Sarah's Cuban Vacation

NOTE: The sexy time at the end of chapter 3 is not the type of story I usually read or write on Literotica. I wrote it at the suggestion of one of my readers. While it ended up being my highest rated story it also earned the most negative comments.

There will be a similar twist in chapter 4. The readers who enjoy this style can read to the end.

The readers who prefer my usual style of flirtatious nudity can read until the characters meet for supper. At that point I recommend imagining my next words are; "Everyone agreed to call it an early night. The end." followed by a rapid scroll to the bottom.

The sexy times need not be considered part of the Sarah canon once we leave the Cuba series.

We can do this.

**************************************************

It was sunrise at our all-inclusive resort in Cuba. Once again I awoke, grabbed our towels and a thermos and quietly left the room I share with my wife Sarah and her sister Jo.

Since our plan was to spend the day at the beach, that was my first stop. We had spent the week partying with 5 guys from Quebec and this was going to be our final day together as a group, so I reserved 8 loungers under a pair of tiki huts.

Tomorrow Denis, Ricky, and Ti-Jean were returning home. Bart's wife was flying in and the two of them were spending another week here. The final guy was Marcel who had been on our flight.

Yesterday had been a long day as we celebrated my sister-in-law's 40th birthday so I decided to go for a run to give the girls some extra time to sleep. The beach goes past several resorts, but if you stay near the waterline security doesn't hassle you and you're able to run for several kilometers.

I eventually came upon a section of beach that showed signs of neglect. Closer inspection revealed a resort that was entirely deserted. I decided that it would be cool to bring Sarah back later to do some exploring.

After an hour long run, I returned to our resort stopping to fill my thermos with Cuban coffee. I then headed up to our room where I found both ladies already on the balcony waiting for me. While Jo was dressed in a night shirt looking like she had just crawled out of bed, Sarah had her hair and makeup done and was wrapped in a towel.

"Making coffee deliveries?" I inquired.

"I can't disappoint my guys." Sarah replied with a mischievous grin.

What had started as a gag when Sarah pressed her boobs against our neighbour's patio door as she offered him a morning coffee had escalated to her making a nude coffee delivery. Now a second member of the Quebec gang was expecting a delivery across the hall.

Sarah stood, climbed over the railing onto Marcel's balcony and said, "Que sera, Sarah." which was a code between us that announced her imminent exposure. Next, she removed her towel and draped it over the railing. Standing before me was my 32-year-old goddess with DD breasts and a neatly trimmed bush on an hourglass figure.

I passed across 3 mugs of coffee which she gripped in one hand like an Oktoberfest beer maid, leaving her right hand free. She closed her eyes and breathed deeply, building resolve, then opened her eyes, leaned in for a final kiss, turned and walked toward Marcel's door.

She was becoming more comfortable with this arrangement, as she didn't even knock before pushing the door open and entering. She announced, "Somebody's happy to see me this morning." to acknowledge the tent forming under Marcel's bedsheets. "Good morning." she added while passing him one of the 3 coffee she was carrying.

Marcel savoured his initial sip of coffee and smiled. Waking up in a beachside resort to a nude woman and hot coffee. Life is grand.

He did have a touch of lingering awkwardness that he decided to address immediately. "Sorry about last night."

"I don't think I've ever had a guy apologize for giving me an orgasm." she teased.

"That's not the part I'm apologizing for." he replied, "I was supposed to be doing a tequila body shot and ended up eating your pussy in front of your husband and sister. I overstepped."

"You didn't choose the location of the lime wedge, that was all on me." she said while taking a sip of coffee and giving her words some consideration. "Brian and I talked last night, and we have no regrets. I wouldn't be standing here naked if either of us were uncomfortable around you."

"Good because that was the highlight of my vacation...and that is saying something because it has been a fucking great week." he stated.

Smiling they held eye contact for several long seconds before Sarah tipped her head and announced, "Well I should finish my deliveries."

"I'll be out on the balcony with Jo and Brian." he called after her.

She cracked the door and peeked her head out to verify that the coast was clear. Before exiting she propped Marcel's door open using the deadbolt. Getting locked out in the hallway naked wasn't on her to do list for this morning.

She found the door across the hall ajar. "Ricky?" she called out.

"Come on in." he replied from within.

She entered and found him lying in bed. He patted a spot beside him, "Come on we can have a cuddle while we have our coffee."

"I think there's been a misunderstanding." Sarah announced. "I'm only here to deliver coffee, nothing else."

"Oh seriously?" he asked while rubbing his chin in serious thought, "So when you were an hour late this morning it wasn't because it took longer than expected to give Marcel a happy ending?"

"Let's get this straight, I'm an hour late because Brian went for a run this morning." she fired back, "And if Marcel tells you something different, he'll be getting his own damn coffee tomorrow."

"Yes, let's stop worrying about Marcel and start concentrating on me." Ricky suggested, "We have about a day before I leave this resort to figure out how to upgrade my coffee service."

"There is no 'WE' in this." she stated flatly.

"Well, a week ago 'WE' didn't know each other existed." he said, "An hour after meeting, 'WE' had your nipple in my mouth. Last night 'WE' were a quarter inch from tongue to pussy contact. I have faith that 'WE' are capable of getting your lips around my vein infested meat pie in the next 25-hours."

She winced while advising, "If you ever want to experience the companionship of a woman again, I'd stop referring to your cock with that term."

"Done!" he exclaimed, "See, 'WE'RE' making progress already."

Sarah rolled her eyes, "Come on if you're looking to have coffee with us."

Ricky rolled out of bed naked before putting on some boxers and a tank top. They grabbed their mugs and went to the door. Ricky stepped outside, then nodded to indicate that the hallway was deserted.

Sarah followed him out and almost ran into 'Sailor Moon'. He was a Russian man that Ti-Jean had nicknamed earlier in the week because he was always wearing the type of cheap captain's hat that you might buy for a new boat owner as a joke. He was perhaps in his early-sixties and had a large belly that hung over a tiny Speedo. He was also wearing a beach shirt missing all its buttons.

He had been here at least as long as we had and yet no member of our group had seen him sober. Despite the early hour this remained to be true.

Sarah glared at Ricky while Sailor Moon took notice of her naked condition and broke into a lecherous grin. "Shlyukha." he said to Sarah in Russian.

She had initially been embarrassed to be caught nude by the creepy old fella but his kind greeting had touched her, so she leaned in to give him a kiss on the cheek. As she pulled away, he gave her a very firm slap on her naked backside.

"You rotten old fucker..." Ricky said while stepping forward and making a fist. Sarah intercepted him, grabbed his hand and led him toward Marcel's room.

Before the door closed, she turned to give Sailor Moon one final look at her naked body and returned his greeting, "Shlyukha." which wiped the grin from the old man's face.

Later in the day she would talk to Jorge, the man of 5 languages, and find out that rather than learning her first Russian greeting, she and the old man had just labeled each other as sluts.

Sarah and Ricky were still holding hands and laughing as they stepped out onto Marcel's balcony. "This asshole just let Sailor Moon see me naked." she announced.

"If it improved his mood, we should have arranged this earlier." said Marcel.

"The effect was negligible." stated Ricky.

The girls went to get dressed, we met the rest of the Quebec crew for breakfast, then headed for the beach.

The morning passed uneventfully with lots of sunning on the beach mixed with occasional trips into the ocean to cool off.

After lunch Jo went to the beach bar to get another gin and 7up only to discover that they had run out of gin. Shortages are not uncommon here and many Cubans have found ways to improvise solutions to their problems such as the many classic American cars touring the island powered by modern diesel engines from Asia.

"I will make you a drink that tastes just like gin and 7." Elvis the beach bartender offered, before declaring, "You will not be able to tell the difference." Elvis' fake gin was a mixture of several types of alcohol, and we never did get the recipe, but Jo insists that sambuca and the shitty tequila from last night were two of the ingredients.

What we did discover was; as promised it tasted like gin and 7, and Jo started to get really drunk, really quickly.

The first signs of her waning sobriety included slurred speech and an uncharacteristic giddiness. The next sign was more significant and concerned her legendary modesty.

Jo, Sarah, and Ti-Jean made another trip to the bar to bring back drinks for everyone. While Ti-Jean was getting the drinks ordered the girls wandered over to the water sports shack that was next door.

"Hola." Sarah greeted the 2 lifeguards behind the counter.

Suddenly a third face poked out from a back room. "Hola mi amor!" shouted Ernesto. He had been a new employee we befriended on our previous trip to this resort. Back then he had spent his days wearing coveralls in the hot sun while cleaning the beach. Apparently, he had been promoted to a better position.

He signaled for her to come around the counter where he gave her a tight hug followed by a kiss on either cheek.

Sarah turned and prompted her sister to join her, "This is my sister Jo. Jo this is Ernesto." Jo also earned a hug.

"How can we help you?" he asked.

"We were wondering when a peddle boat would be available." she replied.

"You can take that one." he said indicating a yellow boat, "We just have to get you into life vests first."

As Ernesto turned to grab a couple of life vests off the rack Sarah winked at the other two lifeguards and removed her bikini top, hanging it from a nail on the wall.

When Ernesto turned, he immediately broke into a huge grin. "Eres una chica Bella!"

She turned away and put her arms out so that he could help her int the vest, then spun back toward him so he could buckle it up. Her DD chest required him to make several adjustments to the straps and he seemed to be in no hurry to complete his task.

Ernesto held out Jo's vest and she surprised Sarah by removing her bikini top as well. After a lifetime of modesty Jo had permitted Ernesto and the other two lifeguards to become the first men to see her tits without being in a relationship with her first.

When she turned to put on the vest she noticed Ti-Jean holding all their drinks. She fixed him with a smile as she welcomed him as the 4th member of this exclusive club.

We saw and heard them coming back parallel to the beach about 50 feet offshore. Ti-Jean and Jo were up front providing propulsion and steering while Sarah was in the rear facing in the opposite direction.

We walked down to the water, and they steered toward us beaching the boat. Sarah half turned in her rear-facing seat to start passing our drinks to Jo, who then passed them to us.

With both ladies turned in their seats we were treated to a profile view. Since both had DD's, the arm holes of their life vests had changed shape from oval to almost a perfect circle, showing a lot of sideboob. It was apparent to everyone that they were topless under the floatation devices.

"We have room for one more." announced Sarah.

"Dibs!" shouted Ricky while climbing aboard and putting on the spare life vest.

Over the next 20 minutes they paddled around just off the beach before making a stop near the beach bar to top off their drinks again. No one was waiting to take the boat, so they boarded it again with Sarah and Ricky now sitting up front and doing the work.

When they stopped to drop off fresh drinks for us, Ti-Jean and Jo got off the boat with him steadying her so she didn't fall down.

"Brian," Sarah called to me, "Can you take her back to the room? She says that she is going to call it a day."

"I'll get her back safely." I assured my wife.

Suddenly Jo removed her life vest and started fumbling with her bikini top. The guys in our group plus another 5 - 10 nearby became members of this suddenly not so exclusive club. Whatever was in the fake gin and 7's was kicking her modesty's ass.

Jo's ex-boyfriend Kenny had once seen Sarah topless during a moment of 'que sera, Sarah' and remarked that they had identical tits. I was finally able to confirm this was indeed true.

After fiddling with the bikini for 30 seconds I offered her my t-shirt, she put it on, and her second public exposure was essentially over.

I grabbed Jo's bikini top and her towel and started leading her toward our room. Ti-Jean joined Bart on the beach while Marcel and Denis took the two vacated seats on the peddle boat.

I had to put my arm around Jo's waist to keep her upright on the walk back to the room. She was telling stories the whole way and was in that zone where everything is hilarious.

When we reached the room, I laid her on her bed and covered her up. I decided to take a quick pee since I was close to a bathroom. When I exited the washroom, there stood Jo under the shower completely nude.

"Hey Brian, I just wanted to wash the sand off. I'll only be a minute." she said.

There are no true 'showers' at this resort, just a shower head above a floor drain between the bathroom and the bedroom. My choices were to either stand here and wait for her to finish or to walk through her shower. Since I was worried about her slipping and she had already acknowledged my presence, I stayed where I was.

"I guess I owe you this one." she said, referring to the previous day when she had walked in during my shower and lingered.

When she finished, she toweled off then climbed into bed while still naked. I encouraged her to turn onto her side in case she got sick, tucked her in, gave her a kiss on top of her head and returned to the beach.

***************************************************

While I was gone the boaters had peddled around for a bit before stopping a couple of hundred feet offshore. Out here the only traffic was an occasional kite-surfer or snorkeler.

As they sat idle with the boat gently rocking on the small swells, Sarah suddenly said, "I'm getting out to cool off." and slid over the side to stand in water not quite chest deep.

"We must be over a sand bar." said Marcel as the three guys joined her in the water.

"It seems weird to be wearing these when we're standing on the bottom." remarked Ricky as he removed his floatation device and tossed it into the boat. After Marcel and Denis followed suit, all attention turned to Sarah.

"Fine but I'm at least going to put the boat between myself and the shore." she remarked as she moved around the boat followed by her three admirers. She tossed the vest in the boat but found that she still had to squat down to hide her exposure from the beach.

As she did this her boobs floated to the surface and bobbed with the waves, sometimes one moving up while the other was going down. While all three men were wearing mirrored sunglasses she could tell the uneven movement had gripped their attention.

On a previous occasion when we had discussed our enjoyment of her flashing exploits, she had clarified that her teasing didn't have a sexual basis, she just enjoyed the power she felt during these events. However, the rush she was experiencing right now made her question whether she had been lying to herself all along.

"In for a penny, in for a pound." she said aloud as she removed her bottoms and commenced her skinny-dipping adventure.

"That's our girl." exclaimed Denis. While Marcel and Ricky had seen her naked before, this was his first extended view.

Sarah placed her drink on the boat then turned and swam 10 feet away before rolling onto her back and spreading her arms and legs. As she floated, she looked toward the sky as she enjoyed the feeling of the sun and the 3 men's eyes upon her body.

After perhaps a minute she felt something grip her two big toes. "We don't want you drifting out to sea." said Ricky as he gently towed her back toward the boat. She lifted her head just enough to verify that he was standing between her feet and seemed to be looking straight up main street.

When they reached the boat, he let go of her feet and she stood up. As she reached into the boat to get her drink, she noticed that one of the guys had brought a miniature football to toss around. She lifted it out, "Toss the pigskin around?" she asked, getting positive replies from everyone.

The activity started off with the 4 of them standing in a square and tossing the ball around. The highlight of every rotation was when Sarah would throw the ball causing her boobs to delightfully sway side-to-side.

The game took a turn when Ricky moved positions to get behind her and Denis lofted the ball over her head to him. The game of catch had now become Keep Away.

It was at this exact point that I returned to the beach and sat with Ti-Jean and Bart.

Sarah took turns moving toward one guy then jumping out of the water with her arms in the air hoping to block the pass. She would then land, pivot, and wade toward the guy who had received the pass.

Three things became apparent early on.

First of all, she seemed to be in no hurry to end the game. She was launching fairly high, but she seemed to be intentionally late with her timing as if she was doing it more to tease than to actually intercept.

Secondly, after beginning her skinny-dipping shielded from prying eyes on the beach, the boat was now a non-factor. Marcel would occasionally grab it to prevent it from drifting away, but the majority of Sarah's path was now in the wide open. When she launched toward Ricky the beach was rewarded with a glimpse of her bottom. When she leapt at Denis we would see her hips and sideboob. And her jump toward Marcel would allow us a frontal view of everything above her pelvis included the very top of her bush.

The third thing we noticed was that there seemed to be plenty of contact between the participants when she landed, and she wasn't objecting to the hands that lingered on the intimate parts of her body. Often her only reaction would be to turn her head and smile back over her shoulder as she moved away.

Unbeknownst to everyone until Sarah told me later, Ricky had hauled his cock up over the waistband of his shorts and every lap she would touch it with her hand while making her turn. She made a game within a game of inventing new ways to make contact. She flicked, patted, pulled, rubbed and swatted it.

Then the inevitable happened. She isn't sure if she grossly misjudged her jump or if Ricky intentionally stepped forward to close the gap, but their bodies collided. She was still fairly high up when they met, so when gravity took over and she started sliding down his body his now erect penis was waiting below ready to impale her.