
Eva Dandridge has been in charge of her younger sisters ever since their parents died many years ago. She is a very uptight young woman who constantly meddles in the affairs of her sisters and their significant others. Her brothers-in-law, who are tired of Eva interfering in their lives, decide to set her up with someone so she can leave them alone. They end up paying Ray, the local "playboy," $5,000 to date her. The plan goes by smoothly, but trouble comes when Ray actually falls in love with Eva.

LL Cool J
Ray Adams

Gabrielle Union
Evangeline 'Eva' Dandrige

Essence Atkins
Kareenah Dandridge

Robinne Lee
Bethany Dandridge

Meagan Good
Jacqui Dandrige

Duane Martin
Michael

Mel Jackson
Timothy

Dartanyan Edmonds
Darrell

Kym Whitley
Ormandy

Royale Watkins
Telly

Dorian Gregory
Lucius Johnson

Kenya Moore
Renee Johnson

My Mother's Future Husband
My Mother's Future Husband

My First Wedding
My First Wedding

Paper Heart
Paper Heart

In the Good Old Summertime
In the Good Old Summertime

Eyes of Salt
Eyes of Salt

Multiple Maniacs
Multiple Maniacs

Bar Hopping
Bar Hopping

Playing It Cool
Playing It Cool

The Grass Is Greener
The Grass Is Greener

De Dana Dan
De Dana Dan

No Right Way
No Right Way

Irritable Bowel
Irritable Bowel