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Duality of Man

"A married man is tempted by his babysitter."

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Justin was the type of guy that other guys hated but wanted to be like. He had a successful career, kept himself in good physical shape and was married to his high school sweetheart. It was almost like his life was too perfect from an outside perspective and even if he didn’t want to admit it to himself, there was a part of him that agreed.

He felt accomplished and appreciated in his present life but the thought that he had settled down too quickly had been nagging at him for years. He had become a father in his mid-twenties and while he didn’t regret it for a moment, it had cut into the more adventurous side with his wife.

Tonight, as he sat in the living room couch watching the Thursday night football game with a cold beer in his hand, his mischievous eyes stole glances of his eighteen-year-old babysitter, Emily, as she cleaned up around the kitchen in her black long sleeve top and form-fitting grey shorts that barely went down past her butt.

They had hired her a few months ago to take care of the kids in the afternoon and allow them to have more date nights, but she had inadvertently become Justin’s guilty viewing pleasure.

She was the senior captain of the volleyball and soccer teams, and her physique was sculpted by the rigorous training required to perform at the highest level. Adding to her beauty were her light brown eyes, shoulder-length black hair and high cheekbones.

Look at that perfect ass in those shorts, the little devil on his shoulder said, admiring how the scrunch detail on the shorts wedged between her cheeks to enhance her shape.

He forced his eyes away from the lustful temptation and returned them to focus on the game.

“Who’s winning?” Emily asked as she turned off the kitchen lights and walked into the living room.

“The, er, Patriots are up,” he answered, regaining his composure.

“That’s good, they need to climb the standings,” she said, surprising him with her football knowledge before asking, “Oh, hey, should I go get the kids?”

His wife would be home any minute to pick up the kids and take them to visit their grandmother, which Justin had decided to skip as usual because he didn’t get along with his mother-in-law.

Checking the time on his phone, he replied, “Uh, yeah, good luck getting them off the video game.”

“I’m up for the challenge,” she said with a smile, showing off her pearly white teeth.

She then turned around, giving him a chance to entrance himself with the motion of her hips swaying and butt jiggling as she walked towards the kids’ room.

Her body is unreal, his lustful thoughts returned, causing a stir in his pants.

Before he got too carried away, he received a text message from his wife that broke his thoughts, “Are the kids ready? I’m almost there.”

“Yeah, babe,” he replied, leaning to the left to see Emily down the hall standing outside the kids’ door waiting for them to come out.

A few minutes later, Emily walked into the living room with the kids and said, “Mission accomplished.”

“I don’t know how you do it, Em,” he said, recognizing that she was good with the kids.

They smiled at each other and right on cue heard a car pulling up to the driveway.

“Mom’s here guys,” he told his kids as he stood up from the couch. “Behave at grandma’s please, pretty please.”

“Have fun,” Emily told them as she opened the front door.

Justin hugged and kissed his kids then watched them race each other to their mother’s car.

They returned to the couch and made small talk while snacking and watching the game, in what had become their Thursday night routine. For Justin, it was like a throwback to his younger days when he could sit around with no worries.

At halftime, she stood up to grab the empty bowl of chips, nonchalantly bending over in front of him.

This girl is built different, he thought, mesmerized by the fabric of her shorts stretching over the curve of her ripe, round cheeks.

“More beer and chips?” she asked, startling him, and making his eyes dart away.

“Uh, yeah, sure,” he said, making eye contact with her, hoping that she hadn’t caught his wandering eyes.

While Emily was in the kitchen, he grabbed his phone to text his wife, Don’t be home too late, I wanna try a new position tonight, followed by the eggplant and peach emojis.

“I’ll be right back, gonna change real quick,” he told Emily, heading upstairs to the master bedroom with his phone in hand.

He went into the bathroom to change into more comfortable clothes and noticed that he was semi-hard when he stripped down to his boxers. He dropped them down and sprung his member free before turning on the warm water in the sink to wash his face.

In that moment, Emily entered the dark room and said, “Game’s back on.”

She realized he must have not heard over the running water, so she innocently walked up to the bathroom since the light was on and the door was open.

Standing just outside the door, her curiosity froze her limbs as she admired the toned naked physique of the married man in front of her. While he dried his face with the towel, her eyes tried to process every detail of his body before fixating on the noticeable hang of his penis.

He moved the towel away from his face and was about to wrap it around his waist when he spotted his red-faced babysitter ogling him.

“Oh, erm, Emily what are you doing here?” he asked, covering himself with the towel but unable to grasp what was happening.

“I, er, came up to,” she stammered like a girl who was in trouble. “Sorry.”

They looked at each other for a moment, unable to think clearly but feeling the sexual tension between them ignite into a fire that could only be extinguished by satiating their carnal desires.

Feeling a heat emanating from her core, she walked in and turned off the lights to make the bathroom completely dark. She then took the towel from him and dropped it on the floor to support her knees.

He felt her hands lightly press against his chest, pushing him back until his butt was against the sink countertop. Her soft, delicate hands contrasted with his toned body as they caressed their way down his torso until reaching his thighs.

The darkness limited his vision but enhanced his other senses as he could smell the scent of her hair and feel her breath over his throbbing member.

The next thing he felt was her right hand cupping his balls and her left hand holding his cock up against his abdomen as her warm, flat tongue licked the underside of his length.

She wrapped her hand around this thickness and swirled her tongue over his engorged head, making him moan with pleasure.

Her soft, pink lips covered her teeth and sealed around his head, forming a vacuum with her caved in cheeks, and moved down his shaft ever so slowly. One hand continued massaging his balls gently while the other one moved to the base of his cock to stroke him in a corkscrew motion. When her lips reached her hand mid-shaft, she worked her way back up to his head.

Justin had tried all the tips and tricks on the internet to encourage his wife to give him more blowjobs but, unfortunately for him, his wife wasn’t the biggest fan of the art of fellatio and reserved the act only for special occasions.

In contrast, for Emily, being on her knees didn’t feel like chore. She embraced the submission of the act and took it as a challenge to give out the most pleasure.

She placed her hands firmly on his thighs and opened her mouth to see how much of him she could take. About three-fourths down, her lips closed around him and made a final push to reach the base of his cock.

“That feels so good,” he said, unsure if out loud or in his head, but he didn’t care.

Tears formed in her eyes and rolled down her cheeks, much like the juices soaking her thong and running down her thighs, as she did her best to bob her head and stimulate him with the back of her throat.

Fuck, she’s taking me deeper than my wife ever has, he thought, caressing the top of her head with his right hand.

Unable to hold it any longer, she moved her head back and released him from her mouth with a loud gasp for air.

“I want you…to fuck me,” she said, pausing to breathe, then grabbing his hands to help her get up and lead him to the bedroom.

He followed her to the side of the bed, where the streetlight coming through the window gave him better visibility of her eighteen-year-old body. His eyes marveled at the porn-like scene as she bent over to peel off her shorts and reveal the red seamless thong wedged between her cheeks.

Stroking himself with one hand, he fondled her ass then hooked his fingers under her thong to pull it to the side.

Placing her hands on the bed, she brought her right knee up to the edge of the bed then her left to get in the doggy-style position, offering him the opportunity to live out one of his greatest fantasies.

With his heart pounding in his chest and pumping all the blood it could to his throbbing cock, he was in no position to turn down what was in front of him.

He walked up a bit closer to her, close enough to be able to smell the scent coming from between her legs. He inhaled deeply, intoxicating himself with the aroma of his barely legal babysitter’s pussy.

He aimed his bulbous head at her entrance, making contact with a combination of heat and wetness that he hadn’t felt in years. He parted her lips, placing his hands firmly on her ass to spread it and allow for easier access.

He pushed himself inside her hotness, feeling her sopping walls stretch just enough to accommodate him as bit by bit of his length disappeared into her sheath.

With her cheeks pressed against his thighs, he said, “You’re so fucking tight.”

Feeling the tip of cock in the depths of her pussy, she erotically said, “Fuck me hard, Daddy.”

Accepting the challenge, he wrapped his hands around her hips and began thrusting into the tightness of her eighteen-year-old pussy. Her lips snuggly held on to him, slightly turning inside out as they lubricated his pistoning shaft. Every time he bottomed out, the room echoed with the sound of her firm ass clapping on his thighs.

It wasn’t only that he hadn’t had sex in nearly a month that made this different, it was also that he was cheating on his wife with the high school multi-sport captain that he long lusted for.

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He clenched his teeth, mustering up the strength required to maintain the brutal rhythm of his hips without orgasming too quickly.

Can’t believe this is actually happening, he thought, overwhelmed by the sensations her body was providing while he ravaged her like a madman.

Nearly going over the edge, a glimpse of dominance came over him as he struck her ass with a loud smack.

“Fuck yes,” she cried, gripping the sheets, and arching her back a bit more.

His wife didn’t like him furiously fucking her like this, and her pussy didn’t grip him like Emily’s after giving birth to their children, so he wasn’t used to this type of frenetic stimulation. Adding to his sensory overload was the fact that he’d never felt a pair of ass cheeks offer such a rippling cushion.

For as much as he was enjoying pounding and spanking his babysitter’s flesh, part of him wondered if he had perhaps bitten off a bit more than he could chew.

With his breathing getting heavier, he felt his orgasm approaching much faster than he would’ve liked. To buy himself some time, he pulled his cock out of her and hooked his fingers under the waistband of her thong to pull it down to her thighs.

She got off the bed, bending over to pull her thong down and step out of it.

“Let’s sixty-nine,” she said, turning around and lifting her crop top over her head to remove it and reveal her perky breasts.

Unsure of what she meant and distracted by her erect pink nipples, he reached to squeeze handfuls of her soft breasts. He then reached between her legs to rub the length of her sopping lips back and forth while alternating his mouth on her nipples.

"You're good at this," she said, boosting his ego and making his cock twitch in response.

"And you're a naughty girl," he said.

Taking her kinkiness to another level, she grabbed his massaging hand and brought it up to her face, sticking his wet fingers into her mouth to suck them clean.

Barely able to process the erotic sight, he let her guide him into the new position that placed her plump cheeks mere inches from his face.

Oh, of course, I’ve seen this sixty-nine position in porn, he thought, thinking back to some of his porn-aided masturbation sessions when his wife wasn’t in the mood.

He propped his head with one pillow then grabbed handfuls of her cheeks, burying his face between them. He pressed his flat tongue against her clitoris and ran it up the length of her slit, savoring her distinct taste. He licked around her opening but wasn’t able to penetrate her with his tongue, so he continued upwards until reaching her rear entrance. He licked circles around her sphincter and tongue kissed it, something he had never done to his wife.

Since his wife wasn’t much interested in receiving oral sex, he was somewhat inexperienced in cunnilingus but that didn’t stop him from eagerly exploring Emily’s crevices.

She let out a glob of saliva over his head and watched it run down the length of his shaft.

He curled his toes and pushed his hips upward, urging her to take him into her mouth.

She responded by wiggling her ass and dropping her weight on him, pressing her clit against his tongue and grinding on it to pleasure herself.

He was struggling to breathe between her cheeks, so he opened his mouth to catch his breath, allowing her drooling juices to pool into this mouth and overflow down his chin.

I didn’t know a pussy could get this wet, he thought, feeling her juices run down the sides of his neck and onto the bed.

She pressed down on his thighs and alternated running her tongue up and down the sides of his shaft before taking him into her mouth. Slowly, her lips descended, managing to take him a bit deeper than in the bathroom.

He pushed her cheeks slightly away from his face and took turns gently biting them. The stimulation of his head rubbing against the back of her throat was unlike anything he'd ever felt.

Feeling herself about to gag, she moved her mouth up his length until her lips were just past his glans. She then began suckling on his head, giving his cock a pump-like effect and a new mind-blowing oral experience.

“Holy fuck, Em,” he said, surprised by how many tricks his young babysitter had.

Breaking the seal around his head, she said, “I wanna ride you.”

She moved down his body, kneeling between his legs with her ass over his groin and tucking her calves under his thighs. She lowered her head, with her arms straight and palms flat on the bed slightly past her knees.

This is the exact position I wanted to try with my wife tonight, he realized, remembering the text he had sent his wife earlier and feeling guilty that he was trying the position with his babysitter instead. Knowing this was a popular position in the top trending porn videos, he wasn’t surprised Emily knew about it.

As he propped up his back with a couple of pillows to get a better angle, his neighbors’ backyard light turned on and illuminated Emily’s body, dissipating his thoughts of guilt. For once, he was thankful for that annoying overly bright light coming through the window.

With the improved visibility, he tapped her asshole with the underside of his head and pressed it down to aim it at her sopping hole. He grabbed her hips and pulled her towards him, dropping her weight slowly on him to stretch her out once again.

In this position, he could feel her pussy expand a bit more and allow him access to the bottom of her pussy.

“Ride this fucking dick, baby,” he instructed, slapping her ass with a loud smack.

“Like this, Daddy?” she asked, getting into the rhythm of going up his length and crashing back down on him.

It wasn’t until this moment that he understood the magnitude of having a shapely ass bouncing on him. The weight of her cheeks applied pressure on the base of his cock every time they bounced off, nearly sending him over the edge repeatedly.

“Fuck, this feels so good,” he said, rubbing circles over her wet asshole with his thumb.

He was enthralled by watching her booty work up and down his cock, making it disappear and reappear into sight.

“So fucking good,” she said, picking up the pace to bounce harder on him.

At the height of their arousal and amidst the moans of pleasure and squelching sounds filling the room, his phone rang in the bathroom with the custom ringtone he had set for his wife.

“That’s my wife, she’ll be home any minute,” he warned, partially crashing back to reality.

“I’m gonna cum, Daddy,” she said, seemingly ignoring his warning.

She bounced a few more times on his cock before stopping to grind her hips on him. She moaned loudly, involuntarily clenching her velvet-soft walls into an orgasmic grip around his cock.

He tried his best to hold back his own orgasm by squeezing her ass to stop her from moving but it was futile when her orgasmic juices ran down his cock and onto his balls.

He groaned through his teeth, releasing his fertile seed into the depths of her pussy.

“That’s it, fill me up, Daddy,” she encouraged him.

She tightly pressed her ass against him and wiggled it, enjoying the feeling of his warm spurts inside of her.

Those post-orgasmic moments seemed to slow down time but the reality was that the urgency of not getting caught cheating blared in their heads like an alarm.

When she lifted herself off his softening cock, he noticed that his cum didn't dribble out of her pussy like it did with his wife's.

Catching their breath, they got up from the bed and recovered their senses.

“Hop in the shower, I’ll see myself out,” she said, picking up her clothes from the floor.

“Uh, okay, yeah,” he said, putting his trust in his babysitter in case his wife arrived at that moment.

Before he could dash for the bathroom, she held his hand and got on her tiptoes to plant a soft kiss on his lips. His hands reached behind her back to cup her ass as he pushed his tongue into her mouth.

“Don’t worry about anything. It’ll be our secret,” she assured him.

Before he could say anything, she pushed two fingers into her pussy to scoop out as much cum as she could then brought them up to her mouth to lick them clean and taste him for the first time.

Shaking his head in disbelief of how slutty she was, he said, “You’re a very naughty girl."

She smiled and teased him, “Why don’t you discipline me?”

“Don’t test me, you might just bring out my dominant side,” he warned, with the idea of turning her into his submissive rushing his mind.

With that, he turned away to head into the shower while she frantically got dressed and cleaned up the bed the best she could.

In the shower, under the warm water, he allowed himself to break down in tears. He had let a moment of weakness in the flesh destroy his marriage vows.

What have I done...and will it happen again? he asked himself, with images of Emily's body distorting his thoughts.

The duality of his self was in full display. One side was devastated and admitted that he had made a grave mistake, but his other side beamed with the pride of having conquered what he desired.

Out of everything he had experienced tonight, the most fascinating feeling was the contradiction of his heart hurting yet pumping his erection to full capacity. Could it be possible to love his wife and lust for Emily at the same time?

By the time he exited the bathroom in a white tee and boxers, his wife was laying on the marital bed he had ruined with his babysitter. He joined her under the covers, spooning behind her and pressing his erection against her panty-covered ass.

He leaned forward to kiss her cheek, and said, “I love you, babe.”

“Not tonight, honey. I’m exhausted," she said.

“I know, it’s okay,” he assured her. “I just love you so much.”

“I can feel your love for me, literally,” she said, wiggling her ass to tease his cock.

He took a moment to think of a reply, conflicted by which side of his would speak, and by the time he timidly whispered, “I wanna fuck you so bad,” his wife had already dozed off.

He wrapped his arm around his wife in a tight embrace and closed his eyes. As he drifted off to sleep, the combination of inhaling his wife’s scent and tasting Emily’s juices in his mouth confused his senses. In the back of his mind, Emily’s words tempted him, Why don’t you discipline me?

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Written by Issabela
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