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Baby-Sitter Gets Deflowered

"Sometimes, that once in a lifetime event just happens when you least expect it."

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Famous Story
My wife and I hired the neighbor’s seventeen year old daughter to baby sit our son. Cathy was a cute girl and although I secretly admired her high school cheerleader-like body, I knew better than to even look in her direction.

It was around eleven when we got home and the lights were off in the living room. The glow of the television was the only thing lighting the room. Betty, my wife, was a bit on the tipsy side as we stumbled in, so she headed straight for the bedroom.

I stepped over the couch and in the glow of the television light, I nudged Cathy with my hand, patting her shoulder. It was then that I noticed her hand was positioned inside of her shorts, which were unfastened and unzipped. Cathy turned from laying on her side to laying on her back, her eyes still closed and her hand still buried deep inside of her shorts. I watched as she moved her arm back and forth, her hand buried inside of her unzipped shorts.

The sight of her pleasuring herself made me horny.

I leaned down and whispered her name.

“Cathy.”

She moaned softly and then I watched as her eyes fluttered opened. Suddenly, she knew she had been caught in an unflattering position. She quickly withdrew her hand from her shorts.

“Oh my God, I’m sorry,” Cathy exclaimed, propping herself up on her elbows.

“I feel asleep,” Cathy added.

“No big deal,” I replied.

“What time is it?” she asked.

I told her it was just a few minutes after eleven. Cathy swung her legs around and sat up on the couch. She discreetly zipped up the open fly of her shorts without saying anything.

“Do you want me to walk you home?” I asked.

Cathy rubbed her eyes and looked around, like she was trying to get her bearings.

“No,” she replied, looking around, “I think I am fine.”

Cathy stood up, as I flipped on an end-table light. The top button of her shorts was still unfastened and she made no attempt to fasten it. She put her arms straight out to her sides, and then over her head, to stretch, her tight fitting t-shirt giving me a quick shot of her flat abs.

“You can stay the night,” I remarked. “I’ll get you a blanket.”

“Are you sure?” Cathy asked. “I don’t want to be an inconvenience.”

I assured her there was no inconvenience and I asked if she thought her mom and dad would mind.

“They trust me,” Cathy responded. “Sometimes, they leave me at home alone for days at a time while they go off on trips.”

Cathy sat back down on the couch. I sauntered off to the hall closet and grabbed a blanket and some pillows for her.

When I returned, I immediately noticed Cathy had jettisoned her shorts and she was clad only in her pink undies and t-shirt, her feet propped up on the coffee table.

“I was going to say ‘get comfortable’,” I remarked as I placed a blanket and two pillows on the couch, “but . . ."

Cathy smiled.

“Maybe you should get comfortable as well,” Cathy remarked.

I had two wine coolers in me and a mixed drink. I was horny. But I knew better than to try and mix it up with a seventeen year old.

“Sorry Cat,” I replied, “As much as I’d like to, I better not.”

She stuck out her lower lip in a faux look of sadness. I smiled and sauntered off to the bedroom. I slipped into bed beside my wife of fourteen years. As I pressed myself up against her, she moaned softly and then I listened as her deep raspy breath turn into a snore. Well crap! I was horny and she was out like a light.

I turned on to my side. I tried to put our baby-sitter out of my mind, but the more I tried and the louder my wife’s snoring, the more frustrated I became. I turned and slipped my hand around my wife, only to be rebuffed.

“Go to sleep,” she said. I couldn’t. Her snoring became louder and more pronounced.

Now normally, when things like this happen, I’d just retreat to the couch, but since the couch was occupied, I decided to retreat to our spare bedroom. I slipped under the covers. I did my best to try and forget about our baby-sitter’s tease. I closed my eyes.

I was just about asleep, when the bed creaked. Half asleep, I was happy my wife had come to her senses and was now ready for some serious making out.

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I had tried all evening to put her in the mood and told her how I would ravish her when we got home.

I felt her hand on my crotch, rubbing at my rock hard cock, through the fabric of my boxer shorts, as she pressed her body up against mine.

“Close the door,” I whispered. “No use in frustrating our baby sitter.”

I listened as the door closed.

The bed creaked again as she rejoined me. This time, she wasted no time in digging past the waist band of my boxer shorts, stroking my cock. I pulled my boxer shorts off to give her free access to my rock hard cock.

She slipped under the covers and I turned on to my back. As she slipped my cock into her mouth, I grabbed her head. It was at this point, that I very quickly realized that it wasn’t my wife who was going down on me, but the babysitter.

I yanked the covers off of us. Even in the darkness of the room, I could tell Cathy was totally naked. My cock was buried deep inside of her mouth and she showed no sign of stopping.

I started to protest, but Cathy shut me off.

“Hush!” she said, “Just enjoy it.”

I closed my eyes. After a few minutes, Cathy disengaged and quickly positioned herself, her knees astraddle my hips, her pussy right on top of my cock, her hands planted firmly on my chest.

“I’m on the pill,” Cathy whispered.

“Are you a virgin?” I asked. I don’t know why I asked, but I did.

Cathy lowered herself on to my lap, my cock pressing against her vagina.

“Not for long,” Cathy responded. She raised her hips slightly. She took my cock in her hand and brushed it along the outside of her vagina. She slipped me inside of her, and then attempted to lower herself on to me. My cock tapped the resistance de-force and she stopped.

She took a deep breath and exhaled.

“Do it,” she said. I took her hands in mine and put them over my head.

“Push!” I said.

She grimaced as my cock broke through the thin barrier and her pelvis came crashing down on mine. She sat still for the longest time, my eight inch cock filling her small opening.

“Are you okay?” I asked.

“Ohhh yes!!!” she exclaimed. “”This feels sooo goood!”

I moved my hips in a slow circular motion, as best I could, and she matched my movements. I placed my hands on her hips and had her move up and down, my cock pressing against her labia and clit.

“Oh! My Gawd!” she whispered breathlessly. I couldn’t hold back. I flipped her on to her back and jammed my cock inside of her tight pussy. She dug her fingers into my shoulders and closed her eyes as I pummeled her pussy. I could feel her body tighten as the first orgasm struck and she clawed at my shoulders.

“Breathe!” I whispered.

She placed the bed sheet into her mouth in an attempt to muffle herself. I shot my load deep inside of her, as she shook and her entire body trembled. She wrapped her legs around my waist in a vice-like lock, with my cock buried deep inside of her.

Finally, after a few minutes, I went limp. I placed my lips on hers and our tongues probed the inner confines of each other’s oral cavity. We kissed for the longest time, even past the point where I slipped out of her.

I asked her again if she was okay and she assured me that she was fine.

I slipped out of the bed and slipped my boxer shorts back on. The small of sex filled the guest bedroom. I used a wash cloth in the guest bathroom to clean up and then tossed it in the washer. Before slipping off to re-join my wife in our bed, I leaned over and kissed Cathy on her forehead.

“Thanks,” she replied.

I slid back into my own bed. My wife was still very much asleep. I curled up next to her and listened while she snored. 

The sunlight coming in the bedroom window woke me up. I was in bed alone.

I put on my jeans and a shirt and strolled out to the kitchen. Cathy was sitting at the dining room table, sharing a cup of coffee with my Betty. Both smiled as I approached.

“Thanks for letting me spend the night,” Cathy remarked.

I sat down at the table.

“No problem,” I replied.

Betty smiled. “You know, you're our favorite baby sitter.”

She had no idea as to the level of truth in her statement. 

Published 
Written by CommunicationDirectr
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