If the idea is just to get him to meet new people, then maybe you shouldn't call it a "date." That's just gonna make him anxious. And if the idea is to get him to meet new people, having me be the first is a little counterproductive.
[He sucks in a breath. Okay. Compromise.] How about this. To make him more comfortable with the idea of socializing, I will bring him out with another person on a friendly jaunt. That way if he doesn't get along with them or if he gets all... Caleb about it, I'll be there as a buffer. Is that workable?
no subject
If the idea is just to get him to meet new people, then maybe you shouldn't call it a "date." That's just gonna make him anxious. And if the idea is to get him to meet new people, having me be the first is a little counterproductive.
[He sucks in a breath. Okay. Compromise.] How about this. To make him more comfortable with the idea of socializing, I will bring him out with another person on a friendly jaunt. That way if he doesn't get along with them or if he gets all... Caleb about it, I'll be there as a buffer. Is that workable?