Cam Gigandet

as Rich Johnson

Nick Thune

as Rich's Penis

Katherine Cunningham

as Lindsay Young

Kevin Miller

as Josh Nelson

Jessica Joy

as Emily

Katie Rich

as Samantha

Holly Houk

as Kimi

Jamie Chung

as Jamie

Bradley Grant Smith

as Former Best Friend

George Lako

as Strip Club Patron

Meg Thalken

as Doctor

Karen Woditsch

as Mother

Casey Tutton

as Teenage Girl

Danny Rhodes

as Waiter

James E. Foley

as Bob (voice)

James R. Doherty

as Blond Guy

Rammel Chan

as Chinese Delivery Guy

Megan Kohl

as Mature Woman

Emily Tumen

as Catholic Teen Girl

Justin Kline

as Pharmacy Tech

Al Marchesi

as Strip Club Patron

Gena Ellis

as Aunt Judy

Christin Marie Nichols

as Yoga Girl

Catherine Perzee

as Lindsay's Sister

J. Anthony Kopec

as Businessman Club Patron

Vince Tolentino

as The Video Game Nerd

Ben Kirberger

as Offensive Gay Stereotype Waiter

Cory Kahane

as Teenage Boy

Jodie Glass

as Shopper

Katie Hamilton

as Catholic Teen Girl

Laura Kallmeyer

as Club Girl

Monte LaMonte

as Cop

Rita Younan

as Club Girl

Brooke Berg

as Chicago Police Officer

Anthony E. Cabral

as Man in Front of Hardware Store