Your body says yes, but your head says - yes, no, maybe, I don't know, can you repeat the question?

Anonymous
I was sleeping over at my friend's house the other night, a friend with benefits but more friend than fuckbuddy - only marginally relevant as that was not the intention of the sleepover - we ended up having a four hour conversation at 1am where things ended in quite a frank discussion. I called him out on always saying he doesn't want to be in a relationship yet has been in two in the seven month span I've known him, neither lasting long or ending well. (I expressed my feelings for him before the first relationship)

He told me although he is extremely physically and sexually attracted to me and loves having me in his life as a friend, he doesn't have relationship feelings for me (it took him a long time of "finding the right words" to spit that out), which is absolutely fine with me, I get it, I felt like I could let go of those feelings when he says "but please don't give up hope" umm wtf is that supposed to mean?

I've told him countless times previously, no matter his feelings for me or lack of, we'll always be friends and I'll always be supportive of him. He continued, "Every time I start dating someone, my first thought should be how happy I am, I'm in a relationship with this girl. It never is - instead its always - "Fuck, (me) is going to think I'm such a dick. [for getting into a relationship when I said and meant I didn't want one]"

He's had three breakups since meeting me - seven month span, whether that is indicative or coincidental. He finished it off by saying he doesn't want to say it again because every time he does he ends up in a relationship and he doesn't want to do that to me, we snuggled as we fell asleep and as I'm almost completely asleep, he starts kissing me...

Is he needlessly just trying to be nice whilst simultaneously be confusing af?
Does he feel something but not know it?
I know he wants to be single for a bit to focus on his career (will need to travel overseas), is he wanting to keep me on hold for timing purposes?
Your body says yes, but your head says - yes, no, maybe, I don't know, can you repeat the question?
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