Dave gets cucked and catches his wife cheating with their host in the pool
When Bill and Jessica (Jessie) got to the party that night, they couldn’t find a babysitter and had to bring Lily along. Sean, thinking he knew everyone who was coming to the party was stunned to see this 16-year-old beauty in his house.
He stood behind the bar watching Danielle on his phone, and by the time Danielle came out of her room, Jessica, David and Lily were mingling in the crowd and introducing Lily to their friends.
It was early on Friday night when they arrived, both Jess and Bill coming straight from work, picking up Lily on the way. They were still in their work clothes, Lily dressed professionally leaving her white doctor’s coat in the car, Bill dressed in a gray polo shirt and jeans from the hotel, and Lily in her school uniform. They walked in, joined the group and Sean finally snapped out of his haze, walking over to Bill to greet them.
“Bill – it’s been so long, it’s great to see all of you” – Sean said while he welcomed them to his home.
“Hi Sean, so good to see you, you know Jessica, and this is Lily”, Bill politely responded.
“we are so sorry, we know you planned this as an adult-only weekend, but we promise, she won’t be any trouble.” … Jess jumped in, also very apologetic about Lily and happy to see Sean.
“It’s no problem, we have plenty of room and there should be plenty of stuff for her to do” … Sean replied.
Bill quickly responded…. “She will be fine hanging with the adults. No need to treat her like a kid.”
“If you say so”, Sean said with a smile.
As they stood there chatting, Sean quickly took stock of them and gave each of them a once-over when they weren’t paying attention.
Jessica was professional with some gray hairs starting to form and clearly exhausted from working at the hospital with zero time to relax. She always had an elegance to her, but life was taking its toll.
She was a statuesque beauty, at 5’10” with dark brown hair and green, blue eyes and big breasts. She just had that classic, elegant look to her, with her dark hair and perfect, tall posture. We were all friends in high school, but she went to a different college, only to return a few years with a medical degree, wanting to be a doctor. She was extremely busy at the hospital when she got back home.
When she returned from college, she started hooking up with Bill. He was the alpha type, always acting like the tough guy. He was lean and fit with a slim but muscular physique from years of sports. They flirted in high school but never hooked up. She was too focused on getting her scholarship to care for him, but now that she was home, things were different.
While he was fit and was nice to look at, he wasn’t packing down below and only had 4” below the belt. She had no plans on staying with him and they were just casual hookups. She was always busy and didn’t think much of their relationship, and they only saw each other once or twice a month when she would get horny and didn’t care about his size. This continued for a few months and after not feeling well one day, Jessica found out she was pregnant, and she kept the baby.
Before she knew it, they got married and she was a mom to little Lily… married to this guy who has little ambition or goals and wasn’t even able to make her cum. Life was not going to plan, and she was not happy. It had been more than fifteen years since they got married, Lily had just turned 16 and things were stagnant at home.
Life was pretty boring, they had an average home, normal jobs and they rarely had sex. When they did, Bill would cum after a few pumps and quickly fall asleep, and she would have to use a vibrator to get herself off. She couldn’t remember the last time a man was able to make her cum and feel good.
Then, one day when Jessica checked the mail, she saw the invite from Sean about a big housewarming party over the weekend.
It was odd seeing an old-school invitation in the mail and not just an email like everything else. She thought seeing her old friends would be a nice change of pace from their mundane, sexless life… and in the back of her mind, she was shocked to see how well Sean had done for himself… he was focused and smart in school and she always noticed that, but that was it. They were both book works and focused on school and going to college, and she never even considered his as a love interest.
They were friendly but nothing more… but now this? A housewarming party at his mansion? “Wow”… she thought to herself… “good for him”… she had to see for herself, so she convinced Bill to go, and he agreed it would be nice to see some old friends.
When they arrived, Sean noticed Bill had not aged well. Skinny, with a small beer belly, graying hair and his muscles faded, he was just an average middle-aged guy working a dead-end job at a hotel. His salt and pepper hair, gray scruff and the bags under his eyes told Sean all he needed to know.
On the contrary, at 16, Lily definitely hit the genetic lottery with both her parents being naturally fit and athletic. She was 5’5” and a mini version of her mom. She had dark brown hair and soulful green eyes, with tanned skin, a baby face and a sweet smile… she was perfection at 16.
She was still wearing her school uniform, a white button up shirt and a knee-length black skirt since they picked her up straight from school on Friday. Her long brown hair pulled back in a ponytail to comply with the school dress code, with just some bangs showing.
During the drive, when Bill and Jessie weren’t looking, Lily took off her bra and shoved it in her bag, with her puffy nipples rubbing against the fabric of her shirt, causing them to get hard as rocks. She was horny and wanted to stay home all weekend so she could have sex with her boyfriend, but those plans were ruined, and now she was going to be a brat to her parents, but they hadn’t noticed yet.
As Sean talked with Jessie and Bill, he couldn’t help but see Lily’s hard nipples through her shirt. They were like two marbles, and trying not to stare, he looked away but was drawn to them, and after sneaking a quick glance, Sean looked up, and there was Lily, looking him right in the eyes.
The two of them locked eyes and he knew he had been caught checking her out, but instead of being mad or saying anything to her parents, she gave him a cute smile, and with that, his mind started to race. She was adorable and was oozing with sexuality, and Sean’s naughty mind got the better of him.
Sean hadn’t originally planned this, but now that she gave him that look, he knew exactly what to do.
“Here, Lily… your room is over here on the right” as he led her down the hall under his master bedroom, with Bill and Jessie close behind. He opened the door, showing Lily a beautiful room that had a king bed, incredible artwork on the walls, and a separate lounge for her to watch TV.
“Thank you, Sean, this is wonderful, but we figured she would just sleep in our room” Jessie stated.
“Don’t be silly, we have plenty of space… and she’s not a kid… she needs her privacy” Sean remarked as he glanced over at Lily.
“You don’t want her in the same room as her parents”… he continued,
“Now, let me show you to your room.” Sean began talking as he beckoning Bill and Jessie to follow him out the door.
“We will be back in a couple minutes. Enjoy the room honey” … Jess said as they left and entered the hall, closing the door behind him. Sean started to walk across the foyer to the other side of the house.
Bill got a bit concerned…. “I thought our room would be right next to hers?” he asked. He knew how his daughter had been acting, and he noticed her bra missing and her hard nipples. He could also tell she was being cute and flirty with Sean. Unfortunately for him, the age of consent was 16 in their state, so if she did anything with him… there’s nothing Bill could do to stop it.
“I know, sorry about that, but don’t worry about it.” Sean explained and continued “Everyone already picked their rooms and have settled in. That was the last room on that side of the house, but there is a beautiful room on the second floor overlooking the pool right over here. I know you’ll love it”.
Bill and Jessie talked amongst themselves and concerned about Lily while they followed Sean, walked up the beautifully adorned wooden staircase and went around the corner. It was further than they liked, and Lily would be out of range if she called out and needed anything.
In the back of his mind, Bill suspected why they were separated, but didn’t say anything. He assumed Sean would be interested in his cute, 16 year old daughter, not his wife.
“Here we are”… as Sean opened the doors and showed them another amazing room, full of dark wood beams on the ceiling and a classic rustic charm, it was like stepping back to medieval times, complete with two comfy chairs and a view over the sprawling pool with the sound of the waterfall.
“Wow… really Sean? ” Bill said with a sarcastic tone, as he walked in and was shocked at the elegance, slowly looking around, and making his way to see the bathroom.
“Thank you, Sean. I’m blown away, it’s stunning” … Jessie said while shaking her head softly in disbelief as she walked into the room, amazed by the beauty.
“Not as stunning as you” Sean said softly under his breath while in the doorway, thinking Jessie was out of range… but she heard him. She glanced back at him, started blushing and gave him a quick smile as they locked eyes. She was about to respond when Bill walked back into the room.
“Ok, I guess we’ll take it”. He said with a chuckle, insinuating it was beneath them… completely forgetting his concerns from moments earlier.
“Good, happy to hear it. I’m sure you’ll love the room and the view, and you’re welcome to stay as long as you like”, he continued… “I’ll see you both downstairs after you get settled in”.
He closed the door behind him, leaving Jessie in the room with her head spinning at his comment.
He decided to take a break before heading back down to the party, and went to his bedroom to see the cameras from the security room. When he got into the room, he could see multiple angles of the property, including friends wandering around the yard, lots of people chatting in the living room, Lily just relaxing and watching TV… and then he saw Bill and Jessie talking in the room.
“Why don’t we have some fun before we head downstairs” he suggested while reaching his hand out.
“Not a chance” Jess quickly responded back, pushing his hand away.
“Why not… got any better plans?!?” … he continued, trying to wrap his arms around her again.
“Yeah, to go see my friends and have a good time” Jess responded back as she twisted out of his arms.
“I want to be with you and make love to my wife” he continued pestering her.
But Jessica was done… and with a firm tone she snapped at him.
“No Bill… I don’t want to have sex with you. Not right now or for the rest of the trip. Leave me alone.” As she stormed off into the bathroom, closing and locking the door behind her. Sean was shocked to see how dysfunctional they were… he wasn’t expecting that.
Bill just shook his head with a frustrated look, saying under his breath “what the fuck. She never wants to have sex anymore” as he stormed out of the room and headed for the bar.
Sean changed the camera feed to the bathroom in Jessica’s suite. She was standing in front of the mirror fuming, pissed at Bill for pushing her to have sex… but also torn because she knew she really did want sex… just not with him.
She was sexually frustrated and wanted more than what Bill could provide. She knew exactly what she wanted… Sean.
She had never looked at him like this before, but between him getting in shape, middle-age looking good on him with his graying hair… as well as his business success and this amazing home… she couldn’t help wondering what it would be like to be with him and live here.
She knew what she had to do.
She walked into the closet, as Sean flipped the camera to the floor length mirror. Jessica took off her button-down business shirt and quickly dropping her black dress pants, standing in a dark brown bra and panties with her curvy breasts being cupped by her lace bra, and her little butt popping out behind her.
She stood there with her tanned, firm skin looking like a goddess… and ran her fingers across the options she brought, debating what to wear.
Sean’s plan was working perfectly. Here was this flawless, busty beauty that he always had a crush on, standing in front of the mirror, doing a little fashion show as she pulled out a top, turned to the mirror and held it up in one hand against her C cup breasts, seeing how they look with different shorts that she held up with the other.
Before he knows what hit him, she quickly reaches back and unclasped her bra, grabbing it with one hand and swinging it off her body in one swift motion, as her large boobs fell out of the bra, revealing her large, dark brown nipples .
She decided she wanted to go swimming and look sexy, so she slid her panties off as they fell to the ground… grabbing her favorite black G-string bikini and put it on. She threw on a loose-fitting white, spaghetti strap top and some jean shorts and headed back into the bathroom.
Sean realized Jess was finishing up and he didn’t want to be upstairs when she came out, so he left his room and went down to the party and to the bar, quickly grabbing a beer and joining Bill.
“Where have you been? After you dropped us at the room, I figured you would be down here… I wanted to grab a beer and catch up” … Bill asked with a bit of a tone, wondering where Sean had been hiding.
“Sorry about that, just ran up to my room to take care of something”… Sean tried to change the subject
“How you been man?”… Sean asked Bill, trying to distract himself from thinking about Jessica.
“You know man…:sigh:… just another day” as he took a big swig of his beer, clearly frustrated.
They started talking about work, sports and cliché guy stuff as David joined them, fresh from him blowjob from Danielle. The three of them were standing near the pool table when Jessica walked downstairs and joined the party. Everyone couldn’t help but notice as she entered the room.
Bill had been knocking back beers, completely pissed his wife shunned him, but he was blown away when Jessie came downstairs wearing a little white top and tiny Daisy Duke style jean shorts, with her black bikini straps showing.
She looked like she was in her 20’s, and she felt all the eyes on her. She was unbelievably beautiful and started blushing, specifically when she saw Sean gazing at her longingly. Bill noticed as well and started fuming as he saw every guy check her out.
‘Why was she dressed like this’ … he thought to himself. Was it to tease him or to piss him off? Did she just want to dress nice? was it something more? was she dressing like this for the other guys? For Sean? … usually she was so professional, so buttoned up… this was not like her.
She grabbed a drink, joined the party and starting talking to some of the other women as the night went on. Everyone caught up and chatted, getting reacquainted after years apart. Everyone was drinking, the sun set, and the night progressed out to the pool, enjoying the breeze and the warm air. All the girls slimmed down to their bikini’s and jumped in, including Jessie with her perfect curves, highlighted by a black bikini that was one size too small.
It was impossible to not notice her big boobs trying to pop out and her long hair, tied up in a ponytail, exposing her shoulders and statuesque figure.
It was an entertaining night with Sean’s mom and sisters relaxing in the pool, the girls chatting in the spa and the guys playing pool inside, watching the game and sneaking off around the corner to smoke a joint from time to time. Everyone was swimming and laughing and having a great time.
Lily joined the group for a little while, but she was really just checking on her parents. When they weren’t looking, she snuck behind the bar, took a bottle of vodka and some orange juice, and went back to her room to party by herself.
It was getting late. Sean’s mom, stepdad and sisters went to bed. Lily was in her room, and the rest of the girls went to their rooms, drunk and tired… all except for Jessie. The remaining guys had gone inside and were downstairs playing poker.
The night air was warm, and the sound of the waterfall filled the space, while it kept the water in the pool moving. Jessica was still lounging in the pool, floating, lightly swimming and just hanging out… she was waiting for everyone to leave and to get Sean alone.
Bill walked back out after going to the bar to get another beer. Sean was resting on a padded deck chair off to the side where he could see the entire pool, but was just relaxing by himself, taking in this new home and surroundings.
He had his eyes closed when Bill came out and got in the water with Jessie.
He swam up to her, clearly drunk, trying to seduce her, but Jessie wanted no part of it.
“No Bill, stop” she annoyingly said to him.
At first, he tried kissing her in the pool and wrapped his arms around her… but she wasn’t having it.
“Bill… seriously… stop” she said firmly.
“Why? Come on… Let’s go inside and go to bed, everyone’s gone in” as he tried to pull her hand towards him.
“No! Bill! … Stop! … I’m not in the mood, I’m just relaxing and enjoying the water. I don’t want to go inside, I want to stay here.” … As she pushed away from him and put some distance between them .
Bill looked around. It was pretty quiet and he saw Sean in the distance lying on the chair, but everything else was quiet. In the back of him mind… that small voice knew what was about to happen.
“I want you to come upstairs with me… now… the night has ended, everyone has gone inside” … Bill was practically pleading with her and his suspicion’s were growing. Why was she refusing?
As they stood waist deep in the water, Jessica looked Bill in the eyes… and she knew what he was thinking… and he was right. After 15 years of marriage, he could tell when she wasn’t being fully honest and was holding back, and they both knew what was in the other’s mind.
Bill’s eyes glanced over at Sean and his eyes returned to Jessica’s.
Before he could say anything, Jessica firmly told him: “I want you to go upstairs. I’ll be up later”
They looked at each other… knowing exactly what was about to happen. Bill couldn’t bring himself to refuse. He couldn’t tell her no… and he didn’t know why. In the back of his mind, he knew what was about to happen… something unspeakable… something he couldn’t imagine actually happening… something he shouldn’t allow to happen… but he couldn’t stop it. He couldn’t bring himself to say the words… he knew he wasn’t in control and he couldn’t stop her. Why?
Without saying another word, he walked out of the pool and stumbled back to their room.
They didn’t realize Sean could hear everything.
Jessica was finally left alone in the pool, enjoying the warm water and the sound of the waterfall – finally able to take a deep breath now that Bill wasn’t bothering her.
She was tipsy, and she was horny… and she did want sex – just not with Bill.
She looked up at Sean, who was still just lying there with his eyes closed. Not wanting to disturb him, Jessie took a deep breath, dove into the water and swam across the pool, enjoying the tranquility under the water. Then she popped out of the water, dripping wet, gasping for air.
Bill and Jessie had shared fantasies in bed, and the thoughts of swinging with other partners, but Bill was the shy one. Jessie was clearly hinting she wanted to be with other men, but he said no… he wanted her all to himself and knew how beautiful she was. If someone else got their hands on her, it might be over for him, but he couldn’t deny the thought of her being with another man turned him on.
She was so beautiful and he knew every man wanted her… and he knew he was inadequate… but this was the first time Jessie made it clear something was going to happen with another man. It was always just talk before.
Sean wasn’t pretending to be asleep… but his eyes were closed as he enjoyed the night air, feeling like all his dreams had come true.
He had his own business, which was a thriving success and this incredible home, which was the epidemy of his hard work… and right there in front of him, was one of the girls of his dreams, someone he always wanted… alone in his pool.
His heart couldn’t help but race, but he tried to keep his cool and not act like the nerdy kid he was at heart. He heard the small splash as she dove in but didn’t open his eyes – not until he heard the larger splash as she got out.
His eyes instinctually opened when he heard the noise, drawing his eyes right to Jessica body – as water dripped right from edges of her jet-black bikini, and her curvy boobs… as she did the cliché move running her hands over her head, sweeping the water off her face and pushing back her slick, wet hair. Sean couldn’t help but look at her like she was in slow motion.
The water, the moonlight, the black bikini against her tan, curvy brown skin barely visible across the pool… as he laid on the lounge chair… forgetting he wasn’t invisible.
As Jessica opened her eyes after brushing the water off her face, she looked across the pool and they locked eyes, and didn’t say a word. She just stood there dripping wet, her heart racing as she saw Sean staring directly at her, as a bulge grew in his shorts. Sean didn’t move either.
He was frozen – they both knew at that moment they wanted each other and before he knew what hit him, she was gone. She dove back into the water, swimming towards him, and the splash was like the sound of a starting pistol at the beginning of a race, he was instantly awoken from his daze.
Sean quickly got up while Jessica was still underwater and walked towards the beach entry pool. He walked down the slope and by the time he was at his knees, Jessie appeared from the water directly in front of him…. Standing straight up with the water at her stomach, water dripping off her breasts.
As she slowly and seductively walked towards him, Sean just stood there, letting her come to him, taking in her beauty… he could swear he was dreaming.
She stopped a few feet in front of him, and they just looked deeply and passionately at each other.
They didn’t speak, and they barely spoke earlier at the party… there was just something between them that they both clearly felt drawing them together. Sean’s words and comment about Jessica being stunning stuck with her. She didn’t need to hear anything else.
Sean reached out his hand and she instinctively returned the gesture. He lightly kissed the back of her hand and pulled her closer, as shivers ran down her spine and she willingly complied. This was the exact motion her husband tried earlier, and she pushed away, but this time, she did what he wanted.
Sean pulled her close, until they were face to face. He smiled and couldn’t hold in the seriousness of the moment any longer. He giggled a little, which made her laugh and put her head on his shoulder, as he wrapped his arms around her and held her in the middle of the shallow end of the pool.
They had never been this close, not even close to this close… but it felt natural, and Jessica felt comfortable in his arms, something she hadn’t in years.
As she looked up at him in the moonlight with the sound of the waterfall crashing behind them and the water moving around their bodies, they locked eyes and softly kissed. They kept kissing, moving from soft kisses to deep, passionate kissing with a spark like she had never felt.
They stayed in that moment, in the middle of the pool, completely lost in the moment, and completely forgetting that Bill and Jessica’s room perfectly overlooked the pool.
After stumbling back upstairs and into their room, Bill looked out the window to see what Jessica was doing, suspicious of her staying out there, and rightfully so… it has been less than five minutes since he left, and when he looked out the window, he saw Jessica in Sean’s arms, passionately kissing him.
He knew it and he was furious, wanting to run back downstairs and stop them – but also torn – for some reason, he couldn’t do it – he was told to go to their room by Jessica and he complied. It was almost like there was an invisible collar on him keeping him in the room, even though a massive part of him was screaming out to stop them… but he couldn’t… and then he realized why… he wanted it to happen also… he wanted to see her getting fucked by a bigger dick than his.
As Bill watched from the 2nd floor, Sean and Jessica slowly made their way to the shallow end of the beach entry, where the small waves crashed around them, and where they could lay down comfortably. They made out and wrapped their arms around each other, kissing for what seemed like forever.
Sean reached behind Jessica’s back and softly pulled the black string on her bikini, loosening her top, followed by the string around her neck, causing her black bikini top to fall in the water between them.
He slowly laid her down with the water only a few inches high all around her, with small waves constantly crashing, caused by the waterfall.
Sean took a moment to look at her beauty. Lying flat on her back, her curvy breasts falling a bit to the side, with trickles of water splashing against her body. This was beyond his wildest imagination.
He looked into her green eyes as his hand softly touching her skin… as he traced his fingers up her arms, to her shoulders and down to her nipple, slowly running his index finger around the outside of her aureole. Sean slowly touched and teased Jessie, and she enjoyed every minute of it… watching her close her eyes in ecstasy as she enjoyed his touch… his hands so much bigger than her husbands.
While she leaned back and enjoyed his touch, he leaned down and gently licking her already hard nipple. With one hand caressing her right breast and teasing her nipple, and his warm mouth over her left, Jessie was in paradise… completely losing track of where she was and what she was doing.
It felt too good and had been too long. She wasn’t sure she’s ever felt this good… college boys didn’t really know what they were doing, and neither did Bill…. it felt good before, and she’s had orgasms… but never like this. Sean took his time kissing, licking and caressing both nipples, making sure to pay equal attention to the rest of her breasts, stomach and body.
She just laid there, surrendered… and let him have his way with her.
Her life was so stressful with the hospital, a teenage daughter and a pain in the ass husband… she just wanted to give in and be his, to let herself go into the passion and the ecstasy of his touch and his kiss. She knew it was wrong and this was cheating, but she didn’t care.
She practically told her husband she was going to cheat, and she knew he was right upstairs… hopefully drunk and passed out in their room, but she didn’t know. He could be watching, he could be asleep… she didn’t know and didn’t care.
Sean slowly made his way lower, kissing her stomach, and making sure to give every part of her body love and attention from his hands and his mouth.
As his kisses reached her hips, he reached over and grabbed both cloth ties at once, quickly untying her bikini bottoms. He pulled her panties off and there she was, completely naked… so perfect.
Sean kissed and licked all over, looking at her little strip of dark brown hair as he got closer and closer to her clit. He stuck his tongue down between her legs and she let out a loud moan as her body jolted and she instinctively opened up her legs, drawing his tongue into her. Sean laid down in the water with his body completely below hers, with his legs submerged on the deepening beach entry.
She dropped her long, tanned legs to the side, giving his an opportunity to push his tongue deeper to her pussy, but he wanted more. Sean propped her legs up on his shoulders for stability, got a bit lower, took each hand and grabbed one of her ass cheeks as he stretched her open and dug his tongue deep into her delicious, pink, pussy.
Forgetting where she was, she let out a loud moan in pleasure, that Bill clearly heard through the glass. It also woke Sean’s mom whose room overlooked the pool from the other end of the house.
Jessie couldn’t believe what was happening. The waves and rushes of a feeling she can’t describe… each time he dives his tongue deep inside her pink pussy. Her legs tighten and pulse, getting closer and closer to an orgasm… but not like one she has even felt before. The waves crashing on her, being in the water, the sound of the waterfall behind her, Sean’s face buried in her pussy with his big tongue probing deep her inside over and over…
Sean took a breath and angled her legs even higher, and with the tip of his tongue… starting flicking her little asshole… something Bill never did. She instantly began moaning and writhing in pleasure… recognizing her enjoyment, Sean took his entire tongue and ran it across her asshole, getting it nice and wet before he stuck his tongue inside, enjoying the slight vanilla taste and the feeling of her legs and ass tightening around his head in pleasure. He slowly starting picking up the pace, licking her up and down, deep into both holes… sticking his tongue in her ass and pussy over and over… her legs sticking straight up in the air and her toes curling while his body laid below her with his head deep in her pussy and ass.
His tongue hitting her clit, going inside her pussy and then diving into her ass, over and over while his big hands gripped her, holding her open… she couldn’t take it anymore and exploded all over his face, screaming loudly and squirting all over his face as he lifted his head up and looked between her legs, her head tilted backwards out of view, with her mouth open, moaning uncontrollably as let body convulsed with wave after wave of orgasm and ecstasy.
Sean slowly lowered her butt to the water, put her legs down, and rolled back into the water in absolute bliss… disappearing beneath the waterline… and taking in the serenity under the water.
Did he really just get to do that? Did he really get to taste the pussy of one of his childhood crushes? Did he really just make her cum all over him? He smiled to himself under the water before heading back up.
Jessica laid there on the beach entry, her legs together and slightly bent to one side, feeling used yet satisfied, and in complete paradise… her arms flailed out above her head, panting as the water moved around her flawless body. Bill was hard as a rock, watching everything… while he couldn’t tell exactly what Sean was doing… his head buried beneath her legs and her moaning was all he needed to see.
Sean’s mom Linda couldn’t turn away either. Her husband was old and overweight, and a man hadn’t eaten her out like that in decades. Her mind returned to the days when she was their age, and would be ravaged by guys when she was in her 20’s and 30’s. Before she realized it, she was soaking wet and her hand was in her granny-panties, playing with her clit.
At the same time that Sean and Jessie were in the pool completely lost in the moment, the guys finished playing poker in the basement and came upstairs, enjoying their night as they laughed and went to smoke a joint outside, completely unaware of the activities outside. The waterfall obscured their voices from Sean and Jessie in the pool, and they continued undisturbed.
As the four men walked through the kitchen doors and stepped outside, they were immediately struck by the sight of Jessie, laying there naked in the water with her legs sticking up in the air, a set of hands wrapped around her thighs.
They were unable to tell whose head was buried in her pussy and assumed it was her husband. They didn’t mean to stare, but Jessie was stunning, and was lying in the water, in the moonlight naked… and they couldn’t help but look at her body writhe and contort in pleasure. They watched as she laid there in the water, with her eyes closed, moaning with ecstasy and grasping at the ground for something to hold onto, as he pushed his tongue into her pussy and ass, over and over… building up until she burst all over him.
As Sean pulled away from her and lowered her legs to roll into the water, the guys could clearly see who it was and ducked behind a planter box before Sean or Jessie saw them.
Without realizing it, Sean and Jessie had an audience including her husband, watching from their room, Sean’s mom watching from across the way, and now four of their closest friends, all right there on ground level with a perfect view of the action.
Sean quickly washed the squirt off his face and came back over the Jessie, who was still panting and breathing hard, laying in the water like a mermaid who washed on shore.
He kissed her and laid down next to her, taking in her elegance as she caught her breath. As she opened her sparking green eyes, he was right there looking back at her with his dark brown eyes as they kissed. Jessie slowly leaned over and nudged Sean to get on his back, switching positions as he laid down. The roles were reversed and now she looked over him, taking in his body.
With all this activity, Sean never took off his dark blue boardshorts, and as he laid down, Jessie had the opportunity to take him in. His dark brown wet hair looking black in the moonlight, with the big brown eyes, greying hair and scruffy beard.
She looked down his down and at his wide shoulders, with his moderate size chest and a light patch of brown chest hair. She ran her hands down her body to his stomach, which was not skinny or muscular, but wasn’t fat either… just average. She looked down and could see the tent in his shorts, and she was ready to see what was underneath.
She untied his shorts, and he lifted his hips off the ground. He was barely doing anything at this point, with Jessie in control. She wanted to see his cock and wanted to taste it, something she hadn’t felt an urge to do in years.
Bill realized the same thing as he watched every moment as Sean switched positions and she took control. He remembered the same energy in her 15 years ago when they first started hooking up, and he knew she hadn’t acted that way with him in many years. He couldn’t help but keep watching as he held his cock in his hand, standing in the window, more turned on and less mad than he expected.
He was so fixated on his wife that he didn’t notice Sean’s mom across the way, looking at him holding his cock. Linda watched as Bill stared at them, knowing that was his wife with her son… she watched the two of them in the pool but also focused on Bill. In her older age, Linda dyed her hair dark red, almost maroon, and had small gold colored glasses. She was a very colorful, boisterous personality, and her wardrobe matched. She was wearing and a green satin nightgown with a deep cut with a lacy trim between her older, sagging breasts. They both stood there watching and couldn’t turn away.
Jessica untied Sean’s bathing suit and he shoved them down his hips to his knees, as she pulled them off completely and left them to float away in the water. When she turned around, Sean was now the one lying there naked, as she raised her eyes up from his hairy, muscular legs and up to his 8” long, 3″ wide cock. It wasn’t much longer than Bill, but much thicker and she instinctively took a deep sigh as she looked at it, then looked up at Sean who was looking down at her as they looked in each other eyes.
She put her hand on his thigh … the touch causing his cock to spasm right next to her hand, drawing her eyes right to the head. She could see the precum leaking out of the tip, and licked her lips instinctively. She wanted it in her mouth. Without hesitation, she wrapped one hand around the base, leaned her body close to him, and started kissing and licking the tip of his cock.
She took some time to savor it. ‘She was doing it, she was hooking up with Sean’ she thought to herself, and thankfully he had a nice big cock… she wanted it to happen, but was shocked she went through with it. She teased him and flicked the tip with her tongue, licking the back of the head where it connects to the shaft. His cock twitched and his hips bucked up with pleasure. Still working from the side, she started licking down his shaft to his balls and she put each of them in her mouth. After a few minutes, she switched positions and got on all fours between Sean’s legs, with the water hitting her feet.
She was ready to feel him in her mouth. She leaned up, wrapped her lips around the head and slowly dropped her wet, drunken mouth over his cock… only able to go halfway at first. Bill watched as she did something she hated doing to him, in one way furious because he wished she blew him like that, and also exhilarated watching his wife perform like this and suck his friends big cock. He had a front row seat as she took her time going down his wide cock, trying to stretch her lips over it and widen her throat. She wanted to take it all, but it was so thick… she just couldn’t get it all in her mouth.
She got his cock nice and wet, and quickly sat up. Sean looked up and saw her moving forward, as she moved his legs together and straddled him. He looked up at her with all her elegance and poise, with her large C cup breasts hanging down near his face and her brown nipples, he couldn’t help but lean up and wrap his lips around one of them. As she got closer, Sean reached down and put his hands on her hips, guiding her over his throbbing cock.
She grabbed it with one hand and slowly rubbed the tip around her pussy lips, making sure to get it nice and wet before trying to slide his thick shaft into her. As she felt her pussy wrap around the head, she slowly lowered herself… only able to get a third of the way down before he hit her tight pussy walls. She leaned forward to get a better angle, getting close to Sean’s face. She looked him in the eyes as she slowly lifted up and down, little by little… gasping as his cock slid into her a bit more each time, but Sean wanted to feel her all the way.
He was getting impatient, his cock was throbbing, and he needed to feel his dick completely inside her. He kissed her softly, letting her guard down as she softly went up and down, barely able to get halfway down. Sean put his left hand at the base of her back, while he reached up with his right hand and wrapped it around the back of her neck, holding her in place, close to him, eye to eye. When she felt his hand grip the back of her neck, her eyes widened as she looked into his eyes…
He drew his ass back as much as he could, and pushed his hips forward as hard as possible, shoving his cock as deep inside her as possible, holding her down until he felt his pelvis hit hers….
She let out an audible scream as his dick began pumping back and forth, holding her there with a tight grip around the back of her neck, water splashing everywhere while she gasped and moaned in pleasure… the sound of smacking against her wet pussy…
THWACK, THWACK, THWACK….
“Oh… my… god….soooo…. big….. too…. Deep… ahhhhh….
THRUST… ooooww…. THRUST…. So… good…
Sean stuck his tongue into her mouth and kissed her deeply and passionately to keep her quiet, as he rammed his dick inside her hard, over and over again… faster and faster… as her pussy tightened around his cock, and she exploded with a massive orgasm. She went limp and collapsed on top of him, and he gave her a minute to catch her breath while he enjoyed the moment, still deep inside her, feeling her pussy pulsating, with the sound of the waterfall in the background.
Their entire audience watched in amazement… Bill from his room, stroking his cock, watching his wife getting held down and savagely fucked. Linda watching as her son and his big dick fucked the hell out of this girl… knowing he didn’t get that from his late father; she was oddly proud of him and turned ion at the same time, and the four friends stood there stunned, watching from ground level with a perfect view of Jessica getting ravaged by Sean.
After a few minutes with her head on his chest, both of them drunk, panting, exhausted and starting to fall asleep… Sean figured he should cum, and rolled Jessica over on her back. He lifted her legs again, back in the same position she was in before when he was eating her pussy… only this time Sean was going to fuck her.
He opened her legs slightly and positioned himself between her legs… placing his cock on her mound to see how far it would go inside her. She was soaking wet, and he reared his hips back, felt the tip go in… and slid his big cock back inside her like it belonged there…
“AAAAAHHHHHHHH”….. she moaned as he thrust all the way into her, slowly pulling out and pushing it all the way back in.
“OOOHHHHH MMMMMYYYYY GOOOODDDDD …. she said as her body quivered, feeling completely full and stretched by Sean’s cock. She had wanted this feeling for so long… and it felt amazing.
Sean took slow, deliberate thrusts… feeling as the tip started to pull out… and then all the way back in.
“OOOOOOOOOOOOOWWWWWWWWWWWWWW”…. Jess moaned with every thrust.
As he took in the moment, with the perfect moonlit sky, and the sound of the water behind him… Sean closed his eyes, leaned his head up and started slowly thrusting into her… over and over. On his knees, with his hands holding each of her ankles, and her feet in the air… Sean opened his eyes to take in this magical moment.
As he looked towards his beautiful home and all its windows overlooking the pool, he immediately noticed a shadow in the window up to the right, and a smaller figure in the window across from that on the left. He knew exactly who they were since he put his mom in one room and Bill in the other.
He also noticed a scurry of activity and saw some shadows trying to hide by the grill behind some planter boxes. When they began, he thought they were alone, but now he knew there was an audience, including Bill… Jessie’s husband.
She hadn’t noticed Bill watching yet and still had her eyes closed, but Sean knew he was going to fuck Jessie as hard as possible, and Bill saw everything. He heard them talking earlier and it was clear them knew exactly what was going to happen, they just didn’t want to admit it or say it out loud. To be more clear… Bill knew what was going to happen, and didn’t want to admit it.
As Bill watched from his room with his cock in his hand, Sean took a tight grip on each of her ankles and stretched her legs as far open as they could go. She was very fit and she could nearly do a split.
He pulled his cock out just until the tip felt fresh air, held her ankles tight, and held it there for a second.
Sean whispered softly…. “Jessie, look at me”… and as her beautiful green eyes glistened in the moonlight and met his gaze, Sean rammed his cock inside her as hard as possible
“AAAAAAAAAAAAAAAHHHHHHH’’’’ … Jessie screamed as Sean pulled back and did it again.
“WWWOOOOOOWWWW…. FUCK”… Jessie continued,
Sean thrust his cock into her as hard as possible, looked down at her while doing it.
As she closed her eyes in ecstasy, Sean glanced up at shadow in the 2nd floor window. Without hesitation, Sean started fucking Jessie with everything he had… holding her ankles tight and her legs wide open, lifting her ass off the ground as he thrusted in and out, over and over… Jessie unable to even form words… just muffled sounds and screams.
Ohhhh… Hmmmm…. Ohhhh….. mmmm… hhmmm….. mmm… hmmmm…. cummmm….cummmiing “
As Sean laid into her, and used his body weight to push his cock as hard as possible, he could feel his balls slap her ass and slamming into her pussy over and over again, he felt her pussy clench and warm fluids rush all over him, splashing all over his cock… and the feeling was just too much.
He couldn’t take it anymore. He had the most intense orgasm of his life, he shot his cum into Jessie’s tight pussy… pump after pump shooting into her, making her cum again from the feeling of his warm cum inside her, clamping down on his cock again, and squeezing the life out of it.
Sean slowed down, and collapsed next to her, kissing her passionately. While they laid there completely satisfied and exhausted from the best sex either of them had even had, Bill came out of his trance and took stock of his surroundings. He was standing at the window with his pants around his ankles, looking down at his wife having passionate, crazy sex with one of his best friends, and he was hard as a rock hard. He had jerked off and came on the window, shooting his load right on her as she was getting fucked, only it was stopped by the window… but it wasn’t enough… he was still hard and needed to feel a pussy wrapped around his cock.
When he looked up, he saw Sean mom looking at him through the window from the other room. She watched him jerk off and cum… but she quickly dashed away into the darkness when he saw her.
Once Sean came and laid down next to Jessie, the guys snuck back into the house before Sean and Jessica noticed them, and Bill heard the commotion as they came upstairs whispering to each other, before going into each of their rooms. He knew the voices and realized all of his friends must have been watching from somewhere. Now he knew, that they knew he was a cuck.
Jessica slowly came out of her orgasm induced haze to find herself in Sean’s arms, still in the pool.
Her mind started to race about what she just did. While she knew it was cheating and was terrible, it was the most alive she’s felt in decades and was the best sex she’s ever had… and she definitely wanted it again.
Sean got up and helped her to her feet. Jessica put her bathing suit back on without washing Sean’s cum out of her. She wanted to feel it inside her and hold onto the sensation. They kissed and then Jessie went back to the room.
The entire time… the only words said, were when Sean told her to look at him. For some reason, she was fully willing to be submissive and just do what he told her. It was something with his voice… she didn’t understand… usually she was in control at the hospital, but now… with him, she just wanted to give herself over to him. All she knew is she wanted more and would do whatever he wanted. She wanted to please him… so he would please her.
When she left, Sean looked back up at the window, but Bill was gone.
When Jessica quietly opened the door, Bill had his back to her, pretending to be asleep.
He was so conflicted. He wanted to confront her, to tell her he saw her cheating – his heart was racing, but he couldn’t do it. What he watched was too hot – she looked too good while getting fucked, he couldn’t yell at her… he couldn’t believe he was just going to let it happen and not say anything.
Jessica quietly changed out of her bikini, the put on some panties and a nightgown, and got in bed next to Dave, still full of Sean’s cum. She didn’t want his cum to leak out, so she clenched her pussy on the walk upstairs, and kept her panties pushed tight, keeping his cum inside. She was so wet, and was a mess… but she couldn’t bring herself to wash off.
She nudged Bill to make sure he was sleeping, hoping he was passed out drunk and didn’t see anything. She hoped he was so drunk he didn’t even remember the interaction in the pool before going to the room. She rubbed his shoulder but he pretended he was… making little snoring sounds to try and convince her, and she bought it.
Jessie was so tired… and she quickly rolled over and pulled up the blanket, feeling like she was safe and Bill hadn’t seen them. Only he had… and at this point, after watching her being fucked senseless for the last hour, he was wide awake… horny, and furious.
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