The BEST episodes of Late Show with David Letterman season 2

Every episode of Late Show with David Letterman season 2, ranked from best to worst by thousands of votes from fans of the show. The best episodes of Late Show with David Letterman season 2!

An hour-long weeknight comedy and talk show broadcast by CBS from the Ed Sullivan Theater on Broadway in New York City and is produced and hosted by David Letterman. The show's music director and bandleader of the house band, the CBS Orchestra, is Paul Shaffer. The head writers are brothers Justin Stangel and Eric Stangel. The announcer is Alan Kalter, who replaced Bill Wendell as announcer in 1995. The show airs at night, but is recorded the afternoon of the broadcast.

Last Updated: 8/2/2024Network: CBSStatus: Ended
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#1 - Show #0433

Season 2 - Episode 214 - Aired 8/10/1995

Dave shows a "highlight" of last night's show: Dan Rather fondling Dave's butt.

Directors: Jerry Foley
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#2 - Show #0225

Season 2 - Episode 6 - Aired 9/5/1994

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#3 - Show #0357

Season 2 - Episode 138 - Aired 4/12/1995

Mayor Guiliani and Dave agree to disagree on the new slogan for the New York Tourism Board; Drew Barrymore gives Dave a birthday surprise.

Directors: Hal Gurnee
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#4 - Show #0383

Season 2 - Episode 164 - Aired 5/18/1995

London, Day 4: Dave and Paul play soccer (or should I say football?) at Wembley Stadium; live via satellite from New York, Tony Randall trashes the theater; John Cleese presents the Top Ten. (correct synopsis)

Directors: Hal Gurnee
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#5 - Show #0358

Season 2 - Episode 139 - Aired 4/13/1995

The New York Daily News, having headlined their paper with last night's Guiliani-chosen slogan, distributes miniature buttons to the audience reading "We Can Kick Your City's Ass" commemorating the headline. Also, Bela Fleck sits in with the band on banjo.

Directors: Hal Gurnee
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#6 - Show #0359

Season 2 - Episode 140 - Aired 4/14/1995

Two days after NYC's new slogan, "We Can Kick Your City's Ass," reaches beyond the Hudson, Dave hears from mayors of other cities; Slash of Guns n' Roses fame sits in; a skit involving jelly beans bursting out of Biff's ears is botched when the wiring doesn't work properly.

Directors: Hal Gurnee
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#7 - Show #0360

Season 2 - Episode 141 - Aired 4/17/1995

Live Remote: Dave annoys both an H&R Block tax accountant and his mortified customer, who prefers to hide her face.

Directors: Hal Gurnee
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#8 - Show #0361

Season 2 - Episode 142 - Aired 4/18/1995

Dave selects five guys from the audience to compete in a basketball match outside on 53rd Street with five (alleged) New York Knicks. By the end of the show, the final score is Audience 108, Knicks 107.

Directors: Hal Gurnee
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#9 - Show #0362

Season 2 - Episode 143 - Aired 4/19/1995

Dave complains that the cue-card Tony is holding is too small, so Inky replaces it with a giant banner; ten mayors of other cities present the Top Ten; a blue card is missing and soon found taped to Sandra Bullock's backside.

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#10 - Show #0363

Season 2 - Episode 144 - Aired 4/20/1995

An audience talent show is interrupted by Helen Reddy, who pops up several times throughout the show; later, she teams up with Blues Traveler to perform "Hook."

Directors: Hal Gurnee
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#11 - Show #0364

Season 2 - Episode 145 - Aired 4/21/1995

Tony Randall drops by to announce who tomorrow's guests will be, and Dave squirts him with a fire extinguisher. Later, Biff Henderson and Pat Farmer carry Tony outside and into a taxi. Also, Dolly Parton presents the Top Ten.

Directors: Hal Gurnee
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#12 - Show #0365

Season 2 - Episode 146 - Aired 4/24/1995

After word spreads to the media that he's losing his ratings edge over Leno, Dave wants to find out if people are still watching the show, so he displays his desk phone number on the Times Square Jumbotron. The only people who call are CBS employees who have access to a live feed in their offices. Frustrated, Dave dips the receiver into his coffee.

Directors: Hal Gurnee
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#13 - Show #0366

Season 2 - Episode 147 - Aired 4/25/1995

In tonight's live remote, Dave annoys customers down the street at the Sam Ash music store and invites Marcia to sit in with the band on alto sax.

Directors: Hal Gurnee
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#14 - Show #0367

Season 2 - Episode 148 - Aired 4/26/1995

David Sanborn sits in yet again; various New York Yankees present the Top Ten; Dave loses a blue card, then finds it at McDonald's.

Directors: Hal Gurnee
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#15 - Show #0368

Season 2 - Episode 149 - Aired 4/27/1995

The Flying Rat is introduced on the show during a segment called "What's New for Spring"; in the same segment a small army of clowns attack Mujibur and Sirajul, then storm the Late Show stage; Dave chats with "Buddy, the Sleepy Lifeguard."

Directors: Hal Gurnee
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#16 - Show #0369

Season 2 - Episode 150 - Aired 4/28/1995

Dave and Paul leave the show early to go over to Madison Square Garden for the circus, where they run into an acrobat bearing a strong resemblance to Calvert; the flying rat attacks Dan Rather, and is later seen as a guest on Nightline; Dave and Felecia waltz.

Directors: Hal Gurnee
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#17 - Show #0370

Season 2 - Episode 151 - Aired 5/1/1995

All of tonight's guests (Marilu Henner, Kris Kristofferson, Johnny Cash, Willie Nelson, Waylon Jennings, and Mario Van Peebles) are at Rupert's playing spin the bottle. Also, the flying rat demonstrates its supremacy of the New York skyline by swallowing a giant bird whole.

Directors: Hal Gurnee
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#18 - Show #0371

Season 2 - Episode 152 - Aired 5/2/1995

The Giant Flying Rat is introduced via lasers and special effects just after being interviewed by Tom Snyder.

Directors: Hal Gurnee
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#19 - Show #0372

Season 2 - Episode 153 - Aired 5/3/1995

(Supposed) Audience requests are fulfilled in tonight's "Who Asked For It?" while Harry Connick Jr. promotes his new album.

Directors: Hal Gurnee
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#20 - Show #0373

Season 2 - Episode 154 - Aired 5/4/1995

Pete Fatovich attempts to kiss Paul again; the giant flying rat delivers the Top Ten list; Jake Johanssen discusses a recent trip to the supermarket.

Directors: Hal Gurnee
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#21 - Show #0374

Season 2 - Episode 155 - Aired 5/5/1995

The giant flying rat dons a sombrero; Dave leaves the show early to marry Drew Barrymore; a man gets kicked in the face by a racehorse; Dave and Paul go supermarket shopping.

Directors: Hal Gurnee
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#22 - Show #0375

Season 2 - Episode 156 - Aired 5/8/1995

Dave sends audience members Nico and Ingrid Van Eenennaan to London (to promote the show's visit next week) with a camcorder, root beer, and the Giant Flying Rat. Neither are seen or heard from again.

Directors: Hal Gurnee
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#23 - Show #0376

Season 2 - Episode 157 - Aired 5/9/1995

Jimmy Smits, a guest the night before, is seen in his hotel room naked, doing push-ups and watching TV in bed. Also, Paul quits to become a professional boxer, but he gives up and comes back to the show.

Directors: Hal Gurnee
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#24 - Show #0377

Season 2 - Episode 158 - Aired 5/10/1995

The Dutch husband and wife from last night resurface for a brief moment; Paul wears a top hat and a tuxedo; Bruce Willis gets his head scrubbed.

Directors: Hal Gurnee
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#25 - Show #0378

Season 2 - Episode 159 - Aired 5/11/1995

Paul decides to have plastic surgery, then wakes up from the procedure with a conehead; Dave shows a clip of Pakistan's #1 sitcom, "Seinjibur"; Hugh Grant promotes Nine Months.

Directors: Hal Gurnee