Oh, that point is quite clear to me. Kennedy is kind of a fake "i hate men" type of girl, it's like a gimmick/trend to get attention online, and she seems to act like an angsty teenager often. It is true that men are not like what she loves most, but it's just an exaggerated version of her true feelings, what she posts. On reddit, most people seem to agree that even her "bi" pictures, hinting that she makes out with her girlfriends, are just another way to get attention, including men, obviously. She loves masculine attention, but pretends not to, to be cool and also a "feminist". Another example of this is how she basically always talks shit about her dad, yet always visits him, seems to love him, stays in touch, etc. The complement to this whole persona of hers is playing the "unattainable" girl you can't have + the ballerina fantasy she's been showing in recent months. Now she's into working out and was added as a new member of some fitness brand (Jesse is a part of).
I fully agree that Jesse is the reason Claudia stopped being a slut. One story that surprised me was when I found out Dr. Mike (famous youtuber) fucked her hard the day they did a collab video with Brandon & Kennedy, "got railed against the window" (her words). There was even a video of the story (Free the girls podcast), but I never watched it, 'cause the eps were long and didn't have time for it. However, it's clear and a fact that she'd tell spicy sex stories in that series. Unfortunately, all eps were deleted.
I do not know for sure, but doubt Kennedy is still a virgin, there were at least rumors that she had a fling with some guy and when he got back together with his ex, she had an anxiety episode and went back home for a while, and then went to NYC again. This supposedly happened in the last year...
Some people have a theory that the ballerina/fit girl current thing she's got going may be a prelude to opening an OF, I doubt it. However, if money becomes an issue and she doesn't get any acting jobs or something, I don't think it's impossible. A couple of years ago, I would've said there's no way, now I feel like there's at least some chance it could happen.