172 Taylor Swift Would You Rather Questions

Dive into the enchanting world of Taylor Swift with a game of "Would You Rather" that promises to whisk you away on an imaginative journey through her music, fashion, and unforgettable moments. Whether you're a long-time Swiftie or a newcomer to the fandom, these 172 questions offer a unique way to explore Taylor's universe, pondering scenarios that range from the whimsical to the deeply personal. It's time to challenge your friends, spark lively discussions, and maybe even discover something new about your own Swiftie preferences. So, grab your favorite Taylor Swift album, get comfortable, and let's start dreaming in the hues of her discography.

Would you rather attend the Fearless Tour or the 1989 World Tour?

Would you rather only listen to "Red" for a month or "Folklore" for a year?

Would you rather have a guitar lesson from Taylor Swift or a songwriting session?

Would you rather be in the audience for Taylor's first Grammy win or her most recent?

Would you rather have Taylor write a song about you or write a song with you?

Would you rather spend a day with Taylor in Nashville or New York?

Would you rather be a character in the "Love Story" music video or "Bad Blood"?

Would you rather go on a road trip listening to "1989" or "Reputation"?

Would you rather have Taylor's cat Meredith or Olivia?

Would you rather wear an outfit from the "Blank Space" video or the "Look What You Made Me Do" video?

Would you rather see Taylor in a small, intimate venue or a large stadium?

Would you rather have a coffee with Taylor Swift or go shopping with her?

Would you rather dance in the rain to "Fearless" or under the stars to "Wildest Dreams"?

Would you rather get advice from Taylor on love or career?

Would you rather sing a duet with Taylor or have her sing at your wedding?

Would you rather be front row at a Taylor Swift concert or backstage but not meet her?

Would you rather live in the era of "Speak Now" or "Lover"?

Would you rather only be able to listen to Taylor's debut album or her latest album for the rest of your life?

Would you rather have Taylor narrate your life for a day or write a short story about you?

Would you rather join Taylor on a trip to Big Sur or a New York City adventure?

Would you rather have a picnic with Taylor Swift or bake cookies with her?

Would you rather be mentioned in a thank-you speech by Taylor or receive a personal letter from her?

Would you rather spend a day in the life of Taylor during the "Red" era or the "Folklore" era?

Would you rather own a guitar signed by Taylor or a sweater knitted by her?

Would you rather fight alongside Taylor in the "Bad Blood" video or run away with her in the "Out of the Woods" video?

Would you rather watch a movie with Taylor or go to a Broadway show with her?

Would you rather receive a playlist made for you by Taylor or have her take over your Instagram for a day?

Would you rather be serenaded by Taylor with "Enchanted" or "Delicate"?

Would you rather spend Christmas with Taylor Swift or celebrate New Year's Eve with her?

Would you rather have Taylor Swift's hair or her wardrobe?

Would you rather go to a museum with Taylor or write poetry with her?

Would you rather hear Taylor cover your favorite song or have her teach you how to play one of her songs on the guitar?

Would you rather watch the sunset with Taylor Swift singing "Daylight" or watch the sunrise with her singing "Mine"?

Would you rather be a backup dancer in a Taylor Swift tour or a backup singer?

Would you rather ask Taylor Swift one question and get an honest answer or have her ask you any question she wants?

Would you rather go vintage shopping with Taylor or attend a fashion show with her?

Would you rather have Taylor's confidence or her sense of humor?

Would you rather be best friends with Taylor Swift or have her as your mentor?

Would you rather see Taylor act in a movie or direct one?

Would you rather have a cameo in a Taylor Swift music video or co-direct one with her?

Would you rather spend a day with Taylor Swift at a theme park or at a quiet beach?

Would you rather have Taylor Swift's talent for playing the piano or her skill in guitar?

Would you rather attend a secret session for Taylor's next album or get a personal concert for you and your friends?

Would you rather help Taylor Swift choose the setlist for her next tour or design the stage?

Would you rather get a shoutout from Taylor on social media or receive a handwritten note from her?

Would you rather have a marathon of Taylor Swift's music videos or a marathon of her live performances?

Would you rather only be able to listen to Taylor's upbeat songs or her ballads?

Would you rather see Taylor collaborate with Ed Sheeran again or with someone new like Billie Eilish?

Would you rather watch Taylor Swift cook your favorite meal or have her bake your favorite dessert?

Would you rather own Taylor Swift's first guitar or the outfit from her first Grammy win?

Would you rather compete against Taylor in a baking competition or a songwriting contest?

Would you rather have Taylor Swift write a book about her life or a novel based on one of her albums?

Would you rather join Taylor Swift on a hike or take a painting class with her?

Would you rather hear Taylor's voice in an animated movie or see her star in a musical?

Would you rather go back in time to see Taylor's first performance or travel to the future to hear her final album?

Would you rather have a Taylor Swift song for every mood or a Taylor Swift quote for every situation?

Would you rather know the true stories behind all of Taylor's songs or leave them to your imagination?

Would you rather see Taylor Swift in a remake of a classic movie or in an original film?

Would you rather have Taylor Swift's creativity or her business acumen?

Would you rather play a board game with Taylor or compete in a video game against her?

Would you rather attend a Taylor Swift costume party or a Taylor Swift trivia night?

Would you rather be serenaded by Taylor Swift in a small coffee shop or on a grand stage?

Would you rather have Taylor Swift's advice on friendship or on handling fame?

Would you rather explore a city with Taylor Swift or spend a day in the countryside with her?

Would you rather have Taylor Swift plan your birthday party or be your secret Santa?

Would you rather star in a reality show with Taylor Swift or host a podcast with her?

Would you rather go to an art gallery with Taylor or make DIY crafts with her?

Would you rather wear a dress designed by Taylor Swift or have her style you for an event?

Would you rather listen to Taylor Swift's unreleased songs or watch unseen footage of her tours?

Would you rather have Taylor Swift as your personal photographer for a day or your personal chef?

Would you rather learn about Taylor Swift's songwriting process or her music production techniques?

Would you rather go skydiving with Taylor Swift or scuba diving?

Would you rather attend a Taylor Swift themed escape room or a scavenger hunt?

Would you rather have a picnic in the park with Taylor Swift's music or a bonfire on the beach with her songs?

Would you rather play a game of chess with Taylor Swift or a competitive sport?

Would you rather have Taylor Swift's endorsement on a product you created or collaborate with her on a project?

Would you rather see Taylor Swift perform at the Super Bowl halftime show or the opening ceremony of the Olympics?

Would you rather have a weekly coffee date with Taylor Swift or a monthly road trip with her?

Would you rather be able to sing like Taylor Swift or write lyrics like her?

Would you rather watch a documentary about Taylor Swift's life or a series based on her albums?

Would you rather attend a Taylor Swift movie night, featuring all her favorite films, or a listening party for her favorite songs by other artists?

Would you rather have Taylor Swift's fashion sense or her ability to effortlessly switch genres?

Would you rather have a heart-to-heart conversation with Taylor Swift or an all-out jam session?

Would you rather see Taylor Swift star in a Broadway musical or write the soundtrack for a Broadway show?

Would you rather have Taylor Swift's talent for creating catchy melodies or her knack for crafting vivid lyrics?

Would you rather be a fly on the wall during the recording of "1989" or "Folklore"?

Would you rather go to a karaoke bar with Taylor Swift or have a dance-off with her?

Would you rather be able to predict Taylor Swift's next album theme or get a sneak peek of her unreleased music videos?

Would you rather have Taylor Swift as your personal life coach or your music teacher?

Would you rather accompany Taylor Swift to a glamorous awards show or a casual, intimate gig?

Would you rather have a duet with Taylor Swift go viral or co-write a song with her that wins a Grammy?

Would you rather explore an old bookstore with Taylor Swift or spend a day at a music festival with her?

Would you rather get a personalized voicemail greeting from Taylor Swift or a custom ringtone made by her?

Would you rather take a road trip with Taylor Swift with no destination in mind or plan a detailed vacation with her?

Would you rather be in a group chat with Taylor Swift and her friends or have a one-on-one text conversation with her?

Would you rather see Taylor Swift make a cameo in your favorite TV show or compose its theme song?

Would you rather have Taylor Swift's Polaroid collection or her notebook of song drafts?

Would you rather attend a New Year's Eve party hosted by Taylor Swift or a Fourth of July party?

Would you rather have a casual lunch with Taylor Swift or a fancy dinner?

Would you rather be able to relive any Taylor Swift concert you've attended or get front-row tickets to her next show?

Would you rather learn to play all of Taylor Swift's songs on an instrument of your choice or sing all her songs perfectly?

Would you rather have a surprise visit from Taylor Swift or a planned day out with her?

Would you rather see Taylor Swift in a superhero movie or a romantic comedy?

Would you rather have Taylor Swift as your workout buddy or your study partner?

Would you rather join Taylor Swift on a luxury yacht or a rustic camping trip?

Would you rather have Taylor Swift's determination or her sense of empathy?

Would you rather participate in a Taylor Swift music video as a dancer or an actor?

Would you rather get exclusive access to Taylor Swift's wardrobe for a year or her recording studio?

Would you rather see Taylor Swift live in a historic concert venue or a modern, state-of-the-art arena?

Would you rather have Taylor Swift write a jingle for your business or a theme song for your life?

Would you rather have a day filled with Taylor Swift's favorite activities or a day where she joins you in yours?

Would you rather receive a guitar lesson from Taylor Swift or have her direct a music video for you?

Would you rather attend a poetry reading by Taylor Swift or a photography exhibit of her work?

Would you rather have Taylor Swift's memory for lyrics or her ability to play multiple instruments?

Would you rather spend a rainy day writing songs with Taylor Swift or a sunny day exploring the city with her?

Would you rather have Taylor Swift's voice as your GPS navigation or her music as the only soundtrack for your road trips?

Would you rather have a surprise performance by Taylor Swift at your next party or a private concert for just you and a friend?

Would you rather get a personalized Taylor Swift emoji set or a Taylor Swift-themed keyboard for your phone?

Would you rather go antique shopping with Taylor Swift or attend a vintage fashion show with her?

Would you rather have Taylor Swift as the narrator of your favorite audiobook or the producer of your favorite podcast?

Would you rather have a handwritten lyric sheet from Taylor Swift or a painting made by her?

Would you rather star in a documentary about Taylor Swift fans or a music video for one of her songs?

Would you rather have Taylor Swift's advice on how to deal with bullies or on how to stay creative?

Would you rather host a Taylor Swift-themed podcast or run a fan club dedicated to her?

Would you rather see Taylor Swift perform a private acoustic set or a full-blown electric concert just for you?

Would you rather have the ability to give Taylor Swift ideas for her next album or get sneak peeks of her drafts?

Would you rather spend a day in Taylor Swift's hometown with her as your guide or have her visit your hometown with you showing her around?

Would you rather receive a mixtape curated by Taylor Swift or have her create a playlist specifically for your moods?

Would you rather be featured in Taylor Swift's Instagram story or have her comment on one of your posts?

Would you rather have a voice message from Taylor Swift wishing you a happy birthday or a signed album as a gift?

Would you rather wear a piece of jewelry designed by Taylor Swift or a piece of clothing she has worn?

Would you rather have Taylor Swift write a character based on you in one of her music videos or dedicate a performance to you?

Would you rather cook a meal with Taylor Swift or have her bake your favorite cake for your birthday?

Would you rather go on a shopping spree with Taylor Swift or have her design your home interior?

Would you rather be part of Taylor Swift's team for a charity event or accompany her on a visit to a children's hospital?

Would you rather have Taylor Swift teach you about music history or give you a personal reading list?

Would you rather attend a fashion event as Taylor Swift's guest or accompany her to a music award show?

Would you rather write a letter to Taylor Swift and get a response or receive a random gift from her in the mail?

Would you rather have a dance lesson with Taylor Swift or a photography session taught by her?

Would you rather see Taylor Swift in a sequel to one of her music videos or a prequel explaining the backstory?

Would you rather have Taylor Swift as your personal stylist for a week or as your personal assistant?

Would you rather play a secret role in Taylor Swift's next music project or have her play a secret role in a project of yours?

Would you rather have Taylor Swift's confidence when performing on stage or her resilience in the face of criticism?

Would you rather see Taylor Swift launch her own fashion line or her own music label?

Would you rather attend a songwriting workshop led by Taylor Swift or a music production seminar?

Would you rather have a zoom call with Taylor Swift or receive a personalized video message from her?

Would you rather go to an art museum with Taylor Swift or a concert of another artist with her?

Would you rather have Taylor Swift's autograph on a piece of memorabilia or a photo with her?

Would you rather join Taylor Swift for a day of volunteer work or for a day of adventure sports?

Would you rather have a picnic in the park with Taylor Swift singing live or a private listening session of her unreleased music?

Would you rather have Taylor Swift as a guest on your blog or podcast or guest star on her social media?

Would you rather help Taylor Swift design her next album cover or direct one of her music videos?

Would you rather receive fashion advice from Taylor Swift or songwriting tips?

Would you rather watch a sunrise with Taylor Swift while listening to "Begin Again" or a sunset while listening to "Daylight"?

Would you rather have Taylor Swift write a song about your life story or narrate a documentary about you?

Would you rather challenge Taylor Swift to a game of trivia about her own songs or a creative writing contest?

Would you rather go record shopping with Taylor Swift or attend a vinyl listening party hosted by her?

Would you rather have Taylor Swift give you a tour of Nashville or New York, based on her favorite spots?

Would you rather collaborate with Taylor Swift on a charity project or on a creative project?

Would you rather have a debate with Taylor Swift on an important social issue or collaborate on a piece of writing about it?

Would you rather have Taylor Swift teach you how to make her favorite cocktail or her favorite coffee drink?

Would you rather attend a fashion show with Taylor Swift as your date or have her attend your personal event as a guest?

Would you rather have Taylor Swift write a foreword for your book or produce a soundtrack for your movie?

Would you rather receive guitar strings used by Taylor Swift or a set of her favorite books?

Would you rather have Taylor Swift's advice on dealing with heartbreak or achieving your dreams?

Would you rather spend a day in the studio with Taylor Swift as she records a new song or on the set of a music video shoot?

Would you rather have a custom Taylor Swift emoji pack or a Taylor Swift-themed game app?

Would you rather see Taylor Swift act in a dramatic role on stage or in a comedy sketch on TV?

Would you rather have Taylor Swift organize a surprise event for you or help you surprise someone else?

Would you rather learn about Taylor Swift's process for creating an album or her process for preparing for a tour?

Would you rather have Taylor Swift's handwritten notes from her songwriting sessions or a diary of her thoughts during an album recording?

Would you rather end a perfect day with Taylor Swift watching fireworks or stargazing and listening to her acoustic guitar?

Congratulations, you've made it through a whirlwind of "Would You Rather" questions inspired by none other than Taylor Swift herself. Whether these questions made you laugh, think, or even daydream about the possibilities, we hope they've brought you a little closer to the magic of Taylor's world. Remember, there are no wrong answers in the realm of music and imagination—only different paths on the journey through Swiftie fandom. Share these questions with friends, challenge fellow Swifties, and keep the love for Taylor's music alive in your heart. Until next time, keep on dreaming, singing, and standing tall in your own story, just as Taylor does.

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