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There are things of mine that I can tell someone is wearing. Skirts, dresses, shoes, everything really.

He is the only one there when I'm not home. He has dressed up as a girl before (for halloween & costume partys) And I'm sure they would fit because he is about my size.

Should I be concerned?

2006-08-06 13:02:04 · 23 answers · asked by veryhot 1 in Family & Relationships Singles & Dating

23 answers

So you got yourself a *****, pinch his **** and slap that *** . *****'s like that right. Have fun with her.

2006-08-06 13:06:49 · answer #1 · answered by Sean 7 · 0 0

My guess is that your boyfriend is a closet crossdresser. He is probably heterosexual and is hoping the you will not find out. I think its time for you to sit him down and have an open discussion with him. But, before you do you'll have to prepare yourself for some news you might not want to hear.

First: Tell him that you care about him and that you need to be open with each other. Ask him if he enjoys wearing women's clothes. (Do not accuse him of wearing your stuff right off.) Ask him if he is bisexual, transexual, etc. -- determine if he is just a simple crossdresser for pleasure's sake. If he is, then tell him you'll support this with certain conditions:

Second: Set the rules: He cannot wear your clothes without permission. He cannot dress in drag in public. This has to be confidential - no talking to friends and family about this. You will not make love to him while he's dressed like a woman. If he is to dress like a woman he should not use it to masturbate. If he is to dress like a woman then he shouldn't just sit around the house, rather he needs to help out with the womanly chores. He can only dress up for a reason, and not daily.

At this point you hold the power, you make the rules, and he is going to be afraid that you'll tell his friends/family etc.. This will be the only time that you can make these rules, so think about them carefully before you confront him, and good luck. After this he should be pretty shaken up. It would do well if you brought him a present, (a slip, a dress, a wig), and tell him, these are yours. You wear yours, and not mine!

2006-08-10 17:13:23 · answer #2 · answered by Dr. D 7 · 0 0

Just because a man wears women's clothes, it does NOT mean he is gay. It means he just likes to wear women's clothes sometimes. He might wear yours because they're available, or maybe he does it to feel closer to you. The only problem with this situation is 1) if he is wearing your clothes, he doesn't tell you because he is ashamed of his secret, and 2) if he isn't wearing your clothes, you're being paranoid. You need to be more open in your relationship and develop trust between each other.
My suggestion is that one night, during "intimate time", you suggest that you two cross-dress to throw some kink in your relationship. If he's comfortable with it, maybe you should buy him some of his OWN woman's clothes, so that he doesn't wear yours.
If you're very uncomfortable with his habits, dump him and find someone more vanilla. Otherwise, accept him for who he is, and work with it as a way to turn him on.

2006-08-06 20:08:39 · answer #3 · answered by newinfiniteabyss 3 · 0 0

Why don't you just ask him if he has? That's probably the easiest way to figure it out. Perhaps he just has a fetish...perhaps that's how you could broach the topic. Hey...I have this fetish...do you have any? Be understanding if he does. I personally don't think I would worry about it too much.

2006-08-06 20:06:19 · answer #4 · answered by ctwitch24 3 · 0 0

HAHAHA oh dayam. Yeah you should be concerned. Set up a camera and watch the hilarity/horror unfold.

2006-08-06 20:06:03 · answer #5 · answered by DooDooBrown 2 · 0 0

he probably likes to cross dress. if you don't want to get a camera, i would suggest folding the clothes in a specific way, so that you can tell if he moved things. then confront him.

2006-08-06 20:08:00 · answer #6 · answered by forjj 5 · 0 0

Heck no. Dress up in his clothes! It's only fair. Girls dress up in our clothes why can't we dress up in yours? It's not creepy it's FAIR!

2006-08-06 20:07:33 · answer #7 · answered by zetser 3 · 0 0

look if u want to really want to know if hes wearing your clothes then just ask him and if u got scared email me and i'll email u back my email is fine,sexyand,single0109@yahoo.com

2006-08-06 20:13:15 · answer #8 · answered by finesexyandsingle0109 1 · 0 0

Well sweetheart,just know you might have to leave him alone, that is... unless you like girls?

2006-08-06 20:08:13 · answer #9 · answered by Keisha M 1 · 0 0

Who's got the bigger problem now, you or him ? Yuk.

2006-08-06 20:19:46 · answer #10 · answered by willievanillie 2 · 0 0

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