Ok so i'll give you a very brief rundown form the beginning so some of these steps you'll have done some are optional.having trouble getting caged, could you give me a direct walkthrough of what i need to have done?
1) Start game and complete intro section (become secretary, meet your ex, your land lord etc) (Kiss tech feet, take a peek. Wear nothing to bed for when your ex arrives, wear ALL of the underwear including bra even though you don't need to first day when Kurt comes for rent put on all lingerie: This is mostly optional and just helps you get some more exp for some stats). Make sure you obey your manager always.
2) Make sure you release your lust every morning so you can 'work hard' all day, obey the orders your boss gives you and add all phone numbers to your list. Call your friend (Bob by default) for a drink as soon as you can (do all of the toilet scene for the stats). This also gets you the tech's number.
3) Attend every therapist session agree to hypno tests attend all of these.
4) With all of this you should have the needed stats to trigger the event (Fem: 6ish Humiliation: 7ish Submissive: 7ish) if not go back to the toilet stall wear the female lingerie and it will raise your stats pretty quickly to the needed level.
5) The next work day during your morning conversation with your manager (Ms Antlers by default) she will tell you that you are ready to take this to the next level and to come to her office after work (plus some other instructions). After work select the "Office of Ms Antlers" option and there will be a new talk option in which you follow the instructions she gave you that morning. This scene is better if your wearing a plug IMO.