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.
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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.