Single Dad’s Plaything: A Single Dad First Time Billionaire Romance

by Natasha Spencer

  “Okay,” Kalyn said. “I’ll need to walk my dog.”

  Gary followed Kalyn to her house. He hesitated for a moment before following Kalyn upstairs.

  “You have a nice place,” he said looking around her small apartment. Kaboose came up to him right away and sniffed at his feet and then jumped up to sniff at his crotch. He seemed to have approved because after that Kaboose didn’t bark and seemed appeased by the new stranger.

  “Thanks. It’s all I can afford.”

  “Things are getting expensive in the bay, aren’t they?”

  “Yeah not that you have that problem.”

  “I don’t have that problem. I have other problems.”

  “Like which champagne to drink?”

  “More or less,” Gary said with a laugh. “You live here by yourself?”

  “Yeah. Just me and Kaboose.”

  “Cool.”

  The two went out and began to walk Kaboose around. Kalyn and Gary talked for a while. He asked her about herself and she told him about how she’d graduated school, how’d she started working right away. How things were difficult economically but also how she was driven to succeed. She had to. There was no other choice. He continued to nod and ask her a few questions. She felt like he was genuinely listening to her. When they got back to her place she let Kaboose in and then grabbed her coat.

  “Are you ready,” Kalyn said.

  “Yeah… actually would you be interested in staying in,” Gary said. He came close to her.

  She could smell him. He smelled of sandalwood. It was a rich earthy smell and she felt comfortable with him. She didn’t think that it was a good idea but… and there was a strong but. She felt a tinge of desire between her legs and her lips parted slightly.

  “I know I’m your boss more or less,” Gary said.

  Kalyn nodded. He was physically pressed against her. She could feel his cock against her. She didn’t resist nor did she push her increasingly wet pussy against him either.

  “I’m not sure,” Kalyn said.

  “Neither am I,” Gary replied.

  “I want to,” Kalyn said. It had been too long since she’d had a man around besides Kaboose and she hadn’t been attracted to anyone in some time. She barely knew Gary but felt something for him.

  It was Gary’s turn to nod. He lifted her head and captured her lips in his. She kissed him back eagerly and she felt his tongue slide into her mouth while her hand rubbed his abs. She could feel his body heat up and so in turn did her arousal.

  Gary lifted up her blouse and unhooked her bra. She felt the garment fall away and her full breasts fell loose. Her nipples were pointing outward, yearning for his kiss. She groaned an approval as he lifted her shirt off her head.

  “Woah,” Gary said. “You’re beautiful.”

  He ran his hand along her face and then down her neck. He lightly drummed his fingers down her chest and then between her breasts. The back of his hand grazed her nipples and she moaned. She felt like they were on fire.

  “Taste them,” Kalyn said pulling on her nipples with her hands. She loved when someone licked her sensitive nipples.

  Gary brought his face down to her breast and began to circle them with his tongue. He bit them lightly and pulled. Then he cupped her right breast in his hand. With his left he began to pull on his cock.

  “You are making me so hard,” Gary said.

  Kalyn pushed his head away for a moment and pulled off his shirt then undid his pants. His hard cock protruded out of his boxers. Gary stroked it in front of her.

  “I want you to lick me,” Kalyn said.

  Her arousal was apparent when Gary pulled off her pants. Her panties were soaked. Gary hooked a finger on the waistband of her panties and pulled down to reveal a glistening cunt.

  Gary was on his knees before her and she pushed her juicy cunt onto his face. She pulled away and a trail of her juice was on his mouth. He lay down on the floor and she slowly lowered down onto his face. She put her hips so that she was right above his mouth. Gary grabbed her hips and brought her wet pussy down to his mouth. She squeezed her breasts together as Gary began to lick her cunt. Her moans became pants and then gasps as his tongue circled her clit. She ground her pussy onto his face as she neared her orgasm.

  “Oh god,” Kalyn screamed in the salon. Her voice was loud and shrill. She could feel herself cumming. It was intense. She hadn’t had anyone licking her in too long. She felt her vaginal walls begin to contract as an ocean of pleasure crashed through her body.

  Gary drank as much of her juice as he could but she still gushed out desire. He lapped at her as she continued to orgasm. When she had finally subsided, her face was flushed red and she was breathing heavily. She looked down at Gary who seemed to be in a state of agony. His cock speared up towards the sky.

  “Should we be doing this,” Kalyn said.

  “Probably not.”

  “That’s what I thought,” Kalyn replied. She got off of Gary’s face and looked down at him then kneeled down between his legs. “It’s nice,” she said as she pulled down his boxer briefs to reveal his hard cock. The top of it glistened with precum and Kalyn brought her mouth down to it. She licked the tip of his head and tasted his cum.

  “That feels good,” Gary moaned.

  Kalyn smiled as she took more of him into her mouth. She could feel the hardness of his cock. She took as much as she could into her mouth and then pulled out letting her tongue drag along his head.

  “You are going to make me cum,” Gary said.

  “Good.”

  His dick was wet with her saliva and his cum. She pulled up on his foreskin and more droplets of his juice oozed out.

  Gary moaned and Kalyn took his balls into her mouth. She gently massaged them with her tongue. She could feel them tighten as she masturbated his dick. She cork screwed his cock upwards.

  “I’m going to cum,” Gary said. He clenched his fists together and his face looked anguished.

  Kalyn sunk her lips onto his cock and he came into her mouth. His jizz filled up her mouth and she licked greedily at his cock as he came swallowing each drop as it came in.

  When Gary’s orgasm had finally subsided, he was fully clean. Kalyn had licked every drop of his cum off her dick.

  “That was amazing,” he said.

  Kalyn licked her lips and put her finger between her legs. She wiped her wetness onto his lips and kissed him. Her tongue pushed into his mouth and she could feel his cock begin to rise again.

  “I want more,” Gary said.

  “Maybe next time.”

  “So there’ll be a next time.”

  “I don’t know,” Kalyn said. Everything had happened so fast. She wasn’t sure if she should continue. She probably shouldn’t even be here at her home with him alone. She should definitely not be naked next to him. She got up and put her clothes back on. “It was probably a mistake.”

  “How could something that feels so good be a mistake?”

  “Sometimes the only good things in life are the things that are painful,” Kalyn said.

  Gary was back on his feet dressing himself.

  “What a terrible way of looking at life,” Gary said.

  “I think you should be going,” Kalyn said.

  “Are you upset with me,” Gary said.

  “No. I’m not. I’m not sure. Maybe I am. I just need to think about all this.”

  “Can I leave you my phone number?”

  “I’m not sure I will call.”

  “I’d like to give it to you anyways. You have something Kalyn. You have drive. My wife wouldn’t stay late at work. I know you are struggling now. I could maybe make things better.” Gary took one of his business cards out and grabbed a pen from Kalyn’s desk that sat against the wall. He flipped the card over and wrote his number on it.

  He put the card in her hands. She took it. The card was firm and eggshell white. His name was embossed in a dark black lettering. It had his business email on the lower right. She set it
down on the nightstand.

  “It was great talking to you, and connecting,” Gary said.

  “Yeah.”

  “Okay. I guess I’ll be going then,” he said.

  Kalyn watched as he walked out of the door. She locked the door behind him.

  When Gary was gone, Kalyn went back into her bedroom. She looked at the floor where she had just given Gary the blowjob. It was wrong but it felt right.

  Kalyn made a mental checklist in her head about the pros and cons of the situation.

  “Kaboose, Kaboose, we need to talk,” she said.

  The little dog came wagging over. He jumped up onto the bed and Kalyn collapsed onto it next to him.

  “Okay let’s think positive first. First, he’s handsome. Second, he’s really attentive,” Kalyn said.

  Kaboose lifted his head and tilted it to the side.

  “He knows how lick a girl good,” Kalyn said with a laugh. “He’s got a nice size dick, not too big, not too small and it tastes good. He’s nice. He seems interested in me.”

  Kaboose barked lightly.

  “I know, I know, the cons. Okay the cons. He’s married.”

  Kaboose barked again this time a little louder.

  “Fine, he’s married to my new boss.”

  Kaboose barked a third time.

  “Yes if Joy finds out I could lose my job permanently. But I haven’t been with anyone in so longer. And he’s nice. And he’s sweet. And we might just have good chemistry. He is also married and I’m competing against Joy who is absolutely beautiful. She has a firm body and I have well, curves. She has perky breasts and mine are, well they are big and full but they aren’t the same. She has perfect skin and I wear foundation. We are just worlds apart. What should I do?”

  Kaboose this time was silent. His large eyes gazed at her but they said nothing. She pet his head. His fur was soft. She lifted his chin slightly and she could see a few grey hairs beginning to grow on the underside of his chin like an old man’s goatee. Kaboose closed his eyes as Kalyn pet him. When she lifted her hand, he walked to the edge of the bed and did two figure eights and settled down at the foot of her bed. Kalyn crawled into the covers and fell into a dreamless sleep.

  Chapter 5

  Joy wasn’t there the next day, neither was Deborah. Mel was on time and was setting everything up though. Mel looked focused and determined as she ran through the supplies and made a check list of everything that they needed and didn’t have. Kalyn went to work quietly and said nothing. She’d arrived an hour before the salon opened to ready her station. She wasn’t sure if she should say something to Mel, the two were close, but she wasn’t sure if she was enough of a confidant to divulge her secret affair with Gary.

  The morning grey had burned off and it was fifteen minutes before the shop was to open when Mel went outside. She didn’t say anything she just opened the door and walked out.

  After a moment or two Kalyn went outside as well.

  Mel was seated outside of the salon. Her legs were splayed open and her back was against the brick.

  “If I keep sitting like this it will ruin my pants,” Mel said looking up at Kalyn.

  “Don’t you like things worn in though,” Kalyn replied.

  “I do.”

  “So, Deborah.”

  “Yeah, Deborah.”

  Kalyn arched her eyebrow and searched Mel’s face for clues. Mel’s face was typically stoic. It was hard to read Mel most of the time. She had the emotional range of a moody teenage boy, just different amounts of angst, depression, apathy and sadness rolled into one.

  “So…”

  “We’ll split up her clients for today. Luckily there hasn’t been more than one or two booked. I looked at the books last night.”

  “You talked to her?”

  “Briefly. She needs some time away from the salon.”

  “Because of Joy?”

  “Because of everything,” Mel said. A small tear grew in the corner of her eye. She sniffed. “I worry that I pushed her away. I was too harsh.”

  Kalyn sat down next to her friend.

  “It’s not your fault. She was under a lot of pressure. Financially.”

  “I didn’t have to rub it in.”

  “What’s done is done,” Kalyn said. “There’s no use feeling bad about it.”

  “I don’t think Joy is going to be much help.”

  “You talk to her too?”

  “That’s the thing. I haven’t. Deborah said that she’d called Joy and hadn’t gotten a response. She left a message saying that she was leaving the salon. Joy didn’t call her back.”

  Kalyn put her arm around Mel’s shoulder and the two sat on the sidewalk. A bus drove by as did a series of cars. Kalyn looked at the vehicles as they passed. They didn’t have concerns for Mel or Kalyn. They didn’t care about the salon. They were just passing through. Kalyn looked up at the salon. It was just five minutes until they opened. The first customer was due in thirty five minutes. Life was going on no matter whether Mel liked it or not.

  Busy scissors filled the salon and the hours quickly passed as the two focused at the tasks at hand. A man came in for a classic comb over, a woman for a layered look, another woman wanted something more classic.

  “Can I get the Jennifer Aniston,” the woman said to Kalyn after she sat down.

  “Who,” Kalyn replied.

  “The woman from Friends,” Mel said.

  “Oh right.”

  “Gimme a second,” Kalyn replied to the middle-aged woman. The woman, Katie, had light auburn hair and wore glasses. Kalyn stroked her hair quickly to feel the thickness then walked into the back room quickly to search her phone for the Jennifer Aniston haircut. The cut had lengthy fringes with highlights that were layered to blend the bottom of the bangs. The new style would require a fair amount of maintenance and Kalyn would have to teach Katie how to use a hair dryer and a round brush, amongst other accessories to maintain the look.

  It took Kalyn two hours to complete the job and when she was done Katie looked at herself in the mirror approvingly.

  “You look good enough for David Schwimmer,” Mel said to the woman.

  “Thank you,” Katie said. “He was a bit too much of a whiner for me though.”

  “Oh,” Kalyn said. “Who did you like? Joey?”

  “No. He was an airhead. I liked Phoebe,” Katie said.

  Mel smiled widely. She nodded her head with approval.

  Katie stood up and swirled in front of the mirror. She smiled as she stood in front of the mirror.

  “I love it,” Katie said. She walked to the front and paid for her cut and styling. Kalyn thanked her on the way out.

  “Another job well done,” Mel said.

  In Mel’s chair was a young man with dark hair. He was a little chunky, and more than a little pimply. His mother had come in and bought a gift certificate at the salon for her son’s birthday. He’d come in alone.

  “Give me the Ryan Gosling,” he said.

  “You want to look like Ryan Gosling,” Mel said.

  “I want to fuck like Ryan Gosling,” he replied. He was barely a man and still had a boyish plumpness to his face. He slouched in his chair as Mel went to work. Mel had worked at a barber shop for a number of years before she’d entered the world of salons. She’d primarily been working in East Oakland giving fades to the men in the neighborhood. Now she was the resident men’s stylist at the salon and so she gave the man in her chair a high fade and combover. She cut a hard part into his hair.

  “You might not look like Gosling,” Mel said. “But that’s okay. All a man needs to do to look good is get a haircut, take a bath, and put on some clean clothes and one out of three is still thirty percent of the way there.”

  The boy grunted and paid.

  There was no sign of Deborah nor Joy the entire day. Mel was able to arrange things so that the lack of Deborah at the salon wasn’t a big deal. The two clients that had booked with her were new and they didn’t seem phased by th
e fact that Deborah wasn’t at the shop.

  As the day drew to a close Kalyn wondered what they would do about supplies, who would order the supplies. Who would pay their wages?

  Kalyn looked up at the clock and it was time to close.

  “So how do we do all of this,” Kalyn said.

  “We can figure it out ourselves. I’m sure Deborah wrote a closing to do list and just ignored it.”

  She had indeed. Deborah’s handwriting spelled out the instructions for proper closing. She’d never followed it herself but her intention was there in dark blue pen.

  Mel counted the money while Kalyn did the inventory. They would need to order more supplies soon. They had enough to last out the week but after that... Kalyn hope that someone would come through either Joy or Deborah, or someone.

  Kalyn was glad that the day had passed so fast. She didn’t really have time to think about Gary. Mel looked the door behind her as the two stood out on 40th avenue.

  “Want to get a drink,” Mel said.

  “Sure. Just one though. I shouldn’t leave Kaboose for too long,” Kalyn said.

  The two walked across Broadway to a run-down old bar. No one was in it except for the bartender who was propped up against the juke box. The machine was playing Phil Collins’ greatest hits.

  “I can hear it coming in the air tonight,” the box sang accompanied by the bartender’s light snores.

  Mel walked up to the bar and smacked it hard. The bartender continued to stay in dreamland.

  “Hey fucker,” Mel screamed. “I want a drink.”

  The bartender opened his sleepy eyes. He was older and his jowls swung around like a turkey as he shook himself awake. He smacked his lips together. His eyes were red rimmed and his mouth emitted a terrible stench.

  “What will you two fine ladies have,” he said.

  Mel rolled her eyes and smacked down a bill. “I’ll have a shot and a beer of whatever you have on draft. She’ll have a shot and vodka soda. Not the well.”

  The bartender nodded and got their drinks. Mel kept an eye on him as he poured out their shots.

  “Here’s to independent living,” Mel said as she clinked her glass with Kalyn.

  “Yeah. Independent living,” Kalyn replied.