Friday, November 8, 2024

Vacation Day 1



You need to go on vacation. Some friends told you about an island resort that was recently renovated after the hurricanes. They have a special deal for singles to try and rebuild their reputation as a “Singles’ Paradise”. You like the sound of that, so you reserve a room, and catch a flight there.

You arrive and as you check in you see that there are a mixture of people arriving. Some are older people (men and women), probably recently divorced, you think. And some are younger, guys and girls, looking for “hook ups” and a good time.

You check in and head for your room. It is a nice suite, with a queen bed, and a small patio that faces the beach. You change into your bikini, with a light shirt over it, that you wear unbuttoned as go walk around the resort.
There is a pool, a tiki bar, a restaurant, a spa, and a gift shop. You go back to your room to grab a towel, tanning lotion, and the book you were reading on the plane.
You find an empty lounge chair near the tiki bar, with plenty of direct sunlight, and a strong breeze off the coast.
“Would you like anything, Madam?” Asks a man with a menu and notepad.

He is wearing the Cuban shirt and polo shorts, which is the uniform of the staff. You think he looks handsome, but you just want a drink.
He brings your drink as you start rubbing lotion on your arms and legs.
“Do you need help with that?” You hear a voice ask. You hadn’t noticed that he just arrived, and sat on a chair near you. He’s wearing a pair of swim trunks and nothing else.
He’s a handsome looking guy, so you accept his help. He squirts some lotion on your shoulders, and slowly rub it into your skin. The lotion is cool but his hands warm your skin. From your shoulders, down your arms, then across your upper chest.
His fingers feel so good on your skin. He drips some lotion on your stomach and delicately rubs your middle. It feels good as he get closer to your waistline.
He moves to your legs and feet.
It’s not as good as a massage but you enjoy as he rubs your feet, including your toes and soles.
“Lie on your front and I’ll add lotion to your back.” He says with a nice smile.

You roll over, and he starts with your shoulders again. “This feels so good.” You say softly to yourself and let out a small moan of pleasure. He continues putting lotion down your back, your hips, the parts of your butt not covered, and down your legs.

“There you go. You are protected now. I will let you enjoy your book.” He gets up and moves back to his chair.

“Maybe I’ll have dinner with him, or I could just fuck him here.” You think as you try to get back to your book.

You really can’t focus on your book, so you decide to go for a swim. From the edge of the deep end of the pool, you dive in. You are surprised that its a salt water pool. You are used to chlorine pools, but you think about it for a second and it makes sense to have a salt water pool near the ocean.

You swim from one end to the other. The cool water feels so good on your skin. You feel your body stretch as you do long, slow freestyle strokes, get to the edge and swim back doing the back stroke.

You hear his voice say “You swim really well”. He gets in. You are the only ones in the pool. He looks at you as he leans on the edge. You feel his eyes following you. You get to the far end then turn and swim towards him using the breast stroke. Once you are close, you grab the edge of the pool, lean to him, and kiss his mouth. You want to see how far he will take it so you reach one hand into his swim trunks and squeeze his flaccid penis. “Guys really are small in cold water.” you say with a laugh.

“You caught me off guard. And the cold water affects you too.” He says looking at your hard nipples.

“Let me try something,” you say with a devilish grin. You take a deep breath, go under the water, and pull his shorts down. You put his soft cock onto your mouth. You feel it grow in your warm wet mouth. Still holding your breath, you lick his growing shaft. The water is salty. You feel the veins texture on your tongue and go up for air. “There. That’s better.” as you grab him and stroke it under water.

“Let me try.” He says as you move, putting your back against the edge of the pool. You feel his fingers slide the crotch of your bikini bottom to the side, then he takes a deep breath, and goes down. You spread your legs and you feel his tongue lick up and down along with his fingers rubbing your pussy lips. He does it quickly and with more force than you expect. But you enjoy it.

He comes up for air, and kisses you. You feel the tip of his hard prick at the entrance of your pussy. “Do you want to try it here? In the water?” As you feel him press against you, you reach down and guide him in.

It feels so weird in the water. He works it in and out slowly. Getting his rhythm so he don’t splash as he thrusts. You feel him go deeper into your hungry pussy. As he presses you against the pool, he starts slowly, but goes deeper and harder. The water starts to splash.

You feel his chest press against yours. Your clit rubs his pubic mound as he grinds against you. It feels so damn good. Maybe if you can move the right way, you’ll climax.

He holds you tight “yes, cum for me.” He whispers in your ear. The tingle spreads and you pull him tightly against you as your orgasm moves through you.

“That was different….Shall we get out?” You ask. He nods, you fix your swimsuits, and climb out. You dry each other off.

Shall we have something to eat?” He offers. You grab your stuff and head over to the Tiki Bar so you can sit in the shade. There’s a small table with an umbrella, which you sit at and order from the menu. You both just want something simple. You engage in light chit-chat, until your food arrives.

As he puts a fork full of food in his mouth, you say “Let me be up front with you, I am not looking for a date, partner, or spouse. This might sound bad, but I am just here for sex. I hope you don’t think of me as a slut for that.”

He swallows, and takes a drink, then smiles broadly. “No I don’t think of you as a slut, or a tramp, or anything like that. I, also am here for sex. I don’t want a new spouse, and I have been alone for a while and don’t want to change that. I am just want to relax before I have to head back to the mainland and back to work.”

You sigh and relax as you eat. You feel his leg slowly rubbing against yours. His hairy leg feels different as it goes slowly up and down. “When we finish eating, do you want to go back to the rooms, or out onto the beach?”

You smile and say in a low voice. “I want you to take your time and fully explore my body as we are out on the beach. Where anyone might catch us.” You finish and get up.

He stops by his room. He come back wearing an unbuttoned, loose shirt, with a blanket over his shoulder and a small basket with water and a few other items. You walk down to the beach and look for an open space. There are a few people in the water, and a few others spread around, but the beach was generally empty compared to other beaches you have been to. He sets down the basket and lays down the blanket. You grab an umbrella and pull it over to give you some shade. He offers to put more lotion on you. You smile and ask “Again?”

He picks up a small bottle from the basket. It’s sex lube. “Would you like me to use some of this on you, Madam?” He asks in a mock formal voice. You smile widely, loosen your top, and lie down on the blanket.

He drips some lube on your upper chest. You like how this feels so different than the sun lotion. He rubs it into your smooth, warm skin. His fingers slide up under your loose top. They feel so slick as he caresses your breasts. Slowly rubbing and caressing. His fingers slowly but firmly pull your nipples. You gasp. He lets go and rubs his fingers between and under your breasts. His motions are slow and deliberate. Not too hard, but not too light. You are just lying there and enjoying it. If any one looks at you. It looks like he’s putting lotion on your chest.

He slowly works his fingers down your stomach, dripping on a bit more lube. It feels cool and slick. Bending forward, he licks around your belly button with the tip of his tongue. You playfully slap his face “Concentrate on what you are doing. Don’t tickle me or make me laugh.”

“Oh, yes Of course Madam.” he responds, again using his fake formal accent.

You feel his fingers move along the edge of your bikini, then stopping and moving down to your feet. “Skip my feet and do my thighs” you tell him. He does as you ask, so you spread your legs. He slowly and deliberately caresses your inner thighs. His fingers are so close to rubbing your bikini crotch. He keeps teasing you by working your inner thighs and the areas right around, but not your pussy yet.

You groan in frustration. You grab his hand and put it in your bikini bottom. “Finger my pussy, or give me your cock.” You realize that your voice was a bit louder than you thought. A few looks towards you, but those are followed with smiles and nods.

He slowly works his finger into your damp pussy and his other hand slowly rubs lube on your exposed clit. “Yes, that is what I want.” You say in a lower tone. You grab the lube, squirt some on your hands and reach into his shorts. You are happy that he’s already hard. You stoke and squeeze as he rubs and thrusts into you.

“Lie down so I can ride you” you tell him. He withdraws his fingers, and lies on his back. You put a towel over your shoulders and back, and face the ocean. You move the crotch of your bikini aside and feed his cock into you and slowly lower yourself. You move up and down, and with each movement down, you take more of him. You notice there are couples also having sex under blanket and towels. With him fully inside of you, you ride him reverse cowgirl, slowly rocking back and forth. His hard cock feels so good inside of you.

“Oh Damn I was going to put on a condom for you” He says.

You rock back and forth harder and faster. “I don’t care, after I cum, you can finish on me.” you say. You reach down and rub your clit. You don’t care who sees. You rub your self harder and faster. Rocking back and forth harder, your orgasm builds, and you cum.

You get off of him, pull the towel over your head, and you suck his hard cock. He doesn’t last long and shoots in your mouth. His jizz has a weird sour but salty taste. You keep it in your mouth and move to his face. You kiss him and put his cum in his mouth. He swallows, but gives you a strange look, not expecting to taste himself. You stand up and adjust your bikini to make sure it is in place. “I’m going for a swim back in the pool. I appreciate you making my first day here, relaxing. Hopefully you enjoy your week.” You kiss his cheek and leave.

(I hope you enjoyed Day 1 of the story, and hope you return for Day 2. If you enjoyed it, comment. If you really enjoy my stories, then follow and subscribe.)

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