More Walt Disney World Resort Stories

Disney and ‘The Oprah Winfrey Show’ Give One Couple the Royal Treatment

Jennifer Fickley-Baker

by , Editorial Content Manager, Walt Disney World Resort

Last week, I hinted that a huge Disney dream-come-true would take place for one couple set to appear on “The Oprah Winfrey Show.” The episode told the fairytale story of Jessica and Joey, a couple who met while acting in a local production of “Cinderella.” In addition to acting, the couple had a lot in common – especially a love for all-things Disney.

Joey recently wrote a letter to “The Oprah Winfrey Show,” asking if someone could help make his girlfriend’s dream of being Cinderella for a day come true. With a little help from the Mouse, the couple were soon on their way to the Walt Disney World Resort.

'The Oprah Winfrey Show' Grants a Special Surprise

During their trip, the couple received the royal treatment, riding down Main Street, U.S.A., in Cinderella’s Coach, and later meeting Cinderella and Prince Charming for a private meet and greet.

'The Oprah Winfrey Show' Grants a Special Surprise

The couple returned to “The Oprah Winfrey Show” May 5 to share clips from their dream-come-true experience and during the segment, Joey surprised Jessica by proposing marriage.

Much to the newly-engaged couple’s surprise, “The Oprah Winfrey Show” had arranged for even more Disney magic to help them get started on their “happily ever after.” Jessica and Joey received a wedding for 100 guests from Disney’s Fairy Tale Weddings, complete with a ceremony at Disney’s Fairytale Wedding Pavilion and private fireworks. The newlyweds will spend their wedding night at the Cinderella Castle Suite inside Magic Kingdom Park, and spend their honeymoon aboard Disney Cruise Line.

Disney also presented the entire studio audience with a Disney Parks giftbasket, which included a Duffy the Disney Bear and a $200 Disney Gift Card.


  • Wow, are they lucky! My husband and I also love all things Disney. We had our honeymoon at Disneyworld for 6 days and then did the Disney Cruise for 4 days back when it was in it’s 1st year, in June 1999, we were on the Disney Magic, we were supposed to be on the Disney Wonder but it wasn’t ready so we were told we would be put on the Magic, it was awesome and our first Cruise ever! Hoping to do it again some day with our children who are also now Disney fans as well! Wish i was in the audience that day! lol
    Can’t wait to go to DisneyWorld again!

  • Joey and Jessica — Enjoy this wonderful blessing that has come your way. As great as the wedding is going to be, I pray that your marriage will be even better!

  • Oh my goodness, they are the cutest couple! I’m so happy for them and I don’t even know them 🙂 I watched the video and started tearing. I love Oprah, but I especially love everything and anything Disney. Please do a follow-up story on them and their wedding <3

  • I wish you both the best of luck. We went on our honeymoon 27 years ago to the Disney world parks. And Disney has been a big part of our lives, We renewed our vows on the Wonder 2 years ago for our 25th. It was a fairytale wedding. I could not think of a better way to do it, and our kids surprised us with it. My dad got to walk me down the aisle again, and i cried just as much, knowing how special to have my parents and family and friends there. Our kids stood up for us. All I can say it was a dream come true.
    Best of luck with your new journey together! Disney will make more beautiful then you can ever image.We now go ever year on the Disney Cruise line, year number eight coming up next May, we were just on the Disney dream in April , LOVED it..

    • That sounds like a great surprise, Tracy. A Disney Cruise with your whole family along to celebrate sounds like it was a great memory.

  • Wait There’s a recession in America? Doesn’t look like it here!! Way to Go Disney!

  • Great story!

  • They are great Disney ambassadors — I hope you’ll do a followup when the get married!

  • Oh, they are so cute ^^
    I wish them the best Disney wedding ever and may them be blessed by the fairy godmother 😉

  • Oh wow, they were SO lucky!!!!! I know thousands of people would give their left arm for the night in the Castle, let alone a FREE FAIRYTALE WEDDING!

    What were they going to do with the “prize” if she said no? hehe.

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