is it ethical to, as he gets more 'into' the relationship, drop more unsavory tidbits about myself such as the medications i'm on, in an effort to get him to like me less?
this is hysterical. i just keep picturing you and the guy sitting on the couch or something. there's a lull in conversation. then "so... i'm on clonapin and prozac*. could you pass me the chips?"
i would be worried that this tactic would backfire. if you're in a relationship with someone, and you confess something unappealing/weird/etc., it has a tendency to build up an atmosphere of deepening trust and intimacy, which sounds like it's exactly not what you're going for.
as far as the ethics of the whole thing go... i tend to be of mixed minds on this sort of thing. i'm a big believer in taking responsibility for yourself and your feelings in a relationship, so as long as you're being honest with him about yourself and what you want, and you're not leading him on, it's his choice to be involved with someone who may not reciprocate those feelings, and any emotional consequences of that decision are his responsibility.
but, well, on the other hand, if you know someone is doing something that is short-sighted and will end up hurting them in the end, is it ethical to aid and abet them in their self-destructive behavior?
the last time i was in this situation my partner insisted that she understood that she may be setting herself up to get hurt, but was more offended at the thought that i would break things off "for her own good" than she was at the idea of me continuing even when i didn't reciprocate her feelings. it struck her as patronizing and as undermining her right to make her own decisions about what kind of emotional risks she was willing to take.
of couse, YMMV.
* or whatever |