Dare: Should I or Should I - Page 100

joe098 · 06-01-2021, 07:48 PM

Stay within limit

Should I pee outside and cum in it or should I

Cum outside and then pee on it

Ponies · 06-01-2021, 07:52 PM

pee outside and cum in it

Should I buy new jewelry with a unicorn (you can choose earrings vs necklace)

OR

Should I buy a new girly watch and donate one of my guy ones. (Buy a good one, and donate good, not cheap ones)

Blip · 06-01-2021, 08:15 PM

Quote:

Originally Posted by Ponies

pee outside and cum in it

Should I buy new jewelry with a unicorn (you can choose earrings vs necklace)

OR

Should I buy a new girly watch and donate one of my guy ones. (Buy a good one, and donate good, not cheap ones)

Buy some nice earrings.

Should I not wear panties to bed tonight

Or

Should I wear them, but also sleep with something stuffed in my pussy?

monkeycola · 06-02-2021, 07:55 AM

Sleep with something stuffed in your pussy

Should I unlock my cage and cum into my mouth

Or

Should I keep my cage on and milk my prostate into a glass and drink it

DiffidentDifference · 06-02-2021, 08:43 AM

Keep your cage on and milk your prostate into a glass and drink it.

Should I try to get my date tonight to do a total outfit swap with me, (underwear and all); or be really passive, and agree to everything they suggest?

Dare-O-Rama · 06-02-2021, 12:28 PM

Be really submissive.

For me, should I...

...Orgasm in a nice, warm shower with something thick and rubbery up my butt

- OR -

...Orgasm in my cold, damp basement with something long and metallic up my butt

DiffidentDifference · 06-02-2021, 03:08 PM

Have a nice, warm shower with something thick and rubbery up your butt.

Get up early and go for a run, or go for a swim after work?

Sismaster · 06-02-2021, 04:03 PM

swim after work

should I buy water balloons after work tomorrow and fill my underwear with a big one for 10 minutes

or should I buy water baloons after work tomorrow and fill my underwear with a few small ones for 1 hour

for both options: if they break before time is finished. I have to wear the soaked clothes for 2 hours extra + 5 minutes for every minute too early. If I soak it in the first 30 minutes I have to wear a white like top and tape at the waist fill it with water balloons and try again.

sissyxresser · 06-04-2021, 01:56 AM

Few small ones for a hour

Should I drive in high heels for 4 hours
Or

Should I put on a 1 piece swimsuit and high heels and drive 4 hours

DiffidentDifference · 06-04-2021, 03:45 PM

Put on a 1 piece swimsuit and high heels and drive 4 hours.

Should I go shopping tomorrow afternoon, or sit out & enjoy the sun?

joe098 · 06-04-2021, 04:15 PM

Sit out and enjoy!

Should I watch porn from a category of my choosing tonight or yours

Sismaster · 06-06-2021, 06:54 AM

Yours

Should I wear a condom pee in it and put it in the frony of my underwear fkr 1 hour.

Or should I wear a condom for 3 hours while drinking a lot of water. Pee in it and put it in my underwear for 20 minutes

DiffidentDifference · 06-07-2021, 06:45 AM

Wear a condom, pee in it, and put it in the front of your underwear for 1 hour.

Read porn stories, or watch porn videos?

joe098 · 06-08-2021, 02:50 PM

Videos!

Should I choose my own porn or let you choose a category for me

DiffidentDifference · 06-08-2021, 03:49 PM

I'm choosing your porn: it's cumming in a PM

Daddy or Chips?

06-01-2021, 07:48 PM	#1486
joe098 Member Join Date: Nov 2012 Location: Cleveland Posts: 33	Stay within limit Should I pee outside and cum in it or should I Cum outside and then pee on it __________________ 24m Clothes: all types of panties, Bikini, soffee shorts, yoga pants, leggings likes: pissing or cumming in panties/clothes, pee, soil clothes, pee holding, self-facial, backyard, ass play, cross-dressing at home, humiliation, semi-public (soiling panties under clothes) creative dares with punishments, drink pee, eat cum, window exposure, choosing my porn restrictions: family, illegal, poop

06-01-2021, 07:52 PM	#1487
Ponies Silly Little Filly Join Date: Apr 2018 Location: Ponyville Posts: 1,028 Blog Entries: 7	pee outside and cum in it Should I buy new jewelry with a unicorn (you can choose earrings vs necklace) OR Should I buy a new girly watch and donate one of my guy ones. (Buy a good one, and donate good, not cheap ones) __________________ Filly/33/Male Loves: MLP, pics, cute things, acting girly, xdressing, shopping, makeup, wetting Likes: Rules, hypnosis, age play, bodywriting, humiliation, spankings, messy, public Limits: friends & family, live cam, public nudity PM Dares \| My Rules Today's Role Rules: Young Filly KIK: poniesgd Ponies is a whore for PM Dares!

06-02-2021, 07:55 AM	#1489
monkeycola Senior Member Join Date: Nov 2011 Location: earth Posts: 188	Sleep with something stuffed in your pussy Should I unlock my cage and cum into my mouth Or Should I keep my cage on and milk my prostate into a glass and drink it __________________ Likes[/B]: Anal,toys,cum eating,edging,ice play, lite crossdressing,mild bondage,dicedares,games Limits/Dislikes Public,Family,Messy, Pee,impossible dares, guy/guy, phone, perminant, Painful,Outdoors,Spanking,Webcam,Photos,Ass to Mouth,icy hot,writing PM me and I will edge 5x, any dares that involve my ass i will at the same time fuck my mouth, I may only cum by fucking my dirty asshole.. Punish Me ~Not Looking For A Mistress Dont Ask/Include in Dares I am Owned~

06-02-2021, 08:43 AM	#1490
DiffidentDifference Member Join Date: Aug 2016 Location: Englandshire Posts: 73 Blog Entries: 1	Keep your cage on and milk your prostate into a glass and drink it. Should I try to get my date tonight to do a total outfit swap with me, (underwear and all); or be really passive, and agree to everything they suggest? __________________ General limits: subject to negotiation, some or all at my blog post. "Might be a little older than I think I am, might be a little younger than I appear. Or is it the other way round? Sit me on your lap with caution." Has quite a lot of toys, props, and ingenuity; also great legs. Always happy to receive a report on how you did a dare I gave you. (An adult, definitively over 18 y/o. Genderfluid, Bi/Pan. They/Them/Your Excellency.)

06-02-2021, 12:28 PM	#1491
Dare-O-Rama Senior Member Join Date: Jul 2009 Posts: 149	Be really submissive. For me, should I... ...Orgasm in a nice, warm shower with something thick and rubbery up my butt - OR - ...Orgasm in my cold, damp basement with something long and metallic up my butt __________________ Into: Anal, Dice Games, Vibrators, Bondage, Shaving Dislike: Forced Masturbation, Pee, Feet, Gagging Limits: Public, Pics, Family/Friends, Scat, Illegal, Bestiality

06-02-2021, 03:08 PM	#1492
DiffidentDifference Member Join Date: Aug 2016 Location: Englandshire Posts: 73 Blog Entries: 1	Have a nice, warm shower with something thick and rubbery up your butt. Get up early and go for a run, or go for a swim after work? __________________ General limits: subject to negotiation, some or all at my blog post. "Might be a little older than I think I am, might be a little younger than I appear. Or is it the other way round? Sit me on your lap with caution." Has quite a lot of toys, props, and ingenuity; also great legs. Always happy to receive a report on how you did a dare I gave you. (An adult, definitively over 18 y/o. Genderfluid, Bi/Pan. They/Them/Your Excellency.)

06-02-2021, 04:03 PM	#1493
Sismaster Senior Member Join Date: Oct 2017 Posts: 180 Blog Entries: 3	swim after work should I buy water balloons after work tomorrow and fill my underwear with a big one for 10 minutes or should I buy water baloons after work tomorrow and fill my underwear with a few small ones for 1 hour for both options: if they break before time is finished. I have to wear the soaked clothes for 2 hours extra + 5 minutes for every minute too early. If I soak it in the first 30 minutes I have to wear a white like top and tape at the waist fill it with water balloons and try again. __________________ pm dares Likes and Limits Words that make me pee if I read/hear them according to my vocabulary pm dare: Soda, rain I AM NOT ALLOWED TO CUM because of Givingwantingdares! Until the 24th of May. Extend by 1 day by using the DENY pm dare.

06-04-2021, 01:56 AM	#1494
sissyxresser Distinguished Member Join Date: Mar 2014 Location: Usually on my knees with something in my mouth Posts: 581 Blog Entries: 1	Few small ones for a hour Should I drive in high heels for 4 hours Or Should I put on a 1 piece swimsuit and high heels and drive 4 hours __________________ 31 m us feminized male cumdump Likes forced bi,crossdressing, being controlled humiliation Loves crossdressing and high heels Limits public,edging,anal during week, messy, toothpaste,pictures,diaper for now any body fluid http://www.getdare.com/bbs/blog.php?b=70483 For time being diapers is a limit do to work and weather https://www.getdare.com/bbs/showthread.php?t=422376 My Kik is sissyxresser

06-04-2021, 03:45 PM	#1495
DiffidentDifference Member Join Date: Aug 2016 Location: Englandshire Posts: 73 Blog Entries: 1	Put on a 1 piece swimsuit and high heels and drive 4 hours. Should I go shopping tomorrow afternoon, or sit out & enjoy the sun? __________________ General limits: subject to negotiation, some or all at my blog post. "Might be a little older than I think I am, might be a little younger than I appear. Or is it the other way round? Sit me on your lap with caution." Has quite a lot of toys, props, and ingenuity; also great legs. Always happy to receive a report on how you did a dare I gave you. (An adult, definitively over 18 y/o. Genderfluid, Bi/Pan. They/Them/Your Excellency.)

06-04-2021, 04:15 PM	#1496
joe098 Member Join Date: Nov 2012 Location: Cleveland Posts: 33	Sit out and enjoy! Should I watch porn from a category of my choosing tonight or yours __________________ 24m Clothes: all types of panties, Bikini, soffee shorts, yoga pants, leggings likes: pissing or cumming in panties/clothes, pee, soil clothes, pee holding, self-facial, backyard, ass play, cross-dressing at home, humiliation, semi-public (soiling panties under clothes) creative dares with punishments, drink pee, eat cum, window exposure, choosing my porn restrictions: family, illegal, poop

06-06-2021, 06:54 AM	#1497
Sismaster Senior Member Join Date: Oct 2017 Posts: 180 Blog Entries: 3	Yours Should I wear a condom pee in it and put it in the frony of my underwear fkr 1 hour. Or should I wear a condom for 3 hours while drinking a lot of water. Pee in it and put it in my underwear for 20 minutes __________________ pm dares Likes and Limits Words that make me pee if I read/hear them according to my vocabulary pm dare: Soda, rain I AM NOT ALLOWED TO CUM because of Givingwantingdares! Until the 24th of May. Extend by 1 day by using the DENY pm dare.

06-07-2021, 06:45 AM	#1498
DiffidentDifference Member Join Date: Aug 2016 Location: Englandshire Posts: 73 Blog Entries: 1	Wear a condom, pee in it, and put it in the front of your underwear for 1 hour. Read porn stories, or watch porn videos? __________________ General limits: subject to negotiation, some or all at my blog post. "Might be a little older than I think I am, might be a little younger than I appear. Or is it the other way round? Sit me on your lap with caution." Has quite a lot of toys, props, and ingenuity; also great legs. Always happy to receive a report on how you did a dare I gave you. (An adult, definitively over 18 y/o. Genderfluid, Bi/Pan. They/Them/Your Excellency.)

06-08-2021, 02:50 PM	#1499
joe098 Member Join Date: Nov 2012 Location: Cleveland Posts: 33	Videos! Should I choose my own porn or let you choose a category for me __________________ 24m Clothes: all types of panties, Bikini, soffee shorts, yoga pants, leggings likes: pissing or cumming in panties/clothes, pee, soil clothes, pee holding, self-facial, backyard, ass play, cross-dressing at home, humiliation, semi-public (soiling panties under clothes) creative dares with punishments, drink pee, eat cum, window exposure, choosing my porn restrictions: family, illegal, poop

06-08-2021, 03:49 PM	#1500
DiffidentDifference Member Join Date: Aug 2016 Location: Englandshire Posts: 73 Blog Entries: 1	I'm choosing your porn: it's cumming in a PM Daddy or Chips? __________________ General limits: subject to negotiation, some or all at my blog post. "Might be a little older than I think I am, might be a little younger than I appear. Or is it the other way round? Sit me on your lap with caution." Has quite a lot of toys, props, and ingenuity; also great legs. Always happy to receive a report on how you did a dare I gave you. (An adult, definitively over 18 y/o. Genderfluid, Bi/Pan. They/Them/Your Excellency.)