The show has plenty of twists and turns with plenty of relationships for everyone at some point or another. But the main thing is Drew with his three best friends drink too much, hate their jobs, and enjoy various high jinks with each other. The show has some basic side characters which become main character for some seasons, then fall away back to side characters. There are some main characters who leave the show forever later in the series (mostly to start on the show Scrubs).
Drew is constantly complaining about girl problems, but actually ends up having quite a few girlfriends, some of them fairly long-term ones throughout the series. These include 2 of the main female characters for the show. The only character who actually appears to be as lonely as he constantly professes is Lewis played by Ryan Styles. He ends up with only one serious girlfriend that lasts more than one episode, given she is a labrat kind of character for a drug company.
The show has a whole bunch of side things, like dance numbers, music videos, episodes with mistakes in them as April Fools Day bonuses at the time that they were shown on tv, and improve episodes where they bring in a whole bunch of the actors from Whose Line Is It Anyway? and then they play some of those games on the show. Many of these are absolutely fantastic, and thoroughly hilarious.
I enjoyed the show, though sometimes it was a bit repetitive and had some of the same plot lines. Plus the final season is completely different and often times kind of annoying. That last season changed the entire dynamic of the series by making a 2 year old suddenly an 8 year old. The relationship between Drew and Mimi is suddenly cohabitational. But I digress.
In the end I must give The Drew Carey Show a total of 8 out of 11. There are some parts that are some of the funniest things on television, or the most clever. But others that are simply a show trying to be funny and sometimes failing miserably.