Miss March (2009)

Director: Trevor Moore

Cast: Zach Cregger as Eugene Bell, Trevor Moore as Tucker Cleigh, Raquel Alessi as Cindi Whitehall, Molly Stanton as Candace, Craig Robinson as Horsedick.MPEG, Hugh M. Hefner as Himself, Carla Jimenez as Nurse Juanita, Eve Mauro as Vonka, Cedric Yarbrough as Doctor, Geoff Meed as Rick, Slade Pearce as Young Eugene (as Slade Austin Pearce), Remy Thorne as Young Tucker, Alexis Raben as Katja, Windell Middlebrooks as Bouncer #1 (as Windell D. Middlebrooks), Lindsay Schoneweis as Sheila

While Trevor Moore isn't the most convincing of actors, his performance
is still funny and produces a character that reminds me of both Jim
Carrey and Ashton Kutcher at times...in a good way.

Basically it's a boy has girl, boy sort of loses girl, boy seeks to
find girl type of story but with some very comical, bizarre twists. The
humor is there no matter how oddball it may seem and while there are
some scenes that are a bit much, it's worth your time if you're a fan
of films like Dumb and Dumber, Pauly Shore flicks, 40 year old Virgin
etc.

Also know that while it involves Hugh Hefner and the Playboy mansion,
this film isn't loaded with graphic nudity, sex scenes or vulgar
language. It's edgy but pulls it off without being overly crude or
offensive. ...it does have a few shock value scenes however.

Enjoy!