Music is planned, I am just focusing on more "interesting" stuff for now.
Dares do build up. They are divided into 3 tiers and you need to have played 3 matches to get dares from a higher tier. It also depends on Sammy's sexual experience so if she is a virgin or inexperienced it will be harder to trigger the more serious dares. If she is very experienced on the other hand it will be easy to trigger them.