Okay, let’s talk about the time I had a one-night stand with a 72-year-old woman when I was 21. Yeah. That happened. And dude, it was hot.
I met her at a poetry reading. I was the youngest person there by a couple decades, and she was easily the oldest in the room. Regal, sharp as hell, silver curls pinned up, wearing a deep green silk dress and pearls like she owned the whole damn venue. She caught me staring and gave me this little smirk.
Later, at the wine table, we talked. Then we flirted. Then she said, “You’re coming home with me, aren’t you?”
I was hard before we made it to her door.
Her house smelled like lavender and old books. She poured us scotch, sat me down, kicked off her heels, and told me to undress her slowly. I did. She had age spots, wrinkles, soft skin and strong hands. She knew exactly what she wanted. She told me where to kiss, how to touch, how to serve.
She climbed on top. She used me. She fed me her pussy like I was her last meal. She even made me recite one of my own poems while she rode me, laughing and moaning the whole time. I came twice. She came three times.
And when we were done, she kissed my forehead and said, “Thank you for the youth, darling.”
I left around 3 a.m., sore and grinning like an idiot.
So now I’m asking the rest of you boys:
What’s the biggest age gap you’ve ever served a woman?
Did you like it as much as I did?
Would you do it again?
Because I would. In a heartbeat.
hahaha well I joke that Annie is older than me (there’s a few months apart) but I don’t know if I’ve ever had anything of a major age gap. Maybe the most was when I was in college and briefly dated a woman who was about 10 years older?
I think naturally I gravitate to women who are more mature than me – but that doesn’t necessarily equate to years.
When I was 21 an older woman picked me up in a bar. She would have been in her later 40s. I went back to her place a couple of times. It was the first experience I had when a woman took lead. From initiating the conversation and in the bedroom.