Dare: Should I or Should I - Page 11

Hardy Boy · 02-23-2018, 07:27 PM

Go with what the angel says.

Should I deny myself to cum for a week, go commando for a month, or get a Prince Albert?

Closet Crossdresser · 02-23-2018, 08:17 PM

You should definitely get a Prince Albert!!!

Should I masturbate and cum before I get drunk or should I get drunk and then masturbate and cum?

jasmine- · 02-24-2018, 03:38 AM

masturbate and cum before drunk

should i try on a/few dress(es) (you decide how many)
or
should i try on heels

Nuriaz · 02-24-2018, 03:46 AM

Heels always heels <3

Should I Cum with panties on
Or should i shit and cum with panties on?

Jamin0731 · 02-24-2018, 10:24 AM

Poop and cum obviously.

Should I wear what I want to bed, or not? If not, what do you suggest

DressUpClown · 02-24-2018, 11:18 AM

Of course not! You should wear nothing

Should I wear my clown nose while driving around town, or should I go on Omegle wearing it?

Jamin0731 · 02-24-2018, 11:52 AM

Omegle, make sure you get at least 10 people to comment on it before you get off. Should I take a regular shower or take it according to what requirements you say for me? In denial btw

WeirdlyTurnedOn · 02-24-2018, 12:37 PM

Obviously you're gonna do what I say. Take a bath with a panty wedgie and something inside your ass if you can.
Should I study chemistry or watch Pacific rim? Nothing naughty, just really don't know what to do :P

DressUpClown · 02-24-2018, 12:43 PM

Study chemistry!

Follow up to previous one: While wearing my clown nose on Omegle, should I wear more funny things, or should I give myself clown makeup instead?

Jamin0731 · 02-24-2018, 12:48 PM

Quote:

Originally Posted by WeirdlyTurnedOn

Obviously you're gonna do what I say. Take a bath with a panty wedgie and something inside your ass if you can.
Should I study chemistry or watch Pacific rim? Nothing naughty, just really don't know what to do :P

The only panties available are my mom's and getting clothes wet is kinda obvious, plus bath isn't working, only shower, sorry

Closet Crossdresser · 02-24-2018, 12:56 PM

Quote:

Originally Posted by DressUpClown

Study chemistry!

Follow up to previous one: While wearing my clown nose on Omegle, should I wear more funny things, or should I give myself clown makeup instead?

You should give yourself clown makeup instead. Be sure to squeak your nose! (even if it doesn't squeak...)

Should I masturbate or should I play video games?

Paepi · 02-25-2018, 02:49 PM

Don't mastrubate play nerdy video games instead.

Should I whear a string to school or run 10k in clothes you choes

Perthro · 02-25-2018, 03:06 PM

Wear a string

Should i:
Extend my rules thread until the end of the month?
Or
Should I go buy a buttplug tonight?

WK_EJ · 02-25-2018, 03:17 PM

Buy a butt plug

Should I:
Use my medium size butt plug and wear a pair of panties of your choice while masturbating
Or
Use my small butt plug for half an hour and go commando before masturbating

VoxellBlack · 02-25-2018, 03:18 PM

Definitely med plug with the skimpiest panties you own.

Should i do the "losing bladder control thread?"
Or should i set a timer to go off sometime tomorrow and wet as soon as that timer dings?

02-23-2018, 07:27 PM	#151
Hardy Boy Member Join Date: Dec 2017 Location: USA Posts: 82	Go with what the angel says. Should I deny myself to cum for a week, go commando for a month, or get a Prince Albert? __________________ Middle aged male. M4m only. Need dare master. Likes: nudity, hidden/semi public, m4m, dares that get my heart beating fast, picture proof, chastity, denial, cum control, anal, oral, edging, dare games, dice games, sub/slavery, what master says Soft limit (willing to try...) lite pain, sounding, forced cumming, CBT Dislikes: pee/scat, friends/family involved, anything dangerous/illegal. No face and no women’s clothing. Kik: subboysteven

02-23-2018, 08:17 PM	#152
Closet Crossdresser Distinguished Member Join Date: May 2014 Location: Texas Posts: 552 Blog Entries: 6	You should definitely get a Prince Albert!!! Should I masturbate and cum before I get drunk or should I get drunk and then masturbate and cum? __________________ My Sex Map My Sex Toys and Clothing Kik & WallClaimer: YesSirItsReallyMe Cock Unlocked, Ass Unlocked Im a 24 year old Sissy bitch w/ 38B breasts and 2" sissy clit LOVE: Crossdressing, feminization, Following rules, cumming, Losing Control in life, private humilliation Likes: alcohol, anal, oral, slavery, teasing Punishments: wedgies, orgasm denial/chastity Limits: public, permanent, messy, extreme pain, cam/pics, hard CBT PM Dares Curiosity killed the...

02-24-2018, 03:38 AM	#153
jasmine- Senior Member Join Date: Oct 2017 Posts: 130	should i masturbate and cum before drunk should i try on a/few dress(es) (you decide how many) or should i try on heels __________________ ____________________________________________ Likes: Age Play (10-16), Diapers, Cross dressing, hidden public. Limits: camera, illegal, CBT exposure, blood, overtly public, friends, family.

02-24-2018, 03:46 AM	#154
Nuriaz getDare Sweetheart Join Date: Sep 2016 Posts: 369 Blog Entries: 3	Heels always heels <3 Should I Cum with panties on Or should i shit and cum with panties on? __________________ Shemale - Lesbian - Fur slut - german My Likes & Limits \|\| My Rules \|\| My Pm dares

02-24-2018, 10:24 AM	#155
Jamin0731 getDare Sweetheart Join Date: Jan 2018 Location: In panties Posts: 344 Blog Entries: 6	Poop and cum obviously. Should I wear what I want to bed, or not? If not, what do you suggest __________________ 21/sissyfagboi/diaperslut/1.5"/E38/US Objects like me don't deserve a name. My only purpose is to serve cocks. Permanent Rules PM Dares Likes / Dislikes / Limits Make me even more of a baby girl through hypnosis so that I may give you pleasure. DIAPERED - I will wear a diaper for 24 hours straight, no changes. I'm still allowed to poop in the toilet. I am a complete beta.

02-24-2018, 11:18 AM	#156
DressUpClown Senior Member Join Date: Jan 2018 Location: /// Posts: 114 Blog Entries: 3	Of course not! You should wear nothing Should I wear my clown nose while driving around town, or should I go on Omegle wearing it? __________________ Check out my COSTUMES and PM DARES // Likes, dislikes, limits // AMA // Clown FapRoulette

02-24-2018, 11:52 AM	#157
Jamin0731 getDare Sweetheart Join Date: Jan 2018 Location: In panties Posts: 344 Blog Entries: 6	Omegle, make sure you get at least 10 people to comment on it before you get off. Should I take a regular shower or take it according to what requirements you say for me? In denial btw __________________ 21/sissyfagboi/diaperslut/1.5"/E38/US Objects like me don't deserve a name. My only purpose is to serve cocks. Permanent Rules PM Dares Likes / Dislikes / Limits Make me even more of a baby girl through hypnosis so that I may give you pleasure. DIAPERED - I will wear a diaper for 24 hours straight, no changes. I'm still allowed to poop in the toilet. I am a complete beta.

02-24-2018, 12:37 PM	#158
WeirdlyTurnedOn getDare Sweetheart Join Date: Jun 2016 Location: Chilling at home, waiting for dares Posts: 274 Blog Entries: 1	Obviously you're gonna do what I say. Take a bath with a panty wedgie and something inside your ass if you can. Should I study chemistry or watch Pacific rim? Nothing naughty, just really don't know what to do :P __________________ Just here to have fun with some simple dares, Straight M, 19. Likes: Public toilet, crossdressing and underdressing, hypnofiles, games and hidden-public. Dislikes: Spanking, toothpaste, wedgie and too messy. Limits: Pain, anal, scat/piss, permanent/curse hypno files, pics, public, family/friends and disgusting stuff. Love some light crossdress, just here for simple and fun dares to give me pleasure. Pics on my profile :3 My PM dares!

02-24-2018, 12:43 PM	#159
DressUpClown Senior Member Join Date: Jan 2018 Location: /// Posts: 114 Blog Entries: 3	Study chemistry! Follow up to previous one: While wearing my clown nose on Omegle, should I wear more funny things, or should I give myself clown makeup instead? __________________ Check out my COSTUMES and PM DARES // Likes, dislikes, limits // AMA // Clown FapRoulette

02-25-2018, 02:49 PM	#162
Paepi Junior Member Join Date: Jun 2017 Location: Belgium Posts: 23	Don't mastrubate play nerdy video games instead. Should I whear a string to school or run 10k in clothes you choes __________________ ]

02-25-2018, 03:06 PM	#163
Perthro Junior Member Join Date: Feb 2017 Location: USA Posts: 12 Blog Entries: 1	Wear a string Should i: Extend my rules thread until the end of the month? Or Should I go buy a buttplug tonight? __________________ Loves: ball busting, crossdressing, orgasms, orgasm denial Likes: pain, pee holding, challenges, and semi public Sure why not: pics without face, mild anal Limits: Severe pain, permanent, full public, social suicide, illegal, pics with face I am challenging myself with a lot of rules, here is the list. Please give me more rules via this thread. It's open until at least March 1st

02-25-2018, 03:17 PM	#164
WK_EJ getDare Sweetheart Join Date: Aug 2014 Posts: 329	Buy a butt plug Should I: Use my medium size butt plug and wear a pair of panties of your choice while masturbating Or Use my small butt plug for half an hour and go commando before masturbating

02-25-2018, 03:18 PM	#165
VoxellBlack Senior Member Join Date: Mar 2015 Location: North Georgia Posts: 185 Blog Entries: 2	Definitely med plug with the skimpiest panties you own. Should i do the "losing bladder control thread?" Or should i set a timer to go off sometime tomorrow and wet as soon as that timer dings? __________________ 25. Boy. 5ft11in 135lb. Little Babyy Diapered 24/7 PM DARES- http://www.getdare.com/bbs/blog.php?b=76262 LIKES AND LIMITS- https://www.getdare.com/bbs/blog.php?b=76373 Kik- VoxyRox