3 mo

How to offer to help pay for a date?

I'm very old fashioned and it feels unnatural to me for a guy to not pay for a date. In all of my longest relationships, they never asked me to pay for anything. But now I'm trying to start dating again and I feel like some guys might be bothered by that.

I don't even know how to bring up splitting the bill or having me pay all of it, because I've never done it before. What's a good way to bring that up while I'm out with someone? And when? Should it be talked about before the bill comes or should I just try to hand some money to him or the waitress when it's time to pay?

I'm a bit shy at times, so I'm worried about this being an awkward situation. What's the best way for this to go smoothly?
How to offer to help pay for a date?
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