“Don’t say things like that, Hailey! I don’t even believe you,” said Emma.
“I swear it’s true!” exclaimed Hailey. “I’ve only done it a few times, but, well, let’s just say they can’t resist young bodies like ours, so it’s easy. Listen, we’re both trying to pay for school with babysitting money, and it’s just not ever going to be enough. I’d rather give a few hand jobs to some pent-up dads than be swimming in debt for the next ten years.”
“Alright, alright, I get the point. I’m just not sure I’m willing to go there. It seems risky, and not to mention kinda weird. Let’s get another drink,” replied Emma.
Emma stood up and started walking toward the bar. It was strangely empty for a Friday night, and it didn’t look like they were going to find any dates there tonight. She was disappointed, but more for her friend Hailey, who was obviously a bit more desperate than she was. Still, it would have been nice to meet someone…
Emma had just turned 22. She was a petite girl with a pleasant figure and firm, medium-sized breasts. The shirt she wore really accentuated them well, she thought, but the few men she’d talked to that night had had strangely disciplined eyes. Maybe Hailey was stealing all the attention. Blondes tended to do that.
Emma, on the other hand, had strawberry-blonde hair in a bob cut with swept bangs. It was the best look she’d found for herself yet and had netted her more than her fair share of one-night stands.
“Honestly, Emma, let’s just get outta here. You know I’m normally game to wait around, but this place is dead, and it doesn’t seem to be picking up at all. Plus, I know you have a long day with the Waldens’ kids tomorrow anyway.”
“Ugh, don’t remind me,” Emma sighed.
Emma was working her way through school to become a masseuse, and the only gig she could find that paid decently was babysitting for the family down the street. The Waldens had two kids: a five-year-old girl named Mia and a three-year-old boy, George. Their parents, Ben and Kristi, were both working full time and needed all the help they could get. Ben worked from home as a web developer, and Kristi was often traveling for her job as lead marketer for some law firm in the city.
“Yeah, you’re right. I’m going to be exhausted tomorrow if we stay much later anyway. Call the Uber,” Emma admitted in defeat. “Next time I choose the place, you hear me?”
“Yeah, yeah. Go ahead and say ‘I told you so,’” replied Hailey.
“I’ll let you off easy this time. Let’s get out of here.”
The whole ride back to her apartment, Emma teased Hailey about her “little side hustle,” as she called it. Honestly, by now she’d expected Hailey to admit it was a joke, but the way she kept answering back so fluidly made Emma think she was telling the truth. The Uber driver gave them strange looks, clearly able to tell they were speaking in code and trying to be discreet.
“Anyway, it was a fun night,” Emma thought as she readied herself for bed. She set her alarm for 8 a.m. and prayed to God it wouldn’t rain tomorrow. “Being stuck inside with two kids all day is no fun for anyone,” she thought as she slowly drifted off to sleep.
The next morning, she got herself dressed in her usual white crop top, black jeans, and white high-top Converse sneakers. It was the only outfit cute enough to withstand playing with two kids all day, and besides, she wasn’t there to impress anyone.
As she walked up the sidewalk of the cookie-cutter suburban house, she could hear the chaos ensuing inside. “That’s a bad sign,” she mumbled to herself. The door was unlocked, as always, so she let herself in.
“Hey, Mr. Ben, I’m here!” she called.
“Oh hey, thank goodness,” joked Ben. “These two are trying to not let me get any work done today, I swear.”
Ben was an average-height man with short dirty-blonde hair and a short beard. He didn’t get out much, but his hobbies kept him in good shape, and he was pretty toned for a thirty-five-year-old father of two. Emma had always thought he was kinda cute, but she’d never really thought more about it than that.
“I’ve heard this story before from you, I think,” Emma retorted. “Anyway, don’t worry about it one bit. I’ll keep them busy and fed. We’ll get through this week just fine, Mr. Ben, I promise.”
Kristi was away on another one of her work trips. She wouldn’t be back until late Friday night, so Ben, with Emma’s help, had to survive the whole week by himself.
“Oh, I hope you’re right,” said Ben. “It’s been a long morning already, and this is only the first one! I’m off to work in the upstairs office. Let me know if you need anything.” And with that, he was off, and Emma was on her own until bedtime.
Since it wasn’t raining, Emma fulfilled her promise to the kids and spent most of the day outside. After dinner was TV time, and then it was just a matter of getting them to go to sleep. Luckily, they were tired out from the day’s play and went to bed right away.
When Kristi was away on trips, Emma got paid extra to help clean up the house after the day was done. She and Mr. Ben would chat while they cleaned up the toys and dishes before parting ways.
“Ouch!” exclaimed Ben as he moved the couch back where it belonged. He rubbed his lower back again, which constantly hurt from the old chair he sat in all day and from constantly bending over to pick up toys.
“Are you alright, Mr. Ben?” asked Emma.
“Yeah, I’m fine. My back has just been extra tight lately,” replied Ben. But the pain was a little worse than he was letting on, and he sat hunched on the floor as a result.
“You don’t look fine. Usually you hop right back up,” said Emma.
“You caught me. It’s been really hurting today, and moving that couch was more than it could handle, I guess. I need a minute,” replied Ben.
Emma wanted to give him some space, so she hurried around the room, finishing up the rest of the chores. Then it dawned on her. She might not be as bold as Hailey and her “little side hustle,” but she was a masseuse in training. Offering a massage for some extra cash seemed a lot more reasonable.
“You know, Mr. Ben, I have my massage table in the car. I could give you a massage that would put that lower back right back into place for you,” offered Emma. She was a bit nervous, and it showed. Her cheeks flushed, and she found herself standing timidly in the doorway, waiting for his response.
“Oh, Emma, you do so much for me already. That would really be too much,” replied Ben.
“No!” blurted out Emma a little too forcefully. “I mean, no, Mr. Ben, it really wouldn’t be too much. Plus, I am an almost-trained professional, so I wouldn’t be doing it for free,” Emma insisted boldly.
“Wow, Emma! You’re a real hustler, aren’t you? Well, you know what—I’m in enough pain, and I’m happy to pay you for your services. You deserve to be paid more anyway…” he trailed off.
“Great, I’ll go get the table and set it up here in the living room,” said Emma as she walked out the door toward her car.
When Emma came back into the living room, Ben had hoisted himself onto the couch and was reclining with his eyes closed. She proceeded to set up the table.
“You look half asleep already, Mr. Ben,” said Emma.
“You know me—just full of energy at the end of every day,” joked Ben. “What do you need me to do, Miss Professional?”
“Just get yourself undressed and lie face down on the table,” she said as she handed him a towel.
“Do I really have to wear only a towel?” asked Ben.
“If I’m going to log this session, then yes. It needs to be done by the book. Sorry, I’ve got to make them all count,” replied Emma.
“Charging me money and using me for training hours. You really are a hustler, Miss Emma,” replied Ben as he shooed her from the room.
Emma headed for the door. Before she could close it, she caught a glimpse of him shirtless and was surprised to see how toned he was. Now that she thought of it, she wasn’t sure if she had ever seen him shirtless before…
“Ready,” called Ben from inside the room.
Emma took a deep breath and opened the door. Ben had done as she asked and was lying face down with a towel covering his butt. His back matched his abs and was more muscular and attractive than she’d expected.
“Wow, how did he go from so average to so attractive just by taking off his shirt?” Emma thought. “You’ve massaged way more attractive clients. Just do the job and call it a day.”
“Alright, Mr. Ben, get ready to relax,” Emma said as she walked toward him. “I’ll start with the shoulders and work my way down your back. That’s where I’ll focus, since it’s been troubling you.”
“Sounds good to me,” Ben replied drowsily.
As she massaged him, they made small talk about the day and made plans to get through the rest of the week. Ben commented often about how much it was helping his back and complimented her on her skills.
Emma began doing her best work. She really did admire Ben and thought he carried the bulk of the load in the family. He deserved to have something nice for a change, since he was always being so selfless. Emma was enjoying it more than she thought she would now that the awkwardness had subsided.

After about fifteen minutes of work on his back, Ben said, “Honestly, that’s perfect. Please don’t waste any more of your time, Emma. You’ve done more than I could have asked for.”
“Unfortunately, if I’m going to log this session, I’m going to have to do the full routine,” replied Emma. “I just need to do ten minutes on the chest and arms, and then you’re free. Go ahead and roll over onto your back for me.”
“Fine, then,” responded Ben as he rolled onto his back. “Do your worst.”
Five minutes into her chest routine, Ben had fallen fast asleep. The chaos and work of the day always drained him, and he rarely made it past 8 o’clock—and it was already 8:30.
“Well, this is a first,” thought Emma.
She continued to work methodically, but without the distraction of conversation, she found her eyes wandering around the room. It was then that she saw it. She had been checking to make sure his towel wasn’t falling when she noticed a huge bulge underneath it. A bulge was normal, but this wasn’t anywhere close to anything she’d witnessed before.
“It looks like it’s a foot long! And it must be as thick as a water bottle!” she thought before forcing her eyes back to her work.
But as much as she tried to focus, she couldn’t get the image out of her mind. It wasn’t like her at all—but also, that was nothing like anything she’d ever even imagined. Her work had naturally moved toward his pectoral muscles as she continued to follow the regular order of things, bringing her closer to the bulge.
Before she could stop herself, she called out, “Mr. Ben,” in a loud voice.
…
“He’s out cold,” she thought. And he was.
With that affirmation, she let her eyes wander back to the bulge. She tried to picture it but had a hard time. It just didn’t seem possible. She pinched him to see if he would wake up.
No response.
“I’m just going to take a quick peek,” she admitted. Then she slowly lifted the towel.
Somehow, it was even bigger than the bulge had made it appear. It was a full ten inches and thicker than any she’d seen before. A large vein ran straight up to the circumcised head, and he was cleanly shaven.
All of a sudden, her mouth was dry. She licked her lips.
Without realizing it, she had worked her massage down to his abs, mindlessly massaging his core. Her mind and pulse were racing. She had seen—and even felt—many cocks before, but this was the most perfect one she had ever seen by a mile. The sight of a cock had never made her feel anything before, but for some unknown reason, this one did. She was enthralled.
Slowly, without giving herself time to resist the urge, she removed the towel completely. It was happening, and against all logic, she didn’t want to stop herself. She reached for his cock with her right hand, leaving her left to massage his abs.
To her surprise, she could barely wrap her fingers around it, and it wasn’t even completely hard. She could feel the blood rushing through the vein in her hand, warm and unsteady.
“Just for a minute,” she thought to herself as she gently moved her hand up and down his length.
After a moment of inspecting it, she gripped it again and began to gently stroke his cock up and down. She knew it would happen, but she still found herself surprised when it grew harder and longer. Her eyes were no longer wandering—they were locked on his cock as she worked it.
“What am I doing?” she asked herself. “And why does Mr. Ben have the biggest cock I’ve ever seen?”
As it grew in length—and her in courage—she abandoned the pretense of a massage and began sensually stroking him with both hands, rhythmically pumping from base to head over and over. She found herself lost in the act and started to feel a growing warmth between her own legs. She was getting wet just touching him.
“My God, I’m worse than Hailey! She at least gave them a warning. But it’s too late now. I might as well…” her thoughts trailed off as she moved her left hand to her own mound. She began to gently caress herself through her pants as she continued working his cock.
It felt so good to rub herself like this. She had done it many times before, but something about doing it with Mr. Ben’s perfect cock in her other hand made it feel like the first time. If she had been lost in the moment before, her mind was all but melted now.
Her fingers dug into the denim with restless urgency, the rough fabric grinding against her clit in a way that made her breath hitch. In front of her, the thick, veiny shaft twitched in her other hand, hot and heavy against her palm, each stroke sending a wave of pleasure through her own body. She was barely aware of the dampness seeping through her jeans as she surrendered to the hypnotic rhythm between them—push, pull, gasp, repeat.
She could feel an orgasm starting to build and doubled the pressure she applied to herself to urge it on, her hips swaying with the motion.
Then she felt something strange that snapped her back to reality. In her other hand, she was still sensually stroking Mr. Ben’s cock, and it was beginning to pulse, his sack visibly tightening.
“Oh fuck! He’s about to cum!”
She immediately wrenched both hands away. As much as she didn’t want to stop pleasuring herself, she couldn’t afford to have him cum all over himself. She just had to pray she’d noticed in time.
But before she could reach the towel, cum started to shoot from the head. It was a large load, as if he’d been pent up for weeks, and it coated his abs and shaft—evidence of what had just happened.
“Oh no, no, no, no—you idiot, Emma!” she scolded herself.
Unsure of what else to do, she covered him with the towel and ran toward the door.
A few hours later, Ben awoke from the most pleasant dream. He couldn’t remember the details, but it had been very sensual, and he remembered being aroused in his sleep.
“Shit, what time is it?” he thought as he fumbled to sit up. His eyes found the clock.
“11:30 p.m.… I must have fallen asleep during Emma’s massage.”
As his feet hit the floor, his towel slipped, and that’s when he noticed the stickiness on his stomach.
“What the hell!? Did I seriously have a wet dream? Tonight, of all freaking nights…”
He picked up the towel and wiped himself clean. It was quite an impressive load, he admitted to himself—well, impressive or embarrassing, considering it had been over a month since he’d last emptied the tank. Things had been busy, and he and Kristi hadn’t been able to find time between their jobs and her work trips. That, and she just didn’t seem that interested anymore, even when there was time.
Then it hit him.
“Did that happen while Emma was massaging me? Did she see? Oh fuck, I hope not. Maybe that’s why she left her backpack.”
In the corner of the room still lay Emma’s backpack. In her haste to get out of there, it hadn’t even crossed her mind to grab it.
“What’s done is done,” he said aloud. “Time for a shower.”
With that, he dragged himself upstairs and drowsily washed up before heading to bed. The massage had left him far more relaxed than he could have imagined, and he slept soundly through the night.
Emma raced to her apartment, unable to stop herself from driving unnecessarily fast. When she arrived, she walked briskly inside, ignoring the hellos from neighbors standing outside having their last cigarette of the day. Once inside, she locked the door firmly and pressed her back against it.
“Wow,” she said aloud. “Did that really just happen?”
She took a few moments to breathe and calm herself. While it helped, there was still a dampness between her legs that reminded her of the absurd act she’d just performed.
“Shower, go to bed, and forget this ever happened,” she told herself.
She rinsed off and got dressed for bed. The shower helped some, but the unfinished orgasm still lingered, nagging at her, and she knew there would be no rest until it was complete. She pulled a skin-toned dildo out of her bedside drawer.
“Looks like it’s me and you again,” she murmured before running her tongue down its length, prepping it for her pussy. She flung off her shorts and hopped playfully onto the bed.
The springs groaned beneath her as she shifted her hips, the dildo slipping deeper with a wet sound that made her bite her lip. Her chest rose rapidly, one hand twisting in the sheets, the other working the toy with practiced rhythm. She knew the angle, the pressure, the way her thighs trembled right before—
“Ahhhhhhh,” she moaned.
The image of Mr. Ben’s cock involuntarily flooded her mind. A muffled “mmmmm” escaped her lips as she lay there, her slick lips pulsing around the toy inside her.
Once the sensation had passed, she cleaned herself up and got dressed for bed—for real this time. Her body finally felt relaxed, and she was ready to crash.
But there was still one thing on her mind: an unshakable sense of longing for something a bit… more. Without much consideration, she grabbed her phone and began searching.
The last thing she did before falling asleep was order herself a new dildo—one that was ten inches long and would barely fit in her hand.
To be continued…
