Episode 1
The Devil Wears Hanes
November 5, 2014
Episode 2
The Wedding Unplanner
November 12, 2014
Episode 3
Love and Death
November 19, 2014
Episode 4
An Officer and a Dental Man
November 26, 2014
Episode 5
Oh Brother Here Art Thou
December 3, 2014
Episode 6
Dawn of the Dad
December 10, 2014
Episode 7
Catch It 'Cause You Can
December 17, 2014
Episode 8
Requiem for a Dream
January 7, 2015
Episode 9
Get Her to the Greek
January 14, 2015
Episode 10
Holly Franklin Goes to Washington
January 21, 2015
Episode 11
A Bride Too Far
January 28, 2015
Episode 12
The Wedding
February 4, 2015
Episode 14
Finding Mr. Wrong
July 22, 2015
Episode 15
Good Will Hinting
July 29, 2015
Episode 16
The 40-Year-Old Her-Gin
August 5, 2015
Episode 17
Haskell Doesn't Live Here Anymore
August 12, 2015
Episode 18
Knotting Phil
August 19, 2015
Episode 19
Ten Things They Hate About You
August 26, 2015
Episode 20
Gone Girls
September 2, 2015
Episode 21
What Dreams May Come
September 9, 2015
Episode 22
Along Came Holly
September 16, 2015
Episode 2
The Holly's Buddies Story
June 26, 2013
Episode 3
Trading Places
July 3, 2013
Episode 4
Zero Dark Forties
July 17, 2013
Episode 5
Defending Your Wife
July 24, 2013
Episode 6
Take This Job and Shove It
July 31, 2013
Episode 7
Pretty Women
August 7, 2013
Episode 8
Prelude to a Kiss
August 14, 2013
Episode 9
The Hand That Rocks the Cradle
August 21, 2013
Episode 10
My Ex-Boyfriend's Wedding
August 28, 2013
Episode 11
True Lies
December 11, 2013
Episode 12
How The Grinch Spent Xmas
December 18, 2013
Episode 13
Nothing in Common
December 18, 2013
Episode 14
Bachelor Party
January 1, 2014
Episode 15
Starting Over
January 15, 2014
Episode 16
Friends Without Benefits
January 29, 2014
Episode 17
Nun Like It Hot
February 5, 2014
Episode 18
When Haskell Met Sammy
February 12, 2014
Episode 19
My Fair Stuart
February 19, 2014
Episode 20
The Old Man and the Holly
February 26, 2014
Episode 1
Analyze Them
June 20, 2012
Episode 2
What Women Want
June 27, 2012
Episode 3
Cool Hand Lutz
July 4, 2012
Episode 5
Lethal Weapons
July 18, 2012
Episode 6
Shall We Dance?
July 25, 2012
Episode 7
Three Men and a Maybe
August 1, 2012
Episode 8
How Holly Got Her Groove Back
August 8, 2012
Episode 9
The Party
August 15, 2012
Episode 10
Sister Act
August 22, 2012
Episode 11
He's Gotta Have It
August 29, 2012
Episode 12
Pirates of the Care of Eden
September 5, 2012
Episode 2
A Little Romance
December 7, 2011
Episode 3
Working Girl
December 14, 2011
Episode 4
Lutz and the Real Girl
December 21, 2011
Episode 5
An Inconvenient Tooth
December 28, 2011
Episode 6
A Very Wrong Engagement
January 4, 2012
Episode 7
Lost in Translation
January 11, 2012
Episode 8
My Dinner with Phil
January 18, 2012
Episode 9
When Holly Broke Kevin
January 25, 2012
Episode 10
The Ex Always Rings Twice
February 1, 2012