The alarm on Mark's phone went off at 5:15 am, Monday morning, Jamaica time.
Mark and his wife needed to pack and be out in front of the lobby by 6:15 am. There, they would take their scheduled mini-bus ride from the sprawling adult resort to the airport in Montego Bay. They had little wiggle room, as their flight home to Philadelphia was at 9:35 am.
Mark's head was throbbing as he turned over and nudged Tammy to wake up.
"Hey sweetie, Tammy, we have to get out of bed and get moving." He said softly to her.
His headache was no surprise. The couple had not arrived back to their room until 2:45 am, and then fucked one last time, knowing they would get little sleep anyway.
Mark, 40, and Tammy, 39, had been married for five years. They had three young kids at home, the oldest being Tammy's from her first marriage. A romantic get-away, celebrating their five-year anniversary, was long overdue for the couple, who both worked full-time jobs.
Mark stood 6'0", 200 lbs., with short brown hair, slightly graying around his temples. Between work and kids, Mark no longer had time to work out much as he used to but was still in reasonable shape. A project manager in the risk mitigation section of a real estate investment company, Mark was a cautious man who fantasized about being less so.
Tammy, a former tennis player in college, stood 5'4", 135 lbs. with shoulder length, curly, blonde hair. She worked as an account manager for Big Manufacturing Supply in Center City. As a younger woman, she was thin with an athletic build. Since giving birth to three children, she was curvier, with a more voluptuous build, as in fuller breasts, wider hips, and a slightly, bigger butt. Though she was considered pretty when she was a young woman, Tammy, with her deep blue eyes, had grown hotter as she reached middle age. She turned heads wherever she went.
"C'mon baby!" Mark said a little louder, nudging her a little harder. "You said you wanted enough time to shower and pack."
Mark thought about the entire history that led to
him and Tammy having the most erotically hot weekend ever. It was just a short trip to Jamaica. They arrived at the resort on Thursday afternoon, after a three-hour flight, an hour to get through customs, and an hour and a half mini-bus ride, with six other couples.
Mark and Tammy met back in college through mutual friends. Mark had a secret crush on Tammy, but she had a boyfriend. Fast forward 14 years, Mark, still a bachelor, ran into the freshly separated Tammy at a friend's party. They hooked up that night, later got engaged, and married as soon as her divorce was final.
After Tammy gave birth to her third child, she convinced Mark to get a vasectomy. She told him that until then, he would need a condom for sexual intercourse. Over the five years, their relentless focus on their kids and their careers, had left their relationship raw and in need of work. They had little time left for themselves, and their sex life had become almost non-existent.
Not that they had no kinky fun over that time. Two years earlier they were partying and drinking with another couple from the neighborhood, Matt, and Emily. It was late on a Saturday night, in Matt and Emily's upstairs bedroom. After a lot of drinking and smoking. Emily kissed Tammy, who responded in kind, and within minutes they had gotten each other naked while kissing and fondling each other.
At the suggestion of Matt, the two men joined in and fucked the other's wives, a first for both couples. They agreed it was the hottest experience they ever had and made plans to do it again two weeks later.
The second experience, two weeks later, ended badly. Emily became jealous of her husband's obvious attraction to the sexy, blonde, Tammy. Things became toxic the following month when the same couple held a neighborhood party and Emily walked into the bathroom to find Matt with Tammy, face to face. For her part, Tammy professed innocence, stating that Matt walked in on her.
Mark and Tammy agreed that they had learned a lesson. While they thought the idea of swinging was hot, they needed to be more careful in the future and keep it out of the neighborhood.
It took a year and a half for the subject of swinging to come up again. But when Mark suggested a long weekend getaway at the big adult, all-inclusive, Jamaican resort known for nudity, swinging, and ganja, Tammy excitedly agreed.
Being nervous newbies, when booking the trip, they chose to stay on the clothed side of the resort. They would still have access to the unclothed side, which included a swim-up pool bar, if they wanted it.
Neither was comfortable being naked in front of others, so they did not think they would want to spend much time there. Besides, the clothed side was cheaper, and their room would have a terrace with an ocean view!
When they got to the resort, they bought pot from the attendant who helped them take their luggage to their room. They had to seek him out the next day to buy a grinder as the bud they bought from him was too sticky to easily break up to roll into a joint.
That first night, Mark and Tammy went to the restaurant for dinner and gawked at the other guests staying at the resort. While clothes were mandatory in the restaurant, they saw lots of colorful characters in all shapes and sizes, wearing provocative outfits.
Later, they went to the resort club, which was having a toga dance party. It was pretty vanilla. They chatted with a few couples. A few single men were around, checking out Tammy, but with Mark hovering like a protective husband, nothing materialized. They danced until late into the night, enjoying the open bar, before heading back to their room.
Out on their terrace, with Mark trying to roll their sticky weed into a joint, they heard commotion. It was raucous cheering off in the near distance, no doubt coming from the unclothed side of the resort, where they had not yet ventured.
It was clear from the noise that there was some wild sex happening, with lots of people cheering on the action. Finally, Mark speculated that there must be a gangbang going on over there, outside, in the pool area.
"Hmmm, that's really hot!" Tammy said to him, a mischievous smile forming on her face. "How would you like to watch me get gangbanged by a bunch of hot guys?"
Mark felt his blood rise and heartbeat quicken. He had lots of fantasies, including seeing Tammy get gangbanged. But while the thought of it aroused him, he was hoping for some tamer fun. He dreaded the anxiety he would feel watching a group of horny men make a spectacle of his wife.
"To be honest with you I think it would be really fucking hot. But I would feel so powerless, like just standing off to the side, while a gang of men all bang you."
"Hmmm. So, you do think it would be 'really fucking hot,' huh?" Tammy asked, studying Mark's face. "Would you still love me though? That's the big question."
"Well, of course, I would!" Mark replied, uneasily.
For the rest of the weekend, "the gangbang" was a topic of conversation, an icebreaker when meeting new people. Everybody was talking about it. Piecing the story together, the woman in question and her husband, had departed the next day. The nine or ten jocks that took turns spit roasting her came from the many single men or "men with permission," staying at the party resort where almost anything goes.
It was a topic that came up when they met Daria and Tim at lunch on Friday. Daria and Tim had arrived at the resort the previous Sunday and they were to depart on the upcoming Sunday, the day before Tammy and Mark were to leave.
Experienced swingers who visited the big adult resort often, Tim, 46, and Daria, 45, gave them the skinny on how things worked. Daria, 5'6" and 150 lbs., with long thick brown hair, big boobs, and ass, was a massage therapist in their hometown of Chattanooga, Tennessee. Tim, 5'8" and 200 lbs., with short, thick brown hair and a beer belly, worked as an airplane mechanic. Both had bigger personalities and freely spoke of their many previous swinging adventures with the more laid back and shy, Mark, and Tammy.
Given their apprehension in visiting both Jamaica, and this resort, for the first time, Mark and Tammy were happy to let this couple show them the ropes. As the evening progressed, Tim and Daria became increasingly flirty and touchy with the good-looking newbies. They made plans to meet the next day on the unclothed side of the resort, at the pool.
Tammy and Mark spent most of Saturday with Daria and Tim on the unclothed side of the resort, at both the beach and the pool area, with the swim up bar. They quickly shed their fear of going nude once they got nude and saw everyone else around them was nude.
Tammy garnered a lot of attention. Mark could not help but notice. Her curly blonde hair fell nicely over her shoulders onto her plump C-cup breasts. Her hour-glass figure, Brazilian wax, and bright blue nail polish on her fingers and toes, combined to make Tammy the new eye candy among the naked crowd at the pool.
After smoking more pot and going to dinner with their new friends that night, they ended up back at Daria and Tim's beachfront room, on the unclothed side of the resort. Unlike Mark and Tammy's terrace, Tim and Daria's had a hot tub. They invited the newbie couple to join them in it.
Daria got naked first and invited Mark to climb in with her. Tammy said she needed to use the bathroom before getting in. Mark stripped naked and followed Daria into the hot tub. Tim said he would be a gentleman and wait for Tammy.
Daria sat up close to Mark and rubbed her hand on his knee under the water. They made small talk for a couple minutes. Almost whispering, she asked Mark if he and Tammy had ever swapped with another couple.
In a hushed tone, Mark began with the story of the neighbors from a couple of years back. Suddenly, he heard a loud slapping sound. Looking up, he saw a red-faced Tammy, gripping the pool ledge and trying to hold her feet steady on the stone tile beneath her, as Tim, with his hands on her hips, powerfully rammed her from behind.
"Ahh, fuck! Ahh!" He heard his wife call out.
Suddenly, Mark felt Daria's hand around his cock, giving him a hand job while moving in closer to kiss him. Mark kissed her back and began playing with her big tits before moving down between her legs. Soon they were fondling each other madly, their lips in a grip and their tongues entwined.
Out of the corner of his eye, he saw the look on his wife's face as she got off on the pounding from Tim. Her face was red, her eyes closed, and her mouth was wide open.
Soon, Mark could no longer keep track of Tammy as things with Daria intensified. Daria moved over, sat between Mark's open knees, and slid her pussy up and down on Mark's unprotected, rock-hard cock.
