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Vacation
06/01/2021
This happened to me at an all-inclusive resort in Jamaica a few years ago, when I travelled with a friend.
We arrived late on a Friday night from Canada after having worked that same day, so we grabbed some food and hit the bar. We met an older woman smoking and sparked up some conversation. It got late and my buddy was wasted and I was exhausted so we back to the room. The woman, Cindy, realizing that we weren't up for spit roasting her that night, told me to meet her at the adults only pool the next morning....so I did.

My buddy slept in and I happily went looking for adventure. The pool area was gorgeous, secluded with lush vegetation and private cabanas all around, comfy cushions and clothing optional!
Being a bit shy, I kept my trunks on at first. It was almost like a swingers club, couples hugging each other, women spread eagle on beach chairs sunbathing, semi-erect cocks everywhere. Granted it was early and nothing inappropriate was going on. Then, I spotted Cindy at the bar waving at me. I made my way over and of course she was buck naked, mid 50's, massive D cup implants that sat on her chest like beach balls, nicely tanned and a lovely bald cunt, the woman was well kept, not a hair anywhere...

Not fair, take 'em off, she ordered my shorts, so I obeyed. Completely flaccid, with my foreskin covering my gland, I didn't impress anyone. Sitting down, I gave it a good tug and retracted the skin, revealing my oversized cock head that indeed got her attention.
It's been awhile since I've sucked an uncut one, she said. Well, today is your lucky day my lovely Cindy!
Clearly the sexual tension from the previous night, and the thirst she had for cock didn't require much small talk before she needed it.
She couldn't keep her hands off me, while I waited for my drink. Fondling my now engorged erection, proudly pointing straight up to the sunny sky. A couple near by, told us to get a room and it had only been 5 minutes.
Cindy needed it NOW!
The couple from Germany were nice enough to let us use their private cabana, on the condition they watch.
Sure, let's go...

We walked the length of the pool with everyone watching, as my 6 inch cock stood like a soldier headed to battle. Cindy waved hi to some folks, she had been there for 5 days and they all knew her. Some clapped and cheered when she openly announced she was about to get laid.
The German couple was behind us, with the husband frantically tugging at his dick, probably hoping for some sloppy seconds.
I lay down on a padded beach chair, and Cindy hair-tied her long curly mane into a ponytail. The other lady, Sue was closing the curtains and a waitress was ready to take our order. I felt like royalty, a team of people preparing my fuck session.
Cindy still standing came close and put her snatch n my face, it smelt like lavender and coconut, her juices were flowing, she was drenched. She straddled my face for a bit, I could hear people asking to keep the curtain open a bit and Sue did.

Cindy got down between my legs and in one swoop took all of me down her throat. Sue, was now stroking her husband as they watched a porn star quality performance I was getting. The waitress arrived with our drinks, and almost ruined the party, telling us, sex acts should be done privately. Sue pointed out that my facial expressions were that of a man in complete satisfaction and this "act" was about to cum!
The waitress, put her tray down, hugged me, pulled down her bikini top and put a boob in my face as the rush of cum ejaculated my deep inside my balls into Cindy's hungry mouth. She showed me the thick white wad dripping from her tongue and then swallowed the seed.

I looked over at the husband was slamming Sue balls deep on a couch. Cindy made her way over, got under his legs and licked his balls as her fucked Sue.
The waitress and I just looked at each other, she asked if I knew what I had gotten myself into...Cindy was hungry.
Then I noticed the German fellow was hung like a horse, it must've been a solid 8 inches but not as hard as mine. He would pull out of Sue's pussy and right into Cindy's mouth, grabbing her by the head he pumped a bit for a face fuck, Cindy was game. He then fucked them both missionary, going between one and the other, squirting a handful of lube everytime.
I made my way over to Sue and she sucked my cock fairly stiff again, she could only take half of me.
Cindy was now riding the other guy like a mad cowgirl, when Sue told me to go DP her.
I got behind as they stopped, I parted Cindy's gorgeous ass cheeks and pushed my swollen head into her ass. Once in, the rest of the shaft easily slid in...

I can feel you, said the other guy. It was my first time taking a woman anally, let alone a DP and it felt amazing. A few people gathered outside the curtain, when Sue decided to open it and show them Cindy full of dick and enjoying every second of it. We pumped her hard and she screamed out into orgasmic pleasure.
Cindy got up and the juices and lube were rolling down her leg. Sue jumped on her husband's hard dick and rode him until he came.

Cindy and I took a shower together, I was still hard, we made sure to wash up so we could fuck again. We went back to the cabana and I got between her legs and ate her out like a champ. The clit was now puffy and her slit pinkish from the heavy intercourse she had endured. I lapped her all up, bringing her off once again. I got up, and put my dick in her mouth again, before putting it between her tits and squeezing them for a lovely boob fuck. Then it was time to finally enter her, she had taken me countless times orally and of course anal, but her vagina was saved for last.
Sue came over, and rubbed Cindy's clit, her husband played with Cindy's hair, as I entered her and began a relentless trusting session to squeals that could only be stopped by Cindy taking the other man in her mouth.
I pounded her fast and slow, angling to hit her spot, I tagged out, the other man fucked her at will as Sue sat on Cindy's face. Sue had pubes and they still had some cum on them...tasty.
The other man came inside Cindy, I quickly plugged her up, the warmth was like nothing I had experienced, another man's sperm all over my shaft. It was too much to take, I withdrew and gave a few strokes and shot my load all over Cindy's belly.

Clapping was heard from the audience,,,,best fuck of my life!
Poster: Jack


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