I’ll second the KISS approach of compliments and laughs.
I’ve become a lot better at flirting in the last five years or so through nothing more than practice and increasing maturity. Taking a bouncer job helped because flirting is basically part of the job. Not that you’re supposed to hit on every woman who you card, but that many will end up flirting with you.
I’ve never been a pickup artist, looking for some kind of secret sauce that will make a girl like me or trick her somehow. All I do is converse naturally.
Ask her questions about herself. Let her talk and look for things you can connect with. Look for openings to drop jokes and make her laugh, and don’t be afraid to look a little stupid while you’re attempting this. If things fell like they might be warming up, drop a little innuendo.
I don’t get too vulgar with this, but don’t be afraid to let her know sex is on your mind without coming across as a creep. Here’s an example of “my style”.
A girl (who showed up with another guy, but wasn’t seeing him) had basically been spending the whole time with me outside while her poor date/friend stayed inside stewing. Sorry about that buddy.
We’d been having a nice conversation about a range of topics when she wanted to know what I do with someone who tries to drive away drunk.
“Well as much as I’d like to stop them, abduction is still a crime.”
“You’re not allowed to tie people up?” She asked with a mischievous grin.
“I only tie people up when I’m not at work”, grinning back at her.
The deal was sealed. We saw each other a few times after that and we’re still on good terms, even if a serious relationship isn’t in the cards.
Just be natural. Easier said than done, so practice talking to women!