I don't keep in touch with my boyfriend that I had pretty much all throughout high school, or at least on and off a few times for two and a half years, had a nasty breakup. Basically I was angry with him and I liked someone else as I'm sure most of you can guess who, and I told him I cheated on him in a mean way and he basically said "you're not the only one who knows how to cheat you know." Soo I think it would be awkward to speak now that we both know we were unfaithful a few times in the relationship. If that hadn't happened and we had just broken up normally I probably would have asked to stay in contact because despite the fact I was only really with him because I didn't have many friends, he was still my bestfriend and I did enjoy talking to him. But he properly loved me so he said it would be too hard to go back to friends, which is understandable. I haven't spoken to him since or seen him since, but I did quickly apologize via email because my conscience was nagging at me, though I never received a reply.
The other two guys I was seeing for a longish amount of time both also ended badly. One was sort of a rebound on my ex, and I really led him on only to tell him I was gonna go back to my ex. We didn't talk for a while after that and when we did it was awkward. We fell out now but once every few months I drop a line and say hi. The other guy I was obsessed with and then I went on vacation for a week and he told me he found a new girlfriend, and every time I was over before that he would always cut the hangout short and say he was going to another girl's house, so basically it opened my eyes as to what an arse he was and I never had any desire to speak with him again although he does try to talk and say he was wrong and that he should have kept me, even now which is over a year and a half later. But, I don't forgive him because at the time it really hurt.
So no, I guess the answer is I don't stay friends with my exs, and if something were to happen with me and Brad there's no chance in hell I could remain friends. It sounds nasty (but I don't think we'll break up anyways so it's just theoretical
) but even in the past year and a bit I've done too much with him and had too many incredible experiences to ever want to see him be with another girl. Plus I actually want to be with him unlike my ex where I kinda just felt trapped in it.