If I where in his bfs position and she would tell me that, I would suspect her that she already did it and would try to tell me somehow. Then, I might one to sleep with someone else just to "make thinks equal" (even if she didn't do it yet). In my opinion, that's a tricky way to do it. I would...
I am not (yet) into this. But maybe you could suggest him to watch some porn video and "by mistake" you hit one (a good one) with a BBC who comes to fuck his friends guy by surprise?
Maybe this one? It's really "cute".
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