Mr. Big Flavors says that these Rolo Surprise cookies are his very favorite. I’d like to believe that, but that man is a certified cookie monster. I’m pretty sure all of the cookies he’s ever eaten have been near favorites. Either way, it’s kind of a tradition that I make them every year for his birthday. It also happened to be around the same time that I signed up for the Great Food Blogger Cookie Swap. The swap is a way for food bloggers around the country to “meet” each other through a dozen of cookies, while also showing off their baking skills. It’s also a great way to raise money for Cookies for Kids’ Cancer! It’s a pretty simple, actually. Bake three dozen cookies and ship them off to three other food bloggers. And, you’ll receive three dozen cookies, too! Who doesn’t love getting mail that’s not a pile of bills or credit card solicitation? Since, the deadline for sending off the cookies to the bloggers and Mr. Big Flavor’s birthday were both in the same week – Rolo Surprise cookies seemed to be the logically, perfect answer. Everybody wins!
I love cookies that look pretty plain on the outside, but have surprise on the inside! And, caramel is always a surprise I can get behind. These cookies are perfect right out of the oven, while the Rolos are still gooey and the caramel is dripping when you break the cookie apart. The cookie itself is very soft, so it’s a great dunker for that morning cup of coffee.
These cookies do take a bit longer than the average roll and drop cookie, but that’s because you’re stuffing them with a surprise! My advise is to solicit the kids into unwrapping all of those Rolos, so you can save yourself from having to do all of the hard work. Make the cookies as big or small as you’d like. Just make sure the entire Rolo is covered with cookie dough. If not, you might find that the caramel will leak out during baking. Trust me, cookies just aren’t as pretty when you have to furiously scrape the sticky caramel bottom off of your baking sheet. If you decide to use the walnuts, they’ll also help prevent the rolo from oozing out of the bottom.
Take these Rolo Surprise cookies to your next holiday gathering or ring in the new year with a dozen or two. They sweet treats won’t last long, especially after people realize they have a hidden caramel center!