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Chapter 4
by
bobjohnson12
Do we have a deal?
Yes
Jake agreed instantly. As much as he didn’t really want to do anything with his sister, the lust of the situation had taken over. Jake ran over to his bag and took out a condom. He laid down on the bed with hunger in his eyes.
Emma looked at him and chuckled. “No sense being shy now. Take your pants off.”
Jake stripped down but held his hands over his hard cock. It was still embarrassing having his sister look at him in this state. Emma swatted his hands away. “Let’s see what I’m working with. Well, it’s not the smallest I’ve seen.” She said, teasing him.
“Grab your phone and set up a timer” Emma commanded.
Jake did as instructed but hesitated. “Wait, should I put the condom on now?” He asked.
Emma smiled. “I’ll give you an advantage. You can start the timer without the condom on. That way I’ll have to waste valuable time putting the condom on. But I know your a virgin, and I get tested regularly and I’m on the pill, so honestly the condom doesn’t even matter. But leave it up to me.”
Jake nodded, showed Emma his phone and started the timer.
Did Jake win the bet?
The Price is Right
Sometimes, you get what you pay for
Sick of still being a virgin, Jake spends his hard earned money on a hotel room and an escort. Possibly with unintended consequences.
Updated on May 31, 2026
by darkmagi2
Created on Mar 10, 2026
by bobjohnson12
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