Not sure exactly what you are referring to when you say you want to talk about 'how you are feeling' - do you mean in general, or about doing things together?
If the latter, how about coming up with a few concrete suggestions in an enthusiastic manner, like you'd really enjoy it, but offering enough choice for him to agree to something he might like too? Also, if he declines, and you have a back up plan to go out with friends, he wouldn't feel pressured and may feel like joining you some other time...
Livnlearn
"The unexamined life is not worth living" - Socrates
