Dare: Cross-dressing Dares List Thread - Page 118

theboygirl · 11-26-2011, 03:31 PM

Crossdress the best you can with makeup and all.Put in the put plug and sit in a chair.Ride it for a half hour.Then take it out and put as many tampons as you can in your ass while you give the buttplug a blowjob for another hour. Take out all the tampons except one and ride it while you still giving a blowjob and masturbate.You can't stop until you you cum at least 5 times

i want a creative one
not a boring one that some people give

CD57 · 11-26-2011, 04:44 PM

Tape your balls in between your legs and put a dildo in your ass. Keep it in by putting on every pair of panties you own. Now put on a set bra with your breast forms in. Now put on your mini dress and the sluttiest makeup you have. Clean all your bathrooms now only on your knees the whole time

ark_nekko · 11-27-2011, 03:24 AM

Go out with your friends wearinget a stuffed bra, semi tight shirt and skinny jeans. Makesure your friend notice your sexy bra by, flamboyantly sticking your chest out. When all else,fails pour some kind if liqued on your shirt. Should be really embarassing

lexora · 11-27-2011, 03:36 AM

Go out in woman's cloths, a skirt blouse, panties, stuffed bra and so on... then stuff a toy in your bum and go for a nice long walk, 30 mins should be enough. Or if you like dice dare role 2 dice, one for mins and one for how long to multiply it by, i recommend a 30 sided die with a 6 sided die. http://www.wizards.com/dnd/dice/dice.htm has a good dice roller if you like

CD57 · 11-27-2011, 11:47 AM

Dress up as slutty as you can and put on your sluttiest makeup. Now cum un your face and tie yourself to your drivers seat in your car. Go to a drive thru and order something

welshdresser · 11-27-2011, 02:55 PM

wear bra and knickers: silk or satin type material. Now a long slip on top if you have one. Stockings too. Get the largest bucket you can find and kneel in the bath with it. Fill it with only cold water til its brim full. Lift it above your head and pour it all over yourself.

Repeat 3 more times.

CD57 · 11-27-2011, 06:53 PM

First tie up your dick and balls with a shoelace. Now dress just as you are in your avatar. Now stick a dildo in your ass. Finally put on baggy clothes and go for a jog.

ElectricSocks · 11-27-2011, 09:21 PM

Put a tampon in your ass and then also put the dildo up your ass. Hold it all there in a bra connection wedgie. Wear this under your male clothes for 2 days.

No family, public, pee, poo, permanent

CD57 · 11-28-2011, 01:09 AM

Ok fully crossdress then spray whipped cream down the front and back of your panties. Now fuck your ass with the dildo and occasionally lick some of the whipped cream off

kaitlyn84 · 11-28-2011, 01:57 AM

Put on your bra and panties put your plug in and leave it in for three hours. Masturbate every hour cumming into a glass and at the end of your third time drink your cum. If you have to go anywhere you can put anything on over your fem clothes to conceal them.

CD57 · 11-28-2011, 02:36 AM

write in lipstick all over your body humiliating words that describe you like "slut, whore, sissy, cumdumpster, etc" and then put on as much female underwear as you got. now put male clothes on top that cover the words and go for a jog and buy something at a store

kaitlyn84 · 11-28-2011, 03:45 AM

For the next week you are on your period so you have to wear a tampon or pad and for every hour you don't have a tampon or pad you have to spank yourself ten times for being a bad gurl. So if you aren't wearing either for 3 hours total then you would have to spank yourself 30 times. For the extra humiliation you have to call yourself names when spanking yourself.

CD57 · 11-28-2011, 04:08 AM

go to the store fully crossdressed with cum smeared as lipstick on your lips and ask if they have condoms for anal sex

kaitlyn84 · 11-28-2011, 04:46 AM

I love your dares so far and I'm digging a nice hole for myself

.

Next dare for you have to get dressed as slutty as you can and act as your dressed by using your toys till you hurt anally and then find a something phallic and suck it until your jaw hurts. Have fun

)

ark_nekko · 12-04-2011, 04:02 PM

so im going to push you to go in public more.

go eat at a restaurant wearing a tight shirt, and wear a bra that is stuffed. not too stuffed, but just barely noticable. also go a head and throw on some tight girly jeans too. you say you have a butt plug? wear that under your panties and girl jeans. dont take it out untill you are 100% done eating your food. also, you should probably call a freind to go out with you. i would like a dare as well at a restaurant

11-26-2011, 03:31 PM	#1756
theboygirl getDare Sweetheart Join Date: May 2010 Posts: 339 Blog Entries: 5	Crossdress the best you can with makeup and all.Put in the put plug and sit in a chair.Ride it for a half hour.Then take it out and put as many tampons as you can in your ass while you give the buttplug a blowjob for another hour. Take out all the tampons except one and ride it while you still giving a blowjob and masturbate.You can't stop until you you cum at least 5 times i want a creative one not a boring one that some people give __________________ likes-crossdressing, anal and oral limits-messy,poop,piss,pain,illegal, others(unless for sex)

11-27-2011, 03:24 AM	#1758
ark_nekko Senior Member Join Date: Jul 2009 Location: Cleveland, Ohio Posts: 109	Go out with your friends wearinget a stuffed bra, semi tight shirt and skinny jeans. Makesure your friend notice your sexy bra by, flamboyantly sticking your chest out. When all else,fails pour some kind if liqued on your shirt. Should be really embarassing __________________ likes -making videos for youtube, public, friends, sexual, butt plugs, semi-longterm (week) , edging, night time, public (school, resteraunts, shops) DISLIKES- family, poo, pee, cum, messy extreme pain, permanent, wedgies. i own panties, bra's, bikini's, heels, fish nets, mini skirts,tight girly jeans, tutu's, make-up of all kinds, butt plug, dildo, wigs, tons of makeup Check out my YouTube channel "alexcutie49" my instigram is alexcutiecd

11-27-2011, 03:36 AM	#1759
lexora getDare Sweetheart Join Date: Oct 2010 Location: PA Posts: 391 Blog Entries: 2	Go out in woman's cloths, a skirt blouse, panties, stuffed bra and so on... then stuff a toy in your bum and go for a nice long walk, 30 mins should be enough. Or if you like dice dare role 2 dice, one for mins and one for how long to multiply it by, i recommend a 30 sided die with a 6 sided die. http://www.wizards.com/dnd/dice/dice.htm has a good dice roller if you like __________________ [center]How to Become my SLAVE for a week Likes: Giving orders to female slaves/subs

11-27-2011, 11:47 AM	#1760
CD57 getDare Sweetheart Join Date: Jul 2011 Posts: 262 Blog Entries: 1	Dress up as slutty as you can and put on your sluttiest makeup. Now cum un your face and tie yourself to your drivers seat in your car. Go to a drive thru and order something __________________ Loves: anal, crossdressing, wedgies, cum, spanking, tampons, diapers Limits: family, friends, poo/pee eating, public, permanent, messy What i have: bra , panties, thong, butt plug, diapers, tampons, shaving stuff, enema, dildo, lube m/21/losangeles

11-27-2011, 02:55 PM	#1761
welshdresser Distinguished Member Join Date: Oct 2009 Location: london Posts: 571	wear bra and knickers: silk or satin type material. Now a long slip on top if you have one. Stockings too. Get the largest bucket you can find and kneel in the bath with it. Fill it with only cold water til its brim full. Lift it above your head and pour it all over yourself. Repeat 3 more times. __________________ 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

11-26-2011, 04:44 PM	#1757
CD57 getDare Sweetheart Join Date: Jul 2011 Posts: 262 Blog Entries: 1	Tape your balls in between your legs and put a dildo in your ass. Keep it in by putting on every pair of panties you own. Now put on a set bra with your breast forms in. Now put on your mini dress and the sluttiest makeup you have. Clean all your bathrooms now only on your knees the whole time

11-27-2011, 06:53 PM	#1762
CD57 getDare Sweetheart Join Date: Jul 2011 Posts: 262 Blog Entries: 1	First tie up your dick and balls with a shoelace. Now dress just as you are in your avatar. Now stick a dildo in your ass. Finally put on baggy clothes and go for a jog. __________________ Loves: anal, crossdressing, wedgies, cum, spanking, tampons, diapers Limits: family, friends, poo/pee eating, public, permanent, messy What i have: bra , panties, thong, butt plug, diapers, tampons, shaving stuff, enema, dildo, lube m/21/losangeles

11-27-2011, 09:21 PM	#1763
ElectricSocks Junior Member Join Date: Nov 2011 Posts: 13	Put a tampon in your ass and then also put the dildo up your ass. Hold it all there in a bra connection wedgie. Wear this under your male clothes for 2 days. No family, public, pee, poo, permanent

11-28-2011, 01:09 AM	#1764
CD57 getDare Sweetheart Join Date: Jul 2011 Posts: 262 Blog Entries: 1	Ok fully crossdress then spray whipped cream down the front and back of your panties. Now fuck your ass with the dildo and occasionally lick some of the whipped cream off __________________ Loves: anal, crossdressing, wedgies, cum, spanking, tampons, diapers Limits: family, friends, poo/pee eating, public, permanent, messy What i have: bra , panties, thong, butt plug, diapers, tampons, shaving stuff, enema, dildo, lube m/21/losangeles

11-28-2011, 01:57 AM	#1765
kaitlyn84 Junior Member Join Date: Nov 2011 Location: michigan Posts: 10	Put on your bra and panties put your plug in and leave it in for three hours. Masturbate every hour cumming into a glass and at the end of your third time drink your cum. If you have to go anywhere you can put anything on over your fem clothes to conceal them. __________________ Loves: anything cross dressing, public humiliation. Likes: cum, bondage, anal, oral, anything slutty Limits: no bodily fluids or waste, pain, messy, I am a cross dresser but need the push to go out dressed up. That is why I am here so feel free to use that in your dares for me I have a lot of womens clothes, a wig, breast forms, high heels, and make up. I also have butt plugs and dildos.

11-28-2011, 02:36 AM	#1766
CD57 getDare Sweetheart Join Date: Jul 2011 Posts: 262 Blog Entries: 1	write in lipstick all over your body humiliating words that describe you like "slut, whore, sissy, cumdumpster, etc" and then put on as much female underwear as you got. now put male clothes on top that cover the words and go for a jog and buy something at a store __________________ Loves: anal, crossdressing, wedgies, cum, spanking, tampons, diapers Limits: family, friends, poo/pee eating, public, permanent, messy What i have: bra , panties, thong, butt plug, diapers, tampons, shaving stuff, enema, dildo, lube m/21/losangeles

11-28-2011, 03:45 AM	#1767
kaitlyn84 Junior Member Join Date: Nov 2011 Location: michigan Posts: 10	For the next week you are on your period so you have to wear a tampon or pad and for every hour you don't have a tampon or pad you have to spank yourself ten times for being a bad gurl. So if you aren't wearing either for 3 hours total then you would have to spank yourself 30 times. For the extra humiliation you have to call yourself names when spanking yourself. __________________ Loves: anything cross dressing, public humiliation. Likes: cum, bondage, anal, oral, anything slutty Limits: no bodily fluids or waste, pain, messy, I am a cross dresser but need the push to go out dressed up. That is why I am here so feel free to use that in your dares for me I have a lot of womens clothes, a wig, breast forms, high heels, and make up. I also have butt plugs and dildos.

11-28-2011, 04:08 AM	#1768
CD57 getDare Sweetheart Join Date: Jul 2011 Posts: 262 Blog Entries: 1	go to the store fully crossdressed with cum smeared as lipstick on your lips and ask if they have condoms for anal sex __________________ Loves: anal, crossdressing, wedgies, cum, spanking, tampons, diapers Limits: family, friends, poo/pee eating, public, permanent, messy What i have: bra , panties, thong, butt plug, diapers, tampons, shaving stuff, enema, dildo, lube m/21/losangeles

11-28-2011, 04:46 AM	#1769
kaitlyn84 Junior Member Join Date: Nov 2011 Location: michigan Posts: 10	I love your dares so far and I'm digging a nice hole for myself . Next dare for you have to get dressed as slutty as you can and act as your dressed by using your toys till you hurt anally and then find a something phallic and suck it until your jaw hurts. Have fun ) __________________ Loves: anything cross dressing, public humiliation. Likes: cum, bondage, anal, oral, anything slutty Limits: no bodily fluids or waste, pain, messy, I am a cross dresser but need the push to go out dressed up. That is why I am here so feel free to use that in your dares for me I have a lot of womens clothes, a wig, breast forms, high heels, and make up. I also have butt plugs and dildos.

12-04-2011, 04:02 PM	#1770
ark_nekko Senior Member Join Date: Jul 2009 Location: Cleveland, Ohio Posts: 109	so im going to push you to go in public more. go eat at a restaurant wearing a tight shirt, and wear a bra that is stuffed. not too stuffed, but just barely noticable. also go a head and throw on some tight girly jeans too. you say you have a butt plug? wear that under your panties and girl jeans. dont take it out untill you are 100% done eating your food. also, you should probably call a freind to go out with you. i would like a dare as well at a restaurant __________________ likes -making videos for youtube, public, friends, sexual, butt plugs, semi-longterm (week) , edging, night time, public (school, resteraunts, shops) DISLIKES- family, poo, pee, cum, messy extreme pain, permanent, wedgies. i own panties, bra's, bikini's, heels, fish nets, mini skirts,tight girly jeans, tutu's, make-up of all kinds, butt plug, dildo, wigs, tons of makeup Check out my YouTube channel "alexcutie49" my instigram is alexcutiecd