College Bound 3

Authors Note: This story involves the seduction of an eighteen-year-old man by his thirty-five-year-old aunt.

This is a very long, purely fictional story and all parties are adult aged. My stories tend to have a 'happily ever after/romance' vibe so if that's not appealing, please read no further.

*****

Eighteen-year-old James never considered his life abnormal in any way but since he'd only lived this one life, he didn't really know what normal was supposed to be like.

His parents divorced when he was four and he grew up with his dad who was a decent, loving person. He knew other kids with divorced parents, but his situation was different in that his mother died in a car accident shortly after the divorce.

While he had wonderful grandparents, James had no siblings or close cousins growing up. His Aunt Jenny was almost like a big sister or even a mom to him for a time, but she moved to New York when he was eight, leaving him alone with his dad.

His dad worked from home and used this situation to home school James, believing he could sculpt for him a better education and a more wholesome environment without the negative influences of a sometimes warped society. Aunt Jenny, his father's only sister, tried many times to convince him he was overly sheltering the boy, but the situation remained unchanged until James went off to college.

When he started looking into potential colleges at the age of sixteen, he liked the idea of being on the East Coast, closer to his Aunt Jenny, whom he hoped to see more often now that he was growing up and able to make decisions for himself.

He saw so little of her after she moved away but when he did, it was obvious she missed him and cared very deeply for him. The feeling was mutual.

A part of him had to admit that an underlying reason to pick an East Coast college was to get some geographical distance from his father who he now saw as controlling. His father strongly resisted the idea of him being so far away for some reason and when he reminded him that Aunt Jenny would be only a couple hours away, this seemed to make matters worse.

When it came time to tour colleges, he secretly reached out to Aunt Jenny for help, and she readily agreed. In a bit of subterfuge, he made the arrangements to fly out, claiming he would be with a friend and his parents, so his father accepted this. In reality, he had to convince his Aunt Jenny to cover for him by staying quiet. She agreed in the end, but it took some convincing.

The visit went extraordinarily well. He settled on applying to Emerson College in Boston and during his trip, Aunt Jenny confessed that she and his father had a strained relationship stemming from incidents many years ago. She would not go into detail but promised that one day she would.

Over the next couple of years, he found himself texting with Aunt Jenny regularly and calling when his father wasn't around to overhear. She offered good advice on any topic and was a nice ear when things were troubling him.

He found them connecting in a way he hadn't known in many years. Warm, open and nonjudgmental, he felt he could tell her anything. He only hoped that someday when he had a girlfriend, she might have qualities like her. At times, she almost felt like a mother to him, and he liked the thought of that very much.

Applying for scholarships at multiple places, the easy decision was Emerson College because they offered him a partial, yet generous, scholarship and because it was a prestigious school with an excellent program he liked. But in the back of his mind, he knew it would create opportunities to see Aunt Jenny more.

By the time James graduated high school at the age of eighteen, he had everything lined up to attend Emerson in the Fall. Although he'd be living on campus once term started, he really wanted to spend the summer in Boston beforehand getting to know the area.

His father wasn't very happy when he chose Emerson, but he couldn't argue it was a fine school with a fine program and the scholarship offer brought the out-of-pocket costs down lower than any other lesser school he might have accepted.

When he told Aunt Jenny the good news, she shocked him by offering to let him stay with her during the summer. A schoolteacher by trade, she'd have the summer off as well and promised him a great time showing him around the Big Apple before sending him off to college.

James badly wanted to accept but he reminded her that the only way his father might agree was if he lied and claimed to be staying in Boston instead. Once again, she shocked him by saying she would keep quiet if he chose to stay with her. When he chewed on the idea, she even threw out a few suggestions to make the deception work smoothly.

Surprisingly, his father reluctantly agreed to the idea of him renting a room in Boston for the summer, but James pushed heavily for this and strongly implied he didn't need permission now that he was eighteen.

The death of his mother provided him a modest life insurance premium which he now had access to since turning eighteen. He made it a point, at Aunt Jenny's suggestion, to remove his father's power of attorney off the bank account so he could spend without his father being able to track everything.

Furthermore, Aunt Jenny opened a post office box at a business to give him an official Boston address and receive any mail his father might send. Being on the West Coast, it was unlikely his father would make the trip out there anytime in the next three months and should he ever search the address on the Internet, James planned to tell him he was renting a room in an apartment above the business which was not all that unusual in the overcrowded city.

The day after he graduated high school, James said his goodbyes and flew out to Boston with little more than a large duffel bag full of clothes. Unbeknownst to his father, he caught a connecting flight to JFK from there where his Aunt Jenny met him.

Two years prior, he met up with her when he was touring colleges, and he found her at the time to be extremely attractive and even appealing. But seeing her today felt very different. She seemed more alluring than he remembered and when she hugged him tightly, he found himself quite aroused.

Jenny knew immediately from the look in his eyes that James found her desirable. Most men did, but James was only eighteen and like all young guys his age, his thoughts were consumed with girls. She thought she detected some of that on his visit two years prior but now, he seemed like a powder keg, ready to blow.

Jenny decided months back that James needed some distance from his conservative, and even frigid, father so she concocted a plan to convince him to live with her for the Summer so she could help prepare him for his new life off at college. She knew he'd need to come out of his shell more and grow as a man if he hoped to be successful. Especially with the fast moving college girls.

Jenny assumed he was still a virgin and if all went as planned, she'd get one of her slutty, single friends to pop his cherry by the end of summer.

At first, she felt guilty helping her nephew deceive his father, but in the end, she believed she was doing more good than harm and he was an adult now, after all. If his father had been less controlling, it never would have come to this in the first place, she kept telling herself.

As she saw him disembark and make his way toward her, she thought she noticed a bulge growing in his pants. Giving him a long, warm hug while rubbing his back, she definitely could see it was noticeably more pronounced as they pulled apart. When he tried to discreetly readjust himself, there could no longer be any doubt. She turned him on. Reflecting on her big plan for him, she decided his attraction to her could decidedly work in her favor.

The idea of getting her nephew turned on actually made her a little moist as well, she realized, and she tried to remind herself not to let things get out of hand. Impulse control had always been something she struggled with. So much so that she even started seeing a counselor a year prior.

There was one variable that could not be predicted, nor eliminated, she reasoned. She was due to begin ovulating and she learned long ago that two things occurred when she was about to enter this stage of peak fertility; One, men in her vicinity seemed to noticeably detect her lushness, if only subconsciously, and two, she generally found herself exceptionally horny for more than a week which caused her to play into the first more often than she might otherwise.

Today was a good example of her carnal urges overriding her judgment and controlling her behavior. She had already used her vibrator twice today and it barely helped her cool off. When she got ready to head to the airport, she deliberately chose slutty attire knowing guys would be fantasizing about her. If she had to go around feeling this way, she liked the idea that every man in her vicinity would suffer along with her!

Her original plan had been to get James worked up and keep him that way as a means of softening him up. At some point, his resistance would fail, and she'd be able to talk to him about sex, relationships and his experience level or lack there of. From there, she could begin to offer meaningful advice, perhaps some education and if they truly reconnected as she hoped, he'd readily accept all her help.

Her plan would culminate when she eventually introduced him to one of her slutty friends who would deflower him before he went off to college. This assumed, of course, that he was still a virgin, but she was absolutely certain of that.

She hadn't planned on trying to seduce him personally but seeing him now, grown up and filled out, she realized she might have put herself into an overly tempting situation.

James was just under six feet tall, she figured, but he was trim and even a little muscular. He'd always been very cute, even as a baby, but she could easily see her cougar friends wanting a piece of him. She was even starting to want a piece of him, and they were still at the airport!

As he followed Aunt Jenny out of the terminal, he couldn't stop checking her out. He knew from texts that she turned thirty-five last week but she looked sizzling hot for a woman nearly twice his age. She was a few inches shorter than him at five and a half feet tall and he estimated her curvy body put her weight around a hundred and thirty pounds. While not model thin, she had a very pleasing body and a nicely shaped, apple ass.

She was a dark brunette and let her hair grow out since last he saw her and now it was neatly done in a ponytail going about half way down her back.

When he visited two years ago, she dressed conservatively, but today she wore a black miniskirt along with a thin, tight, tank top which strained to hold back her medium breasts. James could see her looks and attire gained her many appreciative stares from passersby, but he was doing more than appreciating; He was drooling, and he had to keep telling himself to stop.

"So, James, we're going to have a lot of fun together this summer. I want us to make up for all those lost years since I moved away. I was thinking...I never properly celebrated my thirty-fifth birthday, and you haven't celebrated your high school graduation, so I have a couple bottles of champagne waiting for us back at the apartment. We'll get good and tipsy and catch up on everything. Deal?"

"That sounds fantastic, Aunt Jenny! Before we start, I'll call my dad and check in."

Jenny loved it when he called her, 'Aunt Jenny,' rather than 'Jenny.' It might seem formal to some but to her, it felt personal and even intimate. James might know several women named, 'Jenny,' throughout his life but there would only ever be one, 'Aunt Jenny.' Always wishing she were part of a larger family; She wanted to hold a special place in her sweet nephew's heart forever.

As they entered the apartment, Jenny confessed, "Okay, I probably should have mentioned this before, but I moved into a smaller, one-bedroom apartment since your last visit. Shit is expensive in New York City, especially on a schoolteacher's salary! You have two options; I have a queen bed which is plenty big enough for the both of us or you can sleep on the pullout couch in the living room if that makes you more comfortable."

James certainly didn't have an issue sharing a bed under normal conditions but sleeping next to his hot aunt was probably going to be more than he could handle. He considered how he might refuse without implying she turned him on but before he could respond, she suggested they figure it out later.

While James called his dad, Aunt Jenny announced she was going to shower and get more comfortable. Jenny was thrilled as she considered the next phase of her plan which was to plant hints of sex everywhere he turned, knowing he couldn't extract himself from the situation. Starting now, she was going to use her vibrator in the shower, figuring he'd likely hear it or her moaning. Regular doses of that would drive any guy mad with longing.

The apartment was a smaller, older, cramped, single bedroom unit which had only one bathroom. As he spoke to his dad, he could immediately tell that the place was poorly insulated because he heard a buzzing noise in the bathroom that sounded something like an electric razor. Even with the water running, the buzzing was easy to detect and not long after, he heard his aunt moaning as well.

Desperate to get off the phone, he put his ear to the door and to his horror, it popped open a crack. He was stunned and unsure what to do. If he grabbed the knob and pulled it closed, she might hear or see the movement, so he decided to back away and feign ignorance. For reasons he couldn't begin to understand, he peered through the crack and could easily see her reflection in the vanity mirror as she was turned away.

Unable to pry his eyes off her, he studied the curvy shape of her hips through the clear sliding glass door, her slim waist, the magnificent roundness of her tight ass and the hint of a breast under her raised arm which was braced against a wall. She had a leg propped up on the shower bench and was looking down as her other hand rapidly worked something he couldn't see between her legs.

From the sounds of it, his aunt was obviously experiencing pleasure and he couldn't stop himself from watching. Aside from some old girly magazines his dad kept hidden under the bed and the occasional sharing of a random internet image shared from a friend, he'd never seen a woman in the nude.

Her vibrator changed pitch and speed and soon his aunt cried out and threw her head back. He was mesmerized as it went on for many seconds before she convulsed and dropped her head back down. Moments later, it stopped, and he felt a little disappointed it hadn't lasted longer.

As Jenny came down from her stellar orgasm, she found herself much more clear headed. She had definitely needed to take the edge off after the trip back to her place. With any luck, he would have realized what she was doing but even if he didn't, she'd keep doing it until he figured it out. Once he did, she'd do it even more often to make him crazy!

As she dried off and exited, she noticed the door slightly ajar. It had a faulty latch and didn't secure properly but it never opened by itself unless nudged from the outside. Young James must have been near the door, she reasoned, and if so, must have witnessed her taking care of herself. What a bonus! If he saw her pleasuring herself, he'd probably try to witness it again and he'd soon crack under the pressure. Then, she could start having the meaningful discussions he'd been needing for a long time.

A wildly impulsive idea took root in her mind, and she decided then to have some fun luring her innocent nephew. It wouldn't be difficult, she knew, and if it led to something more, she wouldn't be too torn up over it.

When she finally emerged, she was wearing sexy pajamas that exposed her midsection and the hot look had him practically drooling again. She thought she'd entice him a bit by commenting on how good the shower felt and how refreshed she now was. It wasn't difficult to see from the bulge in his pants that he understood the source of her 'refreshment.'

Ordering them a pizza, she insisted he kick off his shoes and change into something loose and comfortable like lounging or work out pants. While they waited for the pizza, she poured them some champagne and they hung out on the loveseat in the small living room. Her place was very small and it worked into her plan well. If they were going to relax, the only place really was the comfy two-person loveseat. And that meant closeness and opportunities to lean against each other intimately.

After a while, James felt comfortable asking why she wasn't with anyone or never had kids.

"I've dated many times but I'm more Polyamorous. I just can't see me tied to a single, monogamous relationship. I love great sex and being single provides me with never ending opportunities for excitement. As far as kids, I guess it was never all that important to me. What about you? Anyone special in your life?"

Hearing his desirable aunt talk about enjoying great sex and wanting excitement was rough. Why couldn't he find a woman like that! He somberly answered her question. "No one yet."

"No one ever?"

"Nope. There were a couple girls I liked but dad said I wasn't old enough."

"Have you ever kissed a girl or held her hand?"

"Not yet."

Jenny could see he was feeling uncomfortable, so she dropped it for now but hearing that her brother had been keeping him from talking to girls pissed her off. She had plenty of time though to get him to open up and maybe enough time to educate him somewhat before he started college.

Conveniently, the pizza arrived around this time, and they filled up on it before going back to the champagne and hanging out on the small couch. In time, she could see he was slightly intoxicated.

Time to dial up the pressure on him! Lying down, she placed her head in his lap, looking up at him while they talked. Eventually, she asked him more about girls he had once been interested in. It might have been the champagne or just that he was starting to relax but he felt the need to open up to someone, so he did.

James explained to her that his exposure to girls had always been controlled and limited and he was only now starting to see this. He went on to explain that being home schooled, his education about Human sexuality was very limited and he feared he'd feel like a child around women he hoped to meet in college.

"You'll be okay, Sweetie, but if you like, we have nearly three months to get you up to speed. What sort of questions do you have and I'll fill you in. Don't be shy. No topic is off limits."

"Honestly, Aunt Jenny, I wouldn't know where to start."

"Okay...when did you first realize you liked girls?"

"Oh, many years ago."

"And when did you start touching yourself as you thought about these girls?"

"I guess it wasn't long after, but my dad walked in on me one time and chewed me out. I felt so ashamed that I didn't do it much after that. I sort of learned how to refocus my mind when I'm distracted in that way."

"In what way? You mean when you have a hard on? Like you do now?"

Reddening, she stopped him and said, "Sweetie, it's totally normal. I'd be offended if you didn't have one. I'm just trying to get you to open up and be honest so I can help you."

"You're right. I'm being silly. Yes, I've learned to keep my hard on in check under most conditions, but it's been more difficult around you."

Jenny shocked him by rubbing his hard on briefly before continuing. "Well, Sweetie, it's perfectly normal to touch yourself. It's actually healthy. So here's your first lesson; Women have monthly menstrual cycles and when they are about to hit their peak fertility point, as I am, men can detect this subconsciously, and it drives them wild. It's the animalistic side of us we don't discuss enough. You can't control your hard on because you feel my fertility and subconsciously, you want to do something about it."