The Dirty 30 (2014)
Ricky Simmons, a 29-year-old man, is still reeling from the heartbreak of his ex, Lisa, leaving him without any explanation. Struggling with emotional wounds and no closure, his best friend Jessy pushes him to get back into the dating world. Reluctantly agreeing, Ricky lets Jessy play matchmaker and eventually falls for a stunning woman. However, he soon uncovers a shocking truth: the woman, Kaitlyn (Samantha Kimm), was once an escort hired by none other than his trusted friend Jessy.