Nailing the Teenage Babysitter’s Ass, a short story by ianfar. Date added: 2012-04-29. Times viewed: 23366.
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- Intro: A teenage babysitter submits to the fantasies of her employer and lets him fuck her ass. anal rim M/F
Mr. Bishop watched as Carrie walked up the front path to his house. The teenager looked even more little girlie than usual, with her hair up in bunches and the little pink skirt showing off a huge expanse of her toned legs. Mr. Bishop couldn’t help his thoughts jumping to the little white panties below the skirt. He was pretty sure they would be white. Carrie had a habit of wearing short skirts and it meant she flashed her panties on occasions. Mr. Bishop had seen up her skirt a few times and the panties had always been white.
Carrie had been babysitting for Mr. Bishop for around a month and in that time his fantasies about her had grown ever more dirty. The teen girl was petite and Mr. Bishop towered over her. He often thought of what his hard cock would look like with her little fingers wrapped around it. He had wanked himself to the thought of it so often over the last couple of weeks that he was becoming desperate to find out what it was like in reality.
His other big fantasy about Carrie was fucking her ass. The image of bending her over and sliding the short skirt up to reveal the little white panties was a huge turn on. The thought of peeling the panties down from her ass and fucking it was even more exciting. The doorbell rang and Mr. Bishop tried to calm himself as he went to let his babysitter in.
“Hey Mr. B, how are you,” said Carrie when he opened the door. The teen girl’s smile was gorgeous and Mr. Bishop felt himself getting hard.
“Yeah, I’m good. Come on in,” he answered. “Grace is in her bedroom. She wants to show you something I think.”
“Cool,” said Carrie and moved to the stairs. “I’ll just go up.”
“Sure,” said Mr. Bishop. “I’ll get going. I should be back around 10pm.”
“Okay dokay,” said Carrie. “I’ll see you then.”
Mr. Bishop stood at the bottom of the stairs and watched the teenage girl walk up. She was only a few stairs up when he could see up her skirt. Fuck, thought Mr. Bishop, little white panties as usual. His eyes were glued to the teen girl’s ass as she climbed the stairs and his cock really sprang to attention.
Carrie looked back as she reached the top of the stairs. Mr. Bishop turned to leave, but wasn’t sure that he had moved quickly enough and wondered if the teen girl had realized what he was doing. He tried to put the thought out of his mind and calmed himself as he went to enjoy his night out.
When Mr. Bishop finally got back home, he first went to check on his daughter. She was sleeping soundly and he went back downstairs to see Carrie and pay her. He could hear the television playing as he walked to the lounge, but when he got inside he saw Carrie lying sleeping on the couch.
Mr. Bishop’s eyes opened wide as he took in the sight of the teen girl lying on the couch. She had obviously slid down from a sitting position and her skirt had ridden up to her waist. Her little white panties were completely on view and Mr. Bishop immediately felt himself getting hard. He quietly walked to the end of the couch and his eyes grew wider. Sliding down the couch had pulled the teen girl’s panties tight against her body and Mr. Bishop could clearly see the outline of her pussy lips through the material.
Fucking hell, he thought, that is gorgeous. He moved closer to get a better look and could feel his heart racing at the beautiful sight of the teen girl’s pussy. He almost jumped out of his skin at the sound of the voice.
“Enjoying the view?” asked Carrie.
Mr. Bishop looked up at the teen girl’s face and saw her eyes open and looking at him.
“Umm…, I was, I…,” Mr. Bishop started.
“You were looking at my panties,” finished Carrie. “Just like when I was walking up the stairs. And what do you think my parents will say when I tell them?”
Shit, thought Mr. Bishop, as the panic ran through him. “Are you going to tell them?” he asked nervously.
“Maybe,” giggled Carrie. “Or maybe I will use this situation to my advantage.”
“In what way,” asked Mr. Bishop.
“Well, you have seen my underwear,” continued Carrie. “Maybe if I saw yours we would be even.”
Mr. Bishop grinned, not believing his luck at the way things were going. “That seems fair,” he said. He reached for the button on his pants and released it, then pulled down the zipper and let his pants slide to the floor. He heard the teen girl’s intake of breath as she saw the hard bulge in his pants. “Will I keep going?” asked Mr. Bishop.
“Oh fuck yes,” whispered Carrie.
The teen girl got up and walked across to Mr. Bishop, dropping to her knees in front of him. She watched closely as he hooked his thumbs into the side of his boxers and slowly pulled them down. Carrie’s intake of breath was sharper this time as she saw Mr. Bishop’s hard cock spring to attention in front of her face.
“Oh jeez that’s nice,” she said quietly, more to herself than to Mr. Bishop. He felt the anticipation as he saw the teen girl reach out to him and his fantasy about seeing her fingers wrapped around his hard cock finally became a reality. His cock looked huge in her small hand and it gave him a massive thrill.
Mr. Bishop moaned as the teen girl stroked her soft fingers up and down his hard shaft. She brought her face close enough that he could feel her hot breath on him and his cock throbbed hard. Carrie slid her tongue out and licked it around the head of the cock, making Mr. Bishop moan louder. He quickly grabbed her head and pulled it onto him, watching as Carrie opened her mouth to let him fuck his hard cock in. Mr. Bishop drove his cock in deep, enjoying the sensation of the teen girl’s soft lips stroking along the length of his hard shaft.
He thrust his hips towards her, but the teen girl put her hand against his abs to stop him. She looked up into his eyes as she started to slide her lips back and forward along the cock, building up a little speed. Mr. Bishop just closed his eyes and enjoyed the blowjob.
“Oh fuck,” he finally moaned. “You don’t know how much I have fantasized about this.”
Carrie slid her mouth of the hard cock. “Oh yeah,” she said. “What else do you dream of doing to me?”
Fuck, this is unbelievable thought Mr. Bishop, a huge smile forming on his lips. “Well,” he started then hesitated.
“Tell me,” demanded Carrie. “I want to know.” She grabbed Mr. Bishop’s cock hard. “Where do you think about sticking this?”
“In your ass,” said Mr. Bishop, watching for the teen girl’s reaction.
“Oh fuck, you really are a dirty pervert,” giggled Carrie. She looked up at Mr. Bishop. “Do it.”
Mr. Bishop didn’t need to be told twice. He quickly grabbed the teen girl and lifted her to her feet. He led her across to the couch and pushed her down, so that her knees were on the floor and her body lying face down across the couch. The teen girl was breathing heavily and she was obviously turned on by the idea of having her ass fucked. Mr. Bishop got onto his knees behind her and slid his hands up the back of her thighs, pushing the skirt in front of them until the little white panties were exposed. He ran his fingers over the rounded cheeks of her ass, stroking them through the material of her panties.
The soft moans that escaped from Carrie’s lips were a huge turn on and Mr. Bishop was suddenly desperate to see the teen girl’s naked ass. He grabbed the top of her panties and roughly pulled them down to bring her ass into view. Carrie started to moan louder as she felt her ass cheeks being spread wide. She squealed as she felt Mr. Bishop bend down and lick his tongue hard across her tight, puckered hole, making it wet. He worked his tongue around the rim and into the hole, spreading the wetness around and getting the teen girl ready.
Mr. Bishop dropped some spit onto his hands and worked it around the head of his cock, before placing the tip of the hard shaft right on Carrie’s asshole. She groaned as she felt the pressure being applied. The hard cock pushed forward and she felt her ass resisting. As the pressure increased the resistance lessened and Carrie moaned in pleasure as her ass finally popped open and the head of the cock slid inside. Mr. Bishop stirred the hard shaft around working it in deeper and deeper.
Carrie buried her face into the couch at the delicious sensation of her ass being filled. She pushed back against Mr. Bishop and finally felt his body press against her ass as she took his full length.
“Oh fuck, this is so dirty Mr. Bishop,” she moaned.
Mr. Bishop just grunted in response as he felt the tightness wrap around his cock. He started to fuck Carrie’s ass. He began slowly, trying to control himself so that he could enjoy the teen girl’s ass as long as possible. The feeling of his cock sliding in and out the tightness was a massive thrill and he could feel the pressure building in his balls. The teen girl started to push her hips back against him to meet his thrusts and it increased his excitement. The whimpers coming from Carrie as her ass was pounded were a massive turn on as well and pretty soon Mr. Bishop gave up the idea of controlling himself.
The excitement overwhelmed him and he felt his balls tighten up against his body as they got ready to give up their load. With one last hard push inside the teen girl, Mr. Bishop held his cock deep inside. He let out a groan as his sticky cum suddenly flooded the teen girl’s ass. He grabbed her hips and tried to pull himself deeper inside her ass, feeling his cock jerk again and again as it unloaded.
Mr. Bishop didn’t stop thrusting forward onto the teen girl until his ball were completely drained of their load. He pulled out and spanked his hand onto Carrie’s ass, making her squeal. The teen girl reached behind herself and played with her tight hole, feeling the cum seeping out onto her fingers. Her breathing was ragged and it took her a while to calm herself.
“Oh fuck that was really dirty,” she finally giggled. “What other fantasies do you have?”
Mr. Bishop laughed. “Don’t worry, I’ve got plenty more ideas for your tight teen body.”
Carrie giggled louder. “Fuck, I get the impression I am going to be turned into a babysitter slut from now on.”
“Oh yes,” said Mr. Bishop. “You can count on that.”
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