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"We've been working for months on this skyscraper!"
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Jon Arbuckle has gone on dates with numerous women. Prior to July 2006, he had little luck with romance.
Liz Wilson
- Main Article: Liz Wilson
Bertha
- Main Article: Bertha
Ellen
- Main Article: Ellen
Heather
- Main Article: Heather (The Black Book)
Jean Arbinkle
- Main Article: Jean Arbinkle
Joyce
- Main Article: Joyce
Judy
- Main Article: Judy (Dream Date)
Kimmy
- Main Article: Kimmy
Marsha
- Main Article: Marsha
Mona Lisa
- Main Article: Mona Lisa
Monica
- Main Article: Monica
Norma
- Main Article: Norma
Owooda
- Main Article: Owooda
Ursula
- Main Article: Ursula Fenstermacher
Abigail
Abigail was a woman that Jon went out on a date with. As with many of Jon's dates, his date with Abigail was a disaster, as he came home at 8:45 (he had left at 8:00), to which Garfield was not surprised.
Brenda
Brenda was a one time date of Jon's. She thought Garfield was a pig. She was Jon's first date shown in the comic strip.
Cactus Jackie
Cactus Jackie was Cactus Jake's only daughter. She told Jon during a dinner date (joined by Cactus Jackie's family and Garfield) that she only dates cowboys. Jon tries to impress her, only to fail at doing so. Garfield then tries to help Jon by using Cactus Jackie's horse and some adhesive pasta that he got from the restaurant.
Carolyn
Carolyn was a woman Jon tried to ask out on a date. When he asked her to go to the movies together, she claimed that she had to stay home and pluck her eyebrows.
Cheryl (The Record Breaker)
Cheryl was a woman Jon called in an attempt to get a date. The attempt was unsuccessful, as Cheryl constantly laughed following the request. This went on until Jon had hung up the phone.
Cheryl (Date of Disaster)
There was a Cheryl who had rejected a date with Jon after he dialed her number. She had never even met Jon before, despite knowing his name somehow.
Cynthia Underberger
Cynthia Underberger was one of Jon's dates Garfield went over in one episode.
Cynthia tolerated with him buttering his arm instead of his biscuit. She excused his attempt to order dinner in French, causing the waiter to serve them two soft-boiled athletic shoes. She also forgave him for forgetting his wallet, forcing them to spend the night washing dishes to pay the check. Originally, they had to wash 747 dishes to pay for their meal (due to some of the dishes breaking, it became 748 dishes, their waiter's car, and every other car in the lot). The next morning, Cynthia joined the marines, sailed to Greenland, and has not been seen since.
Diana
Diana (voiced by Julie Payne) was a woman who came to Jon's house in an attempt to sell him insurance.
Jon, having met her in a park, invited Diana to his house for a date. He was unaware that she was just an insurance saleswoman trying to get him to buy a policy. After some of Garfield and Odie's shenanigans, she gives up and leaves the house immediately.
Felicia
Felicia was a one time date of Jon's. Their date did not last long after Jon found out that Felicia was allergic to cats, and was given a choice between her and Garfield. Even before then, she seemed unimpressed with the way Jon handled their meal.
Frieda
Frieda was a woman Jon went out with. But like many of his other dates, it was a disaster, since he was only gone for twenty minutes, only to find a burglar in his house, which made him call the police.
Julie
Julie was a woman Jon asked for a movie date. She claimed that she was going to visit her brother in Tokyo. Jon believed the claim, while Garfield noted that it was an excuse for Julie to avoid him.
Marian
Marian (spelled Maryanne in the subtitles; voiced by Susan Silo) was a woman whom Jon took on a canoe ride for a date. She claimed that Jon was a wonderful singer and that she enjoyed his company, but when Garfield broadcast her thoughts, she is really annoyed at everything Jon is doing and would rather be doing anything else. Eventually fed up with Jon, she jumps out of the canoe and swims out to shore.
Rosalyn
Rosalyn (voiced by Desirée Goyette) was a woman whom Jon met on a plane to New York. The two later go to an Italian restaurant, with Garfield secretly following. It is there that Garfield learns that Rosalyn is a pickpocket who just wants to steal Jon's wallet. She is eventually arrested by an agent from the Federal Bureau of Picketpockets Prevention, who also gives Jon his wallet back.
Selma
Selma (voiced by Sheryl Bernstein) was a woman Jon took to a restaurant called Belladonna.
Sometime during the date, Jon accidentally spilled a plate of linguini on Selma's head. After that, they left the restaurant. Jon apologizes for what happened, but Selma just tells him that she never wants to see him again. She then goes to the marine recruiting office across the street from the restaurant and practically begs one of the workers there to send her to a foreign country.
Sylvia Finster
Sylvia Finster was one of Jon's dates described by Garfield in one episode.
She held the world record for the shortest date with him. Jon had picked up Sylvia, wanting to talk a little bit about himself. Two seconds later, Jon turned back to Sylvia's house, sadly thanking her for a lovely evening. Sylvia runs screaming back to her house.
Tami
Tami was a professional cheerleader Jon met at a pizza parlor. She couldn't stop thinking about him and was about to give him her phone number, but Garfield destroyed the answering machine Tami had been speaking on because Jon had had a pizza without Garfield.
A character named Tami appeared on February 10, 1998 but she was not confirmed to be the same Tami.
Miscellaneous
Annoying Things
One woman's dinner date with Jon is shown as part of Annoying Things. She became annoyed by things Jon had told her. Finally, when Jon tried to kiss her, she dumped her pasta dinner on Jon's head and left the restaurant.
Break-A-Leg
One woman whom Jon met at a ski lodge became interested in Jon when he claimed to be good at skiing (after the ski lift became broken). He fabricates a story of his life skiing up until he hears that the lift has been fixed. He then becomes almost a nervous wreck when he now has to prove he's a good skier.
The Record Breaker
One woman, after arriving to Jon's house by mistake when she came to the wrong street, decided to go on a date with Jon after finding out he was a cartoonist, and furthermore after seeing his music record collection, despite not being familiar with the music format.
Top Ten
A bunch of women go on dates with Jon, but they're only flashbacks as Garfield explains the top ten reasons why dates with Jon are always so short. There are ten women in total, one for each reason.