Season 1

2007-05-07 · 30m

The Bet: Who's the Best Bartender What's at Stake: Phil's $1500 vs. Antonio's $2000 Antonio and Phil get a crash course on shakers, strainers and pouring the perfect drink to see who's the best bartender for a bet of over $1500 of course. Sure they both feel good about Whiskey Sours and Cape Codders, but who's going to get the guy who has to order the White Lady? The guys also challenge a man on the street to a game of poker, attempt to hitchhike to a famous fountain in Santa Monica and play with a breathalyzer to see who can get closest to .08. Location: Sharkeez

2007-05-14 · 30m

The Bet: Who's the Better Poker Player What's at Stake: Phil's $3000 vs. Antonio's $3000 Sure the guys are great at poker, but can they dance? Well, no, but they can try, especially with money on the line. Antonio and Phil also make a bet on a police officer, see if they can guess the age a woman on the street lost her virginity and convince two women to play strip poker. Whoever's girl gets topless first loses, but then again, this sounds pretty win-win. Location: Las Vegas

2007-05-21 · 30m

The Bet: Who's the better Surfer What's at Stake: Phil's $5000 vs. Antonio's $5000 The boys are back and betting at the beach. They take on the waves to discover who the better surfer is for a meager $5000. Phil and Antonio also bet on who the better beggar is and also try their hand at scouting basketball and poker players. Location: Aqua Surf School

2007-06-04 · 30m

The Bet: Who's the best driver? What's at Stake: Phil's $5000 vs. Antonio's $5000 Phil and Antonio are channeling their NASCAR fantasies with dune buggies in the desert. With $5000 on the line the boys can't afford to go off the circuit track and crash....well maybe they can. They also try to use the restroom of some random homes and later make their biggest wager ever on a game of High Card. Location: Dune Buggies Location: Studio21tattoo.com

2007-06-11 · 30m

The Bet: Who's the better player? What's at Stake: Phil's $2500 vs. Antonio's $5000 Phil and Antonio put their roller derby skills to the test for a wager of $5000. After a few tough calls and falls the friends begin to wonder if the bruises are worth it. The guys also bet on their celebrity status when they test their autograph acquiring skills. Before the day is up they manage a few more bets on piggy back rides and playing with a bald guy. Location: Angel City Derby Girls - Antonio & Phil battle it out on the rink with these chicks

2007-06-18 · 30m

The Bet: Who's the Best Coach What's at Stake: Phil's $3000 vs. Antonio's $3000 Someone needs to tell Phil and Antonio that using kids as pawns is wrong. The guys become coaches for two childrens' basketball teams and bet on who the better leader is. Later they go back to their roots playing poker in a moving car and also get a chance to bet on a snow tube ride. After the fun, Antonio tries to get one of his fantasies filled when he bets on a girl on girl kiss. Location: Big Bear Lake - Antonio and Phil make some bets outside

2007-05-28 · 30m

The Bet: Who's a better shot? What's at Stake: Phil's $4000 vs. Antonio's $4000 Phil shoots Antonio and Antonio shoots Phil but no one is filing charges because it's all PAINT and it's all good. The boys bet on their paintball/marksmen skills and try to take each other down for $4000. They also find time to bet on guessing the number of sex partners a friend has had, making pizza and up the ante from the last episode by trying to get a girl on girl on girl kiss to happen. Location: NYC Paintball - Antonio & Phil shoot each other Location: Central Park - Antonio & Phil bet in the park Location: Totonno's Pizza - Antonio & Phil make Pizzas

2007-06-04 · 30m

The Bet: Who's the best jouster? What's at Stake: Phil's $6000 vs. Antonio's $6000 Lord Phillip takes on Don Antonio at Medieval Times to find out who the better Knight is. The guys later try to pull a "Winona" and attempt to temporarily borrow a mannequin from a department store. They also find themselves in an expensive game of heads up and test their psychic abilities at guessing the number of credit cards that passing strangers have. It must be nice... Location: Medeival Times - Phil & Antonio become Lord and Don, somewhere in New Jersey

2007-09-23 · 30m

Main bet: None, this episode consists of collected unused footage from previous episodes.

2007-09-23 · 30m

Main bet: None, this episode consists of collected unused footage from previous episodes.