Personally I'm more comfortable with a direct question. That way of communicating ideas WITHOUT being clear & HOPING the point got across is like a game, and for most I think it's not a fun kind of game. It's ok as a way to start a probe for info but anything more is just redundant after more than a few times.
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Maybe be friendly if he talks to you but don't push anything. Let him make the running. At some point, assuming he is interested, you can ask him about last time and point out you don't want to do that again. What are his plans.
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I say just have small talk and be friends and if he wants to try something then bring up what he did and make him understand that the terms are on your court since he should already know what he did then too you from before.
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