Dare: Cross-dressing Dares List Thread - Page 101

slaveboy82 · 02-16-2011, 08:17 PM

since you only have tights you must wear them for the next 10 days or if you can get a pair of panties you must year them for 5 days your choice.
i have all items listed in profile also women's tops shorty shorts stripper heels party style mini dress corset

MountainMan1 · 02-17-2011, 05:36 PM

Okay, wear a stuffed bra, with your dress. Wear a nice and small thong and your stripper heels. Then insert your butt plug and put clips on your nipples. Then peel a bannana and give it a nice 5 minuite blow job then cum anyway you wish all over the bannana and then give it a blow job again until you swallow all the cum on it, eat the bannana and you are done. Have fun!

The boss · 02-18-2011, 04:35 PM

Wear the smallest thong u can get and a stuffed bra for a week

rangeralex · 02-19-2011, 01:35 PM

wear a dress and stuffed bra and heels and go for a nice long walk

tarheel boy · 02-19-2011, 02:49 PM

take all your showers in a bikini (top stuffed with water balloons) for 2 weeks (doesnt have to be the same bikini, just a bikini)

rangeralex · 02-19-2011, 04:48 PM

Wear a yoga outfit and do some yoga for an hour for 2 weeks once a day

UppTheAss · 02-19-2011, 04:51 PM

Were Women Panties. Then Put Youre Regular Close On Pull The Panties In A Wedgie As High As You Can Pull. Now Go For A Walk.

Unlikes:Public, Pain, Family
Likes:Wedgie, Anal, Crossdressing, Humilation

theboygirl · 02-21-2011, 12:39 PM

masterbate in panties and bra and then lick them clean

Icnithian · 02-22-2011, 02:34 PM

Wear panties, a stuffed bra, makeup (if you have some), and high heels (if you have some). Now go find a pole and rub your crotch against it until you cum. You may not touch yourself with your hands

02-22-2011, 03:34 PM

wear a dress,bra,panties,high heels, and tights. Now tie yourself to your cpu chair and keep your arms to where you can still use your mouse and keyboard. Now wait 20 minutes then start asking get dare members if you ccan untie yourself. 5 people have to say yes before you can.

gudes · 02-24-2011, 11:29 AM

do a bra wedgie and hold it for 20 min

Like: Wearing sisters or moms clothes/underwear, crossdressing in general, masturbating, sometimes playing with cum
Limits: no public, no one can know, I don't have a camera

MountainMan1 · 02-24-2011, 01:49 PM

Cum on a bannana and dress up in a mini skirt (if you don't have one wear the shortest short shorts you have), a thong, a stuffed push-up bra and a small, tight tank top. Then get down on your knees and give the cumming bannana a nice good blowjob for about 5 minuites. Then take off one peice of clothing and get on edge, stop and take off anoter peice and get on edge again, repeat until you are naked and then cum on the bannana again. Blow it for 5 more minuites and you are done. Have fun!

YoungPantyBoy · 02-24-2011, 09:03 PM

mastrubate to orgasm while completely dressup and hogtied

Lonelyangel · 02-24-2011, 09:25 PM

For the next week you are going to live the circle of life for a woman when ever alone or safe.

Day 1- Baby Girl- This needs diapers and you must wet whenever you can wear them.
Day 2- Toddler, this involves pretty dresses and frilly little girly panties maybe with one wetting accident.
Day 3- First period- Buy and wear pads and panties for the whole day, letting out a little bit of pee onto the pad before you go to the toilet fully.
Day 4- Losing your virginity= Prepare your bedroom, with romantic things maybe candles and flowers, then anally pleasure yourself to orgasm with whatever toy best suits you.
Day 5- Marriage - Do yourself up super pretty and all in white (despite day 4 :P) marry your sissyself.
Day 6- Stepford wife- When alone clean the house top to bottom in lingerie, a nice dress, immaculate make-up and heels.
Day 7- Old age, back to diapers, moving slowly etc.

Needless to say dress apporopiately as possible for each bit of the dare.

My items: 3 regular panties, Laddered pantyhose, locking knee length bloomers.

I am willing to buy more cheap clothes if it will aid the dare

welshdresser · 02-25-2011, 12:41 PM

Put on every pair of womens underwear you own, then the flimsiest shorts you own. Go out for a walk for 10 minutes. If feeling brave, put on a bra too under your t shirt

02-16-2011, 08:17 PM	#1501
slaveboy82 getDare Sweetheart Join Date: Sep 2010 Location: everywhere Posts: 473 Blog Entries: 5	since you only have tights you must wear them for the next 10 days or if you can get a pair of panties you must year them for 5 days your choice. i have all items listed in profile also women's tops shorty shorts stripper heels party style mini dress corset __________________ Clothing/Limits Toys and other stuff PM TASKS My AMA post DIAPER CHECK UPDATE KIK: jittle_j Last edited by slaveboy82; 02-16-2011 at 08:20 PM.

02-17-2011, 05:36 PM	#1502
MountainMan1 getDare Sweetheart Join Date: Dec 2010 Posts: 316	Okay, wear a stuffed bra, with your dress. Wear a nice and small thong and your stripper heels. Then insert your butt plug and put clips on your nipples. Then peel a bannana and give it a nice 5 minuite blow job then cum anyway you wish all over the bannana and then give it a blow job again until you swallow all the cum on it, eat the bannana and you are done. Have fun! __________________ "Choices are what you choose to do, and if it's causin' no harm it shouldn't bother you." -Ben Harper M/USA/Streight Kik: SissyCrossdresser Message me dares that involve Cross dressing, Masterbation, Humiliation, Pain, Bondage, Semi-Public!

02-18-2011, 04:35 PM	#1503
The boss Member Join Date: Feb 2011 Posts: 57	Wear the smallest thong u can get and a stuffed bra for a week __________________ A sissy slut who needs to be punished Anal slut Loves Crossdressing Underwear PM me with a dare I will insert whatever you request in my ass ill be anyones dare slave, just pm me

02-19-2011, 02:49 PM	#1505
tarheel boy Senior Member Join Date: Jan 2011 Posts: 179	take all your showers in a bikini (top stuffed with water balloons) for 2 weeks (doesnt have to be the same bikini, just a bikini) __________________ 18/m likes:nudity, semi-public, humiliation, mild bondage and crossdressing limits: anal, family, friends, pictures, permanent and more than mild pain you wont see my mienshao until it's too late... DRAIN PUNCH!!!! "...How about her?" "Yeah I'd do her." "What would you do?" "I'd take her out to a nice dinner, I'd walk her home afterwords, and when we get there, I'd shake the fuck out of her father's hand." "...lolwut?"

02-19-2011, 04:51 PM	#1507
UppTheAss Account Banned Join Date: Feb 2011 Posts: 7	You Were Women Panties. Then Put Youre Regular Close On Pull The Panties In A Wedgie As High As You Can Pull. Now Go For A Walk. Unlikes:Public, Pain, Family Likes:Wedgie, Anal, Crossdressing, Humilation

02-19-2011, 01:35 PM	#1504
rangeralex Member Join Date: Feb 2011 Posts: 30 Blog Entries: 1	wear a dress and stuffed bra and heels and go for a nice long walk

02-19-2011, 04:48 PM	#1506
rangeralex Member Join Date: Feb 2011 Posts: 30 Blog Entries: 1	Wear a yoga outfit and do some yoga for an hour for 2 weeks once a day

02-21-2011, 12:39 PM	#1508
theboygirl getDare Sweetheart Join Date: May 2010 Posts: 339 Blog Entries: 5	masterbate in panties and bra and then lick them clean

02-22-2011, 02:34 PM	#1509
Icnithian Account Banned Join Date: Oct 2010 Location: USA, east coast Posts: 286	Wear panties, a stuffed bra, makeup (if you have some), and high heels (if you have some). Now go find a pole and rub your crotch against it until you cum. You may not touch yourself with your hands __________________ 16/M/USA Straight [SIGPIC]Poliwag[/SIGPIC] Dare me! Limits: Friends/Family, Pictures/Videos, Drugs, Permanent, Dangerous, Violent, daytime public

02-22-2011, 03:34 PM	#1510
AMoney Guest Posts: n/a	wear a dress,bra,panties,high heels, and tights. Now tie yourself to your cpu chair and keep your arms to where you can still use your mouse and keyboard. Now wait 20 minutes then start asking get dare members if you ccan untie yourself. 5 people have to say yes before you can.

02-24-2011, 11:29 AM	#1511
gudes Member Join Date: Feb 2011 Posts: 53	do a bra wedgie and hold it for 20 min Like: Wearing sisters or moms clothes/underwear, crossdressing in general, masturbating, sometimes playing with cum Limits: no public, no one can know, I don't have a camera

02-24-2011, 01:49 PM	#1512
MountainMan1 getDare Sweetheart Join Date: Dec 2010 Posts: 316	Cum on a bannana and dress up in a mini skirt (if you don't have one wear the shortest short shorts you have), a thong, a stuffed push-up bra and a small, tight tank top. Then get down on your knees and give the cumming bannana a nice good blowjob for about 5 minuites. Then take off one peice of clothing and get on edge, stop and take off anoter peice and get on edge again, repeat until you are naked and then cum on the bannana again. Blow it for 5 more minuites and you are done. Have fun! __________________ "Choices are what you choose to do, and if it's causin' no harm it shouldn't bother you." -Ben Harper M/USA/Streight Kik: SissyCrossdresser Message me dares that involve Cross dressing, Masterbation, Humiliation, Pain, Bondage, Semi-Public!

02-24-2011, 09:03 PM	#1513
YoungPantyBoy Member Join Date: May 2010 Posts: 93	mastrubate to orgasm while completely dressup and hogtied __________________ Loves: Nipple play (a lot), pain, humiliation, panties, orgasm control Likes: Feminization, CBT, Cum eating Dislikes: Anal, Piss Limits: Poo, Public, Illegal, Family, Messy Generally open to trying anything that isn't into my limits once.

02-24-2011, 09:25 PM	#1514
Lonelyangel getDare Sweetheart Join Date: Oct 2006 Posts: 442 Blog Entries: 3	For the next week you are going to live the circle of life for a woman when ever alone or safe. Day 1- Baby Girl- This needs diapers and you must wet whenever you can wear them. Day 2- Toddler, this involves pretty dresses and frilly little girly panties maybe with one wetting accident. Day 3- First period- Buy and wear pads and panties for the whole day, letting out a little bit of pee onto the pad before you go to the toilet fully. Day 4- Losing your virginity= Prepare your bedroom, with romantic things maybe candles and flowers, then anally pleasure yourself to orgasm with whatever toy best suits you. Day 5- Marriage - Do yourself up super pretty and all in white (despite day 4 :P) marry your sissyself. Day 6- Stepford wife- When alone clean the house top to bottom in lingerie, a nice dress, immaculate make-up and heels. Day 7- Old age, back to diapers, moving slowly etc. Needless to say dress apporopiately as possible for each bit of the dare. My items: 3 regular panties, Laddered pantyhose, locking knee length bloomers. I am willing to buy more cheap clothes if it will aid the dare

02-25-2011, 12:41 PM	#1515
welshdresser Distinguished Member Join Date: Oct 2009 Location: london Posts: 571	Put on every pair of womens underwear you own, then the flimsiest shorts you own. Go out for a walk for 10 minutes. If feeling brave, put on a bra too under your t shirt __________________ Likes: Crossdressing, anal, semi-public or hidden public, cbt, bondage, piss and scat (not in mouth), nettles, Chastity, Partial Exposure. :S Dislikes: Durations longer than 3 hours (other than chastity), public humiliation, public crossdressing, scat in mouth Limits: messy, social suicide, illegal, scat eating Try giving someone a dare you think they might secretly like :-), they might return the favour