I question if the dialogue is as ad-lib as it appears. I'd think women wouldn't be this comfortable with a guy they just met talking this raw to them.
But it's still funny to watch.

Here's the same guy from 2 years earlier, he aged a lot.

That was moderately funny.
Disturbing, but funny.

Got to hand it to these guys, they know what to say to women.

I wouldn't want them dating my sister, but they're smooth!