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Single Sex at the Couples Retreat [M30/F28] [Oral Sex] [Unprotected Sex]
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ClimbableRedwood is in Unprotected Sex
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I’m sitting by the pool in a lounge chair in the most beautiful place on earth. The condensation spills down the outside of the empty glass, picking up speed as it picks up droplets around it. The heat is unbearable, but Welcome to Paradise for one. Should have been for two, but plans change when you find your girlfriend in bed riding a guy like a Mechanical Pony outside of K-Mart.

Checking in one person was already embarrassing enough at this couple’s resort, but deciding to explain why you’re here alone to a concierge who doesn’t understand you and also doesn’t care, added an extra layer of shame. Always good at making a bad time worse.

So here I sit with my empty, formerly filled with Piña Colada, glass as I am mocked by an overly colorful drink umbrella. “It is so goddamn hot”, I mumbled under my breath. “It is so goddamn hot”, a soft voice said back to me. I turn my head sharply to find the owner of that sensual voice. I would be a liar if I said that my eyes did not explore the rest of her body as I tried to find her face. Her skin was golden brown and her thighs looked powerful as they drew up to her luscious curved hips. I hadn’t even made it past her waist and something had already awakened in me. My childhood fantasy of Nani from Lilo & Stitch apparently wasn’t something I outgrew.

My eyes continued higher in a speed that was hopefully faster than it was playing out in my mind. Her breasts were sitting perfectly and unexpectedly ample considering how perky they were. Beads of sweat dripped down her cleavage just like the outside of my glass. I finally, after what felt like uncomfortably long, made eye contact with her, and somehow her face was more incredible than the tour my eyes had already been on. She had rich brown hair in a messy bun, hairs clinging to her neck in the heat. Gleaming green eyes like the brightest emeralds you’ve ever seen. And lips so supple I couldn’t help but consider how they’d taste and feel on my body.

I could feel the blood instantly rushing to my head, and not the one attached to my neck. I saw her quickly glance at my growing bulge and she said, “Nice to meet you both.” She wore a dangerous grin as she proceeded to lay on the chair next to me. A waiter came by taking my empty glass and set down a fresh drink. She said thank you and proceeded to take it from him and press the glass between her breasts. The chill gave her instant relief under the hot sun, but also immediately brought my attention to her hardening nipples beneath her bikini.

At some point I realized that I was going to have to find some words and speak, but I was struggling to gather a single thought above the brain capacity of a caveman. She looked at me and said “Hi, my name is Kailani. Do you care if I sit here while your
” She looks at my hand without a ring, “while your girlfriend rests in your room? Thanks for the cool down by the way.” And she hands back my drink. My lips apparently start moving and I say, “Oh, I uhhh
 I’m here alone so you’re fine to sit there.” I shuffle slightly trying to adjust my swim trunks without being too obvious. “Who did you come here with?” I asked. What an absolutely riveting way to continue this conversation.

“I’m here alone too. Things ended badly with an ex and none of my girlfriends could come with me instead. I figured I deserved this vacation anyway. I’m glad I’m not the only one who committed to the vacation solo.” She looked around at all the guests in cabanas cuddled up, and the couples in the pool hanging off each other. I found my eyes on her breasts again instead.

She looked back at me and I snapped my head up with the same poise I had a decade ago as a teenager. “Are you going to tell me your name or just undress me with your eyes some more?” she said slyly. “Uhh yeah, my name is Oliver. Sorry about that.” Real smooth, guy. “Don’t worry about it. It’s nice to have some eyes on me with everyone else staring at their partner.”

“I have a crazy idea.” Kailani paused and looked at me, waiting on my response. “Yeah, I’m down for crazy ideas. It’s has to be better than staring in to the void like I was 10 minutes ago”, I said back. “Since we both came here alone, why don’t we act like we came on this trip together. We can come up with some cute story of how we met and how many years we have been together. I want three dogs, does that work for you?” I nod back. She continues, “And we can get dinner and drinks and dance. It’ll be great.” I was very intrigued, so I quickly agreed.

“Well, we need to start this vacation how I would with any boyfriend.” I took a sip of my drink waiting to hear her idea. “We need to go fuck and take a nice nap on the terrace.” I immediately sputtered and had my drink running through my beard. I was pretty confident this is how people get murdered on tropical islands and have all of their things stolen, but I was willing to leave this world doing what I love. She grabbed my hand, staring into my hungry eyes, and said, “Lead the way” in a sultry tone. Definitely how I get robbed.

We make it to the elevator and as the doors close, we feverishly pounce on each other. She is clawing at my back. I feel her teeth bite down on my lip drawing out droplets of blood. My hands rush up and down her body, mapping every curve and dip of her soft skin. Her body is pressed against mine, our chests heaving as we trade salty sweat from lying in the sun. Suddenly, we hear a ding and the elevator door opens. She reaches down and grips my elongated shaft through my shorts to pull me towards the room. We quickly realize we haven’t reached the correct floor yet and another couple gets on. Her hand unclenches my member and she backs up against me quickly. I feel my throbbing cock perfectly nestling between her ass. I can feel the slight drip of pre-cum running down my thigh signaling how ready I am.

A second ding, and we are off. We jump out of the elevator with all of the fervor we can handle. The elevator door closes behind us and I hear an “Oops” as her bikini top falls to the ground. I gather the top off the ground and chase after her until I catch her at my door. She has her back against my door with her bare breasts calling to me. I bend down until my tongue finds her hard nipple and begin to tease and lick and nibble. Her hands are running through the back of my hair, pulling me closer. My hands fumble blindly through my wallet for my door key as I continue to let my mouth dance across her chest.

I finally peel myself away long enough to smash my key card against the reader and the room awaits us. We move into the room and Kailani faces me towards the dresser and mirror, and grabs both of my hands and places them on the marble surface. The chill radiates through my body and is a sweet reprieve from the heat. She moves behind me, kissing my back and wrapping her arms around me, letting her hands investigate every dimple and divot in my chest and abdomen. She twirls around me like a ballerina, slipping under my taut arms, and finds my lips with hers. With a knowing grin, she leans in close to my ear and whispers, “Be right back.” She slowly sinks to her knees, reaches her hand inside the waistband of my shorts, and grips my needy shaft.

She slowly reveals it inch by inch as she uses her other hand to pull my shorts around my ankles. She looks up at me with those shimmering green eyes and places her plump lips around the tip of my cock. I look in the mirror and see her messy brown bun begin to bob up and down as she takes me deeper in her mouth. I can feel her tongue swirling around my cock like a snake hunting its prey. She sucks me like she needs it more than air. My hand reaches down, grabs the nape of her neck, and pulls myself deeper down her throat. I feel her hand reach my balls, teasing them, and gently squeezing them as I glide my shaft in and out of her lips. She continues to take every throbbing inch of my hard cock, waiting for her reward. I throw my head back and I feel myself rushing towards climax. I pull myself slowly out of her lips until there is a pop from my tip leaving her mouth.

I bend down, put my hands under her arms, and lift her into the air as I throw her on the bed. Perks of being over a foot taller. I climb on top of her, unable to satiate my carnal desires. I tear off her bikini bottoms and bury my face in between her thighs. Kailani’s pussy is smooth, freshly waxed and lotioned, it smells like coconut. My tongue finds glory and she is sweet to the taste. I slowly flick left and right, letting her moans guide me home. My hands climb her body gripping her supple breasts as her body rises and falls in ecstasy. My tongue circles her clitoris and teases it with each flick. She is gripping my shaggy hair like she is trying to grab the mane of a wild mustang, to avoid falling off. I control her body like a conductor leading a symphony. Each motion of my tongue causes her body to tense and fall, rise and shake, arch and release. I feel body shudder as she orgasms on my tongue and soaks my beard.

Her breath is heavy, as is mine. I climb up until my eyes are level with hers and kiss her lips. We taste each other, blinded by passion as she grabs my yearning cock and pulls it inside her waiting pussy. It feels like she was molded just for me. My throbbing veins in my arm, match the throbbing veins in my cock. Each thrust eliciting a new gasp. She bites her lip and her eyes roll back. Kailani’s long, muscular thighs, wrap around my hips as we move in sync. The curve of my cock glides effortlessly in her dripping pussy. She pulls me down to her, chests pressed against each other. I’m grabbing at her ass and hips and anything to pull myself as deep as I can. She bites at my ear and whispers praise as I fuck her harder. Her legs are trembling, feeling every bend and ridge of my cock glide in and out of her. I am squeezing her ass with all of my strength and she is clawing at my arms and neck, acting only on her animal needs and desires. Her eyes roll back again and I feel the rush of tension escape her body. My cock is dripping with her cum. I feel it tickle at my balls and fall to the bed. We roll around with her on top, with me behind, finding myself above and below her. We move in harmony finding new positions of ecstasy.

I feel myself losing control. My legs tense and my back muscles are fully flexed with the need to cum. Keilani arches her neck up slightly to find my ear once more. With each whisper she could command anything of me. She leans close, and says “Let me taste you.” I immediately remove myself, and climb to the top of the bed so that I am straddling her chest. She takes both hands and begins to work my shaft, pulling me deeper into her mouth. I need her to take all of me. I clench the headboard with both hands, knuckles white, and fuck her perfect mouth. She sucks the soul out of my cock and makes me see the heavens. I quickly find that I have no more will power to continue. I lean back, stroke my cock feverishly and my cum covers her face. Her begging eyes stare at me as I continue to erupt. I gasp for breath trying to catch myself as the finals drops of cum spill out of my tip onto her lips.

She licks her lips, gives my cock a final flick of the tongue which nearly causes my entire body to seize up, and she chuckles, “Go take a shower. You’re even more sweaty now.” I climb off the bed and take the most necessary shower I have ever taken. My muscles still pulsing as the water falls down my body. I walk out in my towel, not ready, but needing another round. I see a small note on the table that says, “Meet me for dinner at six. Make sure you’re ready for me.” And I collapse on the bed ready to see her again in a few sweet hours.

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