Deandra "Sweet Dee" Reynolds is the bartender at Paddy's Pub. She is the twin sister of Dennis Reynolds, and the legal daughter of Frank and Barbara Reynolds. Dee considers herself a member of The Gang that runs Paddy's, although the rest of the gang often disagrees with her status.
Dee lives alone in her apartment with her cat. ("Mac and Dennis Break Up") She rarely has success with men and she is an aspiring actress. Her best (and only) friend is Artemis Dubois. Of the other members of the gang, she is closest to Charlie. Dee recently was artificially inseminated and brought a baby to term for Carmen.
Dee has a very tall, lanky, and often clumsy frame. The Gang frequently compares her appearance to that of a bird. Dee also has size 13 feet. ("Mac and Dennis Break Up")
Dee has had crows feet coming in, which she does not appreciate. She has also never really liked her earlobes. ("Sweet Dee Has a Heart Attack")
- Although Dee identifies herself as a compassionate liberal, she is self-centered and often holds the same prejudices as the rest of the gang.
- She is highly sensitive about her appearance and her professional failings.
- Sweet Dee battles The Gang's view that "females are inferior" and feels that she must prove that she's as able as her male friends. In "The Gang Gets Invincible," Dee poses as male alter ego "Cole" to try out for the Philadelphia Eagles with Mac and Dennis.
- Since high school, Dee has had a long string of failed relationships and one-night stands throughout the series including:
- A high-school boy who used her for alcohol and to make his girlfriend jealous. ("Underage Drinking: A National Concern")
- A thief who robbed the bar. ("Gun Fever")
- A middle-aged toothless Korean busboy. ("The Gang Solves the North Korea Situation")
- Lil Kev, a rapper The Gang was convinced was a retarded person. ("Sweet Dee's Dating a Retarded Person")
- Bill Ponderosa, the now overweight brother of Dennis' high school sweetheart. ("Mac Fights Gay Marriage")
- Rex the model ("America's Next Top Paddy's Billboard Model Contest")
- Ben Smith the soldier
- Despite her many insecurities, Dee is aggressively outspoken and prone to violence when angered.
- She assaulted a masturbating bum in the alley behind Paddy's. ("Bums: Making a Mess All Over the City") Like Charlie, her anger was greatly amplified by the use of anabolic steroids. ("Hundred Dollar Baby").
- Along with Frank and Mac, Dee was on an American Idol-like panel where she portrays a drunken spoof of Paula Abdul, slurring her words and judging hopefuls in a talent contest. She drank heavily from a cup full of "rum and Cokes" and used the event as an excuse to criticize and demean the contestants. ("America's Next Top Paddy's Billboard Model Contest") Sweet Dee's acting-career aspirations have inspired her to create and perform as several characters, most of which are based on offensive ethnic stereotypes. Many of these are seen in the episode "America's Next Top Paddy's Billboard Model Contest," in which she attempts to be discovered by talent agencies by posting videos of her acting on a YouTube-like website. However, her presence in the videos is overshadowed by Charlie's idiotic performances as Greenman.
- Dee has a problem with addictive substances. Like the other members of the gang, she drinks heavily, especially to calm herself after meeting an attractive man. ("Underage Drinking: A National Concern") She has also been addicted to crack ("Dennis and Dee Go on Welfare") ("The Gang Gets Whacked (Part 2)") and steroids ("Hundred Dollar Baby"). Relative to the rest of The Gang, Dee seems to drink more and be drunk more often.
- Dee considers herself to be a 8 or 9 out of 10. ("The Nightman Cometh")
- The gang often ignores Dee when she speaks, even if she's saying or doing something very important. If someone else says the same thing, they will often listen to that person instead.
- Dee had a heart attack in front of the gang and passed out in front of them. Dennis just said, "What is her problem?"
- ("Sweet Dee Has a Heart Attack") Dee tried to tell the Gang she had "huge news" and they ignored her. Then Frank came in and told people he had "great news", and they immediately started chanting "news" over and over. Then when she told them that she was having a baby, they considered talking about her subject until Frank starts chanting "house" over and over and the Gang agreed to ignore Dee. ("The Gang Exploits the Mortgage Crisis")