You actually need to unlock defeat passives for each level for the 'smooth jazz' to play while she's receiving a corrective measure of sex:Once she is slutty enough if you go into a defeat scene that music plays and Karryn enjoys herself during the lose scene with sluttier dialogue.
- Meat Road Paradise for bar storage
- Human Urinal for the bathroom gangbang
- Addicted to Solitary Confinement for solitary cell sex in chains
All of the above are granted after +16 defeats.
To unlock the muzak for guards in bedroom scene, she also needs to be gangbanged, meaning the cherry has to go, so all her 3 orifices are filled at the same time. The bathroom rest will also have this muzak played for slutty hardworking gloryhole operator. Apart from the muzak and sluttier dialogue, Karryn will react to being captured with a heart, not surprised note. Not to mention the growing crowd of inmates surrounding her.