Dolly, Chapter 10: Cherry Popping

Dolly finally achieves her goal, and is left sore but satisfied

10: Cherry Popping

Dolly had to wait another three days before finally losing her virginity to her Master.

She had been left in her cage alone that day. Today’s films were all threesomes. Her latest novel was boring, but she had nothing else to do. Other than watch the nonstop porn and touch herself.

Finally, she had no idea what time but it had to have been late, the outer door opened. It was Mistress. She smiled at Dolly, holding a leash.

“Come. You will be spending the night with your Master. And me.”

Suzy led Dolly up stairs and into the wing of the house reserved for Master and her. Suzy’s suite was large, tastefully decorated but luxurious. Suzy helped her to shave herself, then shower. Suzy dried Dolly’s hair, putting it up in a pair of pigtails. Dolly was given a set of pajamas, soft cotton, pink with stars and teddy bears. She also was given a white teddy bear. Puzzled, Dolly nonetheless asked no questions.

Finally, she was ready for bed, and Suzy led her, this time without leash or collar, a picture of innocence, to Jeff’s part of the wing, through a large parlour, then into the bedroom.

The bedroom was huge. The bed could hold at least five, the hot tub four. There was an area set up as a small gym, a seating area, and glass doors leading to a private patio. Jeff was waiting on the bed, nude.
He watched as Suzy led Dolly into the room and to the foot of the bed. Suzy undressed, then got in bed, and they called Dolly to climb into bed between them. She was so fucking cute, he thought.

When Dolly was in settled between them, Jeff smiled. “Tonight, Dolly, you’re going to call me Daddy and you will call Mistress mommy. Do you understand?”

Dolly nodded. “Yes, Daddy.”

“Good girl. Now, close your eyes.” When Dolly complied, he ordered her to play with herself, keeping her pajamas in place.

Dolly obeyed. One hand slipped into the pants, one up the shirt. She worked slowly, getting her pussy wet. Jeff could see her nipples tenting the tops. Her breathing became quicker, and now and then she moaned.
On the other side of her from Jeff, Suzy had taken out her favorite toy, a large flesh colored dildo with balls. She fucked herself with it, using her other hand to rub her clit in circles as she, too, watched Dolly perform for them.

“Are you going to fuck me tonight, Daddy?”, Dolly asked between moans, her fingers buried in her own twat.

“Yes, Dolly. But first, cum for me.”

Dolly worked herself to orgasm, squealing in pleasure and excitement. When she came down, Suzy pulled the toy from her cunt and placed it on Dolly’s lips. Dolly licked and sucked on it, looking at her. When Suzy pulled it back, Dolly said, “Thank you, mommy. You taste so good.”

In reply, Suzy got down between Dolly’s legs, pulling her pajama bottoms down just enough to expose her smooth pussy. Jeff put her teddy bear in Dolly’s hands and told her to hug it. Suzy began to gently eat Dolly’s bald cunt, licking and sucking and stroking. Jeff laid next to Dolly, stroking her hair and watching her as she grew closer.

“It feels so good, mommy,” she said. “I love when you eat my little pussy.”

Jeff knelt next to Dolly’s head and put his cock to her lips. She opened her eyes and looked up at him, her lips parting to take his manhood in her small mouth. He began to fuck her mouth with short strokes, not pressing deep, enjoying the warm wet tongue as it slid over the head of his cock.

Dolly began whimpering as she Suzy got her close. The muffled sounds felt great on Jeff’s dick, and when she began to convulse in orgasm, trying to scream around his cock, it nearly sent him over the edge.

Suzy pulled Dolly’s pajama bottoms off, and pushed a pillow under her hips. She switched places with Jeff, as Jeff positioned himself, Suzy reached down and spread Dolly’s pussy lips open.

“Please, fuck me, Daddy. Make me your little slut.” Dolly had definitely picked up a few things from all the movies she had watched.

Jeff slid the tip of his dick up and down over her hairless slit, getting it nice and wet with her juices. He began to push in, slowly, relishing each and every millimeter of her virgin pussy. More than a foot shorter than him and half his weight, her cunt was so fucking tight for his thick dick. She breathed in sharply as he pushed inside.

He did not pause to let her get used to it. Her tunnel gripped his dick hard as he went in further. He felt the resistance of her hymen, and pushed firmly, feeling it break before the invasion of his cock. She stared up at him and gave out a short cry of pain.

“Shhh, honey”, Suzy told her. “Relax. It will start to feel better.”

Jeff kept pushing in until her was fully inside her tight little cunny. As he began to fuck Dolly with slow strokes, Suzy reached under her top and played with one of her breasts, the other covered by her teddy bear as she continued to hold it tight. Dolly’s free hand slid down to her clit, rubbing it in circles as her virgin pussy was fucked. Her whimpers of pain turned quickly into gasps of pleasure.

“Fuck me, Daddy”, she moaned.

Her cunt gripped Jeff tightly, making wet squishing noises with each stroke. His thrusts got stronger. The combined sensations, her adorable innocent face staring up at him, the sound of her moans and occasional “Fuck me Daddy”, and especially the feel of her pussy, even the scent of her, were pushing him close.

Then she came. Her already tight cunt clamped down on his cock, and she yelled out in ecstasy, finally getting to feel what it was like for her pussy to be full as she orgasmed. Jeff could not hold back, gasping as he filled her deflowered pussy with his seed.

“Good girl, Dolly”, he panted when he was done.

“Thank you, Daddy. Thank you, Mommy”, she answered.

Later, as they lay in bed, Dolly in the middle, she asked, “Master? What if I get pregnant?”

Jeff and Suzy shared a light laugh. “You won’t, my Dolly. I took care of that years ago. I had a vasectomy. Otherwise…”, he laughed again, “I’d have a hundred kids by now.

The next morning, Jeff woke up at 6:00 sharp, as usual. Also as usual, he had a case morning wood. He woke Dolly, curled up next to him in her pajamas, and said, “Mouth”, pushing her sleepy head gently but firmly down while keeping her feet up by his head.

Dolly, yawning but obedient, opened her mouth and took her Master’s rigid cock into her mouth. As she bobbed up and down, his hand went to the back of her head, pushing her deeper, and deeper, and deeper. His cock pushed through the resistance at the back of her mouth, forced it’s way down her throat until her nose was on his scrotum. Holding her there, he began fucking her throat with short stabbing thrusts of his hips. Dolly’s squirms woke up Suzy.

“Having fun?”, she asked, rolling over.

“Grab the lube for me, please”, he answered with a grin.

Dolly was beginning to thrash, unable to breathe, suffocating on cock, when Jeff released her. As she caught her breath, Jeff rolled her onto her back, pulling her pajama pants down to her knees. Suzy moved to sit by her head, her knees to either side of her, and held her legs back while Jeff lubed up his cock and her tight little hole. Jeff looked at her cute face framed by her legs and pajama pants. He put his cock to her sphincter and began to push.

The resistance seemed insurmountable at first, despite the lube. Then his cock slipped inside, opening her asshole wide as she let out a shriek. Suzy shushed her, stroking the girl’s hair and cheeks as Jeff began to fuck her ass. Dolly continued to whimper in pain as her tiny hole was stretched by Jeff’s thick member. Jeff stared into her eyes as he sodomized her, turned on by her pain and that slight bit of fear when one is forced to do something new.

He did not last long. He pulled out, his cock shooting even before he had withdrawn from her ass. Her cute pajamas were soiled with his cum, a couple shots reaching her chin and mouth.

Jeff lay back as his cock went limp. Suzy stroked Dolly’s face, wiping away the tears of pain as Dolly pulled up her pajamas. Then, Dolly did without being told what she had seen several girls do after Master used their pussies, or their asses. Shifting around, she pulled her Master’s cock, slick with the lube and her ass, and began to suck it clean.

Jeff stroked her red hair, letting her finish. “That’s my good Dolly. My good Toy.”

The end