I have to say I went to this film for pure escapist reasons. How Stella lost her "groove" in the first place was not really all that important to me, but the way she got it back...if only we could all be so lucky. Of course, since we all live in the real world we never, ever will be. This is the story of a 40-year-old executive who's also a single mom, who on a whim takes a vacation to Jamaica with her best friend, played by Goldberg. Work has become her life and she's apparently lost her "groove", which from what I understood means her passion for living. On this trip to Jamaica she meets the man of her dreams, Winston Shakespeare (he'll be your dream at the end of this movie). The only problem (?) is he's half her age she's 40, he's 20. Now I can understand her reluctance to get involved with a man that young because most of them are just overdeveloped boys at that age. However, it's just an island fling. You're unattached, he's built like a god. No one has to know and you get the experience of a lifetime.
Once you see this man, played by Taye Diggs, you'll understand that she really had no choice but to give in. What's surprising about his character is that even though he's wonderful to look at, he has great charm and humanity as well. This is a guy who has things to say and would be fun to hang out with. He also has a smile that could melt butter. Of course, Stella is a control freak and when things don't go her way she feels like he took advantage of her. Personally, I would thank god every night for the rest of my life if Mr. Diggs took advantage of me, but that's just my opinion. I don't need much to be happy. When she returns to San Francisco her sisters played by the always enjoyable Regina King and Suzzanna Douglas are quick to judge and tease her about her fling. Stella is quite sensitive about the topic, not because she had sex with a man young enough to be her son, but because she knows she fell in love with him. Needless to say, the rest of the film has them trying to build a relationship on something deeper than the physical and cross the age gap.