Richard and Emily help Lorelai on the insistence that she and Rory spend more time with them in return. This sets up the primary conflict of Gilmore Girls, as Rory becomes more involved with Richard and Emily's world while Lorelai tries to keep her individuality. Oftentimes in Gilmore Girls, Lorelai reflects this push against her parents' world through her colorful wardrobe. Not only is Lorelai a fashion icon in her own right, but her outfit choices reflect who she is as a person, Lorelai Gilmore's best outfits in Gilmore Girls are not only bold styles but also help convey her character.

RELATED: Where Is The Gilmore Girls Cast Now?

10 Lorelai's Dance Marathon Dress

One of Lorelai's best outifts is featured in Gilmore Girls season 3, episode 7, "They Shoot Gilmores, Don't They?" In the episode, Stars Hollow is hosting a 24-hour dance marathon that Lorelai is determined to win. Lorelai's outfit features a modest blue dress with beading, heeled shoes, and subtle jewelry to complement her curled hair. Toward the end of the marathon, the heel of one of Lorelai's shoes breaks, showing that heels may not have been the best choice for dancing for hours. However, Lorelai completely owns the stunning look, and it displays her commitment to taking a theme seriously and how much she loves dres for special occasions.

9 Lorelai Shows Her Professional Side With Business Suits

When Gilmore Girls premieres, Lorelai is the manager of the prominent Independence Inn while taking business classes. Having risen through the ranks after starting as a housekeeper at the inn, Lorelai takes her role as the manager seriously. This tailored outfit with her white blouse and black blazer shows Lorelai at her most professional. Being a consummate professional is one of the many facets of Lorelai's personality. This look foreshadows how Lorelai is ready to take on the business world, which comes to fruition when she and Sookie (Melissa McCarthy) open up the Dragonfly Inn.

8 Lorelai Wears Funky Headbands At Work

While Lorelai can dress like the head of a corporation, she also knows how to bring a relaxed type of fun to her professional style. In the early seasons of Gilmore Girls, Lorelai frequently wears colorful headbands. At home, she might be seen wearing a bandanna to hold back her hair, while at work she pairs headbands with her professional attire. In this look, Lorelai pairs a bright headband with a silk button-up shirt. Instead of clashing, the headband amplifies the professional look without overdoing it, and it shows how Lorelai takes a playful approach to fashion by mixing and matching different colors and styles.

7 Lorelai's Winter Outfit Is A Puffy Blue Jacket

Gilmore Girls takes place in Connecticut, so cold weather plays a pretty big part in the show. In wintertime, Lorelai can be seen wearing her signature puffy blue jacket. Because of how often she wears the coat on Gilmore Girls, the puffy jacket is a familiar item out of Lorelai's closet. In Gilmore Girls, Lorelai is repeatedly shown to hate change. She does not want to move from her house, change Rory's room, or get a new car when it has engine troubles. By keeping this outfit through multiple episodes, Lorelai shows how much she loves the comfort and familiarity of the jacket.

6 Lorelai Combines Professional Attire With Novelty T-Shirts

When Rory starts school at Chilton in Gilmore Girls, she and Lorelai do not fit in with the other rich families even though Lorelai's parents are wealthy. Lorelai's fish-out-of-water experience as a new Chilton parent is displayed through her fashion choices. While on her way to Chilton to attend a parent-teacher conference, Lorelai spills coffee on her shirt, forcing her to change into the only other shirt she had in her car, a B52's tee. She combines this shirt with a professional black blazer, creating an innovative casual outfit that stuffy Chilton parents would never dare to wear.

5 Lorelai Looks Chic And Professional At a Wedding

Gilmore Girls features multiple weddings throughout its seven-season run. While working as a manager at the Independence Inn, Lorelai helps organize and host weddings on the inn's property. With this look, Lorelai is working the wedding as the Independence Inn manager and is not attending as a guest, but she still chooses an outfit that would help her blend in with guests instead of wearing corporate attire. With the dress' sophisticated cut and her minimal jewelry, Lorelai appears glamorous yet respectable.

4 Lorelai Wears A Brown Dress After Her Breakup With Luke

One of Lorelai's best outfits in Gilmore Girls is seen during one of the show's saddest moments. At the start of Gilmore Girls season 7, Lorelai is out shopping while wearing a brown dress with long necklaces, kitten heels, sunglasses, and a matching purse. Lorelai and Luke then run into each other after their breakup, and they exchange hurtful words. The muted color of the modern dress reflects Lorelai's emotional state, while the outfit's accessories show how she is trying to put her best foot forward after the breakup.

Related: Luke and Lorelai's Gilmore GIrls Relationship Timeline, Season By Season

3 Lorelai Wears A Red Dress To Rory's Graduation

At the end of Gilmore Girls season 3, Rory graduates from Chilton and is her class' valedictorian. Lorelai attends the graduation in a bright red patterned dress with a matching sweater and purse while other parents wear muted colors. The dress Lorelai chose for Rory's graduation features a pattern that is noticeable but not over the top, and its bright red color complements Lorelai. With its bold coloring, the outfit allows Lorelai to stand out from the rest of the crowd as Rory makes her moving speech about the importance of her family.

2 The Purple Outfit

In Gilmore Girls season 1, episode 4, "The Deer Hunters," Rory and Lorelai both oversleep after staying up late to help Rory study for a test. Rory drives Lorelai's car to school after she misses the bus, but when a deer hits the car she is late to school and misses an exam. Lorelai arrives to have a meeting discussing Rory's tardiness wearing a light purple button-down with a purple leather skirt, shoes, and a choker necklace. This is one of Lorelai Gilmore's best outfits in Gilmore Girls, as it shows her attempt to impress those at Chilton for Rory's sake while also staying true to her own style.

1 Lorelai's Signature Wrap Dresses

Lorelai eventually owns her own inn in Gilmore Girls, the Dragonfly Inn. While smaller than the Independence, the Dragonfly has a warmer feel. After Lorelai acquires the Dragonfly Inn, her style changes to incorporate lightweight wrap dresses of various colors and patterns. She accessorizes the dresses depending on the season and occasion and wears them as casual, professional, and semi-formal outfits.

The dresses not only reflect Lorelai's style changing to match the feel of the Dragonfly Inn but also show her evolution from an aspiring businessperson to a business owner. As the owner of an inn, Lorelai must wear many metaphorical hats, and having a versatile wardrobe allows her to save valuable time. One of the most notable wrap dresses in Gilmore Girls appears in the season 6 finale, and Lorelai wears the dress at dinner at her parents' house, while having a pivotal fight with Luke (Scott Patterson), and later arriving at Christopher's (David Sutcliffe) house for the season's cliffhanger.