Dare: Cross-dressing Dares List Thread - Page 175

sizi · 04-07-2014, 02:35 AM

OK, you have to go for a walk dressed as a girl. YOu must have lipstick on and any other make up you have. You can do it at night if you wish. You must be outside for a minimum of 5 minutes, and your outfit should include a short skirt or dress and NO knickers.

here is my clotehs http://dankony.rajce.idnes.cz/clothes/ anso I have heels flats flipflops

GumdropGirlyboy · 04-07-2014, 02:47 PM

Put on your pink panties and bra (stuffed with socks or tissue) with the little red/blue/white striped dress and get a pair of heels. now wear the red tights, take your dildo and go to a public park or playground and find either a bench or slide. take off your panties and lay them beside you with the dildo. then take off the red tights and tie each leg around an ankle. then with your hands behind you, loop them thru the tights and twist around till snug around your wrists. once tied and helpless you must stay that way for at least 10 minutes or until you repeat the phrase "I am a sissy sex toy and I need a spanking so I can cum like a bad girl" 100 times out loud. If you lose count you must start over again until you can be sure you count 100 times. once complete, untie yourself and slide the dildo inside you. push it slowly in and out 50 times and each time it's in say "i'm a bad girl" out loud and each time you pull it out say "more please sir" out loud. for extra credit take a video and post it online then revisit this thread and give the link to your video with your next dare. Hope you have fun.

andiman · 04-13-2014, 04:04 AM

Put on a thong, bra, stockings and some male clothes to cover. Take a bag with you which contains a sexy dress. Now find a place with alot of nettles, take off you male clothes put them in the bag and throw it into the nettles. Now you either have to take the painfull path through the nettles or the humiliating path home in just your girly clothes.

Loneboy · 04-30-2014, 01:36 PM

I think this thread needs a bump,
Please nothing public and something that doesn't take up more than a couple hours for me, got plenty of clothing, no toys though

GumdropGirlyboy · 05-01-2014, 10:58 AM

a 'bump'? why don't you participate? and with no likes listed and not much in your hard/soft limits to allow for much of a fun 'dare' what are you expecting?
-
put on panties (tuck yourself back in them), bra and heels then clean your entire house, stopping in each room to rub yourself like a girl would masturbate but not allowed to cum until the house is spotless. (be sure to do all the dishes).

Loneboy · 05-01-2014, 11:28 AM

First plug your ass and get fully dressed. Now tie your ankles together and make it so you cant spread your legs either. Also tie your hands in a way you can get out but not to easy to escape. Put on a porno at least 45 minutes long. Watch the whole thing while tied. After its over pick a video that has deepthroating and anal and imitate that video (15-20 min long). after you complete that you may cum.

Victoria85 · 05-02-2014, 02:26 PM

Plug your ass and put on female underwear. Now watch porn where a TS is in charge. Try to do to yourself as much as she does to the one she is dominating

laraw · 05-06-2014, 05:57 AM

Next time you go grocery shopping, wear a pushup bra(stuffed if you dare), your corset, a diaper and pantyhose under one layer of your normal clothes. Once you at the cashier, pee your diaper. When you hand over the money, ask the cashier "Can you smell that?".

marystoy · 05-06-2014, 08:25 AM

Wear red lipstick, highest heels, stuffed bra and short shorts. Walk around a parking lot for 5 minutes at night. It must be a lot for a store that is open. Make sure you watch for others so you can avoid being seen.

theboygirl · 05-11-2014, 10:04 AM

Since oral isn't a limit, you have 2 choices.
A. Wear a bra, thong and and whatever makeup you want. Have your wife get a strapon and face fuck you hard until in total 2 hours has gone by over a 2 days.
B. Dress like a prostitute and get a random guy to let you give him a bj and cum in your mouth or have your wife bring her friend over and do the same thing while she records it.

snowpro2000 · 05-11-2014, 10:39 AM

wear a thong for the entire day, that is actually a size to small.

theboygirl · 05-11-2014, 03:47 PM

Wear a thong and shortest dress or tube to and miniskirt. Insert a dildo and tie something that continuously vibrates to it. Then hog tie self up with something that requires a key to free you. Be sure to freeze the key in a block of ice and suspend it out of your range and away from your starting point. Wait for key to release you.

skyrunner · 05-12-2014, 02:34 AM

Invite 5 female friends over one night. Make sure some female clothes are visible. Your aim is to get them to give you a makeover.

marystoy · 05-12-2014, 10:26 AM

Go to any store that sells female clothing in your size. Ask a sales lady for help finding a minidress. Make sure you try it on. Buy it if you want.

Mandi_li · 05-12-2014, 11:31 AM

send me a pic of you dressed up!

04-07-2014, 02:35 AM	#2611
sizi getDare Sweetheart Join Date: Jun 2012 Location: in denial Posts: 249	OK, you have to go for a walk dressed as a girl. YOu must have lipstick on and any other make up you have. You can do it at night if you wish. You must be outside for a minimum of 5 minutes, and your outfit should include a short skirt or dress and NO knickers. here is my clotehs http://dankony.rajce.idnes.cz/clothes/ anso I have heels flats flipflops __________________ Likes: bondage, semi-public, pain, cross dressing, humiliation, spanking Dislikes: wedgies Limits: piss, scat, friends and family, please post here Looking for mistress 20 male from czech edges before cum 103/100 Nickname: Sissy Pain slut non erect dick size: 5cm

04-07-2014, 02:47 PM	#2612
GumdropGirlyboy Junior Member Join Date: Apr 2013 Location: Jacksonville, Florida 32210 Herlong Airport area Posts: 8	Put on your pink panties and bra (stuffed with socks or tissue) with the little red/blue/white striped dress and get a pair of heels. now wear the red tights, take your dildo and go to a public park or playground and find either a bench or slide. take off your panties and lay them beside you with the dildo. then take off the red tights and tie each leg around an ankle. then with your hands behind you, loop them thru the tights and twist around till snug around your wrists. once tied and helpless you must stay that way for at least 10 minutes or until you repeat the phrase "I am a sissy sex toy and I need a spanking so I can cum like a bad girl" 100 times out loud. If you lose count you must start over again until you can be sure you count 100 times. once complete, untie yourself and slide the dildo inside you. push it slowly in and out 50 times and each time it's in say "i'm a bad girl" out loud and each time you pull it out say "more please sir" out loud. for extra credit take a video and post it online then revisit this thread and give the link to your video with your next dare. Hope you have fun. __________________ Crossdressing newbie slut with almost no m2m sexual exp, 'bound' to a caring Mistress to become a slutty, girly sexpot Likes: cosplay, short skirts, feet (clean), some bondage/self bondage, semi-public masturbating (anal/edging/tucked), pics/videos, outdoors, some 'food play' Dislikes: Nasty/dirty stuff (grunge/gross) mean humiliation, Hard Limits: NO Scat, pee, blood, permanent markings, markings that cannot be hidden for work, social suicide, and no face in pics or video

04-13-2014, 04:04 AM	#2613
andiman Member Join Date: Jun 2006 Location: Germany Posts: 92	Put on a thong, bra, stockings and some male clothes to cover. Take a bag with you which contains a sexy dress. Now find a place with alot of nettles, take off you male clothes put them in the bag and throw it into the nettles. Now you either have to take the painfull path through the nettles or the humiliating path home in just your girly clothes. __________________ Feel free to dare me. Likes: x-dressing, semi public, risk of being caught, long dares, webcam Limits: blood, poop, permanant, dangerous, severe pain. My collection of stuff: http://imgur.com/a/QzA0g

04-30-2014, 01:36 PM	#2614
Loneboy Junior Member Join Date: Jul 2013 Posts: 16 Blog Entries: 1	I think this thread needs a bump, Please nothing public and something that doesn't take up more than a couple hours for me, got plenty of clothing, no toys though __________________ Limits: public, friends, family, illegal, messy, pee, scat favourites: pantyhose, encasement, anal, cum, obeying Anything else is a like pretty much

05-01-2014, 10:58 AM	#2615
GumdropGirlyboy Junior Member Join Date: Apr 2013 Location: Jacksonville, Florida 32210 Herlong Airport area Posts: 8	a 'bump'? why don't you participate? and with no likes listed and not much in your hard/soft limits to allow for much of a fun 'dare' what are you expecting? - put on panties (tuck yourself back in them), bra and heels then clean your entire house, stopping in each room to rub yourself like a girl would masturbate but not allowed to cum until the house is spotless. (be sure to do all the dishes). __________________ Crossdressing newbie slut with almost no m2m sexual exp, 'bound' to a caring Mistress to become a slutty, girly sexpot Likes: cosplay, short skirts, feet (clean), some bondage/self bondage, semi-public masturbating (anal/edging/tucked), pics/videos, outdoors, some 'food play' Dislikes: Nasty/dirty stuff (grunge/gross) mean humiliation, Hard Limits: NO Scat, pee, blood, permanent markings, markings that cannot be hidden for work, social suicide, and no face in pics or video

05-01-2014, 11:28 AM	#2616
Loneboy Junior Member Join Date: Jul 2013 Posts: 16 Blog Entries: 1	First plug your ass and get fully dressed. Now tie your ankles together and make it so you cant spread your legs either. Also tie your hands in a way you can get out but not to easy to escape. Put on a porno at least 45 minutes long. Watch the whole thing while tied. After its over pick a video that has deepthroating and anal and imitate that video (15-20 min long). after you complete that you may cum. __________________ Limits: public, friends, family, illegal, messy, pee, scat favourites: pantyhose, encasement, anal, cum, obeying Anything else is a like pretty much

05-02-2014, 02:26 PM	#2617
Victoria85 getDare Devil Join Date: Feb 2014 Location: Western Europe Posts: 1,404 Blog Entries: 5	Plug your ass and put on female underwear. Now watch porn where a TS is in charge. Try to do to yourself as much as she does to the one she is dominating __________________ Victoria (39) AMA (with pics!) LOVES: Anal, bondage, chastity, pain, sluttification, bimbofication, exposure, CNC Punishments: pee, enemas, humiliation, diapers, blackmail, WAM Limits: Face, Scat, Full public, F/F/Work Full l/l \| PM Dares \| Toys \| Rules

05-06-2014, 05:57 AM	#2618
laraw getDare Sweetheart Join Date: Aug 2009 Posts: 358 Blog Entries: 3	Next time you go grocery shopping, wear a pushup bra(stuffed if you dare), your corset, a diaper and pantyhose under one layer of your normal clothes. Once you at the cashier, pee your diaper. When you hand over the money, ask the cashier "Can you smell that?". __________________ : Crossdressing, Outdoors, Pain, Self Bondage, Masturbation, Semi-Public(with a risk of getting caught, borders on public at night), Deep Throat : Naked outside my room, Poo, Wedgies, Swirlies, Permanent, Social Suicide(incl. Pics), Illegal, Rape Male/36 Sex map \|-\| Clothes & Toys \|-\| PM me \|-\| PM dares \|-\| Dirty Code

05-06-2014, 08:25 AM	#2619
marystoy Distinguished Member Join Date: Sep 2010 Location: Buying a new dress, shoes and handbag Posts: 650 Blog Entries: 9	Wear red lipstick, highest heels, stuffed bra and short shorts. Walk around a parking lot for 5 minutes at night. It must be a lot for a store that is open. Make sure you watch for others so you can avoid being seen.

05-11-2014, 10:04 AM	#2620
theboygirl getDare Sweetheart Join Date: May 2010 Posts: 339 Blog Entries: 5	Since oral isn't a limit, you have 2 choices. A. Wear a bra, thong and and whatever makeup you want. Have your wife get a strapon and face fuck you hard until in total 2 hours has gone by over a 2 days. B. Dress like a prostitute and get a random guy to let you give him a bj and cum in your mouth or have your wife bring her friend over and do the same thing while she records it. __________________ likes-crossdressing, anal and oral limits-messy,poop,piss,pain,illegal, others(unless for sex)

05-11-2014, 10:39 AM	#2621
snowpro2000 Senior Member Join Date: Mar 2011 Posts: 163	wear a thong for the entire day, that is actually a size to small.

05-11-2014, 03:47 PM	#2622
theboygirl getDare Sweetheart Join Date: May 2010 Posts: 339 Blog Entries: 5	Wear a thong and shortest dress or tube to and miniskirt. Insert a dildo and tie something that continuously vibrates to it. Then hog tie self up with something that requires a key to free you. Be sure to freeze the key in a block of ice and suspend it out of your range and away from your starting point. Wait for key to release you. __________________ likes-crossdressing, anal and oral limits-messy,poop,piss,pain,illegal, others(unless for sex)

05-12-2014, 02:34 AM	#2623
skyrunner Member Join Date: Dec 2013 Posts: 55	Invite 5 female friends over one night. Make sure some female clothes are visible. Your aim is to get them to give you a makeover. __________________ 25/m/switch Likes: Feminizations, Crossdressing, Masturbation Dares Dislikes: sexual dares (i.e. involving others) Limits: Public Nudity, photos/videos online

05-12-2014, 10:26 AM	#2624
marystoy Distinguished Member Join Date: Sep 2010 Location: Buying a new dress, shoes and handbag Posts: 650 Blog Entries: 9	Go to any store that sells female clothing in your size. Ask a sales lady for help finding a minidress. Make sure you try it on. Buy it if you want.

05-12-2014, 11:31 AM	#2625
Mandi_li Senior Member Join Date: Apr 2013 Location: Southeast usa Posts: 193	send me a pic of you dressed up! __________________ CLICK & SUBMIT a DARE & get #PicProof Mandi 30's, Trans, crossdressing, queer transvestite femme, bi, 7in ... w/ a cock! Yes! likes: FEET, #PicProof, CD/TV, sub, BDSM, cum, kink, piss, abuse, stripping..~okay with: cum eating, semi-public, anal, CL limits: full face, illegal, shit, full public, stupid KIK: Mandi.TV SNAP: Mandi.NolaFeet [email protected] ** SKYPE: nolafeet plz mention GD &age. 18+only (i never reply to 'hey')