I'm naturally a very nice person, especially to a female gender, I'm courteous and help, however, that seems to be my sticking point.

This past weekend, while at a friends, I escalated and eventually she got comfortable with me touching her boobs. She liked when I showed confidence in taking her shirt off, however, later on in the weekend while messaging my friend, he told me that she says I'm being too nice.

Even in normal date scenarios, I go on a date or two and end up with them saying I'm too nice, and that I'd be a great friend.

I always add a bit of sexual flair when I can, being subjective and even downright obvious with my intentions, but I'm missing something.

Should I try and change my personality too not be so nice, or just re-work it?

I hear ya. Im naturally a really nice dude too. Especially when it comes to a chick I actually like. The ones I practice with I usually dont give a fuck. But when I like them Im often afraid Im being to nice. However Ive closed some really hot chicks being nice, and actually liking them.

One thing Ive noticed is if it comes to kissing, making out etc. Ill take that shit as far as I can. Nice or not Im always testing boundaries. Maybe youre waiting for permission from these girls to proceed, and you need to just go forth until met with deliberate resistance. That would seem to be conceived as more aggressive at least form a physical/ sexual standpoint.

IMO there is nothing wrong with being a nice guy. But dont show all of your cards up front all the time.
Sometimes I like to give the impression that although Im nice, Ive still been around and done some crazy shit. Maybe creates some mystery or something. Idk