Member-only story

Young Women, Older Man

Stories from the new dating reality

Shefali O'Hara
4 min readDec 14, 2022
30 year old with her face covered — permission to use photo granted

A male friend of mine recently broke up with his long-term girlfriend.

He seemed crushed at first, but then he got on various dating sites and now every time I talk to him, he seems giddy.

I asked him if he’d be OK with my writing about the experiences he’s having and he said, “Go for it.” He also gave me permission to share photos as long as the women in question agreed and I blanked out faces.

He is 58 years old. His first “date” was a booty call. She was a 51 year old woman, so she was “age appropriate”. She was black, while he is white.

She showed up with a change of clothes and asked if she could take a shower. After, they got busy. He told me she was very good. He seemed giddy and would have been happy to share details if I’d wanted them. I didn’t. I wouldn’t have minded a picture, but she refused to give permission, which I think shows wisdom. I’d promised to blank out faces but how would she know if I kept that promise?

In addition to her, he’s chatted with several other women, including two blonds in their 30s. One just turned 30, so she’s close to half his age. She is the woman in the picture above. She agreed to have her photo posted as long as he went out with her. But a couple of days after they arranged a…

--

--

Shefali O'Hara
Shefali O'Hara

Written by Shefali O'Hara

Cancer survivor, Christian, writer, engineer. BSEE from MIT, MSEE, and MA in history. Love nature, animals, books, art, and interesting discussions.

Responses (2)