Can a 27-year-old date a 40-year-old successfully?

[The Mike]

The 20 year old in this meme is Jessica Ashley, Playboy Playmate FWIW.

 

[AllisonAmy]

This thread fascinates me.

 

[Cap'n Cook]

No offence but weren't you/aren't you besotted with that other girl from your other thread?

Genuinely not piss taking but seems like you're clutching. No offence.

 

[The Ween]

My Ex has nothing to do with it, I'm throwing down all the banana peels myself!

I'm sorry! I thought you were still married.

 

[The Ween]

This thread fascinates me.

Me too.

 

[Mr. Green]

40 yrs old sugar daddy/mommy or else its platonic love for all!!! MILF or virgin MILF's exceptional

 

[fosing]

hey batfreak....

 

[Darth Snoopy]

I'm sorry! I thought you were still married.

No worries, Ween, I'm happily divorced!

 

[Bgnyc007]

It could work, my fiancée is 45 I'm 33. We met when I was 26 she was 39. She doesn't have any kids nor do I.

 

[Solidus]

one of the only ways to get rid of someone is to just date around. Im serious, the only way to stop obsessing over an old lover is to at least go on dates with a new one
you dont necessarily need to sleep with a different lover every week but at least talk to someone else. Just make sure you let them know you dont want anything serious.
as for the age, remember with age comes experience she might show you things you could never imagine. she might show a whole new world o f sexual gratification
i have to agree that if there are kids involved then thats a no go. not to be mean or anything but unless you are planning on getting married it is not the best idea

I'd take the 20 something year olds .

 

[Batfreak]

Seriously, though. I'm no Ann Landers, and I'm very guilty of getting hung up on girls that don't care about me or treat me very well, but from an outsider's perspective, it seems like you're still hung up on the bi-sexual girl. It seems that you might be going for this lady to try and cover up some of the pain you're going through because of that situation. I can totally understand that and it makes sense to try and move on to someone else that you've been talking to and stuff, but as corny as it may sound, I think you should maybe try and step back and reflect for a bit. I think most of us are guilty of trying to fill a void in our lives and we think that a relationship will automatically make everything okay, but it won't. I think you have to be happy with yourself before you can have a happy relationship with another person.

I could be way off base here, but that's the vibe I'm getting here. Good luck to you.

I thought about this too and wall part of me is mourning over the other person the fact is I'm starting to wake up and realize that there never was a future with that Gay girl obviously because she's gay! And on top of that she wanted to be a man on the inside, there's no way I could couldn't compete with that no matter how talented she was. Sadly it seems all the really talented chicks are also the most screwed up but I guess that happens in Hollywood all the time.

Anyway this woman has to be one of the hottest women that I've spoken to in quite a while and she has sent me pictures of me and her have face time on the iPhone and I just can't get over how beautiful this woman is physically she is in great shape takes care of her self and is so bubbly and vivacious with her personality, she is so opposite of the gay one who was too doll but had no personality at all. She may be a little older but she has a very high sex drive (!!) it has this teeny tiny but definitely there a little southern accent that is so adorable. She's outgoing in the rocker type which I love and I don't know she is 40 but I'll be 28 soon so I don't know what to think.. this seems like too good of an opportunity to pass up she lives in Oklahoma and I'm in New Jersey... But honestly there's not much keeping me here and I'm just sick of being by myself... I guess this would be any guys dream but me and her both want something serious not just a fling. It's kind of a weird situation but I guess I should be used to it nothing can get worse than the last one right? Haha

 

[Plastic Bateman]

I just wanted to talk about overpriced toys with my fellow manchildren.

I never asked for this.

 

[steven.giunta]

This thread reminds me of that skit from key and peele.the fat guy who is always talking about how he only pokes perfect 10's.

 

[user 1190]

The 20 year old in this meme is Jessica Ashley, Playboy Playmate FWIW.

Pretty sure the older woman is Melinda Clark

 

[crows]

View attachment 168012

I just wanted to talk about overpriced toys with my fellow manchildren.

I never asked for this.

check this guy out, doesnt know the meaning of love

 

[mr.thrifty]

I'd take the 20 something year olds .

Older women ftw!!!

I thought about this too and wall part of me is mourning over the other person the fact is I'm starting to wake up and realize that there never was a future with that Gay girl obviously because she's gay! And on top of that she wanted to be a man on the inside, there's no way I could couldn't compete with that no matter how talented she was. Sadly it seems all the really talented chicks are also the most screwed up but I guess that happens in Hollywood all the time.

Anyway this woman has to be one of the hottest women that I've spoken to in quite a while and she has sent me pictures of me and her have face time on the iPhone and I just can't get over how beautiful this woman is physically she is in great shape takes care of her self and is so bubbly and vivacious with her personality, she is so opposite of the gay one who was too doll but had no personality at all. She may be a little older but she has a very high sex drive (!!) it has this teeny tiny but definitely there a little southern accent that is so adorable. She's outgoing in the rocker type which I love and I don't know she is 40 but I'll be 28 soon so I don't know what to think.. this seems like too good of an opportunity to pass up she lives in Oklahoma and I'm in New Jersey... But honestly there's not much keeping me here and I'm just sick of being by myself... I guess this would be any guys dream but me and her both want something serious not just a fling. It's kind of a weird situation but I guess I should be used to it nothing can get worse than the last one right? Haha

Dood... From what you've said, the other "girl" was your first gf ever... So being this is only your second, I say take what's offered.. Get on it and get on it good...

Im looking forward to your thread after you two meet up!

 

[fosing]

I'd take the 20 something year olds .

doesn't matter with me. solid 40 or above.

i wont mind two 20 year olds to meet the quota either.lolz

 

[The Ween]

I'd take the 20 something year olds .

When I was in my 20s, I wanted older guys. Now I want younger.

Seriously though....it honestly doesn't matter.

 

[Sidewinder]

When I was in my 20s, I wanted older guys. Now I want younger.

Seriously though....it honestly doesn't matter.

When I was in my 20's I wanted guys. Now I want women lol


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[Sidewinder]

Seriously though to the OP. I have a couple of friends who got married a few years back. There's a 17 year age gap between them with the woman being older.
You're never gonna know if it will work if you don't try it out.


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