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My name is Mark, and I’m a 42yearold IT Manager. I’m also husband to Jill, my gorgeous 36yearold wife, and step father to her 18yearold daughter, Samantha, or Sam. We met while I was in grad school and Jill was finishing undergrad. She’d married her first husband young and had adopted his daughter from a previous relationship when they wed. Sam’s birth Mom signed Sam over to her Dad and disappeared, and when he died in a tragic work accident Jill started to raise her alone. With a generous settlement from the company she was able to go back to school and start a new life, which is where I met her and fell in love immediately.
She never wore makeup, never needed it with her beautiful complexion, and kept her auburn hair just below shoulderlength. At 5’4 and 115 pounds, with perfect 34D breasts, beautiful green eyes, and a stunning smile she was my dream girl. While they weren’t genetically related, Sam looked so much like her stepmother no one knew they weren’t blood relatives, though most mistook them for sisters by the way they acted and their age difference. Sam was a good kid and grew into a good young adult, so not much was needed in the way of parenting now. She was a little taller, with the same auburn hair color, and while I wasn’t “checking her out” per se, I had noticed that she was a very shapely young woman, just as busty as her stepmother, and just as beautiful.
Jill took up running in her 30s to stay trim and fit while I focused on getting to the gym several days a week to keep in shape. Our life, in my opinion, was above average, and while she often needed me to use my fingers or her vibrator to get her off she seemed satisfied with my 7 inch cock. She never seemed interested in giving or receiving oral, but we had 23 nights per week on average. And while I’d have liked her to be more adventuresome I felt lucky to be with her. She wasn’t a prude, and one drunken evening early in our marriage we’d discussed fantasies. She was shocked and seemed a little turned on by my admission that I thought it would be hot to see her with another man, while she shocked me (and turned me on) when she revealed her threesome fantasy. But we as soon as we sobered up those fantasies weren’t discussed again.
Jill had met another couple in her running group, Matteo and Alexis. I had met them a few time when they stopped by to pickup and drop off Jill for a few weekend runs. Both were attractive fit runners, Matteo being a little shorter and thinner than my 6’1 and 195 and Alexis being slightly taller and thinner than Jill. They were both in their late 20’s had yet to start a family. One weekend Sam went to stay with my parents nearby, as my mother loved to shop and go to shows with her, and that’s when things changed for us forever.
Matteo and Alexis had a house in the country on some acreage for weekend getaways, including a small vineyard, pool, and hot tub. They invited Jill and I out during the Sam’s sleepover and Jill jumped at the opportunity. I’d been under a lot of stress at work on a project that I’d finally finished and was looking forward to a relaxing weekend, and while it sounded like a great opportunity the stress of social interaction was daunting. But she won me over with her beautiful smile and a bit of flirting.
“C’mon hon, it’ll be great,”,she said. “A pool and jacuzzi, and I’ve heard Matteo can really cook. I’ll wear the little bikini I got for the cruise last year.”
“The dark green one that’s barely there?” I asked. “Sounds awesome but risky.”
“Don’t worry, I’ll get waxed and make it worth your while,” she said.
And that was all it took.
It was summer, so we packed our swimsuits, a few changes of warm weather clothes, some running clothes and toiletries, then left work a little early on Friday to get a start in the weekend. After dropping Sam with my folks we made the 45 minute drive to their place. It was a short drive but big change, as we climbed a few thousand feet on winding roads on the way.
The house was amazing, like a small Italian villa tucked away in the mountains. They greeted us warmly with champagne, showed us to our room for the weekend, and ushered to the dining room where a rustic but fantastic meal was waiting.
The conversation and wine flowed easily at dinner. We chatted about work, vacations, and fitness. It was relaxing and I was glad we came. I helped Alexis clean up after the meal while Jill and Matteo chatted on the sofa. Afterward Matteo offered a toast and a suggestion.
“To new friends and new adventures. And, to the hot tub,” he said as he raised his glass.
We all agreed and headed off to change. While the night air was a little crisp the water was warm. Both Jill and Alexis looked stunning in their suits, and I stole a quick glance at their hardened nipples and flat abs as they headed across the pool deck. I hadn’t noticed before but Alexis had quite the bust for someone so thin, but chalked it up to usually seeing her in a running bra. I was relaxed, feeling no pain and enjoying the view.
The stress of the week and the alcohol, combined with the warm water, took its toll on me and I soon found myself yearning for bed. I excused myself to retire, to my wife’s dismay, and promised to be a more energetic guest the next day. Matteo and Alexis were quite understanding and wished me a good night, as did Jill as she decided to stay a little longer.
I heard Jill come in a little after midnight and turn in with a frustrated sigh, muttering something about my being a party pooper. I was a little annoyed at her lack of empathy and feigned sleep, hoping that it would blow over by morning.
Around 1:00 that night I got up to pee and noticed that our bathroom window looked out into the hot tub area. Peeking through the curtains I saw Matteo and Alexis passionately making love. It was a huge turn on, and I soon found myself masturbating at the sight. It didn’t take me long to finish, as I’d been preoccupied with work and had been too stressed for for over a week. Unfortunately for me my wife needed to pee too, and turned the light on as she entered. When I spun in surprise she saw me cleaning my cock head with the tissue I’d caught my load in. She winced in disgust, shut the light off, and went back to bed. I finished cleaning up and flushed, heading back to bed. She brushed past me angrily on her way back in.
“I can’t believe you jacked off instead of waking me up,” she spat.
I stopped her and said, “Look, Matteo and Alexis are still in the pool area and , so leave the light off.”
I thought that’d be helpful, but I was wrong
“Oh my god, I can’t believe you were jerking off while watching my friends!” she said.
She went to the bathroom and left the light off, staying so long that I fell asleep again. I didn’t see her again until the morning.
While I wasn’t sure if Matteo and Alexis saw me, Jill’s attitude toward me at breakfast made it clear to all that something had happened. Then Matteo started hinting that they saw me.
“What’s up you two?” Matteo asked with a smile,”Did you guys see a ghost last night or something?”
“Yes, we stayed up a little late last night and felt like we were being watched from the darkness,” Alexis chimed in. “Did you all feel the same?”
My wife blushed, then responded.
“Look, I’m sorry but we both saw you through the bathroom window last night. It was wrong to watch, but I couldn’t help it. And to be fair,” she said looking at me,”Mark noticed first. We’re really sorry. We can pack after breakfast and head home.”
I was stunned at her admission. Had she masturbated to them as well?
“Nonsense,” Matteo said smiling,”it’s as much our fault as yours. Besides, we enjoy being watched. It’s one of our kinks. We didn’t mean for it to happen, and we apologize. But I hope you enjoyed the show.”
“Mark certainly did,” my wife smirked.
“Well you stayed in the bathroom so long I fell asleep,” I responded.
Alexis had only been watching in amusement until now, but interjected to smooth the escalating situation.
“C’mon you two, it’s all good. No need to get upset. And Matteo, you need to pipe down. This was all meant to be in fun, and you’re making our guests uncomfortable,” she said. “Let’s go for a run and clear the air. It’s a gorgeous day, let’s enjoy it.”
We all agreed and went to change. I apologized to Jill, and she to me, and we chatted briefly about the revelation.
“Was it some sort of setup?” I whispered to her. “Are they trying to seduce us?”.
“I don’t know. I’m a little confused, and that was awkward” she replied. “Let’s jog and see if it gets better.”
I agreed, and we changed and met them on the pool deck. They were merciful on me, as I was more of a weight lifting and swimming guy than running, and on the leisurely run Matteo pointed out interesting flora and fauna. It was a beautiful day and a beautiful spot, and we were soon feeling comfortable again. We finished the run a few miles out into the country then walked back to the house.
When we got back we showered, changed and met for lunch. It was a light lunch of a small charcuterie, olives, hummus, and pita paired with a delicious red wine. We don’t usually have wine with lunch, but as we were unencumbered by responsibilities we each had a few glasses. The wine loosened everyone up, and we decided to lounge by the pool.
After changing we convened again on the pool deck. The air was still warm but the shade kept us from getting too much sun. Jill wore her tiny green bikini again while Alexis showed a little more skin today, wearing a small bikini top and matching thong. I tried to steal a glance without getting caught, as her toned ass was magnificent. A gentle tap on my shoulder let me know that Jill had caught me, but the others didn’t seem to notice.
I hadn’t noticed the night before but the outdoor furniture was very high end. There were multiple padded chaise lounges and a couple of outdoor sofas and day beds with what felt like luxurious linens. We settled into our chaise lounges and this time it was Alexis that started with the ual innuendo.
“So Jill, after last night are you planning on using my husband to fulfill Mark’s cuckold fantasy?” she said with a grin.
All three of us looked at her in shock, though Matteo had an amused look about him. Then I looked at my wife in disbelief.
“I didn’t tell her, I swear,” Jill said, looking at me wideeyed.
In my embarrassed and tipsy state I had trouble believing that was true, and rose from my chair.
“Wait, I was just joking! I had no idea,” Alexis said with surprise, looking at me, then Jill, then smiling at Matteo.
“I think its probably best if we get going,” I said as I started walking to our room, my wife’s protest and Alexis’ assurance falling on deaf ears.
“I swear! Mark, you have to believe me!” Jill cried.
I headed into the room before realizing that I would need a few hours to sober up before going anywhere. So I sat on the bed and pondered our next steps. Jill was upset with me for not believing her and stayed on the pool deck with Alexis while Matteo came to talk to me.
“Look, sorry this got out of hand again. Alexis gets a little loose lipped when she’s had a little wine. And as far as the cuckold thing, don’t be embarrassed. I’m a therapist, and it’s the most common fantasy people have. I’ve discussed it with Alexis before too. It’s healthy to have discussions like that,” Matteo said. “And I mentioned this to Jill before I came to see you too. That seemed to calm her down a little. Out of curiosity what did she say when you brought it up?”
“Well, it was 10 years ago or so, but I think she was surprised but turned on,” I said. “Sam was growing up, and we settled into parenthood. No regrets, it’s been great. Jill isn’t very adventurous these days, even when oral is concerned. It was just a fantasy, and we hadn’t discussed it since.”
“She was obviously interested since she hadn’t forgotten. And what was her fantasy?” Matteo asked.
“Hers was a threesome,” I replied without thinking.”She never said what kind though. Did you and Alexis ever follow through on yours?”
“I’m not at liberty to say without Alexis,” he smiled,”so maybe I’ll send her in to discuss it.”
He left and a few minutes later Alexis came in.
“Hey Mark, I’m really sorry about this, and Jill honestly never told me anything,” she said earnestly.
“It’s ok, I know that now. Sorry I reacted poorly,” I replied. “Matteo sent you in to discuss cuckold fantasies, which feels a little awkward.”
“Oh, it’s been one of mine for a long time, and Matteo indulges me. I think he likes it too, though,” she said smiling.
“Indulges you? I’m confused,” I said. “Your fantasy?”
“Oh yes, I love to see Matteo fuck other women. I just explained it all to your wife, and she seemed a little worked up by it. She loves you very much and wants to fulfill your fantasy, and Matteo would like to indulge me with her,” she said.
“Right,” I laughed, “it’ll never happen.”
“Oh really?” Alexis smiled. “She seemed interested when I told her it’d be the best fuck she ever had. We had security cameras installed after a break in last year and can watch them from the bed and perhaps enjoy each other. Are you up for that?”
I was stunned, and couldn’t believe they thought this would happen. I thought there was no way Jill would fuck another man, but at the same time I couldn’t deny that it turned me on. My hardening cock in my bathing suit betrayed me, and in my inebriated state I said nothing to protest. I didn’t notice at the time, but Alexis took a moment to grab her phone and texted Matteo that it was ok with me even though we hadn’t really discussed it. I guess my hard on was proof enough for her. She put her phone away, grabbed a tablet computer that was the TV remote, and turned on the large flat screen in the room. Scrolling through the cameras she came to one that had Matteo sitting upright on a lounge chair while my wife lay next to him with her chair at an angle. He leaned in to show her the message that Alexis had sent. She read it, then turned to look at towards our room, eyes wide and slightly flushed with excitement. Then to my surprise she turned and kissed Matteo, hesitantly at first. He ran his hand gently across her abdomen, then cupping her breast and then moving toward her flat stomach, stroking her just above her swimsuit. Her kisses became more passionate, and she began thrusting her hips up toward his hand. He broke the kiss and whispered something in her ear, and she nodded.
What happened next floored me. As they resumed their passionate kiss Matteo untied the straps of Jill’s bikini and tossed it to the ground while Jill spread her legs wantonly. Matteo then began alternately stroking her clit and inserting first one, then two, then three fingers into my wife. I was stunned and looked over to find Alexis mimicking his actions, her hand on her shaven snatch. Without a word I leaned over and added my hand to hers, eventually taking over, and leaned in for a kiss. Alexis kissed me back and pulled my cock out of my bathing suit, then stroked me as she returned to watching the poolside action, seemingly mesmerized by the scene unfolding a few yards away. It seemed incredibly lewd to me for Jill to be naked from the waist down with Matteo fingering her pussy while she still had her top on. He continued his assault on her box as she ground herself further upward. Breaking the kiss she groaned, then spoke, and I realized for the first time we had sound as well.
“Oh fuck, Matteo, that feels so good. You’re going to make me come!” she moaned.
“Oh yes, Jill, come for me. Let Mark see you come from another man’s hand,” Matteo replied, pointing at the security camera.
With that Jill looked at the camera, threw her head back and wailed through her first orgasm of the afternoon, thrusting her hips upward in ecstasy before eventually resting her head on Matteo’s chest and panting. He stroked her hair and whispered in her ear while still caressing her pussy, making her shiver occasionally when he grazed her clit.
“Fuck, that was hot, wasn’t it,” Alexis whispered in my ear. “And he’s just getting started.”
With my rock hard cock pulsing in her hand I couldn’t lieit was an amazing sight.
“I can tell he’s really into her, and she feels the same. I think we’re in for a long afternoon,” she said.
“Then let’s get more comfortable,” I said, standing to fully remove my suit and helping her out of her top.
Her breasts were amazing and I dove in, alternating between her hard nipples as she moaned. After just a few minutes she stopped me unexpectedly.
“Hang on a sec, Mark, you’re going to want to see this,” Alexis said.
Looking up at the screen I saw Jill had recovered and was sitting up, and Matteo was caressing her breast through her top with one hand and kissing her deeply. Then in one swift movement he stood and with his free hand pulled his suit off, kicking it to the pool deck and unveiling the longest, fattest cock that I’d ever seen. Jill gasped at the sight.
“Oh my god, it’s huge. And beautiful,” she said as she reached out to stroke it.
It was easily 3 inches longer than mine and twice as thick. He shaved as well, making it look even bigger, and at the base were a pair of plump nuts. It was shiny and smooth, glistening with his precum. I was shocked as well.
“Holy shit,” I said, looking at Alexis, “how big is that thing!”
“Oh yeah,” she replied, “I forgot to mention that he has a solid 11 inch cock, and thick. He’ll be hitting spots in your wife you never even dreamed of reaching.”
As Jill reached out to stroke him he bent behind her to untie her top, freeing her beautiful tits. As he stood back up her moved her hand to his balls and gently guided her head toward his plum sized crown.
“Take me in your mouth,” he said,”I want you to suck my cock.”
She placed her other hand on his taut abs and looked up at him, pausing his cock a few inches from her face.
“She’s not really in to oral,” I said as I looked at Alexis,”giving or receiving.”
“Oh, Matteo always gets his way. Women can’t resist him,”she replied.
Looking back at the screen my heart sunk as she began to indulge him in the act that she’d denied me for so long.
“Of course,”Jill replied,”I’m feeling adventurous today.”
Matteo smiled at the camera as he fed my wife his fat rod, then leaned back and moaned as she worked her lips down the long shaft. Jill dropped to her knees and began bobbing on his cock.
“I don’t have much practice at this,” Jill said, pulling up off him for a moment,”sorry.”
“Oh, we’ll work on that,”Matteo groaned. “And you’re doing great, just be sure to suck my balls too. And when my head hits the back of your throat just breathe and keep pushing past your gag reflex.”
Jill smiled up at him and went back to work. She proved to be an eager student, alternating between sucking his balls, licking his shaft, and working him into her throat. After a few minutes he guided her off of her knees and had her lie on her back on the outdoor sofa and moved to the classic position. Jill hesitated briefly.
“Mark never goes down on me, and you don’t have to either. It’s ok,” she protested.
“I insist,” Matteo said, “I need to get you wetter before I fuck your married pussy.”
With that he slid his cock back into Jills mouth and leaned down to lick her wet slit.
Her reaction was immediate. She groaned deeply then thrust her head up, trying to take his cock deeper as she ground her hips upward into his face.
“He’s very good at oral in addition to having a huge cock,” Alexis said. “Let’s see how you are.”
With that she swiveled her body on the bed and lay so that I could eat her out while we could both still see the screen. While I missed her stroking my cock I eagerly went down on her. A few minutes in I heard Matteo groan and saw him lift off of Jill, to her dismay.
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