Loser is such a fantastic niche game, the grind is certainly not for everyone but I simply love the customisation and writting.
Unfortunately it is hard to find something similar, I think you already know this but did you try SuperPowered from the same dev? It is unbelivable good in terms of gameplay changes depending on what powers you take and how you use them. The writting is a bit better than with Loser imo but unfortunately the models look old, the sex scenes are often times just one mediocre picture and there are no animations. It is still one of my favorite games because the gameplay is so great.
It goes in the same direction in terms of unlocking fetishes and other stuff.
https://f95zone.to/threads/superpowered-v0-45-03-night-city-productions.124/
The dev also published superpowered2 which I haven't tried yet.
https://f95zone.to/threads/superpowered-2-v0-00-50-night-city-productions.135128/
Like I said, the big strength of these games are the freedom and cutomisation the only other that goes in the direction is takeover.
https://f95zone.to/threads/take-over-v0-55-studio-dystopia.10384/
In the beginning it is more just corruption but shortly after you get to choose the fetishes of the woman and are even able to change the appearance of the characters. Ironically like with superpowered the sex scenes themself are rather underwhelming, great writting carries it for me.
Other than that I fear ther are no things that come close to this masterpieces.
Thanks a lot. I fully agree on all your comments on Loser as well as Superpowered. Both games are unique. It is excellent that there is a version 2 for Superpowered with better graphics and models. It will be a great game.