Kenny D Caricature Artists

Kenny D - Wisconsin Caricature Artists

Born in Bristol WI in 1971, Kenny has been drawing for as far back as he can remember. He attended Milwaukee Institute of Art and Design studying Illustration.

In the late 1990's he began freelance live caricature at fairs, parties and events in Wisconsin and Illinois. In 2000 he moved to Florida, where he does caricatures at Orlando theme parks and hotels as well as special events around the Central Florida area.

Click the tabs below for Kenny D's additional information!

Drawing Speeds (drawing speeds are an indication of what the artist is capable of and are not guaranteed)

Traditional Caricatures:
  • B&W Heads Only: 12-15 people per hour
  • Color Heads Only: 8-10 people per hour


  • $145/hour, with a 2 hour minimum.

*All pricing is in US Dollars and is subject to change if your specific requirements differ from the descriptions.

I just wanted to express how AMAZING Kenny was at our event on Friday. His drawings were wonderful and he was such a nice man. He even stayed longer to be sure that everyone in line was accommodated. Thanks SO much for your assistance with this event, we will absolutely be reaching out again in the future to utilize your services, and hopefully snag Kenny for a second time around!
Nell Bormann, GMR Marketing
The caricature artists were one of the students favorite things at the event!
We had a very positive experience with all of the caricature artists (Kenny D, Marlene G and Rozalia S) at our prom. The students said the artists were one of their favorite things, and the lines were long to prove it!
Kari M - J.I. Case High School in Racine, WA
Huge Hit!
I want to thank you SO much for sending Kenny to our wedding. He was professional, kind and a huge hit! Thank you again.
Lisa B. - Chicago, IL
Couldn't Be Happier!
We absolutely loved Kenny – he was a huge hit and had a line all night long! We couldn’t be happier! Thank you again for the outstanding artist – he truly made our event!!!
Shannon - Bain & Company, Inc.
Kenny was wonderful!
Kenny was wonderful! Yes, I will book him again. He had a line all night and even had to cut people off at the end. Everyone was pleased with their pictures as well. A few people asked for the information for future parties. Thanks again--it was a perfect addition to our Christmas Around the World party.
Mary J - Wight & Company
Kenny was fantastic!
Kenny was fantastic. Extremely talented and creative. He was prompt, very professional, worked absolutely nonstop. He had a line the whole time and everyone was thrilled. Yes, I would book him again in a heartbeat. Worth every penny.
Mia F - Lisle, IL
He is fantastic!!!!!
Lisa V. - Nicolet High School
Fabulous and Outstanding!
Our event went fabulously! We were very pleased with Kenny and his sense of humor. His drawings were outstanding! We will definitely be keeping you in mind for our next event and will be passing your company name around whenever talent is needed.
Mary McGeary - Office Manager at the Milwaukee Precision Casting, Inc.
Talented and Accommodating!
Kenny was great! He was accommodating, and, above all else, very talented. We would definitely book him again in the future!
Jillian London - Resident Activity and Program Coordinator at University Center
Everyone Loved Him!
Everyone loved Kenny at the event! We will definitely consider having him again in the future!
Emily Stumhofer - Nonprofit Risk Management Center
Kenny was AWESOME!!! His artwork was charming and his demeanor with the kids was impeccable! The best decision we made for this event!
Julia Estrin
A Roaring Success!
Our Party went off without a hitch. The caricaturist Kenny, was wonderful. He did a spectacular job! We couldn't have been more pleased. He created a memento (His beautiful drawing of 61 people) that will be in our family for years to come! I cannot say enough about his talent and his willingness to work with our group I am sure our group was not the easiest group to work with. He worked tirelessly for four and a half hours. He was absolutely delightful! he whole event was a roaring success and Kenny was definitely a very important part of that. Thank you so very much!
Martha K.
Outstanding job!
Kenny D did an outstanding job! He was professional yet fun. Our employee’s loved working with him. We would have him back in a New York Minute! We ran out of time before all our employees could have their caricature done, Kenny agreed to stay an extra hour to accommodate our employees. He was truly a hit at our company picnic and we look forward to working with him again!
Deb Lessard, ASI Doors, Inc
Kenny was fantastic!
I just want to thank you. Kenny was fantastic. I didn't get the chance to say goodbye & thank him. Please tell him the kids LOVED their pictures. really fantastic.
Jennifer Carter

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Kenny D will travel for an additional fee!

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