I first saw Caroline in the City during the 1996 Summer Olympics. NBC had a few hours when there weren't any sporting events to air, so they plugged the afternoon with some of their sitcoms, one of them being an episode of Caroline in the City. I don't remember exactly which episode it was, but it was from the first season and it really got my attention (I do remember a Seinfeld episode about George buying defective condoms being on earlier).I wasn't in the target demographics this show was aiming for, but I loved the humor and especially the uptight character of Richard, but Caroline was probably the cutest female character in the history of television, and Annie was pretty funny too. Del and Charlie were the weakest point of the show, but they had their moments. As described in the first episode, Caroline and the City really was "witty and carefree." The show peaked during the cliffhanger from the first to second season, when Richard left Caroline a love letter and left for Paris thinking that she had rejected him. She never found it, and after he had to return to Manhattan because of financial troubles he tried to retrieve it. Annie managed to get her hands on it, and used it to blackmail him.The show jumped the shark after Caroline appeared on the Tonight Show with Jay Leno. Shortly afterward, the character of Julia was introduced, which didn't take too long to ruin everything. I don't believe I was a regular viewer after the second season. If I did watch the third season, I remember very little of it, and I didn't watch the fourth except for a couple of episodes which happened to be on.From what I've read, Richard had a baby with Julia and showed up at Caroline's wedding to another man, and this cliffhanger was never resolved. I'm sad that the writers let it get to that point, and didn't end the series with Caroline and Richard together.Still, I'll always think of first two seasons fondly and am glad they were released on DVD, and if seasons 3 and 4 ever come out I'll be sure to buy them to see what I missed.

This show is pretty good, I watch it whenever I can find the time. It's not really outstanding, and there are better sitcoms, but the characters are nice and especially Richad has some good lines. Compared to Suddenly Susan this show is, well, a million times better, mainly because the characters aren't as annoying (except Julia).

This show has to be one of the cutesy-est ones out there. It's perfect to watch when you have nothing else to do or can't sleep. I've gotten into the habit of doing that lately. It's an amusing comedy, though not one of the best out there. All in all, it is a pretty good show and I would recommend it if you like cute comedies.

I happen to be an aspiring cartoonist and I've submitted my work to several different newspaper syndicates and I've been rejected many times. But what I know from my personal experience is that cartooning just ISN'T a very cushy job and that it WOULD require LOTS AND LOTS of HARD WORK AS WELL AS STRICTLY DEVOUT ATTENTION!!! Not to mention all those deadlines that you would have to race against every time! So what's wrong with this little TV show here??? I don't see Caroline bent over her drawing board, hard at work, nervously drinking mug after mug of strong coffee to stay awake and fretting over every little detail and dialogue that she would make her characters emit, and so on forth. All those little things that we cartoonists usually face. Not to mention the fact all those shoddy drawings that Caroline seems to "borrow" are really nothing to sneeze at. Instead, we see Caroline dressing up, gossiping, drinking, flirting, going out on the night with her friends, going on fun vacations, aching her well-maintained body like a lovesick kitty over the graying Richard, anything at all that isn't anywhere near her very neat, obviously unused drawing board and art equipment. Sheesh...still another snobbish TV fairy-tale all about glamorous single people who live among the dazzling city lights.