Herman and Heddy decided to give into their feelings and start dating, but a series of interruptions keep them from consummating their relationship.

Herman's neighbor in the upstairs apartment drops dead - after the two of them had a shouting match. Compounding Herman's problems, Heddy decides to take the apartment after her current boyfriend kicks her out of the apartment he's paying for.

Herman decides to give it all up during a tropical vacation and buy a local bar on the island.

In his eternal quest for the perfect girlfriend, Herman dates Heather, but it turns out she's a tad too hairy for his tastes. Meanwhile, Jay and Louise begin to wonder if they're attracted to each other.

Herman's new girlfriend Lauren is everything he could want, personality-wise, but as always Herman isn't happy as he obsesses over playmate Miss February.

Herman and Jay go undercover to get a story on a princess, but Herman soon falls in love with her.

To save Crawford's butt, the gang has to pull an all-nighter to get him out of a jam. Herman and Heddy, Bracken and Crawford, and Louise and Jay end up pairing up and each learn something new about the other on an intimate personal level as they struggle to meet the deadline.

When Herman's one-time girlfriend (and Bracken's daughter) Susan returns to town and wants to start up their relationship again, Herman has to choose between her and his new girlfriend Elizabeth.

When Herman starts dating new girlfriend Carin, he initially runs up against tough resistance from her son Brad. Ironically, Herman manages to win Brad over and the two become best buddies...much to Carin's dismay.

After getting refused for an important writing job, Herman goes up to the roof and ends up trapped with a suicidal nutjob, Bob, when a fire breaks out.

When Herman's apartment is robbed, Crawford convinces him to buy a gun for self-defense, but he winds up accidentally shooting Crawford in the chest.

When Herman hosts a Valentine Day's party, everyone gets lucky...except him.

Herman wants to break up with his new girlfriend Ellen, who convinces him to meet her father - things take a turn for the worse when he discovers her father is none other then his boss at Waterton, Mr. Crawford.

While taking a vacation Herman becomes involved with Aurora, a beautiful model. Nothing ever works out for him as usual, though, when Jay and Louise show up with their own rocky relationship and both looking to friend Herman for help and support.

A movie star, who's playing the role of an adventuresome fact-checker in his next film, researches his part by tagging along with Herman.

Herman finds himself attracted to Lil the copy girl, but she doesn't return his feelings.

Herman breaks up with his newest girlfriend Sarah, but sees her a little later and tries to get back together with her.

Waterton's sudden death creates a scramble for power, and to save everyone's job, Herman decides to join forces with Crawford - who then involves Herman in a secret campaing to eliminate the competition for control of the company.

Herman ends up sleeping with the aptly-named Eve, and his ""Head"" personalities get a visit from God, or Herman's image of him...as Leslie Nielsen.

Jay gets a visit from his ex-fiance, who stole his heart, and left him standing at the altar seven years earlier. After talking and spending some time with her, Jay's old feelings for her are rekindled, but the question is: will she break his heart again? When Herman wonders exactly that, he and Jay's friendship is in danger.

Herman is hit by a taxi in an accident and as he lies in a coma his staff friends each remember Herman as they first met him...with each brain character filling in for the emotion the friend first saw Herman acting out.

Herman becomes enmeshed in a web of lies of his own making when Meredith, a former classmate turned woman reporter, shows up to do a "Where are they now?" story on Herman's less-than-stellar life.

Herman's relationship with his brother Stan has never been too good, and when Stan and his fiancee Jaclyn visit, things get even worse when Jaclyn starts hitting on Herman.

After buying a stolen computer, Herman is stricken with guilt and goes to absurd lengths to try and return it.

Herman tries to halt Heddy's wedding because he realizes that she does not love her fiance, and because he realizes that he still has feelings for her himself, and if he doesn't act right away, he may never have another opportunity again.