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Posted

Hi,

 

so I'm going to meet an older woman tomorrow for a drink to see if we hit it off. I'm 25 with a recent interest in cougs, she's a 40-year-old divorcee who likes younger guys. Not a bad match, IMO. We're feeling each other out -- pun intended -- tomorrow over a beer. Anyone have experience in this? I'm not worried but I am curious if a casual milf situation has ever worked out for any of you.

Posted
Hi,

 

so I'm going to meet an older woman tomorrow for a drink to see if we hit it off. I'm 25 with a recent interest in cougs, she's a 40-year-old divorcee who likes younger guys. Not a bad match, IMO. We're feeling each other out -- pun intended -- tomorrow over a beer. Anyone have experience in this? I'm not worried but I am curious if a casual milf situation has ever worked out for any of you.

 

Well, I wish you luck here.;) Now, I guess I sort of fit into the cougar range.:laugh:. and I will tell you that I have NOT had good luck with guys half my age. The sex might have been great but in all honesty, there was not much else going on in the emotional department. So, If you have a nice connection, I would not worry about the age. Try and have an open mind.. and see where it takes you.

 

Mea:)

Posted

Keep us informed...

 

Good luck... my bet is that you'll have an amazing time.. :bunny:

Posted

Some reflections.. I know a young man who works at my local cinema who seems to have made it his aim to seduce me. Personally, I dont get it, I am married and have kids his age! It is flattering in some respects but overall I would see any move on my part as robbing him of his time. I mean, realistically he cannot match or most likely satisfy me in any way, shape, or form. Time is too precious to waste on things which have no future methinks. Still, I know of instances where real love has come about in situations that dont look favourable.

 

Whatever you do, be careful with your heart.

 

Take care,

Eve xx

Posted

When I was about 32, I got to chatting with a 46-year-old woman I met on an online dating site. We met up for a drink, but the problem was mostly on her end (she'd approached me) -- she sat there, almost shaking like a leaf, and said "I feel like everybody here is watching me and wondering what a woman my age is doing with a much younger guy like you."

 

It didn't go anywhere because she was too freaked out by it. But if the woman in your situation is cool with it, go for it.

Posted

It didn't work out for one of my friend (he was 24 and she was 43). It wasn't the age factor, rather it was more trust and jealousy on her part that eventually ended their 3yr relationship.

 

If you both like each other and age really isn't and won't become an issue for either of you. Then go for it man! Good luck. :)

  • Author
Posted

Thanks for the replies.

 

She canceled on me tonight. Maybe we'll meet up some other time. I don't care that much and I don't like being canceled on, so there might not be another chance.

Posted

Oh Kiz- don't bother with her after the cancellation.

 

I've dated so many younger men in my time- and I am def cougar age now.

 

I can't deal with guys my age because they act like my grandpa.

  • Author
Posted
Oh Kiz- don't bother with her after the cancellation.

 

Apparently she had to do something for her kid. I'm not making excuses for her, though, and will continue talking with her only if she initiates the conversation.

 

How are you D-Lish?

Posted

Dude why?

 

Ive never understood the fascination. I never even wanted to date older women (more than a couple of years), never mind ones with kids.

 

Just find yourself a single girl, and put the nonsense aside

Posted

if she is offering no string easy sex, and she is attractive go for it.. For many reasons it would not be worth your time to try and have a full relationship.

  • Author
Posted

Didn't pan out, thanks anyway y'all

Posted
Apparently she had to do something for her kid. I'm not making excuses for her, though, and will continue talking with her only if she initiates the conversation.

 

How are you D-Lish?

 

I am doing well!

 

I have to scroll down and see if you have any updates!

Posted
Didn't pan out, thanks anyway y'all

 

Did you just decide to let it go?

Posted (edited)
Hi,

 

so I'm going to meet an older woman tomorrow for a drink to see if we hit it off. I'm 25 with a recent interest in cougs, she's a 40-year-old divorcee who likes younger guys. Not a bad match, IMO. We're feeling each other out -- pun intended -- tomorrow over a beer. Anyone have experience in this? I'm not worried but I am curious if a casual milf situation has ever worked out for any of you.

 

The one experience I had with a cougar was really fun, so I can tell you it is a blast (literally).

 

I don't think I could have done it if she weren't so attractive though. She was one of those moms that still looked the same two kids later, naturally thin and figured.

 

It was back when I lived in apartments and we met in one of the hot tubs by the pool. Her kids were with their dad for the weekend, it was a friday night, one thing led to another and next thing I know I'm staring at her amazing ass following her up the steps to her apartment. We locked the door behind us and I didn't go back to my apartment until later the following day. I was 21 at the time and she was 36. I'd give you the niddy griddy details but that may be TMI.

 

Anyhow, I hope she's attractive to you and I hope you have a good time. Make us proud. :D

 

EDIT: Ah ****, nevermind, you didn't close. Sorry man. Maybe it'll happen in the future.

Edited by TheLoneSock
info
  • Author
Posted
Did you just decide to let it go?

 

Not me, she did. Damn you, older women! There's lots of young d*ck to suck, take advantage.

 

EDIT: Ah ****, nevermind, you didn't close. Sorry man. Maybe it'll happen in the future.

 

Thanks. But don't put the onus on me. Beeotch blew me off, and not in the fun way. Glad to see you're lightening up a bit.

Posted

kiz dont worry because even young chicks end up being flakes that make excuses as to why they cant make it. and yet they expect you to be waiting after what like the rd canceled date?

 

Some women think it's to keep the man waiting in suspense, but that just turns a man off if he thinks it's all a game. We like direct women. not around the bush women.

Posted
The one experience I had with a cougar was really fun, so I can tell you it is a blast (literally).

I have to second this. Especially MILF and ONS, then both parties are getting what they want without being awkward.

  • Author
Posted

Not worried CB, I can always wank myself sore, to the point where my dick is bleeding and I have to go the hospital. So, all is good!

Posted
Not worried CB, I can always wank myself sore, to the point where my dick is bleeding and I have to go the hospital. So, all is good!

 

LOL damn man you might wanna stop that before you go blind.

Posted
Dude why?

 

Ive never understood the fascination. I never even wanted to date older women (more than a couple of years), never mind ones with kids.

 

Just find yourself a single girl, and put the nonsense aside

 

*Borat voice*

Eh maybe she will die and you inherit 50 gallons of insecticide! HIGH FIVE!

  • Author
Posted

Sexy time romantic explosions!

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