I always offer to do it put he insists. I feel bad because I know how hard he works for that money and I have my own. Do I insist on paying or just let him keep doing it? And why is he still doing it two months later?
Most Helpful Guy
Sounds like he's old fashioned. If he had nefarious intentions, they would have come out by now. If you cook at all you can reciprocate by making dinners for him. That would be the old fashion answer to the man picking up the check all the time. Alternatively you can invite him to a favorite restaurant of yours, make suggestions and insist on picking up the check since it was your invite.1