Predictably

"Alright, let's take this to my place." John told the woman while pointing to his building. She nodded and began to follow him.

"I'm John by the way, what's your name?"

"Amy."

As John led Amy up the stairs to his apartment, he thought about how he would win the bet. John had expected a competition of a sexual nature. Due to his request and the performance he put on, he probably seemed like an easy target. While that was partially true, he had a couple of tricks up his sleeve.

Based on what he knew about Amy so far, she seemed to be a bit of a closet slut. Clothes tight enough to show off her curves, but without the cleavage to make her seem like she was presenting herself, her willingness to except the bet and her sexual competition choice gave John an idea of what to do.

"Make your self at home." John said after opening the door to his apartment. "I just have to do something really quick."

Amy sat on the couch, curious of John's plan. He walked into a separate room for a few minutes.

"I'm ready." John called out. He walked out in only a towel, his fit chest completely bare. Amy's eyes quickly turned from shock to hunger, clearly enjoying looking at John's youthful figure.

"Very nice, but it's going to take a bit more than that to get me going." Amy teased.

John walked towards her. "Well I've got a bit more to show you." John said as he dropped his towel. Amy gasped.

Mere inches from her face was John's flaccid 6'' dick. Amy didn't say anything, just continuing to stare. The situation began to arouse John, who felt his dick growing erect. This served to elicit another gasp from Amy, this time followed by a small moan as Johns fully erect stood in front of her, all 8.5''.

"Well fuck me, it looks like you won." Amy finally said.