Cross-dressing Dares List Thread

[slaveboy82]

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]

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]

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

[rangeralex]

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

[tarheel boy]

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]

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

[UppTheAss]

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]

masterbate in panties and bra and then lick them clean

[Icnithian]

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

[AMoney]

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]

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]

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]

mastrubate to orgasm while completely dressup and hogtied

[Lonelyangel]

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]

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

[gudes]

Wear a thong everyday and everywhere you go for a week under your normal clothes.

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

[MountainMan1]

Wear the sluttiest outfit your sister has and get infront of the mirror and admire how beautiful and sexy you are. Do A hot strip tease and realize that you are very naughty, spank each ass cheek 5 times hard. Put back on your cloths and lay down on your bed. Slowly jack off, when you finnally orgasm scream like a little slut you are. When you cum eat it all up. Have fun!

I have bras, thongs, panties, sexy shirts and red latex booty shorts.

[ososlo]

i dare you to dress up in your favorite outfit. and go through a drive thru or go to a sonic or something or order a pizza and answere the door that way your choice

[gudes]

Wear the smallest thong you have and a bra (stuffed with socks if you're brave enough) under your normal clothes and go about doing whatever you normally do everyday for a day.

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

[MountainMan1]

i dare you to dress up in your favorite outfit. and go through a drive thru or go to a sonic or something or order a pizza and answere the door that way your choice

Sorry that breaks my public limit. Can I have a new one please.

For the guy above:
Put on a really short mini skirt then a stuffed lacy bra and the fuck your ass with a sharpie until you cum. Have fun!

[tarheel boy]

next chance you get, buy a cheap thong at walmart and wear it every monday, thursday and saturday for a whole month

for me, i have everything a 15 year old girl would have (i have a twin) and i'm skinny, tall (like my sister) and slightly muscular

[AMoney]

Dress up in a normal outfit your sister would wear. Nothing slutty just something she would wear to school or something like that but it must include 6 pieces of her clothing. Now take out your phone and pose like a girl would for like face book picture ( like a piece sign, kind of leaning, and a flirty face. you know that kind of picture. if you have no clue just look at some pics of girls on facebook and look at the poses). Take 3 of these pictures and keep them on your phone for a week. You could even make your own folder for them.

Please don\'t make mine something like put on bra and panties and dance. I put some thought into my dares and I just want something fun in return. Thanks.

[welshdresser]

First, put on a a bra, some panties, then DANCE!


Then, go drink a litre of water.
Then, go find a full bottle of water... the 1.5 litre kind. Now get some strong string and tie it tightly around your ball sac. You can pull down your knickers to do this. Dont make it so tight they shrivel up and die, but tight enough that the string doesnt fall off when you next tie the water bottle to the string!
The bottle ust be off the ground when you stand up straight. Now, put your heels on. Stand up straight and stimulate yur nipples through your bra. If you are finding the weight too heavy, pour some water carefully over your bra cups. Now, with the bottle dangling between your legs again, walk up all the stairs in your house. Then back down, then back up eyc until you have done 100 steps. If no stairs then fashion some kind of step and simply step up and down on it 100 times. Every 10 steps, pause and stimulate your nipples.

Once done, you may DRINK the water, without removing the bottle from the string etc.

You may now go about your business, but you must remain dressed as you are with the bottle attached. Every time you need a pee, pee in the bottle. Once the bottle is full, you must once again drink the contents before you can remove everything. If you really can't stomach a full bottle of your own pee, then once youve filled the bottle, take off your knickers, immerse them in the pee by stuffing them into the bottle. Pull them back out and stuff them in your mouth. Another 100 steps and you can remove everything.

Enjoy.

[zavi]

First, put on a a bra, some panties, then DANCE!
Then, go drink a litre of water.
Then, go find a full bottle of water... the 1.5 litre kind. Now get some strong string and tie it tightly around your ball sac. You can pull down your knickers to do this. Dont make it so tight they shrivel up and die, but tight enough that the string doesnt fall off when you next tie the water bottle to the string!
The bottle ust be off the ground when you stand up straight. Now, put your heels on. Stand up straight and stimulate yur nipples through your bra. If you are finding the weight too heavy, pour some water carefully over your bra cups. Now, with the bottle dangling between your legs again, walk up all the stairs in your house. Then back down, then back up eyc until you have done 100 steps. If no stairs then fashion some kind of step and simply step up and down on it 100 times. Every 10 steps, pause and stimulate your nipples.

Once done, you may DRINK the water, without removing the bottle from the string etc.

You may now go about your business, but you must remain dressed as you are with the bottle attached. Every time you need a pee, pee in the bottle. Once the bottle is full, you must once again drink the contents before you can remove everything. If you really can't stomach a full bottle of your own pee, then once youve filled the bottle, take off your knickers, immerse them in the pee by stuffing them into the bottle. Pull them back out and stuff them in your mouth. Another 100 steps and you can remove everything.

Enjoy.

Ok, my first post, will try to make a creative impression(btw, I am from a small european country and English isn't my native language. Sorry for grammar, spellings, etc.) ;)

so here goes:
First put on bright thong and a bra(preferrably stuffed). On top you may put your regular pants/jeans, but make sure thong line is pulled up above them(to make it visible). put on a t-shirt, as thin as possible and it must be of a different color from your bra. Now order a pizza or something else to be delivered to you. While you wait, you can read some womanly magazines, watch som feminine TV shows etc. basically try to spend as much a girly time as you can.
Now comes the most interesting part.
When your pizza arrives, run to kitchen, fully open tap and try to plug it with your finger. It should make water spray all over you. do it for 2-4 seconds, so that you get partially wet ant a little bit of bra colour can be seen through your t-shirt. Now go, open the door(check that your thong straps would be avisible), take you pizza(or whatever) and complain about how you cant get your tap fixed and it keeps on spraying water.


Now as for a dare for me, keep in mind that I live in a single room apartment, not a house. I live with a supportive girlfriend. I daily wear panties/thongs under my clothes(on cooler days stockings and bra,blouse etc. anything that is not visible). As for shaving, I usually epilate my legs(If someone enquires I tell them that I am a swimmer, I swim quite well) so it wouldn't be of much interest. so keep these things in mind.
dont give anything messy(toothpaste etc.), NOTHING public, nothing permanent(like a permanent tattoo etc.), no human waste..... I guess that would be everything.
Oh, and I already have hair that reaches my nipples, so no wigs :)
And btw, no wedgies.
Please be creative ;)

[rangeralex]

Role play as your girlfriend for a week. Wear what she normaly wears. w/ a stuffed bra ofcourse.

[stangman1234]

Wear bra, thong, pantyhose or stockings for a week don"t wear socks and make sure to wear tighter fitting shirts. So everybody can see.

Sorry new at this. Ill get better I promise.

[ososlo]

ok next time you alone i want you to glue cotton ball on your chest like a bra then just put on some shorts and go about your bussiness of a regular day

[theboygirl]

wear your regular clothes under a dress then use a safety pin through the dress so the pin is stuck on the dress shirt and the pants



for me no public or pool

[ineedamistress]

Dress up as a naught school girl take pics and send to me
[email protected]

Also u must take poses like bending over stuff like that

For my dare I will do nothing in public or when family is here just in my house alone

[lordbob]

wear a g-string untill tommorow morning

[AMoney]

Put on a dress heels bra and panties then tie your legs to your desk. Now watch your favorite porn with hands behind your back and your mouth taped over and watch until you have a boner and then wait fir it to go back down and that's when uou can untie yourself and go about your business.

Please no messy,piss, or anything else in my limits

[Shiney]

AMoney:

This is going to be a multi-part dare. For the first part, you will need three outfits.

For each outfit, you will roll a six-sided die, and follow the instructions presented by the number on the die. You 'll go through this process three times, once for each outfit. You should stuff your bra. If you have a wig, you should wear it.

Underwear:

1. Matching panties and bra set
2. Flip a coin: Heads a bikini, tails a one-piece swimsuit
3. Light colored bra (white, light blue, etc.) and a thong
4. Dark colored bra (black, dark blue, etc.) and a pair of panties (your choice)
5. Pantyhose and your choice of bra and panties.
6. Pantyhose, a thong, and a dark colored bra

Clothes:

1. Your choice of dress with heels
2. A black dress with jeans underneath them and heels.
3. Your shortest skirt, a top, no heels
4. Replace your underwear with a bikini, no heels
5. Your sluttiest dress, heels, and stuff your bra with extra stuffing
6. Wear just your underwear and a pair of heels.

Put on each outfit, and model it in front of a mirror. Act like a runway model, strutting about in front of the mirror. Model each outfit for 20 minutes.

(Note: If you would like to increase the risk, feel free to do this at night with the blinds up. This is optional.)

After you model the third outfit, you're going to get kidnapped! Tie yourself to your bed in spread-eagle fashion. Make sure to include a gag. Stay tied up for another twenty minutes. After that, you're done. Feel free to go about your business as normal.



For whoever is giving me my dare, please, respect my limits. And please be creative. Take a little time, and don't just give a "Wear panties for a day" dare. I guarantee that giving a good dare will get a good dare for you in return.

My selection of clothes includes:

Panties- green, pink and black, blue, grey, pink, blue g-string, black tights, pair of white thigh-highs, purple fishnets
Bras: White, pink, black full body bra with garters
Clothes: Black dress, black maid's outfit, blue Alice in wonderland style dress, black spaghetti-strap top, purple nighty, blue nighty, black yoga pants

Shoes: 3-inch heels

Accessories: Pair of clip-on earrings, blonde wig, black wig, two red wigs, breast forms

Toys: handcuffs, several locks, plenty of rope, a ballgag, a vibrator

Have fun dareing :D

[xxx_joiecd_xxx]

O.K. i know this might push your limits a little shiny, but dress up in your sluttiest outfit, wait until night time and drive thru a drive thru window, when you pull up tell whoever waits on you that you're a prostitute and you are really hungry after a long days work, before you leave ask them for some extra napkins and explain they are so you can clean yourself up a bit, you happen to be leaking into your panties...


Likes: public, humiliation, anal, crossdressing, diapers
Dislike: family, children

[theboygirl]

Dress up as a naught school girl take pics and send to me
[email protected]

Also u must take poses like bending over stuff like that

For my dare I will do nothing in public or when family is here just in my house alone

no pics but i will still do the rest

for the next one up do you own dare put full drag and ask them if they want to make out

no public or pics or messy

[YoungPantyBoy]

Dress up in your sluttiest clothes and sleep like that

[c-smith]

Wear bright pink panties for the day with a wedgie so that they show above your trousers

[andiman]

wear some nude pantyhose with some shorts u like.
Now go out for some jogging. Must be at least 20 min.
If you are fast enough people wont recognise. ^^
enjoy

[Whyowhyowhy]

Put on panties and a bra and do a bra-connection in the morning. Walk around with the wedgie all day. (Wear whatever you'd like over it.

I need this dare to only involve underwear if it involves goin out in public. If it doesnt, then I'll do whatever sometime when I'm home alone

[xFrank]

you have to dress classy. a nice big turtleneck sweater, stockings, and a medium length skirt will do. also a thong and a stuffed bra. If you have a wig, use it. Match your makeup (eyeshadow) with the color of the sweater you are wearing, and make sure to use some slutty red lipstick! paint your nails a matching color as the sweater, or a very similar color if you can't get a matching color. Now put on some high heels, and strut around in them. Act as lady-like as possible during the 5 hours you're going to be dressed like this. (:

I took the time to make a nice long dare, don't give me a crappy one line dare.

[Coyote]

shave your legs, arm pits, chest, everything until you are smooth all over. put on a pair of panties, bra and high heels. sit in front of a mirror and do your makeup like that. Make sure to put the makeup on heavy.
Once your makeup is done get dressed up sexy. give a banana or something similiar oral sex. be sure to deep throat it as much as possible. Then strip sexily to a song. If your really daring do this in front of an open window.
remain like this for as long as possible cleaning up your house. do everything feminine and seductively.

[CRace]

For the next 25 minutes, you will be a true slut. Get dressed up in a Short skirt, a tube top, black thong and bra, and of course fishnets. Now, Since you are a kinky slut, spank yourself 20 times, and after each smack, you must say as loud as possible " I am a little slut that deserves to be punished." Now, Stank the corner for 10 minutes with your panties pulled to your ankles and your skirt exposing your red ass.

[Nicky Nick]

^^ Haha love that dare..wish it was mine lol

Since you are open to public dares. Paint your toenails BRIGHT RED...Ill let you pick the pants or shorts u wanna wear but you must wear open toe sandals!!

Then make sure to put on a black bra and black pair of panties...now give yourself a wedgie and try to make the pantyline visible above the pants..then put a white tee shirt on over the black bra and now its time to go shopping!! No thick shirts or jackets

We'll keep it simple..Wal-Mart..drugstore..food store..u pick it..now go the makeup dept and buy something! Anything u like..maybe some new nail polish and or even some diapers haha..then find the longest checkout line so people will surely see your toes and bra..

Now Pay and Enjoy!!

[Heyy]

Get in a thong and bra and tie yourself infront of a computer
turn on gay porn and you can't get out until you have gotten a boner which it will take a while because you're watching gay porn

[theboygirl]

give yourself a bra connection wedgie and a coat hook wedgie at the same time wearing a belly shirt, mini skirt, bra(stuffed), and a thong for 10 min

for me no public/ semi public or anal or messy

[Oiga485]

Give yourself a hanging wedgie in a thong

Please stick to likes there in the sig

[abcdare]

Give yourself a Bra/thong wedgie and stay like it for atleast ten minutes.

I have: Bra, Panties, Tights,Dresses ( pink,purple,black and white, black), Skirts ( Tutu), Makeup, Girls Shirts, one peice swimming costume, Fairy wings,

Like - crossdressing, bondage
Dislikes - public, family, illigal, messy, Poop, pee,

[Eminem jr]

Dress up in a dress, tights/ stockings, bra, and Panties, tie yourself up on a hogtie for 30 minutes. Hope no-one walks in on you

Dresses, leotards, tights, panties, bras, short shorts, girl tops, dance costumes.

Limits: no outdoors, no public, no cum, no family, no ways of getting caught.

[Link1]

wear a dress for a day. You may put whatever you want over it, but nothing under the dress.

I don't have much.. a few thongs and panties really. I'm willing to spend up to.. 15 bucks for the dare tho. so make it good. XD

[abcdare]

wear a dress for a day. You may put whatever you want over it, but nothing under the dress.

I don't have much.. a few thongs and panties really. I'm willing to spend up to.. 15 bucks for the dare tho. so make it good. XD

*** no family, no ways of getting caught. **** so against my limits due to me getting caught**

[Link1]

Well you wouldn't get caught if you were careful ._.

but ok.. choose 3 items to wear. You'll also need clothespins. Go to the bathroom (you can't get caught there right?) and change into your girly clothes. Then put at least 4 clothes pins on your tongue. The further in they are the better, so that your mouth is sorta stuck open. Enter the shower area so you don't drool all over the floor if you want. Stand around drooling for 5 minutes. Then drop to your knees and get any clothes blocking your privates out of the way. Use the drool as lube. Make sure to edge at least once. After you cum, you may shower. Probably best to do this when no one is home so you can take your clothes to a hamper or something. Otherwise you'll have to cover them up with your own clothes so no one sees.

If this dare doesn't work for you still, I give up. XD


And like I said before, I only have some thongs and panties. oh and some pantyhose actually. but otherwise i'm willing to spend some money if the dare is good enough.

[coldice]

give ur self a thong wedgie
mine must be in my house no one can see i want a complicated or creative one
i love bras and thongs btw

[theboygirl]

do every dare on this thread
maybe semi public

mine cant be messy, no bondage, wedgie, or public

[coldice]

New dare please read what I asked for

[Link1]

you ask for a complicated dare, but give me that? borrriinngg! -.-

[kaliara]

Alright Link it sounds like you are fairly underprepared for the cross dressing thread. Since you said you arent too keen on public and am willing to spend a little money we are going to push your limit just a wee bit.

First and foremost you need to go to a department store of your choosing. Before you go make sure you are wearing a cute pair of panties because like most good cd'ers you should already be wearing them. So go to the store and try to find a bra and thong that match in color or style. (lacey, pink, etc) After you go to checkout you are to ask the clerk where the restroom is. Tell her you dont need a bag and promptly walk to the restroom. Now that you are here enter a stall and put on your new items. You should stuff up the bra and make sure it fits nicely. If you are feeling daring at this point you can either go back into the store to find a cute camisole shirt that goes nicely with your new clothes or you may return home to where you will find yourself on all fours begging for cum while masturbating in front of the mirror.

Hope this was good enough for ya.
Also if the next person could try and put a little thought itd be much appreciated

[ice]

Dress up like a school girl
For mine give a creative or hard dare must be in my room I got all girl clothes

[abcdare]

^ banned so should i miss him ?

Get a set of panties and then another set, put both sets on and give yourself a wedgie, now put on a bra and fill it up with such things like ballons, tissues or something, now admire yourself, next put on a dress of somekind and now stay like this for at least 5 minutes whilst keeping the wedgie, now you may undress and cum :)


I have: Bra, Panties, Tights,Dresses ( pink,purple,black and white, black), Skirts ( Tutu), Makeup, Girls Shirts, one peice swimming costume, Fairy wings,

Like - crossdressing, bondage
Dislikes - public, family, illigal, messy, Poop, pee, wet, long dares

[testingguy]

dress up as a fair and give ur self a hanging wedgie


for mine it could only be in my room and make it also a xdressing maybe some anal:D

[flatshot18]

^ banned so should i miss him ?

Get a set of panties and then another set, put both sets on and give yourself a wedgie, now put on a bra and fill it up with such things like ballons, tissues or something, now admire yourself, next put on a dress of somekind and now stay like this for at least 5 minutes whilst keeping the wedgie, now you may undress and cum :)


I have: Bra, Panties, Tights,Dresses ( pink,purple,black and white, black), Skirts ( Tutu), Makeup, Girls Shirts, one peice swimming costume, Fairy wings,

Like - crossdressing, bondage
Dislikes - public, family, illigal, messy, Poop, pee, wet, long dares


ABC - Get yourself comfy wearing a bra and panties (preferably thong). Then put on your tights. On top of the tights, put on a one piece bathing suit.
To top it all off, add your tutu. Now clean your entire room like this and sing one avril lavigne song while dancing in front of your mirror.

Likes: Feet, cum, small anal, xdress, semi-public (stuff hiding or underneath clothing, or leaving people kinda wondering), bondage, small messy, diapers

dislikes: pain, public, pee/scat

[DareOnMat]

Get fully crossdressed (make up, dress, thong), put a banana in your panties, give yourself a bra wedgie.....stay like this for 1 hour

[fetish18]

Short Skirt
thong
leggings
bra
tight top


make a music video with ur fav song

[chambsfetish]

Ok get dressed up as either:

A school girl: Short skirt, blouse, tie, tights and high heels. With a blazer, full makeup and nails done. (blue).

A slut: Really short dress, corset if you have one. makeup, really high heels, full makeup and red nails. Bright red lipstick. Hair done and a stockings or tights.

Then you are to clean your entire house/flat while your hands are tied infront of you, you have some form of gag in and your legs are loosely tied togethor. You have to act as if your dominant boyfriend is making you do thus. If you are up for oy add a butt plug as well. You must do this once a week for a month. You can only masterbate when dressed this way and cant masterbate at other times. You can only dress up once per day and you have to role a dice to decide how many days are between each crossdress session and therefore each masterbation. Enjoy.

[pantydare]

Dress up in the sluttyest underwear you have and you must cum three times whilst wearing the outfit in differnt rooms. you can not change after for 30 mins

[DareRussian]

go outside for at least an hour with bra and panties under your normal clothing, wear a small shirt and sag your pants.

[goodlilsub]

put on thong and bra and insert dildo in you ass then tie ypur balls up and masturbate till you cum ._________________________________________________ __________________________________________________ __________________________________________________ _____



I will crossdress, semi public will wear under my clothing any clothing, no permanent marks wife would see and masturbate anywherel.________________________________________ likes cum and lsdies undies

[rangeralex]

wear your wifes panties and masturbate 5 times tommorow in them

[naughtygirlyboy]

get crossdressed with everything girly. take your time. your a naughty girl now. your gunna put everything on sexually. first pull on your thong cover that naughty bum up with a mini skirt. now put on your bra and pull on your tube top. stick a banana up your bum get it all warm and squishy. then pull it out and stick it in your pantys. now tie your pantys in the back to something on your wall like a hook. now put your hand down on a table a foot away. you should now have to give your self a wedgie trying to fuck your hand.

I have tons of clothes and like a little messy and wedgies and a little bondage.

[welshdresser]

Insert a vegetable of your choice anally, then wear bra and knickers in bra connection wedgie. Get dressed normally and go for a walk. After 20 minutes you must remove the veg. It must be outside somewhere.

[just_some_guy]

Seeing it's the royal wedding this weekend, watch the ceremony dressed as a bride.


For mine please include a full outfit, and remember my limits

[OriTheOwl]

Wear the sluttiest outfit around your house for a bit (it can be when no one else is home) when no one is there get on your knees next to a doorknob and suck it for 10 minutes.

also I am at college and do not own girls clothes or have access to them but there are a ton of stores around even a few prom dress shop type places (wink wink)

[just_some_guy]

Get a prom dress, makeup a pair of high heels and a life size male blow-up doll. Dress the doll in your smart clothes and put on the makeup dress and heels yourself. Spend from 8 in the evening till 3 in the morning pretending that you are at the prom, you are playing the role of your date and the doll is filling in for you.

For mine, please include details of what clothes I am to wear

[Boy28]

Roll a die and wear what u get for 1 hour

Undies
1-panties
2-thong
3-panties+bra
4-thong+bra
5-one piece swim suit or leotard
6-thong+stuffed bra+leotard+tights

Outfit
1-mini skirt,tank top,makeup
2-summer dress,makeup,nails,hair
3-school girl: short skirt, sexy shirt, blazer, makeup
4-normal male clothes
5-just what u got in the undies section
6-u choose

[Wedgieplz]

Walk around the block dressed as a slut makeup high heels etc and wear a sign that says fuck me the first person that asks u must allow them to fuck u

for mine i have dildos handcufs rope park forest and a ton of girls clothes even slutty also plz dress me up with makeup highheels etc detail by detail make it extreeme and creative it will be public

[gurly-guy]

In order*
Shave legs , arm pits , private area
Go get fitted for a bra & pantie set*
Put on the bra and panties asap
Go to Coles buy some stocking & some make up ..*
Go to an op shop or shop and buy a drees must try the dress on .. Must have bra and panties on..*

[bradslut]

Put on Bikini (stuffed) go to local pool and sun bath for 20 min

i have panties, bra, teddy, lipstick other make up

[daremaster 1]

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

[stickyfingers]

get in a bra connection wedgie with a tiny thong and find the tightest and shortest dress you have and wear that over the top. Roll a dice and that is how many hours u have to keep it on.


(Can i have an underwear one please and also i have no thongs or g strings :( )

[goodlilsub]

wear panty and bra with thigh highs or pantyhose, short skirt and tank top. if you live in an apartment block, go out in the hallway and walk to the end of the hall go up or down one floor, walk to the end of that hall then back to your floor and go to your apartment.While you are in the stairway you must pull out your dick and cum. if you live in a house, open your windows and doors so people can see in and stand there dressed like a woman for 15 minutes, rub your dick and make it hard then cum

[just_some_guy]

Put on a tight corset, a bra (if there isn't one built into your corset), a thong, pantyhose, heels (at least 4 inches), a miniskirt, feminine gloves, and makeup. Stay dressed in this for as long as you can non-stop, then come back and read the text below.

The day after you finish take the number of hours you stayed dressed up like this away from 168. Then put the outfit back on again, tie yourself to a chair, and listen to "Barbie Girl" by the Samanda Twins that many times.

If you last longer than 168 hours PM me how long you lasted and I have to do the other half of the dare.

If you are reading this text before attempting the first part of the dare, then subtract the number of *days* you lasted instead of the number of hours

[gudes]

Get fully dressed up as a woman. Insert a carrot anally. Then pour Italian dressing all over yourself. Now go outside and sit in the sun for 20 min and then jerk off onto yourself.

Like: crossdressing (moms and sisters clothes/underwear), masturbation, little anal, maybe cum play, light orgasm control
Limits: pain, poo, pee, blood, illegal, family (no one can know), webcam (don't have one)

[naughtygirlyboy]

have all my sisters clothes so I can't get them messy

[bradslut]

put on your sisters sexiest clothes you can get a hold of then when no one will be home tie your self to the bed with your butt up in the air for 30 min then jerk off in clothes

likes Crosdressing, Semi Public, masturbation, light anal, i have some panites a teddy bra and lipstick

dislikes poo pee blood and anything seriously painful

[mrspas4]

where all you sisters clothes or yours and stand in window if daring for 1 minute or walk around your back yard

[mrspas4]

make mine really good please its been a while ill do everything wedgies pee diaper clothes tampons strap ons everyything

[welshdresser]

OK. choose a sexy outfit, underwear and outer clothing too. Put the bra and knickers in a bra connection wedgie, but before you do that, insert your biggest dildo anally and use the panties wedgie to keep it forced in. Now stuff your bra and get ready to go out for a walk. I dont care if you need to oput male clothes over the top in order to get away from your neighbours, but wherever you go, you must eventually strip to just your crossdressed outfit. I suggest a quiet countryside area, because you will need to find some stinging nettles. Take a handful of these - you can wear a glove- and shove them down your knickers. Leave them there for 10 minutes minimum, while you fondle your cock through the material of your panties. After the 10 minutes are up, you may remove the nettles provided you can first wet your knickers by pissing yourself Now, remove your dildo and perform a blow job on it, if its really shitty, then you can take your knickers off now and use them to clean it, however, once cleaned you must put the knickers back on. Suck the dildo now, deep throat it. While doing that, you may masturbate through your knickers, in fact you MUST. You must keep sucking it until you manage to cum in your panties. Thereafter you must REINSERT the dildo and go home, where you may clean up. Once you are home though, remove your knickers and lick all the cum out before getting cleaned up.

PM me with how it goes or any issuers with it that you have.

[sit4rope]

Dress yourself in panties, stockings, garter belt, and a sexy top and bind your arms and legs to a chair (with you in it). Have some sort of a release such as a timed lock or frozen key.

---------------
Likes: Crossdressing, bondage, cbt, piss, and more - try me
Semi-Likes: semi-public
Limits: Fecal, public

[bradslut]

get into a sexy pair ofpanties stick them in your mouth then grab another pair and jerk off with them cum onto them then stick those in your mouth and suck tem dry

likes Crosdressing, CBT, humiliation Semi Public, wearing then to work
dislikes pee poo blood

please make mine extra good and you can pm me to see if i finished task

[theboygirl]

go somewhere outside and deserted wearing a pink dress, high heels, and makeup jerkoff on tree and lick it up


likes-crossdress,masturbate,semi-public,vibrator
limits-messy,bondage,pee,poop,others
__________________________________________________ _____________________________
I have red dress,red cami, black/white/green/blue skirt, every color for a bra, every color for panties, red/white high heels, red/pink lipstick, every color nail polish except green, yellow, and blue, every color eyeshadow except black and white, red/light pink/ dark red lip gloss, red/ black lipliner, mascara, eyeliner, red/pink/black lingerie, black/black and pink shirt, and every color belly shir

[lordbob]

dress up in your choice of clothes and the go out and pee in public

[MountainMan1]

Put on the mini skirt and the pink panties. Pull up the skirt so your butt cheeks show. Spank each 20 times as hard as you can for being a naughty girl.

Take the pink panties off but leave the skirt on, put them in your mouth and ride a large carrot annaly for 5 minuites.

Put the panties back on and masterbate to orgasm with them on. Put them in your mouth and repeat the anal step.

Have fun!

Please make mine crative. I have tons of thongs and panties, tons of bras and lingerine, red latex booty shorts, and sexy tops. For bondage I have rope, a blindfold, and common househeld items.

I like: Bondage, Crossdressing, Anal, Nudity, Masterbation, Sissification, Pain, Spanking, and complicated and crative dares.
Limits: Public, Involving other people, Messy, Ruining cloths, blood, scat, pee all the norms.

[ToXic18heart]

Im up for a dare, as of now I got makeup, maxipads, a skirt, 2 pairs of tights, 1 red & blk striped, the other blk with wht dots, 1 blk "a" cup bras 1 d cup bra(wht and pnk floral) 2 lace tanks(1 blue, 1 pnk), 2 chemises, 4 one-piece swimsuits, 1 monokini and bottoms to match, fishnet stockings, and 12 panties;1 thong, 4 full cut bikini briefs, 2 string bikini, 1 prpl lace/mesh brief panty, 3 boyshort/boybrief(1 grey and blue, 1 black w/ lace, the other green) and one black high-cut cheeky brief. This'll be fun ;p

[gudes]

Dress in your sexiest lingerie then but on bright easily seen make up like red now watch porn for 30 minutes and immitate the girl (eg: when shes giving a blowjob, blow a banana, or something similar, when she takes it in the ass, you shove the object that received the blowjob in and out of your ass, when she takes it in the front you can masturbate, but NO cumming until you're done. Then you must find a way to do anal and suck something off while you masturbate then eat all of your cum.

Like: crossdressing (moms and sisters clothes/underwear), masturbation, little anal, maybe cum play, light orgasm control
Limits: pain, poo, pee, blood, illegal, family (no one can know), webcam (don't have one)

[MountainMan1]

Put on the mini skirt and the pink panties. Pull up the skirt so your butt cheeks show. Spank each 20 times as hard as you can for being a naughty girl.

Take the pink panties off but leave the skirt on, put them in your mouth and ride a large carrot annaly for 5 minuites.

Put the panties back on and masterbate to orgasm with them on. Put them in your mouth and repeat the anal step.

Have fun!

Please make mine crative. I have tons of thongs and panties, tons of bras and lingerine, red latex booty shorts, and sexy tops. For bondage I have rope, a blindfold, and common househeld items.

I like: Bondage, Crossdressing, Anal, Nudity, Masterbation, Sissification, Pain, Spanking, and complicated and crative dares.

Limits: Public, Involving other people, Messy, Ruining cloths, blood, scat, pee all the norms.

You skipped me....

For the guy above: Fully crossdress with slutty cloths. Make out with yourslef in the mirror for 5 mins. After edge once, make out without yourslef for five mins again then edge twice contiue the pattern until you get to 5 edges, stick a pen up your ass then cum into your underwear, put the underwear in your mouth and suck out the cum. Put them back on and wear them for the next 24 hours.

Have fun!

[ToXic18heart]

Ok mountainman, here's a creative one, dress up in your sexiest panties bra and top, as well as the red latex shorts. Take 2 more pairs of panties(preferably 1 thong and 1 bikini) and tie a thong around your balls(as comfortable or tight as you wish yet easy to untie so no complications arise) and gag yourself with the bikini one.(google pantygag if you need an idea) now find something decently large to put in your ass(under your clothes) and masturbate anally until you orgasm. Oh, and you have to do that in under 40 minutes while your hands are bound at the wrist and feet tied together. good luck ;)

~ToX

[doublydaring]

walk around the mall in bra and panties under normal clothes with a butt plug if you like

[theboygirl]

http://www.youtube.com/watch?v=XHnLGMv9Lnc
look like this guy or should i say drag queen

[welshdresser]

I want you to cross dress under male clothes. Take female shoes with you if you have them. Go somewhere quiet like a wood or something and change completely to your female clothes. Now you must remain crossdressed for 5 minutes, during which time you must pooh your knickers. Once done, you can go home wearing whatever you like but do not remove your knickers until home. Once home, strip to your knickers and pull them halfway down your legs. Now wank off into them and be careful where you aim as you MUST lick all the cum up after you cum.

[theboygirl]

I want you to cross dress under male clothes. Take female shoes with you if you have them. Go somewhere quiet like a wood or something and change completely to your female clothes. Now you must remain crossdressed for 5 minutes, during which time you must pooh your knickers. Once done, you can go home wearing whatever you like but do not remove your knickers until home. Once home, strip to your knickers and pull them halfway down your legs. Now wank off into them and be careful where you aim as you MUST lick all the cum up after you cum.

READ LIMITS
can i get another one

[laraw]

For one week, before you go to bed make sure to shave your whole body(except head, but including beard). Use some bodylotion. Then put on a garterbelt with matching stockings, a pair of high heels and a sportsbra filled with some big waterballoons. And go to sleep. Write a detailed blog each day stating your experiences.

I would like a good semi-public adventure, i live at a dorm, i got a bike and a wooded area around. I like to be forced to do stuff. Keep things at night please.

[andiman]

dress in a slutty outfit. have your bra and panties smaller than you would normally (only if you want too)

now give yourself a bra connection wedgie and clean every room in the house. after you clean a room, edge without touching yourself.

[lordbob]

dress up in your slutest outfit and wear that for the rest of the day

[andiman]

lol
iam allready wearing my slutty dress with net stockings since 2 hrs.

so maybe you get also in some nice slutty outfit. It has to include nice lingerie, tights or stockings and a sexy top or dress.
Now you have to try to hide the stuff as best as you can under your normal boy clothes. but dont wear socks.
After that you have to go for a nice little walk for about 20 min.
Enjoy...

[abcdare]

lol
iam allready wearing my slutty dress with net stockings since 2 hrs.

so maybe you get also in some nice slutty outfit. It has to include nice lingerie, tights or stockings and a sexy top or dress.
Now you have to try to hide the stuff as best as you can under your normal boy clothes. but dont wear socks.
After that you have to go for a nice little walk for about 20 min.
Enjoy...

Dress up like a model, so makeup (blusher, eyeshadow) and also wear a sexy dress, after that admire yourself in the mirror whilst you pout and strut up and down, do this for five minutes then you may cum,


I have: Dresses - Pink, purple, black and white, black
Skirts - long black one
tights- red and purple
makeup
fairy wings
a tutu skirt
whiches hat


loves: crossdressing,
Likes - webcam but no face unless the other is crossdressed
wont do: anal, family, illigal, long dares, out the house

[bradslut]

get you pink dress and purpel tights then do a sexy strip tease in front of a web cam


i live with a femal room mate and can use whatever she has give me somthing slutty to do

[lordbob]

Model all her outfits and ask wich one you look best in then wear that one.

[DARE-ME]

Ask Ur mom or sister what they favorite thing to wear under there clothes is .... Then wear it under Ur clothes for 1day

[bradslut]

get in your sexiest outfit or female underwear then tie your self to a kitchen chair and sit in front of a window for 5 min or longer

likes Crosdressing, orgasium control,
i have a female roommate so i can use anything she has like bikinis panties bras all kinds of outfis but she can not find out.

make me your slut pm me for details

[daremaster 1]

Dress up like a teen girl (all pink! thing, miniskirt bra ect) and do some housework.

[bigdad58743]

wear a thong and bra wedgie all day

[theboygirl]

Wear a pink dress that a model would wear and go outside for a jog around the block for 30 min
Remember i now have knee highs but no garter belt or heels
I also now have breast forms

[ark_nekko]

look up any porn star, then dress as the first picture you see of her!

[Eminem jr]

Call over your friends for a dress up party and if someone comes you must answer the door fully crossdressed

[abcdare]

Call over your friends for a dress up party and if someone comes you must answer the door fully crossdressed

Put on a Dress and then stroke yourself after look up a girl on facebook or google and find a picture of her in a dress then try and pose like them ;D

[AMoney]

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 can untie yourself. 5 people have to say yes before you can.

[bradslut]

put on your bikini and heels then walk areound the house with the blindss open doing house work


likes: Crosdressing, orgasium control, humiliation, semi public, Femdom

limits poo pee blood extream pain

[Coyote]

dressup however you like but make it feminine and humiliating. slutty makeup. Now walk to your mailbox, then back inside. then halfway to your mailbox, then back inside, then once around your house. then back inside. No masturbating for 24 hours after completing this. Hope this isnt too public for you :)



May i have a good one please?

[intights]

from the waist down you must dress as feminine and girly as possible, from the waist up you must dress as masculine as possible for 2 hours, then roll a 6 sided die.
1-2: You need to keep wearing what you are for 1 hour, then roll again.
2-4: You may change back into normal clothes
5-6: You need to switch, feminine from the waist up, masculine from the waist down for 1 hour, then roll again.

i'd like a good one too :D

[Eviltoymaker1]

Go to school or work or mall dressed like a schoolgirl with a vibrator taped in ur ass turned on either intil it dies or you cum! XD I did at a mall I came in my panties and just kept going til it died lol

[submissive forrest]

wear a skirt to the mall with a thong and bra on and a womens shirt

[abcdare]

wear a skirt to the mall with a thong and bra on and a womens shirt

Get Dressed in your favorite Dress/Skirt and top/Swimming costume/Fancy dress costume, and also put on a bra, then for 5 minutes go on the computer, find a clothes website and go to the directory so if your wearing a dress goto the dresses section etc, now pose like the first model of the first dress/skirt/swimming costume or Fancy dress costume that you would love to wear and take photos, now after this you may cum

[theboygirl]

do your own dare but pose for an hour if you move you must spank your self hard 20 times with a paddle of belt or something of the sort

[stitofff]

Search on Google your favorite actress/singer pics and get dressed that she's wear on a pic on the 4th page (2nd row 1st col) and wear them for 2 hours. If it's difficult (exclusive clothing and/or nowhere sale something else) choose something else from the 4th page.

[idlersdream]

try on a skirt in a clothes store

[SissyDL]

try on a dress and Bra and ask a sales assosiate or Store employee how they think you look in it. if they say good or Ok then u gotta get that stuff and have them ring you up!! xD

[MountainMan1]

Dress up in a thong, tight jeans, a skimpy bra and a small tank top.

Get into a bra connection wedgie and stay like that for 5 hours. Have fun!

For me:

Likes: Selfbondage, Crossdressing, Anal, Masterbation, Pain, Wedgies, Private Humiliation, Underwear.
Limits: Public, other people, Family, Friends, Poop, Pee, Messy, Risky, Blood, Illigal, Webcam.
Items: No toys, panties and thongs, crossdressing cloths, rope, blindfold, common househeld items.
For cloths I have it all besides skirts.

[SissyDL]

Dress up in a thong, tight jeans, a skimpy bra and a small tank top.

Get into a bra connection wedgie and stay like that for 5 hours. Have fun!

For me:

Likes: Selfbondage, Crossdressing, Anal, Masterbation, Pain, Wedgies, Private Humiliation, Underwear.
Limits: Public, other people, Family, Friends, Poop, Pee, Messy, Risky, Blood, Illigal, Webcam.
Items: No toys, panties and thongs, crossdressing cloths, rope, blindfold, common househeld items.
For cloths I have it all besides skirts.

whole outfit i assume is 5 hours?
next person to post still needs to dare this guy, not me.

[theboygirl]

Dress up in a thong, tight jeans, a skimpy bra and a small tank top.

Get into a bra connection wedgie and stay like that for 5 hours. Have fun!

For me:

Likes: Selfbondage, Crossdressing, Anal, Masterbation, Pain, Wedgies, Private Humiliation, Underwear.
Limits: Public, other people, Family, Friends, Poop, Pee, Messy, Risky, Blood, Illigal, Webcam.
Items: No toys, panties and thongs, crossdressing cloths, rope, blindfold, common househeld items.
For cloths I have it all besides skirts.

put on a mini dress and full drag makeup. masturbate while you ride a carrot for 10 minutes while watching crossdresser porn

[xhail]

put on your sexiest thong and bra preferably bright colours your smallest skirt your crop top and heels be sure to put makeup on as well. have all this under guy clothes and go to any woods that are near your house at night, take off your guy clothes and leave them at the start then take a long walk through the woods dressed as a girl hopefully no one sees you!

also rub yourself through your thong the whole time your out the house you can cum as much as you want but you must keep rubbing. have fun!

[idlersdream]

wear panties, a bra and full make-up to bed every night, and sleep without covers or sheets :)

[welshdresser]

wear a bra and panties in a bra connection wedgie for 48 hours. They can be underneath male clothes. If you need to pee or poo you'll have to find a way of doing it without removing the underwear.

[ToXic18heart]

flip a coin, if heads you dress as a slut, if tails as a sissy. if you dress as a slut, put something large in ur ass and leave it there for anywhere from a half hour to an hour and watch porn. if you dress as a sissy you must clean the house and then do girly sissy things like paint your nails, take a bubble bath, make a facial mask, or any combination you wish ;)

[xFrank]

Dress up like an average teenage whore, a short skirt, your brightest color bra (stuffed of course), a white girly shirt easily seen through, paint your nails a fluorescent color, some high heels, and a thong. Make sure to do your makeup as obnoxious as possible. When your done, take some pictures of yourself all whored up and post them to some rating websites.

For me, give me something good. I actually thought up one on my own, so please don't give me "wear a bra and panties." haha, I'm expecting some thought put into mine. (:

[welshdresser]

First, drink 2 litres of water as quickly as you can, plus one can of red bull. Dress in bra, knickers stockings and suspender belt. Put on heels if you have them. Be sure to tuck your dick down between your legs. Now paint your fingernails, taking care to do a good job. While you are waiting for them to dry, lie on your front on the floor and hump the floor 30 times every minute. It can be one hump every 2 seconds, or you can stop for a short while and then start quickly to catch up. You cannot go to the bathroom or indeed get off the floor at all until your nails are completely dry.

[Shiney]

That was significantly more creative then anything I've seen here in a while, and for that, you get a dare welshdresser

I'm not sure what you have in terms of clothes and equipment, so I'm going to make shot in the dark here on this.

This dare is going to involve using a little imagination. specifically, you're going to be kidnapped and turned into a girl, so you'll have to imagine/play along with parts of the dare.

Start off in your normal guy clothes (If you really want to be hardcore about this, wear some clothes you can destroy). Imagine you take a shortcut through a back alley, and all of a sudden, a white cloth gets pulled over your face, and suddenly you fall asleep. When you wake up, you're tied up and (if you're doing the hardcore version of this, keep your guy clothes on and cut them off while you are tied up) you're being dressed as a girl. Your kidnappers put panties, stockings, a bra, a dress, a wig, make up, and heels on you (put these things on the retie yourself). They tie you spread eagled and put a vibrator into your ass and they put clothes pins on your balls and leave you there for 30 minutes. When they come back, they untie one of your hands and let you masturbate, but just as you are about to come, they make you stop and tie your hand back up and leave you for another 15 minutes (edge and then retie your hand back). After another 15 minutes, one of them sticks a dildo in your mouth and forces you to give it a blow job for 10 minutes. They then let you masturbate and come.



For the person giving me a dare, please, please, please respect my limits. Look at my limits. Don't ignore them. I'd also like it if you took some time with your dare. don't just say do your own dare or wear panties for a week. Be creative with the dare. The more creative it is, the mroe likely I am to push my limits.

Clothes I have:

Wig
Panties (black and red)
blue plaid Skirt
brown skirt
Leggings
Black babydoll shirt
5-inch heels
flat boots

I have handcuffs, ropes, scarves, and other things for bondage purposes.

Have fun dareing.

[alexz]

It's hard to be more creative than you in this one! But here it comes:

You have been kidnapped by an Dungeon master. First dress only one pantiem you babydoll and the heels. Put make-up, paint your nails. Now you're his little made. Go clean the house. In several moments use only your tongue. Few hours later, change to more fancy clothes, you're gonna become your master little bitch. Write with a marker in your whole body: Durty Slut Slave. Them put an vibrator and get into a self-bondage 9you choose based on your material). Gagged with a dirty sock and blindfolded. Keep it for 2 hours. After that, masturbate 6 times in a row, non stop.

[crossdressing227]

put on a wig a stripper top very very small mini skirt thong where people can see it stripper boots and makeup and see how many people talk to you thinking your a girl

dont have to do public part

[theboygirl]

That was significantly more creative then anything I've seen here in a while, and for that, you get a dare welshdresser

I'm not sure what you have in terms of clothes and equipment, so I'm going to make shot in the dark here on this.

This dare is going to involve using a little imagination. specifically, you're going to be kidnapped and turned into a girl, so you'll have to imagine/play along with parts of the dare.

Start off in your normal guy clothes (If you really want to be hardcore about this, wear some clothes you can destroy). Imagine you take a shortcut through a back alley, and all of a sudden, a white cloth gets pulled over your face, and suddenly you fall asleep. When you wake up, you're tied up and (if you're doing the hardcore version of this, keep your guy clothes on and cut them off while you are tied up) you're being dressed as a girl. Your kidnappers put panties, stockings, a bra, a dress, a wig, make up, and heels on you (put these things on the retie yourself). They tie you spread eagled and put a vibrator into your ass and they put clothes pins on your balls and leave you there for 30 minutes. When they come back, they untie one of your hands and let you masturbate, but just as you are about to come, they make you stop and tie your hand back up and leave you for another 15 minutes (edge and then retie your hand back). After another 15 minutes, one of them sticks a dildo in your mouth and forces you to give it a blow job for 10 minutes. They then let you masturbate and come.



For the person giving me a dare, please, please, please respect my limits. Look at my limits. Don't ignore them. I'd also like it if you took some time with your dare. don't just say do your own dare or wear panties for a week. Be creative with the dare. The more creative it is, the mroe likely I am to push my limits.

Clothes I have:

Wig
Panties (black and red)
blue plaid Skirt
brown skirt
Leggings
Black babydoll shirt
5-inch heels
flat boots

I have handcuffs, ropes, scarves, and other things for bondage purposes.

Have fun dareing.
do this dare it was pretty fun

[andiman]

go to some super market, and buy the following:
lipstick
tampons
a cucumber
condoms
nail polish

go home and use all of it... ;)

[theboygirl]

go to some super market, and buy the following:
lipstick
tampons
a cucumber
condoms
nail polish

go home and use all of it... ;)
no public read limits can i get another one

[welshdresser]

Nope... that dare wasn't public by any sensible definition.

this dare is for Andiman:

Go to birchplace.com and join on a free membership. Then go to the cam room in chat and put on a free strip and fondle show for 10 minutes. Obviously you can hide your face. You can only cum once you have had at least 10 people view your cam. If you dont make it, then no cumming for 2 days.

[coolstuff]

You are gonna roll one dice first and pick the right one..

1 - Thong
2 - Bra
3 - Thong + Bra
4 - Bra with 1 sock in each cup
5 - Bra with 1 sock in each cup + Thong
6 - Bra + Thong with a pad in it

That's what you are gonna wear..
Now roll another one:

1 - 1 day
2 - 2 days
3 - 3 days
4 - 4 days
5 - 1 week
6 - 2 weeks

That's how long you are gonna wear it

[welshdresser]

No durations longer than 3 hours is one of my limits..... so as this one has a minimum of a day i can't do it.

[ToXic18heart]

This one's for welshdresser; Put a decently sized object in your ass and place a tight pair or panties on keeping the object in. Then tie yourself up with rope like a sling bikini(look it up if need be). After thats done put on a stuffed bra and any other bits of lingerie you want. Once you're dressed try to edge 3times in a half hour without using your hands. If you dont succeed spank yourself 20 times. Have fun <3

[The Man Man]

You are to wear a bikini and take a nice, long bath. Afterwards, as you reach for a towel, do not dry out the bikini itself, just your body, and wear it wet under your normal clothes for the day.

[lucy-ann]

guy above is banned.... ill take one tho this thread neeeded reviving

[Thatonekid]

wear a thong, bra (connected) and a dress, do your make up and edge three times then masturbate... you must keep the outfit on for 3 hours after... then you can clean.

[theboygirl]

Do every dare on this thread that you can do. Pm me how many you could do. For every one you couldn't do.You must spank your ass 20 times for each one

[welshdresser]

wear every item of female clothes you possess (at the same time). For every one you couldnt get on you must spank your ass 20 times - after youve finished and removed all the clothes you got on.

[nasty girl]

put on some panties and some low cut jeans stuff your shirt into your panties and un fly your zip and take a nice walk to the park :)

[welshdresser]

Crossdress completely and spend 5 minutes outdoors. You can do it any time any place you choose but once the 5 minutes begin you cannot stop til its done. Oh, and YOU MAY NOT COME UNTIL YOU HAVE DONE THIS DARE.

[ark_nekko]

Put on a pair of sexy panties and a bra (stuffed). Now put on a very short skirt and a sexy top. Put on girly socks and tights or fish nets. Now put on high heels. Now you can only take off your close in incraments of 5 minutes.
After 5 minutes take off girly socks but put self in a bra connection
After 5 more minutes take off tights but give self 10 spankings.
After 5 more minutes take off skirt but pull up on bra connection really hard every 50 seconds.
After 5 more minutes take off shirt and remove
After 5 minutes remove anything else but the thong which you must keep on.

[theboygirl]

be the person above's slave

[Emilie]

You can only wear pink for the next week.

[theboygirl]

give yourself a hanging bra-connection wedgie in panties,makeup,and heels

[cloudxiii]

You must cross dress whenever you are home for the next 2 days (You can just sleep in bra/panties). Also, you must make yourself all pretty (make-up, jewelry, etc.)

[db25]

You must cross dress whenever you are home for the next 2 days (You can just sleep in bra/panties). Also, you must make yourself all pretty (make-up, jewelry, etc.)

Paint your nails (at least toes), wear women's underwear for the next week, and each day you must wear some form of women's clothing that is somewhat embarrassing, but only when home.

[welshdresser]

shave yourself every day before putting on womens knickers for the day. Do this for 1 week. For 3 days of the week you must wear a bra as well for at least 2 hours each time. You choose the days to work for you. On one of the days when you are wearing a bra, you must stuff it and go out in public. You may wear other items on top to hide it. Whilst out on that day you must buy yourself a pair of panties and a bra. At some point in the shop - either at the till or whilst browsing, pick out some knickers / bra and ask a staff member if the colour suits you.

[thomask]

Put on a mini skirt, high heels, a sexy thong, matching bra and a nice top. Now stand in front of a window until you see someone, then you can dive or hid or something, out of sight.

[naughtygirlyboy]

Okayy soooo i want u to become then next slutty porn star i want u to dress up in a nice g-string and a matching bra and nice short dresss likea a club one and i want u too put on some regular porn but u will be acting like the girl i want u ot follow every move she does soo when she is giving head or deep throating the guys dick i want u to be dooing the exact same(obi not a real dick but same size wise) at the same speed so when he sticks the dick in side ur pussy ull be sticking it in your ass same speed u r the girl in teh porn movie

[nasty girl]

Getsome nylon pantihose put it on put a 1 piece swimsuit on then get some heels on go out side for At least 5 min

[hellothere]

since you are a female, only wear boxers or briefs under your normal clothes for a week with no bra allowed.

[Leotard]

For the next day u must wear a thong type thing pantyhose or leggins. and u can hide them under stuff but u cant take them off!.

[lilgirljohanna]

for the next day you must wear a leotard and mascara.

[welshdresser]

wear a stuffed bra under a tshirt, and go into at least 1 shop and make a purchase.

[Leotard]

Fully cossdressed: must include slutty dress, high heels, and lip gloss.

[theboygirl]

do your own dare but in a wedgie and bondage

[fuller101]

You must fully crossdress meaning lip gloss ect go to a store and go to the womens section of clothes if no public get dressed then take pics and use as screen saver on you're phone

[ark_nekko]

i dare you to hang out with your friends fully crossdressed. :)

[welshdresser]

i dare you to go swimming in a bikini.

[tot]

I dare you to wear a bikini over mens clothes for a day.

[Leotard]

Fully cossdressed: must include slutty dress, high heels, and lip gloss.

[FrenchPlayer]

Bra, thong, and make up !

[theboygirl]

do all dares ive posted on this thread that are within your limits

[CD57]

Put on as many of your womens clothes as you can till its overly uncomfortable. Then hump something until you cum. Stay in that for the rest of the day and sleep In it

[welshdresser]

wear your bra and panties under your male clothes. Stuff the bra with ice. Insert a dildo in your ass. Put your bra and panties in a bra connection wedgie. Now go outside for a short walk. For bonus points, go into a shop and buy something. When you get home, masturbate to orgasm with toothpaste as a lube. You must cum before you are allowed to remove your bra and ice.

[laraw]

Fully crossdress, put some male clothes on top and take a bike lock and a slingshot with you. Now find a really secluded spot. Lock your male clothes to something fixed. Now close your eyes, spin around and shot the keys to your bikelock away. If you like spin a little more and open your eyes. Now find the keys.

[Panty]

For the next week you must be wearing a tampon (ass) or pads.
You must pee sat down, you can change them daily.

Nothing public please.

[Knife]

You must get fully crosdressed (make up and all) and go take a nap. Hopefully nobody comes in when you're asleep!

[ark_nekko]

i hope im not violating your limits.
every boy/panty boy, has to get their lengrie from somewhere. so, i want you to go buy a pair of panties, and then go home, and give ur self a hanging wedgie. with the panties you bought, then cum. then when your all done, u have to make your self edge two more times before completing this dare.

[welshdresser]

i want you to dress in bra panties a corset, fishnets a mini skirt and heels. Wear a wig and make up and go for a walk outside for 15 minutes... oh and dont forget to wear your butt plug throughout

[gurly-guy]

For your dare .. Your looking a white and need a tan
So put on a bikini and some heels a little make up and tan for 2hrs
Good luck

[krisy]

wear some tight panties and fishnets under your cloths for a whole day

[gurly-guy]

Ok for your dare I want you to put on a cute skirt and panties
With some stockings now put male Jean over top and go to a shopping centre Toilet take your jeans off and hang then over the door .. Sit down wait 10 mins hope some one docent take your jeans if they do u have to leave in the skirt no cover up .. Good luck



For my dare I am alowing public ..

[fred&ted]

Completely cross dress and go to a busy spot and say to someone
"Do I look like a boy or girl? Because I was told I looked like a boy" Tell me what they say to you.

Only Semi Public for me if you want anything public involved.

[welshdresser]

crossdress as fully as you can, but put yourself in a bra connection wedgie. Go outside dressed that way for 5 minutes: you choose the place and time to suit your semi public limit. If necessary you may leave the house with male clothes over the top but you must spend at least 5 minutes outdoors dressed only in women's clothes.

[krisy]

wear a pair of very tight fitting panties and a bra put your self in a bra connection wedgie then put on some regular male shorts and a plain white tee for your shirt and go walk are a mall or a department store for a few hours

[welshdresser]

crossdress as fully as you can. Now do some housework: ironing, washing up or hoovering. Spend 1 hour doing this.

[Knife]

You are to get fully crosdressed (makeup and all) and masturbate to completion. once done, stay dressed the same as you were for at least an hour, but do not "fix" any portion of clothing or makeup that was altered during your masturbation.

[dcoen111]

you must crossdress in sluttyest outfit and every time you see the word edge in a forum you must edge when you have done this ten times you may cum and take off clothes

[stewie]

Ware make up every day of the week make it so that people can tell do your nails and toes etc. but ware normal clothes. make it so any one can tell tou have make up on lip stick the lot.

[diaperkitten]

You must wear the cutest little girls undies evey day this week and make sure there showing

[Leotard II]

wear some tight panties and fishnets under your cloths for a whole night

[CD57]

hanging wedgie in your unitard for ten min

[fuller101]

You must crossdress completely but be in a bra connection wedgie

[Leotard II]

Revenge for you! do the same as you gave but do it twice for 30 mins each.

[Domorsub]

Dance in your sluttiest outfit to a katy perry song.

[CD57]

fully crossdress and go to the store to buy a banana

[welshdresser]

Take a condom and fill it with milk. Now put it in the freezer until its frozen solid.

Now crossdress your sluttiest, including make up. Take the milk dildo out of the condom and perform in front of the mirror for 5 minutes, sucking it like a cock. Now insert it anally until its all in. You must remain crossdressed until it melts and all leaks out but you may NOT expel it when solid. You may be in the bathroom for this if you wish.

[intights]

For the next day, the lower half of your body must be fully dressed like a female. You must also act the part. You must be showing off tights, have on panties/skirt/girly shoes. You must sit like a girl all day [legs crossed at knees], walk like a girl, masturbate like girl.

[welshdresser]

You must dress like a slutty girl. Sexy bra and knickers, stockings and highest shoes you own. Lots of lipstick on. Shortest skirt you own and tightest top.

Now get 2 dildos or improvise if you dont have them. Get in front of the miroor and pretend to give one a blow job. Get lipstick smeared all over it. Take it as deep as you can. Now fuck your ass with it while blowing the second one. Keep the one in your ass with your panties. While your doing this, say out loud "i'm a slut and i deserve to be used." and "Oh god yes, that's so good"

After 10 minutes, swop the dildos round. If you are too squeamish to suck the one thats been up your ass, you have to eat your cum at the end instead.

[ososlo]

Ok i want you to get dressed as much as possible And go watch a movie sit close to someone in the theaterplus you should be wearing your best plug. Then on the drive home must place it in you mouth

[CD57]

wear a skirt all day and spank yourself fifty times each cheek each hour.

[welshdresser]

Wear your bra panties girly shirt and jeans. Stuff the bra. Go outside somewhere whilst dressed like this. Find a Male public loo - possibly in a shop or Mall, and when in there urinate. Once youve washed your hands, apply lipstick before leaving.

[MrMessy]

Put your means of escape (knife/keys) in view of your front window. Move to the back of the house and put on your best bra and panties, tie your ankles, tie/cuff your hands behind your back. Now you have to get to the front again and release yourself.

[Knife]

You are to dress up as girly as possible, and use the girliest shoe you have as a bowl for your next meal. (you can sanitize it or put the food in a bag but ultimately it must be eaten out of the shoe)
Don't forget to freshen your lipstick afterward!

[CD57]

crossdress fullly with lipstick and get out a dildo or other object like one. give it a passionate blowjob until it is covered in the lipstick. feel free to reapply

[the fish]

fulley crossdressed with lipstick find a high heel ( like 4 inch heel) that has been used and give the heel a blowjob until most of your lipstick is off then reapply

[Theonly1]

Go to a semi public place and put on your most girly underwear the wait for 15 min and if you see someone ask them if they like your undies.

[CD57]

have a bra connection wedgie under male clothes at a store for ten min.\

For me can I have something real slutty but private?

[welshdresser]

your task is to crossdress in your sluttiest complete outfit. Now insert your makeshift buttplug (whatever that is) and orgasm.

Save the cum in the fridge.

Keep butt plug in and get 2 more samples of cum. I'm assuming your own but hey, i dont care where you get it from.

With your butt plug still in, put all the cum together and gargle it. Blow some bubbles. Masturbate to porn while doing this. Dont swallow until you achieve what will probably now be your 4th orgasm. Try to swallow just as you are cumming (in your knickers).

Now you may remove the butt plug only when you have first stripped off your knickers and licked them thoroughly clean.

[Knife]

Wear your sluttiest outfit and tie yourself face down to your bed. Without using your hands and in your clothes, you are to edge twice and orgasm the third time around.

After that you are to untie yourself, but from the waist down you cannot use your hands or arms to undress.

[CD57]

put a dildo in your ass then fully crossdress with a thong then hanging wedgie till it breaks

[welshdresser]

insert butt plug and keep in with a bra connection wedgie. Wear this for as long as you can. You may remove for doing poo but must reinsert as soon as you can. PM me with how long you wear it. I'll give you a reward if you exceed the time ive set as your target. Ill give you a punishment if you fail.

[Geonosion]

Ou must fully crossdress (make-up/dress/skirt/wig etc) any girly oufit u want and when u are alone you must tie yourself to something heavy in your house and throw the key just out of your reach. If you don't get to it you will be caught :) good luck

limits:public/family/ilegal

info:I'm only 13 so nothing to humiliating and nothing to do with being caught by anyone especially friends

[ark_nekko]

Wearpanties and a bra to bed every night. And you have to stuff the bra

[Leo II]

Wear a mini-skirt, girls shoes and bra (can fill if u want) and go outside

[Geonosion]

Crossdress in a really girly outfit whenever you want and put male clothes on top so noone can see stay like this for the whole day.

[goodlilsub]

wear a black bra and panties with black thigh highs, wear a white t-shirt so the bra can be seen through it and pants with sandals so the feet of the thigh highs can be seen and walk 2 blocks then come back home

[CD57]

Go to a park and swing for ten minutes with a bra connection wedgie and full makeup

[welshdresser]

OK, you're going out for a run. Get your nike shorts on and stuff a bra. Don't forget your lipstick!

[Knife]

Watch a sappy romance movie fully crosdressed, including makeup. If anyone in the movie has sex, you must edge the number of times it happens in the movie. During either a really happy scene or a really sad scene you must make yourself cry so that it ruins your makeup. You aren't allowed to fix it until the movie is over. You cannot orgasm or take anything off until the movie is over and you have done all the other requirements.

[CD57]

OK, you're going out for a run. Get your nike shorts on and stuff a bra. Don't forget your lipstick!
...thats public

sleep in a shoulder wedgie with something in your butt

[welshdresser]

OK then dress up for a run, with a bra on filled with water balloons - you can use condoms. Put on make up. Insert your butt plug. Now you have to run for 20 minutes without stopping. If you have stairs in your home then run up and down them repeatedly. If not, just keep running around indoors. You are not allowed to stop to adjust anything, including your butt plug.

[goodlilsub]

put on a bra and stuff it. a thong with black thigh highs. a short skirt and heels with a white tank top.
drive to a stop sign and stop the car. open the hood and pretend you have car trouble. wait 5 minutes and see if anyone stops



I like crossdressing, i live in an apartment building and would be willing to go out in the hallways or the lobby where there are 3 couches. prefer not to go outside unless it is very early in the morning

[Leo II]

wear a thong, bra (connected) and a dress, do your make up and edge three times then masturbate... you must keep the outfit on for 3 hours after... then you can clean.

[Dylan Johnson]

Slip on your leotard, pad out the tits and add some make-up. Find an exercise video on youtube (minimum twenty minutes long) and perform it.

I currently have no cross-dressing clothes (new to this), but really want/need to get some, so person below feel free to pick out stuff if you wish (amazon.co.uk is best for me).

First timer so humiliate me :)

[laraw]

http://www.amazon.co.uk/Leg-Avenue-Private-School-Costume/dp/B001CE3I48/ref=sr_1_4?s=clothing&ie=UTF8&qid=1320583094&sr=1-4

http://www.amazon.co.uk/Knickers-Lady-Zep-selection-available/dp/B004LN04PI/ref=sr_1_15?s=clothing&ie=UTF8&qid=1320583540&sr=1-15

http://www.amazon.co.uk/Pleaser-Domina-heels-ankle-DOrsay/dp/B0044L9BDS/ref=pd_sim_sbs_sh_15

You should wear those every time you prepare your lessons. If you feel daring try to put them on and a long coat to hide under. Now go for a walk, at some point drop the coat and walk at least 100m away from it.

Im looking for semi-public nightly challenges, maybe with increasing difficulty. I live at a dormitory with alot of students, so everything nearby is risky. There's a wooded area nearby for a little more privacy. You can use bondage, locks and cuffs to force me into situations.

[Desangel]

I dare you to dress up and hide out in the woods until at least 5 people or cars have passed by within hearing distance. (Sorry, I'm new to this, hope that's OK!)

[lexora]

You will go to a public restroom one where it is a girls and boys next to each other. You come in dressed as a boy in the mens bathroom then dress as a girl and head to the girls bathroom and use it. Then you will leave the bathroom and go around.

[Leo II]

You must put on as many of the underwear as possible then do some vigerous exercise for an hour before keeping them on to have a nice relaxing soak in the bath.

[Thongboy333]

Give yourself a hanging wedgie dressed as a slut. Dont go down until you piss yourself then, when you piss put the soaked underware in your mouth and put yourself in a hogtie. Until you suck all the piss out of the underware.

[Knife]

Get crossdressed and use some sort of toy or phallic object to masturbate in your rear end. When you finally cum, wipe it all off with the object and then clean that off with your mouth

[Thongboy333]

Put whippedcream up your ass and give yourself a frontal hangingwedgie

[CD57]

dress as slutty as you can then cum into the toilet. then give yourself a swirly

[Thongboy333]

Cum into a cup 10 times, then freeze the cum. Put the frozen cum in your ass and give yourself with a banana when the cum unfreezes. Then eat the banana.

[CD57]

freeze some of your cum until you can make about three ice cubes. put them in the back of your thong and dress like a slut. now watch oxygen for an hour. halfway through, take off your panties along with what is left of the ice cubes and put them in your mouth. after the hour is over you may take them out

[Thongboy333]

Give yourself a chairwedgie with you buttplug in. tie yourself to the chairand dress as a slut. Stay like that for 30 min.

[CD57]

tie yourself spread eagle to your bed with a buttplug or dildo in your ass while dressed as a slut. put a webcam above you and go on chatroulette or omegle like this for thirty min

[Thongboy333]

Give yourself an enema will water with.red dye in it. Put a tampon in your ass wear white panties and dress as a slut. Then act like a girl for the rest of the day

[CD57]

for a whole week tape your dick to your balls and wear only panties as underwear. no matter where you are you now must sit down to pee with your panties around your ankles

[hunter]

put 5 ice cubes in you butt then dress like a slut then go sitt on the toilet untill the ice melts, once the ice has melted tied yourself to the toilet untill you cum on your slutty outfit

[welshdresser]

i want you to go for a walk outdoors while crossdressed. Bearing in mind your limits, you are allowed to wear normal clothes on top, and you can go somewhere as quiet as you can find. However, you MUST remove your normal clothes for at least 5 minutes.

[naughtygirlyboy]

dress in full slutty chick outfit. skimpy thong stockings skirt bra. now act like a girl! make everything sexual. take a dick shaped object and give it a blowjob. now tape to to something and ride it in your ass. moan and act like a chick.

[welshdresser]

A walk outside for you, wearing a bra and knickers. You can wear a t shirt on top and trousers below but that's all... apart from shoes :)

[thomask]

Walk at least 5 miles outside wearing the highest heels you can find.

[CD57]

walk to the nearest store to your house dressed as a slut with your skirt tucked into the back of your panties and buy some tampons. if someone tells you your skirt is tucked in, don't fix it just say ok

[linkboni]

Dress in the sluttyist outfit you have and ride a dildo till you orgasm (without touching your dick)

[paul19]

hmmm, put the most frilly panties and bra that you have. Remember to push you dick back before you pull up the panties, you won't be needing it. Next put on the tightest pair of jeans you have and put on a belt and lock it with a padlock of some sort. Make sure your dick is still pushed back before you pull up and lock the jeans on. Don't forget to stuff the bra and apply a generous amount of make up. Such as eye liner, blush and lip gloss. Tie you knees and thighs together so you have hobble when you walk. Also tie your hands behind your back, preferably to a belt loops. Make some kind of escape plan such as scissors or just keep it lose enough so you can untie it with a bit of effort put to it. Now, find a door knob that you can reach from your knees and roll a dice.

1= 2 minutes
2= 3 minutes
3= 4 minutes
4= 5 minutes
5= 7 minutes
6= 10 minutes

This is how long you have to suck/lick the door knob. If for any reason you stop, you must add a minute and spank you ass 10 times with a hard solid object such as a wooden spoon or hair brush. After you finish giving head to the door you have 2 choices. you can either stop and not be allowed to masturbate until the next day.... or get some type of vibrator with a low setting. A electric razor works well also. ( of course make sure the blade is covered up, mine has a plastic top to it. ) Now, you are allowed to remove your jeans and drop your panties to your knees(obviously you will have to untie your hands for this.), you must now rub the vibrator ( or w/e it may be ) along the bottom of your penis for 5 minutes. AFTER 5 minutes you are finally allowed to cum using your hand or what ever object you would like. If you cum before the 5 minutes are up, you must pull your panties back up without cleaning them and put the jeans back on and lock them back up. You will have to spend the night in these close as a punishment. You may clean up in the morning.

Limits: no public, involving others. Nothing permanent or messy.

Likes: Private humiliation ( an example only watch girly tv shows, do girly things. ect.), Long Lasting, light bondage, Cross dressing.

Have: panties,bras, thongs, leggings, knee length toe socks nail polish, small length of rope, Tampons, tight jeans and short shorts.

Make up includes: Eye liner, lip gloss and nail polish.

Please make it creative..

[deepsix]

Talking about CD dares. Check my albums with my CD adventures.

[faikudan]

I dare you to dress up as much as possible but leave your dick and ass fairly exposed so that you could insert your vibrator or masturbate If needed. You can choose to do a webcam show or not but basically I want you to spend time dressed up and when you feel really horny put a stretchy tie or rope around your dick and balls, get nit piledriver position and jerk off onto your face. (you can insert your vibrator if it helps)

limits: anything public I'll do at night or on webcam, nothing too messy or pain( not much for Wexford either but I'll do them)

likes: Anal, outside, humiliation, anything you like