Jennifer Taylor (Chelsea Melini)
Out of all the women Charlie was dating on the show, Chelsea was the first he professed his love to! From a one-night stand to long-term dating, Charlie ended up proposed to Chelsea. Though, it wasn’t a fairy tale ending for these lovebirds. One of her recent roles includes Anne Seery for Showtime’s Shameless. She’s guest starred on NCIS and Mom alongside Anna Faris. This 45 year old woman has two kids with his husband and songwriter Paul Taylor.
Jennifer Taylor (Chelsea Melini)
The sitcom starred Jennifer Taylor as Chelsea Melini. She plays a major role. Chelsea and Charlie started awkwardly. She was the first woman to confess her feelings to Charlie. Charlie initially denied her love, but he eventually fell in love with her. Charlie’s fiancé broke his heart after breaking up with him because she was bored.