Dare: Cross-dressing Dares List Thread - Page 127

welshdresser · 02-15-2012, 04:01 PM

Crossdress in your sluttiest underwear. Now get 2 dildos - or dildo shaped objects and insert one anally while deep throating the other. Try to achieve orgasm without touching your little clitty at all. Do not give up unless 15 minutes have passed. If you fail to orgasm, clean up and dress normally on top of your sexy underwear. You may try again after 1 hour minimum. Again, if you fail, redress etc.

If you get to a time when you can no longer remain crossdressed, and you havent cum, then your punishment is no cumming for 2 days, and for those 2 days you must wear panties whenever possible

Blue Griffin · 02-16-2012, 02:44 PM

Cross Dress in the flashiest clothes you have. Handcuff your dominate hand to your side(or something where you can't use it.) get one of those paddle ball set. Go outside at night where cars pass and try to hit the ball 10 times in a row with your weak hand. Once you do you can leave. You can stay as long as you want, but I'd you fail then wear a butt plug all day.

ThatOne · 02-16-2012, 05:20 PM

Put a tampon in. Now put a thong on in a wedgie, and then do a hanging wedgie by your normal underwear over the top of the thong. Now you must stay like this, mastubating, until you cum. Then you can be released.

Username97 · 02-18-2012, 10:30 PM

Wear the smallest pair of panties you own and give yourself a hanging wedgie until they rip or until you cum

Blue Griffin · 02-19-2012, 11:41 AM

Bra connection wedgie for the day.

welshdresser · 02-19-2012, 02:21 PM

bra connection wedgie for you - but use it to keep a buttplug inside you. Once you're all set up, stay that way for 1 hour

Blue Griffin · 02-19-2012, 02:37 PM

I don't do buttplugs.

Wear a skirt, a thong, and the highest pair of heels you have. At night do ten toe touches without bending your legs. if you fall over then you must keep your thing covered butt exposed in the air for 1 min.

welshdresser · 02-21-2012, 01:03 PM

My bad re the buttplug.

Dress in a bra and panties. Get 3 tins of beans and empty 1 into your knickers, one in each bra cup. If necessary bend over to get the beans to stay in. Now stand up and do 10 jumping jacks.

Username97 · 02-22-2012, 12:55 AM

Wear a bra and thong under normal clothes and walk to any store but on the way back home you must either accidentally have your pants fall or show your bra

welshdresser · 02-22-2012, 01:08 PM

I did your dare to me an hour ago... flashed my bra and knickers by dropping my trousers and lifting my jumper. However...there was no one looking... i hope!

You must choose your favourite knickers and bra, put them in a bra connection wedgie then stuff the bra. Put on some "normal" clothes and go out in public. At some point tie your sholaces to show your wedgie to anyone who walks by

Dalekhuw · 02-22-2012, 02:55 PM

wear the sexiest clothes possible under ur own clothes for a day. every time u go to the toilet leave the door unlocked and slightly ajar

naked_lego · 02-22-2012, 04:52 PM

Wear a bikini for a full 24 hours. It can worn under your own cloths.

jmn23841 · 02-22-2012, 08:51 PM

Wear a thong,bra, dress, wig, make-up, shaved legs, an high heels out to dinner

Blue Griffin · 02-23-2012, 01:08 PM

Wear a bra with water balloons, but you have to add some yeast and sugar with the water. Wear for 5 hours, in Public If you want.

WantsMaleBondage14 · 02-23-2012, 04:06 PM

get fully crossdressed; bra, panties, skirt, heels, top etc. and take a nice stroll around your block.

02-15-2012, 04:01 PM	#1891
welshdresser Distinguished Member Join Date: Oct 2009 Location: london Posts: 571	Crossdress in your sluttiest underwear. Now get 2 dildos - or dildo shaped objects and insert one anally while deep throating the other. Try to achieve orgasm without touching your little clitty at all. Do not give up unless 15 minutes have passed. If you fail to orgasm, clean up and dress normally on top of your sexy underwear. You may try again after 1 hour minimum. Again, if you fail, redress etc. If you get to a time when you can no longer remain crossdressed, and you havent cum, then your punishment is no cumming for 2 days, and for those 2 days you must wear panties whenever possible __________________ 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

02-16-2012, 02:44 PM	#1892
Blue Griffin Prodigy Join Date: Feb 2012 Location: U.S. Posts: 4,663 Blog Entries: 19	Cross Dress in the flashiest clothes you have. Handcuff your dominate hand to your side(or something where you can't use it.) get one of those paddle ball set. Go outside at night where cars pass and try to hit the ball 10 times in a row with your weak hand. Once you do you can leave. You can stay as long as you want, but I'd you fail then wear a butt plug all day. __________________ 5' 11" Straight Male. Loves :Crossdressing, food/messy, humiliation, bra/pantie stuffing, hidden/semi-public, diapers, long dares, Likes: Wedgies Maybe: Bondage, line writing, corner time, Hard limits: Pain, Poop, Pee, nudity, cum eating, anal, masturbate/edging, enemas, public, pics, hypnos, cam Full signature here!

02-16-2012, 05:20 PM	#1893
ThatOne Account Banned Join Date: Feb 2012 Posts: 14	Put a tampon in. Now put a thong on in a wedgie, and then do a hanging wedgie by your normal underwear over the top of the thong. Now you must stay like this, mastubating, until you cum. Then you can be released. __________________ i'm 18/M/United States/Straight Likes: bondage, self-bondage, leotards/one-pieces, wedgies, (hanging wedgies, etc.), slave in leotard, spanking?, tights Maybe: piss Dislikes:anal, cum drinking, public humiliation, poop dares, messy

02-18-2012, 10:30 PM	#1894
Username97 Senior Member Join Date: Jul 2011 Posts: 126	Wear the smallest pair of panties you own and give yourself a hanging wedgie until they rip or until you cum __________________ Likes: crossdressing, wedgies, diapers, and semi public Limits: messy, dares over an hour, family, friends Kik: 100ashley If you send wedgie or crossdressing dares I'll tell you how they go.

02-19-2012, 11:41 AM	#1895
Blue Griffin Prodigy Join Date: Feb 2012 Location: U.S. Posts: 4,663 Blog Entries: 19	Bra connection wedgie for the day. __________________ 5' 11" Straight Male. Loves :Crossdressing, food/messy, humiliation, bra/pantie stuffing, hidden/semi-public, diapers, long dares, Likes: Wedgies Maybe: Bondage, line writing, corner time, Hard limits: Pain, Poop, Pee, nudity, cum eating, anal, masturbate/edging, enemas, public, pics, hypnos, cam Full signature here!

02-19-2012, 02:21 PM	#1896
welshdresser Distinguished Member Join Date: Oct 2009 Location: london Posts: 571	bra connection wedgie for you - but use it to keep a buttplug inside you. Once you're all set up, stay that way for 1 hour __________________ 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

02-19-2012, 02:37 PM	#1897
Blue Griffin Prodigy Join Date: Feb 2012 Location: U.S. Posts: 4,663 Blog Entries: 19	Unhappy. I don't do buttplugs. Wear a skirt, a thong, and the highest pair of heels you have. At night do ten toe touches without bending your legs. if you fall over then you must keep your thing covered butt exposed in the air for 1 min. __________________ 5' 11" Straight Male. Loves :Crossdressing, food/messy, humiliation, bra/pantie stuffing, hidden/semi-public, diapers, long dares, Likes: Wedgies Maybe: Bondage, line writing, corner time, Hard limits: Pain, Poop, Pee, nudity, cum eating, anal, masturbate/edging, enemas, public, pics, hypnos, cam Full signature here!

02-21-2012, 01:03 PM	#1898
welshdresser Distinguished Member Join Date: Oct 2009 Location: london Posts: 571	My bad re the buttplug. Dress in a bra and panties. Get 3 tins of beans and empty 1 into your knickers, one in each bra cup. If necessary bend over to get the beans to stay in. Now stand up and do 10 jumping jacks. __________________ 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

02-22-2012, 12:55 AM	#1899
Username97 Senior Member Join Date: Jul 2011 Posts: 126	Wear a bra and thong under normal clothes and walk to any store but on the way back home you must either accidentally have your pants fall or show your bra __________________ Likes: crossdressing, wedgies, diapers, and semi public Limits: messy, dares over an hour, family, friends Kik: 100ashley If you send wedgie or crossdressing dares I'll tell you how they go.

02-22-2012, 01:08 PM	#1900
welshdresser Distinguished Member Join Date: Oct 2009 Location: london Posts: 571	I did your dare to me an hour ago... flashed my bra and knickers by dropping my trousers and lifting my jumper. However...there was no one looking... i hope! You must choose your favourite knickers and bra, put them in a bra connection wedgie then stuff the bra. Put on some "normal" clothes and go out in public. At some point tie your sholaces to show your wedgie to anyone who walks by __________________ 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

02-22-2012, 02:55 PM	#1901
Dalekhuw Senior Member Join Date: Mar 2011 Location: UK Posts: 233 Blog Entries: 6	wear the sexiest clothes possible under ur own clothes for a day. every time u go to the toilet leave the door unlocked and slightly ajar __________________ 26, Bi, Male, UK, Sissy Sissy Name: Lucy Loves: Anal, Enemas, Piss, Poop, Diapers, Crossdressing, Feminization, Sissy, Messy, Hidden Public Limits: illegal, blood, face pics, cams, public, family/friends, destroying clothes, CBT PM dares! http://www.getdare.com/bbs/blog.php?b=74455 My Toys & Clothes: https://www.getdare.com/bbs/blog.php?b=92881 Kik: Lewi6410

02-22-2012, 04:52 PM	#1902
naked_lego Distinguished Member Join Date: Feb 2011 Location: Bricksburg Posts: 784 Blog Entries: 29	Wear a bikini for a full 24 hours. It can worn under your own cloths. __________________ Trans■woman PM Tasks Likes: Photography, Body Writing/Art, Clothing Control, Edging, Denial, Diapers (wearing & wetting) Pee Holding, Butt Plugs, Semi-Public, Nudity, Bondage, Ice, mild spankings Limits: Permanent, Most Pain, Social Suicide, Family, Illegal, Body Waste, curse words Likes & Limits explained

02-22-2012, 08:51 PM	#1903
jmn23841 Account Banned Join Date: Jan 2012 Posts: 55 Blog Entries: 7	Wear a thong,bra, dress, wig, make-up, shaved legs, an high heels out to dinner

02-23-2012, 01:08 PM	#1904
Blue Griffin Prodigy Join Date: Feb 2012 Location: U.S. Posts: 4,663 Blog Entries: 19	Wear a bra with water balloons, but you have to add some yeast and sugar with the water. Wear for 5 hours, in Public If you want. __________________ 5' 11" Straight Male. Loves :Crossdressing, food/messy, humiliation, bra/pantie stuffing, hidden/semi-public, diapers, long dares, Likes: Wedgies Maybe: Bondage, line writing, corner time, Hard limits: Pain, Poop, Pee, nudity, cum eating, anal, masturbate/edging, enemas, public, pics, hypnos, cam Full signature here!

02-23-2012, 04:06 PM	#1905
WantsMaleBondage14 Member Join Date: Sep 2011 Posts: 79	get fully crossdressed; bra, panties, skirt, heels, top etc. and take a nice stroll around your block.