The thought of dating makes me feel extremely anxious, with all the do's and don'ts that are involved.
What do's and don'ts? I do know what you mean, honestly. And I am trying to help you in a constructive way. But I think you need to challenge the idea that there are "do's and don'ts" at all. Of course you should not be an asshole to women, and should try to make a date with you an okay experience at the time *for both of you* even if you don't meet again and forget each other quickly. But apart from that, there are really no rules. You make the rules.
All dating is, is meeting women. What you'll be doing is meeting women, talking to them, and having a fun time. That's it. If you keep your expectations on that simple, fun level, it'll go well.
Having said there are no do's or don'ts, here are my thoughts on what can make dating fun and work well.
Don't be intense about it. It's just meeting women. Get away from feeling it's going to be love or lust at first sight.
A date can be anything. It can be a small thing like a coffee, it needn't be a big deal. In fact, lots of women like a really quick informal first meeting so they can get away quickly in case they get bored or creeped out.
If you fancy a woman and know she's single, ask her out for a coffee! It works best if you take the initiative and suggest dates, times and places. Have a few different really safe and nice feeling places where a woman could meet you for a 30-60 minute talk, like coffee places.
Just focusing on having a pleasant talk, and pay.
Forget about the "rejection" thing. It's not about that at all. First, you should be expecting not to want to meet many of these women again. Being nice, attractive and interesting (so enough to ask for and get a first date) isn't the same as being seriously interested in someone (which you might both feel by the third date). A lot of these women are going to be great, but not right for you. You're not rejecting them, and they're not rejecting you. You just met, had fun and are moving on. You may find you make some really good female friends this way (I did). Over time you get more relaxed about dating and better at knowing if you're really interested in someone or not.
If you felt it was great by all means tell her so, but the best thing to do is tell her you'll phone her the next day, and then to do so. Forget how you think she felt about you. Focus on whether you want to see her again. If you do, call her, say so and suggest a second date. If you don't, tell her it was great to meet her but you don't think it's a romantic thing, thank her and wish her luck.
If you get a second date make it a bit more of a substantial activity like an art gallery or a movie or a pizza. Don't make your mind up too soon. Everyone is more like their true selves on a second or third date. You want to make up your minds then.
Encourage women to make security arrangements (like phoning a friend) and be kind and positive about every woman you meet. Any woman who meets you even for just one coffee deserves a lot of respect from you. As a guy you get the good side of dating (look around you; would you want to go on first dates with guys?) so enjoy it. 99.9% of the women you can ever meet are worth meeting and fun.
The most difficult thing is if you are really interested in someone, do a couple of dates, and she decides she's not that into you. Tough, but not the end of the world. It happens to guys and women every day. Be kind to her (she'll be doing something really hard when she lets you down) and wish her luck.
Remember this, too. Many women have bad experiences on dates. They sometimes come home feeling bored (the best way to avoid this is to let her talk too, and to listen), or insulted, or perved on or creeped out or made to feel ugly or fat or old or bad. Don't be that guy. Be the guy who's great *to every woman* and try to leave her feeling better even if neither of you fancies the other.
So don't be an asshole to women, and just have fun. That's it.