Most Helpful Guy
I'm Going To Give You My Unlicensed Professional Opinion, If You Think It's A Set Up Then Ignore Him & Cut All Contact...
Most Helpful Girl
well I would say that if your ex and this guy have stayed in contact since high school my estimations say he is playing an asking game with you so he can subtly get some information out of you for his friend, its a part of being a wing man. Your ex doesn't want to ask you himself perhaps because it may be awkward seen as you haven't spoken in a while, your ex is testing you. He wants to see If you can commit or even see if you still have feelings for him. But if your ex didn't talk to his bestfriend from highschool too frequently then I would guess he's just being random, two options to choose from. Either one for you to decide because you know your situation better. Hope I helped and good luck with your situation