Dare: Should I or Should I - Page 4

outofmymind · 02-01-2018, 12:40 PM

your throat

should i put four pieces of ice in my pussy in a public restroom
or
should i put four pieces of ice in my butt in a fitting room

Dare-O-Rama · 02-01-2018, 07:38 PM

Put Ice in Butt

Should I masturbate in a nice warm shower, with candles & soft music playing?

-or-

Should I masturbate with a dildo up my ass, wearing a blindfold, with hard music playing on my headphones?

Ironhead666 · 02-01-2018, 10:30 PM

Dildo in ass
Should I maturbate in Walmart
Or
Should I strip to bra and panties at Walmart and super glue my hands to my panties

outofmymind · 02-03-2018, 06:37 AM

masturbate (no kids around!)

Should I ride my stationary bike naked
or
Should I go for a walk with a diaper and full bladder

boerni · 02-04-2018, 03:28 AM

Ride bike

Should I be naked at home, while I'm alone
Or should I shower fully clothed?

WannaBeDared · 02-04-2018, 07:05 AM

Be naked at home

Should i give myself a huge wedgie or should i insert a finger to my ass with only spit as lube

tomli · 02-04-2018, 07:07 AM

Insert a finger into your ass.

Should I stroke 1000 times without edging or should I edge 20 times?

bluedieblub · 02-04-2018, 07:11 AM

Give yourself a huge wedgie.

Should I taste my own cum or should I kiss my dildo after getting released from bondage?

Sacodear · 02-04-2018, 02:29 PM

Taste your own cum

Should I do a ballbusting JOI (you can choose one) ou should I do a permanent wedgie?

jasmine- · 02-04-2018, 02:48 PM

permanent wedgie

should i go to a sports store and try a load of female items on
or
should i go to the town over and walk around with a diaper on slightly visible

outofmymind · 02-04-2018, 05:20 PM

do the diaper

Should I masturbate naked in my bedroom when someone else is home.
or
Should I masturbate naked on living room couch when no one else is home.

Sacodear · 02-04-2018, 05:23 PM

masturbate naked in my bedroom when someone else is home

Should I put my socks on my mouth, then wear it back
Or
Should I slap my balls hard

DressUpClown · 02-04-2018, 05:32 PM

You should do the socks thing, because it's more funny

Should I buy myself a clown wig, or should I ask my GF to buy me a clown wig

Ironhead666 · 02-04-2018, 05:38 PM

Ask your gf
Should I cum on my face at Walmart
Or should I glue my hand to my dick in just panties at Walmart

outofmymind · 02-04-2018, 05:44 PM

You should give your GF the money and let her pick it out.

Should I drop my pants to show my diaper while at a fast food drive through?
or
Should I drop my pants to show my diaper standing just outside my car door in a parking lot?

02-01-2018, 07:38 PM	#47
Dare-O-Rama Senior Member Join Date: Jul 2009 Posts: 149	Put Ice in Butt Should I masturbate in a nice warm shower, with candles & soft music playing? -or- Should I masturbate with a dildo up my ass, wearing a blindfold, with hard music playing on my headphones? __________________ Into: Anal, Dice Games, Vibrators, Bondage, Shaving Dislike: Forced Masturbation, Pee, Feet, Gagging Limits: Public, Pics, Family/Friends, Scat, Illegal, Bestiality

02-01-2018, 10:30 PM	#48
Ironhead666 Member Join Date: Jan 2018 Location: La grange tx Posts: 71 Blog Entries: 2	Dildo in ass Should I maturbate in Walmart Or Should I strip to bra and panties at Walmart and super glue my hands to my panties __________________ Pm public whore will strip to bra and panties at Walmart for 20 min Pm caught o will strip in public to bra and panties in front of a women Pm all I will do all pm dares Pm punished by slave my slave punishes me Kik ironhead6768

02-04-2018, 03:28 AM	#50
boerni Senior Member Join Date: Aug 2017 Location: Europe Posts: 99 Blog Entries: 1	Ride bike Should I be naked at home, while I'm alone Or should I shower fully clothed? __________________ m23 Toys: Mini, small & medium buttplug Vibrating penisring Vibrator Chastity cage Small dildo Blindfold Household items Fantasy: A real life sub, threesome FFM Likes: To try new stuff, Being blindfolded, jerk off Instructions, a little bit of anal, shower dares, light pain and tie somebody up Limits: family, public, pee, poo, sissy kik: insehouse2 snapchat: insehouse PM-Dares

02-04-2018, 07:05 AM	#51
WannaBeDared Junior Member Join Date: May 2017 Posts: 29 Blog Entries: 1	Be naked at home Should i give myself a huge wedgie or should i insert a finger to my ass with only spit as lube __________________ 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

02-04-2018, 07:07 AM	#52
tomli Member Join Date: May 2012 Posts: 84 Blog Entries: 1	Insert a finger into your ass. Should I stroke 1000 times without edging or should I edge 20 times? __________________ 29/m/straight Likes: orgasm denial, verbal humiliation, kneeling, discomfort, bladder control, cold, light pain, pee drinking Limits: other people, public, face pics/face on cam, permanent, illegal, extreme pain, messy PM dares

02-01-2018, 12:40 PM	#46
outofmymind Member Join Date: Feb 2018 Location: USA Posts: 86	your throat should i put four pieces of ice in my pussy in a public restroom or should i put four pieces of ice in my butt in a fitting room

02-03-2018, 06:37 AM	#49
outofmymind Member Join Date: Feb 2018 Location: USA Posts: 86	masturbate (no kids around!) Should I ride my stationary bike naked or Should I go for a walk with a diaper and full bladder

02-04-2018, 07:11 AM	#53
bluedieblub Dare Freak Join Date: Feb 2018 Location: Netherlands Posts: 7,733 Blog Entries: 16	Give yourself a huge wedgie. Should I taste my own cum or should I kiss my dildo after getting released from bondage? __________________ Likes, Dislikes and Limits PM dares and toys Enjoyed a task? Write me a report, I love reading what happened! M/Switch/Straight

02-04-2018, 02:29 PM	#54
Sacodear Junior Member Join Date: Dec 2015 Location: Internet Posts: 17 Blog Entries: 2	Taste your own cum Should I do a ballbusting JOI (you can choose one) ou should I do a permanent wedgie? __________________ 18/M - Straight, Switch Likes/Dislikes/Limits PM/KIK Dares kik: s4c0d34r, feel free to chat, I'll answer if I can Spoiler: I love being tortured, don't hesitate on being harsh Spoiler: I only have household items!

02-04-2018, 02:48 PM	#55
jasmine- Senior Member Join Date: Oct 2017 Posts: 130	should i permanent wedgie should i go to a sports store and try a load of female items on or should i go to the town over and walk around with a diaper on slightly visible __________________ ____________________________________________ Likes: Age Play (10-16), Diapers, Cross dressing, hidden public. Limits: camera, illegal, CBT exposure, blood, overtly public, friends, family.

02-04-2018, 05:20 PM	#56
outofmymind Member Join Date: Feb 2018 Location: USA Posts: 86	do the diaper Should I masturbate naked in my bedroom when someone else is home. or Should I masturbate naked on living room couch when no one else is home. __________________ fat female fiftysomething LIKES: humiliation, hidden public, semi public risk, bladder control, spanking PUNISHMENTS: writing lines, cold showers LIMITS: poo, unsanitary surfaces, public, photos

02-04-2018, 05:23 PM	#57
Sacodear Junior Member Join Date: Dec 2015 Location: Internet Posts: 17 Blog Entries: 2	masturbate naked in my bedroom when someone else is home Should I put my socks on my mouth, then wear it back Or Should I slap my balls hard __________________ 18/M - Straight, Switch Likes/Dislikes/Limits PM/KIK Dares kik: s4c0d34r, feel free to chat, I'll answer if I can Spoiler: I love being tortured, don't hesitate on being harsh Spoiler: I only have household items!

02-04-2018, 05:32 PM	#58
DressUpClown Senior Member Join Date: Jan 2018 Location: /// Posts: 114 Blog Entries: 3	You should do the socks thing, because it's more funny Should I buy myself a clown wig, or should I ask my GF to buy me a clown wig __________________ Check out my COSTUMES and PM DARES // Likes, dislikes, limits // AMA // Clown FapRoulette

02-04-2018, 05:38 PM	#59
Ironhead666 Member Join Date: Jan 2018 Location: La grange tx Posts: 71 Blog Entries: 2	Ask your gf Should I cum on my face at Walmart Or should I glue my hand to my dick in just panties at Walmart __________________ Pm public whore will strip to bra and panties at Walmart for 20 min Pm caught o will strip in public to bra and panties in front of a women Pm all I will do all pm dares Pm punished by slave my slave punishes me Kik ironhead6768

02-04-2018, 05:44 PM	#60
outofmymind Member Join Date: Feb 2018 Location: USA Posts: 86	You should give your GF the money and let her pick it out. Should I drop my pants to show my diaper while at a fast food drive through? or Should I drop my pants to show my diaper standing just outside my car door in a parking lot? __________________ fat female fiftysomething LIKES: humiliation, hidden public, semi public risk, bladder control, spanking PUNISHMENTS: writing lines, cold showers LIMITS: poo, unsanitary surfaces, public, photos