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She did all the wrong things.

She punctuated the last words of her sentence by firmly pushing her thumb against David's ass. He yelped into the gag as the tip of her digit forced the resisting iris of his ass open.

"Now, I hope you can see how right I am. No matter how hard you fight me, I am still going to get what I want." Penny said as she pulled the tip of her thumb from between his cheeks.

David knew that she had not given up, and did not jerk when her thumb returned with a fresh coating of slippery gel. He tried to relax as she rubbed her thumb against the tight opening of his ass. He concentrated on breathing and tried to take his mind off what she was doing, but could not ignore the warm touch of her finger as she drew soft circles on his relaxing hole. He had never let anyone play in that area before, and could not deny how pleasurable the sensations were.

Penny continued to work on David for the next few minutes, and he did not even flinch when the pressure of her thumb increased, and she began dipping the digit into his now relaxed hole. David gasped more from surprise than anything else when she slipped her full thumb in his ass, and shivered when she continued the same spiraling massage along the walls of his virgin anal chute.

"There we go. I bet that feels good, doesn't it?" Penny asked rhetorically as she continued to finger David's ass. She moved her other hand to join the one pressed between his cheeks. She slid her second thumb along the first and slowly began slipping into his ass. David was soon feeling full and stretched, but his relaxed sphincter easily accommodated the second digit. Penny began rotating both thumbs in opposite directions, and David began to shake from the sensations. His cock was oozing a steady stream of clear liquid that was creating a small puddle on the bed.

Penny continued for a few more minutes before she slid one, and then the other free from David's relaxed hole. His hips bucked at the sudden emptiness and he groaned loudly into the gag. He was so overcome that he did not notice that Penny had not moved from her position, and quickly silenced when he felt the rounded tip of something pressing against his now willing nether-hole. The object felt well lubricated, and the tip easily glided past the compliant muscle. The object became wider as it went, and just when it threatened to become uncomfortable, it became thin and the object popped into his anal passage.
David groaned, as what he could now tell was a butt plug filled his rectal canal. He felt full, and the weight of the plug pressed against his prostate, causing his cock to jerk and leak even more of its sticky syrup. Penny gave his cock a few soft strokes before pulling away from the bed.

"When I'm right, I'm right." Penny said with a chuckle as she walked around to the side of the bed. She ran her hand down David's exposed back, and came back damp from his perspiration.

"I knew you'd enjoy it, but don't tire yourself out, the night is still young and there are plenty of things to do. I'm trusting that you will play nicely now, so I am going to remove your gag. Do we have an understanding?" Penny asked David, who was watching her from under a sweaty brow. He weakly nodded, and lie still as she unfastened the leather strap from behind his head, and pulled the piece of cloth from his mouth. David worked his stiff mouth and ran his tongue over his lips. He could still taste the remains of her orgasm.

"I'll give you a drink before we continue. I took the liberty of having a bottle of champagne delivered. I'll split the bill with you." Penny said nonchalantly. David knew that she may have removed the gag, but also that she had no plan of releasing him yet. He waited as she left his view, and she quickly returned with a bottle of champagne. It was an expensive brand, and he wanted to yell at her for clearly charging it to his room, but quickly rethought the idea.

Penny climbed onto the bed and slid down in front David, positioning his head between her legs.

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