Author's Note: Anthony's Submission is a redo of a short story I posted four years ago titled Payback. This version has been cleaned up, reworked, and updated. If you read this, do not bother reading Payback. This version is far better.
This part of town was to be avoided in his book; it was an urban dump, but she lived here. Why? She made good money. For blocks in every direction, there were endless apartment complexes, only a few of which were in decent shape, and it appeared that parking was at a premium because even street parking was hard to find. There was not a single visitor's space at the White Dove Apartments where Alexis lived. He thought about taking one of the tenants' spaces but did not need that potential headache. Getting his car towed would royally screw the evening, not to mention a good part of tomorrow. More likely, they would just key the paint and leave him a nasty note, which would still be a major hassle. Fucking low lives.
Anthony also entertained the thought of just blowing off the date--if that's what it was. His lust for Alexis, however, had him by the dick, and instead, he parked three blocks away and walked to her apartment building. He hoped his Land Rover would be there when he returned to the parking spot next to one of the few vacant lots. If things went as planned, he would not return to it until the morning. There seemed to be a reasonable probability that the second chance he was being offered would turn it into a long night of screwing. He really wanted to fuck this bitch's lights out. His one other romp with her did not work out so well, and that frustrated him to no end because she was brutally sexy--just plain fucking hot. He tried to blame her for his poor performance, but if he was honest, it was him who fucked it up--fucked it up in a bunch of ways.
He had been surprised when she called. When he first heard her voice on the phone, his stomach clenched. He was sure Alexis was calling to tell him she was suing or blackmailing him. Instead, she was pleasant and invited him to her place to share a bottle of wine--because they had gotten off on the wrong foot, she had said. It seemed that she was going to let him have another go with her, although his gut was not entirely pacified.
Their last tryst had been a disaster. He had noticed her during her first week in their marketing department at Pangea Resources Consulting. The company had recently crossed the 200-person mark, and its business specializing in geologic, engineering, and financial studies for mining clients was booming. He and a couple of his buddies started the company 20 years ago when they were fresh out of graduate school. She was capable and fit nicely into their newly expanded marketing department, and as a bonus, she was something to look at--tallish height; he guessed about 5 foot, 9 inches with dark brown hair, and a nice athletic but still curvy build. By that, he meant big tits. Less a couple of little quirky dimples that added to her charm, she had a model's face and dressed well, wearing dresses that fit her form and always with heels. The times she wore outfits that showed off her legs, he about had to go back to his office, close the door, and jerk off. Her legs on heels were so fucking sexy. He wished some of the other women in the office dressed like her. They were too casual for his taste, but most could not pull it off like Alexis.
Anthony admittedly had been lusting after her but had not acted on it; there was more than a 20-year age difference--he being in his late 40s. She was fresh out of college. Because of his 6' 3" height and naturally muscled frame, in his younger years, he had been a college football player and, associated with that commitment, had lifted weights and did yoga to maintain flexibility. He had kept the athlete's mentality and workout regimen going after he started his professional career, but in his late 30s, he got into rock climbing and mountaineering. He kept the strength but trimmed down to a leaner, more chiseled physique. He was proud of his mountaineering exploits. He had been on the highest summits of six of the seven continents. Antarctica was the last continent he had to conquer to get the seven-summits certificate. His time outdoors had left him ruggedly handsome, or so he was told.
It had not been out of the question that he could screw Alexis. He thought of women like mountain summits. She was a challenging one, but with his skill, he could summit her. One other aspect of his relationship with women had an analogy to mountaineering. Once he summited, he rarely stayed on the mountain. Whether in business, with women, or in the mountains, it was about becoming a conqueror.
Alexis, however, was difficult for him. He relished the challenge, but the age difference notwithstanding, he didn't like complications when it came to business. With her, there was the whole office appearance problem. If anything happened between them that leaked out, that would have to be managed and might be problematic. Regardless of what had happened, he would come off like the bad guy. He had needed to just satisfy himself just by fantasizing about her, as he knew many other men in the office were.
Several guys had taken runs at her but were shot down soundly. The way she dressed said one thing, but she came off as a prudish bitch, all work and no play. If he thought about it honestly, there was nothing wrong with how she dressed; it was perfectly appropriate for the office. It was just the whole package that had the guys and some of the girls drooling. Then, she just acted as a professional should in the office, and she made it known that she did not like sexist remarks. That's what got her labeled as a bitch. Still, she had ended up on top of his fantasy list and often ended up in his thoughts the nights he was alone and had to content himself with jacking off.
One night, however, he joined a bunch of the staff in the tavern located on the street level of the building that housed their offices. Conveniently, he lived in a large condo on the 35th floor of the Carrington Tower, a couple of blocks away, so he could get ripped and not worry about driving. Alexis was there and more receptive outside of the office; he got drunk, and they made a good team at the pool table; one thing led to another, and Alexis came home with him. She wanted to go slow, but he was smashed. He did not recall much of what happened when he woke the next morning, but what he remembered was not good. He seemed to recall that he had asked some things like "Did she like her job?" and told her, "If you do the right things, there could be a raise in your future," which in the context of him trying to get into her pants, was way wrong. Unfortunately, he remembered that he got a bit forceful, held her arms down, and fucked her hard.
A random drunken thought had come to him during the act, he did not know if she had protection, and he pulled out, finishing by jacking off and squirting his cum all over her. Apparently, she was about to cum when he pulled out, he ruined it, and she was not happy at all. He collapsed next to her, too drunk to keep it up, and she said, "That's it, you asshole." She obviously had enjoyed some of it if she was about to cum. But she was pretty pissed, wiping his cum off her with his good shirt, dressing quickly, and storming out. He, however, passed out satisfied; his had been a good orgasm, and he liked cuming on that pretty body.
For the next couple of weeks, he avoided Alexis's floor and was expecting Jen from HR or even the cops to be knocking on his door. Nothing happened, and when he heard that she had left the company, he inquired with HR and found out she had gotten another job offer. In her exit interview, she said she enjoyed working at Pangea and thanked them for the opportunity. The pressure was off, but he was still uneasy about the episode.
Then, the other afternoon, Alexis had been really sweet when she called and had said that since she was no longer working for him, they should get together. After all, he had been drunk last time, so she didn't hold it against him. He was still surprised that Alexis wanted to get together at her place. It sounded like she was going to give him a shot at fucking her without an expensive meal as a prerequisite.
He finally got up to her apartment. The nondescript door with a nailed-on number was on the third floor of a four-story building where all the apartments faced an interior courtyard. The stairs and courtyard balcony railing needed paint, with rust showing through in spots along the edges and some wetter spots completely corroded. The pool in the courtyard's center looked like it had not had water in it for years. He knocked on the door, and she answered wearing a tight-fitting, low-cut, short black dress and 4-inch black heels. It showed off a lot of breast and leg. Positively, not office attire. He stammered out, "Well, hello, you look awesome."
She showed him in but curtly said, "You're late."
"Well, yeah. Parking sucks in this crappy neighborhood. I had to park five blocks away. Why do you live here? I know you make decent money."
"Not everyone can afford to live in ritzy downtown condos. I had to pay my way through school and have loans."
This was not starting out well; he had to correct course, or the night would be over before it started. "Let's start over. I am sorry I'm late." He was confused by her adamant reaction to his tardiness. It was only ten minutes. "And you are absolutely, incredibly gorgeous."
"That's better," she said a bit harshly. "Please sit down. I opened a bottle of wine. Is that okay?"
"Yes, of course."
She went to the kitchen, and when she returned with the bottle and two glasses, she sat down beside him--close enough that her delicate, erotic perfume pulled him closer. His thinking changed when she crossed her legs, turned toward him, and gazed into his eyes. At that moment, he thought, this is more than a one-night fuck session; I want this woman. Then, for a moment, there was another look. One that seemed not so friendly and left him uneasy. Once they started making small talk, he thought maybe he imagined the look. The conversation was pleasant, and they downed the reasonably fine bottle of Merlot. When they had a few sips left, she abruptly got to the point. "Anthony, I was thinking you might want a chance to make up for that last debacle in your bedroom."
"Yeah, I am sorry for that. I was drunk and said and did all the wrong things. It wasn't my proudest moment," an admission he felt was necessary if he wanted to continue the evening.
"You already said that on the phone; now I will give you a chance to make up for it if you play your card right. I want to have a good, long session of satisfying sex tonight; are you capable of that? I'm very horny. I mean, really horny, and I am hoping that last time was just a fluke and that you actually know how to satisfy a woman. Do you?"
He was a bit taken aback by her aggressiveness, "Yeah--of course; that sounds great, really great. I think you will find me up to it."
"I hope so."
She leaned over and kissed him deeply, and while doing this, she started undoing the buttons on his shirt. When she had the last button undone, she pulled his shirt off. Then she bent down and took his shoes and socks off, tossing them to the side of the room.
She stood and said, "Stand up." It had the feeling of a command; he assumed that the aggressiveness was because she was eager to get screwed, that she had not had sex in some time and wanted to get right to it now that the small talk was out of the way.
He stood, and she kissed him on the lips, then the neck. She then started undoing his belt, then his pants snap and zipper. This was all happening so fast that he did not have the chance to work her dress off. It was so tight, and he wasn't even sure where to start. That was fine; he would get it off soon enough. Right then, he enjoyed having her undress him.
She sat back down on the couch and said, "Take your pants off. I want to look at you naked."
He did not say anything; he just slipped his pants and underpants down to his ankles and stepped out of them. If he were more modest, he might have been uncomfortable. As it was, standing in front of this beautiful woman being appraised, started a stirring in his cock.
"Just stand there. Nice. Your body certainly doesn't disappoint. I like that you shave your cock and balls. And a tan with no tan lines. How do you manage that?"
"My condo balcony faces south and is private enough."
"So, you don't wear clothes when you are home."
"I don't need to, so why bother? I'm more comfortable without."
"Good. I like that. One second." She texted someone a short message. "Sorry, I just remembered a message I need to answer."