The Leisure Suit Larry series of adventure games by Al Lowe and Sierra On-line.
Leisure Suit Larry 8, featuring Larry Lovage, nephew of Larry Laffer, the series' original lovable loser. Game released for PC, PS2 and Xbox in 2004.
In Leisure Suit Larry in the Land of the Lounge Lizards (1987), Larry tries to overcome his jerk-isms and lose his "you know what". Remade with 256-color graphics as Leisure Suit Larry 1: In the Land of the Lounge Lizards in 1991.
In Leisure Suit Larry 3: Passionate Patti in Pursuit of the Pulsating Pectorals (1989), you play Larry, trying to find himself in the judges of Nontoonyt Island, and Passionate Patti, searching for the man of her dreams.
In Leisure Suit Larry 5: Passionate Patti Does a Little Undercover Work (1991), Larry fell off a boat cruise and had amnesia, and you have to bring Larry and Patti together while fulfilling Patti's undercover work.
In Leisure Suit Larry 6: Shape Up or Slip Out (1993), Larry wins two weeks at La Costa Lotta Spa.
In Leisure Suit Larry Goes Looking for Love (in Several Wrong Places) (1988) (informally known as Leisure Suit Larry 2), Larry searches for his One True Love instead of just cheap sex.