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29 Ooey-Gooey Upside-Down Desserts

Turn dessert on its head with these retro recipes for upside-down cake, pie, cupcakes and more.

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Cranberry Pecan Upside Down Cake Exps Ugfbmz17 2505 B05 02 2b 2

Cranberry Pecan Upside-Down Cake

At our house, cranberries are a favorite. I made this dessert for the first time in the 1990s. It started out as a pineapple upside down cake—I just changed a few things around! It keeps and travels well, so it’s perfect for taking to church dinners. And we love to share it with our son and grandchildren. —Doris Heath, Franklin, North Carolina
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Banana Skillet Upside-Down Cake

My grandmother gave me my first cast iron skillet, and I've been cooking and baking with it ever since. Sometimes I add drained maraschino cherries to this banana skillet dessert and serve it with a ice cream. —Terri Merritts, Nashville, Tennessee
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Skillet Pineapple Upside Down Cake Exps Fbmz16 6240 D05 31 2b 1

Skillet Pineapple Upside-Down Cake

For a change of pace, you can substitute fresh or frozen peach slices for the pineapple in this old-fashioned recipe. —Bernardine Melton, Paola, Kansas
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Rhubarb Berry Upside-Down Cake

I had leftover rhubarb and wanted to create something fresh. With blueberries, strawberries and dried cranberries on hand, I discovered I had a berry upside-down cake. —June Paul, Portage, Wisconsin
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Upside-Down Apple Pie

This pie has won eight ribbons at area fairs. People say it looks and tastes like a giant apple-cinnamon bun. I take time off from work around the holidays to fill pie requests from family and friends. The recipe has become everyone's favorite. —Susan Frisch, Germansville, Pennsylvania
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Pineapple Upside Down Cupcakes Exps Tohcom19 36514 B10 04 7b 4

Pineapple Upside-Down Cupcakes

I have baked cupcakes for years. These easy to make treats make an attractive dessert for special occasions. —Barbara Hahn, Park Hills, Missouri
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Rhubarb Upside Down Cake Exps Srbz16 605 D09 14 2b 5

Rhubarb Upside-Down Cake

I’ve baked this cake every spring for many years, and my family loves it! Use your own fresh rhubarb, hit up a farmers market or find a neighbor who will trade stalks for the recipe! —Helen Breman, Mattydale, New York
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Gingered Apple Upside-Down Cake

I like that this gingerbread delight is so deeply flavored and delicious. Served warm from the oven, a nice scoop of vanilla bean ice cream is definitely the icing on this cake. —Raymonde Bourgeois, Swastika, Ontario
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Apricot Upside Down Cake Exps Gbdbz20 12970 B01 08 6b 4

Apricot Upside-Down Cake

My Aunt Anne, who is a great cook, gave me a taste of this golden upside-down cake and I couldn't believe how delicious it was. Apricots give it an elegant twist from traditional pineapple versions. —Ruth Ann Stelfox, Raymond, Alberta
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Cranberry Pineapple Upside-Down Cake

Both kids and grown-ups like this gorgeous dessert. It'll keep a few days and is actually better the second day, so you can make it a day ahead. —Sherry Conley, Noel Hants County, Nova Scotia
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Blueberry-Lemon Upside-Down Cake

I was young when I married, so I watched my mother-in-law to learn baking. This cake with fresh blueberries is one of her beauties. —Bonnie Roberts, Newaygo, Michigan
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Apple-Pumpkin Upside-Down Cake

We love the combination of classic fall fruits in this cake. I bake the apples on the bottom to keep them plump and moist, then flip the cake so they're on top. This is best served warm with vanilla ice cream, but we enjoy digging in any time of day. —Christina Yahraes, San Francisco, California
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Ginger-Pear Upside-Down Pie

I think pears deserve to have a starring role in pies more often. To showcase that mellow fruit, I came up with a spiced filling and gooey nut streusel that becomes the topping. —Marcy Kamery, Blasdell, New York
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Makeover Peach Upside-Down Cake

Makeover Peach Upside-Down Cake

This peachy delight has charmed folks for years. Our lightened version is even better with less fat and calories than other similar recipes.—Taste of Home Test Kitchen, Milwaukee, Wisconsin
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Blueberry Upside-Down Skillet Cake

Living in Maine, I am lucky to have an endless amount of wild blueberries. This recipe's similar to a pineapple upside down cake. It's easy, light and also great with cranberries. —Nettie Moore, Belfast, Maine
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Plum Upside Down Cake Exps Ugfbmz17 2045 B05 04 2b 4

Plum Upside-Down Cake

Since my husband liked pineapple upside-down cake, I decided to give this recipe a try one night when we were expecting guests for dinner. Everyone pronounced this cake "Delicious!" and asked for seconds.—Bobbie Talbott, Veneta, Oregon
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Breakfast Apple Cake

Baked in a pretty tube pan and drizzled with icing, this breakfast cake will be a highlight of your holiday menu. I adapted the recipe from one of my grandmother's. —Shaunda Wenger, Nibley, Utah
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Upside Down Apple Cake With Butterscotch Topping Exps Srbz16 38376 B09 14 4b 9

Upside-Down Apple Cake with Butterscotch Topping

This cake is a favorite of mine. I love the smell of the apples and butterscotch as it is baking. It fills the house with a perfect autumn aroma. —Sabrina Haught, Spencer, West Virginia
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Upside-Down Banana Monkey Bread

Everyone digs in to monkey bread thanks to its pull-apart shape. We add banana slices and pecans to top this already scrumptious showpiece for a brunch or family gathering. —Donna Marie Ryan, Topsfield, Massachusetts
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Pineapple Upside-Down Cheesecake

My mom often made pineapple upside down cake, but I prefer something creamier. This recipe looks just like her cake, but gets even tastier as pineapple upside down cheesecake. —Marilyn McGinnis, Citrus Heights, California
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Pineapple Upside Down Dump Cake Exps Tohcom19 204281 B10 04 5b 8

Pineapple Upside-Down Dump Cake

This dump cake recipe is wonderful topped with vanilla ice cream or whipped cream. It works well with gluten-free and sugar-free cake mixes too. —Karin Gatewood, Dallas, Texas
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Chocolate Upside-Down Cake

"This dessert is out of this world," promises Iola Egle, McCook, Nebraska. Coconut, chocolate chips, marshmallows and pecans turn a boxed cake mix into a delectable treat. "All of your guests will agree that it's the best ever," she assures. "Enjoy it with a scoop of vanilla ice cream."
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Peach Praline Upside Down Cake Exps Cimzs20 129235 B12 17 2b 4

Peach Praline Upside-Down Cake

This cake is filled with fresh peaches, roasted Saigon cinnamon, roasted ground ginger and toasted pecans – and that makes it different. — Jeanette Nelson, Sophia, West Virginia
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Mini Pineapple Upside-Down Cakes

Mini Pineapple Upside-Down Cakes

These individual pineapple upside-down cakes are an eye-catching addition to my holiday dessert table. A boxed cake mix makes them easy to bake anytime. —Cindy Colley, Othello, Washington
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Upside-Down Berry Cake

This cake is good warm or cold and served with whipped topping or ice cream. It's very moist with loads of flavor and can be whipped up in just minutes. Enjoy! —Candy Scholl, West Sunbury, Pennsylvania
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Upside-Down Pear Gingerbread Cake

The aroma of baking gingerbread stirs up such warm memories. This cake looks festive and is even on the lighter side. —Nancy Beckman, Helena, Montana
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Cherry Pecan Upside-Down Cake

Cherries are a terrific take on traditional pineapple upside down cake. The crowning touch on each piece is the creamy, cheesy topping.—Eleanor Froehlich, Rochester, Michigan
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Blueberry Upside-Down Cake

"This cake is a family favorite when blueberries are in season," writes Charlotte Harrison of North Providence, Rhode Island. "It's also delicious served with vanilla ice cream."
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Spiced Pear Upside-Down Cake

The flavors of fresh, sweet pears and gingerbread blend beautifully in this intriguing variation on pineapple upside down cake. Leftovers—if there are any—taste great with coffee or tea the next day. —Lisa Varner, El Paso, Texas
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