Fun
Frisky
Nostalgic
Intense
Adventurous
Choked Up
Curious
Romantic
WeirdThe Many Men Of Elaine Benes (GALLERY)
By Meghan O'Keefe
@megsokay
Published
July 6, 2015, 9:00 a.m. ET
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NBC
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Jerry Seinfeld
Actor: Jerry Seinfeld
First Appearance: S1, "The Seinfeld Chronicles"
What’s The Deal With This Guy?: Well, he's the eponymous star of the show. He's a stand up comic, serial dater, and Elaine's best friend. The two are officially broken up when the show starts, but sleep together a few times in early seasons. Many people — including Julia Louis-Dreyfus — think they are soulmates, but are too messed up to get it together. Elaine certainly cares about him far more than the 30 other potential suitors we met on the show...
Actor: Jerry Seinfeld
First Appearance: S1, "The Seinfeld Chronicles"
What’s The Deal With This Guy?: Well, he's the eponymous star of the show. He's a stand up comic, serial dater, and Elaine's best friend. The two are officially broken up when the show starts, but sleep together a few times in early seasons. Many people — including Julia Louis-Dreyfus — think they are soulmates, but are too messed up to get it together. Elaine certainly cares about him far more than the 30 other potential suitors we met on the show...
Photo: NBC
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Owen March
Actor: Edward Penn
First Appearance: S3, "The Alternate Side"
What’s The Deal With This Guy?: He's a much older writer who suffers a stroke before Elaine can politely break up with him.
Actor: Edward Penn
First Appearance: S3, "The Alternate Side"
What’s The Deal With This Guy?: He's a much older writer who suffers a stroke before Elaine can politely break up with him.
Photo: NBC
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Dick
Actor: David Naughton
First Appearance:S3, "The Red Dot"
What’s The Deal With This Guy?: Elaine has an office fling with this recovering alcoholic...until Jerry gets him back on the sauce by accident.
Actor: David Naughton
First Appearance:S3, "The Red Dot"
What’s The Deal With This Guy?: Elaine has an office fling with this recovering alcoholic...until Jerry gets him back on the sauce by accident.
Photo: NBC
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Keith Hernandez
Actor: Keith Hernandez
First Appearance: S3, "The Boyfriend"
What’s The Deal With This Guy?: Hernandez is a real-life Major League Baseball player whom Jerry is obsessed with. This causes friction when Elaine starts dating him.
Actor: Keith Hernandez
First Appearance: S3, "The Boyfriend"
What’s The Deal With This Guy?: Hernandez is a real-life Major League Baseball player whom Jerry is obsessed with. This causes friction when Elaine starts dating him.
Photo: NBC
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Dr. Reston
Actor: Stephen McHattie
First Appearance: Though he's alluded to earlier, we first see him in S4, "The Pitch"
What’s The Deal With This Guy?: He's Elaine's controlling psychiatrist and she needs help wrestling herself from his psychological grasp.
Actor: Stephen McHattie
First Appearance: Though he's alluded to earlier, we first see him in S4, "The Pitch"
What’s The Deal With This Guy?: He's Elaine's controlling psychiatrist and she needs help wrestling herself from his psychological grasp.
Photo: NBC
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"Crazy" Joe Davola
Actor: Peter Crombie
First Appearance: S4, "The Pitch"
What’s The Deal With This Guy?: He's an unhinged patient of Dr. Reston's and he's obsessed with the idea that Jerry has blocked his way to the big time. Elaine starts dating him by complete accident and is horrified to discover who he is.
Actor: Peter Crombie
First Appearance: S4, "The Pitch"
What’s The Deal With This Guy?: He's an unhinged patient of Dr. Reston's and he's obsessed with the idea that Jerry has blocked his way to the big time. Elaine starts dating him by complete accident and is horrified to discover who he is.
Photo: NBC
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Russell Dalrymple
Actor: Bob Balaban
First Appearance: S4, "The Pitch"
What’s The Deal With This Guy?: He's the President of NBC. He has one encounter with Elaine and becomes so obsessed with her that he joins Greenpeace to please her (which results in his death).
Actor: Bob Balaban
First Appearance: S4, "The Pitch"
What’s The Deal With This Guy?: He's the President of NBC. He has one encounter with Elaine and becomes so obsessed with her that he joins Greenpeace to please her (which results in his death).
Photo: NBC
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John F. Kennedy, Jr.
Actor: Never Appeared Onscreen
First Appearance: S4, "The Contest"
What’s The Deal With This Guy?: In the midst of the gang's contest to quit masturbating, Elaine gets a date with JFK, Jr after meeting him at her gym — only to lose out to Marla the Virgin (Jane Leeves) in the end.
Actor: Never Appeared Onscreen
First Appearance: S4, "The Contest"
What’s The Deal With This Guy?: In the midst of the gang's contest to quit masturbating, Elaine gets a date with JFK, Jr after meeting him at her gym — only to lose out to Marla the Virgin (Jane Leeves) in the end.
Photo: Everett Collection
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Fred
Actor: Tony Carlin
First Appearance: S4, "The Pick"
What’s The Deal With This Guy?: He's an ultra-religious guy who gets offended by her accidental nip slip in the company Christmas card photo.
Actor: Tony Carlin
First Appearance: S4, "The Pick"
What’s The Deal With This Guy?: He's an ultra-religious guy who gets offended by her accidental nip slip in the company Christmas card photo.
Photo: NBC
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Jake Jarmel
Actor: Marty Rackham
First Appearance: S5, "The Sniffing Accountant"
What’s The Deal With This Guy?: He's a super-serious author who doesn't like exclamation marks — except he uses them when he's mad at Elaine.
Actor: Marty Rackham
First Appearance: S5, "The Sniffing Accountant"
What’s The Deal With This Guy?: He's a super-serious author who doesn't like exclamation marks — except he uses them when he's mad at Elaine.
Photo: NBC
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Lloyd Braun
Actor: Peter Keleghan
First Appearance: S5, "The Non-Fat Yogurt"
What’s The Deal With This Guy?: He's a friend of George's — whom his mother is always comparing him to — who eventually suffers a nervous breakdown (and comes back in later seasons played by a different actor).
Actor: Peter Keleghan
First Appearance: S5, "The Non-Fat Yogurt"
What’s The Deal With This Guy?: He's a friend of George's — whom his mother is always comparing him to — who eventually suffers a nervous breakdown (and comes back in later seasons played by a different actor).
Photo: NBC
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Joel Rifkin
Actor: Anthony Cistaro
First Appearance: S5, "The Masseuse"
What’s The Deal With This Guy?: He shares a name with a notorious serial killer and the two can't agree on what he should change his name to.
Actor: Anthony Cistaro
First Appearance: S5, "The Masseuse"
What’s The Deal With This Guy?: He shares a name with a notorious serial killer and the two can't agree on what he should change his name to.
Photo: NBC
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Tony
Actor: Dan Cortese
First Appearance: S5, "The Stall"
What’s The Deal With This Guy?: Male bimbo whom Elaine only dates for his looks. George causes him to fall during rock climbing and he is scarred for life. Elaine dumps him because of his ugly face.
Actor: Dan Cortese
First Appearance: S5, "The Stall"
What’s The Deal With This Guy?: Male bimbo whom Elaine only dates for his looks. George causes him to fall during rock climbing and he is scarred for life. Elaine dumps him because of his ugly face.
Photo: NBC
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Phil Totola
Actor: Mark Tymchyshysn
First Appearance: S5, "The Stand-In"
What’s The Deal With This Guy?: They hit it off after being set up by Jerry, but then Phil pulls "it" out too soon.
Actor: Mark Tymchyshysn
First Appearance: S5, "The Stand-In"
What’s The Deal With This Guy?: They hit it off after being set up by Jerry, but then Phil pulls "it" out too soon.
Photo: NBC
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Aaron
Actor: Judge Reinhold
First Appearance: S5, "The Raincoats"
What’s The Deal With This Guy?: He's a close talker and very anxious. He causes problems with the gang's parents due to his social anxiety.
Actor: Judge Reinhold
First Appearance: S5, "The Raincoats"
What’s The Deal With This Guy?: He's a close talker and very anxious. He causes problems with the gang's parents due to his social anxiety.
Photo: NBC
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Tim Whatley
Actor: Bryan Cranston
First Appearance: S6, "The Mom and Pop Store"
What’s The Deal With This Guy?: She only dates him to find out if he's a re-gifter
Actor: Bryan Cranston
First Appearance: S6, "The Mom and Pop Store"
What’s The Deal With This Guy?: She only dates him to find out if he's a re-gifter
Photo: NBC
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Ned Isakoff
Actor: Todd Kimsey
First Appearance: S6, "The Race"
What’s The Deal With This Guy?: He's a Communist.
Actor: Todd Kimsey
First Appearance: S6, "The Race"
What’s The Deal With This Guy?: He's a Communist.
Photo: NBC
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Jimmy
Actor: Anthony Starke
First Appearance: S6, "The Jimmy"
What’s The Deal With This Guy?: He only refers to himself in the third person, which causes confusion because Elaine thinks another hot guy at the gym is "Jimmy."
Actor: Anthony Starke
First Appearance: S6, "The Jimmy"
What’s The Deal With This Guy?: He only refers to himself in the third person, which causes confusion because Elaine thinks another hot guy at the gym is "Jimmy."
Photo: NBC
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David Puddy
Actor: Patrick Warburton
First Appearance: S6, "The Fusilli Jerry"
What’s The Deal With This Guy?: Elaine's longest-lasting and most popular boyfriend after Jerry, Puddy was a dim-witted, sweet mechanic with a deep voice. Elaine was drawn to him for his masculinity. The two were on-and-off for the final few seasons of the show.
Actor: Patrick Warburton
First Appearance: S6, "The Fusilli Jerry"
What’s The Deal With This Guy?: Elaine's longest-lasting and most popular boyfriend after Jerry, Puddy was a dim-witted, sweet mechanic with a deep voice. Elaine was drawn to him for his masculinity. The two were on-and-off for the final few seasons of the show.
Photo: NBC
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Bob Cobb, aka "The Maestro"
Actor: Mark Metcalf
First Appearance: S7, "The Maestro"
What’s The Deal With This Guy?: Orchestra conductor who needs to be called the Maestro. They run off to Tuscany, where they are met by Kramer and Jerry.
Actor: Mark Metcalf
First Appearance: S7, "The Maestro"
What’s The Deal With This Guy?: Orchestra conductor who needs to be called the Maestro. They run off to Tuscany, where they are met by Kramer and Jerry.
Photo: NBC
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Fred Yerkes
Actor: Fred Stoller
First Appearance: S7, "The Secret Code"
What’s The Deal With This Guy?: He literally can't remember anything about Elaine.
Actor: Fred Stoller
First Appearance: S7, "The Secret Code"
What’s The Deal With This Guy?: He literally can't remember anything about Elaine.
Photo: NBC
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John Germaine
Actor: Jeff Yagher
First Appearance: S7, "The Rye"
What’s The Deal With This Guy?: He's a jazz saxophonist, you dig?
Actor: Jeff Yagher
First Appearance: S7, "The Rye"
What’s The Deal With This Guy?: He's a jazz saxophonist, you dig?
Photo: NBC
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Todd Gack
Actor: John D'Aquino
First Appearance: S7, "The Calzone"
What’s The Deal With This Guy?: He tricks women into dates by losing bets about pop culture trivia. He winds up tricking Elaine, and then Jerry's date into dinner with him.
Actor: John D'Aquino
First Appearance: S7, "The Calzone"
What’s The Deal With This Guy?: He tricks women into dates by losing bets about pop culture trivia. He winds up tricking Elaine, and then Jerry's date into dinner with him.
Photo: NBC
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David Lukner
Actor: Cary Elwes
First Appearance: S7, "The Wait Out"
What’s The Deal With This Guy?: George makes a mean comment about his relationship with Beth (Debra Messing) and the two split up. Jerry and Elaine swoop in on them, to no avail.
Actor: Cary Elwes
First Appearance: S7, "The Wait Out"
What’s The Deal With This Guy?: George makes a mean comment about his relationship with Beth (Debra Messing) and the two split up. Jerry and Elaine swoop in on them, to no avail.
Photo: NBC
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Kevin
Actor: Tim DeKay
First Appearance: S8, "The Soulmate"
What’s The Deal With This Guy?: He's a nice guy who turns into "Bizarro Jerry" as soon as Elaine breaks up with him.
Actor: Tim DeKay
First Appearance: S8, "The Soulmate"
What’s The Deal With This Guy?: He's a nice guy who turns into "Bizarro Jerry" as soon as Elaine breaks up with him.
Photo: NBC
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Brett
Actor: James Patrick Stuart
First Appearance: S8, "The Checks"
What’s The Deal With This Guy?: He's obsessed with designer furnature and a specific Eagles song. That would be weird enough, but he is hit in the head with an axe by Jerry, and then dies during surgery when his doctor is distracted by another Eagles song. Talk about dark.
Actor: James Patrick Stuart
First Appearance: S8, "The Checks"
What’s The Deal With This Guy?: He's obsessed with designer furnature and a specific Eagles song. That would be weird enough, but he is hit in the head with an axe by Jerry, and then dies during surgery when his doctor is distracted by another Eagles song. Talk about dark.
Photo: NBC
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Alan
Actor: Tom Gallop
First Appearance: S8, "The Andrea Doria"
What’s The Deal With This Guy?: He's really, really bad at breaking up with women.
Actor: Tom Gallop
First Appearance: S8, "The Andrea Doria"
What’s The Deal With This Guy?: He's really, really bad at breaking up with women.
Photo: NBC
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Hal Kitzmiller
Actor: Vince Grant
First Appearance: S8, "The Nap"
What’s The Deal With This Guy?: He suffers from terrible back pain and buys Elaine a bed - which offends her because of the implication of sex.
Actor: Vince Grant
First Appearance: S8, "The Nap"
What’s The Deal With This Guy?: He suffers from terrible back pain and buys Elaine a bed - which offends her because of the implication of sex.
Photo: NBC
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Jack
Actor: Toby Huss
First Appearance: S9, The Junk Mail
What’s The Deal With This Guy?: He's a cheesy commercial star known as "The Wiz."
Actor: Toby Huss
First Appearance: S9, The Junk Mail
What’s The Deal With This Guy?: He's a cheesy commercial star known as "The Wiz."
Photo: NBC
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Darryl Nelson
Actor: Samuel Bliss Cooper
First Appearance: S9, "The Wizard"
What’s The Deal With This Guy?: Elaine couldn't tell what race he was. Yeaaahh.... It's even more awkward in retrospect.
Actor: Samuel Bliss Cooper
First Appearance: S9, "The Wizard"
What’s The Deal With This Guy?: Elaine couldn't tell what race he was. Yeaaahh.... It's even more awkward in retrospect.
Photo: NBC
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Pinter Ranawat
Actor: Shaun Toub
First Appearance: S9, The Betrayal
What’s The Deal With This Guy?: He's a former flame of Elaine's who marries her arch-nemesis, Sue Ellen Mischke. She says they slept together years ago, so he could have ironically come before Jerry on this list.
Actor: Shaun Toub
First Appearance: S9, The Betrayal
What’s The Deal With This Guy?: He's a former flame of Elaine's who marries her arch-nemesis, Sue Ellen Mischke. She says they slept together years ago, so he could have ironically come before Jerry on this list.
Photo: NBC
