Hi Jadine,
Yes, to avoid any awkward situation during the session, always make sure you
ask them what they are looking for/
what they are into sexually before meeting the guy in person, it will save you a lot of time because as you mentioned plenty of them ask for bareback (or other things you're not willing to do).
Also make sure you do a phone call/video call with them prior to the meeting and always check if their number doesn't have reports (trust me plenty of people there have). Also avoid those who want to text over Telegram, Kik, Viber or any other platform where you can't get to know their phone number, these are never genuine! (use WhatsApp only !)
Don't tell them you're an escort because a lot of them will be turned off by this (even though it's exactly the same at the end of the day lol), just make up a bs story
Once you're in the bedroom, always
ask for the money first as some of them will try to rip you off (also always agree on a ppm amount before the meeting).
If you goal is to make quick money,
don't bother going to the restaurant with them. Indeed, plenty of guys there will invite you to the restaurant and after that, they will never see you again, or will say something like "I want to think about it" so in the end you just wasted your evening for nothing (because these guys are never ever willing to pay for your time during dinner dates). So my advice here is when you start chatting over the phone with them, just say that before going to the restaurant, you would like to "see if you're compatible in the bedroom first and then if you see each other again, you can go to the restaurant together on that occasion", most of the time guys will accept to have se first because even if they pretend the contrary, in the end they are just looking for sex lol.
As well, something very important that is connected to the last paragraph about not going to the restaurant : a lot of guys on these sugar dating website will have "trust issues" because they are apparently a lot of girl scammers on these so the idea of going to the restaurant is for them to check that you're genuine so in order to prove them you are genuine without wasting your time sitting in the restaurant,
do a video call (it will add an extra step to your screening, save your time and show the guy you're genuine so he will be more relaxed about going into the bedroom directly)
To sum up, treat sugar dates pretty much the same as you treat an escort booking, the main difference is be a bit less straightforward with them in your intentions (don't say you're an escort, pretend you want a long term arrangement with them, be quite chatty with them, also don't say that you want x amount of money for x amount of hours, just say that you want x amount of money per meeting (give yourself a tolerance bar in terms of how long you want the meeting to last but I would say 4h on average in my experience, could be less though)
These are all stuff I've done myself when I was doing sugar dates and it worked pretty well in order to make good money and saving your time
Good luck