Rolo Monkey Bread

“If you can lean, you can clean”

Back when I was a college freshman, working retail, I had a boss who would say that. If he caught anyone leaning against a wall or the column next to the register zoning out he would say that so that they got back to work. And if he caught you, he usually made you clean.

I feel that is my life now.

But I am catching myself and I then mentally freak the fuck out and then try to do 10 things to make up for that ‘clacking off’. I never feel like I can just sit and relax. Even if I am on FB, it’s generally to do something related to the blog account, some side hustle stuff, or the account for the dogs I am trying to figure out how I am going to build.

Or if I am on instagram, I am scrolling through and engaging with people that are niche related and I am

The trifecta of getting ‘ish done is when I am pumping, while sitting at the computer so I can write a blog post and search using a specific platform, earning me extra spending money. Extra points if I am listening to a pod cast and I remembered to plug my phone into the fast charger at the desk.

Life just never feels like it ever slows down.

And, in someways, we aren’t doing that much either. Autumn goes to gymnastics 1x a week and that’s it, but the general life maintenance makes things chaotic. From prepping clothes and bottles for the next day, laundry, walking dogs, cooking dinner and dishes, the week night quickly speeds by and before we know it, it’s time for bed and another day of madness until the weekend comes when we try to tackle bigger projects, hang with friends and family, and maybe even get in a nap.

It just feels that I need a month of no distractions and crap to get really caught up on life, with the things I need to do and just want to do.

But that’s why I am always looking for short cuts for things.

I certainly like to make monkey bread or pies or pizza by scratch, but there are times when it’s just easier to grab some biscuits or a pre-made crust or order take out.

And when you add some chocolate candy to the dough… dessert perfection!!!

I love that the Rolo candy, hidden inside the dough ball, gets all melty and gooey. The cinnamon glaze that envelopes each dough ball is perfect with that sweet caramel and chocolate filling too.

Serve this with some ice cream and you are in for a great dessert treat.

Some people might just think that monkey bread is for breakfast,but I think that you will convince them pretty quickly that it’s great for dessert as well when you serve up this sticky sweet caramel and chocolate treat!!

Rolo Monkey Bread

Makes 8 servings


  • 2 rolls of biscuit dough, 16.3 ounces each (8 biscuits per roll)
  • 32 Rolos
  • 2/3 Cup brown sugar
  • 2/3 Cup sugar
  • 2 teaspoons cinnamon
  • 1/2 Cup butter, melted


  1. Preheat oven to 350F degrees. Spray a bundt pan with non-stick cooking spray.
  2. Cut each biscuit into 2 equal pieces.Stretch each biscuit out
  3. Combine the sugars and cinnamon in a bowl.
  4. Dip each dough ball into the melted butter, then into the sugar mixture.
  5. Place each coated dough ball into the bundt pan. Pour any remaining butter over the dough balls.
  6. Bake for 35-40 minutes, until golden brown and the top pieces are firm.
  7. Let cool for 5 minute before inverting on a serving plate.



Rolo Stuffed Chocolate Chip Cookie Cups

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The year is winding down. Just a few days to go!!  I just can’t believe it. Time is flying.

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Sure, sure, I can comment on how fast Autumn is growing but the real thing that ‘gets’ me is that the show Friends has been off the air for 10 years. And that it started 20 years ago. OMG.

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That is just too much for my brain to comprehend. I mean, I still watch Friends A LOT.

I can tell you the story-line just by hearing the title of the episode... all of which start with “The One Where…”

I know random factoids about the show. I know silly little things about the cast, characters, and the show. I will kick some butt at Friends trivia. Kick butt!

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I pride myself on that fact that I can quote a lot of it. “They don’t know, we know, they know!”

Anyway, when I was making these Rolo Stuffed Chocolate Chip Cookie Cups, I remembered that Rolos are Joey’s favorite candy. Loved them so much that he ate them all over the apartment, including in his recliner, Rosita. I’m sure that he would love these babies.

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I suggest that you make these guys for a party or cookie exchange as you get a lot from a batch. 60 cookies in fact! Hey, just invite Joey Tribbiani over. He will help you eat all these cookies. Or just eat them all yourself. I don’t judge.

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These cookies are super simple to make. I actually had Autumn help me. She helped push some of the Rolos in the cookies. Aww! Anyway, the only thing that is ‘tricky’ about the cookies is that you need to wait until they are completely cooled before taking them out of the muffin tin. If you rush it the cookies will break apart or collapse in on itself. I ending up putting mine in the refrigerator for a bit so they were really cool before running my knife around them and just popping them out. I just put the chilled cookies in the microwave and nuked them for bout 15 seconds to get ooey gooey again. yum!!

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So, enjoy some of these Rolo Stuffed Chocolate Chip Cookie Cups while watching your favorite Friend’s episode.

What’s my favorite episode? ALL OF THEM!!!!!!!!

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Rolo Stuffed Chocolate Chip Cookie Cups

Makes 60 cookies


  • 2 1/4 cups all-purpose flour
  • 1 teaspoon baking soda
  • 1 teaspoon salt
  • 1 Cup (2 sticks) butter
  • 3/4 Cup granulated sugar
  • 3/4 Cup packed brown sugar
  • 1 teaspoon vanilla extract
  • 2 large eggs
  • 1 1/2 Cups mini chocolate chips
  • 60 Rolos (you’ll need 2 12oz bags)


  1. Preheat oven to 350 degrees. Spray mini cupcake cookie tins with non-stick cooking spray.
  2. In a small bowl, combine the flour, baking soda, and salt.
  3. Beat the butter, granulated sugar, brown sugar and vanilla extract in large mixer bowl until creamy. Add the eggs, one at a time, beating well after each addition. Gradually beat in flour mixture. Stir in morsels.  
  4. Spray your hands with cooking spray. Pinch off the dough to create balls just bigger than 1″ around. Roll in your hands and drop into your cupcake tins.
  5.  Bake for 9-11 minutes, until the edges are set and golden brown. 
  6. While the cookie cups are baking, remove the wrappers off the Rolos.
  7. As soon as the cookies are out of the oven, place a Rolo in the center of each cookie cup. Let cool, you may chill in your refrigerator to speed up the process. (If you remove the cookie cups while warm they will break apart and collapse.)

Cookie dough adapted from Nestle