#singlemumreader
pairing:single dad!mob!tom holland x single mum!reader
words:9k (oh god, i’m so sorry)
warnings:SMUT, swearing, praise kink, oral (female recieving), slight violence, mentions of verbal abuse/ degration & rough sex if you squint
summary: Theo y/l/n and James Holland are the best friends that only 8-year-olds can get, their parents though are a little less happy with their lives. For James’ dad; Mob-King Tom, he can’t seem to catch cupid’s arrow. Better yet, he refused to even let the stupid cherub let it fly free. For Theo’s mum; y/n, it’s her confidence that shakes her love life until there’s nothing there. So it was meant to be.
a/n:at first i hated this fic (i still sort of hate the first part) but i think it’s really grown on me :)
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y/n smiled as she waved off the last group of kids, the small children giving her tight hugs before running off to their parents. She truly loved her job; she couldn’t ask for anything other than the life she has right now but something has always been devoid. Alas, being a primary school teacher with an 8-year-old son can keep you busy enough to forget about your past problems.
“Muuum,” Theo dragged on as he danced around one desk lazily, “when are we going home, I’ve got some cartoons to watch,” he said snappily, y/n debated on whether she should call her son out on his attitude.
“Soon, you little devil,” y/n replied, still happily dismissing her students. Seeing as most of the kids had gone or having a chat with their parents, y/n took that as a sign to pack up her classroom.
“I think Molly has a crush on me,” Theo told y/n with a wide grin on his face. She stared up at him with a matching smile.
“Really, how do you know that?” y/n asked cheekily, she waited for her son’s answer but only got a shrug and a sigh. She chestily laughed as she started to pack up her bag. “That’s not an answer little man!”
“Ask James, he agrees with me,” Theo defended.
“You two have really been making a ruckus in my classroom, I should probably split you two up,” y/n falsely threatened as she slipped on a small touch up of her pale red lip gloss.
Theo immediately ran to the front of her desk with sad eyes, “please don’t mum, we’ll be extra good,” Theo lifted his pinky finger to wave in her face, “I pinky promise.”
y/n stared down and captured his tiny finger with hers, sealing the deal. As she grabbed the rest of her things from underneath her desk, she heard the small pitter patter of an extra pair of feet.
“Hi, Ms.y/l/n” a soft worried voice called out, y/n lifted her head to see James Holland with his bottom lip trembling and his eyes filling with hot tears not daring to spill over. y/n almost jumped over the desk to comfort the young boy.
“Oh James, what’s the matter?” she asked gently as she gently wiped the liquid from his cheeks.
“I was supposed to-to be picked up-p a long t-t-time ago,” James told her through stifled sobs. y/n felt her heart shatter with absolute sadness for this little boy. It had been an hour since school ended, his parents must be late. “I was wondering if I could go home with you until my dad or his assistant can come and get me.”
y/n knew that James’s dad did some shady business. She wasn’t dumb; she picked up on everything. Whenever his so-called assistant would come to get James she would always ask what he did to dress so sharply and the blonde would constantly have a different answer or sometimes he would deflect the question altogether. She also noticed the gun that lay hidden underneath his jacket and the small pocket knives around his waist. She never thought too much about it because James was the sweetest kid on the planet and he made Theo thrilled, she would not take that away from him by alerting the police to a threat that she had nothing but a hunch about.
Theo burst into a roar of excited cheers as soon as the sentence fell off James’s lips. y/n shushed her son before turning back to James. “As much as both of us would love that, you can’t come home with us without your dad’s permission.”
“Can’t you just call him?” James exclaimed as he corked an eyebrow at her, as small blush arose on her cheeks; sometimes she felt dumber than the kids. As school policy goes, y/n must have a small binder with all the parents’ contacts in case of emergencies.
“Great idea,” she complimented as she quickly went to make the phone call. Her finger skimmed around the book, finding the last name Holland and the first name Tom underneath James’s page. She had heard that name before she just can identify where. Either way, she rang and someone answered after a few rings.
“Hello?” a male voice called out.
“Hi, this is Ms. y/l/n,” y/n told him sweetly. “I have James here saying that nobody has picked him up yet,” she told him.
“Fuck, I knew I forgot something!” the voice shouted, y/n was 99% sure the boys could hear it, “shit, Tom will gut me like a fish,” the man sounded worried and flustered with panic and fear.
“Wait, who am I exactly talking to?” she pondered.
“Harrison, I’m Tom’s assistant.”Harrison rolled the assistant slowly. An obvious diversion that she wasn’t idiotic enough to fall for.
“Well, if it makes any difference, Theo and James have just made plans for James to come home with myself and Theo,” she spoke quietly. “Would that be okay?”
The line was silent for a second or two before Harrison quickly responded, “Yes that will be fine, someone will pick him up around 6,” he snapped at her before cutting off the line abruptly.
y/n stared at her phone for a moment before she stared at the boys with a wide gleam. “You’re coming home with us James and its homemade pizza for dinner tonight!”
With that, the pair of boys rejoiced and the three of them walked out of the classroom and towards the exit.
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Tom sat in his impressively large chair, his eyes never leaving the clock that lay between photos of his family and his son James. He had been in meetings all day with people that pissed him the fuck off. All Tom had been looking forward to is seeing his son and spending his time playing with James. But yet, it had been an hour since he should have been out of school, meaning he should have been home 20 minutes ago. There as a few harsh knocks, Tom instantly knew who it was.
“Got some news mate,” Harrison told him before he had even entered the room.
Tom let his head lean back and a hoarse groan slips out, “it better be good otherwise, I don’t want to fucking hear it,” Tom spat, “I’ve been in meetings all day, just wanna see my son.”
“About that.” Harrison trailed off. Tom felt his heart stop. He instantly rushed over to Harrison’s side. “I forgot to pick James up from school today and-”
“You absolute dumbass!” Tom roared. “Other Mob bosses know who he is. I can’t have him walking the school ground by himself he’ll get bloody kidnapped!” Tom started to ramble, he hardly ever did such an infantile act. He hadn’t rambled since James was left on his doorstep with a note saying he was Tom’s son and that was eight years ago!
Tom couldn’t help but feel guilt rack his body, a million thoughts ran through his mind and he felt as if he was on the verge of tears, but he refuses to let even one go. Suddenly, he snapped out of it and almost sprinted towards Harrison. His hands clasped around Harrison’s collar and brought him in so fast, Harrison’s knees buckled at the force and skidded across the hard floor. “If you didn’t pick him up, where the fuck is he?”
Tom watched as Harrison gulped loudly. Tom hated getting violent with Harrison, but with the safety of his son. Tom would mow downfield of people if it meant James was alive.
“He is with his teacher and her son. She said that I have to pick him up later,” Harrison told him weepily. Tom didn’t know if it relieved him to know that his son was with good hands with his teacher, who Tom had only heard good things about from Harrison or that his right-hand man let his son go off with a woman Tom has never met. “Listen, she said they are making homemade pizza and that we are welcome to join her when I go pick James up.”
“Hm, pick him up when it is necessary,” Tom grunted as he walked off, suddenly much calmer than he was before. Harrison regained his composure and ran to Tom’s side.
“No, I think you should go pick him up,” Harrison told him. Coming from anyone else, Tom would have their tongue cut out, but Tom felt obliged to let it slide after his recent outburst at Harrison. “I think it would be good for James to see his own father come pick him up for once and it wouldn’t hurt to meet Ms. y/l/n,” Harrison spoke the last part with a wiggle of his eyebrows.
“Before you scheme and manipulate your way into making me do something, you know I don’t want any woman taking advantage of me- again,” Tom hated saying that sentence, he hated giving James’s mother the satisfaction that she broke the heart of the world’s hardest mobster. That a dancer from a strip club he owned broke the one heart that was never meant to; his. Tom took it as a sign that love wasn’t in his card, only single parenthood. Though deep down, Tom wanted someone else, he didn’t want to sleep around with expensive strippers and high-end prostitutes for the rest of his life, he would not die with that being his greatest achievement in the sex department. He’d never admit that to a single soul.
“Come on, get back on the horse,” Harrison told him gleefully, “She’s a nice woman and you’ve always complained that all the girlfriends you’ve had since James have hated children, well she works with your son almost every day. There’s a fucking jackpot right in front of you, mate.”
Tom groaned in disapproval, “How do you even know she’s single, she got an 8-year-old son, she’s married” he sighed
“You have an eight-year-old and you aren’t fucking married you twat,” Harrison scoffed, “plus I’ve never seen a ring on that finger,” he held up his ringer finger and swirling it in his face.
“I don’t want to do this anymore, Harrison,” Tom complained as he smacked Harrison hand away, “I think it’s time to give up, my schedule is too busy, I can barely see my own fucking son!” Tom called out as he rested his hands on his hair, “How can I sustain an actual relationship?”
Harrison said nothing but stared at his best friend. To Harrison, Tom looked flustered, angry and tense. Harrison knew that Tom blamed only himself for the misfortunes in his life, even though all the shit that was happening to him wasn’t his fault at all.
Tom could see Harrison was pondering at him. He hated it. “If I do this, will you give it a fucking rest,” Tom compromised. Harrison looked at him smugly.
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y/n stood at the messy benches of her kitchen, shredded cheese fell everywhere and a three quarterly cut pepperoni stick was about to fall off. A warm and delicious smell over the house from the full oven; it was her favourite thing. Currently, y/n was finely chopping basil and rosemary while the two boys sat at the island table, flour and sauce almost covered the entire table and the power creates a ring around the boys.
“Now, Theo do you want to tell James how to lay the pepperoni to make sure it doesn’t get all soggy,” y/n asked him sweetly, trusting him enough to not have to turn around completely.
“Yesmum!” Theo called out as if she wasn’t in the same room. She chuckled to herself before she dumped the herbs into a bowl and came over to the table, sitting on one of the free chairs.
y/n watched as Theo taught James the perfect placing of pepperoni on the spare pizza. It was if y/n intrigue of James’s father had hit an all-time high as she stared at the young boy. Before she taught James, she remembers hearing a lot of rumours about James’s father from the other teachers and even other mothers about how he was mysterious and them handsome. She used to giggle at the rumours; she supposed that some lonely suburban housewives concocted the rumours, that they had nothing better to do than lust after the young bachelor because their husbands can find the g-spot.
But now that she is teaching James, the rumours seem to come alive the longer she knows the boy. She can’t help but fall into the trap of her primal curiosity because of a stranger she’s never even met and that very stranger could deal with a shady past or worse a shady present.
“So, James, how your dad?” y/n asked innocently. James stopped placing the toppings to talk to her (much to Theo’s disapproval).
“Oh, he’s awesome, I don’t get to see him a lot but when I do it’s amazing,” James squealed happily. y/n cocked her eyebrow at the boy.
“What do you mean, you don’t get to see him a lot’, doesn’t your dad pick you up from school every day,” y/n pressed, she knew she shouldn’t be asking him these types of questions but she couldn’t help it and James seemed happy enough to answer.
“My dad partner picks me up, his name’s Harrison, and he’s the best,” James smiled widely as Theo tried to get him to pay attention.
“So, what does your dad do?” y/n queered again, genuinely interested in James’ answer. The little boy scratched his head a bit before shrugging his shoulders in confusion, y/n laughed sweetly. “You know how I work as your teacher-”
“And you’re the best!” James cut her off suddenly.
“Thank you, but what does your dad do during the day,” she spoke quietly but it appeared James got the memo.
“My dad does deals with people where he shouts at them and sometimes, I see this icky dark red stuff on him, but dad just tells me it’s just paint,” James replied sweetly unaware of y/n shocked face. Sure, she had her doubts and suspicions, but she never expected them to be true. Her heart dropped into the pit of her stomach. She has the son of Tom fucking Holland in her house, likely without his knowledge. She’d be lucky if Tom leaves her bloody and bruised. y/n didn’t want to believe that this angelic and adorable boy has the world’s most feared mobster has a father. How the fuck did she not notice the queue with all the bodyguards that come along to pickup time, the expensive stuff that he brings to class and why Harrison is always wearing a very expensive suit just to bring an eight-year-old back home.
“We’re done, ma,” Theo called her out of her anxiety-driven haze. She smiled sheepishly as she took the pizzas from the boys and put them in the oven. “Are you okay, mum?” Theo asked again as he crawled off the chair and went to throw the scraps in the bin.
“Yes sweetheart,” y/n replied shakily. What was she going to say to him, how was she going to explain, how is she going to keep her son safe, what if she-
Ding!
The doorbell rang, the sound almost deafened her. y/n steadied her nerves and walked over to open the door. Outside stood two bulky 6'4" men and a nicely dressed one in the middle. For some odd reason, y/n felt her cheeks heat and her heart rate pick up. The messily pushed back brown curls seemed to fall perfectly in place and frame his face. Massive diamond rings laced his fingers as he slightly tapped at his wrist, that she might add was decorated stunningly with pronounced veins that made her weak.
“Um, welcome,” y/n spoke quietly, the man in the middle (who she assumed was Tom) stared at her darkly before stepping inside. The warm lighting of her hallway seemed to illuminate Tom’s features y/n noticed the sharp jaw, and she was just able to make out his dark brown eyes underneath the Versace sunglasses. “Hi, you m-must be James’s dad, I’m Theo’s mum; y/n,” she extended her hand to meet his.
Since she opened the door, entrancement seemed to flow through him. Sure, it wasn’t romantically at first, but the woman surely intrigued him. She had her hair tucked behind her slightly sauced ears and behind a flour-covered apron seemed to be a tight-fitting red pin-up dress, which he compliments shows off her curves nicely. Tom felt like he had to smile at her, not in a joking way but in a way that he couldn’t explain. In a way that he had to smile when he saw Tessa trip over her own feet. It was adorable; she was adorable.
When he heard her speak, it felt like a breath of fresh air had hit him. He felt as if he was in his childhood home again and she was the beautiful nanny Tom would have had a crush on. Tom felt instantly out of place when he walked in. He was so used to the dark setting and furniture of his massive mansion. He was so used to walking the long empty halls and going to bed in a vacantly giant room. Now though, her home felt so cosy. The walls were tight enough to feel warm but wide enough to not squeeze you. The rooms seemed busy with colours and clothes and her kitchen was small but still seemed homey.
In an act of complete defiance to himself, Tom thought he could live here if he wanted, and he wanted to. It was so different from his regularly scheduled life, her home, her arrangement and even y/n herself made Tom feel so out of place that he had to give her all his undying attention as if she was a magnet of everything Tom needed to balance his life. What the fuck is going on with him? So he snapped himself out of it.
“Where’s my son,” Tom asked her. He tried not to sound like a total dick, but it was hard not to. Tom felt worse when he saw y/n flinch slightly after he snapped, “I’m sorry,” Tom has never apologised to anyone other than his son, he has to get his shit together quickly.
“Oh no, it’s okay,” y/n smiled warmly, the apology from the mobster made her feel a little better about her situation. “James is hanging out with Theo, you’re welcome to stay if you’d like,” she invited. Tom felt like he had to stay, and it didn’t help that when James saw him in the hallway, he started to cry and whine.
Tom immediately ran to his side, but James pushed him away and hugged Theo, which he happily reciprocated.
“No, I’m not going, you can’t make me!” James yelled furiously as he turned his back to his father. Tom sighed loudly. He bent down and placed his hand against James’s back.
“Come on, little man, I don’t want to intrude,” Tom explained sweetly, his hand rubbing small circles. y/n didn’t know a man such as Tom Holland could speak that softly and sweetly; it made her want to swoon.
“He’s not in-intruding Mr Holland,” Theo told her quietly. Tom noticed the boy had stumbled over the hard word. He couldn’t help but admit defeat and regained his composure.
“Harrison told me you were making pizzas, it’s been a while since I’ve had some well at least homemade ones,” Tom announced loudly, “so I guess we are staying.”
The two boys rejoice before they made their way back to the TV and left Tom and y/n by themselves. y/n awkwardly made her way to the kitchen, and Tom dismissed the two bodyguards behind him and happily followed her.
As he walked down the hallway, he took slight notice of the different photos that hung on the walls. Most of them were of Theo, one had him in a karate uniform holding a trophy and a toothy smile while another had a photo of y/n and Theo at the park. Tom couldn’t help but smile at them. Once more did he have the feeling of need for all of this to be in his life, he wanted more, correction he needed more. He squeezed through her slim doorway and stumbled into y/n’s endearingly kitchen.
He had never seen a mess like her kitchen; he saw flour on the floor and sauce on the cupboards. Tom couldn’t help but let a small chuckle escape his lips as he sat opposite her.
Tom wasn’t an idiot. He could see how scared he was making her just by sitting closer to her. y/n on the other end of the table was almost shitting herself, she could feel her throat becoming dry and tried her best to avoid connecting their eyes even if she desperately wanted another peek at his warm brown eyes.
Tom stared at her with guilt racking his body, “I will not hurt you,” Tom told her gently and for some odd reason, he fought back the urge to hold her trembling hand as he spoke. y/n didn’t believe him, she knew deep down that this is what he says to his victims before he blows their fucking brains out, until “I promise.” Tom had even surprised himself with his words. He has promised nothing other than when he promised his son he could ice-cream for dinner one night, Tom wasn’t sure what was washing over him but worse he didn’t know if he liked the feeling or not.
Tom waited for her response. He waited for y/n to give him any cue to tell him she felt safe around him. Finally, y/n lifted her eyes to meet his. Tom hadn’t really gotten a good look at the door. Her eyes matched her whole persona, it almost entranced him. They were young but filled with such wisdom and knowledge; he didn’t know what to do. It was an obvious y/ec, but it was like he was experiencing the colour for the first time in his 27 year life.
y/n slowly lifted her eyes to meet his and Tom’s heart jumped into his throat. Never has a woman had this effect on him; it addicted him. Tom spotted a faint smile on her sauce, dusted lips and couldn’t help but return the favour. “I’m sorry, I shouldn’t be this cold towards you,” she spoke softly.
“Oh, it’s fine. I get it all the time,” Tom responded with a small giggle.
“That’s awful,” y/n immediately protested, her full attention on him.
“What I do is awful sweetheart, it comes with the job,” he told her as he leaned back in his chair. y/n pulled back, how could she be so dumb?
Tom noticed her sudden shift in mood and cleared the air, “I don’t mean to pry but is Theo’s father around, I didn’t notice him in any of the photos,” Tom asked awkwardly, he genuinely wanted to know but immediately realised his mistake, “or is that not a talking topic?”
“No, it’s okay,” y/n responded with a light chuckle, something Tom desperately wanted to hear more of, “Theo’s dad and I split badly and I haven’t spoken to him in years,” the memory still haunts y/n but she could only let fragmented pieces out at a time, “Theo has never met his father and I intend on keeping it that way.”
Tom’s brain started to concoct a sadly romantic fairy tale with both of them but he quickly scolded himself. Suddenly, y/n perked up. She jumped from the table, took one pizza out of the oven, and started to cut it.
“What about you?” y/n asked with her back turned.
“What about me?” Tom responded, nobody has ever asked him that.
“A good-looking man like you with a son has to be married,” y/n exclaimed before placing a pizza in front of them both and calling for the boys, giving them their pizza.
“Sadly, no, I’m not married,” Tom chuckled as he picked up a piece. “I had James with his mother on a whim I guess.” Tom saw y/n cocked her eyebrow in confusion. “That’s all I’m letting out.” Tom crossed his arms and leaned away.
y/n though leaned in and batted her eyelashes, “No, you got me intrigued,” y/n whined. “If you tell me, I will tell you my backstory the next time we meet.”
“We’re going to meet again?” Tom smirked widely, suddenly pulled into her spell. Tom saw the heat rise to her cheeks and her face scrunch up as she tried to rack her brain for a proper answer. She was gorgeous; he wanted to stare at her face for all eternity.
“O-of course,” she stuttered, tripping over her own tongue suddenly. She doesn’t know why she’s acting like this. Sure he’s a godly handsome man that is ticking all of her boxes in a matter of moments but her brain seems to keep forgetting that she’s sitting just a few feet away from the King of the English Mafia. A man who could kill her in a second, still she couldn’t help the primal attraction that was cursing through her.
Tom held his hand out to her. “All right darling, it’s a deal,” he spoke lowly. Any logical person would have kept their hand to themselves. Any reasonable educated person would not raise their hand and shake Tom’s. y/n was a logical and educated woman, but not with Tom around. So she took his hand in hers and shook slowly.
“Jame’s was- how do I say this? Not planned.” Tom sighed as he played with the pizza in front of him. “When I first got control over the Mafia. I bought this strip club just down the street. I used to go in there almost every night. I thought if I went in it would make me feel like a true Mafia King. The Mafia King who sleeps with whoever he wants whenever he wants, but I guess I am more of a romantic than I thought. There was this girl, she was interesting, and I found her mesmerising from the second I saw her. So like an idiot I started to see her only, I bought her things, I gave her safety and let her decide in the Mob. I guess one night I forgot to put on a condom and she left me the very next night. Nine months later, James was wailing on my doorstep with a small note saying ‘I am so sorry, he’s yours and I can’t look after him’, I still remember the words on that stupid fucking note,” Tom felt his voice crack, he peered over to James who was eating his pizza and pretending to fight the bad guys on the T.V, “I adore my son with every fibre in my being but I just wish things were a little different.”
Tom swivelled around and saw y/n almost in tears, “I’m sorry,” y/n snapped out of her emotional haze and started to wipe away some tears, “I don’t know what came over me.”
“That’s all right, my mum was in tears for days after James arrived.” Tom stared down, remembering the feelings of the room on that day, “happy tears.”
y/n felt an overwhelming surge of emotion hit her like a truck. She has heard no one talk with such passion. “Wow, that’s um-” she blushed, “quite a story.”
Tom gave her a weak smile. He noticed the blush that bubbled to the surface of his cheeks. Tom noticed a lot of other things while she sat opposite him. He noticed the small dimples that would peak out if she smiled. He noticed the freckles that perfectly sprinkled her skin. He was sure that if he sat here for long enough, he could count every one of them.
“Is there something on my face?” y/n’s concerned voice snapped him out of his lovesick haze. Tom shook his head slightly before y/n took the back of her hand to wipe the non-existing grime off her cheek only to smear sauce all over her.
“Well, now there is,” Tom laughed before he leaned over and wiped the sauce with his napkin. y/n came closer to help him reach her but in the process only pushed her cleavage up, causing Tom’s chair to slide out from under him. Their faces were so close, y/n felt the warmth from Tom’s body wafting and swirling around her as if he was entrancing her. Problem was, she was fully under his spell now.
“Are you going to kiss my dad?” James ecstatic voice called out abruptly. y/n almost fell off her chair just from the pair eyes. Theo was standing just behind James with a smile that matched his friend as they watched their parents compose themselves.
Tom tried to piece an answer to give his son while still leaving his options open with y/n. “None of your business little man,” Tom faked growled as he tickled James and Theo’s bellies, causing them to run off squealing with excitement.
Tom turned around to face her, the faint glow of the kitchen made y/n look like an angel. He felt overwhelming an urge to fall to his knees and pray to her, but he slid it to back of his mind. Hoping that maybe he could do it soon.
They talked for what seemed like a second but in reality; they had been talking for an hour. Tom would give every cent away just to keep hearing her sweet-like honey voice. y/n as well couldn’t get enough of him, the more she allowed herself to open up to him the more she seemed to love his company. He was intelligent, well-spoken and off the record; he was so goddamn attractive. y/n believes she was to go to the nearest church just for having him near her. Still, he made her feel safe. He made her feel something that she hasn’t felt since Theo’s father left her. It scared her. Her heart picked up and her brain started to overwork itself. He was just humouring her; he would leave her in a heartbeat; he’s got rows of women begging to sleep with him, why would he want her?
“Oh god, w-would you look at the t-time,” y/n stuttered as she rushed to get him out of the house before she broke down in tears. y/n jumped out of her chair and almost threw the plates into the sink.
Tom stood up in a panic. He was having a wonderful time with her, why was she so eager to get herself alone?
“It’s only a quarter to ten,” Tom chuckled as he checked the watch on his wrist. y/n didn’t want to make him leave. If it were up to her, she would let the kids’ sleepover and pull him into her sheets as fast as possible but her subconscious had other plans.
“I’m sure the King of The Mafia has a busy schedule,” she replied as she ran to get the boys’ plates and get them back to the kitchen. She was right, Tom did have a lot happening tomorrow. He was most likely going to get his hands dirty. He kept his mouth shut on that remembrance.
“Well, how about you come over to mine tomorrow night,” Tom suggested. y/n stood dead in her tracks. “I need to repay you for this wonderful night.” A blush formed on her cheeks.
She sighed and before she could even let a single syllable out-, “We would love to Mr. Holland!” Theo’s voice shot up. His head appeared just behind her with a straight smile. Tom immediately matched Theo’s, knowing y/n couldn’t refuse the two of them.
“Yes, we would love to and we will-” y/n head dropped, “and we will be there.”
Tom let himself fist bump the air as he went to get James off the couch. “How’s 9:30 sound, I have some stuff to deal with beforehand?”
“Sounds g-great,” y/n sighed. Tom quickly pecked her cheek as he went for the door. y/n turned to him in disbelief.
“Can’t wait angel,” Tom whispered just before he closed the door. Jesus Christ, he would be the death of her.
“He seems like a nice guy,” Theo blank voice rang out. He leaned up against the back of the couch as he raised his eyebrows at y/n suggestively. she gave him a light smack on his arm.
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Tom sat in his chair. The cloud of smoke and the sounds of ragged panting wafted over the room. Percy’s head drooped low as he waited.
“Where’s your fucking brother Percy?” Tom asked non-nonchalantly. His eyes never wavered off the man.
“Like I told you buffoons before,” Percy lifted his head weakly, “I have no clue where my crackhead brother is,” Tom glimpsed his prize. Percy’s sweaty hair stuck to his head, the crusted blood started to fall from the gash on eyebrow onto his bound feet. Percy stared at him with one eye open; all he could achieve. Tom smiled gleefully.
“Don’t you fucking lie to me, you little shithead!” Tom roared. His hands slammed down on the desk. Everyone to jump. Tom paced around to lean on the front of his marble desk. “I have some very important people coming in about-” Tom glanced at his watch, “10 minutes.”
“I will not rat my own fucking brother out,” Percy responded defiantly. Tom’s patience was thinning with every tick of the clock.
“I don’t want to hurt you, Percy,” Tom faked a smile, “not tonight at least. So you better make this quicker than me taking a fucking piss.” One of his men pulled Percy’s hair back, “Where is you goddamn brother.”
Percy felt the barrel of Tom’s gun roughly shoved up against his temple. He fought back a tear. “Columbia, trying to smuggle your drugs into Ecuador,” Percy revealed.
The door swung open to reveal a completely un-phased Harrison. “They’re here.”
Tom immediately straightened up. “Perfect Timing!” Tom started to his men, “get rid of him.” As his men dragged Percy out of his office. Tom straightened his coat as wiped off the dried blood on his chin. Harrison chuckled lightly before Tom ran out.
“They’re in the upstairs hallway,” Harrison called out, but Tom was already too far gone.
The massive painting loomed over y/n. She had completely forgotten how powerful Tom was, the matter that Tom commanded respect had slipped her mind. He stood in a black suit. Like something straight out a mobster movie. she giggled to herself at that thought.
“I begged my mother not to have me painted, but she insisted,” Tom called out to her. y/n jumped at his voice but softened when she saw him approaching in the same outfit as the portrait.
“Well I think you look devilishly handsome,” y/n responded with a wide smile, a smile that made Tom’s heart flutter. As he got closer, he noticed the absence of a certain 8-year-old.
“Where’s the munchkin?” he asked as he searched around her.
“He’s upstairs with James. He took Theo’s hand and ran off as soon as we stepped into the door,” she laughed. Tom couldn’t help but smile along with her. He wondered if she let this side of her out often. Genuinely giddy and joyous. “Do you look at most women like this?” She broke his concentration. y/n stood there with her eyebrow quirked and a smirk plastered on her face. Tom begged whatever god was up there to allow him just a single kiss.
“Only to you, angel,” Tom responded, his pearly white teeth shining through a wide smile. y/n’s cheeks flustered and her whole face glowed red. He was pushing all of her buttons, wasn’t he?
“Come upstairs, I want to show you something,” Tom exclaimed as he captured y/n’s hand within his. Tom led her up a small flight of stairs and into a large room. The dim bedroom had red plastered everywhere. The carpet was a soft red velvet and the sheet; a luxurious red and black silk. Hell even the walls were painted with a deep maroon. y/n looked over to him with shock. “Dont worry sweetheart, the surprise is outside,” Tom chuckled before his calloused hand landed on the small of her back nudging her softly. y/n’s breath hitched into the back of her throat.
y/n pushed the glass doors. The dense forest of trees sparkled in the bright moonlight. The faint glow of London’s lights dimmed in the background. She knew this might not have been the most aesthetically pleasing view, but it felt more than it looked. The safety and security of the view made her swoon. "Is this a date, Mr. Holland?“ y/n smirked as she sat down in the glass chair.
Tom had never heard his last name sound so sweet.
"Only if you want it to be Ms. y/l/n,” he responded, quickly trying to conceal his blush.
She stared out for a moment. y/n didn’t know why, but she felt like a shy teenager again. A girl sitting next to a hot guy who has no real interest in her. It was nostalgic in some sick way.
They talked for hours. Tom couldn’t get enough of her. It was like she was some beautiful drug. A drug so addictive, he’s hooked after one night. Every time a laugh surpassed her soft lips, Tom can’t help but let his heart flutter. She, too, was quite enjoying herself. y/n let her walls down slowly but surely. The more he talked, the more she leaned. The more she felt as though this was fate. That though was a juvenile thing to even fathom. So y/n wondered what her life would have been if she met Tom before her ex. Would she be happy or would she still be silently crying to herself to make sure Theo didn’t hear even a peep.
A curt knock at the door interrupted them. A middle age woman peeked her head in.
“They’re both in bed,” she spoke happily. “It took a while to get Theo off to sleep though.”
y/n giggled, “I’m not surprised.”
Tom stared at her for a moment, imagining that Theo and James were their sons, and she was his wife who always seemed to amaze him. Maybe in the near future, he thought to himself.
“Thank you Ms Smith,” Tom smiled warmly at her, y/n looked over to him in childlike shock.
“You have a nanny!” y/n poked Tom in his bicep. He gently swatted her finger away.
“Less about me, angel,” Tom sighed. “Now, we had a deal,” Tom’s eyebrow cocked, and a smirk filled his face.
y/n smiled weakly at him. I will need a shit ton of booze, she thought. She grabbed the bottle of expensive wine and poured herself a glass. She gulped it down. Then she poured another one, drinking it down quicker than the first one. Finally, one more glass of wine went down, and she was ready to open her mouth.
“Mind saving a little for me, angel.” Tom chuckled lightly, y/n made work getting him a glass (and more for herself wouldn’t hurt.)
“Okay, so it was my last year of high school. I had been fawning over this guy since I was twelve. Then, out of nowhere, he’s pulling me into empty stalls and telling me he can’t be without me and he’s in love with me,” y/n started, she was cut off by the man next to her.
“How could he not?” Tom quipped as he took a small gulp of his wine. y/n gave him a hard glare as she tried to steal his attention away from the flush of her cheeks.
“Anyway, it took a bit of time but like the idiot I am, I gave in. We went on a few dates; we were happy for a good while. Until those two stupid fucking lines,” she felt her voice break. Her head started to feel dizzy. Like it would roll off her neck will the snap of a finger. “Maybe, I was feeling all maternal, and I told him I was pregnant. To my surprise, he stayed with me for my first trimester. He refused to tell his parents, I of course, had to confess to mine. Sometimes I think that was the first red flag. It wasn’t until the middle of my third trimester things went downhill. It’s normal for women to put on a little weight when they’re pregnant. Obviously, he didn’t have a fucking clue.” y/n felt herself, get more furious and more upset with every word that rolled off her tongue. “He started telling me 'You look enormous’, 'I have a fat whale for a girlfriend, 'I wish you had aborted that thing, so I wouldn’t have to look at you like this’,” She was in tears now, the salty liquid dripped from her cheeks onto her dress. Tom knelt in front of her, his hands rubbing small circles on her knees. “He abandoned me, right when it counted.” She started him. Tom felt his heart shatter. “Everyone leaves me Tom.”
“I’ll never leave you, y/n” Tom reassured her, he took her shaking hands in his. y/n peered down, she shook her head.
“Tom, you don’t want me,” y/n sobbed, “No one does, it’s okay.”
“y/n,” Tom hovered above her, his palms rested on her warm cheeks. “I want you, more than I have ever wanted something in my life.” Their eyes met. “You are the most beautiful woman I have ever laid eyes on.”
y/n was in disbelief, her hands rested on his wrist. Her cries stopped as soon as she felt his thumb stroking soft circles on her cheek.
Tom still saw that look in her eyes. The look of a woman so broken by a man who never loved her, who took advantage of her admiration. Something Tom needed more than air to breathe. He was making it his mission, that y/n would not leave his home until she finally knew that not only did her son appreciate her, but he did just as much.
So, he took a chance. He bent down and encaptured her lips with his. She tasted like everything, he dreamt of. She tasted like the cakes his mother would make for him on his birthday. She was the breath of sweet excitement when he smelled homemade pancakes. It surprised him he hadn’t completely dissolved at this simple touch.
y/n sat in shock for a moment. Her brain tried to catch up to his movements. He didn’t move against at first. She pressed into it. Her hands gripping slightly at his wrists as she reciprocated the tender kiss. She, too, felt the satisfaction of knowing what he too tasted like. She took notes of all the little details; the taste of freshly smoked nicotine, the smell of his cologne wafted around her; the pronounced viens in his hands. She was in heaven.
Their lips moved against each other. It wasn’t needy or rushed. It was steady and passionate. y/n has experienced a kiss like this in her 24-year-old life. “Take me to the bedroom,” she spoke through mousey breathless moans. Tom pulled away completely at this.
“I don’t want you to feel like I’m taking advantage of you,” Tom told her sweetly, y/n hands caress his cheek gently as she gave him a warm smile.
“You’re not taking advantage of me Tom,” she stood from her chair, never letting her eyes tear from his, “I want this.”
Tom beamed. His hands snaked their way to the underside of her bum, pinching softly. Instructing her to jump, which she happily obliged. y/n could feel him, grasp at her bare thighs. Every time he touched her skin, it burned with sinful passion.
Perhaps it was the one too many wines she had downed in less than a minute or that this was the first man she’s really been intimate with since Theo’s father left. Either way, her skin felt so susceptible to each kiss her laid on her. Hyper sensitive to every pull at her skin. So responsive to his touches.
Tom took his time laying her on the sheets. He took his time to look at her flushed skin in the dim lighting at how she looked like something sent from God. Why God was sending him something in the first place was a question for later. As he sauntered away from her to lock the door, y/n noticed the decor until the feeling dawned on her. Was she really about to sleep with Mafia King; Tom Holland. She had only one answer- obso-fucking-lutely.
Tom tenderly pushed her onto her back, his face now level to hers. y/n thought she looked as red as a tomato, Tom would agree but wouldn’t protest at all. He laid a soft kiss to her lips, then a slightly harder one to her neck, then to her collarbone. His hands snaked up her dress. His fingers clutched her hips, pulling her clothed heat closer to his already painful hard groin.
y/n watched every move he made, every attempt to bruise her skin. Tom whined quietly when his lips met the fabric instead of her flesh. y/n giggled and lifted her dress over head and onto the floor next to her.
Tom couldn’t help but pull away to take a glimpse of her. Her flushed breasts hidden behind a plain black bra. Most wouldn’t think too much of it, but he couldn’t help himself. Tom could see her hardened nipples peeking through the material. He pulled the cup down slightly. Tom heard her hiss quietly at the sudden exposure. His lips came down to the bud gently. His teeth pulling at the erect skin ever so lightly only to flick the nub quickly. Hearing her quiet moans and praises spurred him on. He needed more.
“T-tom please,” y/n whimpered quietly, her fingers tangling themselves in his messed brown curls. Tom smirked up at her.
“What are you begging for angel face,” Tom asked her innocently.
y/n couldn’t get a single word out with Tom’s fingers dancing at the skin near her soaked panties. Even dipping underneath them for split seconds.
“Do something, with y-your,” she struggled. Tom was enjoying every moment. “f-fingers.”
“Your wish is my command,” Tom rasped out as he pulled her panties down her legs and got between them. He let his pointer finger paint a long strip up her slit. y/n’s hips buckled. “You’re so wet doll, being such a good girl.”
y/n could only let out a hum. Tom wanted to hear that divine voice of hers, so he blew a wisp of air against her clit making her cry out. He was lucking the boys’ rooms where so far from here. “Look at me, I want to see those gorgeous eyes gloss over when I make you cum,” he promised as he laid a chaste kiss to her inner left thigh. y/n couldn’t wait another moment, she might explode. Slowly her eyes met his. His face was mere centimeters from her cunt.
Tom didn’t take a second longer. As soon as her eyes were on him, he went in hard. His tongue latched onto her throbbing clit, pulling and sucking so hard it was audible for the both of them to fawn over. He couldn’t forget about the promise he made, so his digits circled her hole delicately before he slipped two of his fingers into her.
y/n felt her whole body go numb. It was a feeling so exotic to her. Yet, here she was. Barely able to make a sentence as she tried to bite back constant moans that begged to be let out. Her toes curled even picking up some sheets beneath her.
Tom could feel her fingers pulled at the roots of his hair. He couldn’t but moan against her pussy, causing vibrations in every nerve in her already sensitive body.
“Oh my god, y-yes,” She let slip. y/n swears she’s starting to see stars now. “F-fucking hell, you’re a-amazing.”
Tom allowed his fingers to hit deeper inside her with that comment. He was making her cum now, or he will blow without even feeling her yet. He wouldn’t be able to live with himself if that happens. He pulled his mouth away from her clit with a loud pop, letting his digits do all the work. He watched her writhe and pull at anything she could grasp. God, she was so fucking perfect.
“Christ, j-just like that,” y/n encouraged him, “I’m going to c-cum.”
“Do it angel face, cum all around my fingers.” Tom whispered to her, “let me taste your sweetness.”
y/n felt her first orgasm wash over her like a tsunami. She needed to scream her heart out but quickly smothered her moan in the pillows beside her. Tom peered at her intently. To him, he was watching an angel. Seeing her cum is now his new favourite thing. Being the one to cause such pleasure within her makes him feel as though he’s on top of the world. His fingers rode her through her orgasm until she hit the end. Her hair sprawled out as she tried to catch any breath left in her lungs. Hell, she was trying to regain some of her sight. Tom brought his fingers to his mouth. His tongue licked them clean. Her juices tasted like nothing he’s ever had before and he immediately knows, there is no way he’s letting this go.
Tom stripped himself bare now. He crawled above her once more. His curls falling slightly in his face. y/n opened her eyes to see him on top of her. y/n took this moment to run her hand down his torso. Each time her fingers lapped over a muscle, she felt herself recapture her arousal. Her fingers found the base of his dick.
He was bigger than what she thought, bigger than her ex. It started her a tad when she felt his hard length. She started pumping his slowly. Tom’s arms almost buckled at the feeling.
“If you keep doing that, I’m going to cum into your hand,” his pulled her wrist away from him to above her head, “and I just want to pound this sweet little cunt into oblivion.” The words cause y/n to whimper, eager for him to fulfill his promise.
“Then do it,” she leaned up to whisper in his ear. As she pulled back, he locked eyes with her. Utter shock and an animalistic urge filled his every thought. He didn’t even give her a warning before he slammed right into her. y/n cried out and wrapped her legs around his waist.
Tom couldn’t believe the feeling. She was hugging every vein, every mark, every inch of his cock and yet so was still so fucking tight. He pulled out of her, only to ram back into her. “Fucking hell, you’re divine,” Tom growled, still deep inside of her. Slowly, he picked up a rhythm.
Every part of y/n’s post was filled the brim by him. He hit her g-spot almost instantly. His name became a chant to her as it never ceased to spill from her lips. Each time he pounded back into her, y/n’s voice became horse and rougher. Her nails dug into his bag as she clawed for support. Any support she could get from him.
Tom’s been with countless women. Now he’s finding it hard to sustain a sentence. He can hardly make out anything other than y/n’s name. He wasn’t complaining though, her tight walls constricting around with every movement. Tom wondered for a moment if he died and went to heaven and was fucking the dirtiest angel he could find.
“You look so goddamn beautiful taking my cock,” he praised. He let his head fall into the crook of her neck, smelling her perfume made him almost lose his shit right there. “You feel so good squeezing around me.”
Every word was threatening to her. Every word was pushing her closer to her limit. Every word was forcing more moans out of her mouth. “I’m going to cum, Tommy,” she warned him.
The nickname only helped Tom lodge himself deeper and harder into her, “I am too, don’t hold back angel face,” he pressed a kiss underneath her ear.
y/n’s second orgasm rolled over more intense the second time than the first. She pulled her head into his skin, biting and pulling to contain herself. Her legs gave out on her and flopped from his waist and quivered beside him. Tom was quick to follow her. How could he not, with how firmly she was gripping his cock. He pulled out quickly and spurted out streams across her belly. The white liquid dripping over her skin made him see stars.
He collapsed next to her, heaving and panting. y/n turned to him. She placed a long kiss on his lips, bringing his face closer. Tom happily hummed against her skin.
He pulled her into a tight hug. Her fingers traced the outline of his pec. “I’m infatuated with you,” he told her plainly. y/n didn’t move nor did she flinch. She just stared up at him with a wide smile.
“As am I,” she responded quietly. He wanted her to stay here forever, he had admitted to himself that he wanted to be near her for the rest his life. It was like she had cast some spell over him. He, though, had happily fallen for it.
In his eyes, she was a goddess among women.
━━★✼☆｡
