31. I had a huge crush on this girl in my health class in high school. I so badly wanted to hit on her but I couldn’t find the courage to do it. One day, I concocted this brilliant plan to finally tell her how attractive she was without coming off weird. During class, I whispered to her, “Hey, my friends are betting me four dollars I won’t tell you how hot you are out loud. I’ll give you half the money if you let me do it.” She gives me a bit of a weird look but agrees. After class, as we’re walking out, I get her attention, and audibly tell her, “Wow, you’re lookin’ so hot today.” Audible enough to give off the impression “my friends” were watching this cringeworthy exchange take place. She awkwardly thanks me, I slip her two dollars, and we part ways. As you may have correctly guessed, no one had bet me to call her hot…and I had just paid a girl two dollars to compliment her out loud. Cringe.
We all do stupid things for love. Ask Reddit has (more than) a few examples to make you feel less alone.