I'm sorry if this is weird but any NSFW keithford headcanons...?
No worry at all! *rubs hands together*
Wilford is very, very, very handsy with Keith, it’s hard for him to not to be touching him to some degree. Keith usually doesn’t mind holding hands, or an arm around his shoulders, it’s nice to know that he’s always wanted, but when that hand starts to get a little too curious and with Keith’s inability to not blush to the point of being a literal tomato, Wilford gets a fair share of getting scolded from Keith and also Dark since Wilford is unable to ‘keep it in his pants for five minutes’.
Keith is extremely shy and doesn’t know much when it comes to sex but is very open and willing to try things out that he doesn’t know of, as long as he’s able to stop it whenever he wants to and Wilford never protests to that, never wanting to hurt his little southern biscuit.
Since Wilford is, as those have put it ‘hung like a horse’, it still takes Keith a lot of prep work and patience to take it all in.
The first time they went that far, Wilford discovered his kink of cock warming since Keith had made him wait for almost twenty minutes before he was even allowed to move his hips after getting it in completely. Wilford didn’t really complain since it was fun to see Keith slowly being to break in his hold, shaking in anticipation and screaming when he finally allows Wilford to move. Worth it.
Everyone learned that Keith loses all form of shyness or anxiety when he’s intoxicated, becoming the handsy one when he gets some liquor in him. If Keith’s only had on or two drinks, just enough to calm him down but is still fully conscious of his actions, Wilford and Keith are in for a fun night, but if Keith’s long gone, to the point that he can’t even stand up, Wilford refuses to do anything with him and takes him straight to bed, after getting some fun videos of Keith trying to sing ‘I got you babe’ into his hairbrush and ends up just stumbling into the bathtub.