There’s nothing quite like a Caribbean sunset. I’m relaxing on a lounger by one of the many resort pools, eventually closing my eyes after the last rays of the sun disappear on the horizon. The waves lap onto the shore and I drift into a deep state of relaxation. I’m thinking of the fun in the sun my friends and I had that day and the full week of vacation still ahead.
Suddenly, a deep voice startles me, and my eyes fly open. “Hello.” Standing next to me is a familiar, tall, handsome man with dark brown, tousled hair and a 5 o’clock shadow. His eyes roam down my body and pause at my large breasts before making their way to the high slit in my tube top maxi dress. “Hey, I’m Tommy from volleyball earlier. I didn’t mean to frighten you, but I saw you alone over here and wanted to say hi. Do you mind if I sit and chat?”
Tommy is fit, with broad shoulders and a gorgeous smile. We were all having fun playing volleyball earlier, but he and his friends had a scheduled boat trip and had to leave before we really got to talk.
I offer him a bright smile in return. “Hi Tommy, I’m not sure if you remember, but my name is Deana. My friends have some family vacationing nearby and are out visiting them tonight. I’d love for you to join me.”
Tommy lays in the lounger next to me and he tells me he is also in his final year of college. We share stories about the stress in our everyday lives and how amazing it is to have a few days to get away and relax. We are lying back with our heads turned toward one another, smiling and laughing as we banter and flirt back and forth. At some point during the conversation, he reaches for my hand and strokes the back of it with his thumb. We are chatting about our majors, post-graduate plans, and friends, when he starts to sit up and I mirror his movements. We’re sitting face-to-face, my knees sitting inside his much larger ones and he says, “I know this is fast, but I need to kiss you.” He nestles his nose next to mine and gently begins a warm, passionate kiss that quickly turns electric. Our tongues are dancing together and our breathing becomes shallow. He is an amazing kisser, and we match each other’s movements and intensity. I feel Tommy’s hands sliding up the sides of my thighs under my dress, and it’s clear he wants more.
My heart is pounding, but I don’t want him to stop. He pauses, and I know he’s questioning if he’s moving too fast for me, but I let my inhibitions go. I inch closer to him, push my thighs apart, and encourage his large hand closer to my pussy. Tommy needs no encouragement after that and starts to rub his thumb on my clit. He pushes my satin panties aside and, with his other hand, starts pumping one finger and then a second into my tight pussy. It feels amazing and as I start to push forward into his hand when I suddenly remember where we are and break our kiss. He whispers in my ear, “Deana, I think we both need a release from all our stress… I want to make you cum, beautiful girl.”
I take his hand and say, “The girls and I have a suite Tommy.. let me just text them your name and room number, and let them know you’ll be with me."
As soon as we get to the suite and close my bedroom door, we are kissing again. My hands tug on his hair and he firmly grabs my ass. He breaks the kiss and says, “This ass has been driving me crazy all day. It’s so fucking perfect. I’m going to take my time enjoying you, Deana.” Tommy grabs his shirt from his back and pulls it off and then, one by one, unties the straps of my dress and pushes it down to my hips. He admires my tits spilling over the top of my strapless pink bra, but quickly releases them. “Your tits are so big and beautiful, Deana.” He finishes pushing the dress down until I’m only standing there in my pink panties.
My long, thick, chestnut brown hair is cascading down my back, and my hazel eyes can’t look away from the bulge in his pants. I tell him I need to see the rest of his gorgeous body. I unbutton his shorts and slide my hands under his boxer briefs and over his toned ass. It’s deliciously firm and I take no time to push them both to the floor. Tommy has a beautiful, thick cock with an even thicker head, and I look into his eyes with admiration. I need to taste him.
I drop to my knees, cup his balls and swirl my tongue over the head of his cock, tasting the bead of precum there. I lick the entire length of him several times, getting him nice and wet before moving my mouth to his balls. My hand takes over, stroking his cock as I continue sucking on his balls. His eyes are closed and he’s slowly thrusting in time to my hand, but I know what Tommy really wants. I continue to massage his balls, but move my mouth back to his cock and start bobbing up and down. Tommy moans as I push to take as much of him as I can. “God, I love hearing you gag on my cock, Deana. You’ve got me hard as steel.” His words encourage me and I take a breath before pushing him down my throat. “Oh fuck,” he says as he pushes in and out. After several minutes of him moaning in pleasure, he says, “I love your mouth, and it’s killing me to pull out, but I need your pussy!”
Tommy helps me stand and walks me backward until I’m lying back on the bed. He peels my panties down my legs, revealing my dripping, shaved pussy. He says, “Just how I love it, Deana.” He starts sucking on one breast, taking his time giving it so much attention. Tommy learns from my moans just how much pressure and pain I like before switching to the other, all while circling my clit with his thumb. He’s using soft strokes that are building my tension to crazy heights, and just when I’m squirming for more, he drops his mouth to my clit. He slides his fingers in my pussy, curving them just right, so that he’s hitting my g-spot. It takes only a few minutes before my hips are bucking off the bed. I’m crying out in pleasure as my orgasm hits me like a tidal wave. Tommy keeps his mouth on me even though I’m thrashing, and the pleasure gets so intense I’m laughing and begging him to stop.
He rolls on a condom, pulls my legs to the edge of the bed, and then pushes my ankles up to my ears. We watch as he sinks his fat cock into me slowly, allowing me to adjust to him. “Seeing you cum is so fucking hot and your pussy is so tight, Deana.” He starts to pump in and out of me and he’s filling me so completely I feel every ridge. He starts to pick up the pace and I feel him get harder, if it’s possible. We’re both watching his cock pushing in and out and my pressure is building again. I start rubbing my sensitive clit and I tell him I’m close. “Fuck yes, beautiful girl, cum for me again.” I feel everything tighten inside me as I explode in pleasure.
Tommy flips me over after I come down from my high and lifts my ass before entering me in one fast thrust. My breath catches because he feels so deep. He has both hands on my ass and is massaging my cheeks as he pumps in and out. He picks up his pace again and slaps my ass several times, making my pussy clench with each strike. He suddenly lets out a guttural yell, thrusting hard, and I feel him pulsing for what feels like minutes..
We lay there allowing our hands to roam over each other in appreciation and whispering promises of all the things we will do to each other in round 2.
