Dare: Cross-dressing Dares List Thread - Page 128

Username97 · 02-23-2012, 08:18 PM

Wear a thong, bra, skirt and tight shirt and walk outside for 5 minutes, then come inside and give yourself a shoulder wedgie

wizzywiz00 · 02-24-2012, 02:17 AM

Wear a bra and thong in a bra connection wedgie under your male clothes for a whole day

Blue Griffin · 02-24-2012, 08:34 AM

Wear a disper, then give you self a bra connection wedgie, but glue the clasp.
If you are willing you can only take it off after you get five people to draw/ sign on you belly. If not wait 4 hours and just slip the shoulder staps off.

welshdresser · 02-25-2012, 01:14 PM

Crossdress in your sexiest underwear. Put on some lipstick in the mirror

Go find a big cock shaped dildo or something that will do the job. Now watch some shemale porn, where blowjobs are being given: your task is to copy what they are doing in the video, ie deep throating, licking up and down etc. Do this for a minimum of 15 minutes, before cumming with the dildo in your mouth and your eyes closed.

toyslave · 02-25-2012, 01:45 PM

Insert a butt plug, dildo, or other item into your ass. Then put on a bra and panties under your regular clothes. Go out in public and be sure to bend over at some point.

Narria · 02-25-2012, 02:37 PM

since you don't have any limits you should ware your best girl cloths with a micro skirt or the shortest you have and go shopping for bottom shelf items

Blue Griffin · 02-25-2012, 02:42 PM

stuffed bra, a micro skirt or the shortest you have for your top and a 3 sizes too big girl shorts, held up with a belt.

fred&ted · 02-26-2012, 07:07 AM

Dress up like a school girl, Skirt, High socks, Shirt and tie. Make up also if your able to do it.

Now what do naughty school girls ALWAYS do?! Get fucked and suck dick.

Get your dildo and lube it up with your mouth, Then it goes straight up your ass

After that clean your dildo with your mouth. All whores do that. You may cum once everything is completed.

Here's a list of things I have access to.
Panties
Butt short briefs
School girl skirt
White top
tie
long socks
bra
shorts
Able to make fake boobs
Dildo
Condoms

Please give me a dare involving these things

SamanthaCD92 · 02-26-2012, 09:05 AM

dress up like a schoolgirl, put a flavored condom on ur dildo, and suck all the flavor out

Dalekhuw · 02-26-2012, 09:09 AM

wear a thong all day

daremenow · 02-26-2012, 10:07 AM

fully crossdress while home alone for a week.

Only items i have is a diaper

Blue Griffin · 02-26-2012, 01:42 PM

well then we'll have to work with that.

Color 7 diapers pink, draw hearts and flowers on it. Add some bows or lace if you can. Wear them for a week one for each day.

hunter · 02-27-2012, 01:10 PM

dress up in a skirt, stuffed black bra and white shirt, now tipp water over your chest and tie yourself to a chair for 30 mins. Once done leave skirt on for another 30 mins while you play with yourself

Blue Griffin · 02-29-2012, 12:51 AM

Fully do your make up. Wear high heels, fish nets if you have them, a skirt, a tank top, stuffed bra, and panties. put one of your hands on your groin and tape it there, or put a paper over your hand so the tape won't stick to any hair. your other hand can carry a book or a purse to cover this up. Now take a walk at night for 30 minutes or what ever you feel comfortable with.

Hope you like it.

welshdresser · 03-06-2012, 03:50 PM

dip a bra and knickers in brown sauce then wear them for half an hour

02-23-2012, 08:18 PM	#1906
Username97 Senior Member Join Date: Jul 2011 Posts: 126	Wear a thong, bra, skirt and tight shirt and walk outside for 5 minutes, then come inside and give yourself a shoulder wedgie __________________ 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.

02-24-2012, 08:34 AM	#1908
Blue Griffin Prodigy Join Date: Feb 2012 Location: U.S. Posts: 4,663 Blog Entries: 19	Wear a disper, then give you self a bra connection wedgie, but glue the clasp. If you are willing you can only take it off after you get five people to draw/ sign on you belly. If not wait 4 hours and just slip the shoulder staps off. __________________ 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!

02-25-2012, 01:14 PM	#1909
welshdresser Distinguished Member Join Date: Oct 2009 Location: london Posts: 571	Crossdress in your sexiest underwear. Put on some lipstick in the mirror Go find a big cock shaped dildo or something that will do the job. Now watch some shemale porn, where blowjobs are being given: your task is to copy what they are doing in the video, ie deep throating, licking up and down etc. Do this for a minimum of 15 minutes, before cumming with the dildo in your mouth and your eyes closed. __________________ 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

02-25-2012, 02:42 PM	#1912
Blue Griffin Prodigy Join Date: Feb 2012 Location: U.S. Posts: 4,663 Blog Entries: 19	stuffed bra, a micro skirt or the shortest you have for your top and a 3 sizes too big girl shorts, held up with a belt. __________________ 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!

02-26-2012, 07:07 AM	#1913
fred&ted Distinguished Member Join Date: Aug 2009 Posts: 506 Blog Entries: 1	Dress up like a school girl, Skirt, High socks, Shirt and tie. Make up also if your able to do it. Now what do naughty school girls ALWAYS do?! Get fucked and suck dick. Get your dildo and lube it up with your mouth, Then it goes straight up your ass After that clean your dildo with your mouth. All whores do that. You may cum once everything is completed. Here's a list of things I have access to. Panties Butt short briefs School girl skirt White top tie long socks bra shorts Able to make fake boobs Dildo Condoms Please give me a dare involving these things __________________ Likes:Wedgies, Orgasm Denial, Cum Control, Bondage, Puppy Play and Cross Dressing Dislike:Spankings, Nipple torture, Pain, Cum Eating and Semi Public Limits:Family, Friends, Public, Messy and Photo's/Videos. I want to push my limits. GetDare Survivor! REBOOT!

02-24-2012, 02:17 AM	#1907
wizzywiz00 Senior Member Join Date: Apr 2011 Posts: 108	Wear a bra and thong in a bra connection wedgie under your male clothes for a whole day

02-25-2012, 01:45 PM	#1910
toyslave Junior Member Join Date: Feb 2012 Posts: 11	Insert a butt plug, dildo, or other item into your ass. Then put on a bra and panties under your regular clothes. Go out in public and be sure to bend over at some point.

02-25-2012, 02:37 PM	#1911
Narria Senior Member Join Date: Jan 2012 Location: USA Posts: 183	since you don't have any limits you should ware your best girl cloths with a micro skirt or the shortest you have and go shopping for bottom shelf items

02-26-2012, 09:05 AM	#1914
SamanthaCD92 Member Join Date: Feb 2012 Location: Leicestershire, UK Posts: 84	dress up like a schoolgirl, put a flavored condom on ur dildo, and suck all the flavor out __________________ 20/M/uk/CD Check It: www.tvchix.com/samanthacd92 OR www.fetlife.com/users/1654366 Likes: humiliation, Anal, webcam, being a slave, crossdressing, spanking, being degraded, shoes, Omegle Dislikes: Edging Want 2 try: Semi-public, Wedgie, messy(mild), food, self bodage, porn control, blackmail limits: public, family, cumming on face, Shaving any hair Also: i live at home with family, most of what i do is in own bedroom privacy, cant really do long dares because of this

02-26-2012, 09:09 AM	#1915
Dalekhuw Senior Member Join Date: Mar 2011 Location: UK Posts: 233 Blog Entries: 6	wear a thong all day __________________ 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

02-26-2012, 10:07 AM	#1916
daremenow getDare Succubus Join Date: Sep 2007 Location: europe Posts: 1,541 Blog Entries: 1	fully crossdress while home alone for a week. Only items i have is a diaper __________________ 25/m Likes: Picture(no face), some anal, cum, Limits: public, blood, permanent.

02-26-2012, 01:42 PM	#1917
Blue Griffin Prodigy Join Date: Feb 2012 Location: U.S. Posts: 4,663 Blog Entries: 19	well then we'll have to work with that. Color 7 diapers pink, draw hearts and flowers on it. Add some bows or lace if you can. Wear them for a week one for each 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!

02-27-2012, 01:10 PM	#1918
hunter getDare Sweetheart Join Date: Jul 2009 Location: Wales, UK Posts: 269 Blog Entries: 12	dress up in a skirt, stuffed black bra and white shirt, now tipp water over your chest and tie yourself to a chair for 30 mins. Once done leave skirt on for another 30 mins while you play with yourself __________________ LOVES - bondage, chastity, crossdressing, anal, pictures, tease and denial, spanking, femdom Might do -public, outdoors, videos Dislikes/do not - family, friends, social suicide, poo, pee, blood

02-29-2012, 12:51 AM	#1919
Blue Griffin Prodigy Join Date: Feb 2012 Location: U.S. Posts: 4,663 Blog Entries: 19	Fully do your make up. Wear high heels, fish nets if you have them, a skirt, a tank top, stuffed bra, and panties. put one of your hands on your groin and tape it there, or put a paper over your hand so the tape won't stick to any hair. your other hand can carry a book or a purse to cover this up. Now take a walk at night for 30 minutes or what ever you feel comfortable with. Hope you like it. __________________ 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!

03-06-2012, 03:50 PM	#1920
welshdresser Distinguished Member Join Date: Oct 2009 Location: london Posts: 571	dip a bra and knickers in brown sauce then wear them for half an 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