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a friend of mine called me about this and i wish i had some answers, i thought the answer gang could help! : )

how can a guy get his girlfriend to dress him as a woman for halloween or now that has passed so how can he get her to do it 'just for fun'?

this is a good friend of mine and is definitely straight, but he wants to have a little bit of fun, i'd love to help but i live so far away? any thoughts?

2007-11-03 13:30:06 · 7 answers · asked by Anonymous in Society & Culture Holidays Halloween

7 answers

Tell him next time he's with her, start talking about Halloween & have him mention that he saw a lot of guys dressed as a girl on Halloween & he wonders if he should have dressed as a girl for Halloween. Tell him to ask his girlfriend what it's like being a girl & see what she says, then tell him to say that he'd like to dress-up as a girl, just once, so he can see what it's like to be a girl. Then finally tell him to say to her, "Just for fun, would you dress me up as a girl so I can see what it's like?"

jk

2007-11-04 13:44:00 · answer #1 · answered by J 7 · 1 0

He may be straight but most transvestites are straight so he could be a transvestite and it does sound as though he is. What he has to do is just ask because if he is a transvestite it is not good him having a girl friend who will not want him to dress as a girl so it is best he finds out now if she will or she wont.

2007-11-05 01:51:02 · answer #2 · answered by Maid Angela 7 · 1 0

Well maybe they really love each other and thought it would be a fun joke.My 13 year old next door neighbor dressed as Dolly Parden and his little 4 year old sister kept calling him "Dolly".

2007-11-03 13:45:56 · answer #3 · answered by rngoengo 1 · 0 0

he could always make a bet that he knows he would lose. For example, if she is a patriots fan you could bet that some crappy team will beat them and if the patriots win you will dress up like a cheerleader or a girl for a day. That way your friend could act like they dont want to but still do it.

2007-11-06 04:11:21 · answer #4 · answered by jim 2 · 0 0

He could start by telling her that he really had a good Halloween, and ask her, "How about you?" If she says it was fun, he could suggest that they do it again.
Maybe eventually suggest that they go shopping together to pick out his next outfit...

2007-11-05 03:31:36 · answer #5 · answered by Movinonup 4 · 0 0

Hummm.....all I can say is my Man - would never let me dress him up like a woman...halloween or ever!! Fun? Or a feeling?

2007-11-03 13:36:22 · answer #6 · answered by muffin 6 · 0 1

Just throw a dress on him, with some heels and a little make up...........LOL

2007-11-03 13:44:59 · answer #7 · answered by americangurl_28 5 · 1 0

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