Jamaican Me Horny

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Is she or isn't she?
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This story was somewhat of a request. Oddly enough, someone liked one of my other attempts at writing to request I write one based on some details he provided about himself and his wife. The names are made up and everyone was of age.

*****

As we drive to the airport, I am so excited for this trip. It has been some time since Carol and I had time alone, let alone days, let alone in another country. But here we are, embarking on a 4-day vacation to Jamaica without the kids. Thankfully, her mother agreed to travel to our house to watch all of the kids and the dog. Carol and I have been married 5 years, with kids from previous marriages, so this almost feels like a proper honeymoon for us. She has never complained, but I know I have felt like we missed out.

Carol is a sexy 37-year-old, about 115 lbs, with long blonde hair, brown eyes, a nice tan with defined tan lines, 32A cup with "significant" nipples that can give away how excited she really is, great legs, and, perhaps my favorite, a big fat ass. I think I did well for myself considering I am a 51-year-old fairly typical male. I would certainly not consider myself gifted, likely leaning toward a small classification down there, which after my vasectomy does not seem to work as well getting hard or maintaining its rigidness. She must really love me to put up with these sorts of "shortcomings".

Carol works hard, so she deserves some time away. She has two jobs - driver for Uber and waitress. I think she dresses for both jobs in order to maximize the tips she can earn. I have no problem with that either. I think it is very hot for her to show off and to want to show off. Although, it does confuse me a bit given the randomness of her clientele. She can sometimes be perceived as being slightly racist. Perhaps "racist" isn't the right word. Let's say she is not as enlightened as I would like her to be. I attribute it to her being raised in South Carolina and her environment, but I cannot be too sure about that. I have never heard anything like that from her mother, but the rest of her family seems to lean that way. It would seem counterintuitive to me that she would allow those that she can sometimes criticize without justification to see her body.

Regardless, here we go. The resort we booked has some clothing optional places, in case she wants to work on removing those tan lines. I would love to see that too! I can just picture her laying there, nude, and having guys and girls walk past admiring her body and staring without reservation. We have also been known to partake in smoking some weed, so that is another reason we selected going to Jamaica.

As we board the plane, we stick to our previously discussed plan that I would take the window seat on the way to Jamaica and she would get it on the way home. No big deal to me. On the way home, I hope to be exhausted and nap for a significant portion of the flight. Finally seated and situated, we are hoping it is not a full flight so we can keep the aisle seat open and, perhaps, grab a blanket for some discreet fun prior to landing.

No such luck! It had to be minutes before the door was to be closed, someone asked, "Is this seat taken?" As we looked up, we see a very nicely dressed black man looking at us with questioning eyes. I say that seat is his, if he would like it. He thanks us and gets situated next to us. I have noticed that Carol is sitting just a little closer to me and the arm of the seat dividing us. The guy is friendly and makes some small talk as we are all hushed with the pre-flight instructions. During this time, he puts in headphones and I expect will be enjoying his own entertainment on the flight, but I am still a little disappointed that my hopeful entertainment plans have been dashed. I am wondering if Carol is still thinking about it because it seems as if something has caused noticeable protrusions in her t-shirt.

A couple hours later, we start our descent into lovely Jamaica. Our friend is leaning towards Carol. I assume he is trying to see out the tiny window as well or has he noticed Carol's display the entire flight. A perfect landing later, we are waiting to disembark the plane. Since our friend has the aisle seat, he is able to stand to gather his item from above the seats. As he is standing there, I cannot help but notice that his crotch is right at eye-level for me and Carol. I wonder if Carol notices the sizeable lump to her right that seems to be running down his leg a bit. I gather she notices when I feel and hear her "gasp" and she quickly turns her head towards me and the window. If her nipples got any harder, they may just poke holes right through her t-shirt. A few minutes later, our row is finally able to move.

What seems to take an eternity, we clear customs and arrive at our resort. Finally! I want a drink and I want to see Carol in her bathing suit. She grabs her small bag and goes into the bathroom to freshen up and I start to unpack some of my stuff. I am shocked when she clears her throat and is standing in the doorway. She has on a very tiny and I think somewhat see-through bikini top and a pair of matching boy-short bottoms that hug her ass in such a sexy way. I have no idea when she bought this suit, but I do not care. As I stuff my eyes back into their sockets, she accepts that as my approval of her suit and tells me to get ready so we can head out and enjoy the sun and pool. I get my suit on and it is a good thing that I am small, otherwise the tent I have pitched may be more noticeable. While I am in there, she has put on a coverup that can apparently be worn in multiple ways. She currently has it wrapped around her chest and it covers her body down to her knees. Curses! My ass-viewing has been interrupted. We grab our pool stuff, sunscreen and head out of the room.

At and around the pool, there are many types of people, bodies, and bathing suits. Feels like a voyeur-oasis. Almost anything you would want to see, you can see. We spot a couple of loungers, not in an ideal spot, but certainly acceptable considering we are just arriving to this party. I spot the pool bar and ask Carol if she would like a drink. She gladly gives me her order of a pina colada and starts to arrange herself and her stuff for some serious lounging. I make my way to the bar, wait my turn and get our drinks. On my way back, I see a young, well-built, black guy in a bright yellow bathing suit walking past Carol. I noticed her head somewhat follow his movement. When I arrive back and hand her the drink, I am beginning to wonder if I have misread some of her comments over the years because her nipples are very much on display.

The sun is hot and we have been in and out of the pool several times. Indeed, I am correct about her bikini top. Her long, sensitive nipples are very evident when she emerges from the water. I may be the only one looking at her, but somehow I doubt it.

We are approaching the time to get ready for dinner. Even after multiple reapplications of sunscreen and several visits to the shade, she looks like she is glowing while I look like a white dude that stayed in the sun too long. I hope she will agree to visit the clothing optional spots to work on her all over tan.

For dinner, I am wearing a tropical button up shirt and pleated lightweight slacks. You know, typical male attire on an island. Carol is wearing a very light sundress with thin straps and her hair up in a ponytail. You know, sexy! Based on the straps of the dress, she is not wearing a bra. Throughout the meal, I am sure that I can clearly see her nipples through the dress, but I try not to stare too much. Who am I kidding?!? I am sure she had eyes in her head during the meal, but I do not think I saw them. I love her showing off like this. For her part, it seems as if Carol is enjoying the sites around the restaurant. She asks what I would like to do after dinner. I tell her it is completely up to her. She suggests walking around the resort and beach and maybe trying to find some pot. Sounds like a perfect plan.

During our walk, I can feel my sunburn starting to resent the fact that I am wearing a shirt. Luckily, I am distracted by Carol's swaying ass in her dress. I am torn if she is wearing a thong or no underwear at all. We arrive down at the beach area and are still on the hunt for some weed and someone we can discreetly ask about getting some. The beach is fairly deserted, but there are some couples walking around. Towards one end of the beach, we notice a hut with people around it and going in and out. They seem like employees, as they are all wearing similar colored clothes. Carol decides that is our best chance to ask about getting some pot.

We casually make our way towards the group, but I am guessing we are both just a little nervous about making an inquiry that could lead to trouble. Carol squeezes my hand just a little bit harder. As I look to her to see if anything else is wrong, her nipples are very much on display. Is this nerves? Or something else?

We stop to talk to one of the "older" guys sitting a several feet off from most of the people to try to be as discreet as possible. I say "older", but this guy is likely well younger than Carol. He smiles as we approach and asks how he can help us. Clearly, our one assumption about this being employees feels accurate. Carol, barely above a whisper, asks if there is anywhere he knows where we might buy some weed. This brings a very broad smile to his face. He looks us both up and down, but spends more time checking out Carol. He instructs us to go to the hut and tell them, "Huey sent you over." We thank him and start to head over. He laughs and says, "No. Thank you!"

We arrive at the hut as someone is coming out. They hold the door open for us, so we enter. Another guy, seeming to be about Huey's age, greets us and asks how he can help us. Carol, again not much above a whisper, says that Huey sent us over. He gets a wide grin and introduces himself as Louie. Interesting. He asks what we would like. Carol gives him a short list, trying to get enough for the duration of our stay. He nods his head and says that he can get what we want, but he cannot "sell" us anything. He can; however, "trade" for it. Carol asks what he wants in a trade. I suddenly feel like all of other movements and activities in and around the hut have stopped, except people have entered the hut behind us.

Louie explains that since we are asking for enough for three days, Carol will need to blow three guys. What?!? I feel hands kind of slap me on the shoulders. Crap! Sunburn! I turn to see Huey is the one next to me, again with a smile. Carol looks at me, then Huey and then Louie. She swallows hard, I assume trying to get to courage to tell them that she cannot do that and we must go. Instead, I notice her nipples look like they are going to burst through her dress and she says, "For that, I expect this shit is good and I will need a hit right now." Louie laughs and tells Dewey to light one up for the lady. What the hell just happened?!?

I can tell you one thing that just happened was I got a full erection. I am glad that between the length of my shirt and my already described small dick that these guys do not notice. Carol takes a drag and holds it. She slowly exhales and gets a wide smile. She tells me it is indeed good shit and this will totally be worth it. With that, Carol slips the sundress off, hands it to me and is standing there totally naked in front of Huey, Dewey and Louie. Wait a minute! I am guessing that those are not their real names. It also answers my question if she was wearing any underwear.

"Who's first?" asks Carol, with a wild glare in her eyes that I have never seen before. Louie walks over to her, drops his shorts exposing the biggest dick I have ever seen. Carol looks at it, back up to Louie's eyes, grabs his stiffening dick, gives it several strokes, smiles at Louie, and proceeds to drop to her knees and looks like she cannot wait to engulf it, if she can. That thing keeps getting bigger. She licks the tip and starts to take it in her mouth while fondling his balls. She continues to make progress but is struggling to get much more than half of it in her mouth. I guess she doesn't have much recent practice with such a dick. Once again, Huey slaps me on the back, laughing, and points out exactly what I was just thinking. Stupid sunburn. The distraction of the pain likely keeps me from cumming right then.

Carol has apparently worked it well enough because Louie cums and she swallows as much as she can, with some of it dripping down her chin and landing on her tits. I suppose that is exactly why she removed her dress. Louis looks down, somewhat stunned, but satisfied. "Next!" Carol demands. Dewey walks over and drops his shorts. It seemed roughly the same size, but with her newfound experience, it seemed as if Carol had an easier time getting more of Dewey into her mouth. A few minutes later, Dewey was showing signs of finishing. Again, Huey slaps me on the back and says, "My turn soon and I am going to enjoy this." I am fairly certain I saw stars with that slap. I have to make sunscreen a much higher priority in the future. Luckily, I was able to maintain my erection this whole time.

Spent, Dewey pulls up his shorts and makes way. Huey did not even wait for Carol to call him. He was there with his shorts down sporting the biggest erection of the night. It was massive. Even with her recent practice, Carol struggled getting most of it in her mouth. She is using both hands to jack the part she cannot fit into her mouth. Huey had his eyes closed and still a big smile on his face. Taking roughly twice the time as the others, Huey finally cums. Again, Carol swallows a much as she can, but some dribbles down her chin landing on her chest. Huey sees this and rubs it in with his hand.

The three seem satisfied with the "transaction" and ask me if I want a turn. Embarrassed, I say that I will wait for a little more privacy. This gives them all a big laugh, including Carol. I help her stand and hand her the dress. She slips it back on and waits for her product. Still chuckling, Louie hands her what she earned. Carol thanks them and they thank her right back. Huey also offers that if we need anything else during our stay to feel free to find them.

As we walk back to our room, Carol seems like she is floating. I am still trying to process what I just witnessed and I am still confused as to why I am still turned on and not at all mad. I hope this is good shit.

Over the remainder of our stay, nothing like that happens again, but we did have some of the hottest sex we have had in years. We did make it to the clothing option section more than once and I was rewarded with seeing my wife naked in front of strangers ... well ... again. The trip ended too quickly and we headed home.

Since we tried to maximize our days, our flight arrived later in the evening and too late to say hi to the kids when we got back to our house. Carol's mother would spend one more night and then head home. After I brought in the luggage and put it in our room, I was making my way to the kitchen to grab one final beverage of the vacation. Carol and her mother were in there talking in hushed voices. I assumed as to not wake the kids. I heard her mother ask, "How about the rest?" Carol's response was, "Oh mother! You were so right! They were huge and so delicious! I hope we get to go back again so I can sample the rest you described." Huh? Her mother followed up with, "What about Bob?" Carol said, "Oh he enjoyed it too."

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22 Comments
AnonymousAnonymous7 months ago

Sorry ass story!

26thNC26thNCalmost 4 years ago

Oh Slugger, you is such a manly man. But you write like a bitch.

AnonymousAnonymousabout 4 years ago
Pathetic crap

Lost me when you claimed that after the vasectomy he couldn't get it to work very well. I had one after our second child and my dick has never been harder and lasts longer. Fuck she cries mercy most of the time and I love it. Why do the husbands always have to be pathetic. Why can't they have a great sex life and just want to add more fun. This is just a sad story of a guy who has no self-respect and should just end it. That would have been a better ending.

catamitecatamitealmost 5 years ago
And What About Jon, and Don, and Ron

Oh we all enjoyed it too!

oldbearswitcholdbearswitchabout 5 years ago
Slugger, GREAT screen name BTW, nice offering. I don't like scheming bitches or undiscussed fucking around, but with one extra stR for newbies, it was aFour to me.

Please keep going, but I hope you avoid helpless, unloved Cucks.

Thanks

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