REID > REBECCA
Rebecca is his prison bro, okay? He actually feels more comfortable coming to her with some of his personal problems than he would be going to Morgan, as is evident by this whole... sex coach thing they have going. Speaking of that, the fact that he actually asked her something? Proves how much he really trusts her. It would've taken a lot of poking and prodding and hitting just the right angle (tee-hee) for him to say any of those things to anyone else, but that is the magic of Rebecca.
He also feels a bit bad for her. No really, he does! They bonded so much over not having their team here and now he's got parts of his and it just feels so unfair in that assbackwards way, because no one should be here but she still shouldn't be alone. He'd also like to shoulder some of her problems but isn't entirely sure how to go about it, because she always seems so strong and confident and capable. Still, he suspects that things aren't all that easy for her what with her essentially being in his position on the other end of this Black Order clusterfuck and he'd really like to... help with that.
There's a lot of love, okay. Maybe more than she realizes.