Sometimes life is confusing.

Chewy Chocolate Chip Cookie Bottomed Vanilla Cupcakes I howsweeteats.com

You know.

 

Do blueberries taste good in mojitos?

 

Wait, really… did I buy these skinny jeans?

 

Do people really drink that wine after squishing the grapes between their stubby toes? Really… ?

Chewy Chocolate Chip Cookie Bottomed Vanilla Cupcakes I howsweeteats.com

What’s gonna happen to Vincent Chase come September?

 

Do I want a cookie or a cupcake?

 

What was I smoking when I bought those jeans?

 

Can I get away with both a cookie and a cupcake?

 

How much longer must I ellipticize tomorrow if I have a cookie and a cupcake?

Or… two cookies.

And a cupcake.

 

?

 

Why didn’t the sales associate warn me that these skinny jeans came with the Fat Booth app built in?

Chewy Chocolate Chip Cookie Bottomed Vanilla Cupcakes I howsweeteats.com

Ahhh. Life is darling.

And since I’m not quite prepared to discuss jeans that make you shimmy and shake and turn water into wine just to get a leg in or the impending finish of Vincent Chase we’re going to chat about these cupcakes.

I like these cupcakes. They have split personalities.

I made them look cute with bright sprinkles in a non-orderly fashion. And even cuter with a chewy cookie chunk shoved atop their fat frosting. Because they deffffinitely needed more calories. They have a chocolate chip cookie butt too. I like I like I like.

They were made for thatguyIlivewith* who promptly ate three after his well-balanced lunch of a double burger + a side of protein bar. And thatguyIlivewith* ate seven burgers this weekend. I’m requesting a new life insurance policy for thatguyIlivewith.*

Chewy Chocolate Chip Cookie Bottomed Vanilla Cupcakes I howsweeteats.com

Chewy Chocolate Chip Cookie Bottomed Cupcakes

makes 18-20 cupcakes

cookie layer:

1/2 cup butter, softened

3/4 cup brown sugar, loosely packed

1 egg

1 teaspoon vanilla extract

1 1/3 cups all-purpose flour

1 teaspoon baking soda

1/4 teaspoon salt

3/4 cup chocolate chips

Preheat oven to 350 degrees F. Sift flour, baking soda, and salt together and set aside in a bowl.

Beat butter and sugar together in the bowl of an electric mixer until it’s light and fluffy. Add egg and vanilla and beat until combined. Add in dry ingredients and mix until just combined. Fold in chocolate chips. Line a muffin tin with liners and give each a quick spritz of non-stick spray. Using a spoon also sprayed with non-stick spray, press about 1 1/2 tablespoons of cookie dough into the bottom of each liner.

cake layer:

1/2 cup butter

1 cup white sugar

2 whole eggs

1 tablespoon vanilla extract

1 1/2 cups flour

1 teaspoon baking powder

1/3 cup milk

Preheat oven to 350 degrees F.

Cream butter and sugar in the bowl of an electric mixer until fluffy, about 3 minutes. Add eggs and vanilla and beat until combined.

Combine dry ingredients in a bowl. Add half of the dry ingredients, mixing until just combined. Add the milk. Once mixed, add remaining dry ingredients. Using an ice cream scoop, drop batter on top of cookie dough mixture. Bake cupcakes at 350 degrees for 15-18 minutes.

Top with you favorite frosting, sprinkles, and chocolate chip cookies.

Note: Vanilla frosting recipe HERE. I double the chocolate chip cookie recipe above and used the second half to bake cookies. That is what I threw on top of the frosting.

Chewy Chocolate Chip Cookie Bottomed Vanilla Cupcakes I howsweeteats.com

*names have been changed to protect the innocent guilty.

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166 Responses to “Chewy Chocolate Chip Cookie Bottomed Vanilla Cupcakes.”

  1. #
    51
    Estela @ Weekly Bite — July 11, 2011 @ 10:08 am

    Love that big blob of frosting on top!! YUM :)

    Reply

  2. #
    52
    Angie @ Bigbearswife — July 11, 2011 @ 10:16 am

    These look delicious :)

    Reply

  3. #
    53
    Ari — July 11, 2011 @ 10:27 am

    look like a lot of fun .. hah *excited* :D

    Reply

  4. #
    54
    brandi — July 11, 2011 @ 10:31 am

    I have no words, except….do these ship well? :) They look SO good!

    Reply

  5. #
    55
    Take A Megabite — July 11, 2011 @ 10:41 am

    These look so good! Anything with a chocolate chip cookie involved is my favorite.

    Reply

  6. #
    56
    Erin — July 11, 2011 @ 10:57 am

    Hooray for another dessert which doesn’t require me to decide between!

    Reply

  7. #
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    Caroline @ chocolate & carrots — July 11, 2011 @ 11:05 am

    You’ve outdone yourself again, Jessica. Haha…thatguyyoulivewith* is one lucky guy! ;-)

    Reply

  8. #
    58
    Rachel @ The Avid Appetite — July 11, 2011 @ 11:29 am

    How do you get your frosting to look so divine on your cupcakes? Do you pipe? Blob it on? These are things I really need to know.

    This is really not helping me get through my detox Monday! :)

    Reply

  9. #
    59
    Window On The Prairie — July 11, 2011 @ 11:30 am

    Well I’ll be. You can have your cake and cookie, and eat them too, at the same time!

    Suzanne

    Reply

  10. #
    60
    Shanna, Like Banana — July 11, 2011 @ 11:33 am

    Vanilla cake with vanilla frosting? Eff the skinny jeans and give me the cupcakes!

    Reply

  11. #
    61
    Michelle — July 11, 2011 @ 12:17 pm

    You’re killing me with these hybrid cookie cupcakes, and frankly that’s not a bad way to go.

    Reply

  12. #
    62
    Shari @ Chicago Cuisine Critique — July 11, 2011 @ 12:28 pm

    Yum! These look awesome!

    Reply

  13. #
    63
    Tara @ Chip Chip Hooray — July 11, 2011 @ 12:29 pm

    Aah these are so fun! Do you have any cross-section pics? I would love to see how the “cookie butts” look when these babies are cut open! (Or bitten into…)

    Reply

    • Jessica — July 11th, 2011 @ 1:21 pm

      I do have a few that I didn’t like enough to post with the recipe. Maybe I’ll post them on Facebook!

      Reply

  14. #
    64
    Averie @ Love Veggies and Yoga — July 11, 2011 @ 12:38 pm

    The mounds of frosting on top of them looks soooooo amazing! I need that in my life. NOW! :)

    Reply

  15. #
    65
    janetha @ meals & moves — July 11, 2011 @ 12:42 pm

    Love the creativity! Oh man.. there needs to be snickerdoodle cupcakes with one of your fat fluffy snickerdoodles at the bottom.

    Reply

    • Jessica — July 11th, 2011 @ 1:20 pm

      That is brilliant.

      Reply

  16. #
    66
    Katrina — July 11, 2011 @ 1:59 pm

    I now never have to decide between a cookie and a cupcake. Brilliant!

    Reply

  17. #
    67
    Mari — July 11, 2011 @ 2:22 pm

    I was going to go to the gym tonight, but…I might have to stay home and make these instead.

    Reply

  18. #
    68
    Heather of Kitchen Concoctions — July 11, 2011 @ 2:43 pm

    I love when I don’t have to choose between two desserts!

    Reply

  19. #
    69
    Kristen @ Change of Pace — July 11, 2011 @ 2:57 pm

    You are so clever. I think I’ll make these tonight!

    Reply

  20. #
    70
    Katie — July 11, 2011 @ 4:19 pm

    I’m always up for an occasion to eat a cookie and a cupcake simultaneously. Also, the way you mound that frosting up on top of your cupcakes kill me…in a really good way. Makes me want to dive right in.

    Reply

  21. #
    71
    Naomi(onefitfoodie) — July 11, 2011 @ 4:33 pm

    why hellloooo lover

    Reply

  22. #
    72
    Ariel — July 11, 2011 @ 4:39 pm

    Ok maybe a dumb question, but cocoa is in the instructions but I don’t see it in the ingredients. Is it supposed to be in there, and how much? I can’t wait to make these! Looks awesome!

    Reply

    • Jessica — July 11th, 2011 @ 9:03 pm

      Ah sorry Ariel! Not dumb at all – typo on my part.

      Reply

      • Ariel — July 11th, 2011 @ 9:22 pm

        Thanks for the clarification =)

  23. #
    73
    Jackie @ That Deep Breath — July 11, 2011 @ 5:27 pm

    Why have I never thought of this?

    Reply

  24. #
    74
    Emma @ Getting There & Going Places — July 11, 2011 @ 5:54 pm

    Great post!
    Cupcake and cookie in one?! Loving it! :P

    Reply

  25. #
    75
    Michelle — July 11, 2011 @ 6:02 pm

    IfthemanIlivewith. only ate sweets! These look ammmmaaaaazzzziiiinnnnggg!!!!

    Reply

  26. #
    76
    Michelle — July 11, 2011 @ 6:15 pm

    Oh my GOSH, what will you dream up next Jessica? I literally think about Vincent Chase every day. CAN. NOT. WAIT.

    Reply

  27. #
    77
    Lisa {Smart Food and Fit} — July 11, 2011 @ 6:18 pm

    I’m in heaven! This is an awesome cookie cup cake!

    Reply

  28. #
    78
    Emily @ Life on Food — July 11, 2011 @ 7:30 pm

    Getting into those jeans is a workout right? Bring on the cookies and cupcake!

    Reply

  29. #
    79
    Mariah — July 11, 2011 @ 7:36 pm

    These look great! I’m adding them to the section on my blog called “Things I NEED TO MAKE & EAT!”. Thanks for sharing!

    Reply

  30. #
    80
    Brynne — July 11, 2011 @ 7:48 pm

    Where do you come up with these amazing things? And when are you coming out with a cookbook/restaurant/bakery/to my house to be my chef?

    Reply

  31. #
    81
    Emily — July 11, 2011 @ 7:52 pm

    These look seriously wonderful!!

    Reply

  32. #
    82
    Ann Claire — July 11, 2011 @ 8:39 pm

    Best of both worlds, right here! Seriously, you are a genius!

    Reply

  33. #
    83
    Christina @ This Woman Cooks! — July 11, 2011 @ 8:48 pm

    I don’t know how you do it. Awesome.

    Reply

  34. #
    84
    Veronica @ Café con Leche — July 11, 2011 @ 9:00 pm

    Hi Jessica!! If I just wanted to make the cookie part of these (for a quick, choco chip cokie fix!), do you think it would work??

    Reply

    • Jessica — July 11th, 2011 @ 9:02 pm

      Definitely!! I did that for the top cookies and they are delish.

      Reply

  35. #
    85
    *Andrea* — July 11, 2011 @ 10:28 pm

    you’re such a genius!!! these look orgasmic haha

    and i’m soooo excited for Entourage too lol :)

    Reply

  36. #
    86
    Jill P — July 11, 2011 @ 11:21 pm

    I love cookie/cupcakes! I came upon that happy accident after I attempted a Cookie Cake for one of my kid’s b-day’s and didn’t have enough dough. I grabbed a cake mix box out of the cupboard (yes, I know I’m horribly lazy) and added that to the top. The day was saved! We like to add cookie dough chunks (flatten so they don’t squish the cake-ish mixture too much) to the top half way through the baking and finish with choco frosting. :) Erg…Now I want choco chip cookies! Love your site!

    Reply

  37. #
    87
    Kie — July 11, 2011 @ 11:59 pm

    That looks delicious! Check out the famous Hong Kong egg tart, which is a delicious dessert: http://hongkongintern.wordpress.com/2011/07/12/egg-cellence/

    Reply

  38. #
    88
    Jolene (www.everydayfoodie.ca) — July 12, 2011 @ 1:40 am

    Those sound crazy!!!! (In a good way). I can’t believe you combined the goodness of cupcakes with the perfection of a chocolate chip cookie :-)

    Reply

  39. #
    89
    Ann — July 12, 2011 @ 8:11 am

    Pretty cool….I love both cookies and cupcakes! I have to admit to living under a rock…I had to Google Vincent Chase. All I could think of was there was a politician I’ve didn’t know of….AND…elections are held in November! …that and those are some pretty amazing cup/cookie/cakes!

    Reply

    • Jessica — July 12th, 2011 @ 9:50 am

      LOL!

      Reply

  40. #
    90
    Shaz@feedingmykidsbetter — July 12, 2011 @ 8:41 am

    Great idea! Best of both worlds. It’s inspired. You’re inspired :)

    Reply

  41. #
    91
    Sandra — July 12, 2011 @ 8:58 am

    Diggin the cookie/cake and miss Vinny and the boys. We ditched HBO.

    Reply

  42. #
    92
    Sasha @ The Procrastobaker — July 12, 2011 @ 9:07 am

    I LOVE this idea, and the fact they both cook together rather than just putting a cookie in the bottom, means its one smoooootthh flow of yumm. You are so full of amazing ideas, really inspirational (if only i cared about my degree as much as i do about baking cakes and cookies together..haha) :)

    Reply

  43. #
    93
    Mrs. Jen B — July 12, 2011 @ 9:28 am

    Yum! Reminds me of cookie bottomed mini cheesecakes, which my husband would easily sell his soul for. I shudder to think what he’d do if I made these…

    Reply

  44. #
    94
    naomi — July 12, 2011 @ 10:29 am

    This my kind of cupcake-full of sweet goodness!

    Reply

  45. #
    95
    Jessica @ Bake a Little — July 12, 2011 @ 12:53 pm

    What an interesting Idea! Love the combo!

    Reply

  46. #
    96
    Amy @ A Little Nosh — July 12, 2011 @ 12:57 pm

    You are ruining my weight loss success one blog post at a time, you know.

    Reply

  47. #
    97
    Ourjourneyinfaith — July 12, 2011 @ 1:38 pm

    I LOVE how you frosted your cupcakes!!!! Can you please give some details on how you achieved that look? Thank you!!

    Reply

    • Jessica — July 12th, 2011 @ 1:42 pm

      I just piped it on! I used the Wilton tip #12.

      Reply

  48. #
    98
    Kristy Lynn @ Gastronomical Sovereignty — July 12, 2011 @ 7:05 pm

    You’re bloody clever, aren’t ya? And funny to boot! I’m so glad I stumbled upon your blog :)

    Reply

  49. #
    99
    Jessica — July 12, 2011 @ 9:12 pm

    Omg I love your blog because you obviously have a big sweet tooth like me. Although, I, unlike you, will just look at these pictures and drool for the time being instead of going to the effort of making those delicious treats..ty for going to that effort though. Hopefully one day when I have more of a baking budget I will try some of these recipes. :)

    Reply

  50. #
    100
    Anastazia — July 13, 2011 @ 4:34 pm

    How on EARTH did you get your frosting that way??

    Reply

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