After the ferry escape and the events with Stane, Tony feels overwhelmed, both as Iron Man, tracking down the fugitives, and as Tony Stark, dealing with the remnants of the problems Stane caused his company.
That's when an old, unrequited love of Tony's returns: the beautiful and seductive Whitney Frost, a mysterious executive who seems to understand Tony better than anyone. Her presence brings a little calm to Tony Stark's life.
However, not everything in Tony's life can be so simple, when a mysterious assassin, Madame Masque, emerges, responsible for several attacks on Stark Industries around the world, leading Tony on a hunt for her. And as if that weren't enough, a new hero emerges, Wonderman, a charming hero sponsored by Advanced Idea Mechanics, AIM, an organization that is secretly trying not only to replace Iron Man, but to overthrow Tony Stark.
In the end, everything ends up being connected. Making Tony have to face more than just simple villains.