I imagine this would be something that wouldn't phase older guys at all, but would probably cause younger guys to panic. If you have only been dating older men previously, it means there are certain things you are looking for, and it would also mean there would be certain things that you have become accustomed to. Some of which younger guys may struggle with.
If what you are looking for has changed, they may be a better fit, but there will often be a seed of doubt in their mind. Younger guys are often not as confident as they present, and are often more threatened by other concepts than they let on, so even a guy who seems to be all alpha male not-giving-a-fuck can feel threatened by that and can shy away.
If a guy really likes you though, he will be able to work through those issues. A confident guy that is really into a girl will be sure that they will be what she needs, and will not have a problem with her past. In general, fear of a girls past is a sign of insecurity. And a lot of insecurity can be overcome if a girl seems worth it.
20 years is a lot, I'd think she has some daddy issues. I may be wrong, but experience tells me that young girls that go for guys that old have daddy issues, and I'm not dealing with that. So that's a red flag.
I most likely wouldn't want to date a girl like that, unless I knew for sure she had changed.
And I dont think you should be trying to hide that cause that will only end up badly. Im not saying you need to tell something like that on the first date, but at some point it might be good to open up and explain why you did it.
LOL no, I wouldn't care at all. A guy's a guy. Frankly, I don't like to think about my dates being with any other guy of any age. I'd be out to prove that I was better than her previous bfs, which usually isn't all that hard.
Why would you even mention that? Anyway, it would be stupid to judge you on that since you seem to be interested in me anyway. I would also say it's normal that you change the kind of person you go out with since it would be crazy to keep doing the same thing expecting a different outcome.
Don't care. I've been with more than a few girls, so I have my own history. We ALL have histories. I don't see what the age of her exes matters. Most girls your age date older guys anyways because they get tired of messing with 20 yo fuckboys.