Rebound Pt. 2 Guess Who's Back?
Starring: Jennifer Lopez, Jessica Alba
Themes: MFF, Romance, Dancing, Lap Dance, Strip Tease, Rough, Oral, Anal, Rimming, Facial, Creampie, Anal Creampie
Disclaimer: This story is purely fictional. This is fiction, it did NOT happen. Fantasy is legal. Please do not copy this story to any site without my permission.
New York City, New YorkThe car hummed as the wheels rolled down the street. The Lower Manhattan area remained vibrant and alive into the midnight hours, proving New York City's reputation to be true as the city that never sleeps. No matter the hour, the streets were always filled with cars in traffic and pedestrians strolling the sidewalks. A bright light outside belonging to a large, lit building cast a glow across Jennifer Lopez's face as she gazed out the right side passenger window. She had much to be happy about in the early months of 2025. Across from her sat a man who had taken on a special meaning in her life. After their second date, Henry succeeded in becoming Jennifer's new, younger boyfriend. Thirty-two years old was the right age that she now preferred a man now that she was in her mid-fifties. Over the past three months, Henry had proven he could help her forget the heartbreak of another divorce.
Under the gray pinstriped jacket was a silky white shirt. The first few buttons were undone to show hints of his newly toned, muscular chest. Under Jennifer's guidance, Henry was given a routine schedule at a gym to lose weight. His once bulging stomach had now dissolved into a flat build, revealing his defined abs. Monday and Tuesday were arms day. Never before in his life had he worked to train like this. If she wanted him to be in shape for the future of their relationship, Henry knew better than to refuse. He was living a dream that few men in his position could've obtained. For him to go from his life as an average working class man all the way to dating a legendary star was something to be proud of. It was an achievement that he didn't want to fumble from his hands. Whatever Jennifer wanted, Henry was quick to say yes. She claimed that she had 'big plans' for them if he could prove his worth in a matter of months.
With winter passing into the season of spring, Jennifer was ready to prove her word to Henry. He had impressed her by improving his appearance, so now she was ready to go public about their relationship with her local friends. With him being an outsider to her way of life, Henry had no knowledge of the inner circles around New York with people like her. Jennifer only gave him a hint when she pulled him from his job and gave him work designing more websites related to a company she had an ownership stake in. It was one way for him to get his foot in the door. What didn't pay well, she made up for by giving him spare cash when she had to travel outside of the state. Jennifer tested Henry by not giving him an NDA to sign. She knew the risk of a man like him going public about their relationship. Whether to friends in passing or telling stories on the internet, the man held cards for selling a story to gossip magazines.
Henry wasn't that kind of man. As the weeks passed into months, Jennifer monitored him online with a spyware app she had installed on his phone and laptop. She saw where he spent most of his online hours working. In his off time, he collected photos of her from various celebrity websites. It was one thing to have shared a bed with JLo, but another to be dating her. Henry thought he knew Jennifer from the research he had to do building her official website last year. She proved him wrong in the time they spent together. He became obsessed with building a collection of her photos. One of his personal projects was to create a photo album of all her professional photo shoots. He believed that would surprise her as a future birthday or Christmas gift. She carried herself with unbreakable pride in her status as a sex symbol and celebrity. He admired and respected this about her.
Through the months, Jennifer spent most of her time with Henry getting to know him. A 'date' for her usually required him coming to her house in the Hamptons, where she would cook for them when they spent time together. She had already tested his skills in the bedroom to learn what kind of man he was in the nature of love. He was fortunate to have impressed her with his skills. It was the most intense day of sex he had ever enjoyed. The experience was something Henry only shared with her and had no desire to tell another living soul. Jennifer made him feel things that his past girlfriends couldn't. He confessed to her that he didn't want to date another girl around his own age. Jennifer had awakened his taste for older women, and there was no way for him to go back. This only made her feel more confident about his potential as her new boyfriend. Time would tell if it would last, but right now Jennifer felt herself falling in love.
Tonight's agenda was to spread a rumor across town. This would be the first stepping stone to making their relationship public news. Jennifer had taken her time and went to great measures to keep Henry a secret from the media. After three months, she was almost ready to push him into the spotlight of fame. His life would change forever in the following days. Tonight was only the beginning, but Jennifer had other things planned. So far, he had learned about who she was as a woman. The night they met, he saw a hint of how fun she could be when she was comfortable around other people. He had yet to experience what it was like to walk by her side as JLo the superstar. Tonight served as a test to see how he could handle himself in public as her new boyfriend. A break was needed from the normal life in her Hamptons mansion. Jennifer wanted to show him that she could still party and have fun at fifty-five years old.
"This has been a long time. How close are we?"
As Henry spoke, Jennifer turned her gaze to him. She smiled as she reached for his hand, touching his warm palm.
"We're almost there, don't worry. Just a few more minutes."
Her long brunette hair was split down the middle. The gold hoops were visible from her earlobes in the darkness with a tiny bright spot from the passing lights. Below her face was a strong hint of cleavage with her breasts pushed up in a black bustier. Jennifer's abs and belly button were exposed, revealing some skin. Her pants matched the outfit with black leather. Before they departed, Jennifer told Henry she wanted to shake her ass tonight. It was easier to move around in leather pants compared to denim jeans. Below her strong legs were a pair of high heel pumps that revealed her big toes with a fresh layer of black nail polish. This was still a simplistic look for her with the hoops as her only piece of gold jewelry. Henry had recently had his hair trimmed, face clean shaved and wearing his grey suit. Jennifer commented that he was dressed like a gangster. He blushed before correcting her that he was missing the required rings and necklaces.
"Are you nervous?"
Henry shook his head at her question.
"No, I'm just excited. This reminds me of the night we met."
Jennifer smiled.
"Yeah, that was fun. But I'm not in the mood to do any singing tonight."
"You already told me that you're gonna be shaking that ass."
Giggling at him, she shook her head.
"I did say that, but I also asked if you would dance with me. You didn't give me a reply, so I'm asking you again. Are you gonna dance with me, Henry?"
"How could I refuse? How could I refuse anything from you, Jen?"
Grinning smugly, she teased him.
"You can't, cause I'm irresistible. I hope you're ready to stay up all night. If you play your cards right, we won't be taking the long trip back to the Hamptons."
He raised an eyebrow at her, curious to learn more.
"Oh yeah? Do tell me what you have planned."
Looking into his eyes, she raised her right hand index finger and gestured with a 'shhhh.'
"Don't worry about it right now. All you need to focus on is having a good time at the party. I don't like to spoil my surprises."
Lowering her finger, Jennifer spoke again.
"An old friend of mine is coming tonight. I've been hoping I could introduce you to her."
"You said her, so it's another woman."
She nodded.
"One of my girlfriends from a long time ago. We haven't seen each other since before the pandemic, so it's been a while."
"Wow, that's about five years now."
"Yeah. Before that, she stayed too busy dealing with her husband and family. She's recently single, divorced like me. We started talking again last month, and she's looking for a good time."
"Is she from New York like us?"
Jennifer shook her head.
"No. She doesn't live out here. She's traveling right now, and this is the one night I have with her. Trust me, you're gonna love her. You probably already know who she is."
As she laughed, Henry blushed. Jennifer wasn't giving him many hints to guess who the mystery woman was. If she was divorced and a mother, then there was a high chance that she was over the age of forty and in cougar territory. Most of Jennifer's friends were likely to be around the same age as her, leading Henry to wonder how many of them were single women. It was a funny thought. Maybe Jennifer had realized his taste for older women like her. Was she testing his loyalty to see if he would fall for the allure of another woman? So many questions ran through his mind, with much for him to consider.
"Just relax, Henry. Try to contain your excitement. This is gonna be a wild night, trust me."
After Jennifer spoke, the car slowed down. Her drive arrived at the side of an apartment complex. Henry got out of the car and walked around the other side to open the right side door. Jennifer smiled as he offered his hand, pulling her out of the car. She shut the door and then grasped Henry's hand.
"Come on, this way."
She spoke while nudging him to walk with her down the sidewalk. A simple black door was the entrance into what appeared to be an apartment building. Together, they walked down the lobby with her heels clicking and clacking loudly on the floor. Jennifer brought Henry to an elevator. After they entered, she pressed the button for the 7th floor. The elevator doors shut, and only the sound of his breathing could be heard for a few passing seconds.
"Are we going to someone's home?"
Jennifer shook her head.
"No. This is a pad owned by my friend Rico. Some people I know like to use it for throwing big parties."
"I guess it's big then."
"There isn't a single small apartment in this building. Everything is big."
He stopped himself from replying with a joke about her ass. The elevator stopped, and the doors slid open. Henry walked with her down a hallway with white walls and a dark carpet. There weren't many doors to the left side, all of them spaced out in a row. A tall man stood outside one door wearing a black suit. Jennifer made eye contact with him as he smiled to greet her.
"Jenny from the block!"
"Hey there!"
"Come right on in."
Without anything further to say, the man opened the door. Loud music was the first thing they heard, with hip hop beats and a thumping bass rhythm. Henry wondered if the walls were soundproofed to prevent anyone from hearing anything from the hall. Jennifer entered first. He followed her, the door calmly closing behind them. Henry's eyes widened at the large living space converted to hold dozens of people for a party. The lights were on, making the room appear brighter than any nightclub. Off to the left side of the room was a mini-bar and a man serving drinks. On the right side was a DJ table set up where a man with short hair was wearing dark shades. His fingers spread, clicking a chord onto the keys of his small workstation. Bobbing his head, the man moved his other hand with a joint tucked between two fingers. He raised it to his lips for a hard smoke. While Henry watched the DJ, Jennifer reached for his hand.
"Come on, you wanna get a drink?"
Henry nodded with a smile.
"Sure. What's your poison for the night?"
"I don't know. I just want an orange drink. You want something stronger, honey?"
"Yeah, I'll go for a shot of whiskey."
Once again they walked together, this time across the large floor to the mini bar. Several people walked past them. Henry didn't take the time to study anyone. There seemed to be more than twenty people here at the moment. At the bar stood a woman with her back turned. She was leaning over the bar, legs standing together and shoving out her buttocks. It was impossible to notice the round, firm shape in a pair of denim blue jeans. Long locks of brown hair flowed down her back, covering parts of a white shirt. Jennifer let go of Henry's hand, stepping forward to meet the woman at the bar.
"Hey girl! Long time no see!"
The woman turned her head without moving. From where Henry stood, he watched Jennifer lean over the bar, pushing her own epic booty out. His eyes gazed down as the woman replied.
"Hey! I've been waiting to see you."
Jennifer turned her head to see Henry staring at her ass from the corner of her eye. She grinned before raising herself to stand upright and motioned with her left hand.
"Henry, come a little closer. I want you to meet my friend. This is Jessica."
As the woman turned around, Henry instantly recognized her face. Brown eyes gazing back at him and a friendly smile. She wore a white T-shirt covering her chest with a hint of a black bra strap over her left shoulder. A pretty face with minimal makeup of some light eyeliner and pink lipstick revealed natural beauty. Her slim body made him more confident that he wasn't mistaking her for anyone else.
"Jessica Alba?"
Her face beamed with a smile, flashing her perfect white teeth. She laughed at him.
"You know who I am, huh? That's nice!"
His gaze shifted to Jennifer as he smiled.
"You didn't tell me you were friends with Jessica Alba."
"I told you I don't spoil my surprises!"
Jessica scanned his body, looking him over with her watchful eyes.
"So you're Henry."
"Yeah, that's me."
"Jennifer has been telling me about you for a month now. She speaks highly of you."
He blushed at her words.
"Well, that's nice. She didn't tell me I'd be meeting you tonight. So how's life treating you these days?"
"I'm doing good lately. Just catching up on missed time. You wanna get a drink?"
"Sure, but I only drink with Jennifer."
Jessica giggled, looking at her friend. Jennifer's lips curved into the most smug grin she could make. Her eyes met with Henry's, as if to tell him that she was happy to hear his words of loyalty. Jessica still had the looks of a woman in her early or mid forties, but he knew better than to flirt with her. Across her right arm, he noticed some fresh ink of new tattoos. He watched Jessica lean closer to Jennifer, whispering something in her ear. Jennifer had Henry to her right side and Jessica to the left while she stood in the middle of them. The bartender was a short black man with dark eyes. Henry gave him a nod and spoke up.
"You got a bottle of Jack? I want a shot of whiskey. No ice or anything fancy."
"Get me one too."
It was Jessica who spoke. She leaned over the bar, making eye contact with Henry and grinning.
"Just like you said, nothing fancy."
She winked at him, then Jennifer spoke.
"Can you make me a margarita with orange?"
"Sure thing."
He turned his back, grabbing the bottle of Jack Daniels first. While the bartender was busy fixing their drinks, Jennifer was eager to begin a conversation.
"So Jessica, are you still working with your brand company?"
The other woman shook her head.
"No, I stepped down from that sometime last year."
"That's too bad. Henry designs websites. I could've gotten him to do something for you."
Jessica laughed as he spoke up.
"It's true. I remodeled Jennifer's entire site. I'm just lucky I got to meet her after that."
"That's cool. I still have an official website up, but I don't go on there much anymore."
The bartender finished making their drinks. He presented Jennifer's margarita first, setting it down on the black tabletop. She nodded with a little smile.
"Thank you."
He grabbed the shots of whiskey in both hands and set them on the opposite sides. Jessica gazed down at hers, carefully grabbing it with her left hand fingers. Jennifer and Henry watched her raise the glass to her lips and down the entire drink in a single gulp. Jessica lowered the glass, wiping her lips, while Jennifer sipped at the edge of her glass. As Henry downed his shot, Jessica spoke.
"I just got done shooting scenes for a movie in Italy. It's about the Maserati brothers."
Jennifer moved the glass from her lips to reply.
"That sounds nice. I was in Positano last year."
"I didn't get to see any fun places like that recently. I guess you could say my trip was solely for work."
The two women shared a laugh. Henry joined in the conversation as he made eye contact with Jessica.
"I saw your Netflix movie last year. It was good to see you doing an action role again."
"Trigger Warning? That sat on a shelf for about two years before they finally decided to release it."
"Really?"
Jennifer gasped in surprise while Jessica nodded. Henry listened as she continued on.
"Yeah, it was shot three years ago. The studio didn't think it would be profitable back then, or so I was told."
Jessica's eyes shifted to Henry's while Jennifer took a second sip of her drink.
"I'm glad to hear you liked it."
"I grew up watching you on Dark Angel."
She laughed at him, slightly blushing.
"How old are you?"
"Thirty-two."
Jessica raised an eyebrow, grinning.
"You're older than I expected. Okay, I believe you then."
Jennifer lowered her glass, setting it on the table. She smirked at Jessica before speaking.
"I told you that no man under thirty is worth my time."
Her eyes wander to Henry.
"You've proven yourself to me, haven't you?"
"I would like to think so."
Their subtle interaction was a hint to Jessica of how strong their bond was growing. Jennifer raised the glass to her lips again, finishing the orange margarita. As they stood quietly for a few moments, the DJ stopped all his music. It was only a brief pause before his fingers pressed down into the keyboard to play an iconic chord. The sound repeated as he gained pace. Jennifer gasped when she heard the all too familiar sound of Dr. Dre's classic 'Still D.R.E.,' produced by an old friend of hers. She turned her head to glance across the room to see if it truly was him. With his dark sunglasses and a blunt between his lips, Scott was in his element while playing along to his most iconic song.
"Hey Jessica, you didn't tell me Scott Storch was in the house tonight."
Henry and Jessica turned around to look. Jennifer began bobbing her head to the beat of the song. She gazed over at Henry and smirked as he spoke.
"Who's Scott Storch?"
"Oh, please. Don't tell me you know who Jessica is but have never heard of Scott Storch."
Giggling to herself, Jennifer stepped forward into a space that wasn't occupied by anyone. The other people at the party were in the background, far away from them. The floor was all hers, with Henry and Jessica to witness as she spread her legs and began to bump her hips to the beat. Jennifer raised her arms and clapped her hands before glancing over at Henry.
"Come on, baby! You said you were gonna dance with me, so let's do it!"
She didn't forget what he said in the car. Henry was slightly nervous, knowing full well that he was going to embarrass himself with a professional dancer like her. Moving his hips, he didn't match the beat, while Jennifer had quickly shifted gears and was swinging her hair around wildly. She moved to Henry's right side while Jessica stepped to the left. No lyrics played, leaving the song solely as an instrumental. One of Scott's hands continued to press the keys to the infamous riff while his other hand was pressing keys to play lower key sounding riffs over it. Henry watched as Jennifer kept her arms raised, bumping her left hip, then the right. Jennifer moved to face him, revealing the smirk across her lips. Jessica stepped out front, as if to distract his line of sight to her moving figure. The beat continued as Jessica leaned forward and shoved her ass out, slightly shaking it from within her tight jeans. When Jennifer noticed this, she stomped her heels closer to Jessica.
They both moved together in sync to the lead riffs over the beat. Henry watched as Jennifer leaned forward, pushing her ass out. She rolled her hips, making her ass cheeks clap together within the leather pants. Jessica leaned up, flipping her hair as she glanced across her left shoulder to watch Jennifer back her ass up onto Henry's crotch. It was a move she did on stage with the rapper Pitbull many years ago and a guaranteed way to catch her man by surprise. Jessica moved around, facing Henry as she stepped closer and made eye contact. All he could do was grin at the feeling of Jennifer's amazing ass rubbing against his crotch. When she stopped, Jennifer turned around and reached for his hand. She pulled Henry closer, moving her body off-tempo from the beat of the song. Jessica made contact with him by bumping her left hip against his leg. Henry responded by throwing his arm around her waist and pulling her in closer.
"Look at you making a move! Jennifer was right when she told me you've got balls, mister."
The beat suddenly stopped when Scott caught sight of them on the dance floor. He waved his hand at Jennifer, who returned the favor.
"Yo Scotty! Give me something to dance to!"
Henry unwrapped his arm from around Jessica, and then the beat changed to the intro of another familiar song. The bass dropped to Terror Squad's classic hit 'Lean Back.' Jennifer turned around, gazing into Henry's eyes while Jessica smirked.
"I know that look. You've got her attention now, boy."
After the few seconds of intro, the beat shifted to a faster tempo. Jennifer made her hips swing as she turned her back to him again. Jessica stepped forward, her own heels hitting the floor in sync with the beat. Henry stepped directly behind Jennifer. As the beats continued, she shoved her booty against his crotch a second time. She worked in motion, grinding her hips to keep her ass moving. He felt his dick stiffening inside his pants, poking forward where she could undoubtedly feel it pressing against one of her ass cheeks. Henry wrapped one arm around Jennifer's body, pulling her closer. She raised her neck for him to blow his hot breath down the left side. Jessica saw this and stepped aside, leaving the two of them to dance together. Jennifer leaned back again, bumping her booty against his crotch. Henry licked his lips, feeling the erection building within his pants.
Whatever uneasy feelings he thought that he would have all washed away. He moved his hands across Jennifer's hips as she shook the left one. When she moved her right hip, she backed up and wiggled her ass against him yet again. Henry responded to this touching by moving his right hand over her bum and giving it a subtle squeeze. Jennifer flipped her hair around, glancing at him from across her shoulder. She blinked her eyes while grinning at the fact Jessica was watching him. Raising up her right arm, Jennifer began to slowly turn around to face Henry. She leaned closer, moving her forehead against his, never once glancing away from his eyes. From this body language, he expected a kiss. When he shut his eyes, Jennifer stepped back and clapped her hands to make him snap his eyes wide open. Jessica stepped towards Henry, picking up where Jennifer left off by turning around and bumping her ass to the beat.
"Show him how you lean back, girl!"
As Jennifer spoke encouraging words, Jessica spread her legs and leaned back. She pressed her ass against his left leg, prompting Henry to move where she could rub against his crotch. She moved faster than Jennifer, not matching the tempo of the beat. This brought back memories in Henry's mind. He remembered long summer nights he spent staying up watching her dancing scenes from the first Sin City movie. Never would he have believed back then that he would be living this moment now, watching Jessica Alba twerk on him. The jeans prevented her cheeks from clapping together. Jennifer watched with a grin on her face as Jessica did her best, moving her booty against him. As the beat changed, she leaned up and turned to face Henry, revealing a playful smirk across her face. She curved her lips, revealing a hint of her front teeth in a devious smile. Her deep brown eyes almost reminded him of Jennifer. Almost.
As the beats slowed down, Scott switched to playing a different set of chords. He let the song fade as he shifted into something with a faster beat. Jennifer raised her arms again, moving in sync to the bass. Jessica stepped away from Henry to allow the older woman to lead the way. Henry gave up trying to dance. His movements were awkward and lacking all timing to keep up with the two ladies. He was entertained by the way they made him the center of their attention. Jessica ignored him as she moved alongside Jennifer, matching her rhythm to the instrumental beats. Henry found himself facing their back sides again. Legs moving side to side, hips swinging, and asses bouncing. Jessica needed a few minutes to find herself, but once she did, she proved that she could dance alongside Jennifer. There was no need for him to try keeping up with them. Henry took in the moment, enjoying the ride as he watched the movement of their asses until they stopped dancing.
"You've still got the moves. I knew you wouldn't ever lose it."
Jennifer grinned at Jessica's words.
"You can still dance too. From what I see, I take it you like dancing for a man."
Jessica moved her head, glancing at Henry from behind. The women moved around, facing him as he grinned.
"That was a lot of fun. I'm not much of a dancer, so I can say you both schooled my ass."
Two sets of brown eyes glared at him, then fell below to see the bulging erection in the front of his pants. Jennifer smirked at the sight while Jessica made an innocent face.
"I can see you enjoyed yourself."
Henry shrugged his shoulders, trying to tease Jennifer as he replied.
"That's putting it mildly, if you know what I mean."
Jessica laughed at him.
"You seem like the kind of man who knows how to use his hands."
"Ask Jen, she can tell you. I know how to use my fingers too if you're curious."
The two women looked at each other, trading smiles. Jennifer put her arm around Jessica, pulling her closer.
"Leave us alone for a minute, Henry."
They stepped away from him, walking to the right side of the room. Jessica leaned in, whispering something into Jennifer's ear that he couldn't hear. As Henry was left standing alone, the DJ finished up and stepped away from the workstation and small keyboard he had been using. Scott Storch was wearing a black, collared shirt that matched his pants. He never removed the sunglasses from his face. The joint he smoked lay crushed in the ashtray. As he moved away from the small stage area, Henry approached him.
"Who are you? Some of those songs sounded real familiar."
The man stood there for a second with a blank expression on his face. After a few seconds, he replied.
"I'm Scott Storch. You've probably been listening to my records your whole life."
He stepped away, rudely blowing off any potential interaction between the two men. Henry didn't think much of it. The scent of cannabis made him want to gag. A few people walked by as he stood around, waiting for the women to return. The apartment building seemed to be emptying out, with the exception of a few people sitting on a couch on the far north side of the room. Jennifer soon approached Henry, swaying her hips and stomping her heels as she moved closer.
"Henry, come here."
"You're done talking to Jessica?"
She didn't answer his question. Jennifer threw her right arm around his shoulder, pulling him closer as they walked together.
"I just talked to her, and she wants to leave this place with us. I have an apartment close by that few people know about."
"Oh, so this was the surprise you were hinting at in the car."
"Yeah! At first, it was just going to be me and you. But Jessica told me straight up she's looking to have some fun tonight. She likes you."
"Well then, I must say I'm flattered."
Jennifer stopped in her tracks. Once their eyes met, Henry could see the seriousness in her face. She moved her arm away from him.
"I want you to do one simple thing for me out of respect."
She raised her index finger, pointing at his face.
"Do not kiss her. My eyes are going to be watching you at all times. I don't care how you fuck her, but I do not want to see you kissing her. Got it?"
Nodding his head, Henry swallowed his breath.
"Yeah, sure. No kissing."
Lowering her finger, Jennifer spoke again.
"If you really want to be my man, you will control yourself with her. Like I said, I don't care if you're fucking her since I'll be watching the entire time. But I don't want to see you kissing her. That's the only thing I'm asking for."
He understood the intention of Jennifer laying down the law with a red line. Henry found it amusing that she didn't have a problem with him fucking another woman in her presence but didn't want to see him kissing Jessica. What this told him was how much Jennifer valued the importance of locking lips. A kiss was more than an affectionate gesture to her.
"Alright, I understand. No kissing her. Don't worry, I won't."
******************
1 HOUR LATER
Ten o'clock was the time on the phone when they left the party. Time was moving by in a blur for Henry since he didn't take any time to study the party. Once he saw Jessica, his attention was centered solely on her and Jennifer. It didn't change when they left to go outside. Jennifer called her driver to pull up. Henry had to sit in the front passenger seat of the white Mercedes G-Wagon. Jennifer and Jessica had the backseats all to themselves, where they could whisper in one another's ears. Henry was left hearing the subtle laughs between them from time to time. During the ride, Jennifer talked openly about her Manhattan apartment. She boasted that it had spare bedrooms in case Jessica planned on sleeping over. That was the only hint Henry needed to hear to know they weren't leaving again, at least until tomorrow. His one frustration during this ride was that he couldn't make out the finer details of Madison Square Park from his window in the dark.
The view was an afterthought once they got inside. Jennifer welcomed them into her luxury apartment. White walls, hardwood floors, and simple furniture made the place feel more cozy. Into the kitchen, Jennifer hinted that she had a spare bottle of wine if they wanted more drinks. Jessica shook her head, asking for a bottle of water instead. The women left Henry alone in the kitchen. Jennifer told him to wait for them to get ready in another room. He didn't know where they disappeared off to. A few minutes passed, and he could hear doors opening, shutting and the loud boom of Jennifer's high heels stomping echoes across the floor. Some of the sounds were coming from above on the upper floor. Henry could only guess that she left to change her clothes or maybe to prepare a room for them. This left him with many reasons to speculate endlessly as the passing minutes began to feel like hours.
"Henry! Come find us!"
Jessica called out to him from somewhere in the apartment. When he stepped out of the kitchen, Henry noticed all the lights were turned off except one. A light above the wooden staircase brightened the white wallpaper. He had already removed his shoes and jacket after settling into the apartment with them. His feet were quiet as he moved up the stairs, gripping the rail with his right hand. As he climbed the steps, Henry could see a dim red light coming from the room down the hall. Reaching the final step, he saw Jessica's smiling face from the doorway. She had taken off her shirt and pants and was now standing in a black thong and matching bra. Her left hand rested on her hip, modeling her body to him.
"Ready for a real dance show?"
His eyes scanned her body, beginning with her face and shifting downward. Her stomach was as perfectly toned as it looked twenty years ago. Jessica's legs were a delightful sight. Newly divorced and over forty, she had aged as well as Jennifer. Her feet were pushed into a pair of black stilettos that he didn't notice from the party. Jessica winked at him as she turned her back, revealing her firm ass in the thong as she stepped into the red light and vanished into the dark areas of the room. Henry followed her, stepping into the room. Jennifer didn't tell him that she had a special place like this in her apartment arranged to resemble a private booth in a strip club. A black velvet couch was on the right side of the room. The color of the walls was in a shade of red from the ceiling light. A tea table sat on the right side of the couch with two empty shot glasses and a bottle of Don Q rum.
"Take a seat and get yourself comfortable."
Across from the couch was a television set on the wall. The red light ricocheted across the flat, black screen. A door was to the left with a visible white light from the corners and crack. Henry figured that must have been the closet where Jennifer was. He remembered what she told him before they left the party. If he wanted to get a kiss from Jessica, this was the small window of opportunity to try. He didn't want to betray her trust, so he sat down on the couch and watched as Jessica shut the door from the hall and moved in front of him. She bumped her left hip, then the right. No music was needed for her to get into a flow. Spreading her arms out, she snapped her fingers and then clapped her hands above her head to begin her dance routine. His eyes focused on her body, draped in the red light. Jessica bit her lower lip as she turned her back to him, revealing her ass.
"There's only one rule for you, mister Henry. You can look, but you can't touch. Keep your hands to yourself, and you might get lucky."
Sitting back, Henry watched her legs spread as he chuckled at her words. As if he wasn't already feeling fortunate, or maybe it was her playing the part of a stripper. She bent over, hanging her hair as she began rolling her hips to make her ass twerk. While he focused on watching Jessica, the closet door opened. Jennifer emerged from the shadows after turning out the other light. Her eyes were set on him as she stomped her heels, swaying her hips. A black bra covered her breasts, matching a G-string that barely covered her pussy. Henry caught her gaze and smiled.
"How long did it take you to fix this room up? Or did you already have it set up before we got here?"
Jennifer rolled her eyes and shook her head as she stepped closer to him. Jessica was still twerking as the older woman cleared her throat to reply.
"You're about to watch a strip show and get a couple of lap dances... and you're worried about this room?"
Jessica stopped twerking and grabbed the ends of her thong. She slid it down to her ankles and stepped out. She slowly turned, facing Henry to reveal the wet folds of her pussy. No hair was visible above her clit. He bit his lower lip, feeling the erection rising in his pants for the second time tonight. Jessica noticed his eyes focusing on her cunt. She moved her hands behind her back, unclasping her bra. She pulled it off, jiggling her perky breasts around as she twirled the bra around her left hand index finger. Jessica licked her lips, twirling her finger faster while Jennifer moved closer to Henry and turned her back to him, showing her supreme booty. Distracted by both of them, Henry couldn't decide which woman to watch. Jessica dropped the bra to the floor and straddled him. His full attention was now centered on her as she lowered her naked body into his lap.
Remembering the spoken rule of prohibited touching, he kept his hands to the side and exhaled a deep breath. It wasn't easy to resist touching Jessica's body when her tits were shaking near his face. Every inch of her body was glowing red from the light. She pressed her hands against his chest, pulling at the fabric of his shirt as she raised her head and began to grind. Henry moaned at the feeling of her ass rubbing against his crotch. Jessica closed her eyes, grinding slowly as she raised her hands behind her head. Henry glanced to his left to see Jennifer had bent over, spreading her ass cheeks. She got his attention when she began to roll her hips, making her ass cheeks clap. It was a glorious sight to witness the booty of JLo twerking while Jessica was giving him a sensual lap dance. At any moment now, Henry felt he could break out into a cold sweat as he moaned. His eyes couldn't break from Jennifer's ass cheeks clapping together.
Smack. Smack. Smack. Hard at work, she continued to twerk while glancing at him from across her right shoulder. Swallowing his breath, Henry felt the rush of excitement overwhelming him. Jessica slid her fingers up his shirt, pulling the buttons apart to expose his skin in the red light. Her touch was warm, fingernails lightly raking across his chest. He wasn't allowed to touch per the rules, but neither of them said anything about him taking off clothes. Henry leaned forward and helped Jessica, finishing the final buttons and slipping the long sleeved shirt off the right side. Jennifer quit twerking and moved over, snatching the shirt off his left arm and slinging it to the floor. Jessica's hands moved from the upper area of his chest down his stomach, feeling his newly chiseled abs while rubbing her ass against his crotch. Jennifer took off her bra, tossing it to the floor. Henry then watched as she tugged her thong down and stepped out of it. She grinned as he made eye contact with her.
"Are you having fun?"
"Oh, yeah!"
Her lips curved into a smug grin. As the last one left wearing any clothes, Henry leaned back on the couch. Jennifer stepped near the doorway where the light switch was embedded in the wall. She flicked a switch, making the red fade to a dim, standard light. Henry could see every bit of Jessica's tanned skin as she leaned in, eyes locked on his. As she moved her face closer, her breath blew across his face. She parted her lips, going in for a kiss. Henry prevented her by raising his right hand and grabbing her chin. He forced Jessica's mouth open in an 'O' shape, keeping his eyes locked on her. He raised his index finger with his other hand, shaking it.
"Your lips will look better around my dick."
A mic drop moment if there was one. Jennifer blinked her eyes as she dropped her lower lip. The shock was temporary, as she grinned deviously. Henry's words to Jessica were enough to tell Jennifer that he was in top form and ready to get dirty tonight. Only after she had her fun dancing on his lap.
"Sounds to me like someone is itching to get their pants off."
Henry smirked at Jennifer as he let go of Jessica's mouth. Jennifer patted her on the shoulder, gesturing for her to get up.
"That's enough. Let me finish getting him ready."
Rising up, Jessica pouted under her breath. She sat down on the couch to Henry's right side and watched as Jennifer stepped in front of him. Jessica glanced at the older woman's pussy to see it was freshly shaved like hers. Jennifer bared her teeth, opening her mouth slightly to make her famous pose she did in front of cameras countless times. Jessica knew that look, as did Henry. No words were needed as she made it clear how hungry she was for him. Turning her back to him, she shoved her magnificent ass out and nestled it onto his lap. Henry moaned as he felt his crotch rubbing between the cheeks. Jennifer picked up where Jessica left off, grinding slowly against him. She leaned back, brushing her body against his bare chest.
"Can I touch your body, Jen?"
"Yes, please. I want to feel your hands all over me."
As Henry slid his hands across Jennifer's hips, she continued to grind. He moaned, glancing over to his right to see Jessica's left hand playing with her pussy. They briefly looked at each other, making eye contact. The expression she gave him was a gaze of desperate determination. They had yet to fuck, but Henry was beginning to see why Jennifer didn't want him kissing the other woman. Apart from his own lust for Jessica, she had the eyes of an angel. Henry glanced away from her face as he roamed his hands across Jennifer's sexy stomach and up to her firm breasts. He subtly squeezed them, listening to her moan softly as she continued to grind her ass against his crotch.
"You're so hard for me. I can feel it."
Exhaling a deep breath, Jennifer pushed her ass back, rubbing faster. His poking erection moved down the crack of her booty. Henry felt her hardened nipples against his palms. Jennifer moved her warm hands to his wrists, silently encouraging him to squeeze her tits again. As he did this, Jessica moaned softly. He took another peep next to him to see Jessica's middle finger entering her pussy. Jennifer noticed this and chuckled a laugh in her low voice.
"Ohhhhh, you're so wet and ready, Jess. You aren't the only one. Come on, let's get his pants off and blow his mind."
Jennifer's words were a cue for her to end the lap dance and get up. Jessica did the same. Once they were facing him, the women fell to their knees. Henry leaned up to see Jennifer to his left and Jessica still to his right. They both reached for the front of his pants, with Jennifer pulling the front button apart. Jessica slid the zipper down. Together, they pushed his pants down to his ankles, revealing his pair of tight, white underwear.
"Oh my, look at that."
Jessica muttered at the sight of his cock poking directly up. Jennifer flashed her teeth in a wicked grin as she pulled the elastic band, freeing his shaft from the clothed cage it was contained in. Jessica helped, pushing his underwear down to his ankles. She didn't have much time to look at his cock, thanks to Jennifer moving in front and grasping it with her right hand.
"Mmmmmmm, there we are. I know you're excited. Look how hard you are."
Jennifer chuckled again, that same devious laugh she made. Jessica helped get his pants and underwear out from his ankles to free Henry's legs. He didn't care what the other woman was doing as he focused on Jennifer's eyes. Her lips parted, and she pushed his cock into her mouth. Jennifer didn't waste a second shoving her lips down to begin devouring his cock. When Jessica leaned back up, she witnessed the pure hunger of Jennifer's lust unleashing on Henry. The tip of his pole was already pushing down the depths of her throat. Jennifer began with a hard deepthroat, showing off her own gag reflexes to her friend and testing Henry's inner strength. He gritted his teeth and grunted, still looking into her eyes. Jennifer pulled back slightly, keeping half of his cock between her lips as she unwrapped her fingers from the base. Her lips went down again, finding a rhythm for sucking hard. Henry exhaled, taking in a deep breath as he braced himself for what was to come.
As Jennifer sucked his cock, Jessica moved her head lower and grabbed a handful of his balls. The gentle squeeze made him moan. Opening her mouth wide, Jessica flicked her tongue across his hanging sack while Jennifer plunged his cock down her throat again. Henry could see Jessica's head moving below, his eyes focusing on the length of his dick disappearing between Jennifer's lips. 'Mmmmmmm,' the soft moans sent vibrations through his shaft. The sound of licking could be heard below Jennifer's head as Jessica rolled her tongue around his balls. After sucking one, she alternated to the other. Henry didn't utter a single word as he groaned at the mercy of their lips and tongues. It was best to sit back and enjoy this wonderful show of simultaneous oral pleasure. Jennifer's lips moved faster, bobbing up and down while Jessica gently pulled his balls out of her mouth to give a wet kiss to them. Henry reached in with his right hand, stroking a few locks of Jennifer's hair.
"This is paradise, ohhhhh fuck..."
His finger moved around her left ear, dangling the gold hoop. Jennifer extracted his shaft from her mouth, releasing her lips with a pop sound. Her right hand caught his cock before it could flop against his stomach. She twisted her fingers tightly around it and wanked while looking into his eyes.
"You think this is paradise?"
"Yeah."
Flicking her tongue, she spit on the head of his shaft and laughed.
"Oh, baby. If you think this is good, you ain't seen nothing yet. We're just getting started, so sit back and watch us."
Jennifer moved aside and let go of his cock to allow Jessica her turn. The other woman used her left hand to grab his shaft, holding it upward. As she looked into his eyes, Jessica smirked.
"You would prefer to see my lips around this thing, right?"
"That's what I told you, yeah."
She kissed the tip while pushing her fingers up. Jessica's hand glided with ease across the slick, wet length. Jennifer watched as Jessica opened her mouth wide and pushed Henry's dick in. Closing her eyes, Jessica moaned as she pushed her lips down and began to suck. She moved her lips at a slow pace, almost making this a sensual experience. Jennifer didn't interfere with her friend. She didn't bother playing with his balls or anything else. Henry could see this wasn't just about his pleasure. Jennifer's eyes keenly followed Jessica's lip movements. Henry could see this from the corner of his right eye but paid Jennifer no attention. His eyes were completely glued to watching one of the biggest crushes of his life down on her knees, sucking him off.
"Fuck..."
He groaned, biting his lower lip. Jessica's eyes opened, and she blinked twice before settling her sights onto his face. Pulling her lips back to the head, Jessica twisted all five of her left hand fingers around the base of his pole. She resumed sucking, pushing her lips down enough to touch her index finger. Jennifer raised an eyebrow, studying Jessica's technique. As she continued sucking, Jessica used her hand to stroke the lower part of his shaft, pleasuring Henry with her hand and lips at the same time. She pulled her lips back, releasing his shaft from her mouth with a loud pop. Jessica glanced at the head and spat on it before moving aside near his right leg. Jennifer adjusted her knees, taking the spot in front of him. She grabbed his cock, licking her lips before shoving it into her mouth. Whereas Jessica went slow and didn't make any attempts at deepthroating. The same wasn't true for the singer whom had already proven herself to have world class cocksucking skills.
Jennifer moved her hand away from his shaft. Henry gritted his teeth, groaning as she pushed her lips all the way down, sucking his whole cock. As her lips buried around his stringy pubic hairs, Jennifer pressed her hands against his legs. Her fingernails dug into his skin as she gripped both of them, using his legs to hold something as she bobbed her head up and down. Jessica didn't bother watching like Jennifer did. The other woman leaned in, lowering her head below the singer's chin. Henry felt Jessica's tongue licking his balls again. He reached below Jennifer's head with his right hand, gripping some of Jessica's hair, guiding her to suck his nuts. His actions slightly slowed Jennifer's movements for a few seconds. When he moved his hand, she slammed his cock down her throat, making the entire rod disappear between her lips. Henry grunted as Jennifer pulled back and resumed bobbing her head, slobbering over every inch of his length.
"GWAK-GWAH-GWAK-GWAH-KAH-KAH!"
Incoherent slobbering and sucking noises became loud from Jennifer's muffled voice. The golden hoops from her ears dangled, bouncing around with the movements of her head. Excess spit leaked from the corners of her mouth, drenching his ball hairs and dripping down to Jessica's forehead. Jennifer didn't care. She devoured his shaft, sucking him hard enough that Henry began to fear he could easily blast a load of cum down her throat. He reached for her hair, grasping several locks between his fingers. There was an urge to take control and fuck her mouth. Henry gave in to his desires and began to buck his hips upward, jamming his cock down Jennifer's throat. She gagged slightly while Jessica pulled her lips away from his balls. Henry noticed Jessica moving her head out from under Jennifer. This just made it easier for him to fuck his girlfriend's pretty face, pushing her head down further and controlling the motion of her head.
"That's it, that's it. Ohhhhh, fuck!"
The control was temporary, only to set the pace for Jennifer to plunge her lips down at a faster pace. Henry let go of her hair, allowing her to regain the momentum. She didn't stop sucking. Jessica's eyes observed every passing second, witnessing the sheer aggression in the way Jennifer sucked cock. Henry grunted louder as she withdrew her lips, releasing his shaft with a long string of saliva dangling from her lower lip. It broke away as Jennifer elevated her body. She grinned at Henry as she climbed up.
"You've got me ready to go wild."
Her voice was low, seductive, and bold. As Jennifer stood, she pressed her hand against his chest, shoving him down into the couch.
"I'm gonna ride you like a fucking bull."
Strong words made his heartbeat raise. Henry swallowed his breath as she bent her left knee and straddled him. Jennifer's right hand grasped for his shaft, holding it upward for her to lower herself onto him. Henry gasped as he felt his cock sliding into the warm tightness of her juicy pussy. Jennifer pressed her hands against his chest and began rolling her hips. As his cock thrust inside her, she flipped her hair around to glance across her right shoulder and take a look at her huge booty. A few bounces of her plump cheeks were enough to satisfy Jennifer. She turned her gaze back to Henry. Her hands gripped her breasts, smashing them against his face. Henry moaned, flubbing his lips to lick between her boobs. Jennifer's palms went to the back of his head, fingernails scratching into his short hair. He shook his head wildly, motorboating her breasts. He pulled his head back, planting his lips onto her left nipple. Jennifer bit her lower lip, purring loudly.
From the floor, Jessica watched Jennifer take control. Henry may have forgotten about her, but Jennifer surely hadn't. While he sucked on her nipple, Jennifer glanced behind her shoulder again. She noticed Jessica sitting there with her left hand between her thighs, rubbing at her cunt as she gazed forward at Jennifer's plump booty. It always brought a sense of pride to Jennifer when another woman was mesmerized by her ass. Snapping her fingers with her right hand, she got Jessica's attention and pointed below her booty at Henry's ball sack. Not a word was spoken as Jessica understood the gesture. Henry's tongue flicked across the areola of Jennifer's left tit. His hands squeezed at them, keeping her breasts shoved against his face. Moving her head, Jennifer gazed into his eyes, waiting to see his reaction to what Jessica was preparing to do. Henry felt her tongue lapping across his ball sack again. He moaned into Jennifer's breast.
"You like that, huh? You fucking like getting your balls licked while I ride you?"
Jennifer ensured he didn't have a single second of peace in the way she taunted him with her commanding voice. Jessica did more than merely licking his balls this time. Henry accidentally bit down on Jennifer's nipple when he felt Jessica's mouth sucking his balls. She used her hands to help herself, shoving his entire sack between her lips. The only thing he regretted was that he couldn't witness this moment. But Henry had nothing to complain about with Jennifer's boobs in his face and her thick booty moving in his lap. He moved his lips off her nipple and groaned.
"Ohhhh, fuck! Fuck yeah!! This is so fucking good!"
Henry stammered his words without much thought. With Jessica's help, Jennifer was firmly in control. She glanced behind her right shoulder again. The touch of his hands over her breasts only made Jennifer moan softly. Her eyes focused on the jiggling movement of her ass cheeks. The undersides rubbed against Jessica's forehead as she continued slobbering on his balls. Shifting his hands to Jennifer's hips, Henry felt the need to thrust. He couldn't just sit here and allow her to easily remain in control. If he didn't put in any effort, Jennifer would easily dominate him alongside her friend. He thought about Jessica still slurping on his nuts when he began to buck his hips upward. Jennifer gasped, her breasts shaking from the movement.
"Ohhhhhh, yeah! I felt that, mmmmmmm. Go ahead, Henry! Go ahead and fuck me! Fuck me hard!!"
Motivated by her screams, Henry wrapped his arms around her body and began to rise up. Jessica stopped sucking his balls when he stood, leaving the wet sack to rub against her forehead. From where she sat, she watched him hold Jennifer in his arms. Henry never would've dreamed about pulling off this move months ago when he first met her. All the time spent working out and building his body boosted his confidence. Stepping around, his buttocks was now in Jessica's face as he carefully sat Jennifer down on the couch.
"You wanna fuck me like this?"
Spreading her legs further, Jennifer breathed deep in her clenched teeth, gazing into his eyes. She didn't need to say another word. That look on her face got the point across. Her expressions pushed him into another gear, making Henry lose control. Gripping her legs, Henry mounted them onto his shoulders. He began to thrust into her hard and fast, causing her breasts to jiggle around.
"That's it! Fuck me! Just like that! I want it harder!"
Snarling at him, Jennifer pushed his buttons to make him thrust harder and faster. His hands were gripping her strong calves. So much attention was focused on Jennifer's epic booty, but Henry also admired her strong legs. He felt as if his fingers were touching Roman columns. As he continued to thrust, he forgot all about Jessica's presence on the floor. Henry remembered she was there when he felt her hands pressing against his ass cheeks. What followed was Jessica's tongue slithering up the crack. He halted his movement, gasping at the feeling of her tongue pushing through his ass hole.
"FUCK!!"
His voice echoed outside the room at a high pitch. Jennifer didn't know why Henry suddenly stopped and screamed in pleasure. His eyes went wide in complete shock. She moved her right hand down to her clit, rubbing at it while his cock was still moving slowly inside her. When she saw Jessica's hands sliding around his hips, Jennifer smiled wide, knowing what Jessica was doing behind him. Henry let go of Jennifer's legs and began to thrust again. One hard pump was followed by a second one, then a third. She lowered her legs, keeping them spread as she bent her knees.
"OH MY FUCKING GOD!!"
The last thing he expected to receive from Jessica was a rimjob. Henry snarled as her tongue wiggled inside him. He grunted as he grabbed Jennifer's hips and repeatedly bucked his hips. She twirled her middle fingertip over her clit, rubbing furiously as he thrust harder and faster. Jessica's tongue was sending him over the edge. Henry couldn't think about anything beyond the need for his own release.
"Harder, Henry! HARDER!! FUCK ME!!"
Hearing Jennifer scream now only motivated him to continue his rapid thrusts. Over and over, his cock pumped into her while her boobs jiggled and shook up and down. She didn't bother touching them. Jennifer helped herself with two fingers now to rub at her clit, bringing herself closer and closer to that sweet release.
"GIVE IT TO ME AS HARD AS YOU CAN GO!! FUCK ME, HENRY!! FUCK ME, FUCK MEEEEE!!"
Overwhelmed in passion. Henry gritted his teeth and gasped at the feeling of Jessica's fingernails poking into his soft flesh. The more he bucked his hips, the harder she held his hips to keep her tongue wiggling around inside his ass. Every little movement she made was a new sensation that pushed Henry to his breaking point. He was still driving his cock into Jennifer's pussy when he saw her eyes widen. His cock exploded deep in her cunt before he was ready. Jennifer moaned as he filled her with his hot cum. Henry raised his head, clenching his teeth as he began wailing loudly.
"FUCK, FUCK, FUCKKKKKK!! OHHHHHHH, GOD!!"
Jessica's tongue was still slithering in his ass when Henry felt the rush of Jennifer's cum mixing with his own. He leaned back only to feel Jessica's left palm strike against his bum. She finally showed him mercy by withdrawing her tongue and speaking.
"I'd like to say that I contributed a great deal to making you scream your lungs out!"
Jennifer wasn't the only woman in the room who spoke in teasing barbs. Henry sighed as he pulled his cock out of Jennifer's pussy and turned to see Jessica on her knees. She grinned at him, quirking her eyebrows at him.
"Are you tired out after blowing a load?"
"No."
"Good, I like to hear that. Jen said you're the kind of guy who can go more than one round. I can't stand guys who shoot their load and then roll over and fall asleep."
A statement worthy to begin round two of the night. Jessica giggled before biting her lower lip. She reached for his limp cock, grasping it with her left hand, and spoke again.
"Let's give Jen a show she'll never forget."
As she squeezed his dick, Henry groaned. Jennifer could be heard with faint breaths, catching herself after the powerful orgasm she shared. His cum oozed out of her pussy, drenching her thighs and the couch cushions. With another deep breath, she lay there watching her friend stroke her boyfriend's cock back to a fully erect second life. Jessica gazed up into Henry's eyes, bringing her other hand to his cock. She stroked it with all ten fingers.
"I want to worship your cock."
No man was going to say no to that. Henry chuckled before replying.
"I'm not gonna stop you."
He glanced over at Jennifer, seeing her eyes fixated on the side of Jessica's face. Licking her lips, Jessica kissed the head of his shaft. She lowered her right hand, keeping her left hand fingers wrapped around the base. To begin her devotion to his cock, Jessica twirled her tongue around the head. She refused to break the gaze of her eyes on Henry's. Not even after sliding his cock into her mouth. Her lips enveloped around the thickness. Seeing how she desired to 'worship' his dick, Henry wondered just how far Jessica would go. For the time being, he allowed her to suck the way she preferred. Her fingers twisted around the base, squeezing gently. That gave him an idea for what would be the first direct order to her.
"No hands while you're sucking."
Jessica obediently removed her left hand. She pressed both palms into the floor, using only her lips to push his cock deeper in her mouth. Jennifer noticed how quickly Jessica complied with the order and grinned. Still seated on the couch, Jennifer slid her right hand down to her pussy and began playing with her clit again. There was no reason for her to interfere between Henry and Jessica. As the other woman put it, this was a show for her eyes only. Jessica sucked at a slow pace, matching the sensual nature she revealed the first time Henry's dick was in her mouth. Bobbing her lips up and down, she moaned muffled sounds. Jessica pushed her way down, gagging on his cock as she forced the final inches down her throat. She closed her eyes while deepthroating it. Henry exhaled, placing his right hand on the back of her head to guide her. The effort alone was worth appreciating.
"I don't think Jessica has had a cock as nice as yours. Maybe not in a long time since she sucked on something so big and veiny."
As Jennifer spoke, Jessica gagged. That sound made the older woman chuckle.
"Maybe that's why she wants to worship it."
'Mmmmmmm,' a muffled moan was heard from Jessica's voice as she pulled back and released Henry's shaft from her mouth. It dangled towards her face as she breathed in and replied.
"This cock is so much bigger than Cash's ever was."
Hearing the name of her ex-husband made Henry blush. Jessica wrapped her left hand fingers around his cock. Whatever remnants of Jennifer's juices coated it had been licked clean. Jessica gently moved her fingers, rubbing the head of his shaft against her lips and then across her right cheek. She pressed her lips against the side of it, kissing loudly. She then began rubbing her lips back and forth as if she were blowing a harmonica. Henry was grateful that he had already had his first orgasm of the night. This made him feel confident that he could withstand all of Jessica's oral pleasures. Her lips moved back to the head, and then she opened her mouth and stuck her tongue out. Jennifer rubbed her clit while watching Jessica smack the tip of his cock against her wet tongue. She stopped and placed another loving kiss on the head. Her fingers slid back to the base of his shaft as she spoke.
"I want you to fuck my mouth."
Henry raised an eyebrow, grinning at her.
"What did you just say?"
"Fuck her face."
Jennifer's stern voice gave the order to him. Jessica smirked as her hand stroked his shaft.
"Yeah, fuck my face. Make me gag and drool all over your cock. After you've choked me with it, you can fuck me."
"If that's what you want, then who am I to say no?"
He expected Jennifer to say something in response to his choice words. She just sat back on the couch, watching as he gripped a fistful of Jessica's hair. Her hand let go of his cock, freeing it for Henry to replace with his own fingers. Henry noticed the small table close by the couch where the whiskey bottle sat. It was an ideal place to sit her on the table and fuck her there after he was done using her mouth. Opening wide, Jessica waited for him to slide his shaft beyond her lips. Henry pushed in, going deep on the initial thrust. Jessica made a faint gag without choking. At least not yet. Soon enough, her mouth would be making wonderful noises. His fingers slid through her hair, tightening the grip as he withdrew his cock by a few inches. Jessica pressed her hands down into the floor. Henry noticed as a new idea came into his head.
"Get on all fours."
With his cock still in her mouth, Jessica obeyed. She pressed her hands and knees into the floor. Henry had a clear view of her firm ass from behind. He switched hands, using his left to hold her head so he could lean forward and slap her booty with the right hand. This move excited Jennifer. Her finger was still on her clit, rubbing slowly. Her eyes never glanced away as she quietly observed the display of Henry's dominance with another woman. After spanking Jessica's ass, he planted both hands on her head and raised himself back up. His eyes narrowed down on her head as he began to thrust his cock down her throat. She closed her eyes, gagging lightly as he began fucking her mouth. Henry began whispering to her.
"That's it, that's it. Suck it!"
The final two words came out with a grunt. He gritted his teeth as his hips bucked wildly, slamming inch after inch of his cock past Jessica's gorgeous pink lips.
"Suck that fucking cock!"
So far she had managed to handle the onslaught of his early thrusts. The real test began when the tip of his shaft jammed to the back of her throat. Jessica immediately gagged loudly. Henry gave her a few seconds to get accustomed to how far his cock could reach. Pulling back, he resumed thrusting at a moderate pace. Jessica's eyes opened. Her eyes stared at him with her dark brown hues. He snarled at her, gradually driving his cock in and out of her mouth. An excess of saliva leaked from the right corner of her mouth. The sticky string dangled, breaking off and falling to the floor. Jessica shut her eyes again. Henry bucked his hips hard, pushing his cock down her throat. He moved faster, finally creating the slobbering and sucking noises he wanted to hear.
"GWAK-GWAK-GWAH-KAH-GWAK-GWAH!!"
Hearing those noises brought much delight to Jennifer. She leaned up on the couch, thumping her heels against the floor. Her middle finger found its way inside her cunt covered in Henry's warm seed. Jennifer licked her finger clean as she watched him continue fucking Jessica's little mouth.
"KAH-GWAK-GWAK-GWAH-GWAH!!"
Her eyes watered with tears streaming from the corners near her nose. The excess saliva built up with more leaking from the corners of her mouth. Jessica took every inch of his cock, sucking as hard as she possibly could. Henry leaned forward and raised his right hand. Another spank across her ass echoed loudly in the room. His palm was stinging in pain. Henry groaned, pulling his cock out of her mouth to allow Jessica a short break to breathe. His shaft was gleaming in a shiny coat of saliva that dripped from both sides. Jessica spit on the head, adding more drool. The way she jerked her head only made Henry want to resume the face-fucking session. His cock pushed through her mouth again. Another hard thrust to begin again, and then he groaned as his fingers adjusted on her head.
"Fucking suck it!"
A wicked smirk ran across Jennifer's lips hearing the assertive manner in his voice. Henry was firmly in control, skullfucking Jessica in a way he always dreamed of. As his cock rammed down her throat again, it made her eyes water again, smearing the corners of her eyes in black smudges from the mascara. A dark tear trickled down the left side of her.
"GWAK-GWAK-GWAH-GWAK-GWAK-KAH-KAH-GWAH!!"
Henry was satisfied hearing those noises one last time. He pushed his cock down her throat for the final time. Jessica gagged, choking on the length. With two fingers at the base, Henry pulled his shaft out of her mouth. Jessica took a deep breath, mouth still open wide as more saliva. She wiped the tears from her battle-scarred face with the back of her left hand. Henry moved his left hand away from her hair and used his dominant right hand to reach back and grip a tight fistful of her hair.
"Are you ready to fuck me?"
Jessica's voice was hoarse. She coughed, sprinkling more spit on the floor. Henry didn't reply as he yanked her up from the floor and turned her around. She faced the small tea table, stumbling forward. His free hand slapped across the left side of her booty. Her stilettos boomed loudly on the floor as she moved closer to the table. Jessica grabbed the edges, holding herself upward. She flipped her hair around as she pushed her ass out, rubbing it against him. Henry spanked her again as she glanced at him across her left shoulder.
"You want to fuck me like this from behind?"
A third smack echoed in the room from another swat on her bum. Jessica noticed the lone bottle of Don Q sitting there on the table. She reached for it, quickly unscrewing the cap. It hit the floor with a clank. Jennifer laughed deviously as she watched her friend raise the whiskey bottle to her lips. Jessica needed no glass or ice as she swigged the alcohol around in her mouth and swallowed it.
"I think you should fuck her ass, Henry. I imagine it's been a while since Jessica really had a nice cock rammed up her cute ass."
Lost in the heat of the moment, Henry had nearly forgotten about Jennifer still sitting on the couch. He didn't glance in her direction. When he noticed Jessica having a drink, he needed another sip too.
"Give me that fucking bottle."
Jessica moved it from her lips, holding it up for him to snatch out of her hand. As he raised the bottle to his lips, Jessica rolled her hips and made her ass twerk.
"Shake it for him."
Jennifer spoke again, guiding her friend. By this point, Henry wasn't sure that Jessica needed any additional encouragement from Jennifer. The other woman handled herself just fine. As Jessica rubbed her ass against him, she rolled her hips and made the cheeks clap together, twerking. This was better than watching it shake. Henry finished swallowing down the alcohol and moved the bottle away from his mouth.
"Give me that, I want some too."
Leaning up, Jennifer spread her arm out. Henry passed the bottle to her. Jessica turned her head forward, still twerking as she pouted loudly.
"Are you gonna fuck my ass or what?"
She came off sounding needy in the delivery of her words. Another pout annoyed Henry. He pressed his right hand on her back, shoving her down on the table.
"Face down, ass up!"
Barking out the order, Henry watched her ass crack split to create a passage for him to shove his dick in. He did so, guiding it with his right hand and finding her dark little hole. Jessica exhaled, taking in a deep breath as she felt the head pushing in. The tightness of her ass made him groan as he pushed through. The right side of Jessica's face pressed against the flat surface of the table. Henry grabbed her wrists and positioned them behind her back as if she were handcuffed. His hands tightened, holding her arms in place as he began to buck his hips, pumping his cock into her ass.
"Ohhhh, god! Ohhhh, ohhhhhhh! Fuck!!"
Squealing and screaming, Jessica cried out. Henry thrust harder, pushing every last inch of his cock into her booty. He did this slowly, listening to her voice change as she cried out. His fingers tightened around her wrists.
"Ohhhhhhh! God!!"
It was worth the effort to make her scream like this after the way she made him do the same earlier with her tongue. Jennifer leaned back on the couch, swallowing a few sips of the rum as she watched.
"What's the matter, Jess?"
Jennifer's voice teased her. Another whimper was heard from Jessica as Henry pulled back and then slammed his cock all the way back in.
"So deep! So deep! Oh my... FUCK!! I CAN FEEL IT SOOOOOO DEEP!!"
As she screamed, Jennifer cracked up laughing loudly.
"Ohhhh, yeah! Henry knows how to give it a deep drilling. I guess Cash neglected giving your ass a good workout over the years."
No reply came from Jessica in the form of articulate words. Only screams and cries of pleasure. Henry pumped faster, rapidly pumping his cock in and out of her booty. Jessica couldn't move with him holding her arms behind her back. This must've been her first anal experience in a long time, or so he wanted to believe.
"OH MY GOD!! OHHHHH, OHHHHHHHH!! FUCK!!"
Gasping for a deep breath, Jessica yelled louder in her harsh, hoarse tone.
"FUCK MY ASS!!"
Henry was almost shocked that she wanted more from how she cried. He let go of her arms and pressed his palms against her ass cheeks, digging his fingertips into her skin as he thrust away. Over and over, he pounded his cock into her ass.
"YES!! OHHHH GOD, YES!! YESSSSSS!! YESSSSSSSSS!!"
The harder he went, Henry feared he would blow his load in Jessica's ass. What a waste to do so without experiencing her pussy, he thought to himself. With one final thrust, he pushed every last inch of his cock in her ass. Jessica kept her arms behind her back. He noticed her fingers balling up into fists as he pushed as deeply as his cock could go. Snarling loudly, he pulled his cock out of her ass. Jennifer leaned over the couch to see Jessica's gaping ass hole. It was stretched out in a way that made her smile. She placed the Don Q bottle on the floor at the left side corner of the couch.
"I wanna fuck you right now, Jessica. Let me make you cum."
Her hands moved from behind her back. Jessica raised her head, gripping the edges of the table. She turned around to face Henry, once again revealing the messy display of her ruined face. Jessica slid her body to the edge of the table, spreading her legs to invite him into her wet delight. Stepping forward, Henry moved her right leg across his left shoulder while using his hand to guide his cock into her pussy. Jessica sighed in relief at feeling his shaft enter her.
"Oh my god, thank you. All this time, I was worrying that you would be too tired to fuck me."
Surprised by her words, Henry blushed and laughed.
"I didn't know I was going to be thanked for this."
Jessica gazed at him with loving eyes despite the black smudges of her messy makeup. As he thrust into her pussy. She raised her head and closed her eyes. Henry snatched her up by the hair, watching as her eyes shot open from the feeling of his fingers digging into her brunette locks of hair. His cock was thrusting into her cunt, making her boobs shake around. His other hand pressed against her right tit for a subtle squeeze. As Jessica moaned, Henry pinched her nipple hard. He pulled at her breast, shaking it while pumping his cock in her pussy. His other hand tilted her head down to make her watch the movement of his shaft sliding in and out of her entrance.
"Fuck me! FUCK ME, HENRY!!"
"I'm not your husband, so I'm gonna fuck you like the dirty, stripper slut that I used to fantasize about you being. Just like I imagined you when I used to jack off to your fucking Sin City dance!"
Jennifer clapped her hands to his words.
"Yeah! Fuck Jess like a whore! Make her scream like one!!"
Keeping her head pushed down, Henry continued to thrust away at her cunt. He moved her leg off his shoulder, allowing her to flex it and bend her knee. Jessica's harsh cries became loud wails as his other hand pinched and pulled at her nipple again. She slipped her left hand down to her clit, rubbing it.
"Are you watching it?"
"Yes! OH MY FUCKING GOD, YES!!"
"What the fuck are you watching!?"
"I'M WATCHING YOU FUCK ME!! OHHHH, YEAH!! KEEP GOING, PLEASE!! DON'T STOP!! I WANT TO CUM ALL OVER YOU!!"
Henry chuckled, still rocking his hips to keep his shaft driving inside her. Jessica's voice sounded hoarse in her screams, yet she still belted out amazing yells. He released the grip of his fingers in her hair to use both hands on her nipples. Jessica raised her head, lower lip falling as she gasped loudly. Her moment of release was fast approaching with no way to withhold it for any longer. Jessica panted, wailing in her cries as her eyes rolled to the back of her head. This was it. A few more thrusts and Henry felt the inner walls of her pussy tightening around his shaft.
"OHHHHHHHHH!! GOD!! YESSSSSSSSSS!!"
Reaching down for his cock, Henry quickly pulled it free. Jessica's juices burst, spraying all over his chest and down to the floor. She was still gasping while her eyes locked onto his hard cock, glistening in her juices.
"Get down on the fucking floor!"
Swallowing her breath, Jessica eagerly obeyed. Her knees slammed onto the floor. She crawled to him, quickly taking his cock back into her mouth. Henry didn't even get a chance to speak the next order. Jessica already knew what to do as she sucked his dick clean of her own juices. The sound of her gagging on his dick one more time sent Henry over the edge. He reached for Jessica's hair, pulling her mouth off his cock. She looked into his eyes with an expression of knowing what was about to happen as he wrapped his fingers around his swollen shaft. Jessica opened her mouth, sticking out her tongue. She went 'ahhhh' as he stroked his cock, aiming directly at her face. Henry roared as his cock erupted.
"TAKE THIS FUCKING CUM!!"
Jessica's eyes were closed as the first spurt of cum splattered across her forehead. She tilted her head up as the second string blasted her left eyebrow. The third was a gooey wad that drenched the right side of her face. It wasn't a big load, but that was the price of his second orgasm of the night. Henry sighed in relief and smiled. A triumphant moment in his life after spending so many years jacking himself off to pictures of Jessica Alba. One of his most precious dreams was now fulfilled as he watched the cum ooze down the side of her face, mixed with the ruinous remains of her makeup.
"You fucking destroyed her."
In the passing of time, Henry had forgotten about this being a show for Jennifer's all seeing, attentive eyes. He glanced over at her, seeing the smug grin on her face as she was still sitting on the couch. Her legs were crossed, heels removed from her feet as she revealed her feet.
"I hope you aren't tired yet. You've done a good job fucking me and Jess. But I know you've still got some cum in those balls that needs to be drained."
His heartbeat raised, and for a moment, Henry felt his blood pressure drop. Jennifer was still smirking. She could see the fatigue colored over his face. A third round would likely end with him passing out in exhaustion, but what did she care? It was only fair that Jennifer repaid the favor to her old friend by allowing her to witness something special. More than anything, she wasn't going to sleep tonight without having her own booty fucked. If he didn't have any strength left, Jennifer was fine with that. She could easily do the work for him.
"I want to feel your big fucking cock in my ass. After I had to watch you give Jessica a deep drilling, I want it too."
There was no way Henry would ever refuse the opportunity to ram his dick up Jennifer's thick ass. Exhaling a deep breath, he believed that he still had some stamina left to give it to her. Jessica sat on the floor, spreading her legs out as she turned her head and watched as Jennifer moved into position. With her knees pushed together, Jennifer shoved her booty back and rolled her hips. Henry bit his lower lip watching her twerk.
"Come and get it!"
Clap. Clap. Clap. The cheeks hit together in a way that could've hypnotized him. Henry felt his cock stiffening and growing back to another erection. He gripped it, stroking a few times before he stepped closer. Jennifer flipped her hair around, making one of the gold hoops shake from her ear.
"I'm gonna drain the last bit of your cum out of those balls with my big ass."
"Oh, yeah?"
"Mmmmmhhhhhhmmmmm. I'm gonna make you cum so fucking hard, you will be sleeping all day tomorrow."
Feeling brave from her teasing, Henry taunted her back.
"Oh, yeah? I'm gonna fuck your ass so hard you'll have a hard time walking around tomorrow."
Jennifer giggled at him. She wasn't intimidated by his words at all.
"Bring it on, Henry! Get over here and fuck my ass!"
Once he moved in, Jennifer quit twerking. Henry slapped his right hand across her booty and then pulled the cheeks apart. Jessica crawled around the floor, moving to his right side where she could get a better view from a different angle. He pulled Jennifer's cheeks apart and slid his cock into her mighty ass. It was tight, much like the first time he experienced this pleasure. Before he made the first thrust, Jennifer shoved back to push his cock deep inside. He grunted as she began to rock her hips back and forth.
"I'll fuck you with my ass if I have to. Just like this!"
Smack. Smack. Smack. The sound of her ass cheeks crashing against his skin made a rhythmic sound. Henry was immobilized, stuck in this pose as he stood there completely mesmerized by Jennifer's supreme ass. She continued to back it up, slamming into him over and over. Firmly in control, Jennifer used her booty to fuck his cock. Her breasts shook from underneath her while strands of hair waved into her face and her hoop earrings dangled. Nothing could distract her right now. As she bit her lower lip, Jennifer growled at him.
"Ohhhh, yeah! You feel that? You feel how fucking deep your cock is in my ass!?"
"Fuck yeah, Jennifer!"
"Fuck my ass! FUCK IT HARD!!"
Planting his hands onto her hips, Henry finally took charge. He slammed his cock into her ass, bucking his hips wildly. Jennifer pushed back, matching his thrusts. She moved faster than him, making matters more difficult for him to keep up the pace. Jessica wiped some of the cum from her face, licking her fingers clean as she watched Henry raise his right hand and smack it across Jennifer's ass. He screamed for her, knowing that his time was drawing short.
"FUCK!! OHHHHH, GOD!! YES!! FUCK YESSSSSS!!"
The intensity was increasing with every passing second. A layer of fresh sweat developed across Henry's face, with tiny beads dripping from his forehead. Jennifer had him right where she wanted him. The harder he thrust forward, she kept throwing it back. A ripple moved across her ass cheeks each time their skin hit together. Jennifer clenched her teeth, growling at him. She couldn't hold herself back from screaming words of filth at him.
"Ohhhhh, yeah! That's it! Ohhhhh, yeah! I'm gonna drain the last bit of cum out of your fucking balls WITH MY ASS!! YOU CANNOT RESIST MY BIG, BIG BOOTY!! JUST FUCKING ADMIT IT, HENRY!!"
"I LOVE YOUR FUCKING BOOTY!!"
Hanging on by a thread for dear life, Henry tried to thrust as hard as he could. He knew better than to expect Jennifer to decrease the pressure. She wanted him to go all out, and he did so, delivering the fastest thrusts he possibly could into her beautiful ass. Jessica leaned up from the floor. The other woman was granted a front row seat to witness Jennifer's famous ass working with a cock.
"I CAN'T HOLD BACK, JENNIFER!! OHHHHH, GOD!!"
Still bucking his hips, Henry lost himself completely. Jennifer halted her movements to allow him a small bit of control to deliver the final thrusts. Raising her head, she glanced across her shoulder to see his face scrunched up and teeth bared.
"That's it! Cum in my fucking ass! Give me the last bit of cum you've got in those big fucking balls!!"
Her wish was granted with the warm rush of his cum filling her booty. Jennifer closed her eyes and smiled in absolute satisfaction, knowing he filled her pussy and ass tonight. All of his energy was spent through three rounds. Henry's cock was still in her ass when he leaned over, nearly collapsing on her back. He groaned and grunted while Jessica clapped her hands.
"Oh my god, that was epic!"
The last thing he expected to hear was Jessica's excited, hoarse voice. She coughed a bit, hinting at what would be a sore throat tomorrow morning. Henry was spent, completely. He leaned back up and carefully withdrew his cock from Jennifer's ass. Her eyes followed the movement of his body as he moved to sit down on the couch and then let out a guttural, deep groan. He had no words to mutter as he felt the heaviness around his eyes. Jennifer moved off the couch, offering a hand to pull Jessica up from the floor. The two women left him in the room where he began to fall asleep. The last thing he heard was the door opening and the sound of their heels thumping across the floor outside. Jennifer flicked the light switch, leaving him alone to sleep in the dark.
TO BE CONTINUED
Topic: Rebound (Jennifer Lopez, Jessica Alba, + MORE) (Read 14155 times)