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Erotic in the Tropics

The first night, we met a sexy couple in their 30s at a bar. They asked us back to their place, and it wasn’t hard to figure out why. She was a thin, white brunette with B-cup tits. She just wanted an older man; I knew that because while she was riding my cock, she kept whispering into my ear, “Fuck me, daddy.” He was a good-looking stud, and he clearly wanted to watch Michelle’s DDDs bounce while he fucked her. It wasn’t complicated, and we didn’t stick around for too long. It was a wonderful way to start the trip, and the next day we just wanted to relax, sit by the pool, and have some nice meals.

It was great just to be able to talk about life and our pursuit of pleasure together. The day was uneventful, and that was probably for the best given what was to come.

The next day at lunch, we met a group of five men on a corporate retreat. They were hedge fund guys and enjoyed talking about the market and some of the companies I knew. It was an added bonus that they were from Philly, and we could compare notes on favorite restaurants in town. All looked like they were in their 50s, well-built, and perhaps a bit horny. They didn't know what horny was, though. Their boss, Eric, invited us to his villa for dinner, and we accepted the invitation knowing full well what they hoped would happen.

For our dinner attire, Michelle wore a transparent cover-up skirt over a thong and a little bikini top that barely covered her nipples. They all wore loose linen pants and shirts unbuttoned a bit, showing off well-built chests. It was going to be a hot evening.

We sat for dinner and the villa staff brought out wine and a wonderful meal of grilled fruit and chicken. No one ate too much, though, as they were preoccupied. Michelle almost seemed like she was squirming in her chair. I didn't know what was going on other than her pussy must have been bothering her. The guys kept looking at her as if they’ve never seen a pair of tits before.

Eric suggested that we move out to the patio for a drink and a cigar. It was beautiful out there, and I had a Scotch with Eric while the other guys fixed themselves some sort of rum concoction. One of them, Sam, asked if he could make Michelle something. She said, “Just one,” and offered to go into the bar to help carry it. As she walked, all our eyes were on her ass and legs as she navigated the patio bricks in her heels.

We talked business—mostly about the telecommunications industry and economics. But eventually, we noticed Michelle and Sam hadn’t come back. I said I was going to go check on her, but the others got up to follow. When I walked inside to the great room, I found Sam sitting back on a couch with Michelle on her knees, her cover-up on the floor beside her, her top off, and her mouth sucking his big cock. Well, I guess I knew this was going to happen.

She heard us come in and she looked back at me and said, “Honey, I hope you’re not upset, but I was horny.”

“Of course not, baby,” I said. “You know I always want you to have as much cock as you want.”

With that, the other three guys, except for Eric, walked over to let her unleash their cocks. Michelle sat upright on the floor and leaned back against the couch so that all four of them could let their big cocks lightly rub her face. All three were the seven-inch and girthy type, but one of them, John, had a very long but thin nine-incher. I guess it was perfect for getting to hard-to-reach places. It was quite a sight seeing these four men resting their cocks against her face. She gently kissed each of them and lightly licked them as they all stiffened to their full size.

The light kissing quickly turned to Michelle taking each of them in turn in her mouth and down her throat. She was a greedy, cock-hungry girl feeding on four big cocks. Sam broke it up and guided her up onto the couch where she could kneel down to resume sucking him, while he offered her pussy to his friends. She took Sam in her mouth while he fondled her tits, and John and the other two took turns fucking her from the rear.

It wasn't long before the orgasms started coming. They were relentless as they kept her pussy filled. They turned her over and fucked her on her back while the others fed her mouth with their cocks, licked her nipples, and stroked her legs. Sam sat her on his cock facing Eric and me while she stroked and sucked the other three. It was just like a porno, and I was so turned on.

Apparently, so was Eric. He turned to me and asked, “Do you mind?”

“Of course not. She’s in the zone,” I said.

Eric stepped up in front of her and took off his shirt to reveal a very well-built chest and muscled stomach. Then he let his pants drop down to show why he’s the alpha in this group. It was big. It must have been nine inches, but looked even bigger because it was so thick. Eric was literally hung like a horse. The other guys stopped for a second and looked, not too surprised as I guess they’d seen it before.

Almost obediently, Sam slipped his cock out of Michelle's pussy and lifted her up towards Eric, almost like he was offering her to him. By this time, her eyes were wide, her mouth was drooling, and her pussy was wide open, wet, and pink with desire. Two of the guys held her legs wide and Eric walked up and just rested his hardening cock on her clit. Sam was still hard and she could certainly feel him against her thigh, but her focus was now on Eric as he gently rubbed himself over her clit, sending spasms through her body.

I stepped around behind the couch and bent over to kiss her and whisper in her ear. “Enjoy this, honey. Let your body go. You’re so sexy to me right now.”

With that little bit of encouragement, she looked up at Eric and nodded slightly. He pulled back and slowly guided his big cock inside her. He moved slowly at first, expertly letting her pussy get comfortable with his size. Her pussy was stretched to fit around him. Then he picked up the pace as her breathing sped up. Now he was fucking her with force, his big cock filling her and his balls slapping against her ass. Sam held her firm by pulling her to his body with his hands on her tits. She held on to the other cocks for stabilization. Her legs were spread wide as she initially just let Eric fuck her, but eventually, she began to fuck him back. Her pussy was now tightening around him and she met his thrusts. She growled, “God, it hurts, keep fucking me. Don’t dare stop.” She wrapped her legs around him, pulling him in as deep as it would go.

The turn in control made Eric pause and briefly pull out. However, Sam immediately filled the pussy gape left by Eric’s big cock and he pumped her for all he was worth. I tapped Sam on his shoulder as a signal to let his other two friends take their turns at pleasuring her. These guys were doing a great job pleasuring her nipples and mouth, but it was about time for them to finish. I pointed to Sam and told him she needed his load. He got out from under her, stood on the couch, and lowered his cock between her tits while she held them together. It wasn't long before he let out a long groan and shot his load up onto her neck and all over her big brown breasts.

Then I told Eric to move back in and finish what he started. She eagerly took his big cock back in her pussy and met his thrusts, sending her into another orgasm, and him too. When he pulled out, cum just seemed to pour out of her pussy and down her legs. Another one of the guys had his cock in her mouth and suddenly pulled out, spraying his load on her face.

Michelle was covered in cum, and it was a perfect time for me to sit on the couch and have her climb on top of me. We looked into each other’s eyes with lust, knowing how much we were enjoying this. Then I motioned for John to stand behind her with his long, thin cock. He got it nice and slick with his spit and slowly joined me in her pussy. It was amazing and her eyes got big. The last guy stood up on the couch and offered both of our mouths his engorged cock. We both licked it while John slowly fucked her with my cock inside her. Two mouths and tongues on his cock sent him over the edge, and he shot his load between us onto her tits.

Now it was just Michelle, me, and John. I was holding on, but the sight of her riding me with her tits bouncing in front of me, dripping with cum, was just too much. I started thrusting my cock as well, and the dual motion of both me and John inside her made her orgasm yet again. Her pussy tightened and gripped both of us, making us unload inside her.

She collapsed on me and I kissed her, tasting the cum on her lips. Both John and I pulled our spent cocks out. She was well-fucked, but there was Sam, laying on his back on the floor behind her. He gently pulled at her to come off the couch and sit on his face. Sam wanted to eat her pussy clean and lick up the four loads that were dripping from it. She did, and found that she was in the perfect position to take my half-hard cock in her mouth. She hungrily licked the pussy juice and cum from my shaft and balls, which brought me back to life. Sam was doing his magic on her pussy and clit, making her squirm and get close again. That, in turn, got her working hard on my cock, sucking it and using her hand to bring me to a surprisingly big second ejaculation. But then Sam took her over the edge and she just collapsed onto my cum-covered cock, smearing the mess on her face.

The guys were stroking themselves again watching the spectacle, and each of them stood over Sam and over her ass—including Eric—and found their second orgasms, covering her ass for good measure.

What a sight it was. They all just took a seat on chairs in the room and looked at her beautiful, brown, cum-covered body.

Michelle looked up at me and softly said, “Thank you. Let’s go back to our room now; I think I’m too tired to cum again.”

I helped her up, and every eye followed her as the white cum dripped down her face, boobs, stomach, ass, and legs. Everyone’s cock was hanging, spent, between their legs—including mine. We put our clothes on, not bothering to clean up. I said thank you to Eric for the hospitality and shook everyone’s hands. Michelle made sure to kiss each of them. Then we made our way to the door and walked out into the warm tropical night for the short stroll back to our room.

We took off our clothes again and crawled into bed, still not bothering to clean up. We kissed tenderly and held each other, still smelling and feeling like sex. It was such a turn-on to be this immersed in sex with her. As we lay there cuddling, I felt my cock get hard again. Michelle was falling asleep, but I simply adjusted her body and entered her, happy to fall asleep with my hard cock in her wet pussy.