Ladies! Or men I guess........what is too big of an age gap in relationship?

[KTemplar]

First off who cares about your ex :)

Red flag, guy popping up everywhere you go.

Just my opinion, age difference isn’t too much of a factor if your lifestyles and wants match each others.

I once dated a guy younger than me, he turned out to be the devil.  I would never date one again!  IMO Older/younger relationships work out better for men.

[Waterglass]

As a grampa with decent looks to this day this guy is in the prime years of his life and per you is a catch? Does he perceive you as a Sugar Mama. Why I ask is for my age I have my hair colored and I also play basketball weekly by myself at the County Gym and I run and work it. In brief I keep myself fit and will try out to qualify in the Senior Games 100 meter dash in 2026. My wife and I are financially well off. 

That being said I do get hit on now and then by thirty year olds who are decent looking women. All are married.  Since we are in South Carolina I write it off simply as Gold Digging but I could be wrong but the 26 year old doesnt add up. 

As a guy I would run from this one. He could also be playing you as he knows that you are divorced and might have a sizeable nest egg that he may want in his bank account. 

RUN

[SomeStupidName]

You could have a little fun and see where it leads, wouldn't start off with the mindset of a serious relationship but why not have sidekick for a while why you figure some things out. Divorces can be ground up rebuilds but you should have some outlets. Just be honest that you don't think it'll go anywhere for the reasons your concerned about. Be careful always let someone know when your out so they can check that you made it home. When it's no longer fun cut out.

[KTemplar]

He’s following you!  Don’t do it!  RED FLAG!

[sahgwa]

Yes see this is kind of my thinking too. Like why are you trying this hard are you desperate or is there somethinf wrong with you that makes you undateable?! But then my friends are like you know. Good friends. So they're always like "girl you're hot why wouldn't guys want to date you it doesn't mean they're weirdos" 

But I think there maybe has to be SOMETHING wrong with him somehow because it isn't computing in my mind i guess that a young guy would be interested in me. I have been described as "grandmotherly" by a few people actually.

As a 42 yo married to a lady 3 years younger than me, I am going to agree with Ideo here and say that the age gap in this instance does matter quite a lot, due to the guy's 'emotional age.'

I have no problem being self critical and saying that I think that my 'development' seems to lag about 5 years or so behind where it 'should be' in a perfect world with perfect variables, this is mostly related to career and finance, but to a lesser extent perhaps personality and emotionally as well.
If this guy is only in his late 20's then that means he is really mentally like 21 at best.   No matter what he would tell you, he just wants to have a good time, party, travel, meet people and get new life experience.
If you are in your late 30s you are way past that, so I dont think this would work out.
And that's not even TOUCHING the weird vibes.

I don't know the guy ,I haven't met or felt out his vibes like you have, but I think the constantly bringing you things when really, you are just trying to be left alone, is a bit creepy.  Chatting okay, but in general I do not get good vibes.
I agree with others here when I say perhaps find a graceful way to disengage from his attention. 

Best of luck in your life and search :)

[SomeStupidName]

He’s following you!  Don’t do it!  RED FLAG!

Is that a red flag, I mean if he was hanging out around my house I would agree. Trying to line up a chance public meeting isn't that the theme of 90% of romance comedy movies? Exactly how should a young man court an actual women? That last question is a serious one, it's not like men get a course in how to approach and woo you ladies and trust me if they had a manual they would follow it.

[Ignorant]

Yes see this is kind of my thinking too. Like why are you trying this hard are you desperate or is there somethinf wrong with you that makes you undateable?! But then my friends are like you know. Good friends. So they're always like "girl you're hot why wouldn't guys want to date you it doesn't mean they're weirdos" 

But I think there maybe has to be SOMETHING wrong with him somehow because it isn't computing in my mind i guess that a young guy would be interested in me. I have been described as "grandmotherly" by a few people actually.

Don't sell yourself short! I don't know you but I think your friends probably have a point. If there were clear red flags they would tell you, no? Good friends warn you about that stuff. I wouldn't rely on people on an internet forum (especially a conspiracy theory forum) to psychoanalyze the guy.

Some guys just like older women. Maybe you're his type physically. Maybe something clicked for him when you started talking. People like people for all kinds of reasons.

[FlyersFan]

What is too big of an age difference in a relationship? 

The closer in age .. the better.   People with wide age gap differences don't have as much in common as people with closer ages.  And when you get older, the age gap is going to be glaringly obvious when one person needs extra help because they are elderly and the other person still wants to go out and have fun golfing or hiking or whatever.

[Sirius]

The closer in age .. the better.   People with wide age gap differences don't have as much in common as people with closer ages.  And when you get older, the age gap is going to be glaringly obvious when one person needs extra help because they are elderly and the other person still wants to go out and have fun golfing or hiking or whatever.

Whoa, that escalated quickly, no one is talking about marriage.

[Orby]

They are all the place ages with relationships. If you get on I can't see what the issue is. Her indoors is almost 5yre older than me and we been together 21 years soon. Don't get me wrong there have been issues over these years but still together. I always wanted a older woman as they live longer so should die around the same time which is important as noone really wants to be widowed vice versa. Its the same with the dog this can be younge than you or older but as long as you get on with the dog then what's numbers matter, they are just a human invention anyway. Everybody is different but if you get on then go for it. Life alone has benefits but as one ages it's better to have a chum to help each other through the changing world one experiences especially if there are no kids to help out