19/M sleeping wedgie dares

Chalkless · 11-19-2016, 11:49 PM

Hey everyone, I need some wedgies to do while I sleep this week as punishment. Thanks!

Update: 3 dares / 5. Two more

vecnalives296 · 11-20-2016, 03:32 PM

2 dares:

1) Wedgie yourself, then put your hands into your underwear and tie them together. Any time you move you'll give yourself a wedgie.

2) Prop your bed up so that it's comfortable but your head is elevated and you keep sliding down, then tie rope through your underwear and around the top of the bed. You'll sleep in a hanging wedgie!

Chalkless · 11-20-2016, 03:37 PM

Quote:

Originally Posted by vecnalives296

2 dares:

1) Wedgie yourself, then put your hands into your underwear and tie them together. Any time you move you'll give yourself a wedgie.

2) Prop your bed up so that it's comfortable but your head is elevated and you keep sliding down, then tie rope through your underwear and around the top of the bed. You'll sleep in a hanging wedgie!

1 sounds like fun!

2 might be kind of hard. My bed doesnt have a very high headboard and tilting it isn't really possible. Any ideas on that?

foxknot69 · 11-20-2016, 03:39 PM

Quote:

Originally Posted by sevnine

1 sounds like fun!

2 might be kind of hard. My bed doesnt have a very high headboard and tilting it isn't really possible. Any ideas on that?

For 2, maybe tie a rope or something to your headboard that's just a little shorter in length than the distance to your underwear, so it's always pulling you. Maybe that could simulate a hanging wedgie?

Chalkless · 11-20-2016, 03:42 PM

Quote:

Originally Posted by foxknot69

For 2, maybe tie a rope or something to your headboard that's just a little shorter in length than the distance to your underwear, so it's always pulling you. Maybe that could simulate a hanging wedgie?

I've tried this before, not as exciting as sleeping in a hanging wedgie, but I'll give it another go.

vecnalives296 · 11-20-2016, 03:42 PM

Quote:

Originally Posted by sevnine

1 sounds like fun!

2 might be kind of hard. My bed doesnt have a very high headboard and tilting it isn't really possible. Any ideas on that?

Forget the hanging part. Instead of tilting the bed, just tie the rope to the bedframe if possible. Make it tight enough that it holds the wedgie tightly in place with your head on your pillow. Any time you move or try to shift you'll feel it, and the headboard will keep you from moving up enough to get it out. Will that work?

Chalkless · 11-20-2016, 03:43 PM

Quote:

Originally Posted by vecnalives296

Forget the hanging part. Instead of tilting the bed, just tie the rope to the bedframe if possible. Make it tight enough that it holds the wedgie tightly in place with your head on your pillow. Any time you move or try to shift you'll feel it, and the headboard will keep you from moving up enough to get it out. Will that work?

That'll definitely work. Thanks!

foxknot69 · 11-20-2016, 03:50 PM

Quote:

Originally Posted by vecnalives296

Forget the hanging part. Instead of tilting the bed, just tie the rope to the bedframe if possible. Make it tight enough that it holds the wedgie tightly in place with your head on your pillow. Any time you move or try to shift you'll feel it, and the headboard will keep you from moving up enough to get it out. Will that work?

That's the idea I was trying to come up with. Sorry I couldn't be clear about it or didn't quite get it right.

P.S. I might have to try some of these

vecnalives296 · 11-20-2016, 04:07 PM

3) You'll have to wear jeans to bed for this one. Get a small bar (either metal or strong plastic, whatever you can find), stick it through your underwear legholes, and spin it around in your hands until your underwear is as tight and wedgied as you can get it. Once you're good and wedgied, put the bar through the belt loops on your pants to hold it in place. Use some duct tape if necessary to make sure it doesn't slip out!

vecnalives296 · 11-20-2016, 04:36 PM

Quote:

Originally Posted by foxknot69

That's the idea I was trying to come up with. Sorry I couldn't be clear about it or didn't quite get it right.

P.S. I might have to try some of these

Please do! I hope you have fun!

vecnalives296 · 11-21-2016, 05:45 PM

Do you have any really big/stretchy underwear that you can do an atomic in?

Chalkless · 11-21-2016, 05:47 PM

The only ones i can do atomic in are my ripped ones, and i can barely tell with those.

vecnalives296 · 11-21-2016, 06:06 PM

Ok, forget that idea. Well, let's do this: take a really old pair of underwear you don't mind wrecking. Run them in a sink so that they're soaking wet, then wedgie yourself and rip them. Sleep with the wet remains still wedgied inside of you.

Chalkless · 11-21-2016, 08:29 PM

Hey guys, I've got enough dares to last me through brake now! Feel free to add more for later though

11-19-2016, 11:49 PM	#1
Chalkless Senior Member Join Date: Aug 2015 Location: Midwest US Posts: 97 Blog Entries: 10	19/M sleeping wedgie dares Hey everyone, I need some wedgies to do while I sleep this week as punishment. Thanks! Update: 3 dares / 5. Two more __________________ PM DARES. Likes, Dislikes/Punishments, Limits Denied until: March 17th I'm vulnerable in this thread until March 4th My morning workouts must include Slut Training until March 5th. It can still be added a second time as a PM dare. Kik: chalkless Bi/26/NB Last edited by Chalkless; 11-20-2016 at 04:59 PM. Reason: update

11-21-2016, 05:47 PM	#12
Chalkless Senior Member Join Date: Aug 2015 Location: Midwest US Posts: 97 Blog Entries: 10	The only ones i can do atomic in are my ripped ones, and i can barely tell with those. __________________ PM DARES. Likes, Dislikes/Punishments, Limits Denied until: March 17th I'm vulnerable in this thread until March 4th My morning workouts must include Slut Training until March 5th. It can still be added a second time as a PM dare. Kik: chalkless Bi/26/NB

11-21-2016, 08:29 PM	#14
Chalkless Senior Member Join Date: Aug 2015 Location: Midwest US Posts: 97 Blog Entries: 10	Hey guys, I've got enough dares to last me through brake now! Feel free to add more for later though __________________ PM DARES. Likes, Dislikes/Punishments, Limits Denied until: March 17th I'm vulnerable in this thread until March 4th My morning workouts must include Slut Training until March 5th. It can still be added a second time as a PM dare. Kik: chalkless Bi/26/NB

11-20-2016, 03:32 PM	#2
vecnalives296 Member Join Date: Nov 2016 Posts: 98	2 dares: 1) Wedgie yourself, then put your hands into your underwear and tie them together. Any time you move you'll give yourself a wedgie. 2) Prop your bed up so that it's comfortable but your head is elevated and you keep sliding down, then tie rope through your underwear and around the top of the bed. You'll sleep in a hanging wedgie!

11-20-2016, 04:07 PM	#9
vecnalives296 Member Join Date: Nov 2016 Posts: 98	3) You'll have to wear jeans to bed for this one. Get a small bar (either metal or strong plastic, whatever you can find), stick it through your underwear legholes, and spin it around in your hands until your underwear is as tight and wedgied as you can get it. Once you're good and wedgied, put the bar through the belt loops on your pants to hold it in place. Use some duct tape if necessary to make sure it doesn't slip out!

11-21-2016, 05:45 PM	#11
vecnalives296 Member Join Date: Nov 2016 Posts: 98	Do you have any really big/stretchy underwear that you can do an atomic in?

11-21-2016, 06:06 PM	#13
vecnalives296 Member Join Date: Nov 2016 Posts: 98	Ok, forget that idea. Well, let's do this: take a really old pair of underwear you don't mind wrecking. Run them in a sink so that they're soaking wet, then wedgie yourself and rip them. Sleep with the wet remains still wedgied inside of you.