Hot Action in the Caribbean

"Have you ever made love with another woman," Monica asked Sandy as she slid off of her seat and moved in front of her.

"Not yet," Sandy replied.

"I think you should try it Sandy, the two of us do it all the time," Monica said softly.

Monica positioned herself in front of Sandy and reached up to cup Sandy's tits. Diane continued to stroke Sandy's thighs and began to kiss her neck and ears. Sandy froze not knowing what to do.

"Just close your eyes and relax," Monica instructed her.

Sandy followed her instructions and tried to imagine that Thomas had returned to fuck her. Soon she felt her pussy being probed with fingers, her tits and nipples being fondled, kisses on her face and neck and then a kiss on the lips with a tongue pushed into her mouth. The fingers in her cunt had worked their magic and brought her to her first orgasm.

"Let's take this to the room," said Monica.

They all got out of the tub and Sandy was helped to her feet; she was clearly feeling the effects of the afternoon. Diane guided Sandy into the room. They eased Sandy down on the soft cushioned carpeted floor. Diane lay next to Sandy and began kissing her tits and sucking on her nipples. Monica moved between Sandy legs and placed Sandy's thighs on her shoulders, and then she began to lick Sandy's pussy. Monica probed Sandy's pussy with her fingers as she ate Sandy to another orgasm. Monica moved away and Sandy was then turned over on all fours. Diane slipped underneath her and began to lap at her pussy as Monica moved behind Sandy and started to rim her asshole.

Sandy went wild and was soon bucking and humping again with orgasmic convulsions. Diane and Monica switched places and continued their pussy lapping and ass rimming. Diane had a longer thin tongue that probed deeply into Sandy's ass, driving Sandy insane. Monica moved to the front of Sandy and positioned her pussy in Sandy's face.

"It is your turn, my dear. It's time that you learned to eat pussy," Monica urged.

As if in a trance Sandy moved her mouth to Monica's cunt and began to eat her pussy as if Sandy had been doing it her whole life.

"She is a natural," proclaimed Monica and then yelled, "Oh my, this is going to be a quick one."

All the buildup had Monica so excited they she came in Sandy's mouth immediately. Monica's pussy was replaced by Diane's. Sandy sucked on their cunts as if she was obsessed with their pussies.

Monica got up and went to her bag in the corner of the room where she retrieved four dildos 2 strap-on dildos and 2 two headed dildos that had to be 18" long with a fake set of balls in the center. Monica strapped on one dildo that was almost as big as Thomas's cock. Diane strapped on the other one that was about the same size. Diane lay on her back and Monica had Sandy straddle the dildo to lower her pussy on it. Monica then greased up Sandy's asshole and her strap-on. Monica pushed the fake cock all the way into Sandy's asshole and then she and Diane began to fuck Sandy's brains out. Sandy was grunting and groaning and urging them on.

The girls continued to work Sandy over; switching positions with the dildos and having Sandy eat them out. Sandy was then rolled on her side and one of the two-headed dildos was placed in her pussy. Diane got down facing Sandy and pushed the other head of the dildo into her pussy. Monica got behind Sandy and pushed the strap-on into Sandy's asshole. Diane reached up and played with Sandy's tits while Monica reached around and fondled Diane's tits. After Diane came she pulled off the dildo turned around and this time placed the cock head in her asshole. Diane pulled Sandy's hands around so that she could play with her tits. Monica moved over to Diane. She pushed the strap-on dildo into Diane's cunt and humped the daylights out of her.

They had sex well into the late evening and then they all slept in Monica's bed. Sandy had never had so much sex in one day and she was exhausted. Sandy hoped that she could rest the next day although she kept thinking about Thomas's big dick. Then Sandy thought about the other Jamaican men, Jacob, Arthur and Joseph. She wondered if she would get to fuck them too in the movie.

DAY THREE -- RAINED OUT

The next day was rained out so everyone took the day off. Barry decided to go down to the editing room that day after lunch. He wanted to see how Nicky and Jerry were doing with the film and sound editing. When he walked into the section of the hotel that was set up for editing he got a big surprise.

There were Nicky and Jerry naked on all fours with the four Jamaican men also naked. Nicky was sucking on Joseph's cock and behind Nicky, Thomas was fucking him. Jerry was also handling two cocks. He was sucking Arthur as Jacob fucked him. Barry watched them until they all ejaculated and then he interrupted them.

"Guys you can stay but I need to check on the editing first," Barry announced.

After reviewing film and sound for over an hour, Barry said he was satisfied with what they had done. Barry turned to leave and as he did Nicky and Jerry wasted no time getting back in position to suck and to be fucked. Barry watched as new partners aligned themselves with his crew. Barry knew that they would be at it for hours. He walked back to the hotel and along the way he decided that he needed to get laid.

Once back at the hotel he called Diane to his room. He had fucked her before but it had been awhile. He had never fucked in the ass and he hoped that she would be willing to give up her sweet ass to him that evening. Barry had no idea if Diane had ever been butt fucked and he certainly didn't know about the session with Monica and Sandy. Diane had never had a real cock in her ass but Monica had drilled her senseless the night before.

Diane got the call to join Barry in his room and she knew that she would have sex with him that night. Monica was having dinner with Tiffany and Diane knew that Monica would try to seduce the young girl. Sandy was totally wiped out from her sex with Thomas followed by the marathon with Diane and Monica. Diane arrived at Barry's room and he smiled when he opened the door and invited her in.

Barry led her over to the bed and hiked her dress up around her waist. He maneuvered her onto the bed and whispered in her ear that he was going to play with her ass. He then removed Diane's panties pulling them off her buttocks slowly as if he were unveiling an art masterpiece. He placed a pillow in front of Diane so that she could place her head on it and as she did she pushed her ass up and arched her back. Diane was now eager to be pleasured.

Before Barry began he stood behind Diane and took in her marvelous ass, so round, so shapely and so beautiful. Then as Barry knelt on the bed he noticed Diane's face aglow and her eyes wide in anticipation. Barry then began to explore her ass as he began to caress it, massage it and rub her cheeks. He pulled her cheeks apart slightly and revealed her sweet tight aperture. Then he ran a finger over her sensitive little bud and watched it quiver when he touched it. Barry then lowered his head and planted soft tender kisses all over her buttocks. Diane cooed aloud when she felt his lips on her backside.

Barry placed both hands on her ass and began to massage her buttocks again. Diane felt the tender but firm deep massage of his fingertips. Barry would push her ass cheeks together and then pull them apart to expose her sweet asshole each time. When he exposed her anus, Diane could feel the cool air on her rosebud. Barry again lowered his mouth to one of her buttocks and pressed his lips against it. Then he blew a steady breath onto Diane's anus and watched as goose bumps covered her skin.

He took his time planting well placed kisses on her buttocks and then began a slow torturous journey toward the crack of her ass. Diane smelt so nice and so fresh that Barry realized she had prepared herself for that moment. Diane had remembered what Monica told her and she had douched both her pussy and asshole before she left her room that day. Barry's lips then came into contact with the crack in her ass and trailed a line of kisses down to her anus. Diane's body tensed as she was nervous, anxious and excited all at the same time.

Barry gently pried her cheeks apart wider exposing her nether hole even more. Then he lowered his lips to her anus and gently kissed it and caressed it with his lips. He repeated this act several times and Diane moaned aloud as her ass was pampered for the first time. Barry then moved lower and kissed the sensitive spot between her asshole and her pussy and Diane groaned again. He then extended his tongue and lightly licked the sensitive area as he continued the journey toward her pussy. Diane flinched at the first contact with her pussy as she was unprepared for that. Barry then began to lick a line from her pussy back to her asshole and then he flicked his tongue across her nether hole. Diane's body gave in to the incredible erotic sensations and craved more attention.

Barry took his time and spent many minutes repeating the actions that seemed to turn Diane on. His hands continued to massage her fabulous globes while his lips and tongue explored her asshole. Both Barry and Diane learned how much she like to be kissed, licked and gently nibbled. Her body would twitch and flinch at the long strokes from his tongue and her buttocks would tighten when his tongue probed her anus.

Diane lay on the bed and she could feel her heart racing and her chest pounding. Barry then leaned over and whispered to her again and told her how beautiful she looked with her ass pushed up high in the air. Then he began to explore her with his fingers. He placed his index finger on her tailbone and slid it down ever so slowly toward her puckered asshole. He probed gently with the tip of his finger and it fit perfectly in the entrance of her tight hole.

Diane tensed up at first and tightened her ass but then she relaxed when she realized that he was going to be gentle. Barry pressed his finger in gently applying a little pressure as his finger entered the outer edge of her anus entering it just ever so slightly. Then he probed a little deeper and wiggled inside Diane's ass. He then removed his finger and Diane felt its absence. Then she felt a cool substance on her anus and she realized that Barry had applied some sort of lubricant to her ass.

Diane felt Barry kiss her ass cheeks again and then his finger returned to her asshole and spread the lubricant around the entrance. Diane felt her asshole pucker up as it received the tip of Barry's finger and she wondered how it would feel when he finally put it in her. Her body ached with desire and she realized that she wanted more. She wanted to be touched, penetrated, and filled up and to be explored in her forbidden area. Barry's finger slid in deeper and Diane instinctively clamped her asshole around his finger. Barry held still in her and waited for her to relax before probing deeper.

Barry then wiggled his finger back and forth and let it slide out slowly to the first knuckle. Diane felt his finger slide out and she instinctively clamped her ass around it again, this time to hold it in place. Barry could feel her anal muscles clench his finger as if she were milking it and nursing it. Barry knew the battle that was going on within her body. The sphincter was designed to push things out not pull them in. Each time Diane relaxed her asshole, Barry pushed his finger in deeper until she clamped around it again. This process continued until he entire finger was buried in Diane's ass.

With his other hand Barry continued to pat attention to the rest of her ass. His hand wandered all over her shapely buttocks massaging and caressing her soft skin. At the same time he continued to slide his finger in and out of Diane's asshole and he enjoyed watching her anal muscles grip his finger each time. Diane's breathing had become labored and she began to rotate her ass in tiny circles as if to get the finger in deeper. Barry was in no rush as this is exactly what he had planned. He wanted Diane to enjoy every moment of the anal sensations. He wanted to work Diane into a state that she would beg him to fuck her ass or her pussy or both. For now though he was content to worship and devour her hot luscious ass.

Barry then lowered his face to her ass and licked her as he probed her with his finger. He took his other hand and reached under her to find her pussy and her clit. As soon as Barry made contact with Diane's hot wet pussy her body trembled as a wave of pleasure passed through her. Barry was very skilled at finding a woman's g-spot and he located Diane's instantly. Between on finger rubbing her g-spot, another diddling her clit and a third finger in her ass, Diane groaned loudly and her body shook with desire. She knew that she was close to her first orgasm.

Barry's two fingers in her pussy matched the rhythm of the finger in her ass Diane could feel all the fingers in her separated only by a thin membrane inside her. Barry pumped his fingers in and out and Diane went wild. Barry could feel her body giving itself over to him. It was his now to do as he wished. Her pussy was dripping wet, her ass clamped tight around his finger and her hips pushed back at him but Barry did not want her to explode just yet.

Barry suddenly removed his fingers from her holes leaving her empty. Diane screamed for him put them back in her, to fill her up again. Her eyes were wide open and she had a wanton look on her face. Her body was begging to be fucked but Barry was in no hurry. He enjoyed this moment and he savored her dilemma. Barry loved doing this to a woman, teasing her and prolonging her climax. He wanted Diane's anticipation to last as long as possible.

Barry then lowered his lips down to her hot ass and planted kisses all over it again. He massaged the smooth white flesh of her ass as he kissed it and Diane cooed. She longed for his fingers to be back in her. Barry moved his mouth directly over her anus and blew on her nether hole. Diane thrust her ass back into Barry's face as if to impale her ass on his tongue. Barry needed no further encouragement and his hands spread her ass open wide so he could probe her asshole. Barry stiffened his tongue like a tiny dick and probed Diane's asshole. He poked his tongue in and out of her ass then he covered her ass completely with his mouth and sucked hard on it. Barry began to lick, nibble and tickle the sensitive rosebud and Diane cried out in passion.

"Are you ready to cum, Diane? Do you want me to make you cum?" Barry teased her.

"Oh God yes, please make me cum, let me cum," Diane screamed back.

It was the first words they had spoken in over an hour. Barry then reached under her again and located her clit. Diane's pussy was sopping wet and Barry knew she was very close to a climax. He played with her puffy pussy lips as she diddled her clit and then he pushed first one, then two and finally three fingers into her pussy. Barry then pulled his mouth off her assed and pushed two fingers from his other hand into Diane's snug asshole. Diane gasped and swallowed hard at the new invasion in her ass but her state of desire and the lubrication facilitated the extra digit.

Barry now had three fingers in her pussy and two in her ass as he picked up the rhythm. The thrusts became deep and hard as he relished with the delight of devouring her ass and pussy with his fingers. Diane responded by pushing her ass back against his hands as she fucked back at them.

"That's it Diane, fuck back, fuck my fingers in your holes," Barry called out to her.

Barry finger fucked her two holes with both hands as Diane pushed back against him. He could feel the small patch of skin separating the three fingers in her pussy from the two in her asshole. Barry was getting carried away and he began to furiously fuck her lovely hungry body with his fingers. Then it happened and Diane exploded. She clamped down on the fingers in her body and her pussy spasmed as a massive orgasm rocked her. Diane screamed out loud with her mind blowing climax. Barry pulled his fingers from her asshole and replaced them with his mouth.

He could feel the hot moisture in Diane's pussy as it coated his fingers. Barry continued to lick her quivering asshole as her first orgasm subsided but hen another orgasm rocked Diane's body. This one seemed even more intense than the first and it caught them both by surprise. Barry kept his mouth on Diane's ass until the second orgasm had passed and she seemed to recover. With one last kiss on her cute little rosebud, Barry lifted himself up and looked at the beautiful Diane. She had her head turned to one side on the pillow with a look of pure lust and gratitude in her eyes.

Barry then stood up and removed all his clothes and for the first time Diane saw his cock. Although he was bigger then Richard he was not a freak but even so Diane was intimidated by the size. Barry moved around the bed and removed Diane's clothes so that she was completely naked now. He gently squeezed her small tits and tweaked her hard erect nipples as he complimented her on her figure. Barry had Diane remain in the same position on the bed and then he caressed her curvy ass again.

"I want to fuck you in the ass Diane. Do you want me to fuck your hot ass? I can see that your ass is asking to be fucked."

"Barry, I'm not sure," Diane said nervously but she knew she had come this far and Barry would not take no for an answer. . Barry poured more lubricant on her ass and worked it into her asshole. Diane arched her back and pointed her beautiful ass back at him. He coated her asshole with a generous amount of oil and slid his thick finger back in her hole. He took his time preparing her ass relishing every moment. He then coated his entire cock with the oil and placed the head at the entrance to her anus. Barry pushed forward and the thick cock head squeezed into Diane's tight asshole. Barry was surprised that it went in easier than he had expected and Diane was glad that Monica had fucked her.

Diane winched in pain as her asshole was stretched wider than it ever and she gasped, "Go slow let me get used to it."

Barry withdrew his cock head and then pushed it back in this time causing more pleasure than pain. He pushed until a couple of inches were in her ass. Diane found her self holding her breath and her body was covered in goose bumps. Barry was so thick that her asshole stretched to new dimensions and held his cock in a vice like grip. Barry slowly slid his dick in and out of her each time going a little deeper. Diane pushed back as if she were trying to poop as she knew that would make the penetration easier. Diane's brief pain had subsided and it was replaced with a feeling of fullness.

Diane relaxed a little and then felt more of Barry's cock slide into her asshole. She grunted out loud as she felt fuller and then a wave of pleasure passed through her body. Barry kept adding more and more of his cock to her ass. There was discomfort then fullness and then pleasure each time he went deeper. Diane would tense, relax and then enjoy it. This pattern continued until Barry had his whole cock buried in Diane's ass.

Barry reached around and played with her clit as he pounded her ass. Her pussy and asshole were on fire as the big cock reached previously untouched areas in her body. Diane was on the brink of another huge orgasm as Barry methodically fucked her in her tight anus with his sizeable cock. He loved watching his cock slide out of Diane's shapely ass and then plunge back in as his hips slapped against her curvy ass cheeks causing them to jiggle with each thrust. Her orgasm surged within her as he fucked her ass harder and faster.

Her pussy convulsed and clamped around Barry's fingers coating them with her cunt juice. Diane's asshole pulsated as Barry drove his big cock in and out of it. Her ass involuntarily squeezed and released his huge member as he fucked it causing him to finally lose it. Barry slid his pecker deep into Diane's rectum as his cock spasmed and sent a thick stream of hot cum into her channel. Barry kept fucking her as load after load was fired into her ass. His cock kept twitching and spurting inside the impaled Diane.