Episode 1 : Chuck Versus the First Date
In the second season premiere, Academy Award® nominee Michael Clarke Duncan ("The Green Mile") guest stars as Colt, a menacing operative. Chuck prevents Colt from obtaining the Cipher, a device that would ultimately lead to a new Intersect. Chuck is told that this successful mission marks the end of his espionage career and the beginning of a normal life. Free from bullets and bombs, Chuck finally asks Sarah out on a real first date. But Chuck's role as the old Intersect is not good news for everyone and Casey deals with a difficult order assigned to him. Meanwhile, at Buy More, Morgan devises an eccentric way to hire a new assistant manager.
Episode 2 : Chuck Versus the Seduction
Chuck learns the art of seduction from the suave spy Roan Montgomery (JOHN LARROQUETTE) to get close to his target, a sultry but dangerous Black Widow (MELINDA CLARKE).
Episode 3 : Chuck Versus the Break-Up
Chuck is jealous Sarah and Bryce Larkin (recurring guest star Matthew Bomer) must pose as a loving couple. And Morgan must deal with a bully (Michael Strahan - New York Giants).
Episode 4 : Chuck Versus the Cougars
Chuck learns more about Sarah's past when they run into her old high school nemesis, Heather Chandler (guest star Nicole Richie), and her husband, Mark (guest star Ben Savage).
Episode 5 : Chuck Versus Tom Sawyer
The spy life is starting to take its toll and Chuck tries to explain his strange behavior to the quirky Buy More efficiency expert (guest star Tony Hale - "Arrested Development").
Episode 6 : Chuck Versus the Ex
Chuck sees his ex-girlfriend, Jill (guest star Jordana Brewster - "The Fast and the Furious"), and lies about being successful. He flashes on Jill's boss -- could she be involved?
Episode 7 : Chuck Versus the Fat Lady
Chuck and Jill (Jordana Brewster) are enjoying their rekindled relationship, but Jill gets jealous when she meets Sarah. Efficiency expert Emmett (Tony Hale) interrogates Morgan.
Episode 8 : Chuck Versus Gravitron
Chuck, Sarah and Casey shockingly learn Chuck's girlfriend, Jill (Jordana Brewster), is a Fulcrum agent in search of the Intersect. Captain Awesome's parents come for Thanksgiving.
Episode 9 : Chuck Versus the Sensai
Casey is shocked to learn his mentor, sensei Ty Bennett (Carl Lumbly - "Alias"), is a rogue agent. And Morgan Fairchild and Bruce Boxleitner guest star as Awesome's parents.
Episode 10 : Chuck Versus the DeLorean
Chuck spies Sarah on a date with an older man (Gary Cole - "Desperate Housewives," "The West Wing"), and has an Intersect flash. Sarah reveals the identity of the mystery man.
Episode 11 : Chuck Versus Santa Claus
The Buy More is held hostage. As it becomes apparent the incident is not a random act brought on by holiday madness, and Chuck and the Intersect are at risk, Sarah takes action.
Episode 12 : Chuck Versus the Third Dimension
In this special 3-D episode, Chuck foils a plan to kill a rock star (guest star Dominic Monaghan - "Lost," "The Lord of the Rings" films). NFL star Jerome Bettis also guest stars.
Episode 13 : Chuck Versus the Suburbs
Chuck and Sarah must pose as a married couple living in the suburbs. They meet cheerful neighbor Brad (Andy Richter) and Sylvia (Jenny McCarthy), a seductress with an eye on Chuck.
Episode 14 : Chuck Versus the Best Friend
Chuck helps Morgan spy on Anna, but flashes on her new boyfriend as being connected to a dangerous gang. Jeff and Lester want Ellie and Awesome to hire their band for the wedding.
Episode 15 : Chuck Versus the Beefcake
Chuck is jealous as Sarah gets close to an attractive agent, Cole Barker (Jonathan Cake). Jeff and Lester try to hire a "Buy More Babe." Model Brooklyn Decker guest stars.
Episode 16 : Chuck Versus the Lethal Weapon
While Sarah and Casey look for a man behind Fulcrum's plan to build its own Intersect, Chuck and Agent Cole Barker (Jonathan Cake) are forced to stay in a safety bunker.
Episode 17 : Chuck Versus the Predator
After Chuck is contacted by the mastermind behind the Intersect computer, he must decide who he can trust -- Sarah and Casey or the mysterious scientist.
Episode 18 : Chuck Versus the Broken Heart
When Chuck expresses feelings about his relationship with Sarah, a heartless agent, Alex (Tricia Helfer - "Battlestar Galatica"), is sent to evaluate Sarah's performance.
Episode 19 : Chuck Versus the Dream Job
Chuck's life seems to be coming together. His long-absent father, Steve (recurring guest star SCott Bakula - "Enterprise," "Quantum Leap," "Murphy Brown"), has returned and he's landed his dream job with his hero, Ted Roark (recurring guest star Chevy Chase - "Fletch," "Vacation," "Caddyshack," "Saturday Night Live"). Unfortunately for Chuck, neither turns out to be quite what he expected.
Episode 20 : Chuck Versus the First Kill
After Chuck's father, Steve (recurring guest star Scott Bakula), is kidnapped by Fulcrum, Chuck learns the only chance he has to find him is by putting his trust and life into the hands of the person he trusts the least ? his ex-girlfriend Jill (recurring guest star Jordana Brewster). Meanwhile, the Buy More team tries to sabotage Emmett's (recurring guest star Tony Hale) corporate evaluation.
Episode 21 : Chuck Versus the Colonel
When Chuck and Sarah go AWOL to rescue Chuck's father, Steve (recurring guest star Scott Bakula), they discover that spending time together without any surveillance allows for unchartered chemistry. As the two get closer, Casey zeroes in on their hidden location. Meanwhile, Morgan becomes the pariah of the Buy More after mistakenly getting Emmett (recurring guest star Tony Hale) promoted.
Episode 22 : Chuck Versus the Ring
When Ellie and Awesome's wedding day finally arrives, Chuck must save Ellie's life and her big day from being ruined by Ted Roark (recurring guest star Chevy Chase) and Fulcrum. Recurring guest stars also include Morgan Fairchild, Bruce Boxleitner, Tony Hale and Scott Bakula.