- Sissy Trainer movie visit - In the first of the new Sissy Trainer visits the player will be taken by Laura to see a new period drama movie. On that trip the player will be propositioned by a random stranger (randomly determined to be male or female).

- Sissy Trainer chastity visit - In this night visit the player will have chastity explained to them and may be placed in chastity. If the player has been behaving, or does not have the chastity fetish active, they will be given the choice to either be put in chastity or not. The chastity device they are put in will be randomly selected based on their genitals.

- Sissy Trainer tasks visit - As part of the third new Sissy Trainer visit the player will have the tasks system explained to them. Currently this content isn't active, but when it is this is where it will begin for the player.

- Sissy Trainer grading visit - For the final encounter in stage 2 of the sissy branch, the player will be graded on how slutty Laura percieves them to be. Players will then be placed either on the sweet sissy or the slutty sissy branch going forward, and will receive a new sissification booster.

- Sissy Trainer extra credit assignment - Players who fail to get onto the sweet branch, or who did but want to make some extra money (5000 G.G.P if they made it onto the sweet branch), can opt into another extra credit assigment. In this assignment the player sits on an anal dildo attachment for a sybian, and has to work a glory hole (randomly male or female clients).

- Sissy Trainer new morning transformations - New morning transformations have been added on the Fem/Sissy Trainer content. Some of these transformations will also now go further than previously for those with the major booster given at the end of the S2 content.

- Sissy Trainer morning chastity - Players who have been put in chastity by Laura, and who manage to get out of their chastity, will be put back in chastity.

- Deg Brothel gangbang encounter - A new Deg Brothel encounter on the normal side of the job has been added where the player has group sex with a bunch of men whilst in bondage.

- Tilly home cooked meal date start - Players can now go on a new major date with Tilly once hitting 80 relationship score with her. This date starts with Tilly taking the player back to her home, showing off her neighbourhood on the way.

- Tilly home cooked meal date main - After getting to Tilly's home on the new date players will be treated to a home-cooked meal made by Tilly. During the date they'll find out more about her feelings and backstory, leading to the beginning of Tilly's personal quest.

- Travel encounter rate option - Players now are able to control the rate of encounters they receive when travelling to or from tablet locations. This option is selectable at character creation or from the options menu.

- Sandbox encounter rate option - Players now are able to control the rate of encounters they receive when walking around sandbox locations. This option is selectable at character creation or from the options menu.

- Travel to work/training/date chastity - All the random encounters when travelling to tablet locations have been updated for chastity content.
- Travel from work/training/date chastity - All the random encounters when travelling back from tablet locations have been updated for chastity content.

- Sandbox random encounter chastity - All the sandbox random encounters have been updated for chastity content.
- Chastity experiment - Players can now be paid 1000 G.G.P at Alice's Experimentation Lab to be put in chastity. The chastity device selected will be randomised, though will only be chastity cages or chastity belts.

- Chastity removal countermeasure - Players can now pay 5000 G.G.P at Alice's Experimentation Lab to have all of their chastity devices unlocked and removed.

- Chess Man chastity forfeit - Players who have the chastity fetish active in their game can now be put in chastity as a major forfeit from the Chess Man.

- Kissing booth text tag fix (Thank you CboyC95)
- Industrial Dairy chastity fix (Thank you Harley)
- Fem/Sissy Trainer morning transformations fix (Thank you PBKurisu)
- Exhib Prost job looping fix (Thank you PBKurisu & Azzy)
- Club B job scene fix (Thank you PBKurisu)
- Morning makeup cost fix (Thank you PBKurisu)
- Riley recognition (Thank you CboyC95)
- Poor kid background description fixed (Thank you AMagicalCampFan2)
- Intro transformation description minor edit (Thank you Sorter)
- Hint/Tips conditions explanations (Suggested by AMagicalCampFan2)
- Felicity typo fix (Thank you Anosse)
- Various typo fixes (Thank you Draco)
- Mari typo fixes (Thank you Crizice)
- Bimbo interrupt encounters fixed (Thank you JuliusTheSlouch & Harley)
- Exhib training bug (Thank you PBKurisu)
- Feeding trough fix (Thank you Harley)
- Club B job fix (Thank you LadyDeath1138)
- Jess pregnant errors fix (Thank you; youngethan, Carl, Random_Guy, and Muffin)
- Alice room pregnancy error (Thank you Faker)
- Darius typo fix (Thank you Blake)
- Fem/Sissy morning error (Thank you Laloo & Blake)
- ABDL Polly + Aurora nap scene fix (Thank you Muffin)
- ABDL extra chastity integration (Thank you Eclipse Wolfheart)
- Wardrobe chastity fix (Thank you Drakkon)
- Hair comb/brush fix (Thank you Anosse)
- Travel to location bug fix (Thank you Lilestrasza)
- 1 new outfit for the Feminization branch of the Fem/Sissy Trainer content
- Fem/Sissy morning transformation loop bug fix.
- Maid For Service Allie bug working hours fix.
- 5 new Silverjile underwear images.
- Tilly's personal quest's basic quest-log entry.
- Chastity key-holder descriptions updated.
- Major sissification booster trait added.
- Random encounter code overhaul.
- Lots of new variables
- A few minor bug fixes.