It can be head-scratching to go on the first date after the first date, but
never seem to establish anything beyond that.
Man, that sentence in English doesn't even make much sense, never mind the Italian translation!
And yeah, I'd say there's way more than enough evidence that points to this
stronzo either using a translation service or simply doing a shitty job manually translating something into a language which he's obviously not proficient in. I don't usually tag translation scammers, but I'll make an exception in this case.