Soooo many times. Sooo many stories Some nice prizes won. 👀
Win or lose. 😎
There was the time after a basketball game the guys were dared by some female spectators to strip on the way for a dip in the pool. I quickly bolted across the parking lot, far ahead of everyone. Leaving a trail of clothing behind me for the girls to gather up while hearing squeals of "HEY! Not fair! We wanna see the front as well. 👀". Giggles and laughter and whistles followed me as I bound over the pool fence and dove into the cool water. Swimming underwater from the deep end to emerge hip deep in the shallow end. Standing there smiling and encouraging the brave to join me.
Watching as 3 of the girls were giving chase and losing tops and inhibitions soon to be followed by a couple of the guys already peeling off their sweaty shirts and wishing that they had my view of the half naked and getting more naked, beauties. 😜
A very funny and interesting personal sight that I vividly always remember is a female work mate and friend of mine (a good buddy of mine had a small crush on her) was jogging behind everybody scooping up all of my clothes and my Jordan's. Nobody else's, just mine.
She later that night she ended up totally naked in the hot tub with me and 3 other girls. Which was a very pleasant surprise.
She let go of her modesty as soon as my buddy left for home. She semi courteously wiggled her body between me and another naked female fantasy. Her seductive gaze and smile focused on my reaction while her hidden hands gripped my knees to keep her balance.
That night she chose to "open up" to me about HER crush on me.
The people that didn't join in the hot tub were scattered about the pool area in different states of dress and innebrihation and conversation.
During my sophomore year at university, hanging out with my friends in the dorm lounge, first time I had ever played poker in my life. Confident in my beginner's luck, I dove in. By the end of the game I was in my lavender granny panties with little daisies on them and a matching bra, and had to run a lap around the dorm building 🤣 I was definitely thinking "I am dead. This is the end of my social life."
Bets or dares don’t always work out especially at a beer keg party in those younger years. Yes playing 21 betting an article of clothing is a good way to lose.
WELL it wasn't technically a bet but back in my beer pong playing days, there was a rule that if you got shut out by the other team you had to run naked around some statue outside.
So, basically, my teammate and I both had a really shitty game, and... we had to run! Full disclosure though I was drunk enough that I didn't really run that fast, ha.
I was at an all inclusive resort and lost a bet. I had to walk back to the room naked and swim the length of the pool nude as well. Several other guests were there and watched
Sure have we have to strip down Buck Naked run down our road which was about a quarter mile long from one of the other when we lost the bet Sometimes When We Were Younger LOL
Not a bet, but as a punishment for making zero cups in beer pong me and the girl I was playing with had to run around the entire house in just our underwear.
Not me. My wife had to do it at least twice. Once when losing strip poker as a teen. Once with me on a football bet, and she had to stay naked an entire Saturday.
Somebody bet I would not join the military. I won a useful skill set and some much needed maturity. My punishment was to strip naked in a cold room with 99 other naked dudes. The whole time all I could think was, "Don't get a boner..."
Football game bet I lost, had to take off all of clothes last twenty minutes of game with friends over and punishment was husband giving me a spanking with everyone around turned my butt purple/black for a month
Was hanging out with some very close friends we were smoking and playing cards and I was talking so much trash they said loser has to strip down and run outside in the snow. Welp I lost lol
This one time I bet that I could beat a state trooper in a road race with a duffle bag of weed in the my trunk. I floored. He floored it harder. I took the turn. He hugged the turn tighter. I did a hail Mary brake check before hitting it in second. He countered without a flinch. It was a great race but the better driver won and I ended up pulling my pants down and asked to cough in a cold concrete room.