I was wondering if I'm in the right place, too. Caesar is just so strange. What is he wearing? Is it serious or is he being funny or... I don't understand the desperation, either. Why does he think this is very last chance? Is he terminally ill? If not, he should have the rest of his life to find a nice woman. I don't get it at all.
And wouldn't a friend tell him not to wear what he's wearing? Or wouldn't the matchmaker warn him about dress code? I don't know whether to laugh at him or to feel bad for him. I think maybe there are some developmental issues, so I will try to be nice.