not_to_tough
05-08-2015, 11:51 PM
Shopping dare for a cross dresser:
Dress in panties, bra with pads or breast forms, panty hose, women’s jeans with fancy designs on the hip pockets, knit top in a bright color, women’s dress shoes with at least a 1” heel. Put your money and ID in your purse.
Once dressed, it’s time to go shopping. You will be going to three different stores. This is your shopping list, write it out on a slip of paper (write neatly) and take it with you:
Cherry red lipstick
Compact with mirror
Maxi pads
Tampons (heavy flow)
mentholated petroleum jelly
You must ask (politely) for help from someone in the store if you can’t find something or don’t know what it is. If you ask for help, you must show them your shopping list and point out the item you need help with. If at any time while you are out shopping anyone asks why you are buying an item tell them you just ran out of it this morning and needed some more.
Go to the first store (don’t forget to carry your purse) and buy the red lipstick and the small compact with a mirror inside. Once outside the store put the lipstick and mirror in your purse.
Go to the second store and buy a box of maxi pads. Be sure they are the type with the adhesive strip. Once outside the store put one of the pads in your purse.
Go to the third store and buy the box of tampons and jar of mentholated petroleum jelly (such as Vicks Vapo-rub). Once outside the store put one of the tampons in your purse.
Return home and do either A) or B)
A) Drop your jeans and panty, lubricate one of the tampons with the petroleum jelly and insert the applicator completely up your asshole leaving the push plunger outside, then use the plunger to push the tampon out of the applicator and into you ass (try not to let the little string go all the way up inside you). Put a maxi pad in the crotch of your panty making sure the adhesive strip holds firmly to the panty. Rub a finger full of the petroleum jelly all over the inside surface of the pad and then pull your panties up tightly. Rub the outside of the crotch of the panties firmly against your crotch at least 10 times before pulling up your jeans. Wash the mentholated petroleum jelly off your fingers. Neatly put on the lipstick. Or
B) Change your jeans for a skirt that is at least 3 inches above your knees. Neatly put on the lipstick.
Once you have done either A) or B) go back to the first store. Take your purse with you, being sure to have your lipstick, compact, tampon and maxi pad in it. Buy some makeup remover. After you make the purchase but before you leave the store take out your compact and lipstick, and using the mirror to see what your are doing, freshen up your lipstick .
Return home and write a detailed account of what happened (including how long the whole dare took to do, how much time your were in each store, if you talked to anyone and a summary of what each of you said, the brand name of each item you bought and how much money you spent on each of the items). Do not remove any clothing, the tampon and pad (if you did A), or the lipstick until you have finished writing and posting your account of the dare. Use the makeup remover to remove your lipstick. Use the little string to pull the tampon out of your ass.
Dress in panties, bra with pads or breast forms, panty hose, women’s jeans with fancy designs on the hip pockets, knit top in a bright color, women’s dress shoes with at least a 1” heel. Put your money and ID in your purse.
Once dressed, it’s time to go shopping. You will be going to three different stores. This is your shopping list, write it out on a slip of paper (write neatly) and take it with you:
Cherry red lipstick
Compact with mirror
Maxi pads
Tampons (heavy flow)
mentholated petroleum jelly
You must ask (politely) for help from someone in the store if you can’t find something or don’t know what it is. If you ask for help, you must show them your shopping list and point out the item you need help with. If at any time while you are out shopping anyone asks why you are buying an item tell them you just ran out of it this morning and needed some more.
Go to the first store (don’t forget to carry your purse) and buy the red lipstick and the small compact with a mirror inside. Once outside the store put the lipstick and mirror in your purse.
Go to the second store and buy a box of maxi pads. Be sure they are the type with the adhesive strip. Once outside the store put one of the pads in your purse.
Go to the third store and buy the box of tampons and jar of mentholated petroleum jelly (such as Vicks Vapo-rub). Once outside the store put one of the tampons in your purse.
Return home and do either A) or B)
A) Drop your jeans and panty, lubricate one of the tampons with the petroleum jelly and insert the applicator completely up your asshole leaving the push plunger outside, then use the plunger to push the tampon out of the applicator and into you ass (try not to let the little string go all the way up inside you). Put a maxi pad in the crotch of your panty making sure the adhesive strip holds firmly to the panty. Rub a finger full of the petroleum jelly all over the inside surface of the pad and then pull your panties up tightly. Rub the outside of the crotch of the panties firmly against your crotch at least 10 times before pulling up your jeans. Wash the mentholated petroleum jelly off your fingers. Neatly put on the lipstick. Or
B) Change your jeans for a skirt that is at least 3 inches above your knees. Neatly put on the lipstick.
Once you have done either A) or B) go back to the first store. Take your purse with you, being sure to have your lipstick, compact, tampon and maxi pad in it. Buy some makeup remover. After you make the purchase but before you leave the store take out your compact and lipstick, and using the mirror to see what your are doing, freshen up your lipstick .
Return home and write a detailed account of what happened (including how long the whole dare took to do, how much time your were in each store, if you talked to anyone and a summary of what each of you said, the brand name of each item you bought and how much money you spent on each of the items). Do not remove any clothing, the tampon and pad (if you did A), or the lipstick until you have finished writing and posting your account of the dare. Use the makeup remover to remove your lipstick. Use the little string to pull the tampon out of your ass.