OP: I feel comfortable getting dinner with him, but it is more about me treating for his bday. Dinner would be about $200 all in, and drinks probably $70-80. Wondering if he might feel weird about that. |
Yeah, definitely stick to drinks. Makes more sense at this stage. |
Op: thanks for weighing in. Would it change anything that he has paid for all previous dates? (I’ve offered, but he refused). |
Nah. Keep it light and just do drinks. |