Hey, totally see where Sasha's coming from, but i also agree with Trinny, he definitely sounds like he likes you and maybe this is his way of getting close to you without risking being rejected; testing the water so to speak. But trying to spend time with him alone sounds good. I wish my crush sent me a joke everyday!!l Your guys sounds sweet though, and if he doesn't take the plunge, then maybe you should go for it, because you might let the chance pass you by if he's too chicken to ask you out for real!