u/Deep_Moose9639

So when I was 18, a senior in high school I was walking home from school, it was a random early day where I was off at noon. During some week days my mom would have a few of her girl friends over to have some wine, hang out in the hot tub, or play poker. Well I got home and walked through the front door, I immediately hear laughter. I’m thinking they are all into a bottle of wine of course. I walk into the dining room and see my mom’s 5 friends sitting around the table with glasses of wine and a bunch of playing cards and poker chips around the table. They saw me and screamed hi! I asked what is so funny and where is my mom. One of her friends said “oh well she got overly cocky during poker and decided to make a bet and lost”. I said “um okay what was the bet”. She said look into the back yard, I then heard a lawn mower start. I looked out the back door and was shocked at what I saw. I saw my mom’s bare butt pushing a lawn mower, she was completely naked! They called her name, she turned around and immediately jumped and started trying to cover while asking why I’m home early. I look back and her friends all have their phones out recording. They said that I already saw so just finish the lawn. My mom with embarrassment kept mowing while her friends laughed and catcalled. About an hour later she came into the house saying “next time let me know when you’re coming home early” and stomped to her room, still naked.

One summer I was on vacation by myself in Hawaii. I was about 28 years old at the time. Well after a night of drinking I ended up in my hotel room feeling bored and a little adventurous. It was around midnight.
I decided that I would leave my hotel door cracked open while I run down the hallway naked. Heart racing I decided to make the run and to my surprise the room shut. I was in disbelief, I immediately started panicking wondering what I was going to do. I couldn’t start knocking on doors for help, who knows who would answer and how they would react.
I decided to just go down to the lobby and get a key card from the front desk. I was so embarrassed, I took the stairs thinking there would be less of a chance of running into anyone. I finally made it to the lobby, it was especially bright in there as I made the embarrassing walk to the front desk doing my best to cover my area with my hands.
At the front desk was a young Hawaiian woman who immediately noticed my nudity, trying not to laugh she asked how she could help. I started explaining my situation and I hear the voices coming from outside and the lobby doors opening.
There were a group of African American women ages ranging from 30s to 40s. They all erupted with laughter as they see this fit naked man in his late 20s talking to the front desk. They all laughed and pulled out phones to record. They were having the time of their lives acting like it was ladies night at the strip club.
After several minutes of them laughing and commenting on how the AC is really working, the lady at the front desk gave me a key card, no towel and said to have a nice night.
I jogged to the elevator being followed by the still laughing women followed. I ran to my room and closed the door, completely humiliated. I was able to hear the ladies still laughing about my embarrassment because their rooms ended up being right next to mine.

My mom and her friends came home early the other night from a girls trip. I was in our pool skinny dipping! I was 20 btw. I panicked and tried to play it off. Her friends teased me and laughed. She told me to get out and get dressed. I climbed out and ran into the house while everyone hooted and hollered, and of course commented about how cold the water clearly was. I was so embarrassed.

When I was 18, the summer after I graduated high school, I was at a small party at my friend’s house with people from school. After many drinks we decided to play strip poker. I was the first one to end up naked. Then I hear my friend say “oh shit my mom is pulling in”. Everyone rushed out the back door and I ran to grab my clothes, they were gone, someone must have taken them. I panicked looking for something to cover up with, then the door opened.
My friend’s mom walked into a trashed house and a naked 18 year old guy standing there.
She was furious, she made me help her clean up the house keeping me completely naked.
After that she said she’d drive me home, I tried to object and she said that or she’s going to show everyone pictures, as she started snapping pictures of me. I got in her car, bare butt on her leather seat.
She pulled up and walked me to the front door, knocked.
My mom answered the door and screamed, she yanked me in the house while both women started yelling at me, as I stood there trying to cover up with my hands.
Then my older sister and her friends walked into and burst into laughter. I ran to my room completely embarrassed.

When I was around 21 years old, a freshman in college I attended a paper view UFC match at my mom’s friend Marie’s house. It was her, my mom, her son and daughter who were around my age, and a couple of Marie and my mom’s friends, all women in their 40s. The main event was the first Conor McGregor and Nate Diaz fight. Of course McGregor seemed unstoppable at the time. Well Marie, was under the impression that Diaz was going to surprise everyone and beat McGregor. I kept telling her that there’s no chance at all. She asked if I wanted to bet on it, I said absolutely, what’s the stakes. She then said that she is going to have another party at her house the following day and the winner of the bet gets to choose the outfit of the loser to wear to the party. My mom advised that I shouldn’t make the bet but said she will enjoy a laugh when I lose. I said you’re on! I couldn’t wait to pick a super skimpy outfit for her, I secretly found her very sexy. She was a 40 year old chubby Latina. As we remember the fight started with McGregor in the league, busting up Diaz’s face until he started to clearly gas out,then to my surprise, McGregor tapped. My heart sank, Marie was jumping up and down as everyone else laughed and cheered especially my mom. She winked at me and said “see you tomorrow at 5”. The next evening I arrived at her place at 5, I was wondering all night what my uniform would be, will it be a dress or something? Marie welcomed me in and handed me a little box and told me to go change in the bathroom. I opened the box and my heart dropped, it was a cheetah print G-string. I started panicking but knew that there was no turning back. I took off my clothes and slid on the thong. I walked out of the bathroom, Marie and her friends were waiting outside the bathroom already holding up their phones, they all howled with laughter. Marie announced “tonight’s entertainment”. I was so humiliated, then I heard a familiar voice, my mom walked in and busted out laughing. I was bright red. My mom then went in the bathroom and walked out with my clothes, she said she was locking them in her car incase I decided to sneak off and change. The party started, I was walking around awkwardly trying to hide myself while everyone joked and laughed at my ridiculous outfit, or lack there of. A few women asked if the thong came in mens size, my mom slapped my bare butt a few times, Marie grabbed the sides yanking up giving me a wedgie. One lady even put a dollar in my string. I sat on the couch and tried to lean forward which made me look more naked, everyone in the party couldn’t get enough. At the end of the party everyone made a point to tell me goodnight and take a picture of me. I then walked up to Marie and my mom and asked for my clothes back, my mom said sure, got in her drivers seat and drove off honking the horn leaving me in the driveway in the g-string. She called Marie and said to tell me to have a good jog home, Marie said she was thinking about taking her thong back but said I looked way too cute in it and to have a safe jog home. I ran as fast as I could about 4 blocks to my mom’s house. It was late but a few cars drove by honking, one person screamed “nice panties” and one said “I can see it’s cold”. I was so humiliated. I finally got home and my mom let me in laughing. She still laughs about it to this day.