Movies like School for Scoundrels

The Heartbreak Kid

2007

date · Romance, Comedy · with Ben Stiller

My Boss's Daughter

2003

Romance, Comedy · Dimension Films

Employee of the Month

2006

date · Romance, Comedy

The Layover

2017

competition · Romance, Comedy

Date Movie

2006

date · Romance, Comedy

My Best Friend's Girl

2008

Close on feel, same era · Romance, Comedy

The Goods: Live Hard, Sell Hard

2009

competition · Comedy

Van Wilder: Freshman Year

2009

Close on feel, same era · Romance, Comedy

The Ugly Truth

2009

Close on feel, same era · Romance, Comedy

The Ex

2006

Close on feel, same era · Romance, Comedy

Fool's Gold

2008

mentor · Romance, Comedy

Sex, Love & Therapy

2014

Close on feel, same era · Romance, Comedy

Tomcats

2001

Romance, Comedy · with Horatio Sanz

Chalet Girl

2011

competition · Romance, Comedy

Fifty Shades of Black

2016

Close on feel, same era · Romance, Comedy

What Happens in Vegas

2008

Close on feel, same era · Romance, Comedy

The Perfect Match

2016

Close on feel, same era · Romance, Comedy

Playing It Cool

2014

Close on feel, same era · Romance, Comedy

Meet Bill

2007

mentor · Romance, Comedy · with Todd Louiso

The Bachelor

1999

Close on feel, same era · Romance, Comedy

Miss March

2009

Close on feel, same era · Romance, Comedy

Heartbreaker

2010

Close on feel, same era · Romance, Comedy

27 Dresses

2008

lovesickness · Romance, Comedy

My Awkward Sexual Adventure

2012

Close on feel, same era · Romance, Comedy