Has Skipper ever had any romantic or sexual partners?
Aw man, that's kinda hard for me to answer considering I don't use Skipper a *whole* lot in fics (I mean I do but like, not a lot. Its rare) so I'm not entirely sure what his stories are. Though most likely, he probably did have a lot of off and on partners, all women, but no one that he was ever too permanent with.
And Dusty would never have known about any of them. They might have a close father-son kind of bond but Skipper has also lived almost his entire life after war in secrecy (just look at the coverups he made for his single mission slash trauma that only came out when he met Dusty. Dude he asked Sparky to leave, too! Does Sparky even know? (No wait I might need to make a discussion about this, Oh no XD))
Actually it's funny you ask this, Anon, at the moment I am working on a BladexSkipper drabble for kicks and giggles XD