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(+2)

No, nothing special. The intended sequence is you get the "Hey, who're you?" event with the roommate's partner the second week or so, then your roommate gets paranoid and demands you don't speak to them, then you start getting the "overhear sex" events. They can happen on weekend evenings, when the partner sneaks in and stays over.

So they are no more or less likely if you sleep nude or in just your underwear or the like?

Asking for a friend.

Nope! I mean that first event where they throw back your sheets to get a look at you will be slightly different, but overhearing sex is equally likely regardless.