Awkward Wiki
Jenna In Wonderland
Season 5, Episode 3
Air date September 14, 2015
Written by Anna Christopher
Directed by Gregory Guzik
Episode Guide
← previous
Short Circuit Party
next →
Now You See Me, Now I Don't

Jenna In Wonderland is the third episode of the fifth season, and it aired on September 14, 2015.


While Jenna gets a taste of popularity, Matty struggles with being shunned. Meanwhile, Jake goes after a new girl, and Ally hosts a sex toy party.




Guest Stars[]


  • Strange Talk - “Cast Away”

(scene: Previously on)

  • Misun - “Harlot”

(scene: Jenna looks at pictures from the beach party)

  • Emi Meyer - “On The Road”

(scene: Jenna talks to The Julies about going on a triple date)

  • 8th Grader - “You Deserve It All”

(scene: Matty is perplexed by how he’s being treated)

  • Zachary Kibbee - “My Own Two Feet”

(scene: Matty is given a tour on how to survive as a loser)

  • Alt-Ctrl-Sleep - “Satellites (Venus to Mars)”

(scene: Matty tries to apologize to Jake in the parking lot)

  • TOPS - “Change of Heart”

(scene: Jenna’s mom helps her pick out an outfit)

  • NUDITY - “Already Dead”

(scene: Jenna goes on a triple date with the Julies)

  • Fences - “Dusty Beds”

(scene: Matty receives a call from Kyle inviting him to a concert)

  • Leo Soul - “Under Your Spell”

(scene: Sextoy party at Lacey’s house)

  • Mike Pace and the Child Actors - “Cold Calling”

(scene: Matty, Kyle and Leroy wait for the band to go on)

  • Kwini Rene - “Gimme Love”

(scene: Sextoy party at Lacey’s house cont.)

  • Sneakout - “Hold Me Baby”

(scene: The Julies scold Jenna during the triple date)

  • Tropic of Pisces - “Symmetry (Lenno Remix)”

(scene: Next on)