Jack gently put his hands on her bare shoulders, smiling softly at her sad features. Sherry smiled a little at the warmth of his touch, meeting one of his hands. "Hey, it's gonna be okay," he told her. "Just get in my pants!" Sherry's brow narrowed in confusion, bewildering Jack for a moment. "Oh, oh my god no. Not like that. I mean, you can wear my pants. The lower half seems to be the skimpier part, so if you do wear these then we should be okay!" He started to undue his belt as he was talking.
A smile welled up on Sherry's face. "You'd do this for me? You're not embarrassed?" she asked as the pants hit the floor with a jangle.
Jack awkwardly tried to pull the pants down over his shoes while standing before resigning himself to sitting on the floor to do it. "Well, it's a little embarrassing, but my boxers cover everything important. As long as nothing too arrous- err, exciting happens, I should be okay." He successfully removed the garment and handed them up to her. She took the pants and turned her back on him, as she slid on leg after the other. Jack was given a rather impressive show of her behind and felt his manhood stirring. He felt a sudden cold air on the tip- these boxers had lost their button, he thought with a wave of terror. If he gets aroused, his penis is gonna stick clean through!
"Ta-daa," Sherry announced as she whirled around, "what do you think?!" Jack did his best to obscure his genitals with the bottom of his blazer. Judging by her reaction, she hadn't noticed.
"Well, they're a little big on you but I guess that's what the belt is for. It works though! You look like Frankenstein's Bride's Sexy Accountant!" Sherry beamed at this remark, leaning over and giving him a quick peck on the cheek.
"Jack, you are a life saver. Come on, I owe you a dance." She took his hand in hers and began to pull him towards to door.
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