Returning from their battle upstate with the Red Skull, Captain America walks Diamondback to her apartment on the Upper West Side. He says, "Well, see you around," and she throws a fit, expecting more after what they’ve been through. He tells her he is not looking for a partner or a girlfriend so she insists they can be friends and tries to talk him into going out for a fun time. He realizes he hasn’t been on a date since Bernie left and cautiously agrees. She gives him her address and phone number and insists he not wear his uniform and assures him she will be presentable as well. As she walks away, he wonders what just happened….
Diamond rushes home and call her pal Tanya (otherwise known as Black Mamba) to beg for help in getting ready. Tanya arranges a hair appointment for her and wonders about this mysterious guy who has Rachel all a-flutter…. Meanwhile, Cap returns to Avengers HQ and has Jarvis help him shop for some casual new clothes. That evening, Steve knocks on Rachel’s door; both are surprised at how normal—and attractive—the other looks, and both are visibly nervous. As they head to a restaurant in a cab, they are followed by Tanya and Cleo (a/k/a The Asp) who are both curious about this date. When they run into a nighttime traffic jam, Cleo scouts ahead to see what the problem is and discovers a police standoff: minor crook Gamecock has his ex-girlfriend hostage and will not listen to reason. Cleo moves into position in the shadows and stuns Gamecock with a venom blast, then heads back to the car, first making sure that Rachel and Steve didn’t notice anything. After dinner Steve and Rachel head to a magic club where the show is interrupted by the petty crook the Trump. Tanya recognizes he is up to no good so sends out a tendril of mist to hypnotize the punk into walking off stage. Rachel, who thought she recognized the mist, assumes it was part of the show along with everyone else. After the show, Steve and Rachel stroll over to see his old neighborhood and he shows her the sights then she takes him to her childhood stomping grounds nearby. Just as they are about to get romantic, a commotion breaks out nearby. A lover’s spat between enhanced wrestlers Poundcakes and Jackhammer threatens some major property damage and Steve is all for stepping in, when a limo pulls up. Out steps the Serpent Society enforcer Anaconda who snatches up the contentious pair and pulls them into the car which takes off. Back at Rachel’s building, the two share a goodnight kiss and part. As he tries to go to sleep, Steve realizes that he has enjoyed himself and that he has been denying himself too many of life’s simple pleasures. But if they are going to be together, Rachel is going to have to give up her life of crime.