My Girlfriend's Boyfriend (1999): cast, story & where to watch
1999 · Film · ★ 1

Released in 1999, My Girlfriend's Boyfriend is a comedy film directed by Kenneth Schapiro, running about 81 minutes. “A Sexy Screwball Romantic Comedy” — that tagline sets the tone.
What it’s about. Jake can only think of one thing after being dragged to the wedding of his girlfriend's best friend. How can he get out of it? On the advice of Wes, the out-and-proud best man, he pretends to be gay and gets caught kissing Wes. Little does Jake realize he's about to get caught up in a circle of jealousy and lies. Cliff, the groom, is getting married to help solidify his hunky, soap opera star image... and to stay closeted. Yep, he s gay. And his longtime boyfriend is none other than his best man. When Cliff and Wes get pictures taken of them in a compromising position (several, in fact) it looks as though his cover might be blown. Thrown into the mix is the bride's sex crazy mother and the nosy reporter-turned-wedding photographer with a sock puppet (pop icon Deborah Gibson). What ensues is a fun, quirky and modern comedy of errors that is sure to tickle your funny bone.
Who’s in it. My Girlfriend's Boyfriend stars Sean Runnette as Jake, Debbie Gibson as Mel (as Deborah Gibson), Jill Novick as Liberty (as Jill Elizabeth Novick) and Chris Bruno as Cliff, among others.
How it landed. With an audience score of 1.0/10, My Girlfriend's Boyfriend has proved divisive with audiences.
Where to watch. Streaming options change often. See the full, country-by-country breakdown on our where to watch My Girlfriend's Boyfriend page.
If you liked it. Fans of My Girlfriend's Boyfriend tend to enjoy Forrest Gump, Parasite, Life Is Beautiful and Fight Club.
Frequently asked
- Where can I watch My Girlfriend's Boyfriend (1999)?
- Streaming, rental and purchase options for My Girlfriend's Boyfriend change frequently. Check our where-to-watch page for the latest availability in your country.
- Is My Girlfriend's Boyfriend worth watching?
- My Girlfriend's Boyfriend holds an audience score of 1.0 out of 10, and is a strong pick if you enjoy comedy. Reactions are mixed, so it may depend on taste.
- Who stars in My Girlfriend's Boyfriend?
- My Girlfriend's Boyfriend stars Sean Runnette, Debbie Gibson, Jill Novick, Chris Bruno and Linda Larkin.
- When was My Girlfriend's Boyfriend released?
- My Girlfriend's Boyfriend was released in 1999, with a runtime of about 81 minutes.