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Jamaica vacation for Midwest couple

Story Info
Wife experiences Jamaica.
3.9k words
4.25
105.5k
106

Part 1 of the 2 part series

Updated 06/09/2023
Created 11/24/2019
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It was a blustery wintery March Sunday in Minnesota. Jill was sipping her coffee looking out the back window into the woods, lost in thought about the spring break vacation her and her husband were about to take off for the next day. She loves her children, but the thought of just her and her husband's get-away to an adults-only resort in Jamaica really had her feeling excited and anxious about the thought of finally getting away and relaxing as a couple.

Her husband, Bob had put together this vacation. This had Jill a little apprehensive. Bob had mostly organized their last family vacation, which was great but there were some extra expenses that they were not aware of and she wondered if this vacation could be the same.

Bob gave Jill a lot of information about their vacation; it was in Jamaica, was all-inclusive, and was at an adults-only resort. However, the latter also had Jill feeling apprehensive. She wasn't worried about her looks. She looked great after being very diligent about her diet. Bob was always fondling her and this increased when she lost that last 10 pounds and was really looking like she did almost pre-children. She also secretively enjoyed more attention from strangers. She would more frequently catch men looking her up and down and it made her feel sexy.

What made her apprehensive was that Bob had bought her some small bikinis to wear that were really revealing, one of them being almost a thong. She was conservative and never has worn anything like this out before. Also, it seemed Bob was keeping something back and not telling her about their resort. "What does adults-only really mean anyway?", Jill thought.

She was snapped back to reality when Bob came up behind her and reached through her arms and cupped her breasts. Bob said, "Are you excited about our trip tomorrow?" Jill said, "Yes, but is there something about this resort you are not telling me?" Bob said, "Not really. It is an adults-only resort that is all-inclusive and allows couples to relax and let their hair down." It was the last comment and the smirk on his face that told Jill there was more to the story.

Now Jill and Bob landed in Jamaica. It was hot and humid, but it was a great change of pace from the cold winter weather in Minnesota. The resort had set up a personal driver to pick them up. As they went through the airport they saw a young tall black man holding a sign that said, "The Jones". As Bob approached and introduced himself, Alec, the handsome black driver looked past Bob and stared right at Jill. He made no attempt to mask his look of her up and down. Jill blushed, but was somewhat excited about the attention.

As they loaded up in the Mercedes SUV to head to the resort, Alec said, "Miss Jill, why don't you ride up front with me. You will be able to see the beautiful country side better that way." Jill looked at Bob somewhat cautiously, but Bob waved her to go ahead.

As they started driving Alec continued to look at Jill very seductively. She had on a summer dress that was a few inches above her knee when standing and even further when sitting. Alec kept looking at Jill's exposed very tan thighs. Being conservative, Jill blushed and was not very comfortable with the looks, but was also excited about the attention from this young and very attractive black man.

It was like Bob was not even there. Alec focused all of his attention on Jill. Bob was okay with this as he was busy in the back seat looking at their vacation itinerary.

About 10 minutes into their 30 minute drive, Alec was pointing out some of the beautiful points of interest reaching across Jill's body pointing out the window. When Alec was done pointing he retracted his long arm from across Jill's body and as he brought it down to rest it on the shifter, he lightly ran his hand across the top of Jill's left thigh. This made Jill jump a little bit, but Alec did not notice or did not care. She wondered if that was an accident or on purpose.

As the drive neared the end, Alec pointed out a few more points of interest and then as he pulled back his arm he rested his big hand on Jill's left leg just above her knee. Jill was shocked but did not remove his hand. She looked over her left shoulder at Bob, but he was not paying attention.

Alec told Jill that he was not only a driver for the resort, but he was a masseuse and would love to work on Jill to help her relieve some tension, Jamaica-style. Jill looked at Alec and he had a big smile on his face. As she looked away, Jill couldn't help notice that Alec had a very large bulge in his pants. Alec noticed Jill staring at his manhood and he squeezed Jill's leg making her jump. She felt very sexy at that time and she briefly had this thought about what "Jamaica-style" massages were really like. Bob heard what Alec said and without looking up said, "You should do that, Jill."

They arrived at the resort and Alec removed his hand from Jill's leg, which oddly made her feel a little disappointed.

The resort was beautiful and so were the people. Everyone from the staff and the other visitors. Jill was getting some serious looks from the men at the resort both workers and vacationers. This made her feel good about herself, especially when the younger ones looked her up and down, though it made her feel self-conscience in her own conservative way. She said to herself, "Bob said we should let our hair down, so I am going to loosen up." Once they got into their villa, Jill, in her own conservative way, basically attacked Bob and they laid on their beautiful bed.

Bob had no idea Jill was so worked up, but not being one to turn down sex, he welcomed the aggressiveness from Jill. As they laid on the bed Jill went back to her conservative self somewhat letting Bob take the lead. He caressed her body up and down. When he slid his hand up her barely covered thigh she parted her legs for him. He could feel the heat emanating from her panty covered pussy. He tortured her by lightly tracing around her sex until she couldn't take it anymore and grabbed his hand and put it on her very wet vagina.

Bob then moved quickly to remove Jill's clothes and his own. Bob positioned himself between Jill's legs and slipped his penis into her with ease. Jill was really into it and while Bob pumped into her she began to think about the bulge in Alec's pants. She felt this was inappropriate, but she quickly forgot about that as an amazing orgasm washed over her in record time.

Bob then finished also and they laid next to each other and fell asleep.

When they awoke it was time for dinner. Jill showered and put on a white summer dress Bob had bought for her. This one rose up above her knees even further than the one she wore on the flight to Jamaica. Bob coaxed Jill into wearing a teal green thong under the dress. Jill was fearful it would be visible under the white fabric of the dress, but Bob told her he couldn't see it. He really could, but not too revealing besides she looked amazing with her dark tan contrasted against the white dress.

As they walked to dinner, Jill got more embarrassed and excited as she noticed she was getting more looks from all the men as she looked fabulous according to Bob. Bob noticed the extra attention and was proud. He felt it would probably pay off for him later.

Their luxurious dinner was tremendous and the couple glasses of wine Jill had had her feeling great. "How relaxing!" she thought.

After dinner they decided to go to the outdoor party which included a lot of people dancing and playing games and generally mingling. They both had a couple more drinks near the dance floor and were feeling really free -- not having the kids, being in the tropics and "letting their hair down". They even danced some, mostly slow dancing though Jill laughed that she got Bob to fast dance a little.

Jill had noticed she kept meeting eyes with one young, tall, dark man across the dance floor. He was probably 6'3" or 6'4" with an opposing physical build. At first it was just a glance or two, but soon they were holding their gaze into each other's eyes a bit more and even an occasional smile. Bob usually would notice these things and maybe get jealous. He did notice, but thought to himself, "well, I told her to let her hair down (relax and loosen up) so let her have a little fun. She deserves it.

After another drink, Jill and Bob went out to dance a slow song and then another. Jill and her tall dark, young staring partner continued their little gazing game while her and Bob danced. She was getting very excited and even felt very warm and a feeling in her abdomen like butterflies, but also an indescribable aching feeling. It was probably the drinking, but it was also the attention she was getting and the fact that this guy was gorgeous. At one point, Jill inadvertently found herself looking at his groin in his tight white beach pants and the inexplicable bulge. As she broke her gaze at his package, she looked up to see him smiling at her. She was really embarrassed, but probably not as much if she hadn't had as many drinks. She didn't look in his direction for the rest of the 2nd song.

When the third slow song in a row came on, Bob felt a tap on his shoulder. It was the tall, dark, stranger. He introduced himself and then asked if he could have a dance with the beautiful woman. Jill's legs almost buckled. He was so gorgeous and perfect. "Did he really just ask my husband if he could dance with me? He wants to dance with me?".

Bob said, "Sure, I guess she wouldn't mind giving Jill a wink. I am going to go to the restroom and get another drink." The stranger introduced himself to Jill as Rafael. Jill introduced herself and could not believe how tall he was compared to her and Bob. They began to embrace for a slow dance. The conservative Jill kept her distance for a while and Bob noticed this as he turned to look back on his way to the restroom. By the time Bob came out of the restroom Jill and Rafael were in a tight slow dance embrace. She had her head on his huge chest and he had his big arms around her and his hands on her low waist or top of her ass depending on if you asked Jill or Bob.

Bob was proud of Jill for relaxing and enjoying herself. He knew he would be rewarded later. The dance ended and then another slow song started. Wow, a slow song marathon. Jill was visibly happy another slow song came on and they barely broke their embrace and started dancing again.

Bob could not tell what they were saying, but Jill was laughing and looking up into his dark eyes very often. Bob noticed a couple times that Rafael bent down and said something to Jill and she had a very serious look on her face. A couple times she just nodded yes and then laid her head back on his chest.

Bob also noticed that Rafael's hands seemed to go lower and lower until they were resting on Jill's ass. Shocked and bewildered, Bob couldn't believe that Jill was letting this happen but was also excited. For Jill, she felt incredible and the feeling in her abdomen was even more intense. Her conservative attitude faded and she was completely absorbed by Rafael's sexuality and enjoyed his hands on her ass. She could even feel a growing huge bulge pushing into her stomach. She couldn't believe how big and wonderful it felt.

The song ended and Rafael, on Jill's right side walked her back to Bob. Rafael clearly had his left hand on Jill ass as they walked. Bob was stunned, but buzzed and actually really turned on.

Rafael said he enjoyed dancing with Jill and thanked Bob for sharing her with him.

Jill said it was time to go to the villa and go to bed. Bob was excited and ready for another great sex romp. However, by the time they got to their villa, Jill was really tired and tipsy. She laid down on the bed and basically fell asleep. Bob was disappointed as his opportunity was gone and he had a fishing charter the next morning and would not get a chance until later that next evening.

Bob maneuvered Jill around on the bed and helped her get out of her dress. He was shocked to see that Jill's teal thong was soaked all around her sex. He knew she was really turned on by Rafael.

The next morning Jill woke up a little groggy from the alcohol; she usually doesn't drink. Bob had left her a note reminding her he was fishing most of the day and that he had Jill set up for a massage, facial, mani/pedi, and waxing. She thought there is no way I am getting my private area waxed like Bob wants.

She ate her in-room ordered breakfast and felt great. She only had about a half hour before the in-room massage and other services was going to be there to doll her up, so she went to jump in the shower and get ready.

The service was wonderful and Jill did let them wax a little more around her sex than she would have regularly. The service also came with a very sexy lingerie outfit. She got a black and purple push up bra that made her breasts look amazing and matching lacy thong-type panties that were not a g-string but accentuated her body perfectly. She tried them on and thought, "Bob is going to go nuts over this."

Jill had about 4 more hours before Bob would be home, so she thought about going out to sunbath. She went to the bathroom to change. She noticed some water on the floor near the sink that was not there before. She opened the counter under the sink and there was a steady drip coming from one of the pipes. She called the front desk and they said they would have a maintenance person there shortly. Jill was about to remove her new lingerie outfit and put on her bathing suit when she heard a knock at the door. She quickly grabbed the luxurious terry cloth robe and put it one. She hesitated to see how long the robe was and it came a little more than half way up her thigh. She loved how good her dark tan looked in contrasted to the white robe, not to mention her toes with the purple polish maxing her sexy outfit. She heard another knock so she closed and tied the robe and went to answer the door.

When Jill opened the door she about fainted. It was Rafael standing there with a tool box in one hand. He was wearing a maintenance uniform and looked incredible in it, Jill thought. She felt her legs get weak. She could barely speak, but managed a "My god, it's you. You're my Mr. Fixit?" Rafael did not seem surprised to see Jill as he knew from his talk with her last night while dancing that this was Jill's villa. Rafael also knew that Jill's husband was gone for several hours because Bob had seen him earlier and told Rafael about the leak under sink. He told Rafael to take good care of Jill. Rafael smiled and said I sure will. Rafael said to Jill, "I am at your service" and walked in, but not before admiring Jill's body and did not try to hide his slow down up down viewing of her. This made Jill blush and that feeling in her abdomen quickly came back and she felt like she was about to have an orgasm.

Rafael walked in. As he did, Jill shut the villa door and admired Rafael's physique as he bent down to set the tool box down. Rafael then turned to Jill and walked up to her. Jill was anxious and a little scared. Rafael came up and gave Jill a huge hug and trembling, Jill reached up and put her arms around his neck. Jill felt Rafael reach down and put his hands on her ass over the robe and then whisper in her ear that she looked beautiful. Jill felt her sex flood with excitement. She then felt Rafael reach down and put his hands under the robe and massage her ass. She did not protest though she knew she should. She rationalized, Bob told me to loosen up.

Without a word Rafael lifted Jill up and she instinctively wrapped her legs around his thin waist. She admired the fact that he was so strong. They gazed into each other's eyes before Rafael moved in to kiss Jill. She knew this was not right, but she was overcome with their sexual tension and met his kiss with her own. They embraced in a passionate kiss for what seemed like minutes.

Again, without a word and while still embraced with Jill, Rafael walked over to the bed and laid her down with him on top of her. There they kissed passionately for a few more minutes. Then Rafael let go of her and sat up, still between her legs. Jill laid there with her legs spread with this amazing man, not her husband, between her dark thighs. Rafael took off his shirt revealing a muscular and chiseled body. He then untied Jill's robe and she allowed him to open it. He said, "The outfit I picked out for you looks amazing on you." Jill just laid there shocked and in awe.

Rafael then came back down to kiss her again. He moved to her neck and down to her heaving breasts. He undid the front clasp bra exposing Jill's breast. He then suckled on them. She could feel his hard bulge pushing on her sex and she felt like she was in a dream.

He then kissed his way down her convulsing stomach to her panties. He could feel the heat coming from her sex and could see her panties were wet. He then lowered his face down to kiss her panty-covered pussy. He kissed it twice when Jill reached down with her right hand and move her panties to the side revealing her beautifully manicure pussy. He looked up to see her biting her lower lip and nodding yes to him. He buried his face in her pussy and in 30 seconds she had an amazing orgasm.

Rafael came up to her face and they kissed passionately again. He then picked her up until she was sitting on her knees. He took off her robe. Jill felt all over his hard body while kissing him and then reached down to his bulge. She was amazed how hard and big it felt. She reached her other hand down and undid his pants and pushed them down. They continued to kiss and she reached down to grab the biggest penis she had ever felt. She could not reach clear around it with her little fingers and it felt very long. She even reached down with both hands and she could still not cover its entire length. He then reached down and positioned it to rest between her thighs up against her panty-covered pussy. She instantly had another orgasm!

He laughed and said, "I am not even inside you yet!" Jill said, "You need to fuck me right now!"

Rafael picked Jill up and laid her down again. Almost at the same time Jill hooked her fingers into each side of her pretty panties and pulled them off. Rafael got between Jill's legs and pressed himself against her and grinding on her while kissing her. Jill felt another orgasm building, which she could not believe because she normally only has one with her husband.

Rafael then lifted himself off her and positioned his huge penis at her vagina and began rubbing against it. Jill looked down between her legs as her hips had a mind of their own and she began to swivel her hips and push towards him trying to get him inside her.

Rafael did not disappoint and began to push into her. She could not believe how big his penis was and it stretched her walls. She was feeling so full and her hips kept pushing up to take more of him in her. Jill couldn't take it anymore and had her 3rd orgasm.

They continued their dance to get him entirely inside her until he rested on top of her completely buried in her and she felt his huge cock head up against her cervix which felt like the most pleasurable lightning bolt going through her body. She felt so full and couldn't believe he was all the way inside her. She ran her hands all over his body taking in his masculine physique. He then slowly began to move in and out when she erupted in a huge, magnificent orgasm #4.

He lifted himself off of her and she just looked up at him in disbelief. They stared at each other and then Jill opened her legs wider and said, "Take me!" Rafael did not hesitate and began pounding into her. She was in a complete state of euphoria. She felt that feeling in her stomach again and the intensity was growing. She did not really know what it was, but knew she had never felt that before. Her senses were heightened. She could feel every inch, every movement, and feel him bouncing offer her cervix. She knew she was about to experience something amazing and the anticipation was almost too much to handle.

12


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