The next day, before dinner, the girls get a glass of wine and compare information they have gathered about their Caribbean get away. Kelly printed information from the internet on resorts in Jamaica. Amber called about flights and airfare.
Kelly starts, “There are numerous all-inclusive resorts on the island. I deleted the family oriented ones and the couples only ones.”
“What’s left?”
“I wanted a place right on the ocean. It had to be beautiful, within our budget, and a party place where there would be plenty of single men.”
“How many are left to choose from?”
“Two! They both sound terrific with a long beach, entertainment, and a disco. The one I think is the best caters to singles as well as couples. The information said they get way more single guys than single girls.”
“That has to be a fun place Kelly. It sounds good to me.”
“We need to check our wardrobe. Skimpy outfits are the normal attire there. Plus they have a Pajama Party one night where girls wear lingerie to the disco.”
“Lingerie out in public?” Amber looks skeptical.
“They give prizes for categories like, miss most revealing or miss most sexy.”
Amber is nervous, “I’m not sure I could do that.”
“Sure you could, we will have several days there to get comfortable with all the naughtiness. Plus all the tequila you can drink is included.”
“The last time you gave me tequila, I woke up the next morning with my butt decorated.” Amber has a little smile.
Kelly matches her smile. “Yeah, and a very nice decoration it is. Just think, maybe you will wake up the next morning in Jamaica, and there will be a trophy for Miss Most Revealing on your nightstand.” They both laugh at their silliness.
Amber tells Kelly about the airlines that service the island and a rough idea of airfares. “The cost depends on when we go and the day of the week. Once we decide, we can get a firm quote on fares.”
“We are going to have to fly in the economy section; there is no way we can afford first class.”
“Yeah, I figured that too, but we will have two of the three seats. Maybe we will luck out, and no one will have the third.”
The next day, Amber goes shopping for lingerie and a new tiny bikini. The lingerie is skimpy and see-through. Amber is nervous but intends to have the proper outfits to take on their big trip. She finds it hard to believe women will wear these kinds of suggestive outfits out in the open. The resort said guests were required to wear a cover up in the dining room but could be clothing optional most everywhere else. Nudity was expected at the nude bar, grill, and pool. Amber also picks up a couple of cute cover-ups she can wear over her swimsuit when needed.
Later in the day the girls decide on the resort, Kelly liked the best. Kelly goes online and books the trip for the next month. Amber makes airline reservation, and they are set. The girls are so excited about the trip they almost wet their pants. This is going to be an interesting vacation.
***
It had been a slow day at work. Kelly left early for a dental checkup. When she is free in the middle of the afternoon, she goes home. She plans to read a book and sun herself in the backyard. Reading an erotic book, while nude in the backyard, is one of her favorite forms of relaxation. Masturbating her pussy off is always part of her fun. She has not been doing it as often, after Amber moved in. Kelly did not want to offend her. Most times, Kelly wore a little something and skipped the pussy orgasm part. On a day like today, she can be fully naked. Amber will not be home for a while.
The house has a smaller backyard and a covered patio. Kelly moves one of the chaise lounges from the patio out on the lawn to be in the sunshine. She left her clothes in her room, grabbed a towel to lie on, and a book she is reading. Her book is a romance novel, with lots of explicit action. The kind of story to get her pussy juices flowing. She grabs a soda from the fridge, gets onto the chaise, and begins reading.
Kelly’s body has always been tight and curvy. Her natural olive complexion is enhanced from the time she spends sun bathing. Her firm, full breasts have smaller nipples. Her pussy is totally shaven. She is an attractive and desirable woman.
As she reads a sexy passage from her book, she softly touches her pussy with her free hand. She usually does not get her pussy off during her sunning. She will head to her room after, to enjoy the pleasure of her vibrator. The part of her book, she is reading today, is very graphic. Kelly is thinking she could get off without her vibrator, but she does not want to come too soon. By the time she finishes her drink, she is fully aroused.
Kelly had been in the sun about a half hour when she came into the house to get another cold drink. She is glistening all over from the heat. She fixes a rum and diet cola this time. Before she returns to the backyard, she thinks she heard a car out front. Looking out the kitchen window, she sees Amber’s car. Amber must have gotten off work early too. At first, Kelly thinks this is going to interfere with her naughty sunning time. However, she is so horny from her reading and masturbation; she decides to take a chance with Amber.
Kelly rushes back to the chaise in the backyard. She moves it a little to face the sliding glass doors of the family room. It all looks normal at the right angle to the sun. She lies on the chaise with her long legs spread just a little. She places the book in front of her face, so Amber will think she believes she is all alone. Kelly can get a little glimpse occasionally but cannot tell if she is being spied on.
Amber has taken advantage of the slow day at work too—she plans to hit the gym. Before heading to her room to get her gym bag, she swings by the kitchen and grabs a soda from the fridge. While in the kitchen, she catches a glimpse of Kelly through the sliding glass door. She is instantly attracted. She has seen Kelly in skimpy outfits. This is the first time she has seen Kelly naked with her pussy almost visible. In fact, Kelly’s pussy is pointed toward the house and her. Amber is thinking she has finally lucked out. She does not want to bother Kelly or offend her but even almost seeing her pussy is a big turn on.
Kelly thinks she saw Amber at the patio door. It is dark inside the house, and she is not sure. Kelly does not let Amber know she is aware of anything and continues reading her book.
Amber takes in all of Kelly’s beauty; her breathing slows and becomes shallow. She thinks Kelly is gorgeous and loves how smooth her skin looks. Amber can barely make out Kelly’s pussy lips. She cannot see them well, but the idea of almost seeing them is making Amber’s pussy wet. Amber is very turned on.
Kelly begins touching her titties and starts to masturbate. Amber watches and rubs her own pussy too. Kelly does not know, for sure, if Amber is watching. Kelly spreads her legs toward the house and rubs her pussy lips just in case Amber is peeking.
Amber’s panties are soaking wet. She is afraid Kelly is going to catch her spying on her. She heads to her room to change her panties and get her gym stuff. Amber sneaks one last peek at Kelly’s pussy before quietly heading to the gym. They do not let on to each other what happened. Amber does not think Kelly knew she was there, and Kelly is not sure if Amber was actually watching.
***
Amber gets to the gym a little later than she had planned, but it was worth the time spent spying on Kelly. Amber has come to like going to the gym. At first, it was work and she had to force herself to go. Now it is more of a routine. She likes the feeling that she is doing something positive for her body.
The gym always has muscle guys, but that has not been a big attraction for Amber. She is much more attracted to a nice guy, rather than those that are full of themselves. She does check out the guys and girls from the corners of her eyes. So far, she has not made any new friends. Part of the problem at the gym is not much talking. People are working out and do not chat often. Still, she figures this could be a place to meet people.
Her gym membership included the services of a personal trainer for her first ten sessions. Amber has been going to the gym twice a week. Her personal trainer, Darren, supervises the first 15 minutes, of each session. Darren is in his twenties and an obvious gym rat. He is handsome and well built. Amber has enjoyed being around him. She especially liked the first day when he weighed her and measured her. Running the tape around her ass and tits did turn Amber on a bit. She also thought she noticed a bulge in his tight training shorts.
Each session covers a different piece of equipment. Darren shows her how it operates and how to do it correctly. He watches her and corrects any errors in her technique. He makes sure she is getting the greatest benefit from her workout.
As Amber works the different apparatus, he is watching her closely. On one of the earlier sessions, she was doing the leg lift machine. She was on her back with her feet above her waist on a metal panel. As she pushes with her feet, she can exercise her legs. Darren was watching her from the front. He could look right between her legs, as she pushed the weights. It was a good thing that Amber was wearing shorts that covered her pussy well.
On her fourth session with Darren, he took her to the leg-spreading machine. In this piece of equipment, Amber was sitting with her knees against the machine. It works by spreading your legs, pushing the weights apart. This exercise works your thighs as well as your personal trainer’s cock. Darren was standing between her legs watching her technique. Amber stretched her legs as far as she could with each repetition. She was wearing her loose fitting shorts. This time, there was no doubt Darren was getting a hard-on.
Today, after the hot scene with Kelly in the backyard, Amber is feeling a little mischievous. She decided to up the ante a little by wearing her thin, tight shorts. They are made of a soft cotton material. When stretched they will show the outline of her pussy…if not the edges of her pussy lips.
At the gym, like most sessions, Darren asks her if she needs to review anything. She tells him she thinks she needs to do the leg-spreading machine another time. He puts her in it and watches from a few feet away. Amber begins to move the exercise machine back and forth stretching the fabric of her shorts across her pussy lips. She pretends nothing is going on. She knows it will not be long before her wet pussy is going to dampen the minimal fabric of her shorts.
Darren cannot take his eyes off her shorts. They are tight across her pussy. He can make out her pussy lips, as she stretches to the max. He thinks he can see the edge of her pussy peeking out.
Amber tries not to smile but cannot suppress a small grin. Darren takes his eyes off her crotch to see her looking at him with a tiny smile. “Do you enjoy torturing me?” he asks.
“Torturing you does sound fun, but I was only trying to tease you.”
“You’re succeeding very well. If you really want to tease me, we have a private massage room for special clients. It has a massage table and a locking door. Maybe you would want to go there and try a few push-ins.”
Things are moving a little faster than Amber had expected. She is happy her teasing has gotten Darren wanting to fuck her right here and right now. They head to the massage room. The other personal trainers and some of the people exercising know about the massage room. None says a word, but they know Amber is heading towards intimacy.
Once inside, she turns to Darren. He pulls her to him. She can feel his hard cock through his shorts. She moves her hand down to feel how big it is. He pulls off his work out shirt. She loosens the tie on his shorts and pulls them down. He is wearing a jock strap with the material stretching to contain his hard cock.
Amber rubs his cock through his jock strap, keeping it constrained. She makes him wait before releasing his thick member. Darren slips off her top and runs his hands all over her titties. Her nipples are erect. He lowers her gym shorts. She is fully naked; he only has his strained jock strap left. He cannot stand it any longer; he steps back dropping his jock strap and letting his huge cock spring free.
Amber is thinking that working out must make guys dicks get bigger, because this is one of the largest, longest, thickest cocks she has ever seen. She cannot wait to try to get it in her pussy.
Up on the massage table, Amber is on her back while Darren licks her pussy. He is making her opening moist, using his saliva for lube. Amber’s pussy is also beginning to drip in anticipation of the cock that is soon to fill her. Darren moves to between her legs and spits on his hand several times to make his cock slick. Then he moves the head of it toward Amber’s opening.
It is a tight fit, but he is so hard and she is so wet…he gets the tip in. Once the head is in, Darren moves it back and forth getting deeper with each stroke. Amber has never been this full of cock before. His thickness is making her very aroused. It is hard to believe, but it is almost all the way in. He fucks her in long slow strokes. She is spread wide and is enjoying every stroke. Then she feels his nuts on her asshole and knows she has all of it. Amber begins to massage her clit, as Darren fucks her with full strokes, banging his nuts into her each time.
Amber gets her pussy off with his entire cock up inside her. He moans and shoots his cum deep into her stretched pussy. She enters into orgasmic bliss knowing her pussy is filled with cock and cum.
When he withdraws, she feels his warm cum dripping down the crack of her ass. As she leaves the massage room, she is walking slowly with an uncontrollable smile across her face. Many of those exercising nearby know she has just had her pussy satisfied.
***