know more than you think she does.
      Best advice is to be open and honest, and don’t dump too much on her at once.

    • Jakeo says:

      Hey guys I wear my moms tights and I want to tell her I like wearing tights and skirts but I don’t know what to say.

      Email me please. At jakeorfan@live.com

    • cindy lou (jesse) says:

      Tell her. She probably knows. I”ve been dressing for over 45yrs. Out in public for over 25yrs.I”m 56yrs old.Married for 36yrs.Everyone has known for over 34yrs.My wife (girlfriend at the time)thought she got me started dressing,until i finally told her the truth. We have 2 kids(26yrs,17yrs old). While dressed,we go shopping to alot of places. I’ve not had any promblems,yet. When some figure out i’m a guy (men or women) they usually say they like my outfit. Most places i go know i’m a guy,but treat me like anyone else. Even in summer i dress in womens clothes,but not fully dressed as a woman. So have fun.

    • Jakeo says:

      How do I tell her though

    • cindy lou (jesse) says:

      just ask her what she would think of you wanting to try on her skirt and pantyhose. Tell her you are wandering what it would feel like. But do not push it.Let her think about it,if she wants to. I would not jump in and say i am not gay, unless she asks you. If she lets you,ask her what she thinks.If it does’nt bother her,tell her you kindof like it.Then see how she response to that and go from there, but i would not start dressing right away in front of her.If she lets you dress more after that,see if she’ll add more to your outfits. Good luck

    • Jakeo says:

      Ok. How do I know what size panty hose I need I’m a 36. 30

    • cindy lou (jesse) says:

      Try size C or Q. Go to a dollar store or resale shop,thats where we shop. Some resale shops sells new stuff,atleast here in northwest indiana where i live. We buy alot from resale stores and yard sales and get good stuff. Most shops have pantyhose stockings tights(new out of package and used)hanging on hooks. I put my hand inside the hose and check for runs. I pay 70cents apair(some are name brands). Once you find your size, you can go anywhere and buy what you like. We haved lived off my wife’s disabilaty 4yrs, that’s why we shop at these stores and we love it. I might sign for the night,i have a bad eye thats starting to hurt. I be back on tomorrow afternoon,after aday of shopping(in drag as usual).

    • cindy lou (jesse) says:

      Try size C or Q. Go to a dollar store or resale shop,thats where we shop. Some resale shops sells new stuff,atleast here in northwest indiana where i live. We buy alot from resale stores and yard sales and get good stuff. Most shops have pantyhose stockings tights(new out of package and used)hanging on hooks. I put my hand inside the hose and check for runs. I pay 70cents apair(some are name brands). Once you find your size, you can go anywhere and buy what you like. We haved lived off my wife’s disabilaty 4yrs, that’s why we shop at these stores and we love it. I might sign for the night,i have a bad eye thats starting to hurt. I be back on tomorrow afternoon,after aday of shopping(in drag as usual). So good night.

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