Spring break with a bunch of teenagers and their families was going better than expected. The all-inclusive island resort was nicer than Ann and Joe had thought it would be. Their room was elegant with great views of the ocean. Their kids were bunked in a separate room down the hall, which provided some privacy. The weather was being phenomenal thus far.
Joe worked out with Ann and they both looked more fit than they had in years. They were ready to spend plenty of time in their swimsuits together. After the hustle and bustle of travel, check-in, and orientation on day one, Ann and Joe were also looking forward to relaxing on day two.
Most of the other groups of parents they came on the trip with had decided to take a day trip with the teens to hike up some falls. Ann and Joe's kids were excited to go and the other couples offered to look after them on the excursion if Ann and Joe wanted to stay back. Perfect, they thought!
They sat by the pool, toasting one another over cheap rum punch...Ann with her ever-present book and Joe browsing an iPad. Don, the only other parent to stay back, wandered up to the lounge seat next to Joe.
"Mind if I sit down?" He was friendly and had been to the resort a few times before, but Ann and Joe had only met him a few weeks before as the other parents gathered to plan the trip.
"Have a seat. But go grab a drink first," Joe said.
Ann and Joe noticed the staff gave Don the VIP treatment. While they and the other parents waited in line to check in, Don and his teen-age son were pulled into a VIP line and quickly made their way up to their room.
"Looked like they remembered you when we got here yesterday, Don," Ann said, when he returned, carrying three drinks.
"I've been here a few times before, twice with Krista and once after the divorce. They know repeat business is good for them, so the last two times I've come they've upgraded me and put me in the Gold Club line."
Don wore an unbuttoned Hawaiian shirt that showed off a tall, lanky, and fit body. Unlike Joe, he had almost no chest or belly hair. Joe looked over, lifting his sunglasses so they were perched on his balding head.
"Upgrade? What's that entail?"
"Actually you guys should see it later. It's a top floor suite with a little pool on the balcony that's like a hot tub."
Ann looked at Joe with astonishment. She was happy with their room, but already a bit envious of single-dad Don's place.
"Well, you'll have to find yourself someone else to enjoy that room with," she smiled.
Don laughed in answer. "Right? Well, you never know," he continued with a smirk.
"Hey, Don, since you know the place so well, do you know where to get some weed?" Joe asked in a more hushed tone.
"Joe!" She blushed, as she jokingly scolded him.
"As a matter of fact, I have some in my room. You guys 420 friendly? Let's go up later and smoke a bit while I show you the room."
Ann said nothing. Joe was quick to respond, though, "I'm in!"
The day rolled on with each of them taking turns in the pool, getting drinks and relaxing. Joe noticed Ann laughing with Don at the poolside bar when they both went for refills. Ann noticed Joe's appreciative stares, knowing he liked it when she was a little flirtatious — and buzzed. Ann looked gorgeous to Joe. Her single piece suit showed off her breasts and flattered her rear end and gorgeous hips. He also loved seeing the soft curve between her legs, which only he knew to be neatly waxed just before this trip.
When Ann jumped in the pool to cool off, Don turned to Joe and asked: "What's the secret? You guys have been together twenty-five years. She looks great. You guys seem really happy."
Joe joked: "It's the daily orgasms, of course!" Don's eyebrows nearly reached his hairline and he laughed.
"Well, a few times a week, anyway," Joe clarified, before getting more serious, worried he'd gotten weird a little too quickly. "Actually, we just like each other, and know each other well, and appreciate where one another are coming from. We really are best friends. We quarrel sometimes, but it's never serious. I'm very lucky."
"You are very lucky, my friend," Don smiled. "Now just work on the multiple orgasms!" He chuckled, toasting Joe.
Joe raised his glass, feeling a bit tipsy: "To multiple orgasms — or maybe just getting one from a dick instead of from playing with her love button."
Don's eyebrows cocked and he looked at Ann, who was wading around. "You serious?"
Joe looked at Ann, then lowered his voice, realizing he had revealed a bit too much, before revealing even more: "Ya, she'd kill me for telling you this, but consider this the rum punch talking: She doesn't orgasm from regular sex. She only orgasms from other external stimulation. And only one time - she's not into multiples."
"Brother, I feel for you! Honestly, that happens to be my area of expertise — I've always thought making a woman cum was my specialty. It was the one thing that kept Krista and I together as long as we were! We'd fuck for hours and she'd cum over and over."
"Easy now, Don, have another drink," Joe said as Ann emerged from the pool and sat back down, her sun-touched breasts glowed enough that Joe and Don gave them an appreciative look from behind their sunglasses.
"Need another drink, hon?" Joe said, getting out of his chair. "I'm going to grab us one. Keep Don in line here!"
"Sure, get me another rum punch, extra ice," Ann said. "Don, are you getting out of line?"
Don turned to Ann with a mischievous grin. "Maybe a little. How was the water?"
"Great. You can't imagine how badly I needed the stress relief of this trip."
"Me too," Don replied. "Say, I was just asking Joe what he thought the secret to you guys staying together all these years was. What's your take?"
"Let me guess, he said it was all the great sex?" Ann smiled, rolling her eyes. Joe was predictable. "Honestly, we just communicate well. We like each other and we have a ton of shared history." Ann looked away, wanting to change the subject. Then levelled her gaze back at Don.
"So, I'm sorry if this is nosy, but what happened with you and Krista?" She'd known Krista only from a distance — a friend of friend. She was a pretty blonde, but never seemed overly friendly. She'd struck Ann as someone who didn't smile much.
"We just fought all the time over dumb things and didn't really like each other after a while. She was cold as ice. Although, the sex was usually pretty good," Don admitted.
Ann pinked a little at that last turn, but her defenses were down, too, thanks to the drinks. "Well, we have that in common...cheers!" She toasted an invisible drink to Don and he bumped her fist with his cup.
"To good sex," Don agreed.
Joe returned with the drinks and they sat together chatting at a suggestive, teasingly flirty level and drinking for another two hours, occasionally jumping in the pool to cool off. As the sun crept across the sky, the time neared for the kids to return and dinner plans to be made
.
"I'm going to head up to my room," Don said, getting up. "Why don't we meet up at 8 and I'll show you my room — oh, and my stash — after the kids are fed and out doing whatever they're going to do?"
"Sounds good, Don. Have a great dinner," Joe said, raising his last drink in farewell. With a sun-kissed buzz, Ann affectionately grabbed Joe's arm and they walked back to their room to shower and get ready for dinner.
Without a word, Joe embraced Ann as the door to their hotel room closed. He gave her a passionate kiss, gently caressing her newly pink skin, which was more sensitive due to the light burn.
He untied the straps that wrapped around her neck on her suit as she backed her way toward the king-size bed. Once she had slipped out of the suit, she fell backward onto the bed, pulling Joe, who quickly shed his suit, too. The doors to the balcony of their second-floor room were open, but no one could see in. They could feel the soft salt breeze and Joe looked up at the ocean quickly before turning his attention to Ann's breasts. They were decidedly two toned — pale white and pink — from the new tan lines. She wasn't cold, but her nipples had peaked, perfectly erect. He gently rubbed them, with an occasional light pinch or twist.
Ann moved her right hand between her legs, which were spread wide, knees up. She probed for her own wetness before beginning rhythmic motions just above her clit. She closed her eyes as she concentrated on the feelings and a fantasy she couldn't reveal to her husband. Not yet.
Her left hand reached for Joe's penis, which was hard, warm, and pulsing.
Joe massaged her breasts, alternating between softly caressing the edges of her areola and lightly pinching her nipples. Ann's natural C cups were a gift from the gods and a key to her arousal. Joe had always loved them and knew other husbands -- and a few wives -- looked on them with envy. After a few minutes, Joe slid one of his hands toward her vagina, feeling her hand in motion above it. He caressed her smooth, soft labia before swiping one of his fingers up into her slit. She was soaked, but wanted attention elsewhere.
"Play with my chest more," she demanded softly. Joe obliged, quickly dipping two of his fingers into her, then rubbing her nipples with the slick, viscous lubrication. Ann felt the connection made stronger between her chest and her sensitive pearl as she caught her scent on Joe's fingers.
Joe continued rubbing, kissing and pinching in the familiar ways she loved.
She felt the breeze blowing in and Joe growing even harder in her hand. Before long she was overcome, her body shaking and her face clenched with pleasure. Her legs squeezed together as she continued to ride her finger through the orgasm. Joe stood up at the edge of the bed to position himself between her legs, pulling her closer to him before plunging into her soaking pussy as he raised her legs to his shoulders.
"There's nothing I like more than seeing you cum," he said, as he stroked in and out, moving her knees together to provide a tighter lock on him.
She felt the bulb of his penis head as it first went in, providing a pleasant extension to her orgasm as it massaged her inner walls. Before long she was so wet, she could barely feel him until he pushed all the way in and put pressure on the upper walls of her vagina, causing even more natural lubrication. For Joe, that warm waterfall on his cock and Ann's pleasure-filled facial expressions and noises were his trigger. He came in her, pushing as deeply as he could, feeling a soft fold inside Ann's pussy rub across the top ridge of his penis. He continued grinding to feel the warmth and wetness inside her as his erection waned.
He stopped. They looked at each other and laughed. "I gotta shower," they said in unison. "You go first," Joe laughed, collapsing beside her on the bed.
At dinner Ann wore a light, long, sexy blue dress that showed her cleavage and the new tan lines above her waist. Joe donned some linen pants and a short-sleeve button-up with pineapples on it. The kids had all returned, but they decided to eat together at the buffet, so Ann and Joe went to one of the more intimate restaurants at the resort and got a table for two.
