This story is fiction, it did not happen. Please do not post it on another site without my permission.Her New York Man The sun was beginning to set, turning the sky a hue of orange over the city. Jessica Alba was in her New York City penthouse, carefully unpacking her suitcase. She had flown in from her LA just hours ago, eager to see her new lover, Jason. They had been secretly seeing each other for the past few months, ever since she had stumbled across his profile on a dating site. He was only twenty-two, barely old enough to legally drink, but that was more than fine by her. Now in her forties, Jessica was embracing her hunger for younger men. They could satisfy her in ways that her husband failed to. Every now and then she needed a break from him and her family life in LA, so she made arrangements in NYC for trips that were supposed to be for business and where she could hook up with her new boy toy without anyone knowing.
It had been a long day for her. The moment she landed, she had her driver take her straight to her penthouse. Everything was pre-arranged with the help of her crew, much like any other trip she made in and out of the country. That was the cost of being a millionaire. Jessica had to make sure everything was perfect for when Jason arrived. The penthouse was gorgeous, overlooking Central Park, with floor to ceiling windows that let in an abundance of natural light. The bedroom was spacious, with a large king size bed in the center, flanked by two matching black nightstands. The bed was already turned down, the yellow sheets turned back, and a single red rose placed on the pillow.
Jessica went into the bathroom and freshened up, running a hot bath and slipping out of her designer clothes Years were spent keeping her flawless body in tip-toe shape. All of her curves and muscles still visible with a slim build and worth admiring in the reflective mirror. She stepped into the steaming water, letting out a contented sigh. After soaking for a few minutes, she climbed out and dried herself off, wrapping a plush white towel around her hair. She walked back into the bedroom, naked, and admired the room once more. She had a strong feeling this was going to be a long night. Jason knew how give it to her in more than one ways. By the end of this night, Jessica knew she was going to have her holes stretched and her face covered in cum.
The way Jason fucked her was in ways that she had not had in several years. He was a wild young man who took control quick. The age gap between them was funny in ways, that someone so young could fuck her in dominant ways. The first time she hooked up with him, they did an all nighter of endless sex. It all started with softer things before ramping up to the more hardcore kinks. Over the months, Jessica was enjoying the more rougher, dominant nature in how Jason fucked her. He knew the ways of making her scream her lungs out and have the most gravity-defying orgasms that shocked her that she was still able to have.
She thought about all of those memories while dressing up in the bedroom. Even though he was just a boy toy, Jessica still wanted to look sharp and sexy for him. She slipped on fishnet stockings, a black thong and garter belt. The bra she chose matched the rest of her lingerie outfit. Before texting him, she spent some time fixing up her long, brunette hair. Last was her makeup, which would surely become a runny mess as the evening progressed. The only point of wearing dark mascara and eyeliner was knowing it would be smeared and runny in due time. After applying pink lipstick to her mouth, she grabbed her phone and sent out the text messages to let Jason know she was ready to see him.
This was how it always went with him. She would take her time making preparations, then he would come over to see her. After the sex, he would stay for the following days before she had to leave again.
An hour later the doorbell rang, signaling that Jason had arrived. She took a deep breath, composing herself, and went to answer the door. As she opened it, she was greeted with the sight of a young, muscular man with dark curls and sparkling blue eyes. Jason was wearing a tight black T-shirt that showed off his defined abs, a pair of tight black jeans, and a leather jacket. He grinned widely when he saw her, their eyes meeting instantly. She was wearing a silk white robe tied over her waist showing a hint of cleavage with her sexy outfit underneath.
"Hey Jessica," he said. "Good to see you again. I've missed you, babe."
She smiled and wrapped her arms around him as he came through the door. "Oh, Jason, you know I've missed you too. I'm so glad you're here."
As he stepped in, Jessica led him around while talking. "So, what have you been up to while I've been gone?"
Jason shrugged. "Nothing much, the usual. I just work and go home. I've been spending my weekends at the gym."
Jessica turned around, grinning at him. "I can tell. You look like you've been working out."
Jason smirked, "You know I like to stay in good shape for when I get the chance to fuck you." He walked over to her and took her hand, leading her to the bedroom. Jessica let go and pulled back to let the robe slip off her and reveal her lingerie-clad body with the fishnet stockings. "What do you think of my outfit?" She asked with a grin.
Jason stopped in his tracks, staring at her with a mix of desire and appreciation. "You're dressed like an escort. I like it." He took another step forward, closing the distance between them. He reached out and caressed her cheek, his touch gentle despite the desire raging inside him. "Now this is more like it. I knew you didn't call me over here just to ask how I've been. You want me here for one reason only, and that's to fuck the shit out of you. Am I right?"
His words sent a shiver down Jessica's spine. "Yes, Jason. You're right." She whispered. Jessica wrapped her arms around his neck, pulling him closer until their bodies were pressed tightly together. Her eyes met his and she smirked. "So you think I'm dressed like an escort?"
"Just being honest."
She chuckled, "If I were an escort, I'd be one of the most expensive. You wouldn't be able to afford me." She teased him, as this would be one of the only times Jessica had the chance for control. Once their clothes were off, the tables would be turned in Jason's favor.
Jason's hand moved up to her neck, subtle feeling her skin and making a light grip. "I already have you, so I think I'd find a way to afford you," he said, letting go of her neck and cupping her face with both hands. He kissed her roughly, their tongues tangling as they pressed their bodies together. Jessica moaned into his mouth and pulled away, and now it was ready to begin.
"Take off my clothes Jessica," he ordered her.
She knew the drill. She started with his shirt, pulling that off and then falling to her knees to unbuckle his belt and unbutton his pants. For a moment she stopped and tended to his shoes and socks, pulling them from his feet carefully. She then went for his pants and underwear, shoving them down to get out his erecting cock. Jessica wrapped her hand around it as she got up from the floor, pressing her body against his before kissing him passionately.
Jason broke the kiss and moved to the bed, noticing the rose under the blanket. He ignored it and sat down as Jessica stood facing him and began to give a strip tease. Jessica began with loosening her bra and tossing it off. A subtle bounce happened with her busty chest. Then she slid her hands down her body, unhooking her garter belt but keeping the stockings on. Jessica turned her back to him, bending over and letting her hair fall forward, giving Jason an unobstructed view of her fine toned ass in the lacy thong. Jessica pulled it down and then turned again, now revealing her pussy to him.
Jason sat there at the bed's edge and watched Jessica fall to her hands and knees. She always did this, beginning their nights by crawling towards him and gazing up at his growing erection. He could feel his cock throb in anticipation as she reached out and wrapped her fingers around it. Jessica began stroking him as her eyes focused on his face. Jason smirked at her. "Get it nice and hard."
Jessica pouted, squeezed her fingers around his dick and started stroking it faster. Jason watched her quit stroking and dart her tongue out to lick the head. She flicked it over the small hole, rubbing back and forth while looking into his eyes. This would be the only time she had any control over sucking him, so Jessica made use of the time by wrapping her lips around his cock and pushing it into her mouth.
Jason groaned as she began slobbering all over his knob. Jessica sucked eager and slowly, pumping her lips up and down while her hand was still holding his dick at the base. She pulled away to make a pop and kissed the head, then pushed it back into her mouth and resumed sucking. Jason just sat there, enjoying the feeling of her giving him head.
He knew the rules. She could only suck him until she felt him about to cum. Then she'd stop, and they'd continue with the rest of the night. So far he felt that he could hold himself back as Jessica was gorging herself on his cock. She continued to suck, slobbering loudly as a sign of her enjoyment in the taste of his shaft.
Jason groaned and gripped her hair. That was the subtle sign he gave when it was time for her to stop. But she wasn't done sucking him yet. She sucked harder, her cheeks hollowing out as she took more and more of him into her mouth. Her big brown eyes looked at him, and then he pulled her hair to force a halt. His cock released from her lips with a loud pop.
"Is it too much for you? She teased. He shook his head.
"No, it's just right. I will fuck your face later. I want you to get on top of me right now."
Jessica didn't need to be told twice. She eagerly climbed onto the bed, straddling Jason's waist as he leaned back with her in his lap. He shoved himself back where he could lay on the bed and then felt her hands grabbing his cock underneath. She leaned forward, pressing her tits against his chest, "Just lay back and enjoy the ride," Jessica quietly whispered.
She pressed his cock against her wet folds between her legs, slipping it in. Jessica pressed her hands against his chest and elevated herself so she could ride him. Her hands were still pressing down into his skin as she began rolling her hips to move his cock inside her.
Jason groaned, his eyes half-closed in pleasure. Jessica leaned forward and began to bounce up and down, her tits jiggling with every motion. His cock throbbed inside her pussy. He reached up and grabbed her hips, helping her to move faster and harder.
Their bodies slapped together in rhythm as she rode him. "Fuck that cock Jess," he moaned. "Keep going."
Her hips bucked faster, her breath coming in short gasps. Her breasts bounced with each thrust, her nipples hard and aching. "Oh god, Jason," she groaned, her voice strained. "I'm getting close."
It was time to change positions before she reached her climax. Jason clapped his hands together. "Get up, baby."
Jessica, still riding him, looked down at him. "What, honey?"
Asking a question just gave an opening for Jason to flip the tables on her. He leaned up, shoving her forward. Jessica landed on her back with him on top of her. She wrapped her legs and arms around his strong body as he started pumping his cock into her pussy. "Oh god! Yes! YES!!" Jessica screamed as he took charge fucking her.
Her nails dug into his back, leaving long red lines as he thrust harder. He growled and slammed into her, their hips slapping together. Her breasts were crushed against his chest and Jessica gasped and screamed. "FUCK ME, OHHHH GOD!! YESSSS, YESSSSSSS!! FUCK MEEEE!!"
As he slammed into her, Jessica lost control. Her eyes rolled to the back of her head as she reached that breaking point. Jason quickly moved, getting off her and pulling his cock out of her pussy to watch her have an earth-shattering orgasm on the bed. She screamed and threw her arms around as her pussy sprayed like a fountain, squirting all over the blankets.
She lay there panting and spent, trying to regain her breath and recover for the next round. Jason smirked and snatched her up by the hair. "Get up," he told her, moving her to her hands and knees to face his cock. Firmly in control now, Jason was eager to fuck her mouth.
She opened her mouth wide and took his cock in, sucking hard. He moaned and thrust into her mouth, placing his hands on her head. "That's it, suck it," Jason's voice became more stern in how he spit out his words. He groaned as he started fucking her face. Jessica gagged and sputtered. She closed her eyes, gagging on the length of his dick jamming down her throat. It didn't take long for her to choke, making her eyes water and smearing the mascara and eyeliner on her face. Jason took his time fucking her face, making her suck every inch of his dick.
As she gagged on him, her spit dribbled from the corners of her mouth and overflowed from her lower lip. Jason pushed his cock all the way down her throat, making her gag as the dark tears ran down her face. His balls rubbed against her chin with these full thrusts. Jason's eyes scanned over her curves, looking at her tight ass from behind. He reached over and spanked her ass while still thrusting his cock in her mouth.
"Such a fine ass. I can't wait to fuck it next." He spanked her again and stopped thrusting in her mouth. Jessica assumed he was about to pull out and take the next hole. Jason gripped her head again and then pulled his cock from her mouth. Jessica opened her eyes, gasping for air as she looked at his dick completely covered in gobs of spit. Her face was a mess with runny makeup and dark tears showcasing battle scars throughout this rough sex. It made Jason smile. He grabbed his dick and rubbed the spit on the left side of her face.
"Your face looks better like this," he growled, licking his thumb and forefinger before rubbing the saliva on her chin and breaking off the dangling drool strings that fell to the bed. he moved around her, stepping on the bed to get behind her ass. Jason spanked her again, harder this time. His hands pulled her firm, round cheeks apart so he could see her ass hole. He grinned before roughly shoving his cock into her ass. Jessica cried out, feeling him stretch her as he slammed into her. "Ohhhh, god! Shove it in there! Push it deep, Jason!"
He held her hips, roughly thrusting in and out, his cock slamming all the way in with each push. Jessica screamed, "So deep! YESSSS, SO DEEP!! FUCK MY ASS!!" he slapped her bum and continued to thrust, ramming every inch of his dick in her ass while Jessica clenched the sheets with her hands.
Jason stopped for a moment, growling, "This is the one ass I like to pound." She moaned as he pulled out for a moment and then slammed back in, stretching her ass hole out more. "OHHHHH, OHHHHHHHH GOD!!!!! YESSSSSSSS!! FUCK MY ASSSSSSS!!!" He spanked her, the slap echoing through the room as he continued to fuck her tight ass. Jason was pounding her with his full cock, making her boobs shake around. As much fun as this was to fuck her ass, Jason knew he was about to cum. So he pulled out and snatched her up by the hair, dragging Jessica to turn around and face him.
She knew what was about to happen, so she closed her eyes and stuck her tongue out. One of his hands gripped her hair tightly, holding her there. The other hand held his cock, aiming at her face, ready to blast it in his cum.
"I'm gonna fucking cum!" He grunted, "Ohhhhh, yeah!!"
Her eyes remained shut as his cock exploded and his hot seed splattered onto her face. She felt it splash across her cheeks, forehead and right eyebrow. What she couldn't see was the wads and a few strings that were painting her face. His hot load mixed with the runny makeup and saliva on her face, truly ruining her as a finish to the hard fuck they just shared. Jason stood there, smiling at the sight of her ruined face. This was how they always topped off a night together. Jessica opened her eyes, halfway smiling at him.
"Just like last time," she said. He smiled. "Yeah, and the next time after this."
The End.