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**Winter Guide**: Florence Pugh. **Spring Guide**: Emilia Clarke. **Summer Guide**: Paige Spiranac. **Fall Guide**: Elizabeth Debicki. 

**WINTER**

**Night Before Christmas**: Had sex with Florence Pugh. **Christmas Morning**: Had sex with Sofia Vergara. **Christmas Orgy**: Had sex with Addison Rae, Chloe Bennet & Gigi Dolin.

**Ski Lift**: Had sex with Florence Pugh. **Ski Trail**: Had sex with Saweetie.

**Night 1**: Had sex with Carrie Underwood. 69 & Titjob as Foreplay. Sex Positions: Doggystyle, Missionary, Reverse Cowgirl & Anal Doggystyle.

**Night 2**: Had sex with Naomi Scott. 69 & Titjob as Foreplay. Sex Positions: Doggystyle, Missionary, Reverse Cowgirl & Pile Drive.

**Night 3**: Had sex with Daiane Sodre. Sensual Blowjob & Fingering as Foreplay. Sex Positions: Squatting, Cowgirl, Doggystyle & Standing.

**Night 4**: Had sex with Jennie Kim. Fingering & Sensual Blowjob as Foreplay. Sex Positions: Missionary, Cowgirl, Squatting & Pile Drive.

**SPRING**

Had sex with Emilia Clarke on an outdoor bed. **Dark Trail**: Had sex with Nata Lee. **Rock Climbing**: Had sex with Becky G. **Boat Ride**: Had sex with Ariana Grande.

**SUMMER**

**Beach House**: Had sex with Paige Spiranac. **Beach**: Had sex with Christina Aguilera. **Shower**: Had sex with Isabela Merced. **Changing Room**: Had sex with Alica Schmidt. **Pool Threesome**: Had sex with Kylie Jenner and Kat Dennings.

**FALL**

**Walking Trail**: Had sex with Elizabeth Debicki. **Oktoberfest**: Had sex with Era Istrefi. **Hotel Room**: Had sex with Haley King. **Costume Showoff**: Had sex with Elizabeth Debicki in a witch costume. **Halloween**: Had sex with Milana Vayntrub dressed as Slave Leia. **Thanksgiving**: Threesome with Danica McKellar and Elizabeth Debicki.

Second Run

**Winter Guide**: Lea Seydoux. **Spring Guide**: Debby Ryan. **Summer Guide**: Eve Hewson. **Fall Guide**: Scarlett Johansson. 


**WINTER**


**Night Before Christmas**: Had sex with Lea Seydoux. **Christmas Morning**: Had sex with Selena Gomez. **Christmas Orgy**: Had sex with Cameron Diaz, Sofia Vergara & Rita Ora.


**Ski Lift**: Had sex with Lea Seydoux. **Ski Trail**: Had sex with Anne Hathaway.


**Night 1**: Had sex with Olivia Culpo. Assjob & Massage as Foreplay. Sex Positions: Doggystyle, Missionary, Reverse Cowgirl & Side Fuck.


**Night 2**: Had sex with Gigi Hadid. Massage & Rapid Handjob as Foreplay. Sex Positions: Missionary, Reverse Cowgirl, Side Fuck & Anal Doggystyle.


**Night 3**: Had sex with Danica McKellar. Rapid Handjob & Titjob as Foreplay. Sex Positions: Reverse Cowgirl, Side Fuck, Anal Doggystyle & Anal Reverse Cowgirl.


**Night 4**: Had sex with Elizabeth Olsen. Titjob & 69 as Foreplay. Sex Positions: Side Fuck, Anal Doggystyle, Anal Reverse Cowgirl & Wheelbarrow.


**SPRING**


Had sex with Debby Ryan on an outdoor bed. **Dark Trail**: Had sex with Meghan Markle. **Rock Climbing**: Had sex with Madison Rayne. **Boat Ride**: Had sex with Elsie Hewitt.


**SUMMER**


**Beach House**: Had sex with Eve Hewson. **Beach**: Had sex with Saweetie. **Shower**: Had sex with Zendaya. **Changing Room**: Had sex with Olivia Wilde. **Pool Threesome**: Had sex with Gigi Dolin and Kat Dennings.


**FALL**


**Walking Trail**: Had sex with Scarlett Johansson. **Oktoberfest**: Had sex with JoJo Levesque. **Hotel Room**: Had sex with Gugu Mbatha-Raw. **Costume Showoff**: Had sex with Scarlett Johansson in a witch costume. **Halloween**: Had sex with Demi Lovato dressed as Slave Leia. **Thanksgiving**: Threesome with Ariel Winter and Scarlett Johansson.

**Winter Guide**: Aly Raisman. **Spring Guide**: Emilia Clarke. **Summer Guide**: Brooklyn Decker. **Fall Guide**: Christina Ricci. 

**WINTER**

**Night Before Christmas**: Had sex with Aly Raisman. **Christmas Morning**: Had sex with Milana Vayntrub. **Christmas Orgy**: Had sex with Rihanna, Demi Lovato & Becky G.

**Ski Lift**: Had sex with Aly Raisman. **Ski Trail**: Had sex with JoJo Levesque.

**Night 1**: Had sex with Zoe Saldana. Assjob & Rapid Handjob as Foreplay. Sex Positions: Doggystyle, Reverse Cowgirl, Anal Doggystyle & Missionary.

**Night 2**: Had sex with Zendaya. Massage & Titjob as Foreplay. Sex Positions: Missionary, Side Fuck, Doggystyle & Reverse Cowgirl.

**Night 3**: Had sex with Stacy Keibler. Rapid Handjob & 69 as Foreplay. Sex Positions: Reverse Cowgirl, Anal Doggystyle, Doggystyle & Side Fuck.

**Night 4**: Had sex with Meghan Markle. 69 & Massage as Foreplay. Sex Positions: Anal Doggystyle, Missionary, Side Fuck & Doggystyle.

**SPRING**

Had sex with Emilia Clarke on an outdoor bed. **Dark Trail**: Had sex with Hilary Duff. **Rock Climbing**: Had sex with Zazie Beetz. **Boat Ride**: Had sex with Selena Gomez.

**SUMMER**

**Beach House**: Had sex with Brooklyn Decker. **Beach**: Had sex with Dove Cameron. **Shower**: Had sex with Christina Hendricks. **Changing Room**: Had sex with Alexandra Daddario. **Pool Threesome**: Had sex with Anne Hathaway and Lili Reinhart.

**FALL**

**Walking Trail**: Had sex with Christina Ricci. **Oktoberfest**: Had sex with Millie Bobby Brown. **Hotel Room**: Had sex with Alicia Vikander. **Costume Showoff**: Had sex with Christina Ricci in a witch costume. **Halloween**: Had sex with Lucy Hale dressed as Zero Suit Samus. **Thanksgiving**: Threesome with Diane Guerrero and Christina Ricci.

**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.

**Winter Guide**: Emilia Clarke. **Spring Guide**: Paige Spiranac. **Summer Guide**: Salma Hayek. **Fall Guide**: Aly Raisman.

**WINTER**

**Night Before Christmas**: Had sex with Emilia Clarke. **Christmas Morning**: Had sex with Millie Bobby Brown. **Christmas Orgy**: Had sex with Emma Stone, Dua Lipa & Hailee Steinfeld.

**Ski Lift**: Had sex with Emilia Clarke. **Ski Trail**: Had sex with Jennie Kim.

**Night 1**: Had sex with Demi Lovato. Titjob & Rapid Handjob as Foreplay. Sex Positions: Missionary, Doggystyle, Pronebone & Face Fuck.

**Night 2**: Had sex with Kat Dennings. Titjob & Sensual Blowjob as Foreplay. Sex Positions: Anal Doggystyle, Standing, Pile Drive & Face Fuck.

**Night 3**: Had sex with Margot Robbie. Sensual Blowjob & Titjob as Foreplay. Sex Positions: Missionary, Side Fuck, Anal Doggystyle & Amazon.

**Night 4**: Had sex with Olivia Rodrigo. Massage & Sensual Blowjob as Foreplay. Sex Positions: Missionary, Pronebone, Face Fuck & Standing.

**SPRING**

Had sex with Paige Spiranac on an outdoor bed. **Dark Trail**: Had sex with Selena Gomez. **Rock Climbing**: Had sex with Gemma Arterton. **Boat Ride**: Had sex with Emma Watson.

**SUMMER**

**Beach House**: Had sex with Salma Hayek. **Beach**: Had sex with Alicia Vikander. **Shower**: Had sex with Sadie Sink. **Changing Room**: Had sex with Christina Hendricks. **Pool Threesome**: Had sex with Karen Fukuhara and Anne Hathaway.

**FALL**

**Walking Trail**: Had sex with Aly Raisman. **Oktoberfest**: Had sex with Zoe Saldana. **Hotel Room**: Had sex with Ariana Grande. **Costume Showoff**: Had sex with Aly Raisman in a witch costume. **Halloween**: Had sex with Peyton List dressed as Wonder Woman. **Thanksgiving**: Threesome with Alison Brie and Aly Raisman.

**Winter Guide**: Halsey. **Spring Guide**: Eiza Gonzalez. **Summer Guide**: Minka Kelly. **Fall Guide**: Freya Allan. 

**WINTER**

**Night Before Christmas**: Had sex with Halsey. **Christmas Morning**: Had sex with Olivia Wilde. **Christmas Orgy**: Had sex with Becky G, Lili Reinhart & Aulii Cravalho.

**Ski Lift**: Had sex with Halsey. **Ski Trail**: Had sex with Madison Rayne.

**Night 1**: Had sex with Meghan Markle. Rapid Handjob & Massage as Foreplay. Sex Positions: Side Fuck, Anal Doggystyle, Cowgirl & Standing.

**Night 2**: Had sex with Kimberley Garner. Titjob & Sensual Blowjob as Foreplay. Sex Positions: Anal Doggystyle, Reverse Cowgirl, Missionary & Doggystyle.

**Night 3**: Had sex with Allison Williams. Sensual Blowjob & Lap Dance as Foreplay. Sex Positions: Anal Doggystyle, Pronebone, Cowgirl & Face Fuck.

**Night 4**: Had sex with Ariana Grande. 69 & Sensual Blowjob as Foreplay. Sex Positions: Anal Doggystyle, Missionary, Cowgirl & Face Fuck.

**SPRING**

Had sex with Eiza Gonzalez on an outdoor bed. **Dark Trail**: Had sex with Kylie Jenner. **Rock Climbing**: Had sex with Demi Lovato. **Boat Ride**: Had sex with Bruna Marquezine.

**SUMMER**

**Beach House**: Had sex with Minka Kelly. **Beach**: Had sex with Vanessa Hudgens. **Shower**: Had sex with Hailee Steinfeld. **Changing Room**: Had sex with Dove Cameron. **Pool Threesome**: Had sex with Summer Glau and Dua Lipa.

**FALL**

**Walking Trail**: Had sex with Freya Allan. **Oktoberfest**: Had sex with Gemma Arterton. **Hotel Room**: Had sex with Cameron Diaz. **Costume Showoff**: Had sex with Freya Allan in a witch costume. **Halloween**: Had sex with Margot Robbie dressed as Wonder Woman. **Thanksgiving**: Threesome with Zazie Beetz and Freya Allan.