Whats your experience with dating an older woman?

[Drewtate]

[Oliverlogan263]

I haven’t dated an older woman before but I be pulling some up older than me who like 30-40 years old and look at me/check me out. People call women little dat and I’d say i don’t care, if she a cougar i’d be her prey and I slay dat pootang in the end 😂😂😂

[Joshydavid25]

We didn't date, but had a little "thing" for less than a month.. It was nice while it lasted.. She wasn't crazy older, just about 8 years.. So there wasn't like a crazy maturity difference. But she definitely seemed much more sure of herself..

[Oliverlogan263]

Ah damn, well even if it wasn't a super long time, an older chick fling is still a good story to tell the boys haha. Couple months can feel like a lot when you're younger.

I feel you on the maturity level tho, sounds like that 8 year gap was enough for her to have her shit way more together. Bet she knew how to show a guy a good time for sure.

Nothin wrong with keepin it casual too if you weren't tryna commit serious. As long as y'all were on the same page about that.

I'd say just enjoy the experience for what it was - a fun little thing with an experienced lady. Don't sweat it ending quick, just means you got to sample the cougar life! Now you can reminisce about all the things she taught ya ;).

Know ya had a good time while it lasted. Keep your head up dawg, plenty

[Joshydavid25]

@Oliverlogan263 Aw yeah, she ended up being married anyways.. I wouldn't mess with that for too long.. Lmao..

And yeah she definitely knew what she was doing.. I definitely enjoyed it while it lasted.. Haha..

[Oliverlogan263]

@Joshydavid25 Woah bro, married? That's even crazier haha. Guess you really went for the cougar experience all the way then. Can't say I blame you though, sounds like she showed you a good time.

Still, probably smart you didn't let that drag on - messing with a married lady long term could've landed you in some real drama. At least you dipped out before things got too messy!

And dang, she must've had skills if she could please a young buck like you while supposedly taken. Just goes to show some of these older girls really know their way around, huh? Shame it had to end but at least now you know what you like.

Don't beat yourself up tho, we've all had flings we shouldn't have. Just be glad you bagged yourself an experienced cougar, even if it was just temporarily! Gotta take those wins where you can while you're young.

On to the next one dude, keep your head up. Your boy's proud!

[Joshydavid25]

@Oliverlogan263 Yeah, I didn't know she was married.. I tend to stay away from any of that stuff since I take marriage pretty seriously myself..

She sort of hid it from me, but at the same time I kinda figured she might have had a man, but I wasn't too sure.. But I did like her personality, she was fun.. So yeah most definitely.. Onto the next.. The next girl will hopefully be my girl.. LOL..

[Sharkstealth]

I haven't dated much. Dates have been pretty horrendous in my life. The answer to this question would be not dating but once I ran in to the local video rental places manager at a bar. She was a hot petite red head in her early 60s. I was about 24 and I took her home and fucked her. Then on another day me and 2 other friends all took turns on her in one night.

[Exterminatore]

When I was in my 20’s I used to hook up with a lot of milfs. Experience was fine. Less maintenance than younger girls typically.

[Pterodon]

I dated a cougar that was 15 years older than me when I was younger. It was a lot of fun. I have o regrets

[OddBeMe]

There’s a slight peak in sexual energy just before menopause.

[Avicenna]

No dating, just sex

[Anonymous]

She could have a less sex drive?

[Zestyassmf1997]

I’ve never dated someone significantly older than myself.

[ChefPapiChulo]

It's actually wild how that relationship is somehow socially acceptable lmao.

[Drewtate]

Well she was 24 and he was 19 in Clone Wars. Honestly I can't see most women in their mid twenties dating a teenager.

[ChefPapiChulo]

She had like 5 years on him. That means when she was 18, he was 13.

[Drewtate]

People grow up. I mean would you now middle aged not hook up with a 25 year old chick?

[ChefPapiChulo]

I think it's a bit more complicated than that.

[Anonymous]

I have never dared older women.. I don't find them appealing..