I tried this last night, medium difficulty with covers and nothing but the sock. I found it really comfy because the sock fits perfectly and the heal is just the right size to cup my balls. I finished the task as instructed by getting dressed as normal before removing the sock but then I decided to put it back on for the rest of the day.

I should add that I am uncircumcised so the sock doesn't cause any unwanted stimulation. I will try the dare again with my foreskin pulled back all night to see how different it is.

I've tried at medium difficulty, wearing nothing but with covers. When i woke up there was a bit of cum inside the socks! It has been very exiting and fun!

I tried this with medium difficulty (clothes no covers) and it was great. At first, I had a little trouble fitting my cock in the sock. The sock cupped my balls nicely, but since I'm a little thicker in girth, the sock was tight. I don't masturbate, and I hadn't cum in 3 months, so I went to sleep hard and woke up with a sock full of warm load. I always wondered what my cum tastes like, so I tried a little. I didn't really like the taste. Sleeping with a sock on my dick felt good, but it was weird when I got up this morning to pee. Overall, I think it was a success.

at the request of my master, we search the dares to do to us, we start with this dare everyone, and we'll tell you how it is pass

Well I took the read colored: Middling

You must leave the sock in this position overnight while you sleep

Then either:

You may wear other clothes (as above) but must sleep WITHOUT covers

Or:

You may use your usual bed covers but wear nothing other than the sock


I put the sock on while I had a boner as told and then I waited until it was small again an made a knot so that my cock wouldn´t get big again but this didn´t help. Although I cumed befor puting the sock on I was hornx and eged (poorly I´m bad ad edging and cumed in my sock which I now still wear).
I would have loved to do the hard one but with out covers it is to cold.

Well and there I thing I discovered a new fetish of mine. I just had to cum in my underware a few mins ago.

A question: Why was it important to put the sock on while beeing hard?
And it didn´t feel so good the fucking sock was to big. Did I do something wrong?

Doing this tonight

possible improvement
 

I would like to try this dare but as other user said, it seems not very exciting. I thought that a possible improvent can be to fill the sock with some small objects to stimulate erections. I thought to some small rubber bands around the cock (they must be a bit large for the cock size because they have only to tickle not to tighten the cock). another rubber band can be used to tie the sock to keep it in position all the night. What do you think about this?

I am going to try this! :)

Trying now easy mode

Wow. Glad to see this dare has gotten popular again, thought it had died out. Love hearing peoples stories about how the dare went, how turned on they were, and even the few people who ejaculated.

When I did this to test out the dare before posting, I pulled the sock over my hard dick, and the sensation got me really horny. Also, as my dick started to go flaccid, the sensation of moving around in the sock got me pretty hard, meaning I was hard or semi until I fell asleep.

An added bit of simulation is a great idea, I'm sure people can come up with some great stuff to really tease their cocks in the sock. Just be careful with rubber bands, you don't want any injury from restricted bloodflow!

tonight
 

im doing really daring tonight :)

really darring
 

well i did the hard level last night, i chickened out around 12:30 and put a blanket over but thats all, still no other sheets and sock was still on, i had it on through out the night till morning

Sock dare
 

I did it last tuesday of last week i just for got to posti did it hard so with no covers no clothes it was weirded

I just finished this, I haven't cum in a while so was tricky getting the sock on. But nothing happened after that other than it was hard to sleep. Going to try again tomorrow.

Did it last night, still have the sock on.
Did medium - wore the sock and shorts, i put it on while doing (a separate) edging dare, edged with the sock on 9 times and i put a rubber band around the base so I stayed semi hard and the sock was tight. Had a hard time falling asleep...