- Five friends road trip to Las Vegas for a bachelor party.
- Nathan is getting married and he's left his four friends to plan his bachelor party. But what Z-Bob thinks is a fool-proof plan to a wild night in Vegas, ends up as a chase across Vegas in what would be a weekend they would never forget.—FilmFanUk
- Z-Bob (Kal Penn), Ash (Donald Faison), Eli (Aaron Himelstein) and Johnny (Charlie Spiller) (who is into sexual toys and other weird sex fantasy stuff) are a group of four guys from Chicago who take their soon-to-be married best friend Nathan (Jonathan Bennett) on a memorable 48 hrs trip to Las Vegas. In order to properly bid farewell to their best friend's life as a single man, they must send him out in style with an extravagant bachelor party in Sin City over the upcoming weekend. Z-Bob is given an anal check by the security at the airport, after he continually buzzes off the metal detector.
Chuck Liddell is the UFC light weight champion. The group meets Jaime Pressly at the Las Vegas airport and want her help to make the weekend special for Nathan. she takes their number and promises to call. On the limo to the hotel, Cassandra (Lin Shaye) is their stripper. But she is a sad looking, oldish lady and the guys are bummed. They all pretend to be gay, so they don't have to get a lap-dance from Cassandra. Ash takes the crew for a game of paintball. The goal is to hunt a "sexy" Chrissy (Diane Klimaszewski), who has a 2 mins head start. The first one to get a kill shot on her, gets her alone for an hour. Turns out Chrissy has a twin sister Missy (Elaine Klimaszewski). They capture Ash and Eli and strip them naked and make them run as they shoot them with the paintball guns. On the way back, Cassandra gets their driver ted to give them all a lap-dance, as they said they were gay. They smoke weed to escape their nightmare.
Limousines, paint ball, strippers, sex toys, alcohol, debauchery and gambling are on the agenda. They find that Carmine/Mr. Kidd (Vincent Pastore), their bachelor party planner is the perhaps the best there is in Vegas. He has booked them a penthouse, full of sexy looking strippers, all waiting to "service" them. Kidd sends Nathan off with Penelope (Diora Baird) and tells the other guys that they have a dinner reservation, tickets to a fight and passes to meet Wayne Newton. Kidd also gives them house chips to gamble with. The guys win big at the craps table, but are called in by casino security and told that they used fake chips. He also tells the guys that the real Mr Kidd died 2 days ago. They find their party planner on the casino videos, and the security identifies him as Dominic Calcutta, a Casino thief.
As casino security goes to arrest Dominic, the guys find an escape route from the casino. They run through the Vegas strip and are looking for transportation, when they get picked up by a limo looking for male strippers for a Bachelorette (Lindsay Hollister) party. But its fat chicks. They give them beer mixed with ecstasy. Eli drinks it. The girls make them show their dicks and so dead silent when they do so, as they think the dicks are too small. The guys get thrown off the limo and Johnny takes them to a porn set. Johnny's contact is Harry Hard (Daniel Stern), who lets them into the set. The set is filming a movie of famous porn star Candy Juggs (Tamara Whelan), but that's when Chuck Liddell shows up. Apparently Chuck is Candy's boyfriend. The guys have to run away.
While running, they meet She Elvis (Kathy Griffin). She tells the guys that a casino (The Golden Nugget, where the guys were staying) got robbed that night. $5 Million was stolen. She then proceeds to rob them blind. Nathan gives up and calls it the worst weekend ever. Still running from Chuck, the guys hide in an store room, which has no lights. The guys spend the night there as they bond all over again and relive their best moments together The next morning, Natahn finds an escape route via the sewers. In the sewers they find an abandoned bag that contains the $5 Million stolen from the casino. The people who stole it are all dead, so the money belongs to the guys. As the guys come out the sewers, they are captured by cops and taken to a holding cell. The cops reveal that Harry hard and his bouncer were found dead and the guys are the prime suspects in the murder, as well as the robbery at the Golden Nugget.
As the guys are transported in a police van, the van is attacked by Chuck and his goons. The drivers are shot dead. Chuck declares his intentions to kill the guys and frame them for Harry's murder. The guys are blindfolded and taken to an unknown location. The guys figure this is it, and as the blindfolds are removed, they find themselves in their hotel suite from where they started. This was the bachelor weekend planned by Mr Kidd and the entire cast was present to cheer them on. even Jamie Pressly was part of the plan. Mayor Oscar Goodman uses this bachelor party weekend style trips to advertise the spirit of Vegas. Mr Kidd then proceeds to throw the guys the wildest party ever, and makes every one of their wishes come true.
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