Jackie

Charlie went on a date with Jackie after meeting her online.

Season Five
After Mac and Dennis set up an online dating profile for Charlie, they set up a date with Jackie. Charlie was extremely nervous so he was sweating through his shirt and he stuttered some of his words, calling his made up philanthropist profession a "full on rapist". When Dennis and Mac tried to swoop in to help, they only made her more uncomfortable and she left.

Appearances

 * Season Five: "The Waitress Is Getting Married"