Jessie

Jessie the Yodeling Cowgirl (or simply known as "Jessie") appears in Toy Story 2 and Toy Story 3. She is one of Woody's best friends and later becomes Buzz Lightyear's girlfriend. Both she and Woody have a relationship that is a lot like a brother and sister.

Toy Story 2
In Toy Story 2, she is the second toy that Woody meets in Al's apartment after Bullseye and before Stinky Pete the Prospector. She is sassy, sweet, cute, athletic and has a habit of yodeling when happy or excited. Just like Woody, Jessie was once a toy that belonged to a young child named Emily (as seen during the When She Loved Me musical sequence). As the years passed, Emily found more mature activities to do, forgetting about Jessie, until finding her under the bed one day. After Emily gave her away to a local charity, Jessie became claustrophobic (from being in a box for a long period of time), and emotional. When Woody warms up to the idea of going to a toy museum in Japan with the Roundup Gang, Jessie's sadness brightens up to happiness and excitement.

However, when Woody offers to take the Roundup gang with him back to Andy's house after having a change of heart and deciding to go back to Andy's room with Buzz Lightyear and the other toys, Jessie initially feels uncertain, but Stinky Pete, now showing his true colors, locks them in Al's apartment. Woody and Jessie try to stand up to the Prospector, but they learn that the Prospector has never been sold from a dime store shelf, which makes him feel more determined to go to Japan, where he will finally be appreciated.

At the airport, Buzz and the toys extricate Woody and gets rid of the vile Prospector, but are unable to free Jessie from the case, despite Bullseye being able to escape, as the case gets loaded into a plane bound for Japan. Determined to rescue Jessie, Woody whistles for Bullseye, whom he and Buzz mount and gallop across the airfield to rescue Jessie.

Woody, after being separated from Buzz again, follows the case into the plane's cargo hold. There, Woody again offers to take Jessie back to Andy's house. She initially fears that if Andy doesn't like her, but Woody tells her that it won't be so bad because Andy has a baby sister. Excitedly, she agrees to go with Woody (and the other toys), but the two become trapped in the plane. Finding another escape route, they exit the plane, but Woody slips, prompting Jessie to grab hold of Woody. Using his pull-string, Woody and Jessie swing down from the plane and land on Bullseye, right behind Buzz, finally completing the mission, just seconds before the plane takes off.

Back at Andy's room, when Andy comes home from Cowboy Camp, he is pleased to see Jessie (along with Bullseye) added into his toy collection. With Andy's name printed on the bottom of her boot, Jessie is overjoyed to feel appreciated again. Buzz clearly, but nervously, develops a crush on her and the two enter a relationship somewhat similar to the way Woody and Bo Peep have done. The two couples are seen standing together as they enjoy watching a newly-fixed Wheezy sing "You've Got a Friend in Me".

Toy Story 3
In Toy Story 3, Jessie continues to have a romantic relationship with Buzz. When Andy seemingly throws them away, Jessie refuses to relive the trauma she felt when she was given away by Emily, so she convinces the other toys to go to Sunnyside Daycare. Jessie fails to realize that Andy intended to put them in the attic and that his mother threw them out by accident, and refuses to listen to Woody when he tries to clear up the misunderstanding, arguing that Andy has moved on and that they must do the same.

Jessie is thrilled to learn that when the children at Sunnyside are replaced with new children when they grow old, meaning the toys will never be outgrown. She tries to persuade Woody to join the others in beginning their lives anew at the daycare, but Woody calls her selfish and leaves to return to Andy alone, leaving Jessie hurt and saddened. Shortly after, she and the other toys discover they have been placed in a room with very young children, who roughly yet innocently abuse them. Afterward, Mrs. Potato Head sees Andy searching for his missing toys through her eye that was left in his room, allowing Jessie and the others to realize that they were wrong about Andy. They decide to return home, but are instead imprisoned in the daycare by Lotso, who had also reprogrammed Buzz into thinking he is a space ranger again and turned him against them. All the toys have to remember Woody by is his hat, which was left behind during his escape. Fearing the worst had befallen Woody, Jessie is left in her cell feeling incredibly guilty.

Following another rough play date with the young children, Andy's toys are reunited with Woody, who had returned to rescue his friends. Jessie apologizes for not listening to Woody, who apologizes in return for leaving. The toys carry out their plan to break out of Sunnyside and Jessie is reunited with Buzz, who was reset to a Spanish-speaking version of his deluded space ranger self. Jessie is initially uncomfortable with this change, but is quickly won over by his charms all over again. When the toys get stuck in a garbage truck, Jessie is rescued from being buried in trash by Buzz, who is then flattened by a television. Jessie despairs over Buzz's apparent death, but he reawakens to his normal self.

The toys are then dumped in a landfill and wind up falling towards an incinerator, but just as they accept their seemingly inevitable doom, they are all saved by the squeeze toys aliens with a giant "Claw". The toys return home to Andy, but with Woody's intervention, they are donated to Bonnie, a girl who took Woody to her home while he was away, instead of just being put in the attic. Jessie is played with by Andy one last time, giving her the closure to lovingly see her old owner off to college. Jessie quickly adapts to her new life as one of Bonnie's toys and, at one point, decides to take advantage of Buzz's Spanish side so they can dance together to "Hay Un Amigo En Mi" (a Spanish version of "You've Got a Friend in Me"). As the two dance, Jessie catches a rose, thrown by Woody, in her mouth by its stem.

Trivia

 * When Jessie first meets Woody, she exclaims, "Sweet mother of Abraham Lincoln!" Abraham Lincoln's mother was Nancy Hanks, a blood relative of Tom Hanks. Tom Hanks is a direct descendant of an uncle of Nancy Hanks.
 * When Jessie fights Woody after he blames her for turning on the TV, Jessie's position (pinning Woody on the ground, foot on his back, pulling his arms back) is the same as Buzz's when he fights Woody underneath Andy's car at the gas station in Toy Story.
 * John Lasseter's wife, Nancy, suggested that in Toy Story 2 that there should be a strong female character, which soon led to the creation of Jessie.
 * Jessie was originally going to be a cactus called Senorita Cactus, but it was decided later on that she would be a cowgirl.
 * Jessie makes a cameo in Monsters, Inc. as one of the toys that Boo gives to Sulley after she returns to her room.
 * Jessie is the only female toy in Andy's room who solely belongs to Andy, while the other female toys belong to Molly.
 * She is a female counterpart to Woody, but has a different personality.
 * While all the other toys have brown, blue, and black eyes, Jessie is the only one with green. Also, she is the only toy with red hair.
 * Even though he is Woody's horse, Bullseye seems to be more attached to Jessie. Whenever Bullseye is around she usually has an arm around him. Other times during dramatic situations, he hides behind her or Jessie holds him close.
 * Jessie was honored with the Patsy Montana Entertainer Award from the National Cowgirl Museum and Hall of Fame.
 * Jessie's dance moves during the end credits of Toy Story 3 is choreographed by Cheryl Burke of Dancing with the Stars.