Lorelai Gilmore on Gilmore Girls might just be the best mother and friend in the world. Played by Lauren Graham, Lorelai is quirky, cool, caring, and someone no one can forget. She always looks out for her daughter, Rory (Alexis Bledel), and the two are the best mother-daughter duo of all time.

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Throughout the show’s run, Lorelai offers some excellent advice to other characters, most frequently Rory. Lorelai has had more life-changing experiences than most people, so she’s very wise. However, she occasionally offers advice that doesn’t pan out too well. At least her heart is always in the right place.

Worst Advice: Convincing Sookie To Start A Catering Business

Lorelai (Lauren Graham) and Sookie (Melissa McCarthy) in "Gilmore Girls."

During the first half of the show’s fourth season, Lorelai and her best friend, Sookie St. James (Melissa McCarthy), are working on opening their own inn, the Dragonfly Inn. They’re technically unemployed, and Sookie needs money.

Lorelai encourages her to start a catering business. At the time, Sookie is pregnant with her first child, and she’s already stressed. She doesn’t need to start a brand-new business when she’s already anxious about everything else going on in her life.

Best Advice: Stay In College And Figure Out What You Want To Do

Lorelai Gilmore (Lauren Graham) in "Gilmore Girls."

In the season five finale, “A House is Not a Home,” Rory receives harsh criticism from her boss that she doesn’t have what it takes to be a successful journalist. This news shatters Rory’s heart. Becoming a journalist has been Rory’s lifelong dream. After hearing this devastating news, Rory is arrested for stealing a yacht with her boyfriend, Logan Huntzberger (Matt Czuchry). As a result, she decides to drop out of college—at the prestigious Yale University—and move in with her grandparents.

Lorelai understandably disapproves of this decision, and she tries to offer helpful advice. She says, “You don’t want to be a journalist, fine, I don’t care about that. But you stay in school. You take some classes. You figure out what you do want to be.” According to Lorelai’s advice, Rory doesn’t have to be a journalist, but she should stay in college to learn what she wants to pursue next.

Worst Advice: Butting Into Sookie’s Marital Problems

Lorelai (Lauren Graham), Sookie (Melissa McCarthy) and Jackson on "Gilmore Girls."

In the season three episode “They Shoot Gilmores, Don’t They?”, Sookie confides in Lorelai about a marital problem she’s having with her husband, Jackson (Jackson Douglas). Sookie and Jackson are newlyweds, and he has already suggested that they have four children in the next four years.

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Of course, Lorelai and Sookie both agree that this is a ridiculous idea. Lorelai offers advice, mostly suggesting for Sookie to talk to Jackson. This is seemingly good advice, but Jackson is later frustrated that Lorelai offered advice in the first place. Lorelai should have stayed out of the situation.

Best Advice: Make The First Move To Heal A Relationship

Rory, Emily, Richard, and Lorelai on "Gilmore Girls."

Halfway through the show’s sixth season, Rory finally realizes that she made a mistake when she dropped out of Yale. She should have listened to Lorelai’s advice. She does want to become a journalist and she’ll work hard to accomplish her goals.

In the process of this realization, Rory has a big fight with her grandparents, Emily and Richard Gilmore (Kelly Bishop, Edward Hermann), and they’re no longer speaking. Lorelai knows what it’s like to have feuds with her parents, and she doesn’t want the same thing to happen to Rory. She advises: “If you ever hope to have a relationship with them, then someone needs to make the first move.” It’s not easy, but it’s worth it to rebuild their relationship.

Worst Advice: Encouraging Rory To Lie About The Lucy And Marty Situation

Rory (Alexis Bledel), Lucy (Krysten Ritter) and Marty in "Gilmore Girls."

During the seventh season, Rory befriends fellow students at Yale, including Lucy (Krysten Ritter). When Rory is introduced to Lucy’s boyfriend, she’s surprised to learn that it’s one of her former friends, Marty (Wayne Wilcox). Rory and Marty were close friends during their freshmen and sophomore years at Yale, but their friendship became strained when Marty developed romantic feelings for her.

Rory is shocked when Marty acts like he never met her. It’s an awkward situation, and Lorelai encourages Rory to continue lying to her new friend. It ends badly. While this is mostly Marty’s fault, Rory (and Lorelai) should have known that the lies were going to hurt Lucy’s feelings.

Best Advice: Have Fun In College, Too

Rory (Alexis Bledel) at Yale in "Gilmore Girls."

One of the best characteristics of Rory is her commitment to reading and her education. Rory was valedictorian of her graduating class at Chilton Preparatory School. She attends Yale University—a prestigious Ivy League school. Academics are important to Rory, but Lorelai hopes studying isn’t the only important thing to Rory when she’s in college.

Lorelai says, “I just want to make sure that at the end of four years, you’ve not only read every book in the Yale library, you’ve also had some fun.” Rory needs to study, but there are other priorities in life. Lorelai hopes Rory will make memories outside of the classroom.

Worst Advice: Encouraging Rory To Lie To Dean About Kissing Tristan

Rory (Alexis Bledel), Dean (Jared Padalecki) and Tristan (Chad Michael Murray) in "Gilmore Girls."

Perhaps Lorelai isn’t the best person to offer relationship advice. She has her fair share of failed relationships, so Rory shouldn’t follow her example. However, Lorelai still tries to help Rory whenever she can.

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In the first season, Rory’s high school boyfriend, Dean Forester (played by Jared Padalecki), breaks up with her after she wouldn’t say, “I love you.” The following night, Rory mistakenly kisses one of her classmates, Tristan (Chad Michael Murray). She was upset, but she never told Dean about the kiss, even after they got back together. Lorelai encourages Rory to keep lying to Dean, which isn’t the best advice. Couples shouldn’t lie to each other.

Best Advice: Self-Care Tips

Lorelai (Lauren Graham) and Rory (Alexis Bledel) in "Gilmore Girls."

Rory is often stressed about her schoolwork. Chilton is sometimes more challenging than an academic university. When Rory’s stressed, she doesn’t sleep and eat. Lorelai tries to help her daughter. She says, “You have to sleep. It’s what keeps you pretty.”

In the season one episode “The Deer Hunters,” Rory is so stressed that she has a meltdown in class. Lorelai advises: “You’re 16. You should get some sleep and eat a real meal. Come up for air every once in a while.” This advice can apply to anyone who feels stressed from their workload.

Worst Advice: If You Throw Your Life Away For A Boy, Make Sure He Has A Motorcycle

Lorelai (Lauren Graham) and Rory (Alexis Bledel) in "Gilmore Girls."

In the pilot episode, Rory is accepted to attend Chilton. Lorelai has to work out a financial plan with her parents to pay for the school’s tuition. However, after Rory meets Dean, she threatens to give up on her plans to transfer schools—possibly jeopardizing her future.

Lorelai doesn’t understand this decision. She sarcastically says, “Does he have a motorcycle? ‘Cause if you’re going to throw your life away, he better have a motorcycle.” It’s meant to be a sarcastic comment, but it’s not the best advice. Don’t throw your life away for a man with a motorcycle.

Best Advice: Don’t Be Afraid To Love Someone

Rory (Alexis Bledel) and Dean (Jared Padalecki) in "Gilmore Girls."

After Lorelai finds out that Rory was afraid to tell Dean that she loves him, this concerns her. Lorelai knows she hasn’t been the best example for her daughter about relationships. She finally has a frank conversation with Rory about learning how to say, “I love you.” If Rory loves Dean, she should have the courage to say it.

Lorelai even creates a hypothetical situation in which Rory meets Taylor Hanson (from the boy band Hanson). Lorelai says, “I want you to be able to say to him: ‘Taylor, I love you.’” Rory listens to her mother’s advice and finally confesses her love to Dean in the season finale, and it’s a truly adorable scene.

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