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How To Ask Female Friend To Let Me Wear Her Dresses

If your friend was a crossdressing male, and he asked you for clothes you would say ______?

If you want to borrow my lingerie, I would have to suspect that you had a fetish and you wanted girl's underwear to stimulate yourself. If I gave you any of my panties and stuff, I would suspect that you would masturbate in them and then give them back to me....

Sorry, just the thought of that makes me want to vomit.

I would be open to going shopping with you, but that's all. I think I would respect you more if you were open about it.

Mom won't let me go to prom unless I wear a dress or a skirt?

So..my mom knows how I feel about my gender. I hate being female and when I get to college I plan to see a gender therapist to see what might be done about it. Anyway, me and my friends were planning on going to prom together as a group. I'm not one of those people who dream about my prom night for months. Its the end of high school and I'd like to hang with my friends for the night. Also, there are awesome prizes. Anyway, my mom won't let me go because I refuse to wear a dress. It makes me uncomfortable. I identify as a man and would like to wear a tux, because it has to be formal. Anything I can do to be able to go without having to dress like a girl? Any tips on convincing my ignorant mom?

Is it normal for a girl to want to dress up her boyfriend?

I belive that a couple of the answers posted so far suggest that the question itself wasn’t completely understood. The inquiry was as follows:“Is it normal for a girl to want to dress up her boyfriend?”“I just talked to a friend of mine who asked me if it was normal for women to want to dress up their BFs.Apparently she'd told him, she had ordered a lot of cute outfits of all sorts, and wanted to dress him up.”When you read the comment from the author, the situation becomes much clearer:“He was going to wear the outfit for a full day while she took lots of photos of him for her scrapbook.He is really extremely interested in this.. Partly because he wants to see her happy, partly because her asking turned him on.I advised him to wait a bit, and asked permission to ask here.What I'm mostly worried about here is the part where she takes pictures.Will those pictures stay private, or is there a real risk of them ending up online.. That’s a rhetorical question.I'd hate to see a friend humiliated by suddenly having pictures of himself dressed up as a doll or an infant shared all over place.”What this appears to be for me is a girl wanting to dress up her boyfriend in women’s clothing.We’re not talking about dressing up her boyfriend in menswear. We’re talking about dressing him up like a woman.So the real question is “Is it normal for a girl to dress her boyfriend like a female?”Having now defined the question, here is my answer:YES.Yes, it is normal for a girl to want to dress up her boyfriend in women’s outfits. I’ve met a lot of women in my life who are thrilled at this idea. I could even offer you a couple of examples:When I was 16, I meet a young teenager who actually loved doing this with her boyfriend - she loved it so much that she offered to do this for me as well (and it was fun!). When I was 23, my next door neighbor and I became close friends and she was delighted to dress me up in her clothes (and I was delighted too). Since those days, I’ve met dozens of women who enjoy this fun activity. It’s not illegal (at least, not here) and this was mutually consensual, so what’s the problem?I believe that some women who loved playing with their Barbie Dolls also love dressing their boyfriends as Barbie too. I don’t see the harm in this, unless the photos are used in a negative way.So this all boils down to trust and intent. If the woman (your friend) is trustworthy and she doesn’t have an ulterior motive, then I see no harm in her doing this.

I tried to get my girl friend to let me crossdress once in awhile, but she won't let me.?

I had an ex that cross dressed and think I can help a bit.

Basically, if she does not accept your cross dressing now, it is not very likely that she ever will. There is probably not much you can do to change that.

I do know that cross dressing is not something you can "just stop doing." If you do, you will find yourself under increased stress until you can cross dress.

Many cross dressers who hid it from their wives usually end up divorced. When the wife discovers the cross dressing she feels quite betrayed and the results can be devistating for a relationship.

As much as you probably don't want to hear this, it is probably time for you to move on. There are other wonderful women out there who will accept you for who you are.

My ex remarked one time (he would be 48 now) that of all the relationships he had since high school, only one girlfriend did not accept it.

Hang in there, there is someone who will accept you for your cross dressing. . .

Hope this helps

If guys had to help a female friend zip the last couple inches of her dress up, would it make you uncomfortable?

What an odd question. I work as a concierge in an upper end apartment building. There is a woman, let’s call her L, that very frequently asks for help with this exact issue. I usually laugh when I see her in the elevator because she comes downstairs barefoot with her dress more than halfway unzipped asking for help.Anyway, when she gets to the lobby she comes around the desk and asks,“I’m sorry, can you help me again?”,to which I, of course, respond that I wouldn’t mind. It would amuse me to no end to write that my reaction is something like:Oh wowzers, it’s L again! She looks great tonight. I can see her back, and her bra too! I hope she doesn’t notice how hard I’m breathing. Man, oh man, it sure is hot in here. Are my hands sweaty?Unfortunately the reality is much more mundane. I zip up the dress, make sure I don’t catch her hair in the zipper, and wish her a fun night. This is not a movie moment where I clear my throat and say,“Uh, yeah, you look great”.The only way to make this an uncomfortable moment is if you make it one. This isn’t a big moment. I don’t think a female friend would get uncomfortable if I asked her to straighten my collar. Now if she was asking for help taking the dress off, maybe we’d have something to talk about. Maybe.

My Girlfriend wants to dress me up in a skirt!!! WHY!?

Ok, so my girlfriend wants to see me in a skirt, she doesn't want to take pictures or anything, and she doesn't care if no one else sees me in it...why!?

What does that mean!!! Would you ask your boyfriend to do something like that!?

Should I do it!?

I DON'T GET IT!!!!

My girlfriend likes me to wear her clothes.?

I'd like to get some advice from everyone. I'm a 23 year old guy, and I've been seeing my girlfriend for about a year and a half. I'm 5 feet, 6 inches tall and have a slim build. Shortly after we started dating, I found out that one of the reasons my girlfriend was interested in me is that we're about the same size, and she wanted to try playing "dress up" with me. We started small - she asked me to wear her lingerie during sex, and she enjoyed it so much that I started getting into it, too. Well, fast forward to now: I wear her clothes around the apartment pretty much all the time, and she's even taught me to do my makeup. Now, I know what you're thinking, and no, I'm not gay or even remotely curious. It's just something we both enjoy in privacy.

We get along really well (and the sex is great), and we both want a long term relationship. I know she's interested in taking our "fun" to the next level. She tells me how easy it would be for me to pass as a woman, especially if I started taking estrogen. She's even joked about us moving across town so we could start over - I'd dress female full time, and we'd tell people we're sisters or girlfriends. She's said it jokingly, but I know she's "testing the waters".

So here's the question. I think I'm willing to try it out, but I'm not sure about living as a woman full time. I know a lot of you will tell me I'm a pervert and all that, but I really want some useful help from those who've thought about or done similar things.

Thanks in advance for your help!

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