You've been hired to keep an eye on Madison, a horny 19 year old on a mission to party.

Her family is extremely wealthy, and has given you full access to their mansion, including their secret surveillance system which allows you to spy on every single room in the house, as well as track Madison's location. Madison has no clue about the surveillance system. She doesn't even think she needs a babysitter, and wishes you would just leave her alone. But her parents are paying you $10,000 per month to keep an eye on her for the summer, and you're determined to do the job.

She does think you're pretty attractive though. Maybe some kind of deal can be arranged.

Maybe...

EPISODES

E1: 'Orientation'

Arrive to the Harper residence and meet Maddie.

E2: '420'

Maddie invites her friend over for a late night toke.

E3: 'The Stash'

While doing laundry, you find some drugs in Maddie's clothes.

E4: 'Powder Room'

Late at night, you find Maddie and her friend in the bathroom.

E5: 'Me, Myself, & I'

The cameras catch Maddie masturbating in her bedroom.

E6: 'Pretty Please' (NEW!)

Maddie asks you to buy her some vodka.

E7: 'Sleepover' (NEW!)

A group of Maddie's friends comes over for a sleepover.

E8: 'Chad's Visit' (NEW!)

Maddie's ex-boyfriend pays her a visit.

E9: 'The Deal' (NEW!)

After weeks of butting heads, Maddie comes to you with an offer.

E10: 'N/A'

Choose your own adventure!

v2.0 Changes (10/28/26)

- new bot image, description, & bonus image

- 4 new episodes

- personality & scenario expansion

- better writing

- added ~1,600 tokens

- 2 scripts added