Those that dated older women, how did you pull it off?

Far_Secret_2710 · 2026-01-13T00:57:14+00:00

She noticed me and I seemed to have an authentic inner life so she plopped down across the table from me at the dive bar with a ‘hey’ like we were picking up from an old conversation

prettypaledoll · 2026-01-13T00:04:23+00:00

Be open, respectful, and embrace the age gap.

TotalleeSerious · 2026-01-13T00:14:29+00:00

Ive never dated any, they asked me to be FWB & ive only had two and they both approached me. The saying “older women know what they want” is a true statement because speaking from experience they move fast and won’t take no for an answer..

eyewave · 2026-01-13T07:03:20+00:00

So for me it's always happened quite spontaneously.

I was never wooed by their looks, they had a very calm and confident aura, and speaking with them just felt good and playful to the point I then decided to flirt.

So it's always started with being acquainted with them without afterthoughts and quite simply speaking.

cappaido · 2026-01-13T02:21:39+00:00

We met through Bumble, had a date and from that day we started dating. It's been my biggest age gap relationship so far, she's 60yo (but she looks 45, Japanese genes lol) and me 30yo (we met when i was 29yo). She is a lovely woman who had already made her life goals and now she only wants peace and have fun so we get along really well even though sometimes the language barrier makes deep conversations a bit difficult.

qtraven16 · 2026-01-13T11:17:41+00:00

Keep cheese in your pocket

Sea_Independent_9511 · 2026-01-13T03:31:43+00:00

I think they're like normal girls your age, but they let you make mistakes and they know what they're after, so just enjoy it and don't linger too long or they'll leave. But they also know how to take control and guide you. Just don't give them a long, serious relationship. They'll manipulate you if you have too much experience, or they might already want a family. Some are like that; they're with a younger guy because the others don't pay attention to them. Just friends with benefits, just turns, and goodbye.

KeenActual · 2026-01-13T04:02:25+00:00

Older women have always approached me. In the age of dating apps, I’ve had 2 spend money to message me without matching first.

ThatDarnSmell · 2026-01-13T11:36:12+00:00

My highest rejection rates by far were women older than me. Guys think it'll be really easy, but confident and successful women with their acts together tend to really know what they want.

Title	Those that dated older women, how did you pull it off?
Author	AstronautClassic8329
Upvotes	0
Comments	13
Date	January 12, 2026 11:51 PM UTC (6 months ago)
Subreddit	Posted in /r/seduction
Original Link	https://old.reddit.com/r/seduction/comments/1qbbjoi/those_that_dated_older_women_how_did_you_pull_it/
Archive Link	https://theredarchive.com/r/seduction/those-that-dated-older-women-how-did-you-pull-it.1571035 https://theredarchive.com/post/1571035

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