Ask him to dress in hawaii dresses... or maybe bikini... hahax... lolx
2006-10-26 18:42:14
·
answer #1
·
answered by xLostLoLx 2
·
0⤊
0⤋
My 10-Step Program (and Conclusion Remarks)
Step 1: The Hair
If this is an option, he needs to shave his legs. Completely. Waxing would be preferable. Pain for him = pleasure for you.
Step 2: The Dress
The most painful thing would be trying on evening gowns, and that means shopping for a dress. The longer it takes in the stores, the better. Fitting rooms would be preferable. Pain for him = pleasure for you.
Step 3: Shopping Failure
Obviously, you might not want to actually buy a dress, so after hyping him up after hours of shopping, say that nothing looks good in the stores these days, and get him an evening gown from your wardrobe or a friend's. Pain for him = pleasure for you.
Step 4: Coordinating Underwear
After returning home and securing the dress, have him try it on. Then tell him that his underwear lines show through, and he needs "No VPL" panties. So back to the store (or your wardrobe) to get (women's) underwear. Thong if you're feeling really cruel.
Step 5: Coordinating Bra
He needs to fill out the dress, so simulate the bra-fitting process at home (or at a store). The size isn't enough - it has to be the perfect "fit" for the dress.
Step 6: High-Heeled Shoes
Just make them high and uncomfortable. Tell him the reason is that these shoes are "oh-to-die-for" and even though they aren't comfortable, they look simply stunning.
Step 7: The Other Hair
Spend a lot of time on this step. The longer his hair the better (more options).
Step 8: Make-Up
Definitely a requirement, if the above steps don't work out. Do the full job, and make sure to pluck his eyebrows. Even try the stinging lip-fattening-stick.
Step 9: Matching Clutch
Another search and match mission.
Step 10: Other Accessories
Feel free to add other accessories, such as jewelry. Nails can be done.
Conclusion: You won't make him look like a freak, but a very elegant yet manly woman. The reason for this is (and I have been cross-dressed my girls) that he will find too much fun in it. Instead, make him feel the pain that women truly feel. He may even feel a sense of proud accomplishment when it's all done. But then he has nowhere to go to, and just cruelly strip it all away.
Good luck.
2006-10-26 18:59:19
·
answer #2
·
answered by Anonymous
·
0⤊
0⤋
It's a shame he is your cousin. cause I'd suggest having him on a leash, your personal private slave, but degrading him in front of everyone.
Hmmmmm.Dress him up as a really, really beautiful drag queen, and this time YOU make the wager, if someone tried to take him home (male) then you'll lose and he'll win.
(****the losing better has to do a pole dance in front of all******)
2006-10-26 18:49:45
·
answer #3
·
answered by Anonymous
·
0⤊
0⤋
Depending if you are in a cold climate or not....I'd dress him in a infant's attire.....diaper with t-shirt and a bonnet or pastel knit cap.....and carrying a baby's bottle...and wearing some kind of dollar store pink slippers..lol
2006-10-26 18:44:29
·
answer #4
·
answered by Mama Jazzy Geri 7
·
0⤊
0⤋
Dress him up as a transvesti whore with skimpy clothes, fake boobs, a wig and lots of makeup ... oh and make him talk like a man who is faking a womans voice...
2006-10-26 18:43:09
·
answer #5
·
answered by Queen Momma 2
·
0⤊
0⤋
Make him wear anything you want, since you won the bet. Make it girly enough to make him passable, but don't overdo it either.
2006-10-28 03:57:46
·
answer #6
·
answered by socalicd 3
·
0⤊
0⤋
i might have grown up poor but i never known of someone who kept a pig in there house!!!!
2006-10-26 18:49:46
·
answer #7
·
answered by Anonymous
·
0⤊
0⤋
make him wear bikini
2006-10-26 19:32:15
·
answer #8
·
answered by john 7
·
0⤊
0⤋