Andy Samberg sat down with Playboy and they wanted to know if he would ever take his dick out of the box for a movie or a TV show. He told them, “I don’t think I’d ever do it, because of the internet. Once you show your dick, that’s the first image that comes up on Google for the rest of your life. I don’t want my dick on the internet.” Too bad because I wanted to see if it is the gift that keeps on giving or if it is something I would return.
Something he can’t return is how he lost his virginity. The Brooklyn Nine-Nine star revealed how it happened, “I believe, 16 or 17. It was at summer camp. I was on the junior staff and she was girls’ head counselor. She was 24. She could tell I probably was a virgin. I was flirty; there was a friendship and a playful thing between us, but I didn’t really think it would ever be real because of the age difference. I think she just decided for me.” Then he added, “It was only once. I wouldn’t say I was good, but it was great for me.”
Before he got it on with that older lady, there was another older woman that he bopped for. That woman is She Bops’ singer Cyndi Lauper. He said that when he was kid, he would listen to her first album She’s So Unusual all the time and he is still “enamored” with her until this day. He has never met the singer, but he told their mutual friend, Pee Wee Herman, that he is in love with her. Yet Paul Reubens has not introduced the two of them.
I wonder if they ever met, what he would give her? What could it be? Could it be a Dick in a Box? And would she bop to it?
