I have everything planned out but I have one question though. When the bill arrives should I insist on paying my half? Or should I let him pay everything (given of course that he offers but I'm pretty sure he will)?
Most Helpful Guy
You called him a hottie in your questions plus it was you that brought up the idea of going to a restaurant together so no doubt you'd like the date to increase your friendship with him. I say you should tell the waitress/waiter upfront at the table that you want to be given the bill. That'll take care of any awkwardness at the end. Now, if he should say "no no I'll take care of it or noo let me pay for my own then just let it be, but say "well thank you" right then if he says he wants to pay for both of you. Whoever pays the bill leaves a little obligation on the other person... like he/she owes the other one something. So by him paying for both, that little obligation is just fine with you because you probably just love going out to diner with him again and taking your turn at paying or even him paying again. If by chance he had said something like "no I'll get my own" then just let it be and smile like "ok that's fine." With your paying for both that's fine too because he'll thank you and be ready to pay next time should your relationship with him keep working out. Just don't worry about this, keep it light and move smoothly through the money part and make sure to smile a lot. Good luck and have fun!.0THIS IS NOT RELEVANT ANYMORE
Most Helpful Girl
There's two important aspects of this question:
Should the guy be expected to pay on the first date?
You asked him on the date.
Typically my rule is if I'm the one who asks him on the date I usually pay for it and vice versa. Since you were the one who asked him, I would reach for the bill when it comes to the table. However, if he is all about chivalry and insists on paying, just let him pay.
My boyfriend loves the fact that I organize dates and pay for them. However, at the same time, he is old fashioned in some ways and will always want to pay for more romantic or expensive dates. Like, he will be chill with me paying $15 at Taco Bell but not $50 at an Italian restaurant. Sometimes, feminism aside, if it makes them happy to pay we should just let them pay. Sometimes people are hard working and it makes them proud that they can pay for dates with a lovely lady.
3THIS IS NOT RELEVANT ANYMORE