Being more experienced than the other

I like when the lady takes the initiative

Taking the lead will not bother him, in fact it will probably calm him down a bit.

Does the fact that he is less experienced than you really bother you if he's a nice guy?

The best thing to do would be to take the lead a little in the begining, and soon he will grow more comfortable and begin to take the lead himself. Truly nice guys don't come around every day, so don't let a little inexperience put you off! At the end of the day you can fix inexperience, but you can't fix a bad guy - if that makes sense!

Most couples are going to have different levels of romantic 'experience'. It's a tricky one to measure anyway. Say a guy has slept with 10 people, and a girl has slept with 1. We'd normally say the guy was the most experienced but if those were all one-night stands and the girl's previous relationship was five years, then she'll have had vastly more sex than he has. But he'll be used to different people. So, it's a bit artificial at times.

On the other hand, someone who can't kiss properly is rightly called inexperienced. If you can embrace being the one to give him the necessary experience then happy days. Especially if he's explicitly willing to learn! On the other hand, there's no shame in wanting to be with someone more self-possessed / potentially lower maintenance.

I'd advise that if there's a spark, go for it. The fact that you're "sort of dating" implies it's early days anyway, so give it a few more dates and see what you're letting yourself in for. With proper guidance he might be a very assertive and confident boyfriend in short order. And guys with 'experience' might have all sorts of weird emotional issues lurking away.

It's always a gamble, but if you basically like the guy, that's a good place to start from!

Okay so here's my personal issue:

I really like this guy, and we're sort of dating.
However, I just got out of a long serious relationship with a slightly older guy who was more experienced than me and now i've gone through pretty much everything as well.

Thing is, the guy i'm seeing now is, I assume, much less experienced than me. It's been a long time since he's hooked up with anyone and he's a bit of an insecure kisser. Yesterday I sort of took the lead and it was fine, but I'm not sure whether that bothered him.

It's a little strange for me to be honest

The questions:

Has anyone ever gone out with an inexperienced guy when they were much more experienced?

Does it turn you off?

Any advice?