When we reach a certain point in our lives and we're still single, we begin to wonder if true love is ever going to happen for us. We start to question why it is that we're alone, and everyone else is either married or has children. This man has been through that process, weighed up the evidence, and come to a conclusion. It's not his fault that he's single, it's the fault of every woman he's ever met.
This is the type of shirt a man wears when he knows he makes every effort to look after himself, make himself presentable, and treat women with respect, and yet he still ends up without a date after it all. Now he's moved onto this new tactic; he's going to try to shame someone into dating him. It's an interesting approach. We wonder if it ever worked for him? We're guessing not.