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Hello all,

Well I had a long conversatiobn with my BF this week after having noticed he bought some girl's jeans, had worn victoria's secret PJ's to bed and then I found he has pantyhose and panties in his underwear drawer. He admittted to me that he liked to dress up as a girl and has been doing it secretly since he was about 9 (he is 40 now). I'm not really freaking out as it doesn't bother me too much as long as he doesn't start meeting our frienmds dressed as a girl as that would probably not be accepted by everyone we know - although some are probably opwen minded enough.
He asked me if I would like to see him dressed or if I would consider maybe helping him with his feminine image. Do you think I should let him dress around the house? Should I help him?

2007-12-28 06:30:03 · 3 answers · asked by courtneyrhodeisland 2 in Family & Relationships Singles & Dating

3 answers

If you don't mind your boyfriend cross-dressing, maybe you should give it a try & help him out, plus it's better to let him dress-up around the house instead of him hidding his feminine side. You never know, you might enjoy it & then you'll not only have a boyfriend, but another girlfriend. My wife knows about my cross-dressing & is very supportive, plus I had a couple of girlfriends over the years that liked to dress me up as a girl too. Just talk with each other & then you'll be able to work things out.


jk

2007-12-29 13:46:24 · answer #1 · answered by J 7 · 0 0

Every normal woman has a need to be loved and held and cared for, by a man. You have your needs too... He has opened up to you with one of his needs. You have to find a comfortable balance here. You don't want some guy who really wants to pretend he's a girl all the time... If I were you: I would set up a collection of rules. (And if I were him I would do my best to live up to these rules.) 1. Respect my clothes.. You cannot wear my clothes. If you like what I wear, then buy your own.. We do not share underwear, or clothes, etc.. 2. Keep it Private. You do not crossdress in public, not before friends and family, and not before children... 3. You do not join crossdressing organizations.. They only want you to go all the way, and they end up taking hormones and having surgery. 4. You will help him to look like an attractive, nice, woman - not a sexy whore.. Don't even try to look sexy. 5. You will not give him a feminine name.. Crossdressers go to far when they create a female alter-ego and give "her" a name, and eventually fall in love with their alter ego... and they worry about the NEEDS of their alter-ego.. yuk! 6. When he crossdresses he should not use it for sex... no sexually activity should be associated with crossdressing.. Rather have him do housework, cleaning, ironing, and other feminine chores. 7. Do not expect sex when crossdressed... It is not a sexual turn on for you... Its a turn off. That established... Help him with his shopping, and make-up.. Try as best possible to create a feminine illusion. Do some fun play-time.. dance, and role play... Go along and get dressed up too. You can pretend you're Cinderella and he's your ugly step-sister. Pretend you're at the Royal Ball and practice your social graces.

2016-05-27 12:03:10 · answer #2 · answered by ? 3 · 0 0

It might be fun for you, you never know. I think you should tell him that you will do this once, then decide if you are comfortable with doing it again. Set some ground rules, where and when and then see what happens.

2007-12-28 06:41:38 · answer #3 · answered by chinamigarden 6 · 2 0

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