This one time in college, I had a girlfriend who had just begun to cuckold me.
She lived in small girls hostel which is more like a compound a couple of miles away from campus. There were about 4 or 5 girls in that compound.
So this one time I was supposed to go over to my girlfriends room and wait for her to come back from her date with her lover, Stephen.
Before I could reach her block I fell and slipped into a puddle. all my clothes were wet and my phone got wet too. It had rained profusely the day before so some puddles formed, and lucky guy that I am I slipped into one.
Of course this was an all-girls hostel. So there were no "boy" clothes around. I had to wait for my clothes to dry and one of the girls was nice enough to lend me a small light blue night gown
which would actually fit my size.
I basically sat there in the common area with 4 other girls who all knew that my girl was being banged somewhere by a real Man, while I sat there in my night gown.
I must admit at the time I was really frustrated and annoyed, but I still think back to that day and masturbate thinking about it. I imagine sometimes being hum1liated by the other girls, and being ****** to work or do chores around the compound for all to see. In fairness some of the girls would tease and giggle at me, but it wouldn't go as far as hum1liation . Although thinking back I wish they had been a little meaner to me lol.
I realize it's not strictly "cuckysitting" but it sort of is in a way