The Most Beautiful Women Jerry Dated On Seinfeld

Seinfeld is one of the finest American sitcoms of all time. It was wonderfully written, brilliantly acted, and captured the hearts of a generation. The show, co-created by Jerry Seinfeld and Larry David, followed the loves and lives of a group of Manhattan friends. It was famously described as being a show ‘about not much at all.’

He Had 66 Girlfriends Throughout The Show!

He Had 66 Girlfriends Throughout The Show!

Over the course of the nine-season run, main character Jerry dated a slew of beautiful and interesting women. The ladies’ man had 66 girlfriends over the course of the series, and we are going to take a look at some of the most beautiful and memorable.

Jennifer Coolidge as Jodi

Jennifer Coolidge played Jodi in the season 5 episode “The Masseuse”. This episode revolves around Jodi’s refusal to give Jerry a massage. He takes all the steps you’d expect people to take for intimate relations, such as sensual music and candlelight. Despite his best efforts, Jodi was simply having none of it.

Jennifer Coolidge as Jodi

Jerry becomes increasingly more angry and irritated as the episode progresses, and he eventually tries to force a massage from her. She says that she doesn’t respond to forced massages. This ends their relationship prematurely, and Jodi became a footnote in Jerry’s relationship history. A blink and you’ll miss it relationship that viewers were noncommittal about.

Courteney Cox as Meryl

Courteney Cox was in her own Manhattan-based sitcom sensation with Friends, but, before that, she made an appearance as Meryl, one of Jerry’s girlfriends. In this episode, we see the full pettiness and shallowness of Jerry as a character. He gets Meryl to pose as his wife so he can get a discount off his dry cleaning.

Courteney Cox as Meryl

They then started to discuss what it would be like to actually get married and even began acting like a married couple. Jerry eventually cheats on Meryl with another woman so she can benefit from the discount. In many ways, that’s Jerry in a nutshell.

Christine Taylor as Ellen

Ben Stiller’s wife Christine Taylor appeared as Ellen in the season 8 episode “The Van Byrne Boys”. She was sweet, caring, kind and intelligent, so there had to be something wrong with her, right? Well, no, unless you’re Jerry Seinfeld! He became convinced she was too perfect and that there had to be something wrong with her.

Christine Taylor as Ellen

He noted she hadn’t many friends, so he and his friends concluded that she must be a loser. Upon meeting her friends and family, Jerry notes that they all talk about how amazing she is. He decides that this confirms his suspicions and there is definitely something wrong with her so decides to end it. Charmer!

Jami Gertz as Jane

Jami Gertz played Jane in the fifth season of the show, and this episode was a great one. She is Jerry’s date at the movies and gets into an altercation with Elaine in the bathroom – though the two never meet. Later in the episode, Kramer and Jerry become convinced that Jane works on an adult chat line.

Jami Gertz as Jane

As if these two events weren’t bad enough, it all comes to a head when Jane and Elaine are involved in another altercation at the coffee shop. Elaine refuses to hand over toilet paper (as Jane had done to her) and leaves the bathroom. Jane tells Jerry never to call her again and hints that Kramer may have been right.

Amanda Peet as Lanette

Jerry was punching well above his weight with Lanette. She was smart, funny, and drop dead gorgeous. It was only a matter of time before our favorite TV comedian blew it with her. The seeds of doubt are sown when he picks up waitress Lanette and discovers she lives with a guy, but he can’t work out the nature of their relationship.

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Things start to go well for the pair, but nothing good ever lasts for Jerry! Eventually, Lanette entrusts him, and George of course, to get invitations to a party she’s throwing. They let her down, as they were always destined to, and that was the tale of Jerry and Lanette.

Marlee Matlin as Laura

Laura was the umpire at a tennis match attended by George and Jerry. He vies for her attention early on, but she continually ignores him. Laura turns out to be deaf, and great at lip reading. This sets the scene for another episode of hilarity, as George is convinced his girlfriend broke up with him as she saw him eating a sundae in a sloppy way.

Marlee Matlin as Laura

He convinces Jerry to bring Laura to a party so she can lip read what George’s ex is saying. She signs the conversation to Kramer, who reports back to George, but gets it wrong (of course!), and George causes a scene. This ruins the party and another of Jerry’s relationships.

Kristin Davis as Jenna

Kristin Davis made appearances in Friends and Seinfeld before finding fame on Sex and the City. These two got on well and looked like the perfect match before Jerry committed the ultimate boo boo – knocking her toothbrush into the toilet. She then ends up using it before he can warn her, and this results in him refusing to kiss her.

Kristin Davis as Jenna

He confesses, and she retaliates by putting his toothbrush in the toilet as well. They call it quits and decide to stay together. Then George (it’s always George) strikes a water main, and water erupts from her toilet, soaking her. This causes germophobe Jerry to leave, and their relationship ends as a result.

Susan Walters as Dolores

The “Dolores” episode was funny because it’s a situation everyone has been in at some point. Well, maybe not on this level, but we can all relate. Here, Jerry can’t remember her name. Only Jerry would forget the name of someone he was dating, but many of us have forgotten the names of people we know before.

Susan Walters as Dolores

He resorts to every tactic imaginable to help him remember, including the classic of getting his friends to introduce themselves. None of it works, and she figures out what he’s up to. After cornering him and demanding he say her name, Jerry can’t remember. As she stormed out in anger, he remembered, but by that point, it was too late.

Melinda Clarke as Alex

Look closely, and you might well recognize Melinda Clarke from hit teen drama show The OC. But, you may not have known that she also played one of Jerry’s many girlfriends during Seinfeld’s nine-year run. She made an appearance as Alex in the season 8 episode “The Muffin Tops”.

Melinda Clarke as Alex

In the episode Jerry accidentally shaves his chest, only to discover that Alex likes the shaved look. He then tries to keep it up for her, but the itching drives him mad. Eventually, he winds up running into the forest and scratching the itch to soothe it. Needless to say, this relationship didn’t last!

Jane Leeves as Marla

You may well recognize Jane Leeves from another famous sitcom, Frasier. But, the British actress also played the elegant and beautiful Marla Penny. She appeared in the show in four episodes; “The Virgin”, “The Contest”, and “The Finale”. When they first start dating, Marla is a virgin, and this leads to many interesting and funny developments in their relationship.

Jane Leeves as Marla

Elaine tries to educate her about how men behave after making love, which puts Marla off sleeping with Jerry. She also finds out about the contest the main characters have, and this sent the couple on the path to splitsville. She is later romantically involved with John F. Kennedy Jr.

Debra Messing as Beth

Before she starred in her own hit sitcom Will & Grace, Debra Messing played Beth for two episodes of Seinfeld. She seemed sweet, bubbly and pleasant, so what went wrong? Well, Jerry met Beth after George makes a comment that causes Beth and her husband to split. Jerry then decides to pursue her romantically.

Debra Messing as Beth

She is first seen in the season 7 episode “The Wait Out”. In season 8’s “The Yadda Yadda”, she accompanies him to Mickey and Karen’s wedding. The wheels fall off after it transpires that Beth is racist and anti-Semitic. Jerry breaks up with her instantly, and quite rightly as well.

Sarah Peterson as Claire

Blonde bombshell Sarah Peterson played the role of Claire, an early season nine girlfriend for Jerry. She appeared in the episode “The Voice”, one of the best episodes of the season, and the show as a whole. So, what happened in the episode, and how does it involve Claire?

Sarah Peterson as Claire

The episode is full of silliness and hi-jinx, as Jerry and George concoct a voice for Claire’s stomach. She finds out and is, obviously, livid. She offers him a choice between her and the voice (as if), he chooses the voice! They get back together for a little while until Kramer drops a rubber ball full of oil on her head.

Melanie Smith as Rachel Goldstein

Rachel wasn’t too popular with viewers, and that’s a shame because we think she was really underrated. They had some ups and downs over the course of their relationship, including making out at the movies while watching Schindler’s List; much to the annoyance of Newman. It all looked set to fizzle out eventually, and that proved to be the case.

Melanie Smith as Rachel Goldstein

She also had one of the great moments of the series, when she walked in on George naked. This introduced us to the term ‘shrinkage’ and has been spoofed in so many movies and TV shows since. Eventually, the split was anti-climactic, with Rachel suggesting they stop seeing each other, and Jerry agreeing.

Anita Barone as Gail

Cute-as-a-button Gail was Jerry’s squeeze in season four of the show. They didn’t date for very long, and actually only went out three times. We are introduced to Gail knowing that Jerry used to date her, and then we find out why their relationship didn’t work out.

Anita Barone as Gail

It turns out that Gail wouldn’t give Jerry a kiss goodnight, in fact, she wouldn’t even shake his hand! She actually winds up dating Kramer for a bit, giving him a kiss after just one date. Gail is one of the shortest-lived of Jerry’s girlfriends, but she was very beautiful, so she makes the list.

Lori Loughlin as Patty

Lori Loughlin was a pretty big guest star for the show, and she played Jerry’s girlfriend, Patty. Their short-lived relationship was the classic case of miscalculation on Patty’s part. She was concerned that Jerry would always bottle up his emotions and didn’t get angry enough.

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After encouraging him to unleash more, he found that he liked it a little too much. This led to him becoming a jerk, and Patty left him as a result. It’s kind of the reverse of the Rachel-Paul fiasco in Friends. Jerry has certainly done worse, but this was a shame because Patty was a stunner!

Teri Hatcher as Sidra

The gorgeous Sidra Holland was portrayed by the equally gorgeous Teri Hatcher. Dumping Sidra is one of the biggest mistakes Jerry ever made in the show. He was the classic architect of his own downfall, as always. Sidra was dumped by Jerry, and then they got back together, but it was short lived.

Teri Hatcher as Sidra

Basically, Elaine told Jerry that Sidra had breast implants, so Jerry decided to break up with her. Erm, what? Only for Elaine to later discover they weren’t implants. Jerry changes his mind, but by that point, it was too late, and Sidra ended it in anger, storming out.

Jennifer Campbell as Tia

Tia Van Camp, Jerry’s girlfriend in season nine, was arguably the most beautiful of all his girlfriends. She was a supermodel who Jerry sat next to on a flight after the two were bumped up to first class together. They ended up exchanging numbers when the flight landed and met up the next episode.

Jennifer Campbell as Tia

Lots of hilarity ensues with the couple, and Kramer claims she wears a perfume he invented! Of course, Jerry managed to screw it up in one of the more amusing and silly ways. Tia caught Jerry at a red light picking his nose and was horrified by her discovery. We think that’s a bit harsh!

Janeane Garofalo as Jeannie

Janeane Garofalo’s warm and lovable Jeannie was one of the better girlfriends Jerry had over the run of the series. In fact, she was the only woman besides Elaine who Jerry ever considered marriage with. He saw Jeannie as being the perfect girlfriend because she was exactly like him, and we think they would have made a great couple.

Janeane Garofalo as Jeannie

Jerry proposed at the end of the seventh season finale. When the eighth season rolled around viewers discovered that Jerry and Jeanne had the perfect breakup. It’s a shame because these two crazy kids looked like they were going to be love’s young dream, but it wasn’t to be.

Julia Louis-Dreyfus as Elaine

Who else could we have at the top of the list but Elaine? The heart and soul of the show, and the anchor that keeps Jerry grounded, Elaine was the best thing to nearly happen to Jerry. The lovers-come-friends-come-lovers-come-friends were the original sitcom couple. They defined TV relationships for the future.

Julia Louis-Dreyfus as Elaine

Forget Ross and Rachel, these two were the original ‘will they/won’t they’ couple. In fact, Jerry even proposed to Elaine early in the ninth season. She wound up accepting his proposal eventually, but, by that point, he’d changed his mind. To be honest, we always preferred these two as friends!