You and Carrie's former boss, Gary

Thinking she was lying, you thought about the person Carrie was most likely to reject: Your old boss Gary. He was kind of fat, he was in his 50's, and he was the epitome of a dirty old man.

"Gary," you say, looking her in the eyes.

A momentary look of disgust flashed across her face before she regained her composure. "Gary? Like our old boss? Wow, you are a total perv. You know he would love it so much, too." Carrie knew that Gary had a thing for her. He wasn't exactly subtle with the way he stared at her ass, and he had made many inappropriate comments about her appearance, ranging from how pretty her hair was, to how tight her shirt was, and he even told her once that she had "delicious" toes when she came to the restaurant in sandals on her day off. "I'll do it, if for no other reason than to show you I'm not kidding around," she said confidently.

What Carrie didn't know was that before you were together, she was a frequent topic of discussion between you and Gary. He used to send you pictures from her Instagram that he jerked off to and would tell you all sorts of things he wanted to do to her. You didn't judge, because you were also jerking off to her Instagram, but he took it to another level when he starting taking pictures of her at work and posting them on pervy message boards online. Even when you started dating, Gary still would ask how she was in bed and what she let you do to her. Once, when you and Carrie were in a week-long fight, you agreed to sell him a pair of her panties, a pair of her socks, and a pair of her tights for $200. If he were to get his pervert hands on her, it would be the best night of his life.

"How should we go about this?" She asked expectantly.