I'm pretty much always the dumpee, it seems, so I've not really been in the exact same situation as the question asks about, but I always keep mixtapes made by exes. Though I guess most of the exes who ever bothered to make me them are still friends - two of them are actually in the process of making me new ones. When there are bad/sad memories attached to certain songs it can be hard, especially if listening in isolation, but it depends on the condition of the break-up.
If a current girlfriend/boyfriend minds you making a mix for an old one, then you have some issues to sort out regarding your relationship with either the new partner or the ex - if you're solely friends then jealousy should be irrelevant.
― emil.y (emil.y), Wednesday, 6 October 2004 13:48 (nineteen years ago) link