The Surreal Life is back for a fifth season with a new house and a new bunch of celebrities. “Surreal Life Security”, Andy Dick meets each celeb at the door and performs a security check before allowing them to enter the house. The pressure gets to Andy as he snaps and calls it quits before the last cast member arrives. Surprise! It’s baseball bad boy Jose Canseco! Rounding out the rest of this season’s cast are motocross superstar Carey Hart, self-proclaimed first ever supermodel Janice Dickinson, Sandi Denton a.k.a. Pepa from the hit rap trio Salt N’ Pepa, supermodel Carpice, comedic actor Bronson Pinchot from Perfect Strangers, and The Apprentice villainess and beauty queen Omarosa Manigault Stalworth. Will this be one big happy family or turn into a family feud?

The Surreal Life cast has to put together a burlesque show at a Hollywood nightclub. Jose Canseco is thrilled about the challenge, and even uses the opportunity to explore his feminine side. But some of the cast, particularly Janice Dickson is not excited over it. Janice becomes more and more isolated from the rest of her housemates.

The celebrities get their next assignment - rebuilding a backyard for a battered women's shelter. Omarosa is designated as the team leader, a job that the other members of the group quickly reassign to Carey, who has had experience in landscaping. By the end of the day, despite complaints from Janice and a power trip from Omarosa, the cast completes the job and is given the ulitimate reward when they see the faces of the women and children.

An exhausted Surreal Life cast is not too happy when finding out their next challenge will be traveling to Gorman where they'll learn to ride dirt bikes. Jose admits he has a life-long fear of motorcycles as they suit up, rev up and compete for the title of ""Biker of the Day."" With Carey showing the basics, everyone has a good time, and Caprice walks off with a new mini-motorcycle. Later, an impromptu sexy, cross-dressing slumber party reveals Jose's feminine side.

The celebrities play a game of baseball, with team captain Jose, against a group of Las Vegas celebrity impersonators. Although the final score is very close, the Surreal Lifers we love beat the Dead Ringers, including Barbara Streisand, Dolly Parton, Madonna, Elton John, Michael Jackson, Stevie Wonder, and Jose Canseco himself! Later, the cast, finished with their pit stop, takes the improved Surreal Life charter bus to the Palms Hotel, where everyone goes to a club to party. But Janice parties harder than ever, ticking some of her fellow celebrities off.

The cast members compete for immunity in order to avoid being sent home from Las Vegas.

Janice and Omarosa disagree in front of the press; a portrait creates bad blood.

Omarosa prepares to leave the house.

The cast returns from golfing to discover Sally Jessy Raphael and an audience in the mansion.

Sally makes an accusation; Omarosa defends herself.

Omarosa apologizes to Janice; cast members have a final dinner together.