First thought: I hope the women are safe and have an avenue to report him and get help if his advances are not welcome

Second thought: he's a creep

If this is happening at work then you need to bring it up to his boss or someone above him, preferably a woman who won't make excuses for him. Outside of work there's not a lot you can do except let him know that it's a huge red flag when older men want women without life experience.

The same as with any other woman. As long as you're following the rules of etiquette I don't see anything wrong with it.

A bit gross. Even more so if the woman is not welcoming to that sort of thing. ..OTOH to be fair if they are both into it then okay it's between those two.

That exact situation has happened at the building I work in, older 50's maintenance guy keeps calling out to and trying to have conversations with my early 20's coworker. She finds it extra gross that the married guy has a daughter about her age. At one point she got stuck riding the elevator with the guy and he tried touching/grabbing her shoulder and she noped out of there as soon as the elevator opened. At this point pretty much everyone at my work area knows about it and warns her whenever he is around so she just kind of avoids/hides from the guy.

What I find interesting is when older guys exhibit that sort of behavior, do they think it's just private between the two of them? Younger women like to talk and they definitely will talk about this stuff to friends/coworkers.

Putting the whole married thing aside: Early twenties? gross, whatever the situation or the way he flirts. Late twenties? I suppose it could be okay. However if he’s literally constantly hitting on every single cute-ish young woman, but never with older women, it’s very problematic.

And a married man should avoid flirting unless 1- his wife is okay with it and 2 - not only he avoids hiding it, but he is very upfront about the fact that he is married.

Now if a guy such as you described exceptionally finds himself flirting with one young or very young woman in extra-ordinary circumstances, not a huge deal (as long as he doesn’t behave like a jerk).

First reaction: gross. My oldest niece is in her early to mid 20s and I'm 46. It's not just her, but young women her age are not attractive to me. They're kids. I mean, they deserve to be respected as young adults and they are responsible for their actions and decisions, but to my libido they are just too young. Anyone younger than 30-35 is too young for me to be seriously attracted to.

Some people are different and that's okay as long as everyone is consenting, but it couldn't be me.

The ages are no one's business unless the people he's flirting with are under 18.

Just going from the behaviour, though? Still super creepy.

There's a story here. I'd love to hear the story, because from a "simple basic facts" framework, it might be sketchy, but depending on context may also be entirely fine.

It would depend on how the women he is flirting with are reacting?

I'm probably not going to be able to give a good answer to this. I'm a man in his mid 40's, but I'm also good looking. This isn't a humble brag, it's just... truth based on my experience. I get catcalled by women. I get serious flirting from women half my age on a regular basis. I don't know if it's creepy if I respond to it or not, generally I try to play oblivious because I'm already married to someone awesome and there's no way I'm going to ruin that. But it happens. I've had women flirt with me while my wife was next to me.

There's a rule... there's a reason it's a rule...

Half plus seven.

I didn't come up with it, but it seems to work out pretty good across the board, and it's known by most men that I've talked to.

48-50 works out to 31-32, MINIMUM acceptable age.

Anything younger is officially creepy.

He's a disgusting creep. Crazy this is even a discussion

He sounds like the man