Once for example, two potential suitors turned out to be friends, and even worse than the same-bar issue, they found out that this writer saved their contact info as some interpretation of a literary classic, which I did with everyone I dated until this unfortunate turn of events.
Dating is many things: Fun, funny, exciting, enlightening, and sometimes awkward, repetitive, and laborious. When I started counting how many first dates I'd been on in one year alone, I lost count at 20.
However, a nice gesture would be to at least pay for the first round if you were the one who planned the date.
You don't need to have an identical sense of humor, nor do you both need to be comedians.
Hopefully, they will help you come up with a dating rule book of your own. It's okay if you're still figuring out what your boundaries are, just like it's okay to discover and enforce them mid-date.
What you're comfortable with and looking for in a partner will fluctuate based on your lifestyle, support system, ambitions, and the chemistry between the two of you.