So, after re-watching the opening scene for the hundredth time my slash-adled brain perked up and came up with the following scenario as a sort of extra scene/behind the scenes moment:
While Brown is going on and on about "Like A Virgin" I noticed Orange looks a bit uncomfortable at all this talk of a girl feeling like she's being fucked for the first time all over again. In my mind this translated to Orange thinking about how he recently lost his anal virginity to White. Then you have White jumping into to change the topic of conversation to Joe's book and at the same time makes Orange relax and laugh at his antics. I feel like White would have been perceptive enough to notice if it was Orange's first time with a man even if neither of them mentioned it.
What I would love to see is this behind the scenes/extra scene of Orange and White having sex before the diner scene and playing out the feels of both men. Perhaps White did talk to Orange about it being the guy's first time much to Orange's embarrassment but that just means he's extra careful with his "tough guy"? IDK I am just craving White/Orange love guys!!