The Babysitters

justabrick

Literotica Guru
Joined
Aug 22, 2006
Posts
1,286
John Costa
41 years old
fit, trim build

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The first time John saw Cassidy, greeting her at the door to his house at 6pm sharp, as his wife and he left for the evening, he was stunned by her attractiveness. But at that point, that's as far as his thinking went. He was married, after all, and she was merely a high schooler. Any thought beyond that was simply not appropriate. As dinner with his wife continued, however, John's mind kept flashing images of her, snapshots of their brief meeting- her hair, the thin cotton tank top she wore, the curve of her body... the thoughts came and went in waves, distracting John from the evening for the briefest of moments.

Arriving back at the house, John and his wife found Cassidy on the couch, watching a movie. After confirming that the evening went smoothly, John offered to drive Cassidy home. The evening was cold, and though she lived on the border of walking distance, it was better to be safe than sorry, he reasoned. Alone with Cassidy in the car, the radio murmuring in the background, John could feel his thoughts returning to Cassidy's form, though now she sat beside him.
 
http://i1210.photobucket.com/albums/cc402/w0nder4/01.jpg

Name - Cassidy Walters
Age - 18
Height - 5'9
Weight - 115 lbs

Cassidy is a tall, slender blond, with perfect legs, golden tan skin and small perky breasts. She is extremely athletic, having trained for years as a gymnast. She loves the beach and enjoys surfing.


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Cassidy was laying on her stomach on the Costa's couch watching a movie when they returned home. With her bare feet playfully swinging in mid air above her, the teenager glanced back over her shoulder at the couple. She realized almost immediately that from where Mr. Costa was standing he could probably see up her skirt. The thought didn't bother her at all, if anything, it actually turned her on a little bit. Mr. Costa was most definitely her type, older and married.

After briefing Mrs. Costa on how the evening had gone, Cassidy picked up her flip flops from beside the couch and her big, over sized bag and waited by the door for Mr. Costa who had agreed to give her a ride home. She was sure that noticed him glancing her direction more than once, his eyes on her legs and her breasts, rather than her face.

Soon they were in his car, pulling out of the drive way into the quiet suburban street. Cassidy was sure that she felt a tension in the small confines of the car, and she found herself wondering if the middle-aged man felt it as clearly as she did. It wasn't something that was necessarily new for the attractive teen. Most older men she knew were attracted to her, or at least seemed to be based on how frequently she caught them checking her out. It took her a moment to realize what made this situation so different, so much more charged. It was because they were alone together. It was rare that she was ever alone with a middle-aged man. Teachers, coaches, neighbors...there was almost always someone around. But as they drove slowly toward her house, Cassidy realized that she was completely alone with Mr. Costa. Anything could happen, and that thought excited her.

The teen glanced over at the handsome, fit man wondering if he had noticed that as she shifted in her seat, her skirt had ridden up slightly, revealing a significant amount of her long, tan legs. She shifted a bit more, intentionally forcing her skirt even higher, curious to see what effect it might have.

"This is a really nice car, Mr. Costa," Cassidy commented, turning her head slightly toward the side window to give him an opportunity to sneak a peek at her legs if he wanted to.
 
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"Oh, gosh, call me John." he laughed, a slight edge of nervousness in his breath as his eyes caught sight of Cassidy's tan legs, exposed to the cool air. "Yeah, this was a pretty nice find. It's got a lot of roo-" he stopped short. He had turned to look at the spacious rear of the car, but found that his hand had found Cassidy's, its edge grazing her outer thigh. He turned to speak to her, to apologize, and found his lips precariously close to hers. He could feel her gentle breath on his face, and was sure she felt the same. Without thinking, he leaned forward, closing his eyes.
 
Cassidy saw Mr. Costa twist his body to look into the backseat and felt him move closer, but she made no attempt to move away. The light brush of his hand against her thigh brought a shiver of excitement and when he turned back to face her, his face just inches from hers, she could see the nervous attraction in his eyes. Then his eyes closed and leaned toward her.

She waited until his lips were almost to hers before pulling her head back from him and laughing, "Mr. Costa?!! What are you doing? Are you...are you trying to kiss me?" She did her best to sound surprised but kept enough amusement in her voice to make it clear that she wasn't offended or scared. The teen lifted a hand and placed on the center of his chest as if to keep him from coming closer, but in reality she just wanted to establish some physical contact, something to keep him engaged.
 
"Oh, God, Cassidy, I'm so sorry," John's face flushed. He pulled back, but stayed close enough that her fingers stayed on his chest, feeling his heart fluttering through his thin cotton shirt. "I shouldn't have done that... I mean, you're so young, and I'm... I'm a father, for God's sakes..." He felt deep, sincere regret, and yet... he couldn't take his eyes off of Cassidy, and didn't want her to stop her contact with him. They paused for a while there, suspended in time. Not knowing quite what he was doing, John raised the hand not at her side, holding her slender fingers with his.
 
Cassidy smiled at Mr. Costa, doing her best to appear hesitant, "It's okay, I mean, it's not like your the first man to ever try to kiss me. You just surprised me, that's all." She left her hand on his chest and noticed that despite his apology he was still relatively close. She felt his hand reaching for hers and she pretended not to notice.

"You're really handsome," she said, pretending to stifle a small giggle as she looked away as if embarrassed. As Cassidy waited to see what else the distinguished man would say or do, she spread her legs a little bit wider, hoping that he would notice.
 
John smiled at her compliment. "you're beautiful, Cassidy. I think you know it, too." he smiled and laughed a little. "I'm sorry if I scared you." John noticed that his hand was still against Cassidy's warm thigh. Keeping his eyes on hers, he drew his hand gently along her thigh. Would she be welcoming of his touch, and perhaps part her legs more? Would his advance be met with more mocking laughter? Either way, there was no way back now.
 
"Your wife seems really nice," Cassidy said as she turned her head back to face the man next to her, doing her best not to react to the feel of his hand slipping up her thigh. She could feel herself getting wet at the thought of his strong fingers between her legs, rubbing against her, pushing inside of her. "How long have the two of you been married?"
 
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