Movies like Pillow Talk

Down with Love

2003

deception, sex comedy, screwball comedy · Romance, Comedy · with Tony Randall

50 First Dates

2004

deception, screwball comedy, romcom · Romance, Comedy

The Awful Truth

1937

neighbor, mischievous, screwball comedy · Romance, Comedy

Spanish Affair

2014

farce, deception, romcom · Romance, Comedy

The Ugly Truth

2009

romance, romcom, opposites attract · Romance, Comedy

Some Like It Hot

1959

deception, sex comedy, screwball comedy · Romance, Comedy

Love in the Afternoon

1957

romcom, playboy · Romance, Comedy

The Proposal

2009

enemies to lovers, romcom · Romance, Comedy

The Wedding Date

2005

romance, romcom · Romance, Comedy · Universal Pictures

Sabrina

1954

millionaire, playboy · Romance, Comedy · with Marcel Dalio

10 Things I Hate About You

1999

deception, opposites attract · Romance, Comedy

The Philadelphia Story

1940

mischievous, screwball comedy · Romance, Comedy

S.O.S.: Women to the Sea

2014

romance, romcom · Romance, Comedy

The Lady Eve

1941

deception, screwball comedy, romcom · Romance, Comedy

Arthur

2011

romcom, playboy · Romance, Comedy

Playing It Cool

2014

romance, romcom · Romance, Comedy

The Other Zoey

2023

romance, romcom · Romance, Comedy

The 40 Year Old Virgin

2005

sex comedy · Romance, Comedy · Universal Pictures

Friends with Benefits

2011

sex comedy, romcom · Romance, Comedy

Head Over Heels

2001

romcom · Romance, Comedy · Universal Pictures

Monte Carlo

2011

texan · Romance, Comedy

Ball of Fire

1941

screwball comedy, romcom · Romance, Comedy · with Allen Jenkins

Gentlemen Prefer Blondes

1953

millionaire · Romance, Comedy · with Marcel Dalio

Overboard

1987

mischievous, opposites attract · Romance, Comedy