**Winter Guide**: IU. **Spring Guide**: Mary Nabokova. **Summer Guide**: Aly Raisman. **Fall Guide**: Sammi Hanratty.
**WINTER**
**Night Before Christmas**: Had sex with IU. **Christmas Morning**: Had sex with Sofia Vergara. **Christmas Orgy**: Had sex with Nata Lee, Alica Schmidt & Becky G.
**Ski Lift**: Had sex with IU. **Ski Trail**: Had sex with Christina Hendricks.
**Night 1**: Had sex with Helga Lovekaty. Titjob & Sensual Blowjob as Foreplay. Sex Positions: Reverse Cowgirl, Anal Doggystyle, Pronebone & Face Fuck.
**Night 2**: Had sex with Gigi Hadid. Titjob & Sensual Blowjob as Foreplay. Sex Positions: Anal Reverse Cowgirl, Pronebone, Face Fuck & Pile Drive.
**Night 3**: Had sex with Madison Rayne. Titjob & Sensual Blowjob as Foreplay. Sex Positions: Cowgirl, Pronebone, Face Fuck & Pile Drive.
**Night 4**: Had sex with Kat Dennings. Titjob & Sensual Blowjob as Foreplay. Sex Positions: Pronebone, Face Fuck, Cowgirl & Anal Reverse Cowgirl.
**SPRING**
Had sex with Mary Nabokova on an outdoor bed. **Dark Trail**: Had sex with Isabela Merced. **Rock Climbing**: Had sex with Chloe Bennet. **Boat Ride**: Had sex with Viki Odintcova.
**SUMMER**
**Beach House**: Had sex with Aly Raisman. **Beach**: Had sex with Selena Gomez. **Shower**: Had sex with Barbara Palvin. **Changing Room**: Had sex with Rihanna. **Pool Threesome**: Had sex with Cameron Diaz and Kate Upton.
**FALL**
**Walking Trail**: Had sex with Sammi Hanratty. **Oktoberfest**: Had sex with Ariana Grande. **Hotel Room**: Had sex with Hailee Steinfeld. **Costume Showoff**: Had sex with Sammi Hanratty in a witch costume. **Halloween**: Had sex with Dove Cameron dressed as Wonder Woman. **Thanksgiving**: Threesome with Camilla Belle and Sammi Hanratty.