Does anyone believe these "lost a bet" crossdressing questions?

Question

I'd love to find a GG who wants to dress me, and she wouldn't need to make bets to do it. Does anyone actually ever lose bets like the ones people mention around here? Or is it all adolescent fantasy?

Answer 1

People do so many things that I never could have imagined.  Nothing surprises me at all anymore.  I think that some people do it, but not everyone that tells the story really did it.

Answer 2

f**s.

Answer 3

I think most R fantasies but more than once, after a Superbowl, I've seen guys in dresses on busy street corners holding up signs saying they lost a bet ! I laugh @ them because they look so uncomfortable - whereas, I do it 4 fun !!!

Answer 4

Nope! I think they just want an excuse to post on our forum!

Answer 5

they do. i had to dress up like a guy once because i lost a bet (highsch)

Answer 6

No I've never even made bets like that what so ever. But I do know a few people who cross dress or in some words do drag and they are completely comfortable with what they do.

Answer 7

It's all someone's fantasy. A real man who didn't want to dress like a girl wouldn't do it, bet or no bet. They are clearly written by men who are crossdressers already and just want fashion tips.

Answer 8

It's bogus.

The winner of the bet is supposed to choose what the loser wears.

Even if they lost a bet and had to crossdress why or why do they need Yahoo Answers to tell them how to do it.  That's a red flag.

If you want to wear a skirt or a dress then you don't need an excuse.  You don't need a girl to dress you up.  You just have to be willing to challenge social convention.  If I was a guy I would do it just to see the reaction I would get.  I bet there would be more positive responses than negative ones.

I encourage men to go out there and challenge social convention.  My God, this is about freedom from the tyranny of trousers.