A Touch of Scandal
by Ann Douglas
Copyright© 2026 by Ann Douglas
Erotica Sex Story: Juliet only wants help understanding the company’s new computer software. Jeremy is happy to teach her, even if it means staying late. But when the widowed secretary offers the nineteen-year-old clerk the spare bed in her hotel room, professional gratitude develops into a private lesson neither intends to repeat—or can resist repeating.
Caution: This Erotica Sex Story contains strong sexual content, including Ma/Fa Age Gap Consensual Fiction First Oral Sex .
Summer 1984
“Okay, does anyone have any other questions about this section?” Rodney Johnson asked as he stood in front of the hotel conference room that had been converted into a classroom.
He paused a few moments to allow the men and women sitting at the five rows of computer terminals in front of him to decide if they had. When no questions were forthcoming, the bearded black man glanced, first at his watch, then the large clock on the wall.
“It’s a quarter after twelve,” he then said, “so why don’t we break here for lunch? We’ll pick it up again at one-thirty, so please try and be back on time because we have a lot to cover this afternoon.”
With more than a few sighs of relief, the twenty attendees of ‘Introduction to Lotus 123’ closed their workbooks and began to gather their belongings. All except the light-haired nineteen-year-old sitting at the end of the back row. As he had been doing all morning, Jeremy Newman continued to scribble notes in the margins of his book. It wasn’t until the room was half empty that he finally put down his pen.
As a clerk in the mailroom of Layton, Dandridge and Sutton, Jeremy’s job responsibilities really had no relation to any of the material being covered during the two-day course, but he had signed up for it with an eye on the future, when he hoped to be more than a simple clerk. Putting his name on the sign-up sheet had been, he knew, a long shot in itself, as the posting on the bulletin board had stated that preference would be given based on an applicant’s job title and seniority. So it had come as a surprise when, just before he’d clocked out last night, his boss had told him that a place in the class had unexpectedly opened and if he was still interested, he could have it. It seemed that anyone senior who’d already expressed an interest had already gone for the day and the training manager wasn’t about to start calling people at home.
The class was being held at the Carrington, a small hotel on the upper west side of Manhattan that derived more of its revenue these days from renting out its first and second-level conference rooms than the four floors of lodgings above them. It was conveniently located for most of the attendees, with Jeremy being a notable exception. In his case, getting there from his home on the south shore of Staten Island required a train ride to the ferry at Saint George, a trip across the harbour to Whitehall on that, and then the subway up to West 86th Street. As it was, he barely got to the class before they closed the doors. Still, he thought the class was worth all the trouble.
As he pushed his keyboard back toward the bulky terminal screen, Jeremy was startled by a familiar but unexpected voice from behind him.
“You weren’t peeking ahead toward the end of the book to see how it ends, were you?” the soft voice asked.
Jeremy turned and found himself facing Juliet Wilkes, one of the secretaries from the firm. Five-three and a hundred and fifty pounds, the fifty-four-year-old worked for Thomas Sutton, the son of one of the firm’s original partners. Slightly overweight, part of which seemed centered around her prominent bust, Juliet had short chestnut-brown hair, lightly streaked with gray, that framed a pleasant yet ordinary face. A few character lines were visible there as well, but no more than might be expected of a woman her age. She was wearing a sleeveless beige dress that was loose enough to conceal rather than accentuate any excess weight.
“Oh, hi, Mrs. Wilkes,” Jeremy said with a smile as he closed his workbook and slid it into his knapsack. “I saw your name on the sign-up sheet back in the office.”
“You might have seen my name, but I certainly didn’t sign up,” Juliet said with a small trace of displeasure. “Mr. Sutton volunteered me for this class. I don’t know why, though; it’s not like I spend my day working with numbers or anything like that.”
“Computers are the future,” Jeremy said with excitement. “Mr. Sutton probably sees that. And it’s not just accounting; there’s word processing and a lot of other things. In fact, I’m willing to bet that it’s not going to be long before having a computer on your desk is going to be as common as having a typewriter there is now.”
“God forbid,” Juliet laughed, then added, if so, she hoped she’d be retired by then.
“I think it’s all fascinating,” Jeremy beamed, using one of his favourite television character’s trademark phrases.
“You actually understand everything the teacher was talking about?” Juliet asked.
“Most of it,” he replied. “My high school had a computer lab, and I got to work with VisiCalc a bit. It’s a simpler spreadsheet program, but similar enough that I at least understand the basics of Lotus.”
“I have no idea what Visi-whatever that is either,” Juliet laughed. “Back when I was in high school, we still used an abacus, so all this is Greek to me.”
Jeremy laughed as well, recalling a drawing of one of those in a textbook. He then offered his opinion that he was sure Juliet would get it eventually.
“Somehow, I doubt that,” she countered.
“You know, if you still had questions, you should’ve asked Mr. Johnson to explain it again,” Jeremy pointed out. “That’s what he’s there for, right?”
“Well, first off, I wasn’t even sure what to ask,” Juliet said, “and even if I did, I could tell that the people around me were getting antsy, asking among themselves when we were going to break for lunch. I didn’t want to stretch out the morning session any more than it had already been.”
Jeremy thought that was a silly attitude; after all, they were here to learn. He almost said so when he had a better thought.
“If you want, I could go over it with you, maybe help you understand it better,” he offered, following the advice of his favourite high school teacher, who always said the best way to remember something was to explain it to someone else.
“You’d do that?” Juliet asked, surprise in her tone.
“Sure, why not?” the young man replied.
“What are you doing for lunch?” she asked.
“I brought my lunch,” Jeremy said, lifting a paper bag that had been resting next to his knapsack. A bag that he knew contained a sandwich from home, a bottle of Yoo-hoo, and a piece of fruit.
“Oh, I’m sure we can do better than that, especially if you’re going to help me with this stuff,” Juliet said.
In the year Jeremy had been with the company, he’d made a number of friends, but most had been in the back offices down on the nineteenth floor. When he went up to twenty, where the executive offices were, to deliver mail or supplies, he might as well have been invisible — especially to most of the women that worked there. Juliet, though, was an exception, always offering a friendly hello and asking how his day was going.
“We can go to the restaurant down in the lobby, or if you want, we could look for something outside the hotel,” she said.
“Either one would be fine,” Jeremy replied.
“Downstairs it is then,” Juliet decided, “it’ll give us the most time to talk.”
When they entered the lobby restaurant, they found it only a third full. Which not only got them a table quickly, but also one in an empty section where they could discuss the morning’s class without disturbing other patrons.
“Does that make sense now?” Jeremy asked as he slid the sheet of paper that he’d been writing on between the now empty plates scattered across the table, placing it in front of Juliet.
“A lot more than it did an hour ago,” Juliet replied. “You explained it a lot better than Mr. Johnson.”
“Well, sometimes, when you teach the same thing day after day, the way you present the material can become a little stale,” Jeremy proposed. “Maybe we just caught him on an off day.”
“Or maybe you’re just a better teacher,” Juliet offered, again a wide smile lighting up her face.
“I doubt that,” Jeremy replied, even though he was flattered by the compliment.
Juliet was about to say something else, but a glance at her watch caused her to change the subject.
“Oh my goodness, we should be getting back,” Juliet said as she began to gather up her notes, adding in a whimsical tone, “We wouldn’t want to get detention for being late.”
Jeremy laughed as he slipped his heavily annotated workbook back into his bag. That done, he reached into his pants pocket for his wallet. Even though he had been invited to lunch, he still felt he should at least offer to pay half.
“Oh, you put that away,” Juliet chided him. “I invited you, remember? Besides, I’m just going to put in the bill for petty cash and let the company pay for it.”
“They let you do that?” Jeremy asked.
“They do as long as your boss is willing to sign off on it,” she explained, “and seeing as he was the one who sent me here, it’s the least Mr. Sutton can do.”
Satisfied that he’d at least made the effort, Jeremy left his wallet where it was, even as Juliet slid a credit card into the binder the bill had come in and handed both to their server.
Unlike the morning session, the second half of the day’s lessons made a lot more sense to Juliet, a change she attributed to Jeremy’s help over lunch. If she had to quantify how much she’d understood, two-thirds would’ve been a fair estimate. That number would’ve been even higher, she thought, if she’d been able to convince the man who’d been sitting next to her to trade places with Jeremy. He had declined, saying that was too far back for him to see the board clearly. Each time Juliet glanced back in Jeremy’s direction, she could see him furiously writing in his workbook, making her wish she’d also thought to try and switch places with the woman next to him.
“Okay, that’s it for today,” Mr. Johnson said as the wall clock read ten after five. “I’ll see you all again tomorrow morning.”
The room seemed to empty even faster than it had for lunch, leaving just Juliet and Jeremy, who was again still jotting things down. Moving over to just behind him, Juliet waited until he was finished. It was only then that he noticed her.
“Did you understand the afternoon lesson better?” Jeremy asked as he closed his book.
“Better is a relative term,” Juliet offered. “I did understand more than this morning, but there were a few parts I still found confusing.”
This time, Jeremy didn’t need to ask why she hadn’t asked the instructor to clarify those parts. It was obvious that she was hoping he would do it.
“Do you think I could interest you in a working dinner?” she said as an inducement for him to do so. “No in-house restaurant this time, we can go somewhere nice.”
This time, Jeremy hesitated, displaying a look that suggested to Juliet that perhaps her asking his help a second time might be a favour too far.
“Oh, I’m sorry,” she said as another thought popped into her head. “I should’ve asked if you already had plans first.”
“No, I don’t have plans,” Jeremy said after another beat, that fact reminding him of his recent breakup with his girlfriend. “It’s just that ... I...”
Despite his negative reply, Juliet felt that his continuing hesitation said more than his words. She was about to withdraw her request when Jeremy seemed to have a sudden change of heart.
“You know, you’re one of the few people up on twenty who even takes the time to say hello to me,” he said, “so I’d be happy to help.”
“Are you sure?” Juliet asked.
“Yeah, I’m sure,” he replied.
“You are a godsend,” Juliet said with a broad smile. “What kind of food are you in the mood for?”
Dinner would have to wait, Jeremy stated, pointing out that not only was it doubtful that they’d be able to review his notes without disturbing other patrons as they had during lunch, but the afternoon lessons had been more hands-on, requiring access to the software program. It would make more sense to review everything right here, where they could take advantage of the empty classroom and its computers.
“I guess that makes sense,” Juliet agreed, thinking at the same time that she should’ve realized that herself.
“And that is how you do it,” Jeremy said an hour later as he completed the last exercise in the study guide.
“I get it now,” Juliet said as she duplicated his actions on her own screen, a sense of satisfaction filling her as her result matched his.
“See, I told you that you would,” the younger man smiled.
“Saying thank you yet again seems such an insufficient reward for all the help you’ve given me,” Juliet said as she saved the file to her diskette before closing it. “I hope you’ve at least worked up a good
appetite, because I’m going to get you the best...”
“About that, I think I’m going to have to skip dinner,” Jeremy said, cutting her off in mid-sentence. “I’ve got a really long ride home and the later I leave, the longer it takes. I’m not sure what time the express train on the SIRT back on Staten Island stops running, but if I miss it, I’ll have to take the local, and that’ll add another half hour’s travel at least.”
When she inquired how long the whole trip home might take, Juliet was shocked when Jeremy said between two to three hours. She remembered him mentioning that he lived on Staten Island, but never having been there herself, she had no idea what it took to just get to their office in lower Manhattan, much less uptown to the Carrington. Her own commute to the Hunter’s Point section of Queens took less than an hour most days.
“And you travel that far every day,” she asked, “just to work in the mailroom?”
“I know it’s not the best job,” he responded, “but I’m hoping it’ll lead to something better. One that’ll let me move to the city. That’s why I signed up for classes like this.”
Staten Island was part of New York City, Juliet knew, but as was common among many residents of the outer boroughs, Jeremy thought of Manhattan as ‘the city’. The desire to move to or at least work there was a common goal among younger people, one she had once shared.
“Now I feel quite guilty about making you stay so late,” Juliet stated in an apologetic tone.
“You didn’t make me stay,” Jeremy reminded her, “and I was glad to help.”
That still didn’t make Juliet feel any better.
“I guess I should get going,” Jeremy said as he started to rise from the desk. “I’ll see you in the morning.”
“Jeremy, just wait a second,” Juliet said, her voice a bit louder than it had been as she reached out and laid a hand on his shoulder, keeping him from getting up.
Confused, Jeremy sat back down.
“I’m going to suggest something, but I don’t want you to take it the wrong way,” she said.
“Okay,” he said, wondering what she’d meant by that.
“You know Alice Tanenbaum, right?” Juliet asked.
Jeremy nodded his head, having delivered plenty of packages to the research department where the fifty-year-old blonde worked. Unlike Juliet, Alice rarely acknowledged his presence with more than a nod.
“Well, Alice and I are friends, good friends, and we often go out together after work,” Juliet shared. “So, when both of us found ourselves going to this class, we decided to make the most of it. The Carrington, as it turns out, has really low mid-week rates, so we got a room with the intention of having a girls’ night out — going out to dinner and staying overnight.”
Jeremy wasn’t sure what to make of the phrase ‘girls’ night out,’ but the expression on his face suggested to Juliet that his take on it certainly differed from hers. His misassumption might have been understandable, she later thought, seeing that there were two women in the back office on nineteen whose relationship did fit that interpretation. She quickly corrected the error, explaining that she and Alice were ‘just friends’. Jeremy accepted the correction, feeling slightly guilty at having even made an assumption like that. But even so, he still didn’t see what it had to do with him.
“You might have noticed, though, Alice wasn’t in the class today,” Juliet added.
Jeremy actually hadn’t noticed, but then again, he hadn’t noticed Juliet either, since he’d been so late.
“Her husband came down with a virus yesterday afternoon,” the older woman continued, “so she had to use a personal day to stay home and take care of him.”
That, Jeremy realized, must’ve been the unexpected open slot in the class roster.
“It was too late for us to cancel our reservation, at least not without losing the deposit,” Juliet went on, “so I figured I might as well keep it. I guess the point I’m making is that I have a room with an empty second bed and, if you don’t think it too scandalous, you’re welcome to use it instead of making that long trip home and back.”
“Stay overnight, here in the hotel?” Jeremy repeated, as if to make sure that he had heard her correctly.
“Yes,” Juliet confirmed. “Like I said, the room is already paid for and I don’t get any sort of discount if the second bed isn’t used. So it only makes sense for you to use it.”
It took a few moments for Jeremy to respond, a long enough delay for Juliet to consider that she’d made him feel uncomfortable with her offer. In reality, however, it wasn’t that he thought the idea scandalous that gave him pause; after all, Juliet had to be close to his mother’s age. It was the logistics of staying over for the night that gripped his attention. The teenager had always had a pragmatic nature, and his first thought had been that if he slept here, he didn’t have a change of underwear for the morning.
“Oh, we can work that out easily enough,” Juliet said when he mentioned that. “The hotel has a men’s shop where I’m sure we can get anything that you might need.”
“I still don’t know...” Jeremy said as, moving past the practical, he now did consider how it might look to others. “Wouldn’t your husband have a problem with you sharing a room with...”
“I don’t have a husband,” Juliet said, stopping him in mid-sentence. “He passed away ten years ago.”
“I’m sorry,” he replied, never having considered that since everyone in the office still referred to her as Mrs. Wilkes.
“Thank you, but as I said, Jake’s been gone a long time,” she pointed out. “But we’re getting a bit off track, aren’t we? Do you want the bed or not?”
Several longer moments passed, but then Jeremy surrendered to the practicality of the situation.
“I guess we’re having dinner then,” he finally said.
A quick stop at what advertised itself as a haberdashery before heading out for dinner secured anything Jeremy thought he might need. Juliet found his observation that the fancy name was just an excuse to charge higher prices amusing, even as she noted that her late husband also preferred boxers over briefs. She tried to pay for his purchase, but Jeremy declined the offer. It was one thing to have her buy him dinner as a thank you for his help, but he drew the line at her buying him something as intimate as underwear.
Dinner turned out to be surf and turf at an upscale restaurant a few blocks away, the same one that Juliet had intended to go to with Alice. Jeremy had never had lobster before and found it a delicious change of pace. Normally, when he and friends went out to eat, it was to a place where the servers wore paper hats.
As dinner progressed, they got the chance to learn a bit more about each other than their limited workday interactions had previously allowed. Among other things, Juliet learned that Jeremy had recently broken up with his girlfriend, whom he had been dating since high school, and he learned that she had two sons, one a year older than him, who was away at college and the other married with two kids. By the time dessert was served, many of the social barriers that age and different life experiences usually produced had been considerably lessened.
When they returned to the Carrington, Juliet decided there was no need to stop at the front desk and ‘officially’ check Jeremy in, as she had done during the morning break. She herself didn’t see anything scandalous in having Jeremy make use of a bed that had already been paid for, but it was quite possible that a desk clerk might view it that way, a judgement that might embarrass the young man.
Her assessment proved correct only minutes later as, standing outside their room while she searched her purse for the key, they were passed by a middle-aged couple coming down the hall. While the man didn’t seem to give them any notice, his companion paused long enough to give not only a disapproving look but a verbal expression of it as well. One that didn’t go unnoticed.
“What was her problem?” Jeremy thought out loud once they’d turned the corner.
“I guess some people just have dirty minds,” Juliet offered as, after using the key, she opened the door.
Recalling Juliet’s use of the word scandalous when she’d first offered the spare bed, Jeremy unconsciously glanced down the length of the hall in both directions to see if anyone else might have seen them. With no other guests in sight, he then followed Juliet inside.
“You’re really not worried about what people might think if they saw us?” he asked Juliet, feeling that she had more to lose reputation-wise than he did.
“What are they going to think — that I got lucky?” Juliet laughed. “But seriously, I’m too old to worry about nonsense like that. People are going to think what they want; you can’t let them dictate your life.”
“I guess not,” Jeremy said, finding her attitude surprising but refreshing. To most of the girls he knew, appearances were everything.
As he stepped into the centre of the room, Jeremy found himself distracted by the view of the city through the wide double windows, the curtains bordering them having been left open. Captivated by the sight, he only partly heard the question Juliet asked him.
“Window or bathroom?” she asked.
“What?” he asked as he turned around, confused by the question.
“Do you want the bed near the bathroom or the window?” she clarified.
It was only then that Jeremy looked at the two beds and the short table between them. One that held not only a small lamp at each end, but a clock radio and a telephone. Against the opposite wall sat a double-sized dresser with six drawers, but seeing that they were only there overnight, none of those would be used.
“Oh, the window, I guess,” he replied.
“Good choice,” Juliet grinned as she laid the overnight bag that she had dropped off earlier onto what was now her bed, turning on the lamp closest to it at the same time, “especially since it’s more likely that I’ll have to get up and use the bathroom during the night than you.”
It took Jeremy a moment to realize that also had been a joke, to which he responded with a quiet laugh.
“It’s not that late. Do you want to watch a movie or something?” Juliet asked, adding that the hotel had cable.
“If it’s all the same to you, I think I’d like to just turn in,” Jeremy replied. “It’s been a really long day.”
Realizing that, due to how far he had to travel, his day had probably started a few hours before hers, Juliet said that was fine.
“If you don’t mind, though, I’d like to take a quick shower before I turn in,” she added. “It’s something I normally do.”
“No, not at all,” Jeremy replied, again caught off guard by the question.
“I won’t take long, in case you want to take one yourself,” Juliet said as she reached inside the overnight case to remove a bundled-up garment. Then, dropping the bag back on the floor, she stepped into the bathroom, closing the door behind her.
Thinking that he might as well see how the Mets had done this afternoon, Jeremy turned on the television, catching the end of an early news program. As he watched, he heard the shower coming on and while the sound was hardly unexpected, it did cause an unanticipated reaction — one that felt slightly disturbing, as it showed he really hadn’t thought out all the particulars of sharing the room.
As much as he tried not to think about it, Jeremy couldn’t dispel the thought that just on the other side of the thin door was a totally naked woman. It didn’t help to remind himself that, as he’d observed earlier, Juliet was his mother’s age, because while she didn’t seem all that different physically, her personality made her come across as much younger.
An involuntary rush of excitement filled him as he found himself picturing what Juliet looked like as she soaped up her body, rubbing the foam across her naked breasts and down between her legs. Jeremy’s personal experience with the female body was limited, to say the least. In fact, with the exception of having once walked in on his sister, he’d never seen a girl fully nude.
That flush feeling turned to slight panic when, as he heard the shower shut off, Jeremy found that his erotic visualisation had given him a bit of an erection. One that he saw, as he glanced downward, was quite noticeable.
Dispelling the image of Juliet from his mind, Jeremy tried to replace it with thoughts that might reduce the scope of his arousal, an effort which had only partially succeeded by the time the bathroom door opened.
If it had been Alice sharing the second bed, Juliet would most likely have walked out of the bathroom wearing no more than a bath towel. Since it wasn’t, she’d had the forethought to take her nightgown in with her and to put it on after drying off. Light blue in colour, with short sleeves, the garment was of simple design and extended just about down to her knees. At first glance, it reminded Jeremy of the kind his mother sometimes wore.
That comparison dissipated, however, once Juliet stepped within the light radius of her bedside lamp. Breasts which already had their shape outlined by the thin material draped over them became even more defined as the brightness highlighted not only them, but both the dark areolas in their centres and the thick nubs that capped these.
To Jeremy’s renewed distress, his partly dispelled hard-on regained its prominence, rising to a degree that made it even harder not to take note of. Yet, despite that, Juliet not only seemed not to do so, but ignored him completely as she took hold of the covering on her bed and pulled it downward. Only then did she turn toward the young man standing not ten feet away, and then only to make a casual comment.
“I wasn’t sure if you wanted to use the bathroom or not, so I left the light on,” she simply said. “Oh, and they have a courtesy toothbrush and mouthwash that you can use if you want. I noticed that you didn’t pick up any toiletries in the store.”
Jeremy was about to say no, he was good, but then realized that unless he did something to make it go down, his cock was likely to stay like it was for some time. So, concealing his embarrassment as best he could, he rushed into the bathroom, closing the door behind him. Just before it shut, he was certain he’d heard Juliet chuckle.
Ten minutes later, after a bit of hand play and a relatively cold shower, Jeremy stepped out of the bathtub, relieved that his manhood had returned to normal proportions. A new concern arose a few minutes later, however, as, putting his t-shirt and briefs back on, the teen realized that he didn’t have anything to wear over them other than the clothing he’d just taken off.
The lack of light from under the door sill told him that Juliet had turned off her lamp and might be, hopefully, already asleep. So, just before he opened the door, he plunged the bathroom into darkness and, with his clothing bundled up in his arms, dashed toward his bed.
He’d just about made it when, not having given his vision time to adjust to the limited light from outside, Jeremy stubbed his toe on the edge of the bed frame, letting out a loud yelp as he did. The noise startled Juliet, prompting her to sit up in bed and reach for the light switch.
The sight of Jeremy leaning against the dresser, holding his now throbbing foot, was almost comical. It took no small amount of self-control for Juliet not to laugh.
“You didn’t have to stumble around in the dark, Jeremy,” she said, a slight amusement still managing to find its way into her voice once she’d started to speak. “I’ve seen men in their underwear before.”
As he picked up the clothes he’d dropped when he hit his toe, Jeremy blushed. Trying to be nonchalant, he laid them across an adjacent chair, then pulled down the cover of his own bed before slipping under it. Juliet waited until she was sure he was settled in, then again reached for the light switch, bringing back the darkness. As she rolled over and closed her eyes, she wished Jeremy a good night’s rest.
It took a few minutes, but both were soon fast asleep.
The clock radio read a quarter after one when Jeremy abruptly found himself awake. It wasn’t a sudden urge to use the bathroom that had roused him, but one equally demanding. Despite having earlier beaten back the dragon, his erection had returned with a vengeance, spurred back to life by an erotic dream that, mere moments after it had ended, he was finding it difficult to remember the details of. Yet, based on the fragments he did recall, it had involved the woman sleeping only a few feet away.
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