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 2
nd
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?".