What was your most awkward relationship experience?

Probably first time for me posting a relationship related question. I think I deserve some applause related gifts, if such gifts actually exist. Otherwise nevermind the gifts, I don't need your pity-gifts.

Mine was when I dated twin sisters.

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Riverman2 · 56-60, M

In high school I was invited to the Sadie Hawkins dance by nice but very very large girl. She about 3 times my size. I went because she was nice and it seemed like the right thing to do since the tradition was for the girls to invite the guys to this event. Anyway, I could not believe how many insults and jokes were hurled our way all night. It was the first time in my life that I realize just how amazingly cruel people are to, in this case, fat people. It left a mark on me for sure.