37 year old woman and a 21 year old man hooking up

[MissCMadness]

Iv been single for around 6 years now. And iv recently has friends with benefits situation going on which has given me some self confidence and a sexual awakening. The fwb situation has now ended. Iv recently met this lad who is 21, I am 37, but hes been paying me alot of attention, and made it very clear he wants me, now I am very tempted. But is the age gap too much? 

[ShySoul]

When I was 22 I became "involved" with someone who was 35. The gap isn't that much less then your case. We both connected to each other and felt we understood each other. My brothers have been involved with women ten years older and ten years younger. The one with the older woman, he was married to for a time.

From my perspective age gaps are made into a bigger deal then they should be. Both parties are legal, both parties are willing. If you connect and feel something, then you should go for it and see what happens.

I would be more careful about one night stands or FWB's though. It's your choice if you want that lifestyle, no judgement. But it does come with risks and limitations. They are difficult to manage. Just be careful to balance everyone's feelings so no one gets hurt.

[Lotsgoingon]

Enjoy. I beat you though. I once "partnered" with a woman 19 years older than me. Actually I forgot about the age thing in this relationship. Very odd. I think I just really liked this woman. 

[stillafool]

 

If it's a one night thing, no.  If you want more yes.

Edited September 3, 2025 by a LoveShack.org Moderator

[basil67]

It doesn't pass the Creep Test of 1/2 your age +7

[letsgetweirrrd]

i've only been with older women. its hard to believe that his consistent attention is what you're after but i'm sure there's reason behind your interest in him. give him a shot. he'll probably surprise you.

[Jack Frost]

On 9/1/2025 at 4:51 PM, MissCMadness said:

Iv been single for around 6 years now. And iv recently has friends with benefits situation going on which has given me some self confidence and a sexual awakening. The fwb situation has now ended. Iv recently met this lad who is 21, I am 37, but hes been paying me alot of attention, and made it very clear he wants me, now I am very tempted. But is the age gap too much? 

Depends on what ur looking for in the relationship, hot steamy sex or u want something serious.. I've once been with a female who was almost twice my age and had a son the same age as me and we had a blast while it lasted 

[flitzanu]

the age gap is fine, who cares.

you are both adults.  

just keep in mind that's a significant life experience and knowledge gap, and you may find communication not as appealing or captivating.