- Free Sample
He had a babysitter to help him with the kids for the next few weeks. He’d hired her recently, knowing he had an intense work schedule coming up. This young woman didn’t just babysit; she picked up both kids from school, played with them, gave them dinner, and put them to bed. She got them to bed early, too. Dwayne was impressed. He often wondered why he couldn’t do that. Her name was Tina, a nineteen-year-old blonde girl who was also going to college.
Tina was perfect and ultra-competent. Dwayne even felt terrible paying her only twenty dollars per hour. It didn’t seem like enough. But she assured him it was OK and that after the kids were in bed, he was basically paying her to study. Plus, Dwayne was paying for a lot of hours. The only problem, if you could call it that, was how sexy she was. Sometimes, he had totally inappropriate thoughts about her. He didn’t let himself dwell on those thoughts or indulge himself in sexual fantasies, but he had to admit she was a hotty.
To put that into perspective, Dwayne’s a thirty-year-old engineer with an angry ex-wife and two kids he wasn’t even sure was his. So he knew his being attracted to Tina was probably just loneliness coming through. Dwayne was no creep and respected women, so whenever Tina aroused him, it made him feel terribly guilty. His wife always called him ‘pathetic,’ and he guessed he had to agree with her.
Entering the living room, Dwayne expected to find Tina studying as usual. She had just started a business major. Instead, she was curled up on the sofa, fast asleep. The coffee table was littered with textbooks and a notepad. He saw the baby monitor was there, too, switched on and facing her. Ravenous, after his long day, the man left her sleeping and went to the kitchen, rustling up a thick chicken salad sandwich. Dwayne ate in the kitchen so as not to disturb Tina, then got a beer from the fridge and went back to the lounge.
Dwayne was going to wake her up and tell her to go home, but instead, he found himself watching her sleep. It was a rare opportunity to look at her, and he took full advantage. The man studied her face, the few freckles on her cute nose, the beauty spot just above her lip, and her long strawberry-blonde hair. His eyes traveled down her petite body, taking in what she was wearing today. Tina was wearing a clingy, figure-hugging, stripy pink and black blouse, a tight, short green skirt, and opaque white tights.
He felt a bit guilty, just standing there, checking her out, but not too guilty to stop doing it, apparently. He sipped his beer, relishing the view. It hit Dwayne once again how hot she was. He imagined what she looked like naked, wondering if she had a boyfriend or a girlfriend and what she was like in bed. He pictured her naked, wearing just the tights, and his dick hardened.
Eventually, Dwayne realized she should really be getting home. It was almost twelve p.m., but he didn’t want to wake her up either. So, the man decided to sit on the sofa next to her and do some work, previewing tomorrow’s schedule and meetings. He figured his sitting down and typing would gently wake Tina.
Dwayne got his laptop, flipped it open, and sat slightly awkwardly, unintentionally sitting on her toes. Tina murmured in her sleep and drew her knees up toward her chest. He glanced at her briefly and did a double-take as he saw her skirt had ridden up her thighs. She wasn’t wearing tights—she was wearing thigh-high stockings. Dwayne could clearly see the lace band at the top and a glimpse of bare thigh above. He would never have guessed Tina wore thigh-highs. The man tried to concentrate on his work emails, but it was impossible now. He loved stockings. His dick was hard again, and he gave in to it, sat back, and looked at her legs and her feet.
He thought about touching and rubbing her feet. He knew he shouldn’t, but the idea grew in his mind, and the man figured if she woke up, he could make it seem like incidental contact. Dwayne reached out and touched the top of her foot, stroking it softly and tenderly. At first, there was no reaction, but then Tina sighed and turned onto her back. Dwayne froze and waited, eventually remembering to breathe. She was still asleep.
Her legs were pressed together, her knees bent, and her left leg rested against the back of the sofa. Her skirt was well above the stocking tops now, but Dwayne couldn’t see anything. Then, so slowly it was almost in slow motion, her right leg fell away from the left, all the way down to lie flat on the sofa seat. Her skirt rode up almost to her waist, and her legs spread wide open right in front of him, revealing her pink panties.
Dwayne couldn’t believe it.
He stared at her pink panties. They were a thin fabric, cotton mix, or maybe microfiber, and clearly outlined her young pussy lips.
His dick was straining uncomfortably against his underwear, so he unbuttoned the trouser fly and adjusted it. Enjoying the touch, Dwayne let his fingers linger there, slowly rubbing the tip, then the shaft, through his underwear. He leaned over to get a closer look at her gorgeous young pussy. By now, Dwayne was really horny and started to think with his dick. This was a once-in-a-lifetime opportunity, and he wanted to masturbate and cum without delay, despite the risk. Maybe the risk excited him even more. He was already leaking pre-cum.
But how should he do it? He didn’t have any tissues handy and didn’t want to wake her going to get some. He could cum in his underwear but didn’t want to make a mess of his beige suit pants, and there would surely be a big mess. So, Dwayne came up with a plan, touch himself through his underwear until he was right on edge, then get his dick out, cum in his other hand, then make a swift but controlled exit to the bathroom.
He stroked himself gently and noiselessly with two fingers for a few minutes, feeling the urge to cum build inside and starting to tingle all over. Dwayne slowed down, prolonging the edge, riding it, and imagining sniffing Tina’s panties. That got him even closer. It was time to cum. He looked down, gingerly taking out his dick, trying not to get any of the copious pre-cum on his trousers. He cupped his other hand over the tip and got ready to explode.
As Dwayne turned back to look at Tina’s panties, he heard the sound of a camera phone photo taken. He looked up and saw Tina looking at her phone at the picture she’d just taken. She looked away from her phone, directly at him, her face deadly serious, and said, “You dirty babydick pervert.”
Dwayne froze, dick in hand, his heartbeat skyrocketing. ‘So much for my genius plan,’ he thought bitterly. He had no idea what to say, so he didn’t say anything.
Tina said, “I should post this right now on your Facebook page so all your friends and family and work colleagues can see what a depraved, filthy pervert you are. So they can see how tiny your dick is. How big is it anyway?”
She could do it, too. It was no idle threat. She’d friended the single father recently so they could chat on Messenger about their schedules to make the babysitting arrangements. His heart pounded.
Tina looked exasperated. “Well, don’t you have anything to say, pervert? Are you unable to form words when your babydick is hard?”
Finally, Dwayne tucked his dick away and blurted out, “I’m so, so sorry, Tina. It’s three and a half inches. Please don’t post that photo. I don’t know what I was thinking. I just couldn’t stop myself somehow. You looked so sexy.”
Tina interrupted him, “Oh, so it’s my fault now, is it?” She was pissed. “It’s my fault you can’t keep that babydick in your pants, is it?”
Dwayne tried to backtrack. “No, no, it’s my fault, completely my fault, I was…I was weak.” He felt like bursting into tears, but he just about held it together.
“Any wonder your ex-wife calls you pathetic. I’ve never seen a dick that small before. I’m surprised you could even get her pregnant—twice!” Tina said and sighed deeply, shaking her head.
He noticed then that she hadn’t actually changed position. The girl’s legs were still spread open, almost like she was daring him to look between them again. Maybe she was. But he didn’t dare look. He looked everywhere but there. She sighed again and sat up, closing her legs, smoothing her skirt back down over the stocking tops. He was relieved she had removed the temptation for him to look. He so wanted to look.
“I know this is bad. Can you forgive me? Is there anything I can do to make amends? Anything at all,” Dwayne asked.
Tina looked at him thoughtfully, like she was figuring out a crossword clue. She seemed less angry now but hard to read. After about a minute, she seemed to arrive at a decision and smiled to herself.
She looked at him with a smirk and said, “OK, why not? I guess I don’t have to post that picture of your babydick. Maybe we can salvage something from this. You want to make amends, eh?”
Dwayne met her eyes and nodded earnestly. “Yes, I sincerely do.”
Tina held his gaze and said, “Alright then. There are two things you can do. First, if I am going to continue working for you after this, I want you to pay me more. You’ll pay me fifty dollars an hour from now on. Retroactive to the start of this month and paying me for next week in advance. Acceptable?”
He hesitated because fifty dollars an hour was steep, and this would cost him a lot. But Dwayne wanted to pay her more, anyway, given all the hours she was putting in. He knew he could afford it, and he also didn’t want to keep her waiting.
“Yes.”
“Good. Pay me right now. Make a bank transfer as usual. Do the math, and send it, then show me the transaction confirmation.”
He went to work. It didn’t take long. Tina worked twenty hours per week, three weeks retro at twenty dollars per hour plus next week’s twenty hours at fifty dollars per hour, for a total of twenty-two hundred dollars. He clicked send and showed Tina the screen.
She seemed satisfied. “Fine. Now for the second thing.”
Dwayne waited patiently while Tina smirked and said, “The second thing you can do is play a game with me.”
“A game?” he repeated, wanting to make sure he heard correctly.
“Yes, a game.”
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