Dare: Should I or Should I - Page 3

ccp · 01-29-2018, 11:19 AM

You should spend the night as a baby

should I walk around my block in a leopard print bikini
or should i wear something equally as embarrassing of your choosing?

Mr. Unknown · 01-29-2018, 11:20 AM

The leopard print bikini

Should I wear my girlfriends shoes to university for a week
or
Should I wear 2 pairs of my own socks to university for a week
______________________
Male/20/Pan
LIKES:
Socks, Shoes, Gagging, Crossdressing/drag, Underwear, Light humiliation, dice dares, bondage, fluffy clothing
PUNISHMENTS: Messy, wedgies, wet(water or pee)
DISLIKES: Pain, Cum, Very Long Dares (5 days+)
LIMITS: Pics.

publicpants · 01-29-2018, 11:31 AM

go for you gfs shoes at uni.

should I wet my pants in the train station
or
in a shopping centre

SexySara · 01-29-2018, 12:29 PM

Train station

Should I slap my tits or pussy

LegLovingSissy · 01-30-2018, 12:41 AM

Slap your tits

Should I spend a week fully crossdressed everywhere I go
OR
Should I spend 2 days dressed as a baby (girl or boy, you pick) everywhere I go

jasmine- · 01-30-2018, 12:43 AM

Pussy.

Should i make and wear a pair of tights as socks and underwear to wear to college.

Or

Should i wear something female of your choice to the gym

LegLovingSissy · 01-30-2018, 12:47 AM

Tights to college

Should I spend a week fully crossdressed everywhere I go
OR
Should I spend 2 days dressed as a baby (girl or boy, you pick) everywhere I go

josechurc · 01-30-2018, 02:31 AM

Spend 2 days dressed as a baby girl

Should I watch shemale porn while I insert a buttplug and masturbate.

Or

Should I watch scat porn while I do an enema and masturbate.

DressUpClown · 01-30-2018, 03:09 AM

Go with the shemales

Should I go on Omegle wearing only bunny ears and a bowtie,
or
should I spend my day wearing rainbow stockings

jasmine- · 01-30-2018, 08:26 AM

Rainbow stockings

Should i try several female outfits on asking assistant how they are
Or
Should i buy and use a large pack of diapers

Slutbella · 02-01-2018, 08:15 AM

Taylor swift

Should I finger my ass or pussy?

Nuriaz · 02-01-2018, 09:37 AM

your pussy

should i masturbate
or eat the next pile of manure i see?

ChaseKinky · 02-01-2018, 09:44 AM

Masturbate

Should I piss through my clothes in public?

Or

Should I crossdress in public?

jasmine- · 02-01-2018, 09:58 AM

crossdress in public

Should i get a butplug from the town over and walk end to end of the centre with it up my ass
or
Should i walk from one end of the town over's shopping centre to the other in girls shoes

Wannabe_sis · 02-01-2018, 11:45 AM

Make the walk in girl shoes.

Should I abuse my ass or my throat with my dildo for an hour?

01-29-2018, 11:19 AM	#31
ccp Senior Member Join Date: Sep 2010 Location: UK Posts: 141	You should spend the night as a baby should I walk around my block in a leopard print bikini or should i wear something equally as embarrassing of your choosing? __________________ My Sissy name is now Tiffany x Likes - Public Crossdressing Humiliation - Being Laughed at in public, Bikini's, Lingerie, Hotpants, Swimwear, Lingerie, Minidresses - I love most things risky and fun to be honest I wear panties under my male clothes everyday! message me anytime to see! KIK is Josub1 I also have an amazing humiliating pair of E cup silicone fake boobs! Limits - Family / Some friends

01-29-2018, 11:20 AM	#32
Mr. Unknown Baby Member Join Date: Jan 2018 Location: In an unseen location unknown to mankind Posts: 1	The leopard print bikini Should I wear my girlfriends shoes to university for a week or Should I wear 2 pairs of my own socks to university for a week ______________________ Male/20/Pan LIKES: Socks, Shoes, Gagging, Crossdressing/drag, Underwear, Light humiliation, dice dares, bondage, fluffy clothing PUNISHMENTS: Messy, wedgies, wet(water or pee) DISLIKES: Pain, Cum, Very Long Dares (5 days+) LIMITS: Pics. Last edited by Mr. Unknown; 01-29-2018 at 11:22 AM. Reason: ccp was 1 minute earlier than me xD

01-29-2018, 11:31 AM	#33
publicpants Member Join Date: Dec 2017 Location: England Posts: 35 Blog Entries: 4	go for you gfs shoes at uni. should I wet my pants in the train station or in a shopping centre __________________ likes: wetting pants in public, semi public, spanking, poop in pants, edging, nappies, up the bum, bedwetting, diapers. will not: illegal, pain, nappies on my head, long term, family, MY PM DARES http://www.getdare.com/bbs/blog.php?b=85525

01-29-2018, 12:29 PM	#34
SexySara Junior Member Join Date: Dec 2017 Location: Please Do not ask Posts: 22	Train station Should I slap my tits or pussy __________________ Will not be anymore here

01-30-2018, 12:41 AM	#35
LegLovingSissy Account Banned Join Date: Aug 2017 Posts: 202 Blog Entries: 5	Slap your tits Should I spend a week fully crossdressed everywhere I go OR Should I spend 2 days dressed as a baby (girl or boy, you pick) everywhere I go __________________ I'm ella . I won this account in a bet Likes: public,naked,exposure,stores,risky,extreme Limits: pictures,police, anal Age: 24 Gender: female

01-30-2018, 12:43 AM	#36
jasmine- Senior Member Join Date: Oct 2017 Posts: 130	Pussy. Should i make and wear a pair of tights as socks and underwear to wear to college. Or Should i wear something female of your choice to the gym __________________ ____________________________________________ Likes: Age Play (10-16), Diapers, Cross dressing, hidden public. Limits: camera, illegal, CBT exposure, blood, overtly public, friends, family.

01-30-2018, 12:47 AM	#37
LegLovingSissy Account Banned Join Date: Aug 2017 Posts: 202 Blog Entries: 5	Tights to college Should I spend a week fully crossdressed everywhere I go OR Should I spend 2 days dressed as a baby (girl or boy, you pick) everywhere I go __________________ I'm ella . I won this account in a bet Likes: public,naked,exposure,stores,risky,extreme Limits: pictures,police, anal Age: 24 Gender: female

01-30-2018, 02:31 AM	#38
josechurc Newbie Join Date: Dec 2012 Location: Europe Posts: 0	Spend 2 days dressed as a baby girl Should I watch shemale porn while I insert a buttplug and masturbate. Or Should I watch scat porn while I do an enema and masturbate. __________________ 45/Straight Male likes: anal lick, anal insertion, wedgies, pee drinking. Dislikes: cbt, cum eating, ass to mouth. Limits: photo, video, family, social suicide.

01-30-2018, 03:09 AM	#39
DressUpClown Senior Member Join Date: Jan 2018 Location: /// Posts: 114 Blog Entries: 3	Go with the shemales Should I go on Omegle wearing only bunny ears and a bowtie, or should I spend my day wearing rainbow stockings __________________ Check out my COSTUMES and PM DARES // Likes, dislikes, limits // AMA // Clown FapRoulette

01-30-2018, 08:26 AM	#40
jasmine- Senior Member Join Date: Oct 2017 Posts: 130	Rainbow stockings Should i try several female outfits on asking assistant how they are Or Should i buy and use a large pack of diapers __________________ ____________________________________________ Likes: Age Play (10-16), Diapers, Cross dressing, hidden public. Limits: camera, illegal, CBT exposure, blood, overtly public, friends, family. Last edited by jasmine-; 02-01-2018 at 12:37 AM. Reason: No posts following, so made more interesting

02-01-2018, 08:15 AM	#41
Slutbella Junior Member Join Date: Feb 2018 Posts: 5	Taylor swift Should I finger my ass or pussy? __________________ 24/f Likes: Pussy tits punishments Being slut Spanking Crotchrope Semipublic VerbalDegradation Limits: Public Photo Scat Toilet related Bladder control Messy Only household things

02-01-2018, 09:37 AM	#42
Nuriaz getDare Sweetheart Join Date: Sep 2016 Posts: 369 Blog Entries: 3	your pussy should i masturbate or eat the next pile of manure i see? __________________ Shemale - Lesbian - Fur slut - german My Likes & Limits \|\| My Rules \|\| My Pm dares

02-01-2018, 09:44 AM	#43
ChaseKinky Junior Member Join Date: Jan 2018 Location: MI Posts: 27 Blog Entries: 1	Masturbate Should I piss through my clothes in public? Or Should I crossdress in public? __________________ 20/Male/Sub/Michigan Likes/Dislikes/Limits

02-01-2018, 09:58 AM	#44
jasmine- Senior Member Join Date: Oct 2017 Posts: 130	should i? crossdress in public Should i get a butplug from the town over and walk end to end of the centre with it up my ass or Should i walk from one end of the town over's shopping centre to the other in girls shoes __________________ ____________________________________________ Likes: Age Play (10-16), Diapers, Cross dressing, hidden public. Limits: camera, illegal, CBT exposure, blood, overtly public, friends, family.

02-01-2018, 11:45 AM	#45
Wannabe_sis getDare Sweetheart Join Date: Dec 2015 Location: USA Posts: 392 Blog Entries: 4	Make the walk in girl shoes. Should I abuse my ass or my throat with my dildo for an hour? __________________ 22/Trans-Woman/ Bi Likes and Limits My current rules Toys and PM dares (W. I. P.) Currently in chastity (No edging or anything else) Jan 19, 2021 - Jan 12, 2022 Last orgasm: March 31 <3