Dare: Should I or Should I - Page 19

sub_boy · 07-26-2018, 05:38 PM

Squirt.

Should I play video games, jerk off, then sleep?

or

Should I eat an edible and go with how i feel?

WK_EJ · 07-26-2018, 05:44 PM

Eat an edible

Should I put a butt plug in while I sound myself
Or
Should I hold an enema of your choice while I sound

Majesty · 07-26-2018, 06:07 PM

buttplug then sound yourself

I'm starting chastity for the first time, should I:
A) start a thread where every comment is another hour
or
B) post a pic on tumblr where every note is another 2 hours

FemboiLexi · 07-26-2018, 06:09 PM

Post a pic on tumblr and send me the link!

Should I;
Get dressed up all femme and go for a walk right now

Or

Get dressed up all femme tommorow and put my work uniform over and go to work

parkourking830 · 07-26-2018, 10:20 PM

Squirt

Should I ask a girl on getdare to be my mistress
Or
should I ask 3 people for tasks

jasmine- · 07-27-2018, 08:37 AM

ask 3 people

should i try a girls school uniform on
or
should i try a dress (you chose)

WK_EJ · 07-27-2018, 11:08 AM

School girl's uniform

Should I masturbate dry

Or

Should I use a food item as lube then eat it (you choose the food item)

Slenjai · 09-02-2018, 03:18 AM

Dry

Should I cum using my fleshlight or by hand?

M1245 · 09-02-2018, 03:59 AM

by hand,
should i:
slap my pussy 50 times
or
fuck my ass 5 minutes

Jackrabbit16 · 09-02-2018, 04:13 AM

Fuck ass.

Should I fuck my ass dry for (insert time amount)

Or

Cum in my mouth.

WannaBeDared · 09-02-2018, 05:22 AM

Fuck your ass dry for 2 minutes

Should i finger my pussy

Or should i play with my clit

parkourking830 · 09-02-2018, 06:26 AM

Finger your pussy

Should I jerk off in my neighbor’s yard
Or
Should I ask a getdare girl to be my mistress

Dirty_Slut · 09-02-2018, 08:52 AM

jerk off in your neighbors yard

should i cum on my face, legs over head

or

should i lick my cum up

Henna · 09-21-2018, 02:18 PM

Lick your cum

Should I edge for an hour and cum or should I fuck my ass with my dildo and keep it in there for an hour

Closet Crossdresser · 09-21-2018, 06:13 PM

You should fuck your ass for an hour and leave the dildo there... and not cum for at least 48 hours!

Should I masturbate and cum today and when I want to or should I wait until my girlfriend gets me off to cum?

Edit: Since days have cum and gone (hehe) I'm gonna change this.

During my work trip, should I wake up early to workout or should I stay out late and go out on the town with my female co-worker?

07-26-2018, 06:07 PM	#273
Majesty getDare Sweetheart Join Date: Mar 2018 Posts: 473 Blog Entries: 1	buttplug then sound yourself I'm starting chastity for the first time, should I: A) start a thread where every comment is another hour or B) post a pic on tumblr where every note is another 2 hours __________________ 24 transwoman lesbian Likesrgasm control, self bondage, chastity, dress up, makeup, nipple torture, cbt, pee holding, rules, pain Dislikes: anal, oral, semi or hidden public, edging Limits: pee/scat, blood, public nudity, social suicide This is not an all inclusive list, just what I can think of. I will add to it as needed I am on no touch until august 13th 2023

07-26-2018, 06:09 PM	#274
FemboiLexi getDare Sweetheart Join Date: Sep 2016 Location: On my knees for you! Posts: 272 Blog Entries: 3	Post a pic on tumblr and send me the link! Should I; Get dressed up all femme and go for a walk right now Or Get dressed up all femme tommorow and put my work uniform over and go to work __________________ 27/Femboi/Sissy/Caged Clitty/UK Likes & Dislikes Rules PM Dares Caged Since 2/12/23 until ? Hey, I'm LOCKED LEXI and I need a face full of cum! Always up for pics of me dressed being exposed! Message me to get pics to post! Add to my caged time!! Discord: .nekoboi Kik:FemboiLexxxi

07-26-2018, 10:20 PM	#275
parkourking830 Member Join Date: May 2018 Posts: 57	Squirt Should I ask a girl on getdare to be my mistress Or should I ask 3 people for tasks __________________ Sub *Looking for a Snapchat mistress pm me if u want to be her* Looking for someone to make fun of my dick male or female pm for snap name hight: 6ft Will do any thing told on kik parkourking12345 Spoiler: I will do whatever a female tells me to do no matter what Likes: wedgies, spankings, semi-public, submissive,denial, tease Dislikes:Full public, pain, family Limits: poop, pee, cum eating, messy, cross dressing,no skype18/male https://dirtycode.io/5EW7

07-27-2018, 08:37 AM	#276
jasmine- Senior Member Join Date: Oct 2017 Posts: 130	should i ask 3 people should i try a girls school uniform on or should i try a dress (you chose) __________________ ____________________________________________ Likes: Age Play (10-16), Diapers, Cross dressing, hidden public. Limits: camera, illegal, CBT exposure, blood, overtly public, friends, family.

09-02-2018, 03:18 AM	#278
Slenjai Member Join Date: Jan 2013 Posts: 67	Dry Should I cum using my fleshlight or by hand? __________________ Kik: Slenjai Skype: live:slenjai85 Likes: humiliation, mild pain, ball busting, edging, orgasm control Limits: anal, cum eating, public, gour mom Im a gay little dick sucking, ball busted bitch.

07-26-2018, 05:38 PM	#271
sub_boy getDare Sweetheart Join Date: Jan 2014 Posts: 313	Squirt. Should I play video games, jerk off, then sleep? or Should I eat an edible and go with how i feel?

07-26-2018, 05:44 PM	#272
WK_EJ getDare Sweetheart Join Date: Aug 2014 Posts: 329	Eat an edible Should I put a butt plug in while I sound myself Or Should I hold an enema of your choice while I sound

07-27-2018, 11:08 AM	#277
WK_EJ getDare Sweetheart Join Date: Aug 2014 Posts: 329	School girl's uniform Should I masturbate dry Or Should I use a food item as lube then eat it (you choose the food item)

09-02-2018, 03:59 AM	#279
M1245 Member Join Date: Jul 2018 Location: At your feet ready to serve Posts: 60 Blog Entries: 5	by hand, should i: slap my pussy 50 times or fuck my ass 5 minutes __________________ Likes: Anything except limits Limits: wc, pics, kik, possibly less PM Dares, Toys, Rules Must fuck myself for 8 minutes for every pm i get. Why can't this be me: https://www.cartoonpornvideos.com/vi...Sd1xb6vrw.html

09-02-2018, 04:13 AM	#280
Jackrabbit16 Member Join Date: Jul 2016 Posts: 32	Fuck ass. Should I fuck my ass dry for (insert time amount) Or Cum in my mouth.

09-02-2018, 05:22 AM	#281
WannaBeDared Junior Member Join Date: May 2017 Posts: 29 Blog Entries: 1	Fuck your ass dry for 2 minutes Should i finger my pussy Or should i play with my clit __________________ F ~ Likes: spanking, edging, (forced) pain, ice, anal, insertions, dice Dislikes: toothpaste on me, nipple torture, humiliation, wedgies Major Dislikes: messy, anal for a long time, toothpaste in my ass, diapers, enema cramping Limits Unless I Change My Mind: public, cam, pics, scat, pee drinking, toothpaste in my pussy PM DARES Spoiler: Dare me anything you want and ill do it ;) respecting limits.. but yea I'll do anything, try me

09-02-2018, 06:26 AM	#282
parkourking830 Member Join Date: May 2018 Posts: 57	Finger your pussy Should I jerk off in my neighbor’s yard Or Should I ask a getdare girl to be my mistress __________________ Sub *Looking for a Snapchat mistress pm me if u want to be her* Looking for someone to make fun of my dick male or female pm for snap name hight: 6ft Will do any thing told on kik parkourking12345 Spoiler: I will do whatever a female tells me to do no matter what Likes: wedgies, spankings, semi-public, submissive,denial, tease Dislikes:Full public, pain, family Limits: poop, pee, cum eating, messy, cross dressing,no skype18/male https://dirtycode.io/5EW7

09-02-2018, 08:52 AM	#283
Dirty_Slut Distinguished Member Join Date: Aug 2013 Location: on my knees serving someone Posts: 821 Blog Entries: 5	jerk off in your neighbors yard should i cum on my face, legs over head or should i lick my cum up __________________ Sissy Call me Amy Likes: Cross dressing, Humiliation, Cum Eating, Anal, Semi Public, Bondage, Nudity, diapers, wedgie, being treated like a slut Dislikes: family, illegal, black mail MY PM DARES- http://www.getdare.com/bbs/blog.php?b=72492 KIK me: AmyyyGirlyyy I WISH I WAS TAYLOR SWIFT

09-21-2018, 02:18 PM	#284
Henna Member Join Date: Jun 2018 Location: Europe Posts: 40	Lick your cum Should I edge for an hour and cum or should I fuck my ass with my dildo and keep it in there for an hour __________________ Female \| BBW \| lesbian \| Adventurous \| Needs a Mistress Likes: Anal stretching, ass 2 mouth, deep throating, edging, pussy play, (rarely) enemas, ice cubes up my ass, verbal humiliation Goals: 1) Being a well trained slave/sub. 2) Being able to take big toys up my ass Current goal: fitting in my 5cm plug Dislikes: Pain,Spanking, Long Denial Periods Limits: Family, Piss, Public, Pics/Vids, Messy Toys: Small anal Dildo + Medium plug + Large plug + Larger plug + Anal beads 4 cm

09-21-2018, 06:13 PM	#285
Closet Crossdresser Distinguished Member Join Date: May 2014 Location: Texas Posts: 552 Blog Entries: 6	You should fuck your ass for an hour and leave the dildo there... and not cum for at least 48 hours! Should I masturbate and cum today and when I want to or should I wait until my girlfriend gets me off to cum? Edit: Since days have cum and gone (hehe) I'm gonna change this. During my work trip, should I wake up early to workout or should I stay out late and go out on the town with my female co-worker? __________________ 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... Last edited by Closet Crossdresser; 09-25-2018 at 08:20 AM.