I've won two matches. ( Two are in the gallery ) But they are not X rated. What am I doing wrong?

The rest is fine.

Can we add steam achievements for each lady please? thoughts for steam achievements would be view their pics in the gallery a certain number of times you can do this like view the 1st ladies pic once then 5 time then 10 times and so forth

Im not sure if you can do it first thing you start the game but you might able to, but if you care for the steam achievements, when you finish the tutorial you can just reset your in game progress in options and get the fresh start steam achievement with losing next to no game progress...