[–] HERetic 8 points Edited

Oh yes, I see r/MTF now. I thought this was a TIF, the word "Boymoder" threw me off but does make more sense this way upon furher thought. The other comments sound spot on then, the co worker is gay, bi, or maybe one of those psuedobisexual chaser types. He may indeed dislike OP if he ever comes out, or he may reeeeally like him.

Yeah, I'd say coworker is either closeted or it's completely nonsexual and he just feels sorry for the awkward office dude and decided to make an effort to try to take him under his wing (and dude is interpreting this behavior in the most "validating" way possible). Honestly, for all we know his work could be slipping the more preoccupied he gets with gender crap and their boss might have asked this guy to check in on him now and again.

What I'd put money on, though, is that it isn't that the coworker secretly can sense a woman-soul.