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It was now time to inform the girls of their challenge."OK girls, listen up." Bill said as they reached the truck. "We have a challenge for you girls for the drive home. Wendy will ride up front with me. Chris will ride in the back of the truck with Jamie and the little slut. Here is the challenge. We have a 15 minute drive home, whichever guy comes first, the girl or girls who win will be allowed to sleep with that guy in a bed tonight. You will also be allowed to sleep with only one limb restrained to the bed. The loser or losers will spend the night in Cathy's cage. Remember, Chris has already had four cums today and I have had two. It will take some work to get another out of each of us. If you can't get either of us to cum, you will all spend the night tied spread eagled in a different room of the house. Are you girls up for the challenge, or are you too scared you will loose."Wendy looked at the other two girls. It was clear from the look on Cathy's face that she was thinking. She was squeezing her eyes tight, but nodded every time I stopped to make sure she was OK.I touched her cherry with my cock and paused, "This is it. If I got any deeper, I'll pop your cherry. Are you sure about this?"She nodded and smiled, "I'll be OK. By the way, you're pretty big. Are most guys your size?"I chuckled, "I don't make it a habit to size up other guys, but I'm a little bigger than average."She nodded again and I pushed through her cherry. She squeezed her eyes tight and tried not to make noise, but a little moan escaped. I looked at her again and again she nodded.I looked at her and smiled, "It all gets easier from here. Just relax and let me inside. It'll hurt at first, but it'll get better."She laid back and I went deeper inside. Slowly and rhythmically, I went deeper and deeper. She moaned a bit, but insisted that it felt good. She told me to move faster, so I did, but not too much. She was so tight, I thought I'd cum any minute, but I didn't let myself get too.
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