hey i'm glad you're liking it! lol i still gotta figure out just how far i want to push things in all the max level scenes if those are the kind of things barret is handling at just levels 7 & 8.
so, a lot of the issues with getting xp in this version are ultimately down to me not writing enough content -- there are a handful of scenes like the ones you noticed, where there's a high-level check you can fail, and depending on the specific order in which you end up failing some of them you can double-dip a little to boost your level. the way it should work is that you can get separate xp for failing certain scenes vs. succeeding at them, and the failure xp is usually capped at one level below the success threshold, which still might be higher than your current level. it's kind of a mess, and ideally it shouldn't matter at all since there ought to be enough real success scenes to level up regardless, but as it is, there aren't really enough scenes to "legitimately" get to lvl 7 gape and throat.
anyway, i just uploaded a hotfix that should fix the chocobo jockey issue, which does unlock one more cumslut 2 scene, and that should let you get to cumslut 3. (this also makes the battle arena guard ride scene cumslut 2 expand give you xp, which was another limiter -- there were 3 cumslut 2 scenes in the game, but two of them were inaccessible, whoops!) but that being said, there's not actually enough cumslut 3&4 scenes in the game to legitimately get to cumslut 5 for the sole check in the eligor scene.
the patch i'll be working on is mostly gonna be about making all of this progression less specific. it should all ease up substantially once i add, like, one more scene to each of these tiers to allow for more wiggle room.
(it's worth mentioning that there is a debug mode; there's a little nearly-invisible pi symbol in the bottom-left of the start page, under the new game / content note ui box. there's a cheat there to max out your level if you want to see the currently-inaccessible scenes, but uh ideally they will be normally-accessible after the next patch)