Janet's boyfriend cannot go on a business date with her and her boss, so she asks Jack. Jack has a cold, and drinks and cold medicine do not mix. In the morning, Jack wakes up in Janet's bed, and neither of them remembers what happened.
Terri's seeing a dentist but wants to break up with him but can't seem to be able to do it. Jack has a toothache so Terri arranges for the guy she's seeing to see Jack but he's so terrified. Jack goes to see him and he tells Jack that he has to come back in a week for his treatment which is drilling. But just before his appointment, Terri with help from Janet dumps him and when he sees Jack in her place he assumes it's because of him. And Jack is unaware of what happened and goes for his appointment.
The guys get a phone answering machine. Larry tells Jack he sets him up with a girl who will call him. Later a girl named Rita calls and leaves Jack a message telling him where they will meet. Jack goes to see her. Thing is she thinks Jack is a fence whom she wants to fence some diamonds for her. When Jack meets her, they arrange to meet at his place later, she then kisses him and slips him the diamonds. When he goes home, he finds them and freaks out and shows the girls. That's when Rita and a guy show up demanding their money.
When Janet's date, a reporter upon learning that she and Jack are living together wants to do an article about them. Only problem is that when it comes out, it hints that something is going on between them. Jack tells them to ignore it until the girls are being treated lewdly by men who read the article. And when guys think Jack is "the man", he doesn't deny it. That is until his girlfriend dumps him. And things get worse when Jack and Terri's mothers upon reading the article thinks that it's best that they leave the apartment.
Mr. Angelino has a vacant restaurant which he is trying to rent out. When Jack decides to get it, he jumps in without checking it out first. He discovers that it needs a lot of work so he pulls all of his money in the bank to use on the renovation. But he still needs to come up with the rent money and the bank won't grant him a loan.
Final preparations are underway to open Jack's Bistro. Larry is totally ineffective with repairs in the building and even has the flyer printed with the wrong date. No customers show up on opening night.
Felipe asks Jack if his cousin can stay with him. When he sees how lovely she is, he lets her. Now she doesn't understand English too well. When Jack offers her a job at his restaurant, she misinterprets if as a proposal.
Jack learns that an ultra conservative minister is trying to keep his restaurant from getting it's wine license. Mr. Angelino tells Jack he knows the man and the reason is because the restaurant was once a hangout for hookers. So Jack has to try and convince the minister that the restaurant is respectable. So he asks Janet and Terri to come and dress conservatively. But things get hairy when an amorous newlywed couple who are waiting to go on their honeymoon come in and start making out. And Larry's date turns wild after he gets her drunk.
When Jack's kitchen help quits, Mr Furley immediately says he will do the job and Jack cannot say no. Mr Furley is not effective. Larry suggests hiring guitar player for background music. Larry decides to be the accompanist singer.
When Terri saves a man's life, he asks her out so she asks him to meet him at the apartment. When he sees she lives with Jack, he gets a strange look. And Furley thinks he knows him. Later while playing scrabble with Janet, Furley remembers that the man is a convicted murderer who killed a guy whom he thought was seeing his girlfriend.
Larry's younger sister Diane is in town, and allows Jack to take Diane out with her. But then Jack and Diane do not get back home until after 2 AM and Larry is furious. A miscommunication makes everyone think they did more than just go out.
At the bar, Carol tells Larry & Mr Furley about an incident with a boat on the water. They leave the bar, but the story spreads around, with the details all switched around. Soon it becomes a story about Carol breaking up with her husband.
A building inspector claims that there's a minor infraction at Jack's restaurant which gives him cause to have it closed unless Jack pays him off. The girls tell him to record the man soliciting a pay off. He calls the police and they play the tape without Jack there but the man only hears Jack's earlier conversation with Furley about "pot" "from Mexico" that could be costly. So the police go to the restaurant to get Furley.
Terri treats a man who is an actor on a soap opera. Later he asks her out, and she accepts. But what she doesn't know is that he prefers trashy women so the show is considering writing him off unless he appears to be respectable. After going out with him on one date, he proposes to Terri. While Janet is happy Jack is suspicious. Later he goes to Jack's restaurant with one of his girlfriends and Jack sees him.
Mr Furley knocks over the drink of another patron at the bar. The guy is a bully who insults Furley. When Jack comes to Furley's defense, the bully challenges Jack to a boxing match at the local gym. Turns out the bully is a boxing champ.
Janet & Terri make a bet that Jack cannot stay away from women for one week. Immediately the girls make him go with Mr Furley to the bar for Woman's Night. Furley meets a woman who has a friend for Jack. This causes Jack to lose the bet.
Janet gets a stereo for Jack & Terri as a surprise, but it needs repaired. Mr Furley suggests his nephew Mark to repair it. In return, Janet can help Mark with dating lessons. Jack & Terri find out about the nephew and assume Janet is dating him.
Jack's works extra hours at the restaurant after it closes, so he sleeps in the vacant apartment above his Bistro. He finds Mr. Angelino there with a woman, having an affair. One night, Janet and Terri stop by and find Jack with the woman.
Larry buys a false mustache and thinks more women will fall for his lines. When Jack sees it works, he buys a mustache. He wears it home; Terri finds his new appearance makes him look like one of her former boyfriends. Terri falls in love.
Bill, a former friend of Jack's comes to town. Jack worked with Bill as a cook in the Navy. Jack offers him a job at the Bistro since Bill is a good cook. Turns out Bill has his own devious agenda to getting a partnership in the Bistro.
Janet & Terri walk into a started conversation and hear that someone is going out of business. They assume it is Jack's Bistro. They devise a plan to give Jack money to save what they think is his losing business. Jack buys a leather coat.