While Biff was desperately trying to figure a way out of the strange and unexpected predicament he found himself in, Leonard was already entering a house just across the street. He then made his way to a bedroom, one obviously belonging to a girl. In fact, it was a girl that he had fantasized about ever since she had moved in across from his house five years ago. But she was part of the popular crowd and would never be into someone like him. That didn't stop him from fantasizing, though.
Melissa Smith continued to sleep, totally unaware that the fat unshaven nerd from across the street was now in her bedroom, rummaging through her lingerie drawer. If the cheerleader had been awake, she might have been thoroughly disgusted at the sight. But as it was, she paid it no heed. And as for Leonard, he didn't really think twice about what he was doing. Of course, that was because he was in a trance and wasn't really thinking at all. But even if he was fully awake, having the opportunity to just touch Melissa's underwear ... it was a dream come true. But what he did next wouldn't be. He didn't just touch the bra and panties. He put them on! They barely fit on his fat body, even ripping in places, but he continued to put on her clothing, not caring one bit.
It was around this time when Melissa woke up and got out of bed, dressed in just a bra and panties, then left the bedroom, and then the house. She didn't notice Leonard putting on one of her halter tops (which didn't fit him very well). Her mind was focused only on one thing - finding new clothing. It was the only thing that mattered.
Once Leonard had somehow, but uneasily, crammed his feet into a pair of Melissa's heels, he finally snapped out of it. Finding himself in an unknown bedroom, but one that obviously belonged to a girly teenage girl, was the least of his worries. Ripping sounds made him look down and that's when he noticed that he was wearing girl's clothing! He got red in the face with embarrassment. Then something caught his eye. He looked out the window and saw his house across the street. "I'm in Melissa's house?" His eyes went wide. "I'm in her bedroom?"
Yeah, and wearing her clothing too, apparently. He always fantasized about getting closer to her, but this wasn't what he had in mind!