Chapter Text
Being a Nanny was one of the best ‘side gigs’ Dennis had ever gotten himself. It was all through an agency, sometimes parents would reach out to him and sometimes he would reach out to them. The pay was amazing, and who wouldn’t want to get paid to babysit? It was easy work, most of the time. Sure, some kids were hard work, but Dennis didn’t mind. He’d grown up looking after nieces, nephews, cousins. It was all the same to him.
When a new family reached out to him, Dennis didn’t say no. They were offering to pay more than usual, for an overnight stay looking after a little girl. Dennis could handle it, overnight visits were rare but some of his favourites. It meant he didn’t have to ride home in the dark, or get behind the wheel half asleep. It often meant that the parents were nicer to deal with, too, friendlier and easier to do business with. He accepted the booking, asked his usual questions, and then packed his bag in advance.
—
“Hello, Mrs Rob-“
“Call me Wendy,” a dark haired woman beamed at him, her hair styled glamorously, lips painted a pretty shade of red that made her pale skin look almost perfect. She was tall and slim, sporting a dress that matched the shade painted on her lips. “No need to be quite so formal,”
Dennis instantly relaxed at that, smiling warmly back at the older woman. He didn’t mind using proper names, but it was nice that she was so welcoming and warm right off the back. Once invited inside, Dennis stepped through the threshold and instantly toed off his old sneakers.
The house was just as beautiful as the woman that seemed to run it. It was decorated beautifully, pictures perfectly picked and hung. Clutter that looked as though it had been stitched into the fabric of the home. Plush sofas, deep woods.
“Your home is beautiful,” Dennis complimented genuinely, following the woman down the hall to the downstairs guest room.
“Oh, tell that to my husband!” She giggled, pushing open the door. “He did all of this. I haven’t got a clue, my eye for interior design is…non existent. He’s the creative one,”
Nodding, Dennis politely placed his overnight bag down on the king sized bed. Even the guest room was nicely decorated, with both warm and moody colours, the bed made with nice sheets and plush pillows. Dennis already knew his night sleep was going to be absolutely amazing. So much better than the shitty mattress he used at home.
“Wendy, have you seen my cuff-“ An older man, who Dennis could only assume to be the father and head of the household, barged into the guest room. He wore a lovely black tuxedo, the kind that had obviously been tailored to fit his exact measurements. And, boy, did it. It hugged his broad frame, making him look even bigger somehow. His dark hair was styled nicely, and he smelt like whisky and sandalwood. “Ah, you must be Clem’s sitter for the night! Nice to meet you,”
He held out a large hand and Dennis’s brain went blank for a moment. Remembering himself, he reached out and shook the man’s hand. “Yes, that’s me! Dennis.” He nodded.
“Robby,” the man grinned, the corner of his eyes crinkling.
Oh, god, Dennis could feel his cunt throbbing in the confines of his panties. Jesus Christ, he was easy.
“Clem is just in her room,” Wendy’s voice brought Dennis back down to earth. “She’s probably deciding who to bring to the party.”
—
Once Dennis and Clem had gotten acquainted and Robby had handed the babysitter some money for dinner, the couple took their leave.
“So,” Dennis smiled down at her, pocketing the fifty for later. “How shall we kick off the evening?”
The little girl blinked back up at him with her ridiculously big, ridiculously dark eyes. She grinned and giggled, “I wanna do…makeup! Let’s make you a princess!”
“A princess?” Dennis laughed, already being dragged off upstairs to a girly bedroom down the hall.
“Yeah!” Clementine let go of Dennis, hurrying to her vanity. “Daddy got me some awesome makeup for my birthday. We can use that! And then…then we can watch Barbie downstairs!”
The idea didn’t sound too bad, actually. Dennis took a seat on the floor and closed his eyes, putting all of his trust in the girl and her bag of makeup. Though, glitter and sparkles never looked ugly on anyone.
Obediently, Dennis took a seat on the flower shaped rug, crossing his legs with a smile. He was handed a headband, which he gladly put on, messy curls pushed out of his face. “Okay, Clem.” Dennis chuckled, watching as she grabbed her little caddy of makeup. For kids' makeup, it looked nice quality. The whole bedroom was nice, well decorated and well kept. It was clear, from appearance, that Clementine was a very loved little girl. “Where are we starting?”
“Hmmmm…” she looked at Dennis’s face, like a painter might look at a plain canvas. Considering. Planning. Her little tongue was stuck out of the corner of her mouth. “You got big eyes. Those first!”
Again, Dennis found himself laughing, but he was very quickly scolded and told to stop. Collecting himself, Dennis took a deep breath and relaxed his face, staying perfectly still for the girl.
—
The rest of the evening went incredibly smoothly. Sometimes, it took kids a little while to settle down when their parents were away. Some even took the absence of parents as a chance to misbehave. Clementine was more than pleasant, only pouting about her parents a little before dinner, quickly distracted by the yummy food Dennis cooked up.
He’d never been a very good cook, but he felt like he needed to learn when he was cooking for people. The thought of someone finding his food disgusting was more than embarrassing, thankfully cookbooks and YouTube existed.
After they’d had dinner and cleaned up with the power of teamwork, Dennis carried Clementine upstairs and popped her on the toilet whilst he began running a bath.
“Lots of bubbles!” She’d pleaded, wiggling excitedly on the seat.
Of course, Dennis had obliged and added plenty of bubbles.
After her bath, Dennis helped the girl get ready for bed and settled her down for the night. They read a few stories together, before Clementine was falling asleep, cuddling a duck plushie firmly to her chest. Dennis stayed for a few moments to make sure the girl was truly asleep, very slowly moving when he heard her breathing change and grow deeper.
The bedroom door clicked closed behind him, the hallway dim and dark as not to disturb the girl. He briefly remembered when he’d beg his Mama to leave the door open and the hallway light on, afraid of any monsters crawling from under his bed in the darkness. Clearly, Clementine was much braver than he had been.
Not wanting to disturb them too much, Dennis sent an update text to the number they’d provided him.
DW 19:07pm: Just put Clementine to sleep! She’s been awesome this evening. Dinner, bath, story time were a blast!
MR 19:08pm: This is Robby. Thanks for the update, kid. Enjoy the rest of the evening. ETA 1:00AM.
Dennis looked down at his phone, more than a little embarrassed at how hot his cheeks were just from seeing the man’s name. He closed his eyes, the image of Robby in his handsome, well tailored suit flashing behind his eyelids.
No.
No.
The man was old enough to be his damn father.
He was married.
Shaking his head, Dennis walked down the hall to the bathroom to remove the makeup he had on. Most of it came off, his eyes still a little sparkly as he headed downstairs to do exactly as Robby had told him.
Enjoy his evening.
—
With the rest of his evening, Dennis heated up leftovers from dinner and ate them whilst quietly watching a movie on the sofa. The sofa was nice and soft, and he instantly assumed he’d sat in Robby’s usual space. It felt a little creepy, but he could…smell the man there, his warm aftershave and what Dennis could only assume was his natural musk. He tried not to breathe too deeply.
He’s too old.
He’s married.
He has a kid.
Eventually, Dennis had to get up and wash his dishes. It was too much, his mind was racing and he couldn’t even keep up with his own perverted thoughts. He couldn’t get the image of Robby in that suit out of his mind. His styled hair. His gorgeous smile, and the wrinkles that adorned his face, making him look so warm and inviting. The smell of him that lingered on the sofa, how much stronger that would be if the man were on top of him. Dennis swallowed, putting his clean plate away before he swiftly turned off the television and walked down the hall to the downstairs guest room.
He felt the urge to pray, to ask someone else to take his thoughts away. But he knew it would be useless, they were embedded in his brain now.
Feeling more than a little pathetic, Dennis changed into his pyjamas and slid into the big, warm bed. He closed his eyes and settled, forcing himself to think of anything else.
—
Thankfully, sleep came pretty easily to Dennis that night, likely thanks to the plush mattress and heavy sheets that surrounded him. He slept soundly for a few hours before being gently roused from his sleep by a noise down the hall. His eyes fluttered open and the alarm clock on the bedside table blinked right back at him.
3:00am.
Dennis rubbed at his eyes as he swung his legs around, feet planting on the floor. He slowly made his way out of the room and down the hall, using the soft glow of the kitchen lights to guide him, worried that Clementine had gotten out of bed and needed help.
“Clem-?” He called in a whisper, closing the kitchen door behind him. Dennis blinked, the image of the little girl he’d created in his head melting away to reveal the form of her father standing by the sink.
In nothing but a pair of loose underwear.
Despite wearing long pyjama pants and a long sleeve shirt, Dennis somehow felt just as naked. He felt exposed under the lazy gaze of the older man, his eyelids heavy with alcohol and sleep.
“Sorry, kiddo,” Robby’s voice cut through the soft silence, a little gravelly in his effort to keep quiet. “Didn’t mean to wake you. Light sleeper?”
“When I’m working, yeah…” Dennis laughed softly, whispering, too. He hugged himself, forcing his eyes to stay on Robby’s face and not wander. God, he wanted to look so badly.
“You aren’t working now,” the older man chuckled quietly, eyes fluttering shut for a moment. Dennis took the chance to risk a look, eyes flitting down the older man’s half naked body. His mouth went dry. Robby was…one of the most handsome men Dennis had ever seen. His body was covered in hair, thick and dark the lower down his body it trailed, thickest right above the waistband of his underwear. His tummy was soft, but Dennis didn’t doubt that Robby was incredibly strong. Could the man pick him up? Could he toss Dennis over his shoulder? Pick him up and throw him around like a rag doll. Again, Dennis’s cunt throbbed in his bottoms and he felt his clit stiffen. “See something you like?”
All air left Dennis’s lungs. He’d treated himself to a look for a little too long, caught by the older man. His employer. The grin on Robby’s face was playful and cheeky, it made Dennis feel dizzy.
“I’m…I’m so sorry!” The young man whimpered, shaking his head. Wordlessly, Robby took a couple of steps forward until their bodies were mere inches apart. Now, they were sharing the same air. Dennis could smell him properly now, aftershave and natural musk invading his nostrils stronger than they had on the sofa. He was now fully hard in his little pyjama pants, sure that there was a wet patch on his panties.
Suddenly, the world around him came to a stop as Robby’s fingers gently held his chin. The older man tilted Dennis’s head up, forcing eye contact again. “You’re cute,” Robby chuckled, and Dennis could smell the whisky on his breath, along with the faint smell of cigarettes. “Mh, your face is all glittery.”
Dennis swallowed, eyes comically large. The kid was cute, Robby wasn’t going to deny that. He had thought that when Dennis had first arrived, and had annoyingly been thinking about it all evening. He looked even cuter now, all flustered and caught out. Yeah, sure, maybe Robby had purposefully omitted butting his robe on in the odd chance this might happen. He hadn’t actually expected it to happen. The universe usually hated him, but today she seemed to be sending Robby a blessing.
A break.
He was going to indulge, he deserved as much. Long hours, social events and trouble at home. Robby was going to get some relief.
Not like he’d ever see the kid again.
“Yeah…Makeup,” Dennis finally whispered, a small whimper escaping his lips when Robby’s thumb traced his bitten bottom lip. “Mr Rob-“
“Hush,” he soothed, shaking his head. “Get on your knees for me.”
Bold.
The demand hung in the air, and Robby prepared the best way to play it off.
He swallowed.
Then, all the blood rushed to his cock as he watched in delight through hooded eyes. Dennis sunk down onto his knees, a soft thud filling the space between them when his knees hit the clean tile. He gazed up at the older man, blush spreading along his cheeks to the tip of his nose. Now, he was face to face with Robby’s cock, and he simply couldn’t help but lean in and nuzzle at it through the fabric of his underwear.
“What about y-“
“She’s sleeping.” Robby cut him off, pulling his half hard cock from his boxers. He was nice and thick, longer than Dennis was really used to, but he would try his hardest.
God. The smell made Dennis feel weak. It was even stronger here, even more so when he buried his nose in the man’s pubic hair. He really shouldn’t. It was wrong. He’d been taught so much about it growing up. Another man. A married man. A man old enough to be his fa-
Dennis didn’t let himself think about it much longer. He wanted it. He was sure he would never see the man again and he had spent so much of his life denying himself of things. He swallowed, promising to himself that he would at least pray the next day.
Sure, that was enough to make him feel better.
Without another word, the younger man took Robby’s cock into his warm, silky mouth. Robby took a deep breath through his nose and gripped at the counter just behind him, lashes fluttering.
“That’s it…” he whispered almost inaudibly, guiding Dennis head down further. Another small grunt escaped him when he felt his cock effortlessly slip into the tightness of Dennis’s throat. He looked down, head spinning a little at the sight of plush, pretty lips wrapped around his cock. A blushing nose pressed into his pubic hair. Watering eyes looking right up at him. He tangled his fingers in Dennis’s soft curls, delighting in the way the boy's eyes rolled back when he tugged on them.
After a moment to adjust, Dennis began bobbing his head up and down at an eager pace, drooling gathering at the corner of his lips in mere seconds. He’d always been a messy boy, whether it was when he played with himself or someone else. A small hand came to grip at Robby’s hip, thumb rubbing in soft circles whilst Dennis swirled his tongue in lazy circles.
Robby felt like his knees might give way. In fact, he was sure that they buckled when Dennis forced himself to choke quietly on his cock, drool spilling down that cute little chin.
“Talented little fuck hole, huh?”
Where did that come from?
The older man only felt embarrassed about it for a moment, instantly calmed by the whorish reaction it earned him. The buck of Dennis’s hips. A soft moan.
More filthy words came to the front of Robby’s mind, but he decided it was smarter to keep his mouth shut. He didn’t know how he would stop himself once he got the ball rolling, and he definitely didn’t fancy getting caught with his cock down a twenty-something's throat. That idea was enough to have Robby’s balls tightening and his cock throbbing in the right heat of Dennis’s mouth. He could feel himself leaking profusely, messier than he had been in a very long time. Harder than he had been in years.
Admittedly, sometimes it was a little hard for him to get it up. Tiredness. Unhappiness. Old age…ouch. Though, he probably hadn’t been this hard since he was as young as Dennis.
Another little moan.
Another forced gag.
Drool slowly dripped down onto the tiling. Dennis was already on edge, cunt aching hot and wet between his legs. Entirely neglected. It was fine, though. Dennis didn’t need to be touched to come, he was sure he could come just from this, servicing someone so big and handsome. He adored sucking cock, even when he was enjoying time alone. A dildo buried in both his cunt and his mouth, gagging himself on plastic until he was squirting on a towel or the floor.
Another tug of his curls.
Robby began thrusting his hips, clearly chasing the orgasm that was building. Feeding the heat growing in the pit of his stomach. The older man pulled his boxers down slightly, freeing his balls so he could press Dennis all the way down, head falling forward at the delicious feeling. God, he wished he could be louder. He wished that he allow all the filthy things filling his mind to tumble from his lips, to praise Dennis for what a good fucking job he was doing. The kid was an excellent fucking cocksucker and, Jesus- He was so close.
“Dennis…” Robby choked on a whisper, knees buckling slightly. He had both hands in Dennis’s hair now, almost doubled over in pleasure as the boy continued to fuck his own throat on Robby’s cock.
He wasn’t quite sure how much time had passed. Five minutes. An hour. Robby’s vision was too blurry to check the clock above the door and his hands were trembling too hard to take a peek at his watch. His whole body was strung tight, like a rubber band that was about to snap. Already heavy breaths grew ragged as seconds passed by, slow and drawn out, entirely torturous.
“Mmhm~” Dennis moaned prettily, throat clicking with each bob of his head and thrust of Robby’s hips. One of his hands came up to cup the man's balls, massaging and tugging firmly. It earned him another small grunt, the sound going right to his sopping cunt. His throat and knees ached, but he didn't care, far too focused on getting to fully taste the man clinging to him. He knew that he was doing a good job, and that only fuelled his enthusiasm.
Slowly, Dennis’s other hand moved from Robby’s hip to his asscheek, grabbing firmly at the plush flesh. He felt the man clench in response to his touch, quickly relaxing again. Smirking around the thick cock in his mouth, Dennis was slyly rubbing a finger over Robby’s asshole, and then along his taint. The older man choked, head tossed back, visibly trembling in an attempt to keep himself quiet and hold himself back. It made Dennis’s head spin with excitement, eager to pull Robby even further apart. To send him back upstairs to get the best night's sleep he’ll ever have.
With all the stimulation Dennis was giving him, Robby just couldn't hold on any longer. No one had ever paid his body so much attention, and no one had ever reached their hand back there before. It felt almost shamefully good, making his stomach clench in a painful way that he was sure he deserved. It was weird, too, but he didn’t make Dennis stop. He couldn't. He was so close, eyelashes damper than he would like to admit.
He wanted to last at least a few more minutes, but when Dennis looked up at him with tears streaming down ruddy cheeks, dark lashes clumped together and drool running down his chin? Robby just couldn’t hold it in anymore. One hand flew to cover his own mouth, the other scrambling to grab at Dennis’s pyjama shirt as he fought to keep himself upright, doubling over nonetheless. He shot rope after rope right down the boy’s tight throat, listening to him gag softly at the suddenness of it all, lighting to swallow quickly. Right as he was coming to the end of his orgasm, Robby pulled out until the tip was perched on the boy’s tongue, forcing him to taste it properly, holding eye contact. His heart was pounding in his chest, eyes still blurry with tears that he raced to blink away.
Was he really crying over a blowjob? Jesus.
It had been amazing, though, leaving his balls empty and sticky from all the drool. If he’s bothered to look or ask, he would’ve noticed that Dennis had come, too. It had been quiet and subtle, but watching Robby come undone had pushed him entirely over the edge. Untouched. Neglected. Dennis was going to remember it for the rest of his life.
With a wet pop, Dennis fully pulled off of the older man’s cock, cleaning him up with a few kitten licks. He panted, wiping his chin with the back of his hand. And, with an ease that Robby secretly envied, Dennis got up from the kitchen floor.
There, panting into one another's space, Dennis grinned, a drunken look on his flushed face. His eyes raked over Robby’s body, grin growing wider. It was a sight to behold. Robby, with his underwear slipping down to his ankles, hairy body nearly drenched in sweat from the ordeal. His face was bright red, eyes wide as he stared back at Dennis. Even though he was trying not to, Dennis could tell that he was shaking…trembling, almost, knuckles white where they now groped the counter top. Holding himself up. It filled Dennis with an immeasurable amount of pride and satisfaction.
Briefly, he thought about saying something.
Then, he thought about kissing the man.
Ultimately, Dennis landed on (what he hoped to be) a smooth, effortless wink. Then, without a word, he turned on his heels and headed back down the hall.
He felt absolutely giddy when he got back into bed, staring up at the ceiling with a dumb expression.
Holy shit, he had just done that.
Holy shit.
Willing his mind to relax and forgetting about the bewildered man he’d left in the kitchen, Dennis drifted off and enjoyed a few more hours of sleep before he was woken once again to the sound of Clementine running around downstairs.
–
Groggy, but well rested given the circumstances, Dennis got out of bed and got dressed before slinging his bag over his shoulder and emerging back into the house.
“Denny!” Clementine cheered, waving at the young man from her spot at the breakfast table.
“Good morning,” Robby’s voice came from next to her, feeding the girl some eggs. Now, he was dressed in a white pyjama shirt, plaid pants and a robe, slippers on his feet. Unfairly adorable glasses were perched on the tip of his nose.
Dennis refused to look for too long, turning his attention back onto the little girl. He wasn’t going to fall in love. He wasn’t going to find Robby adorable. Hot, fine. Sexy, great. Domestically adorable, now that was crossing a line. “Hey, Clem! I’m gonna get going now, but I had so much fun!” he smiled warmly, laughing a little when she pouted.
“Will you be coming back?” she whined softly, refusing the spoonful of scrambled eggs her father was trying to feed her. She could feed herself, but Robby enjoyed it sometimes. She was nowhere near grown-up yet, but seeing her grow and become independent was both wonderful and awful all at the same time.
“Oh, maybe! That’s up to your Mommy and Daddy, though, ok?
After a little back and forth, Clementine relented and nodded, giving her father the biggest, most pleading eyes she possibly could. Robby just chuckled and pressed a little kiss to her nose.
“Let me show you out,” Robby stood slowly, “Wait here just a moment, bug.”
“Kay!”
–
In the intimate space of the hallway, Dennis chanced another look up at Robby. The older man gazed down at him almost sternly, glasses almost ready to slip from the tip of his gorgeous nose. No, Dennis was not going to reach out and fix them. Nope.
He swallowed, the words that went unsaid the night before tumbling from his bitten lips.
“L-Look, I’m really sorry about last night,” he whispered. Gone was the confident, cock hungry young man from the night before. “It’s not something I would do. I’ve never- You’re married and she’s so nice and… I promise I won’t tell her. I’m so sorry. Y-You don’t even have to finish paying me-!”
“You’re right.” Robby interrupted, voice a gruff whisper as he spoke.
Dennis’s heart pounded in his chest as the older man reached out and unblocked the front door, opening it slowly.
“You won’t tell her,” He continued, their bodies pressed close together, much like the night before. “Because you won’t be seeing me again, Mr Whitaker.”
The words stung like a cold breeze on a rainy day. Dennis’s heart dropped into his stomach, knocking him sick. Really, he should’ve expected it. The man wasn’t going to have an affair. He wasn’t going to bring Dennis into his home again.
Had he done the wrong thing? Morals aside, he had fucked himself over in terms of employment, losing a family quicker than he usually did. A family that paid well and could clearly afford to hire someone like Dennis on a regular basis. Clementine was nice, too, a well behaved kid that he had enjoyed babysitting. Yeah, he had fucked himself enitrely and it made him feel awful. He felt a familiar sting prick at his eyes, but he forced it away. He wasn’t going to cry. He was going to ignore the frustrated, similarly hurt look on the older man’s face.
Righting himself, Dennis took a deep breath, peering at Robby through the safety of his dark lashes. Their eyes locked for a brief moment and Dennis had to resist the urge to do anything that would get him in even more trouble than he already felt he was.
So, much like the night before, Dennis turned on his heels and wordlessly walked out of the front door.
This time, though, he looked back over his shoulder.
He caught Robby’s gaze once more before the door swung shut and he heard the lock turn.
Dennis’s journey home was made through blurry lenses, refusing to let his tears fall. By the time he had reached home, guilt had made its home in his stomach, greedily leeching on him until he felt weak and tired.