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My God Parents own a beautiful set of villas in the Caribbean that they rent out. They and my mother talked it out and every summer since I turned ten I would the work under the Athletic Activity Director and Coordinator down there then spend a week back home with mom before heading off to school again.
With this summer being my last before college, I’m especially looking for the time away so I can forget about all the high school drama and seeing people everyday that I’m going to miss when I move. I understand that going away for the summer means I’ll miss them for a bit but I’m trying to think of this trip as a pre-college move type trip and a chance to reassure myself that I can handle myself and my life on my own. I was given the title of AADC at the end of last summer when the current announced he was moving in the fall anyhow.
The first month of summer is typically the busiest because all the parents want to get their rowdy crazy kids out and pack as much summer in as they can before they’re thrown back into that same routine for ten more months. Most everyone’s first thought is ‘beach’ so we often get the fresh-out-of-school crowd first thing. After weeks of swimming lessons for tots, of snorkeling, and reciting the ‘proper scuba safety protocols and procedures’, it’s always a little bittersweet to see the families dissipate to experience the other things the season has to offer.
Tuesday afternoon is my first desk shift of the summer where I check guests in and out, take calls for reservations, and essential perform all concierge duties. A little while after three I check in a couple, the Heathers, that are quite friendly. He appears to be in his late twenties/early thirties at most and she looks about the same, maybe a little younger. His rich brown hair had that natural wave in the front, he wore a foggy grey tee with a handsome black undershirt that match his rounded-square black hipster-type glasses and casual grey-stonewashed jeans. She very much resembled the laid-back vibe he gave off with her tan-beige slouch hat, red and gold vintage jacket with astrology symbols all over it, white tee, and torn up faded jean shorts. There are streaks of a reddish pink and of purple throughout that gave off a fairytale feel. They’re both rather attractive actually. But I figure ‘they’re married and your just another employee.
Typically, open water activities close at sunset, and, to my pleasant surprise, I check my schedule and last time slot open for the day is booked by the name Heathers. “Hey Heeeey” I hear called out and I see Mr. and Mrs. Handsome Couple. The two were scheduled to learn Paddle Boarding.
*******
Heading back to my own villa, I hear my phone go off in my bag and see that I’ve got a new text from a number I don’t recognize, reading;
Thanks again for trying to teach my husband and to learn to PB tonight, im sure we are 2 of the clumsiest people you’ve ever seen try — Brenna H.
I chuckled as I recall the look on her face as she started to tilt and knocked both herself and her husband in the water.
Stepping inside and putting everything away for the night, I strikes me that I don’t recall giving either of them the number to my phone. Changing out of my bathing suit and shorts, I realize just how sore and tired I am, and just shrug it off as I step in the shower. After finishing and drying off, I tie up my hair in a big messy bundle, throw on my pajamas, then I’m pretty sure I fall asleep the second my head hits the pillow.
After a night of very deep sleep, I wake up the next morning feeling well rested and only mildly sore. Following breakfast, I take a warm shower and finish, wrapping myself in a towel and brushing out my caramel brown hair. Right as I finish I hear my cell phone ringing on my bed in the next room and trot over.
“Good morning, Grace. I hope I haven’t woken you” I hear from the deep voice on the other end.
“No, not at all. Ummm, who is this by the way?”
“I’m so sorry. This is Derrick and my wife, Brenna, Heather.”
“Oh hi! Good morning!”
“Thank you. Do you happen to have a particular lunch break time?”
“Yes, I have lunch around 12:30. Why do you ask?”
“B and I would like to buy your lunch today, it’s the least we can do after making you work so hard ulus escort last night.”
“That is very generous of you but–“
“No no. We insist. Why don’t we meet you at your lifeguard cabin so we can eat together? Alright?”
Before I even get a chance to respond he adds “Good. It’s settled. See you then”
******
At 12:15 I’m inside the shack, drying myself off the best I can before pulling on my jean shorts over my suit and slipping on my light grey sandals with the silver sparkly straps. I clock out to mark the end of my shift and hang my lanyard with my whistle on my indicated hook before putting my walkie back on the charging station and head out. Grabbing my bag, I head out, my hand over my eyes to shade them then someone calls “Hey lifeguard lady! We’re here to save you from starving to death!” I chuckle as I look to the boardwalk and see Brenna Heather and her husband, her hand wildly waving at me while she jogs across the sand to me.
“How’s it going there Gracie?” she asks, hooking her arm in mine. I tell her that things are pretty slow beach-emergency wise lately and she gets the prettiest smile on her face.
“Thank you.” I say to the local food truck vendor as he hands me my Island Barbecue Chicken. Brenna, Derrick, and I find a nearby picnic table and sit to eat. “Thank you so much, you guys. You really didn’t have to do this. You paid for your lessons just like everyone else.”
“You’re welcome, Grace, and don’t think anything of it. Derrick and I wanted to leave you a nice tip last for being so patient and helpful with us yesterday, but we know the Villas, as nice as they are, don’t allow tipping.”
“Well, thank you, again, for lunch. You are a very generous couple. Not too many visitors go out of their way for the staff around here.” Taking a bite of my chicken and rice, a thought occurs to me “How did you manage to get my phone number by the way?”
She explains that since the head of each department is on a list with their numbers, they had looked up Athletics then Activities Director and took a chance that it was me. They figured if it wasn’t, whoever they had texted would pass on the message.
“What other activities are there around here?” he inquires, a curious look on his face. I tell them about canoing, kayaking, snorkeling, and then “Ooo! My personal favorite! Later today we’re opening up the lessons and tours on Jet Skis!” I can’t help but beam with excitement! Mr. and Mrs, Heather look at each other and smile big as well.
******
Doing a last check that all the cords are tight and everything is properly buckled, I first push Derrick’s Jet Ski into the water, then his wife. I step into the water, wiggling my toes in the watery sand then get on my own Ski. I secure my wrist band before starting the motor and push out a few feet, I hear Brenna line up behind me and giggle, and her hubby behind her. “Now, like I said; these things can get pretty loud and fast, so I want to go over the hand motions one last time before heading out on the water.”
The two pass the quiz perfectly and I nod, a smile of approval on my lips. “You guys ready to follow to the cove?” I call over my shoulder. Just before starting the engine I faintly hear Derrick say behind us “I would follow that sweet ass anywhere.” I blush as I entertain the idea that his comment is about me, then shrug it off, figuring he means Brenna, then rev my Ski a few times and take off!
Just a few minutes later, we pull onto the shore of Couple’s Cove, where nature somehow managed to create a rock formation with a large opening, leading to a short cave, that resembles a heart.
After myself, Derrick is the first to get off his machine, the goes to where B has pulled in and gives her a hand as she steps off hers. They couple walk hand in hand on the beach and share a cute kiss. “Oh my gosh Grace! Thank you so much for bringing us here!” she squeals.
“This sight is truly remarkable!” he says.
Breaking hands with her husband, Brenna walks towards me uttering “It’s really amazing, isn’t it?” She winks with her last word, slipping an arm around my waist, her limb precariously low.
“Outstanding” I answer, looking her in the eyes. I see something there that I can’t yenimahalle escort quite interpret. I almost miss Derrick walking over to us, encircling my midriff in the same manner. “Just stunning” he says next to me. I turn and see that he’s already peering my way. The same mysterious something is in his eyes as in hers. I’m likely wrong but in that minute, it almost feels as though a kiss is the natural next action as he stares unblinking at me.
******
Having gotten to know Brenna and Derrick Heathers, I know they are quite wealthy, Derrick having inherited his father’s prosperous insurance business at just 23 years old. Hence their renting the most ornate private villa for the remainder of the season.
Over the last few weeks, Brenna and I had formed a good friendship where we were sort of goofy and flirty with each other as Derrick looked and sometimes joined in one the fun. Anytime she smack my butt or made a comment about how good my body looked, I didn’t think anything of it. After all she is married and sometimes people are just like that, so I always just figure it’s all in good fun.
As Brenna and I lean on the edge of they’re infinity pool, we pose over the edge, arching our backs to give her husband a good look at our asses, giving them a little shake. I play with the straps of her bikini top as we sink back into the water. I feel her grab at my cheek as I step out of the pool for a minute to drink more of my tea.
Brenna then hoists herself onto the edge of the pool and I grab her drink from the table and join her there, our feet moving through the water. As per usual, we make silly and flirty faces as we hydrate poolside when suddenly Derrick’s phone rings. When he steps out, opting to take the call inside, I’d be lying if I said I wasn’t let down a little, but at the same time I can’t stop staring at that firm ass in those swim trunks.
I’ve never said anything to Brenna about what I think of her husband but I’m pretty sure she knows anyhow. While we’re sitting alone, she inches closer, putting her hand on my knee and letting her hand drift up and down my thigh for a bit, then slowly leans, myself thinking she wants to tell me a secret, until I feel those beautiful lips on mine. We pause for a few seconds then continue.
In the back of my mind, I hear the hysteric commentary; ‘Oh my god you’re kissing a married woman! Oh my god you’re kissing a woman!! Why do her lips feel so good? Why is this feeling so right? What the heck will Derrick say when he catches us? Why the hell should I care what he says when he catches us?’
I reach over and put my hand to her cheek as we continue. Our tongues twirl and tease in each other’s mouths as her hand rests near the top of my thigh. Brenna hops into the water, planting a hand on either side of me as we kiss some more. Her hands move up to my jaw as mine land in her hips. We pause several times as we kiss, never saying a word, just gazing into one another’s eye before resuming our activity.
Before I know it, we’re both standing naked in the water as we kiss. She gently pushes me back against the edge, and I lift myself out, opening my legs wide, somehow knowing what she wants and not giving it a second thought. Brenna stuck her tongue right and instantly began licking that precious clit, her fingers taunting and teasing that pussy. Her tongue moves in a counterclockwise motion at a very gradual pace as I gasp, struggling to catch my breath amidst such amazing sensations.
So enthralled by what’s happening and so many feelings, I can’t even seem to care as I watch Derrick walk back outside and see his wife eating out my blooming pussy! What surprises me is that he doesn’t appear to mind! In fact, he sits at the entrance of the pool and lies back, hid wife untying his trunk and pulling them down until his handsome gorgeous cock springs out! Brenna flashes me an enticing look and I slip back into the water and stand beside her. Getting closer I guesstimate 5.5″! She and I both wrap a hand around it and twist, my jaw practically in the water at how smooth it is. Derrick softly rubs my back, then my breast as we work his shaft. I’m a little surprised, and flattered, if I’m being honest, since my breasts are no bigger or smaller than his wife’s.
Speaking of, Brenna then guides my head to his penis and I glide my tongue from the base up. Taking her cue, I wrap my lips around the head, sliding my lips and tongue along his shaft. I suckle to tip of his dick, Derrick moaning quietly as I do so. She and both suck part of his sack then, together, return to giving him a fantastic blow.
He sends us a look and offers “I have an idea we will all enjoy ladies,” pulling himself from the pool, gesturing for me to take his outstretched hand, B holding my other, whilst we head inside.
Derrick lies flat on the bed, his wife crawling up beside him, looking at me expectantly. As I mount the bed he makes a gesture to turn, explaining “I want to feel your breasts bounce for me before watching them,”. Complying, I turn away from him and straddle his lap in reverse. I whimper as she loads his manly cock into my pussy. I’m a little anxious, having never taken dick this way and just having a pussy full of cock right now felt so great! He holds my waist, Brenna’s hand tenderly gliding up and down my inner thigh, while I bob up and down on her husband’s cock. She’s even so gracious or generous or horny or whatever to stir my wanton clit as I ride like never before!
Her hand and mine wander my bare form as he brings me to an amazing orgasm! B helps me dismount, a fun *pop* filling the room as he slips from my pussy, and I return the favor as we swap places.
Crawling around Derrick’s head, I get up on my knees, putting my right hand on her knee, my left on her back, as I muttered dirty encouragements. “You look so hot riding that cock Bre. Is he fucking you good? Yeah? Hmm?” Her replies only coming as moans of sweet torture. I must’ve been distracted by the incredible hormones and emotions and sensations before because the slap of his skin against the back of her legs was making my toes curl so hard! I distract Brenna for a moment with my lips against hers in part to help her and in part in a fruitless attempt to lighten the throb in my now empty pussy! “Yes Honey! Yes! Fucking yes!” she wails as her orgasm barrels through her and flows down his penis.
Derrick and his wife both eye me in that suggestive way as she removes herself from his penis and I know I’m up to bat again, so to speak. I extend one leg over him, ready to engulf him a second time, when, instead, he sits up and pulls me in for a very hot, very passionate, very racy lip-lock. I even have to take a few seconds to catch my breath after we part whilst he lowers me onto his dick once more. “Ooooh shit. Yeah. Yeahyeahyeah!” I moan, his cock sliding in and out of me lick a coin in a slot! I faintly heard her mumbling what I only assume are dirty naughty comments, though I can’t quite make it her words as I moan. “Oooh yeah!” I scream as my next orgasm crashes through me!
My hands shivering and trembling some, Brenna helps me back to the bed again. Gradually kissing a trail up my arm to my shoulder, she asks “Have you ever fucked doggy-style? That’s my hubby’s favorite.” I cant even say a word, fatigue setting in, then she helps me up onto my hands and knees and Derrick does not hesitate in the least before shoving himself back in!
She reaches under and masturbates for me as I struggle to hold steady during his relentless thrustings! “Yes! Baby yes! Look at that fine ass!” he grunts, smacking his cock on my cheek! Out of no where Brenna pulls me back to the bed, replacing me with her on his dick! In a split second I go from being jealous and mad to desperately scrambling to the top of the bed and spreading my legs wide open for her every viewing and eating pleasure!
She licks and sucks hard as Derrick fucks her from behind with no remorse. She practically screams into my pussy as that first orgasmic wave quakes through, myself fondling my clit as she inserts a pair of fingers and they disappear into my sexiest hole. She bites her bottom lip and groans again, almost animalistic in tone when her eruption begins, her husband following mere seconds behind her with a large orgasm of his own!
The two of us hurry onto our stomachs at the end of the bed, granting him a secondary dual-bj. It is somehow wordlessly decided that Brenna take care of his nut sack whilst I handle his main piece. The two of us are very dedicated and thorough with our tasks, Derricks stroking our hair as we fuck him then soon signals our forthcoming reward with a deep grunt. She and I perch up to him, our mouths wide open and every part of us eager to receive his salty-masculine cum.
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