So, going for the expert:
Dear
Avaron1974, as our resident lesbian, what is your opinion on Kelly? Is she gay or bi or whatever? Does Rykers magic dick (or much more plausible Jessy trickery) work and she will end up in bed with Ryker?
Or is it just some (male) fantasy of the typical cliché in adult games?
As far as Kelly goes I can honestly say i'm not sure.
She's openly lesbian so it's something she's confident in and a lifestyle she's been living for a while. In that line of business a bit of friendly banter and light flirting happens but it doesn't mean anything.
I doubt she'd ever go for Ryker as a lover but there are plenty of bi girls in his harem that could possibly swing a threesome if that's the direction obd wanted to go.
I suppose if the setting fit she could be pushed into bi territory but the problem there is doing it without going all cliche or "porn logic" because that always looks silly.
We know she's been lesbian for a long time based on bits of conversation so she's not doing it out of hurt from an old male flame.
She's either gonna be like me and firmly in the girls only club or she at least a bit curious and one of the more spirited bi girls like Jess or Nik pushes her a bit further.
Of course the easiest way to do it would be have her and Pip reignite their old flame and slowly introduce Ryker that way.
That may cause issue with the group that don't want their women touching anyone but the MC and in my personal opinion as a women not developing this game, I don't see how to get Kelly with Ryker without other women involved. With how openly lesbian she is, she's not just going to jump to a hetero relationship. Even porn logic can't do that without it looking ridiculous.