Reminds me of the story "The Time I Let My Sister Pants Me"
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and my story where I changed in the laundry room and my sister walked in
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I hope you go into more detail on the original humiliation, and the followup experience where you created a scenario for it.
I love the idea of it, a girl catching me exposed. I love to imagine her reaction of snicker-laughing, and her knowing what I look like completely naked and that social power dynamic where she can hold it over me, secretly tease me to embarrass me or win an argument. I don't find the humiliation part in itself appealing, even in the moment where I walked into it knowing it could happen and then it actually happened, I wasn't enjoying it, I felt flustered and embarrassed, and it was only afterwards when I thought back to her reaction and what might have been going through her mind in that moment, and the overall event that it did happen, did I find enjoyment from it.
I think this is what brought me into liking CFNM (clothed female nude male) + ENM and maybe very mild SPH if it's not too mean. For my enjoyment it's more about seeing a girl enjoying the situation, laughing, amused, smug, grinning, thrilled, victorious.
I can't believe I had forgotten about this, but there was one time I used to video chat with a girl online that was my age but lived hundreds of miles away. Can't remember how we met, might have been a random chatroom or stickam, but we'd talk about our lives and makeup weird nicknames for each other and talk about our problems and try to make each other laugh. One summer there were flies in my house and they were so annoying and buzzing. I came up with the idea that I'd come back from a shower in just a towel and chat with her, then I'd get so annoyed by the flies that I'd stand on my bed and swing the flyswatter at the light on the ceiling where they kept flying circles and buzzing around. When she saw me in a towel at first she was like "oh you can get changed, we can do a video call later" and I just said "no big deal, let's keep chatting I still need to air dry". We talked for a bit then I got annoyed by the fly and stepped up on the bed while she watched laughing at the sight of me in a towel swatting away. I made an over-vigorous swing at the fly and my towel dropped and I was standing naked on my bed for a brief moment, full frontal view of my webcam, before I ducked down.
In my memory, the moment I ducked down she ended the video call. But it's possible she saw me ducking around and hiding behind my chair naked.
Anyway, I hopped on the computer and apologized and she was laughing her butt off in text, and we agreed not to have another video call that day.
Things moved on, we kept chatting as usual and she brought it up a few times, usually 1-4 months between each time.
her: "im going to take a shower"
her: "then head to bed"
her: "and go to sleep"
her: "bye X"
me: "pics"
me: "lol bye"
her: "stfu ur not getting pics"
me: "
"
her: "just because i saw your cheeks doesnt mean you get to see mine hahaha"
me:
her: "you were like *ohh, i see a fly. let me kill it"
her: "-towel falls- and you did that thing that they always do in cartoons hahaha"
me: "lol what?"
me: "cartoons?"
her: "like their clothes fall off"
her: "they cup themselves and run"
me: "oh right, because im just gonna stand there, with my hands at my sides"
her: "but you were all like -ducks behind chair-"
her: "lol
"
her: "would have made a good porno"
me: "lol"
her: "cya"
me: "you're so one-sided"
me:
her: ??
me: "my side: naked, your side: not naked"
her: "oh yeah"
her: "im like that with sex too"
her: "i dont like my body"
me: "oh"
her: "bye"
her: "you should get a coffee cup"
her: "and drink"
her: "then i can save capture"
me: "what's save capture?"
her: "like take a picture of the computer screen"
me: "oh shit"
me: "you didnt do that when the fly stole my towel right?"
her: "i didnt even think about that"
her: "i was too busy laughing"
me: "what's this about your bra?"
her: "brah"
me: "ohshit"
her: "haha"
her: "its green"
her: "wanna see?"
me: "sure"
her: "has a bow in the middle"
*she shows her bra strap*
me: "well i mean the bra not the bra strap"
her: "but you cant see that"
me: "oh well"
her: "ive seen you naked"
her: "but you know"
her: "i didnt ask"
her: "you were just like"
her: "no - LET ME KILL THIS FLY"
me: "hahaha"
one day a friend was at her house and was messaging me from her account
her friend: "and she would like to add u have nice butt cheeks
haha idk"
me: "lol damn her"
her friend: "haha just be glad she didnt get a pic of it lol"
me: "lol yeah, then id be really screwd"
a few months after, she got a bruise on her butt and was having a hard time sitting
her: "im going to get those underwear that have the butt built in"
her: "im going do it"
her: "then im gonna get on webcam"
her: "and be like look at my ass"
me: "lol let me see the butt bruise"
her: "nooo you freak"
me: "hahaha"
her: "just because ive seen you naked"
her: "doesnt mean you can see any part of me naked"
me: "hey now"
her: "hey"
her: "that was funny"
me: "i feel at such a disadvantage"
her: "haha"
4 months later
her: "my hairs a big curly mess, when its straight it covers my boobs now"
me: "impressive"
her: "haha im gonna walk around naked"
me: "lol do it"
her: "lol i am"
me: "i see you looking around but i'm not seeing you naked"
her: "lol not now. you're silly"
me: "you did say you wanted to find out who you are, what better way than walking around naked?"
her: "lol trying to see me?"
her: "like i saw you?"
me: "it's only fair
"
her: "i laughed so hard"
me: "so embarrassing"
her: "still hilarious"
me: "yea, we should do that again sometime"
her: "lol"
several months later I mentioned being drunk and she responded with
her: "don't do any streaking"
her: "and dont get on cam because the next time you drop a towel it might be on purpose"
me: "what?"
her: "that was hilarious that day"
me: "oh you haven't forgotten afterall"
her: "i did for awhile and it just came back to me"
her: "im going to get this fly.. *oh shi-*"
me:
her:
her: "i didnt see anything it was just too funny"
her: "you ducked so fast"
me: "haha thanks for reminding me"
Besides that and the time with my sister there wasn't any scenarios where this happened in my life, but I will admit I've thought about it happening again with my sister. Unfortunately such scenarios are hard to create, even at the best of times. We rarely have a chance to see each other alone, but here are some ideas I had thought about. Some are more "pretending it wasn't planned" than others, but I doubt any of it will happen or if I'm even sure if I want it to happen, it's more like fantasy daydreaming.
- Go for a walk somewhere after it rains, fall into a big puddle so all of my clothes are soaked and dirty. When I get back to my place, go into the laundry room and tell her I need to toss my clothes in the wash. Close the door and just start undressing, once I'm down to my underwear exclaim "shoot it soaked even my underwear" then toss them and everything into the washing machine. At this point I'd be completely naked behind the door with her standing between the laundry room and shower, and there's nothing to wear. "Shoot.. I didn't think this through", then I either race out naked past her, or I call out and say "don't look unless you want to see me naked" before I run out. Is it better to give a warning before? Or will it give her more opportunity to look at me, possibly even stand in my way to prolong my nakedness in front of her to embarrass me?
- Schedule a time for her to visit, and sleep in. When she arrives apologize and tell her I just need to shower. Before showering, call her into the bathroom to show off a new razor or shower curtain or something and then keep getting ready to shower, taking off my shirt, socks, etc. until I'm standing in my underwear. Will she stay in the bathroom as I'm clearly about to get naked? Do I ask her to look away or do I just go for it and step into the shower. Do I stop once I'm down to my underwear to give her the opportunity to give me privacy or just act like it's no big deal and keep going? Maybe I just go behind the shower curtain and remove my undies and toss them out. My shower curtain is very transparent, so I imagined a scenario where she teases me about how she can still see everything and I act like she can't because I don't realize how transparent it is because of my bad eyesight. To check if it actually is transparent I hold up a random amount fingers and ask her to guess how many I'm holding up, giving her a full frontal, and when she successfully guesses, I brush it off as a fluke until she guesses right 3 times in a row and I "realize" how visible it actually is and act humiliated.
- In either case, or if none of these happened and I'm taking a shower by myself, I can forget a towel and ask her to bring me one. There's a mirror directly in the bathroom so if I accidentally bump the door she'd be able to clearly see me in the reflection. Or I can just stand there with the door wide open and act embarrassed when she gets close enough to see everything.
- Or instead of asking her to bring me a towel, I can just walk out dripping wet and naked and ask her not to look while I walk to the linen closet and pull out a towel.
- I've also thought about if we were playing video games together, I'd act like I'm bored since there's no stakes and suggest betting on the outcome. Then saying I don't want to take money from family, and suggesting tame forfeits like the loser has to do 5 jumping jacks. Then after a few games act like the stakes aren't very high, what can we do to make it more interesting and suggest something random, like loser has to make a snowangel outside in their underwear. Pick a game that she's really good at and knows she's better than me at, then with false bravado act like I'd win against her, and raise the stakes that loser has to do a naked snowangel.
- It's more of a missed opportunity. I could have brought it up but I couldn't find a way to do it up naturally and I chickened out. I could ask about her nudist neighbors and ask if she remembers running through the house naked after work when we lived together and ask if she still does that. Confess that I've been interested in nudism but have never had the courage to go somewhere and do it with anyone around, and maybe she'd suggest I strip off right there.
- Bring up the idea of a bucket list, things we want to do before we die. Confess that I've always wanted to go streaking and skinny dipping to see what it was like but never having the opportunity to do it, there's always other people or cameras around. Maybe she has some ideas on how to accomplish that and maybe she wants to come.