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Chapter 6 by CLITaurus CLITaurus

Which of Jessica's holes should Billy tackle first?

Take her cherry, but pleasurably.

He didn’t want to hurt her. He decided to try an experiment to see how much control he had over her.

“Any pain I cause, you will feel as pleasure” he thought at her and then reached around, put his hand inside her bra cup, took hold of her nipple and pinched it hard. Jessica gasped.

“How does that feel?” he asked.

“Good.” She whispered “How did you do that? When I pinch my nipples it hurts, but when you did it I felt a jolt of pleasure wash across my breast and down to my pussy.”

Billy smiled. So far so good.

He reached around with his other hand bringing his face down close to hers, put one hand on each breast and then pinched and twisted both her nipples.

“OH GOD!” she groaned “That’s incredible. It feels so good!”

“Good” Billy whispered “I want to give you pleasure. Which is why I’m going to make sure your first time is the most pleasurable thing you’ve ever felt.”

“Really?” asked Jessica, obviously not convinced “I thought loosing my cherry was supposed to hurt.”

“And it would, usually.” Admitted Billy “But I know a secret. Do you trust me?”

“Yes” said Jessica.

Billy positioned his cock at the entrance to Jessica’s virgin cunny. It was wet and warm. Billy placed his cock head as far inside her as he could and then, taking her waist in his hands he pushed into her and pulled her back onto him hard. He felt her hymen rupture and as it did Jessica cried out in what, at first Billy was afraid was pain until Jessica started repeating “Yes, Yes, Yes”

Jessica’s cunt was so warm, wet and tight that Billy knew he wouldn’t be able to hold out for long. He leaned forward and pinched Jessica’s nipples again intensifying her pleasure as much I could without obviously marking her.

Just as he felt his climax boiling up he thought to Jessica “When you feel my cum you will orgasm too, harder and more pleasurably than you ever have before.” And as his spunk shot deep into her virgin womb Billy felt Jessica’s body stiffen and her cunt spasm as she let out a series of soft screams.

Once they were finished Billy pulled out and cleaned Jessica’s blood off his cock with some paper. Jessica began to clean herself gasping as she touched her tender slit which, from the looks of it, was still giving her pleasure even now that Billy was no longer the direct cause.

“Interesting” thought Billy.

What does Billy do now?

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