Instant Regret Dares

[dbgetdare]

Not sure if a thread like this has been posted.

What is a dare that you performed or situation you got yourself into that you immediately regretted?
Especially right after you cum?

[Newso]

Dont have an answer but i would guess this thread will be very entertaining

[hot_viper_2005]

I have mentioned this before telling stories, but I did a streak dare that I regretted really soon after starting it.

I was in San Diego and found a bridge that is now closed to car traffic anymore. You can walk over the 163 at Richmond St. It goes to a trail in the park. I was there at night thinking I'd have some easy streaking. I wanted to stand on the bridge with a ton of cars driving by until I got a honk that someone saw.

Here is the place: https://www.google.com/maps/@32.7369...!7i8704!8i4352


So I was mid-bridge and I set up a video cam (olden days video tape cam that was not small) on a tripod. I then stripped it all off except shoes. I started the tape and was walking around in my nude glory. I was about to set up the bridge shot where I would be in view from the freeway when I noticed movement in the trees in the park. It was super dark but it was clearly a person. Regret immediately. I ran my naked ass to my stuff and decided not to dress, just grab it and run. My arms are full of clothes and the tripod as I waddled away with my lily white ass glowing in the moonlight. On the far side of the bridge I stopped and dressed in only the pants and shirt then picked the things up and ran again to the car. Threw my stuff in and sped away.

I was clearly seen. Could have been one or many people. Humans not animals for sure, I could tell by the dark shape. It must not have been police because I would have been lit up with a flashlight and caught running because I am not fast. I still imagine myself tackled nude and cuffed on the pavement. That would have been my last nude adventure. Luckily for you and me I still do stupid things nude.

[BarefootAlien]

Haha, that's a great story! Thanks for sharing!

[dbgetdare]

Anyone have any more stories?

[Nya497]

Heya, I've got a story. It's pretty similar to viper's one actually. And I'm not 100% sure if it belongs in this thread but hell, it's a fun story.

I love running outside, even in colder months, this was in autumn and I was dared to run to a park and snap a few photos of myself at night. There are a few night lamps there so it's not totally dark but people can definitely see you.
So, I ran there at atound 11 in the evening, looked around and saw no one. I didn't think anyone would be there since it was the middle of the night and it was already getting kinda cold outside.
I stripped my shirt off, halfway pulled down my running shorts and underwear, took a few photos and just as I was preparing to take all my clothes off completely, I saw two dark shapes on the other end of that park that wasn't lit with night lamps at all. Thanks to the night lapms, I was definitely visible though. It was quite far away so they couldn't see any details but they definitely saw me. I head some ?shocked/entertained? laughs from which I think they were women.
Well, I hastily pulled up my pants, put on my shirt and ran away like nothing happened. Now comes the part where I don't know if this really fits here. I regretted it when I was in proximity to the people. But when I was running away, I was red in face and grinning ear to ear. I felt amazing. After that, I went to some less frequented streets and snapped a few more photos. But no one else saw me there. Then I ran home horny as hell and jerked off.

[sissybill]

i met a mistress online n she dared me to write humiliating/degradeing words n sentences all over my body n then go to a public park n strip naked n get out my truck n take pics in parking lot
i did obey her n a park guard pulled in n caught me omg
he said yu got 2 minutes to get out of here faggot so i left n showed her the pics n she blackmailed me for 1 yr

[Narrowm1nd3d99]

Perhaps not regret, but I was embarrassed and turned on at the same time.

Lost a bet to a friend, was asked to do a 3 part challenge.
Part 1 was a naked jog/run along the local beach boardwalk at night. Thereafter I had to sing her favourite song at full voice while we walked along the beach (was given a week to learn the entire song) and finally I had to end it off with a skinny dip in the ocean.
I was most worried about the first part (running), but we were semi responsible and set the time for 10pm when there would hopefully not be any others around. There are no nude beaches where I stay, so one always takes a bit of a risk.

Mild panic, but managed to complete the running part fairly easily and apart from occasionally stumbling over some of the words, I did fairly decently on the song as well.
Next was the skinny dip, it was mid summer so the weather was good and the water warm. Did my thing under the moonlight and came out the waves after being about waist deep. As I took the final steps out the water, my friend used her cellphone and flashed off a series of photos and a video with the flash on before handing me the towel. As I took the towel, we heard voices a few meters away and could just make out the shapes. While i couldn't really see them, I'm pretty sure I stood out in the dark with the flash on me. Nothing was said by them though and I ran to the parking lot to fetch my clothes as fast as i could.

[dared to perfection]

In hindsight I'm unsure how much I regret this it was sort of ok but just a bit awkward due to my living arrangements at the time.

Basically I offered my chastity key out a little too easily to a new irl 'mistress' she was semi inexperienced but I was happy to let her know I was there to do anything for her.
At first the anything worked, i.e. sexually she used me all the time and it was great. It got slightly awkward to keep making excuses to my flatmate of the time for why I would leave at 1am or similar .. I was going to hers to go down on her and then she'd send me home again after.

Soon she started asking me to give her a lift home from her gym classes, which was fine we'd often play after and she'd tease me with my keys.

But after maybe 3 weeks of sexual fun the tasks began being less sex related and more and more often she didn't even bring my key with her when we'd meet! I lost sight of when I thought I'd get unlocked and because she was new and inexperienced I had to ask when she would eventually let me cum... She said she had absolutely no idea how long she was meant to keep me locked and was just sort of forgetting I hadn't for so long!

So it was fun but I regretted not communicating more!

[naked_pool_player]

Regret is probably not the word... but more a dare that had its intended consequences.

I've always played around with chastity, but more for teasing for a short period (an hour or two) before blowing my load massively.

One night, while drunk and extremely horny, I locked myself in chastity, and took a walk down to the local river (it was about 2am). There is a part of the walk along the river that is covered with trees.

Ive done this once before -there's a little hollow just off the path where I go and strip off, then stand at the top of a small set of steps, and throw the key back over my shoulder. I then search for the key naked.

I did this a couple of times, managing to find the key relatively easy each time. I then returned to my clothes to begin getting dressed. While getting dressed though - I somehow managed to drop the key. The area I was standing in has quite long grass and is quite bushy, so not somewhere you want to be dropping the key!

At this point I was horny as hell - I searched and searched, but could not find the key. This was my only key too!

Half the thrill of the dare was the thought you could end up in this predicament, but to actually have it happen... well I was horny as hell as I walked back to the house without that key.

Thankfully I managed to pick the lock easy enough, and boy did I cum that night! I returned to that spot a few times over the next few week, but never did find the key!

[alex_af1996]

Originally Posted by dbgetdare

Not sure if a thread like this has been posted.

What is a dare that you performed or situation you got yourself into that you immediately regretted?
Especially right after you cum?

I was put in a Kik group that was all about me. I was sending pictures and videos of me doing everything. My mistress was helping control some of the people coming in but they were still bi or gay males. After about 30 minutes I couldn’t stand the degrading comments and humiliation of it all.
So I was regretting it.

After I had finished my mistress knew I regretted it but still was impressed I kept going

It’s funny though she made me do it again a week later and I loved the humiliation and degradation of it so only the first time I regretted it

[Bethanyy]

I remember something that I would probably enjoy more now that I know the effects but at the time….wow

I this was an online scenario yearrrrrs ago and he asked me to duck myself with veg. So carrots/banana all very fine and then he asked if I would use ginger and it may create a warming sensation, similar to toothpaste. I guess I was a little naive to what would happen…..literally put it in my pussy and 5 seconds later I was feeling the effect. Then I removed it and the juices on my hand went all over my pussy. I panicked haha tried to wash it away but it was getting stronger. Just had to ride it out and regret my decision until it went away.

Definitely a future punishment that one.

[Messyone]

I did the banana enema dare only to find out that I was much more allergic to bananas than I thought. One panicked ambulance call later and everything was okay. Was covered in hives though for a couple hours. Didn't need an epi pen thankfully.

[bayman]

Exposures with full name Definitely the most regretted.

[rhl]

I bought a time delay padlock, for some safe, but controlled self bondage.
I had read a post about a lady being tied naked to a light post, and this got me excited.

I head out, at night, to a local park, choose a post at one end. This park is by the bay and the light post is at the end of a straight paved path.
I get undressed. Set the padlock for 5 minutes. I have cords wrapped around my wrist.
I put a blindfold on, put my arms behind my back, the padlock binds my wrists around the pole.
Close the padlock and hear the five 1 second beeps, followed by a 3 second fairly load beep.
I notice, through the blind fold, a bright light hit my face. There where fisherman on the other side of a row of tall grass.
I'm now super nervous and trapped naked, exposed for 5 minutes.
Yes it was exciting and have done it a few more times