35 and up guys, would you seriously date a young Grandmother (35 to 50)?

[Stuntone]

My co-worker hooked me up with her friend. Told me she had a daughter. At my age, I can accept one, maybe two. But she has to be amazing and have good kids. So ending up running into each other at a Festival downtown. She was pretty, well kept classy and very cool. Ending up talking on the phone the next day, she tells me she has to go babysit her grandson.


I'm like wtf cause she's only like 37, they must be from a fukkin fukkin family. And that means somebody was going raw and wreckless in High school. I was so turned off. I dont have kids and I like younger women. I was just going with the flow and giving her a chance. End up meeting a 46 year old, Blasian looking. Very nice and classy looking. We talk, tells me shes in Houston visiting her new grandbaby. I got so turned off, I dont even want to just smash anymore.



I'm really not prepared to be a stepdad, so step granddad is out of the question. Maybe i'm looking for ahead. But I feel like I'll have to go to events to help support her kids and I'm just not ready for all that. I'll have to really like her.

 

[O.T.I.S.]

I’ve just come to the conclusion that unless a chick is under 35, or don’t have kids at all, then she probably has adult/semi-adult kids and if she’s over 40, then her kids will have kids…

IT: Welcome to Dating (2025)

 

[Umoja]

No.

No judgement. Just not a life a willing to commit myself to.

 

[Secure Da Bag]

If you looking to get kids, put your dikk in that girl.

 

[Shadow King]

I’ve just come to the conclusion that unless a chick is under 35, or don’t have kids at all, then she probably has adult/semi-adult kids and if she’s over 40, then her kids will have kids…

IT: Welcome to Dating (2025)

Eh parenthood isn't as synonymous with (legal) adulthood as it used to be. I would say this closer to 50 than 40.

Still under 35 but if a woman is 5 years older than me with a grandchild there's other issues at play. But I'm also still at a stage of life where dealing with someone in my age bracket with a kid is not really feasible for me.

 

[xXOGLEGENDXx]

History tends to repeat itself. Women who have children in high school often become grandmothers at young ages.

Also their children are not especially stable as adults, which forces them to be mom #2 to their grandchildren. Dating a woman in that situation is never worth it.

 

[ROFL_GUY]

Holla @ the grandma's in your 2011 audi

In 2026

 

[Doobie Doo]

Breh if she's a 30 something year old grandma she's a whore and raising whores. She's cool in person cuz she's used to be arounding men all the time. You fukking with some bottom of the barrel biches

Getting pregnant in high school is one thing but keeping it is another

 

[O³ (O cubed)]

This happened to me in my late 30s. A few girls that went to school with got pregnant when they were 16. By the time they got to 38/39, their kids were in their early twenties and had kids of their own.

shyt, some the mandem are grandad's too.

 

[O.T.I.S.]

Eh parenthood isn't as synonymous with (legal) adulthood as it used to be. I would say this closer to 50 than 40.

Still under 35 but if a woman is 5 years older than me with a grandchild there's other issues at play. But I'm also still at a stage of life where dealing with someone in my age bracket with a kid is not really feasible for me.

Not sure what other issues would be at play other then her and her child fukking early.

If she had a kid at 19 and her kid had a kid at 19, then this chick could easily be a grandmother at 38. None of this is unusual this day in age.

Idk where you cats live at where it’s not. And never said parenthood was synonymous with anything. You say it’s closer to 50 and reality is saying something else

 

[Tupac in a Business Suit]

You share that girl

 

[spliz]

U nikkas really come off like yall was born yesterday. For real. My mom’s had me at 19. She was married at 19. I had my son at 20. She was a grandmother at 39. My mother is still married to my father. My grandmother was only 23 when she had her. So she was not much older than 40 when she became a grandmother. She’s still married to my grandfather. In other words. Grow up. Not every situation is the same.

 

[ItsPeople]

Absolutely but no need to spice it up stating she a grandma

 

[Turtle]

I mean, probably bigger issues at that point so no..

 

[Diunx]