Who dated Jake Gyllenhaal?

Jacob Benjamin Gyllenhaal ( JIL-ən-hawl, Swedish: [ˈjʏ̂lːɛnˌhɑːl]; born December 19, 1980) is an American actor who has worked on screen and stage for over thirty years. Born into the Gyllenhaal family, he is the son of film director Stephen Gyllenhaal and screenwriter Naomi Foner, and the younger brother of actress Maggie Gyllenhaal. He began acting as a child, making his debut in City Slickers (1991), followed by roles in his father's films A Dangerous Woman (1993) and Homegrown (1998). His breakthrough roles were as Homer Hickam in the biopic October Sky (1999) and a troubled teenager in the thriller Donnie Darko (2001). Gyllenhaal expanded to big-budget films with a starring role in the 2004 disaster film The Day After Tomorrow.

Gyllenhaal played Jack Twist in Ang Lee's 2005 romantic drama Brokeback Mountain, for which he won a BAFTA Award and was nominated for an Academy Award. His career progressed with starring roles in the thriller Zodiac (2007), the romantic comedy Love & Other Drugs (2010), and the science fiction film Source Code (2011). Further acclaim came with his roles in Denis Villeneuve's thrillers Prisoners (2013) and Enemy (2013), and he received nominations for the BAFTA Award for Best Actor in a Leading Role for his performances as a manipulative journalist in Nightcrawler (2014) and a troubled writer in Nocturnal Animals (2016). His highest-grossing release came with the Marvel Cinematic Universe superhero film Spider-Man: Far From Home (2019), in which he portrayed Mysterio. After playing a supporting role in the drama Wildlife (2018), Gyllenhaal starred in action or thriller projects, including the films The Guilty (2021), Ambulance (2022) and Road House (2024), as well as the series Presumed Innocent (2024).

Gyllenhaal has performed on stage, starring in a West End production of the play This Is Our Youth (2002) and Broadway productions of the musical Sunday in the Park with George (2017) as well as the plays Constellations (2014) and Sea Wall/A Life (2019), the last of which earned him a nomination for the Tony Award for Best Actor in a Play. Aside from acting, he is vocal about political and social issues.

Kirsten Caroline Dunst (; born April 30, 1982) is an American-German actress. She made her acting debut in the anthology film New York Stories (1989) and has since starred in several film and television productions. She has received several awards including nominations for an Academy Award, a Primetime Emmy Award, and four Golden Globe Awards.

Dunst first gained recognition for her role as child vampire Claudia in the horror film Interview with the Vampire (1994), which earned her a Golden Globe nomination for Best Supporting Actress. She also had roles in her youth in Little Women (1994) and Jumanji (1995). Dunst transitioned to leading roles in teen films of 1999, the satires Dick and Drop Dead Gorgeous and Sofia Coppola’s drama The Virgin Suicides. After the leading role in the cheerleading film Bring It On (2000), she gained wider attention for her role as Mary Jane Watson in Sam Raimi's Spider-Man trilogy (2002–2007). Her career progressed with a supporting role in Eternal Sunshine of the Spotless Mind (2004), followed by a lead role in Cameron Crowe's tragicomedy Elizabethtown (2005), and as Marie Antoinette in Coppola's Marie Antoinette (2006).

In 2011, Dunst starred as a depressed newlywed in Lars von Trier's drama Melancholia, which earned her the Cannes Film Festival Award For Best Actress. In 2015, she played Peggy Blumquist in the second season of the FX series Fargo, earning a Primetime Emmy Award nomination for the role. Dunst had a supporting role in the film Hidden Figures (2016), and leading roles in Coppola's The Beguiled (2017) and in the dark comedy series On Becoming a God in Central Florida (2019), for which she received a third Golden Globe nomination. Dunst earned her fourth nomination for a Golden Globe and first nomination for an Academy Award for her performance in the psychological drama The Power of the Dog (2021). In 2024, she led the dystopian thriller film Civil War.

Laura Jeanne Reese Witherspoon (born March 22, 1976) is an American actress and producer. She is the recipient of various accolades, including an Academy Award, a Primetime Emmy Award, and two Golden Globe Awards. Time magazine named her one of the 100 most influential people in the world in 2006 and 2015, and Forbes listed her among the world's 100 most powerful women in 2019 and 2021. In 2021, Forbes named her the world's highest earning actress, and in 2023, she was named one of the richest celebrities in America with an estimated net worth of $440 million.

Witherspoon began her career as a teenager, making her screen debut in The Man in the Moon (1991). After starring in the 1996 films Freeway and Fear, her breakthrough came in 1999 with a supporting role in Cruel Intentions, and for her portrayal of Tracy Flick in the black comedy Election. She gained wider recognition for playing Elle Woods in the comedy Legally Blonde (2001) and its 2003 sequel, and for starring in the romantic comedy Sweet Home Alabama (2002). She won the Academy Award for Best Actress for portraying June Carter Cash in the musical biopic Walk the Line (2005). Following a career downturn, during which her sole box-office success was the romantic drama Water for Elephants (2011), Witherspoon made a comeback by producing and starring as Cheryl Strayed in the drama Wild (2014), which earned her a second Academy Award nomination.

She has since worked primarily in television, producing and starring in several female-led literary adaptations under her company Hello Sunshine. These include the HBO drama series Big Little Lies (2017–2019), the Apple TV+ drama series The Morning Show (2019–present), and the Hulu miniseries Little Fires Everywhere (2020). For the first of these, she won the Primetime Emmy Award for Outstanding Limited Series. She has also produced the film adaptations Gone Girl (2014) and Where the Crawdads Sing (2022), and the miniseries adaptation Daisy Jones & the Six (2023).

Witherspoon also owns Reese's Book Club and a clothing company, Draper James. She is involved in children's and women's advocacy organizations. She serves on the board of the Children's Defense Fund (CDF) and was named Global Ambassador of Avon Products in 2007, serving as honorary chair of the charitable Avon Foundation dedicated to women's causes.

Taylor Alison Swift (born December 13, 1989) is an American singer-songwriter. Her autobiographical songwriting, musical reinventions, and touring records have made her a cultural icon of the 21st century. She is the highest-grossing touring musician, the wealthiest female musician, and one of the best-selling music artists of all time.

Swift signed to Big Machine Records in 2005 and debuted as a country singer with the albums Taylor Swift (2006) and Fearless (2008). The singles "Teardrops on My Guitar", "Love Story", and "You Belong with Me" found crossover success on country and pop radio formats. Speak Now (2010) expands on her country pop sound with rock influences, and Red (2012) incorporates a pop-friendly production. She recalibrated her artistic identity from country to pop with the synth-pop album 1989 (2014) and the hip-hop-imbued Reputation (2017). Her number-one singles on the Billboard Hot 100 in the 2010s decade include "We Are Never Ever Getting Back Together", "Shake It Off", "Blank Space", "Bad Blood", and "Look What You Made Me Do".

After signing with Republic Records in 2018, Swift re-recorded four studio albums as a countermeasure to the dispute over her Big Machine album masters. Her subsequent releases include the eclectic pop album Lover (2019), the indie folk albums Folklore and Evermore (both 2020), and the minimalist synth-pop albums Midnights (2022) and The Tortured Poets Department (2024). Her Eras Tour (2023–2024) is the highest-grossing tour of all time, and she has garnered seven Billboard Hot 100 number-one singles in the 2020s decade: "Cardigan", "Willow", "All Too Well (10 Minute Version)", "Anti-Hero", "Cruel Summer", "Is It Over Now?", and "Fortnight".

Swift is the first artist to have seven albums that each sell one million copies first-week in the US and has been recognized as the IFPI Global Recording Artist of the Year five times. Publications such as Rolling Stone and Billboard have ranked her among the greatest artists of all time. She is the first individual from the arts to be named Time Person of the Year (2023). Her accolades include 14 Grammy Awards (including a record four Album of the Year wins); she is the most-awarded artist of the American Music Awards, the Billboard Music Awards, and the MTV Video Music Awards. A subject of extensive media coverage, she has a global fanbase called Swifties.

Alyssa Elaine Miller (born July 4, 1989) is an American model. She has done print and runway work for numerous leading companies. Among her highlights are cover appearances for Vogue (Germany) and Elle (Italy), work as a featured model–spokesperson for Guess, and appearances in the Sports Illustrated Swimsuit Issue.