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The Older Man was also my editor, which added a power imbalance to the mix—a dynamic we all know can be equal parts problematic and irresistible.

People raise their eyebrows at relationships with a significant age gap: If you’re the older guy, you’re creepy and exploitative; if you’re the older woman, you’re both of those things plus delusional about your shelf life.

“One thing that’s cool about dating someone younger is that I don’t have to deal with, like, DVRs and shit.

When you date someone from a generation that doesn’t remember dial-up, they just fix all of that Internet stuff for you. She also keeps me in the know about who the new cool rapper or cool model is, which I no longer have the energy to figure out by myself.”But then sometimes an age gap can make you feel like you’re from different planets.

If you’re a gay person in your 20s, Ellen was out for your whole life.

If you’re in your 50s, you remember all your friends dying of AIDS.

Like for example, it’s been kinda thrilling to be able to say, “Oh, you’ve never had a girl finger your butt before?

When I was 25, I spent a year dating a man 20 years older than me.

Before the Older Man, I’d never been in a relationship with someone of a significantly different age—older or younger—but I had spent my adolescence fantasizing about my teachers bending me over my lab station, so in a way this felt long overdue.

I wonder: What do we gain and lose from dating someone of a different generation? For one, he wore silk onesie pajamas that he meticulously ironed to have a crease down the center of the pant leg.

He also practiced Buddhist chanting (à la Courtney Love).

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