Wtf?? Why would she want to know that as they're walking around? It was like he was giving her a literal tour of his sexual history. He even took her to the place where he lost his virginity? How uncomfortable is that? I feel like that's all he could talk about.
I know! And it's one thing if you're just trying to be transparent with someone you're trying to get close to and get to know. Whatever. But he was like...eagerly bragging about it. I could feel that girl's obvious unease while she just giggled and smiled through it, but man! Especially when the whole conversation with his ex happened. What the hell?! Worst date ever. Topped only by...I dunno... A date where you shovel S***?? Oh wait..he did that too.