Tickle me silly!

When they arrived on the island, they were greeted by exotic topless women who provided flower necklaces and drinks with little umbrellas. Their room was luxurious with a king bed and Jacuzzi. They took a quick bath and Haley let Jake lather up her perfect DD breasts from behind. She felt him growing against her back and teased him a little with her soft hands.

“We should wait,” Haley said mischievously rubbing him slowly with the soap.

“Awww.”

“We only have a couple hours before our session. Who knows what we are going to be doing.”

“But I want you now,” Jake said kissing the back of her neck and sliding one hand down her flat stomach and in between her legs. She was smooth and wet which allowed his fingers to slide in with ease. She moaned for a moment before giggling and scooting out of the tub.

She used a blow dryer on her long red hair until it was shiny and straight. Her tiny black bikini barely covered her sand dollar-sized nipples. She had Jake help her with the ties- he attempted to get frisky again. Over her suit she put on a tight blue dress which showed off her long pale legs as well as her perky breasts. He told her how gorgeous she looked before they headed to their session.

When they arrived at the secluded cottage on the beach, it looked like all the other beach houses along the resort. A tall man with thick arms welcomed them. He did not speak much English but introduced himself as Juan. His tight shirt displayed his muscular abs. It was unbuttoned at the top revealing a chiseled, smooth chest. Juan kissed Haley’s hand with his plump lips and showed them inside. While the outside had been quaint and inviting, the inside of the cottage was like a sex dungeon. There was a huge bed in one corner with many chains hanging from the canopy. Straps and cuffs lined the bed giving a variety of positions for restraining someone, or multiple people.

In another corner was a Symbian machine with chains hanging above it. Next to that was a metallic table with stirrups and leather straps. In the middle of the room were two X-shaped tables that were set at about waist height. One was lying flat and the other was in an upright position. Both had many cuffs and long straps. They were padded in black vinyl and looked surprisingly comfortable for sex furniture. Haley did not have a chance to study the other apparatuses in the room because the beautiful half-naked women sitting on the tables captured her attention.

All three of the women were tan with large breasts, dark hair, and almond shaped eyes. The tallest one was very slender with pixie-like brown hair that spiked in different directions. She wore a red shear nighty that did not hide her perky D-cup breasts. The second woman was shorter and thicker with nice hips and long sleek black hair. Her DD breasts were lifted by a black corset teddy that wrapped around her hourglass body perfectly. The final girl wore white lace with thigh-high stockings. She had thick red lips and soft curls of black hair that swept the top of her sculpted ass. Her C-sized tits were overflowing from the white brazier top and she smiled at them as she stood.

“Hello,” she said in a thick tropical accent. “I am Serra. This is Nadia,” she said motioning to the girl in the black corset. “You’ve met Juan?”

“Yes,” Haley said watching as the man unbuttoned his shirt. Serra placed her hands on the woman in red.

“And this is Riley. She is a wild one. You like?” Serra asked as she ran her hands down Riley’s shoulders and began fondling her breasts.

“Yes,” the couple both said at once.

“Good, good,” she replied picking up a clipboard from the flat table. She had Haley sign then handed it to Jake. It wasn’t unusual for a place like this to have a waiver. Serra stepped up to Haley and brushed the hair back from her face. “You are a sexy thing. Juan likes you. I can tell, see.” Haley blushed slightly as she noticed a large bulge in Juan’s shorts. Jake handed the clipboard to the girl in red, Riley. “Shall we begin?” Serra asked.

“Please,” Haley said as the other two girls walked over to Jake. Riley said something in a language the couple did not understand and the other girls laughed. “What?” Haley asked.

“She is only saying that you will be saying please more later,” Serra said as she began running her hands over Haley.

Nadia and Riley began undressing Jake with giggles. Serra gripped the bottom of Haley’s dress and lifted it over her head. Then she began kissing the front of Haley’s neck and chest. A moment later, Juan was behind her rubbing her breasts and kissing her neck and shoulders. The ladies led Jake over to the upright X-table wearing only his grey boxer-briefs. He climbed on and the girls began strapping his arms in place. For each arm, they placed a strap at the wrist, elbow, and shoulder. Then they did the same with his legs, strapping him tightly at his thighs. He could barely move anything except his head.

Haley could see that his excitement was growing as a tent began to emerge on his boxers. While they tightened the straps more, Serra and Juan were rubbing and kissing her all over. Juan’s fingers found his way under her bikini top and he rolled her nipple between his thumb and pointer. His fingers were calloused and the ridges caused ripples of pleasure to pulsate down to her pussy. She moaned a little and rubbed her ass against his hard member. Suddenly his strong hands were holding her wrists and he raised them up over her head. He put his arms around hers and then behind her head so she couldn’t put her arms down.

She felt herself growing wet as Serra’s nails began to trace circles around her stomach. Haley began laughing instantly and tried to pull her arms down to protect her ticklish tummy. But Juan held her in place and the fingernails continued to dance across her. She heard a shrieking laugh and saw that Nadia and Riley were running their nails along both of Jake’s feet.

“Wh—hahaha-what are you…doing!?” Haley said between laughs.

“Oh, are you ticklish? Well, we are only beginning,” Serra said tauntingly as she moved her nails to Haley’s sides.

“This isn’t what…weeee agreed to!” Jake yelped his feet jerking away from the frolicking fingers.

“You Americans never read small print. You agreed to anything. But trust me, you will enjoy.”

“You don’t…understand,” Jake screamed wiggling his feet to attempt an escape from the girls’ long nails.” Hehehehe! I’m waaaay too ticklish!” Nadia in black cooed and moved up to start tickling under his knee and at his inner thigh. He bucked against his bonds and laughed.

“He like it,” Nadia said rubbing a finger across his cock. “See!” It was covered in cloth but clearly growing. Haley giggled and her bikini bottoms got wetter as Serra’s fingers moved up to her arm pits. She fought against Juan as she laughed, pulling her legs up to her stomach. She knew Jake was crazy-ticklish, but she enjoyed being tickled. She may have forgotten to mention to him that she’d seen feathers in the AD. He may not have agreed to do it. She watched as he screamed at the onslaught of fingers. They moved up to his armpits and ribs which started the begging.

“Pleeeeheeesee No!” he yelled. “Sto-awwww-p!” Haley squirmed but Juan held her in place, pinning one of her legs between his. He tightened his grip with one of his arms and allowed the other to dig into her ribs. He was so strong that she still couldn’t free her arms. It really turned her on. She moaned and laughed as Juan’s large fingers and Serra’s tiny ones tickled all over her upper-body.

“So wiggly!” Serra said. “We must restrain, yes?” Juan nodded and used both his arms to lift her off her feet. Her carried her to the X-table next to Jake who was howling. Juan set her gently on the table and began strapping down her thighs and knees. Serra belted her arms at the same points as Jake’s. When Juan got to her ankle, he lowered a board over it with a click. The inside was padded and comfy but didn’t allow her to move more than her toes. She watched as he tied her biggest and smallest toes to the board. He did the same for her other foot and the excitement almost overwhelmed her. Once they were finished, Haley was lying flat on her back spread eagle and unable to move even her toes. Anticipation coursed through her and she felt her clit harden.

She was able to turn her head from side to side which gave her an excellent view of Nadia’s tits almost bouncing out of her corset as she tickled Jakes ribs. Haley squirmed in her bikini as Serra’s and Juan’s fingers got right to work on her feet. Jake’s laughter died and they both enjoyed watching Nadia and Riley undress each other. Once they were nude, they poured a flowery scented lube onto each other’s tits and rubbed it in slowly. Then they took turns on Jake: one of them rubbing their oily breasts against his face and chest while the other tickled him.

After a minute or so, the four ticklers got out various sized feathers and began using those on the couples’ helpless bodies. Juan drug a long straight feather between Haley’s toes as she moaned with each stroke. Serra was using two tiny feathers to drift lightly over her belly and hips. Nadia’s huge peacock feathers tormented each of Jake’s armpits as Riley used more long feathers on his feet.

“You seem to like the tickling, yes?” Serra asked Haley moving the soft feathers to her armpits.

“Y…yes,” Haley said breathlessly.

“Your suit gets all wet,” she said dropping one feather and using her nail to outline circles around Haley’s pussy. She felt the wetness all over her bikini bottoms against Serra’s long fingers.

“Oh God,” Haley said as the pressure increased. She tried to grind against the fingers but Serra pulled them away.

“Not yet little dove,” she said tauntingly as she walked toward Haley’s head. She pulled the strings of her black bikini top, freeing Haley’s large natural breasts. She began running the small feathers in circles around Haley’s breasts, closer and closer to the areolas but never touching them. The light tickling and the sound of Jake’s horse laughter drove Haley wild and she tried moving to get the feathers to touch her rock-hard nipples.

Juan was now moving up between her legs. He untied each side of her bikini bottoms and slowly slid them off. He licked his lips at the sight of her smooth wetness but did not touch her there. Instead, he brushed the long feathers along her inner thighs and Haley started to pant. “Already so wet?” Serra said as she circled the areolas and edged toward the middle. When she finally allowed the silky feathers to stroke her nipples, Haley moaned and humped the air.

She heard Jake moaning and looked over to see Riley biting her lip and grabbing Jake’s cock through his underwear. Precum soaked the cloth all around the head of his dick. “Still,” Nadia said holding up a pair of scissors. The girls began cutting off his boxer briefs to reveal his large cock. Nadia knelt down between his legs and started waggling the feather across his growing member as Riley turned a crank on the table. The legs of the X began to spread further apart, widening Jake’s thighs. Then Riley knelt next to Nadia with another feather and began circling it around his asshole. This sent him into a fit of begging and laughter.

“Please not there! Noooo, its too much!” he squealed.

“Ohhh, poor baby,” Nadia tormented. “We are only starting.”

“Oh no! Please no! Hahahahaha!” His laughter was like music to Haley as Juan worked two feathers over her thighs and ass, occasionally brushing her pussy-just barely. She was dripping wet and wanted them to stop teasing already. Serra dropped the feathers and began caressing Haley’s breasts with her nails. It sent shivers all over Haley and her skin prickled in goosebumps.

“Oh please,” she breathed through giggles.

“Please what?” Serra said taking her nipple into her mouth and flicking it gently with her tongue.

“Ohhhh. Please let me cum.”

“You will cum lovely dove. We will play a nice game.”

“Okay,” Haley said with excitement. She and Jake loved sex games. Serra and Juan stopped tickling and Jake’s quiet panting said the girls had stopped his torment as well. Serra stepped in front of both tables and explained the game.

“We will pleasure you both until orgasm. But whoever is first, loses the game. Once you cum, we will continue to pleasure you and we will tickle you much worse than before, if you are first. If you are last, we will allow you to orgasm and then release restraints. You will get to watch or help as we tickle and orgasm your partner non-stop for 10 minutes.”

“Shit,” Jake said breathlessly. “Haley likes tickling so I think she will cum first.” Haley knew he was probably right. She was already close and they had barely even touched her pussy yet.

“I don’t think that’s fair!” Haley protested. “The tickling will stop him from having an orgasm but it will make me have one.”

“Trust me,” Nadia said taking hold of Jake’s cock with both hands. “Nothing is going to stop him from cumming.” She wrapped her lips around him and began working her mouth up and down.

“Oh fuck,” Jake said watching helplessly. Riley got behind her and began gently tickling his feet. Serra took her place back over Haley’s breasts and began rubbing her fingers around Haley’s waiting nipples. Seeming unable to wait any longer, Juan plunged his bearded face into her sopping pussy. Haley moaned and grinded against his mouth. His beard tickled her perineum as his thick mustache tickled the sensitive skin above her clit. Serra started sucking one nipple as her hand tickled across her stomach. Juan used his fingers to separate her lips then dove back in, shrouding her entire pussy with his big lips. He began sucking gently while his tongue went wild on her clit. Haley was already getting way too close but she did not want to lose. Her clit would be overly sensitive. She could have multiple orgasms but she needed at least a few minutes in between.

She could hear Jake cursing every couple minutes and knew he wasn’t doing much better. Riley was tickling his inner thighs softly but also grabbing his dick and pumping it quickly anytime Nadia took it out of her mouth. Nadia’s fingers were rubbing and tickling his balls with expertise as she sucked and licked the head. It only turned her on more to watch Jake being pleasured, as much as it made her jealous. Jake was closing his eyes and watching nothing which meant he was trying to get his mind on something else. She had to do something, he was winning.

“Please…slow down,” Haley whispered looking down at Juan. He sucked harder and moaned in response. The vibrations of his deep baritone sounds reverberated through her pelvis. She pleaded as she tried to fend off the orgasm that was creeping up on her. Her thighs shook and she closed her eyes, trying to imagine anything else. All she could feel were the tongues and fingers pleasing her most sensitive places. “Please no, please no, Oh God Yessss-no! No!” She was on the precipice when the pressure stopped. Haley almost screamed in frustration but remembered she needed to win.

“I have something fun now,” Serra said as she switched places with Juan. Haley was able to regain control of herself as her thoughts started to return to her. She watched as Serra pulled out a dildo. She turned it on and it made a loud buzzing. Haley knew she had no chance once that thing touched her clit. Luckily Serra started by pushing it slowly inside her dripping wet pussy. It was amazing but it was a controllable pleasure. Juan was using his large fingers and lips on her nipples now which felt even better than Serra’s soft touches had.

Riley and Nadia were now both in front of Jake, one sucking and jerking his dick as the other licked his swollen balls. Both were hardly tickling him at all now and he was biting his lips. The dildo started to go faster and Serra tilted it so it perfectly pressed against Haley’s g-spot.

“Ohhhh, fuck!” Haley yelped trying to think quickly. Serra was slowing the dildo and she knew the next place it would go. “Use your tits on him!” she shouted looking over at Jake. Nadia and Riley giggled but stopped sucking and began turning the cranks.

“You help them,” Serra said laughing.

“Oh, you bitch!” Jake yelled at her as they laid the table flat. Then they made it higher so that it was just above their waists. Riley poured the same scented lube on Nadia’s tits and began rubbing it in. Nadia got between his legs and dropped her massive tits on either side of his dick. Riley got behind her and helped press her tits together as Nadia began bouncing them up and down. Lube was dripping down onto his balls and puddling on the floor. The girls moved again, turning another crank and closing the X-legs with a snap. They got on either side of him and placed his cock between their tits. Pressing their breasts together, they enclosed his member in shining hot skin. Jake began cussing and pleading with them to slow down as he watched four huge boobs stroking him repeatedly. They only laughed and bounced faster. Jake threw his head back and closed his eyes again- lost in moaning.

It made Haley even hornier to watch Jake being pleased to excess, so she closed her eyes too. It only served to intensify the feeling of the smooth dildo thrusting in and out of her at increasing speed. Then it slid out of her pussy and slowly crept up. She squeezed her eyes as Serra ran the toy around her clit over and over. When it finally came to rest on her clit, the vibrating was more than she could take. She started bucking to try to keep it off her clit. It worked a little.

“You a wiggly little dove!” Serra said stopping to turn a crank Haley couldn’t see. It spread her legs further, opening her pussy. She took the precious moments to look back at Jake. Nadia’s breasts were still bouncing vigorously on his rock hard penis and Riley had climbed onto the table at his head. She straddled his face, putting her naked mound right over his mouth. She instructed him to lick as she dug into his ribs. He tried but the laughter and moaning was keeping his mouth busy.

Serra tightened the straps at Haley’s thighs, making it impossible for her to move. Then she got back to work with the vibrator on her clit. Haley tried to get away but it was no use this time. She felt every vibration as it ricocheted through her body. She tightened her vaginal muscles trying to hold off the looming orgasm.

“You not lick fast enough,” Riley was saying to Jake. She slid down his body, keeping her pussy over his head, running her tongue down his chest and stomach. She began licking the head of his cock each time it poked out from between Nadia’s stroking tits.

“Oh fuck!” he yelled. “Tickle her feet!” he screamed out. “Tickle her feet! Please! Tickle her feet! Plee-hehe-se. Slow down! Pleeese! Slow down” He started saying over and over. He was losing control but the damage was done. Serra pointed at the vibrating toy which Juan took. His force on it was much stronger which almost sent her over the edge again. His arms were long enough to allow his fingers to continue playing with one nipple and his tongue the other. When she felt Serra’s nails on her feet, she was done. She looked over one more time and rejoiced as white cum was sailing into the air and splattering on Nadia’s tits and Riley’s face. Jake was crying out, “OHHH GOD YES! Ohhh no! Oh no!”

“Yeeeeeessss” Haley yelled finally allowing the orgasm to take her. She closed her eyes and groaned as ecstasy reverberated through her. She felt the vibrations on her clit, the nails on her feet, and the fingers and tongue on her nipples. They all mingled and exploded in her abdomen as her pussy convulsed over and over. She tried to grind against the vibrator but there was no need as Juan pressed it against her and swiveled it around. Her orgasm extended as she wailed louder than ever. She heard Jake’s passionate moans turn to shrieking laughter and pleading, so she opened her eyes. Nadia was stroking Jake’s red cock with her cum-covered hands. Riley was standing over his face and completely destroying his armpits with her nails. As Haley’s convulsions calmed, the tickling and vibrator stopped. Serra headed toward Jake and Juan released one of Haley’s arm straps.

“Oh no!” he yelled as Serra stopped at his left foot with a wicked smile. She grabbed his toes in one hand and attacked his arch. Juan went around to Jake’s table and began tickling his ribs and hips. His hands were so large that he was reaching many spots at once. “Nooooo-hohoho! Not that….No more….Please!” Jake cried between bellowing laughs.

“You lost game! Came all over tits, bad boy,” Nadia said with mock-anger. One hand was gliding up and down his cock, stopping occasionally to twist her nails and tongue around the head. Her other hand was continuously tickling his balls.

Haley unlocked the rest of her straps and freed herself. Then she headed over to help. He looked at her and began begging.

“Please Haley! Pleee-hehe-se!” She smiled and grabbed his free foot. Then she stuck her nails between his toes and began wiggling them every which way. He gasped and threw his head back in uncontrollable laughter.

“Sorry love, you lost the game,” she said impishly. Sweat was pouring from Jake as he beat against his bonds without success. The tickling was merciless and it made Haley want to climb on top of him and ride the dick Nadia was keeping hard. So much that she decided to do it. She moved Nadia out of the way and climbed onto the table. The tickling slowed but didn’t stop.

“Wha-what are you doing?” Jake asked with obvious alarm. She didn’t answer as she straddled him and put his glistening cock inside her pussy. He moaned in pleasure until the tickling restarted.

“She so naughty!” Riley said. “I like.” She got back on the table and put her pussy back in his mouth. “Lick better or I tickle you more.” Jake did so instantly and continued through his laughter. Juan and Serra were still tickling his ribs and left foot while Nadia had moved to his right foot. Haley began to moan as Juan started playing with her nipples. Riley was moaning too and grinding her pussy against Jake’s face. Haley enjoyed Jake’s pelvis bucking as he tried to escape the tickling-he was unwittingly thrusting in and out of her. She grabbed Riley’s tits and played with them as the girl squirted all over Jake’s face. She felt the signs of his cock twitching and knew he was about to cum again. She rode him harder over the edge and another orgasm took her as she bounced on his cock. After he filled her throbbing pussy, he stopped licking Riley and began pleading again.

“I can’t take it! No more! No more” he snarled.

“Aww, what you going to do?” Serra said mockingly. “You still have two minutes.”

“Noooo!” Jake said as Riley climbed off him and began tickling his armpits again.

Haley’s second orgasm tapered off but she continued to ride Jake. She put her hands behind her and danced her nails around his balls and inner thighs. His wails reached new heights as they used the final minute to completely ruin him. By the time they stopped, he was a panting, lubey mess. They released his straps as Serra grabbed Haley’s arm.

“Your turn again, I think. Back on the table little dove,” Serra said.