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Flirting with an older woman?

FrugalGuy

Senior member
My friend is trying to flirt with this older woman (40's-50's) He's 30. Neither of them are married. I'm not sure if he wants a relationship with her or what, but any ideas of what he can do?

UPDATE Ok, he told me more info about the situation. He sees her during lunch time and in the lounge area afterwards, but she is always with her friends. He's having a hard time talking with her alone because of her friends. He noticed her looking at him, and he has flirted back. However, lately, she hasn't responded to his looks back. Any ideas of how he can approach/contact her? I know you guys can get pretty creative =)
 
He shouldn't have much of a problem getting laid. Other than that, why would he want a relationship with a woman 20 years his senior?


Edit: Oh! You want to know what he can do to hit on her. That's another story. Tell him to just walk up to her and grab her crotch. Women in their 40's and 50's love it.
 
Originally posted by: HappyPuppy
He shouldn't have much of a problem getting laid. Other than that, why would he want a relationship with a woman 20 years his senior?

*cowers before the immenant arrival of Geekbabe*
 
Originally posted by: HotChic
Originally posted by: HappyPuppy
He shouldn't have much of a problem getting laid. Other than that, why would he want a relationship with a woman 20 years his senior?

*cowers before the immenant arrival of Geekbabe*


I'm locked and loaded. Bring on Geekbabe.

 
Originally posted by: HappyPuppy....... Tell him to just walk up to her and grab her crotch. Women in their 40's and 50's love it.
You sound like you might have experience in this department? 😀

So? Did she grab you back in your crotch?!? 🙂

Inquiring minds would like to know!! 😱
 
Originally posted by: FrugalGuy
My friend is trying to flirt with this older woman (40's-50's) He's 30. Neither of them are married. I'm not sure if he wants a relationship with her or what, but any ideas of what he can do?

A woman that age is not desperate or begginf for some "hot young stud" to favor her. If anything, she knows what she wants and enjoys and will be LESS likely to put up with crap like in this thread.

 
Originally posted by: HotChic
Originally posted by: HappyPuppy
He shouldn't have much of a problem getting laid. Other than that, why would he want a relationship with a woman 20 years his senior?

*cowers before the immenant arrival of Geekbabe*

LOL! 🙂

What is GeekBabe, 45? I have to say, if I was still single, I wouldn't kick her out of bed... 😉

*ducks*

That being said, 20 years is a long time, life experience and positions in life are so far off, it takes a lot to make that work for a relationship.

Grasshopper
 
Originally posted by: Jfur
Originally posted by: FrugalGuy
My friend is trying to flirt with this older woman (40's-50's) He's 30. Neither of them are married. I'm not sure if he wants a relationship with her or what, but any ideas of what he can do?

A woman that age is not desperate or begginf for some "hot young stud" to favor her. If anything, she knows what she wants and enjoys and will be LESS likely to put up with crap like in this thread.



I can't speak for all women in my age group but I will say this I prefer dating men in my age group or older. As far as some of the other comments in this thread go,frankly,I'm speechless.
 
Originally posted by: Geekbabe
Originally posted by: Jfur
Originally posted by: FrugalGuy
My friend is trying to flirt with this older woman (40's-50's) He's 30. Neither of them are married. I'm not sure if he wants a relationship with her or what, but any ideas of what he can do?

A woman that age is not desperate or begginf for some "hot young stud" to favor her. If anything, she knows what she wants and enjoys and will be LESS likely to put up with crap like in this thread.



I can't speak for all women in my age group but I will say this I prefer dating men in my age group or older. As far as some of the other comments in this thread go,frankly,I'm speechless.

they'll stop chattering once they see that even the "old ladies" want nothing to do with them 😉
 
Originally posted by: Geekbabe
I can't speak for all women in my age group but I will say this I prefer dating men in my age group or older. As far as some of the other comments in this thread go,frankly,I'm speechless.

*hug*

You're a sweetie, we all love you... 😀

BTW, re the relationship thing, that is why I included that extra comment, that much age difference does take a lot to overcome.

I think you're really cool, you're smart, wise, friendly, and all that jazz... 😉

Just don't get any bright ideas, I'm afraid my heart is already taken... we'll just have to be friends, ok with you? 😉 😛 😀 🙂

*hug*

Grasshopper
 
Originally posted by: Jfur
Originally posted by: Geekbabe
Originally posted by: Jfur
Originally posted by: FrugalGuy
My friend is trying to flirt with this older woman (40's-50's) He's 30. Neither of them are married. I'm not sure if he wants a relationship with her or what, but any ideas of what he can do?

A woman that age is not desperate or begginf for some "hot young stud" to favor her. If anything, she knows what she wants and enjoys and will be LESS likely to put up with crap like in this thread.



I can't speak for all women in my age group but I will say this I prefer dating men in my age group or older. As far as some of the other comments in this thread go,frankly,I'm speechless.

they'll stop chattering once they see that even the "old ladies" want nothing to do with them 😉

Rotflol ! going without beats going with an idiot 🙂


Btw Grasshopper, there was no offense taken at your remarks
 
Originally posted by: Jfur
they'll stop chattering once they see that even the "old ladies" want nothing to do with them 😉

LOL! 🙂

Cold and below the belt, but I've got to admit I did laugh out loud at that one... 😉

Grasshopper
 
Originally posted by: FrugalGuy
My friend is trying to flirt with this older woman (40's-50's) He's 30. Neither of them are married. I'm not sure if he wants a relationship with her or what, but any ideas of what he can do?

The regular stuff
Compliments
little gifts
Paying attention
Asking her out

 
Originally posted by: Dr Smooth
Originally posted by: FrugalGuy
My friend is trying to flirt with this older woman (40's-50's) He's 30. Neither of them are married. I'm not sure if he wants a relationship with her or what, but any ideas of what he can do?

The regular stuff
Compliments
little gifts
Paying attention
Asking her out

LOL, we have a winner.. looks like Dr Smooth is an appropriate nic for you 🙂
 
Originally posted by: Geekbabe
Originally posted by: Dr Smooth
Originally posted by: FrugalGuy
My friend is trying to flirt with this older woman (40's-50's) He's 30. Neither of them are married. I'm not sure if he wants a relationship with her or what, but any ideas of what he can do?

The regular stuff
Compliments
little gifts
Paying attention
Asking her out

LOL, we have a winner.. looks like Dr Smooth is an appropriate nic for you 🙂

Heheh... Yea, it isn't rocket science, guys should really pay attention when you say these things, you know what you're talking about. 🙂

Grasshopper
 
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