This game has lost some of it's magic for me. I think that this game can be broken down into 3 phases.
Phase 1 = Early Game
Phase 2 = Middle Game
Phase 3 = End Game
Early: Teasing, sexual harassment, faithful/reluctant Elena. I would say that the early game ended at the point when Elena sucked her first dick in the elevator/sex with brad in the closet. This portion of the game was nicely built with good pacing. There was the build-up, and anticipation for that eventual payoff. Early on scenes had meaningful dialogue as well as being the most realistic portion of the game.
Middle: With the early game now finished Elena is more so "open for business". One after another gradually Elena had affair after affair with different people. Elena always had a sense of guilt, and reluctance still for her slutty behavior. There were still some things she didn't do and she was remorseful. The dialogue was still there and things were still interesting in that department although less so than in the early game. This was the shortest phase.
End: It's difficult to pinpoint the exact moment that the middle game turned into the endgame as it was a more gradual progression than going from never cheating to first time cheating and there is some gray area. The endgame is mostly just sex scenes with little meaningful dialogue. The main problem with the endgame is that it is just dragging out way too long. The endgame has been here for about half of the game and it is dragging out indefinitely. The realism is completely gone. There have been hints of turning the fiance into a cuck, and in fact, it has happened a number of times. No matter what happens somehow Elena is never "caught" in spite of her behavior is consistent with one who would be caught. Perhaps the game has too many love interests as well at this point. The total amount of sex in the endgame has also devalued the sex in the game. 5 or 6 sex scenes per update past 10 or so updates. Initially, when the first sex happened it was valuable like a diamond, but now it's as common as a blade of grass and becomes more and more meaningless.
The best way I could visualize it in terms of a cigarette smoker satisfaction level is like this:
Early = Fresh unopened carton of cigarettes ending with opening the first pack and taking a nice drag on that first cigarette...
Mid = That entire first pack has been smoked, and there is a full ashtray and 9 more packs to go. There is a full ashtray now, but it's a simple enough matter to dump it.
End = The house is a hoarder house... That ashtray never got dumped just made bigger and it's like a big bucket of cigarette butts now. Also, the next 9 packs were smoked along with another few cartons that you hadn't planned on smoking and you have this nasty bucket full of cigarette butts that have been smoked and re-smoked a few times. At this point, you can look back at that very first cigarette from the carton and think of how nice that one was so long ago.