Hilariously Awesome Homemade Over the Hill Cakes

Take a look at these cool homemade Over the Hill cakes shared with us by cake decorators from around the world. Along with the birthday cakes here, you’ll also find loads DIY birthday cake-making ideas and how-to tips to inspire your next birthday cake project. Enjoy!

And don’t forget… if you end up with a cool cake, have great tips to share or pictures of awesome birthday cakes you’ve made in the past, share them here and be a part of our coolest birthday cake community.

Latest Over the Hill Cakes

Hilarious Homemade Crap Cake
I made this chocolate fudge cake for my father in laws 70th birthday. He had just retired from working in … Read more
Just for Fun Adult Toilet Bowl Birthday Cake
A friend’s husband complained constantly about getting older. “Crap I am getting old”, he’d say. We grew tired of this … Read more
Older Than Dirt Cake
My husband is 18 years my senior and I constantly joke with him that he is “older than dirt” and … Read more
Cool Over the Hill Hiking Cake for a 40 Year Old Man
I have worked on baking and decorating several cakes but this one really “took the cake” both in terms of … Read more
50th Over the Hill Cake
My uncle turned 50 and he is incredibly accident prone. Due to another accident, he had recently lost vision in … Read more
Funny Over the Hill Birthday Cake Idea
For my husband’s 40th birthday party I decided to go with an Over the Hill theme. I searched and searched … Read more
Coolest Over the Hill Cake
This Over the Hill cake was two 11″x15″ chocolate cakes filled with cherry pie filling. It was iced with chocolate … Read more
Coolest Tombstone Birthday Cake
I made this Tombstone birthday cake for my dad’s surprise 50th birthday. It was really easy. I just made a boxed cake … Read more
Disgusting but Hilarious Turd Birthday Cake
My husband and I have 4 couples who are our best friends. We go out together very often and meet … Read more
Coolest 40th Birthday Cake
I used a 9×13 rectangle pan for the graveside, and a 9 inch round for the tombstone. I always freeze … Read more
Awesome Homemade Over the Hill Birthday Cake Idea
This Homemade Over the Hill Birthday Cake was so easy to make and took very little time. This cake is … Read more
Coolest Over the Hill 40th Birthday Cake
I wanted to make a cake for my husband’s 40th birthday that would really “wow” him, represent his interests and … Read more

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Featured Over the Hill Cakes

Over the Hill Cakes by Becky S., White Bear Lake, MN

Hilariously Awesome Homemade Over the Hill Cakes

I got the idea from over the hill cakes on this site. my aunt wanted this cake for her friend. She was turning 50. It was made with buttercream and covered with a chocolate ganache.

Hilarious Tombstone Cake

Over the Hill Cakes by Robin W., Anderson, IN

The first two pictures are of my first over the hill birthday cakes. I made this cake last year for my boss. The cake is 1/2 white and 1/2 chocolate. On the left the over the hill is a hill I made out of snow balls. On the right I hand made the tombstones and bought the garden tools and the rocker at a local craft store. The grave sight is actually dug up out of the cake (the chocolate side of course). The dirt on the cake is pieces of chocolate cake. The third picture is a cake I did for a friend who saw the first one and wanted one like it for her boss.

Cool Homemade Cake

Over the Hill Cakes by David K., Hamilton

I searched this site for over the hill cakes to make for a friend who was turning 60. It was very easy to make. The cake was yellow at each end and chocolate in the middle. Grave was cut from chocolate cake and cake was crumbled to make the dirt. Then, the grave stones were mold raspberry flavored white chocolate colored with powdered coloring. Finally, the rest was done in buttercream icing.

Fun Cake with 60 Candles!

Over the Hill Cakes by Brandie B., Carmel, IN

It was my dad’s 60th birthday and we thought that over the hill cakes would be suitable for this occasion. So, we searched this website and came up with this cake. It was two cakes that I put together with frosting. The base is a half-sheet (I think), which was two 1/2 cake mixes, and the hill was one cake mix in my batter bowl. I frosted the base cake first, stuck the “hill” where I wanted it, and then I frosted that as well.

Once I had a layer of frosting over the whole cake (I think I used a taupe or tan frosting), I outlined where the path would be, then I used a star tip to go over the whole thing (except the path) with the colors that fade from green to brown. I found using the star tip easier and more effective than trying to blend that many colors–I’m not very skilled with blending like that!

Filling in the Details

After the ground was done, I used a #3 or #4 piping tip to fill in the path, and then I dipped my finger in corn starch and smoothed the path out. I used two statuettes I got at a cake decorating supply store for the beginning and the end of the path and the cake actually says, “Welcome to Your Golden Years.” I’ve seen some cool variations of this with wording like, “its All Downhill from Here,” or just “Over the Hill.” I also thought about cutting the hill cake in half vertically so that it was just a shear drop on the grim reaper side. I would have done a sign that said “60 and Over” at the top.

We actually placed and lit sixty black birthday candles on the cake. It was probably a fire hazard, but it sure was fun!

So, have fun with your own over the hill cakes!

One of the Most Hilarious Over the Hill Cakes

Over the Hill Cakes by Sarah S., Joliet, IL

This cake was for my father-in-law’s birthday party. I got this idea from the Wilton web site for over the hill cakes and improvised a little. The over the hill tombstone is a candle purchased from my local grocery store.

The cake is a two layer 10 in cake iced in butter cream. The drop flowers are also butter cream but they need to be made a day or two ahead of time and put in the refrigerator to get hard. Before I iced the cake I took a very sharp paring knife and cut a small hole in the center of the cake being careful not to cut so deep as to cut into the filling. Then, I iced the hole/grave in chocolate frosting.

The top and sides were then iced smooth. I then piped the man climbing out of the hole. I used a multi-holed tip to add grass. Printed the message on the front and then finally added the hardened drop flowers. This cake was pretty easy. The only problem that I had was that I iced to top green first and then iced the sides white and I had issues with the green trying to bleed into the white. Otherwise this cake turned out great and everyone got a big hit out of it!

Coolest 50th Birthday Cake

Cake by Tarin B, Gainesville, FL

Over the hill cakes are so much fun to make!

For the bottom cake: 1/4 sheet iced tombstone: cut out of a 1/4 sheet and tilted on top of bottom 1/4 sheet by placing a cake ladder behind the tombstone to keep it standing. It’s also supported by wooden pegs.

I placed the cake together first then iced out all together. I put a small border around the tombstone and cake, black roses and then added the writing.

Thanks for all the great over the hill cakes on this site that provide so much inspiration for everyone!

One of the Coolest Homemade Over the Hill Cakes

Cake by Valerie M., Salt Lake City, UT

As you can see, over the hills cakes, is for somebody coming on in age. The cake was made with a 10″ square cake pan. I baked the hill in a Pyrex bowl. I used a grass tip for the borders the edge of the path and the hill. The rocks are chocolate rocks I bought at a grocery store. I just printed the signs off my computer and taped them to toothpicks.

Fun Buttercream Birthday Cake

Cake by Terry D., Owensboro, KY

I used a 9×13 sheet cake and just cut off the top corners rounded to resemble a tombstone. The ‘50’ are cookies cut out of slice and bake in the shape of numbers. I used a grass tip for bottom. I got this idea from a Wilton book.

Two Over the Hill Cakes in One!

Over the Hill Cakes by Lisa S., Traverse City, MI

A 30th Birthday Over The Hill theme. Basically it is always “Greener on the other side” of 30! The numbers, 20..25..30 are made from candy melts. The actual cake was 1/2 white and 1/2 chocolate as well.

Awesome Travel Cake

Cake by Joyce B., Oklahoma City, OK

This cake was made for a man who was retiring and wanted to travel.

Easy 40th Birthday Cake

Cake by Debrah B., Pensacola, FL

I got this idea out of a magazine. They actually used two 13×9 sheet cakes. I used a boxed cake and I only used one baked in a 13×9 pan.

I cut the shapes out accordingly, using the extra for the dirt. Then, I tossed in the extra in the food processor to crumble it up. I secured the two pieces together with toothpicks.

Then, I used white frosting and tinted it until I was satisfied with the gray color. I reserved some of the un-tinted icing so I could use it for the grass and decoration. Finally, I topped it with gummy worms and wrote with black gel icing.

This cake was supposed to be a Halloween cake but I used it for my mothers 40th birthday.

Cute Homemade Cake

Cake by LeeAnne D., Holland, MI

I made two 9×13 cakes, one for the base and one for the hill. For one of the over the hill cakes I cut the corners off and glazed those corners so that it wouldn’t crumb. I used chocolate fudge icing and covered the one I didn’t cut up.

Then, I made the corner of the cake look like a sort of pyramid (I cut off the corners and flattened the top). I did this by using icing to make it stick together. Then I crumbled up some chocolate chip cookies and sprinkled them over the cake. I used a toothpick to make holes and stick worms to look like they were crawling in and out of the over the hill cakes.

I left some of the cookie pieces big, to look like stones. Then, I used plain white icing for decorating all around. I used the ladder to “climb the hill” from a toy I found at the dollar store. I then topped the hill off with an Over the Hill cakes candle.

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