I think Bob has self-sabotaged any chance of people taking the claims he makes about his 'love life' seriously, without even realising it. The man is compulsive, posting everything he may think is worth bragging about on social media (the results of his cooking, for one) in an attempt to prove to people that he actually has a life and interests outside of consuming pop culture in his basement. If he'd ever had a genuine encounter with the opposite sex, I've no doubt we'd have heard about it by now. Bob has to be aware the most common insult thrown at him is his virgin status (outside his weight and fascist ideology), and he's suspiciously vague about the subject. He's too ashamed to own up to it, but has absolutely no hard evidence to prove anything to the contrary. If he did, he'd have let it slip long ago. He makes weird innuendos about it and implies that he gets plenty of action - I'm pretty sure he once complained that he couldn't go on dates anymore because of covid, for example. But with how much Bob has to let the world know every remotely supposedly good thing that has happened to him, he'd definitely have posted if he were on a date with someone. Either that, or he'd have tried to post a picture of him with his lady-friend, even if she asked to have her face blurred out to avoid the scrutiny, or the public humiliation of being documented on a date with Bob.
Normally a lack of evidence isn't enough to conclusively prove something is impossible - but Bob always gives graphic, obscene and hilarious evidence. So the fact there isn't any here is pretty damning, I reckon.
