by Tia Siren
“Where are we going?” Dana asked.
“I hate driving into the city,” Greg answered cryptically, though it didn’t take long for Dana to discover his meaning. He pulled off the highway, and ten minutes later he was parking in the small lot of a tiny airport. On a nearby blacktop tarmac there was a helicopter, the pilot inside already and the rotor blades beginning to turn.
Dana had never been in a helicopter before, but her nerves were overpowered by a sense of excitement and adventure, and soon she was hundreds of feet in the air, the ground a blur as it slipped away below them.
As interesting as the ride was, nothing could have prepared the young woman for landing on the roof of a massive skyscraper. She was led inside and to a penthouse apartment, where they dined and then made love.
The weekend was a blast, Greg only disappearing for his meeting on Saturday morning. They saw the sights for the rest of the day and then retired to the penthouse for more food, wine, and sex. Sunday they planned to go to a local museum, but they never managed to leave the bed. They returned to Apple Tree early Monday morning, and after being dropped off at her apartment, Dana hurried to open the shop.
Bad news was waiting for her. She’d been behind on her bills for the shop, and it was finally catching up to her. The bliss she had felt that weekend quickly washed away. She called up a realtor. She would have to sell the place.
Greg called her that evening. As the weeks wore on, she met him more and more, and they fell into what could only be called a relationship. She never bothered him with her shop problem; she didn’t want to borrow money from him. She would never want such a powerful man to have that much power over her. She was enjoying their relationship, but she wasn’t sure she was ready for anything more than dates and screwing.
He was rich, and it opened Dana to a world she never could have imagined she would be a part of. The extravagance, the seemingly wasted money. Dana often teased the older man about what she would do with so much money. “I would give most of it to charity,” she said from bed one evening.
“Which charity?” Greg asked, a smirk upon his face.
“A lot of charities,” she said, and he laughed and nodded.
The problem with the sex shop was resolved a month after she put it up for sale, and Dana couldn’t have hoped for anything better. Someone had purchased it, apparently a businessman from across the country. He wanted to keep the business open, and he wanted her to run it. The only real difference, other than the fact that she didn’t own the Treasure Chest anymore, was that she was now drawing an actual salary.
“Did you buy my shop?” Dana asked Greg over dinner one night. They were back in New York City, having flown in on Saturday and planning to stay until Sunday night.
“What?” Greg asked, looking at her. He had found out about her problems a week before the shop had been bought. She had been stressed out on one of their dates, and after a couple of glasses of wine, he had gotten the whole story out of her. He had promised her he would not get involved, however.
“A man named Mr. White bought the shop, some mysterious business man from California. He wants me to run the place. Was it you?”
“My name isn’t Mr. White,” Greg said, smiling and cracking a joke.
“I know it isn’t, but I haven’t met him or anything. He’s just some mysterious rich man who wants my business?”
“Sex sells.”
“Not that sex. The internet is killing me. He won’t make money.”
“He must think he will, eventually.”
“Did you buy it? I don’t want your help.”
“I know,” Greg said. “It wasn’t me.”
“You promise?””
“Yes.”
“All right,” Dana said, and she smiled across the table at her lover. “What are we doing tonight?”
Greg smiled. “I have a surprise for you, actually.”
After dinner, they returned to his penthouse, the massive open space in the skyscraper they had landed on once more after flying into the city. Greg led the way out of the elevator, heading down a long hall to the only door there. He unlocked it with a keycard, as he did each time they visited the room. Flickering light met Dana as she stepped inside. There were at least a hundred lit candles in the open living room and even more leading back toward the far corner of the massive apartment, where a king-sized bed sat under a long window with an impressive view of the city.
“Romantic.” Dana smiled, looking over at Greg as he shut the door and locked it behind them.
“Wait,” he said, and then he motioned toward the bed, and she went that way. She was wearing a red dress and matching heels, and she stopped for a moment to bend and take them off, but Greg stopped her. “Do what I tell you. Don’t undress yourself. Go sit on the bed.”
Dana nodded, her heart rate already elevated. It was going to be one of those nights. He was in charge. He would dominate her, and she would do what he said. Dana had no idea just what that would entail.
She perched on the end of the bed and looked up at him. He stood before her, reaching into his pocket and pulling his cell phone out. He dialed a number and held the phone to his ear.
“Come up,” he said.
A single thought flashed through Dana’s head: a woman with the strap on, coming to fuck her while Greg watched from the high-back easy chair in the corner.
“I don’t think I’m ready for a woman,” Dana said, but Greg just glared at her and raised a finger to quiet her as he hung up and slid his phone back into his pocket.
“I’m in charge,” he said, and then as he turned and left, he added, “Stay here.”
Dana did so, her pulse pounding, the idea of being with another woman freezing her in place. It was frightening. She didn’t remotely swing that way; she had never been curious about women. She was so reserved, something she had been working through with the help of Greg, but this, it was just too much.
And then Greg returned, and she found that her fears were unwarranted. Greg did return with someone, but it wasn’t some busty bimbo with a big black strap on jutting from delicate hips.
It was a young man.
4
He looked to be about twenty, and he had blond hair that fell to his shoulders and skin so tanned it could be called olive. Dana thought he might be foreign, and he confirmed it when he spoke, his accent something from the Mediterranean.
“Lovely woman,” he said, and Dana couldn't be sure if he was talking to her or about her.
“This is Homer,” Greg said, motioning to his friend. Dana thought the name didn’t suit the man, but she smiled in the soft candlelight and nodded.
“Hello,” she said.
“Stand up,” Homer said in return, and Dana looked to Greg.
“You’ll do as I say, and I say you do as Homer says,” the older man said, and Dana stood, suddenly self-conscious in her thin dress. Homer stepped forward, and she smelled his aftershave and expensive cologne and felt the heat from his body. He was wearing a pale blue button-up shirt, the first three buttons undone so she could admire his toned and hairless chest. His pants were tight, his shoes expensive Italian leather—all things Dana had come to admire and appreciate since dating a billionaire.
Homer didn’t ask before he touched her. He seemed to be taking his role as another dominant man seriously. His hands went to her hips, and then his body pressed against her. Dana was proud of herself for a shining moment when she felt his hard on pressing against the bottom of her flat stomach.
Before she could register anything else, he was kissing her, forcefully, his tongue pressing against her lips until she parted them for him. She felt her arms go around his body without being conscious of doing it. Her hands pressed against his back, taut with tight, young muscle. The kiss broke, and he lowered his lips to her neck, his white teeth nibbling there as Dana tilt her head back. She opened her smoky eyes just enough to see Greg, still standing near the entrance of the room. He watched as the younger man bit and su
cked on his girlfriend's neck.
“You like to watch?” Dana teased, taking to what was happening quicker than she had imagined she would.
“I’ll do more than watch,” her boyfriend promised her, and then Homer was taking her face in his hands and tilting her head down so he could kiss her again.
“Stop,” Greg said after a minute of kissing between Dana and Homer. The younger man stepped away immediately. Dana was breathless, her nipples hard and pressing noticeably against her dress, her pussy slick and moist under her panties. Both men stared at her large breasts, and Greg smiled.
“Take off your dress,” he said, and slowly, teasingly, Dana did so, pulling it up and over her head. She tossed it to the floor and then bent to take her heels off.
“Leave them on,” Homer commanded, and Dana did so. She stood there in front of both men, naked save for the shoes and her panties—tight red boy shorts.
“Turn around,” Greg said, and once again Dana did as she was told.
“Wow,” Homer breathed, and she smiled. She knew she looked good. Men always stared at her breasts if she was facing them, and if she turned, she caught them staring at her round ass. The boy shorts only served to make her ass sexier.
“Bend over,” Homer said, coming forward as she did so, pressing his pelvis against her ass. She found herself wanting him to disrobe so he could slide inside her pussy, but he didn't. He just rubbed against her while his hands explored her backside, sliding up over her back and then coming back down to take off her panties.
“Lay down,” Greg commanded, and Dana turned and sat on the end of the bed, and then she lay back while sliding upward so her head rested on the pillows. She stared down at the two men. They were looking at her, now nude except for the heels.
“Spread your legs,” Homer said, and Dana did so without shame, revealing her wet pink pussy. “Finger yourself,” the young man added, and Dana reached down, trailing the tip of her index finger down her stomach and across her trimmed pubic hair until she was sliding along her slit and then pushing her finger into herself.
The men watched her for some time, and she gave them quite the show, sliding in two fingers and then three. As she was coming, fingering herself with those three fingers while using the pad of her index finger on her other hand to rub her clit, Homer took his pants off, stepping out of them and his boxers, and began pulling on his own cock. He was large, not as big as Greg, but somehow even longer. He was uncut, something Dana had never experienced. Dana moaned and came, making eye contact with Greg as she did so.
“Taste her,” Greg said, and Homer took his shirt off before climbing onto the bed and lowering his head between Dana’s legs. She had just come, but the young man’s tongue was like heaven between her legs, and he eagerly lapped up her expelled juices. She reached down and ran her fingers through the man's long blond hair.
“Fuck her,” Greg said, and Dana opened her eyes and looked down. Greg was now nude and had moved to the chair beside the bed. His cock was hard, and he stroked it slowly while he watched Homer move up, positioning his pelvis between Dana’s spread legs. The man was gentle, somehow suppressing his urge as he slid into her wet pussy. He fucked her slowly, gently, their lips meeting in between moans and groans.
The bed shook, and Dana looked over. Greg was kneeling beside her, his massive cock bobbing in the air above her lips. She opened her mouth, and he came forward so that his dick slid into her mouth. His hands went to her breasts as she rocked her head back and forth, sucking his cock as Homer continued to slide in and out of her pussy.
This went on for some time, and then Homer pulled out of her. “I want to feel her tongue,” he said. Greg pulled back, his cock springing free from her lips, wet and slick and shining in the soft candlelight. They moved her then, roughly, where the sex had been gentle up until that point. Greg was not going to show the same constraint, and Homer fed off it. They positioned her on her hands and knees across the bed, and Homer knelt before her face. She opened her lips, and he reached down, placing one hand on her chin, gripping her there painfully as he shoved his cock down her throat.
Greg took up position behind her, his hands on her hips, and he thrust his monster dick inside her. The men took no more concern for her pleasure, but still, within minutes, she was rocked by an orgasm for the second time that night. Greg couldn’t resist when her pussy contracted against his cock, and he thrust in once more and held there, his fingers tight on her hips as he came, his cock jumping inside her as he sprayed his semen deep within her.
Homer moved her when her boyfriend was done. Greg left the room, going to shower as he always did after sex. Homer lay down, and Dana went to suck him again, but he took her and pulled her atop him. She straddled him, rocking back and forth as he groped and pawed at her large breasts, her hard nipples pressing against his strong palms.
“Fuck,” he groaned as he came, and the second man that night let loose inside her. Afterward, she climbed off Homer’s wet cock and lay beside him. He kissed her, and then he got up and dressed. He left, and Dana was fairly confident she wouldn’t see him again.
5
A month passed after the threesome, and then another, and Greg remained and their sex life was healthy. But he never invited anyone else into their bed. The relationship grew stronger, got more serious, and Greg began dropping hints that Dana should leave her small apartment and move in with him. For some reason, she refused.
A part of it was her job. She still had never spoken with the mysterious buyer, instead communicating through a lawyer. She still wondered if it was Greg, and one night she decided to take matters into her own hands. She lay in bed that night, and he fucked her tits while she reached past him and used a vibrator on herself. She came and then he did, spraying thick globs of semen across her neck and chin. He got up to shower and asked her to join him, but she told him she wanted to take a bath afterward. He nodded and went to shower.
She got up as soon as she heard the water turn on and found his cell phone still in the pocket of his pants, haphazardly strewn on the floor near the bottom of the bed. She strolled through texts but found nothing. Then she went through Greg’s contacts. He was there. The lawyer. There was the lawyer she had become so familiar with.
Dana wanted to confront Greg, but she needed to wash off, so she went and had a bath first. She stewed there in the steamy water, and when she was done, she washed and dressed in a robe and stormed into Greg’s room.
“You have a lawyer’s number in your phone That’s the man who contacts me when Mr. White has something to say,” she said. Greg was lying on the bed, reading a book. He set it aside.
“I wanted to help you.”
Dana ground her teeth together. She had expected him to lie, and she was glad he hadn’t, but she was still mad.
“I didn’t want that help from you,” she said.
“So what? Why does it matter? I have the money; I could help you.”
“You control me here. In bed. Not out there.”
“It’s not about control!” Greg said. “I just wanted to help.”
“If the business can’t make money, then it dies!”
“And then what would you do?” Greg asked.
“Start a new one! Get a new job! I don’t know, but I don’t want you sinking money into a failed cause for me. I don’t want to owe you,” Dana snapped.
“I’m just trying to help someone I care about. It’s not about owning you.”
“I don’t want your help, and I don’t want this,” Dana said, and she stormed out, still in the bathrobe.
Greg called her three times that night, and twice again the next day. And then he stopped. The few things that she had left at his place came by way of UPS the next week. She didn’t hear from him, and Dana felt sad.
On a Monday, Dana was at the sex shop when the door opened and a large man in a cheap suit came in.
“What can I help you with?” Dana asked.
“You must be Dana,” the fat man sa
id. He was bald with a thin mustache that looked ridiculously out of place on his bulbous face.
“I am,” Dana said, unsure of who the man was.
“I bought this store. I was told about you,” the man said, and then he introduced himself as Michael Weathers.
“Oh,” Dana said, shaking his sweaty hand. She found herself surprised that Greg had sold the Treasure Chest. She supposed that meant the relationship really was over.
“I’m afraid I’m going to change course,” the man went on. “This place is the perfect spot for a buffet. I’m a restaurant man, you see. I did want to offer you a job, though.”
Dana respectfully declined, and that day was the last day in the shop. Michael stuck around, and on her way out, after waiting on a few customers and taking her last paycheck, she stopped in the center aisle and took a black strap on to the front, where the fat man stood waiting for the keys.
“Mind if I take this?” Dana asked. “For old times’ sake.”
Michael surely thought the request weird—his face showed that much—but he nodded and allowed it, and after she handed him the key, Dana went through the door for the last time.
Within a few days, she had been hired at a small store that sold overpriced knickknacks to women stopping off of the highway, and life seemed as though it would get back to normal. That night, on her second day at the new store, though, Dana returned home to find Greg waiting for her in the parking lot.
“What do you want?” she asked, and the man couldn’t help but smile.
“I love you,” he said with a shrug as she stopped in front of him. They were standing next to his cherry red sports car.
“Don’t,” Dana said, holding a hand up.
“I wanted to tell you. I can’t stop thinking about you. The…duality you have, the…I’m just…”
“Intrigued?” Dana finished for him.
“In love,” he said instead. He reached out to take her hand, and the young woman let him.
“Come live with me. I miss you. I love you.”
“I told you not to buy my shop.”