In 1969, Dick Grayson attends college as part of DC Comics' effort to revise the Batman comics. Additionally, Batman also moves from his mansion, Wayne Manor into a penthouse apartment atop the Wayne Foundation building in downtown Gotham City, in order to be closer to Gotham City's crime. Batman spends the 1970s and early 1980s mainly working solo, with occasional team-ups with Robin and/or Batgirl. Batman's adventures also become somewhat darker and more grim during this period, depicting increasingly violent crimes, including the first appearance (since the early golden age) of the Joker as a homicidal psychopath, and the arrival of Ra's al Ghul, a centuries-old terrorist who knows Batman's secret identity. In the 1980s, Dick Grayson becomes Nightwing.
In the Golden Age, Batman had a couple of short relationships as Bruce Wayne, such as Julie Madison and Linda Page. He would often flirt as Batman with occasional villains, one of which was Catwoman. The strong influence of Superman's success motivated the creators of Batman to introduce a serious female figure who could eventually become Batman's partner. Thus, Vicki Vale was introduced as an answer to Superman's Lois Lane, but these efforts proved futile as the character couldn't be developed in the right direction. In the Silver Age and in response to various allegations which caused the Comics Code Authority to be created, Batman was given a female counterpart. Batwoman was introduced in an effort to give Batman a much needed female figure in his life, but again, the character became a caricature instead of a serious persona. By the end of the Silver Age, Bruce Wayne started seeing many ladies, with no serious intent of starting a relationship. In the first years of the Bronze Age, Batman had only one romantic interest, Talia al Ghul, but this never became serious as they were often at odds. It wasn't until the mid-70s that some writers started taking Batman's love life more seriously. By the end of this age, various women were introduced into Batman's love life such as Silver St. Cloud, Natalia Knight and Julia Pennyworth; while others were re-introduced, like Vicki Vale and Catwoman.
Harley Quinn: Best known as "The Joker's Girlfriend", Harley has had occasional romantic encounters with Batman, most notably her kiss with him in the episode Harley's Holiday from Batman: The Animated Series. Recently, in the The New 52, there have been a couple of stories in which Harley became infatuated either with Bruce Wayne or Batman. These attractions appear to be entirely one-sided and Batman has shown no signs of attraction towards Harley.
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