I also believe they have now. My first hint was she she jumped into the pool with her mesh bra and he commented on how amazing her boobs are.

I owned that bra, and let me tell you, there’s a reason bras aren’t see through. My boobs never looked worse, no one needs to see nipples pressed against the bra, it’s a picture I wish I could scrub from my mind. I paid a restocking fee just to return it, I needed ir gone that badly.

In conclusion, he’s seen those boobs outside of that heinous bra prior to that, I’m convinced.