It’s not secret that some men love older women. Words like “MILF” and “cougar” became popular in the past decade — to say nothing of “your mom” jokes in part because of how damn sexy older women can be.
What’s the fascination? Well, women who are a little bit older might be more likely to be self-possessed and successful. By a certain age, they definitely know how to look their best in a way that younger women might still be working out the kinks on — and damn if more mature women don’t know a thing or two about having better sex.
But as with every male/female flirtation, there are lots of ways this kind of flirtation could go wrong. If there’s an older woman who’s caught your eye and got you all in a tizzy, it can be easy to say exactly the wrong thing and torpedo the whole thing from the start.
This recent Reddit thread proves just how decidedly not into young male antics these women can be. So take these deeply embarrassing screw-ups as a lesson when it comes to shooting your own shot, compadre.
Are her kids, who are your age, within earshot? Probably don’t hit on her.
Yikes, yikes, yikes.
Trying to sneak a peek of someone naked without their consent is harassment. Not a good flirt vibe. Consent first, boys.
He’s more likely to experience his own right hand.
Yes, she can tell.
Want to know what you should do? Check out what real cougars revealed were the keys to dating them.

