My 5 Bosses Read online

  I’m shocked to say the least. What are they doing here? It makes me a little uneasy because I love my job and I don’t want anything to happen to it. I don’t think they would take me to a bar to fire me, would they? No, I know they wouldn’t. Besides, they always tell me how amazing I am at my job. And they’re dressed too casually for a work meeting. This isn’t work related. They’re here for something else.

  “What are you guys doing here?” I ask.

  Jason, in that playful, flirty way of his, says, “Beck told us he was taking you out for drinks. The rest of us wanted in on the action.”

  I feel a hell of a lot less guilty now for what happened with Winston in the shower and for going out with Beck now that the rest of them are here. I glance over at Winston. He has a drink in his hand. When our eyes meet, he raises his glass and gives me a slight smile. I start to relax. We move to a large table and sit down to have drinks.

  “What will you have?” Beck asks.

  “Sex on the Beach,” I tell him.

  They all stare at me.

  “What?” I say. “They’re good. Don’t knock it till you try it.”

  Trey gives me a teasing look. “I’d definitely try sex on the beach with you.”

  My face heats up and I can’t help but smile. The others chuckle.

  The atmosphere when I’m around them outside of work is different. Even at work they watch me, but there’s a hunger in the way they look at me when we’re outside of the office that makes my entire body come alive.

  We have several drinks and we’re all laughing and talking about work and things outside of work. We talk about all the things we want if the app takes off. I tell them about my dream of having a house and a dog. They all want similar things, as well as nice cars and boats.

  “The one thing I want more than anything if this app takes off is a house with a sex room,” Jason says.

  “A sex room?” I say, giggling. I’m on my second Sex on the Beach now and feeling very relaxed.

  “Yep. A whole room dedicated to pleasuring a woman.”

  “Really?” I say, intrigued. “And what exactly would you have in this sex room?”

  “Every sex toy you can possibly imagine: Dildos, vibrators, anal beads, butt plugs.”

  I stifle a laugh.

  “What? Is that too much detail?” he asks.

  The others are not just watching the conversation, they’re watching me, as if gauging my reaction. I sit up straight and look Jason in the eye. “Not at all. Tell me more. What other things would I find in this sex room of yours?”

  He settles back with a smile. “Handcuffs, blindfolds, sexy costumes, porn, a wall of lube, anything you can imagine that might bring a girl pleasure.”

  “Sounds like a lucky girl,” I say without thinking. I meant to say, that sounds interesting, but I said what I was thinking instead. Not only have the drinks made me less uptight, but they’ve loosened my tongue as well.

  Jason gives me a carnal grin.

  “Oh really?” Trey cuts in. “You’re into that sort of stuff?”

  I shrug, trying to seem casual about the whole thing, when really I want to tell them just how perverted I can be. “I’m into all kinds of stuff.”

  He nods, pleased with my answer. “Good to know.”

  “So, Anya, how was your shower this evening?” Derrick asks, breaking up the awkward silence that came swiftly after answering Trey’s question.

  By the grin on all of their faces, they already know. I wonder how much Winston told them.

  “Stimulating,” I say.

  “The rest of us feel left out,” Jason says. “Winston gets to see you naked but we don’t? That hardly seems fair.”

  They all seem to get closer. Or maybe I just want them closer and I’m imagining it. Jason is on one side of me, Beck is on the other, while the others are across from us. I don’t remember feeling Jason’s arm touching mine before, or his leg pressed against mine under the table.

  Beck stands up. Trey rounds the table and takes his place next to me. “We hear you have the sweetest little ass,” Trey says.

  My face flushes and my nipples harden with the compliment. I can’t tell if it’s just me or if it’s their body heat warming me up, but suddenly I’m warm all over.

  “I suppose Winston told you everything then,” I say.

  I picture them sitting around while Winston tells them all the sordid details about my body and our encounter. I imagine their dicks getting hard as he spilled every detail about spreading my ass cheeks and pressing his thumb against my delicate opening.

  “Every little detail,” Trey says, leaning close enough so I can feel his breath on my cheek. He smells my neck and runs a finger down my bare shoulder, raising goosebumps. “He’s quite the wordsmith and painted a crystal clear picture in our heads. I haven’t been able to stop thinking about it since.”

  My throat goes dry. I reach for my drink, but he takes my wrist in his hand, stopping me. His voice gets quiet, but he’s still loud enough for the others to hear when he says, “Did you know we’ve all been friends since we started college? We’re more like brothers, actually. We share everything. Our home, our business, responsibilities …”

  I can barely swallow. There’s a flutter in my stomach and a tingling in the rest of my body. The desire to be touched becomes a desperate need. “Now we’d like to share you,” he says.

  My mouth falls open. Did I just hear him right, or was that the desperate voice of my desires? This must have been part of the conversation they had while Winston was telling them our shower story.

  I’m so mesmerized by his words that I don’t notice Beck standing behind me until I hear his voice in my ear. “We all want you,” Beck says. His hands are cold as he brushes the hair off of my neck, sending chills down my spine. But his cold hands do nothing to calm the inferno beneath my skin and between my legs. “If you say no right now, nothing will happen. Nothing will change.” He rubs my goose-bumped arms. My whole body tenses up. “If you don’t tell me no, we’re all going to have our way with you right here, and we’ll push your limits until you’re a soaking mess, and then we’ll push them even further.”

  The breath rushes out of me. My brain sits in a fog. All the little reasons why I should probably say no are hidden in that fog at the moment, though I have to admit, I don’t even try to find reasons to say anything other than ‘take me right now.’ The thought of having all five of these gorgeous men at once is just too good to let real life get in the way.

  I look around for the waiter or anyone else who might be around. I don’t see anyone, but that doesn’t mean they won’t come around later and mess up this perfect moment.

  As if reading my mind, Derrick says, “No one will interrupt us. I paid the waiters to leave us alone.”

  “So what will it be?” Beck asks.

  I twist in my seat to face him, reach up and take his shirt in my hand to pull him down so we’re at eye level. Then I kiss him in response.

  Like hungry lions on a gazelle, they are all over me in a matter of seconds.

  It’s all very confusing at first. There’s a hand on each of my legs and on my arms, and on my back, and lips on my neck. It’s an octopus of hands and mouths on my body. I don’t know who to pay attention to or what to do first. It’s not until Beck takes me by the hand and leads me over to the round patio daybed in the cabana that things slow down and I’m able to get a grip on my focus.

  I lay down in the middle of the large cushion. The fabric is white and soft and more comfortable than the sheets on my own bed. Jason takes off my heels. I watch, enchanted as he removes his clothes until he’s only in a pair of boxer-briefs, the evidence of his arousal obvious. He climbs onto the bed and kneels beside me on my right. I’m unable to keep my hands to myself and so I rub him through the fabric of his shorts. He closes his eyes and rocks his hips slowly.

  Trey takes his clothes off next. He keeps his loose plaid boxers on and kneels beside me on the left. His erectio
n isn’t as obvious because of the loose fabric, but when I reach out and touch him, there’s no denying it. Derrick does the same, also wearing boxer briefs and has a delicious hard-on. He sidles up next to Trey. I wish I had more hands, but he seems to be content in waiting his turn.

  When Beck takes off his clothes, it messes up his perfectly coifed hair, and I love seeing him that way. I knew he had and incredible body under those clothes, but I’m not expecting to see a chest and arms covered in brightly colored tattoos. Who knew there was a bad boy hidden beneath all that pristine fabric? I’m mesmerized by him and can’t pull my eyes away.

  He climbs onto the bed like a mountain lion stalking its prey, all sinew and sleek lines, until he’s hovering above me. I’ve stopped breathing and feel light headed. He leans down and kisses me. His soft lips barely brush against mine. It’s a slow, sensual kiss at first. The tips of his fingers touch my face and brush the bangs out of my eyes. He puts his thumb on my chin and gives it a little tug so that I open my mouth. Then his tongue slips in and glides against mine, tangling together. The gentle kiss turns into something greedy, and he sucks my tongue into his mouth and bites my bottom lip. He reaches down and pulls the bottom of my dress up to my hips, exposing my thong underwear, but he doesn’t touch the ache between my legs that needs some relief. I buck by hips, hoping my panty-clad pussy will at least just graze him. Any touch right now will do.

  He breaks the kiss and lets out a low rumble of laughter at my desperation.

  “Tease,” I say, panting.

  “Get that dress off of her,” Beck says in the same authoritative voice he uses in the office when the others are paying too much attention to me and not getting their work done. “You look sexy as hell in that thing, but I’m ready to see more skin.”

  The others agree.

  In all the madness going on, I hadn’t realized Winston isn’t on the bed until I see him sitting in a lounge chair still fully clothed, watching. I want to say something, but maybe he’s waiting his turn, or maybe he just likes to watch. I don’t want to deny him his particular kind of kink, whatever it may be, so I don’t say anything.

  Jason and Derrick pull my dress off of me and toss it to the side, leaving me in only my panties and a strapless bra. Trey pushes the bra down to my waist and they all take a moment to admire my breasts.

  “God, those are beautiful,” Beck says approvingly.

  The others let out varying sounds of agreement.

  Derrick runs his fingers through my hair and strokes the skin of my neck before kissing it. The tip of his tongue snakes out and he licks my racing pulse. Jason touches the side of my breast so lightly it tickles. It sends a violent shiver through me. It’s not cold out, but I’m shaking.

  It’s a strange feeling to be outside in a public place, naked and admired by five different men. Never in a million years did I think something like this could be my reality. This sort of thing happens in porn, not in real life. But here we are and I plan to enjoy every second of it. All societal norms, every little voice that pops into my head telling me that respectable women don’t sleep with five men at once, are ushered out of my head immediately. No willing woman in her right mind would let a moment like this pass her by.

  Beck takes the waistband of my panties and eases them down my thighs. I suck in a breath as the night air tickles my shaved pussy. Beck then pulls my legs apart. The others lean in to have a look.

  Jason lets out a low whistle. “Damn, baby, you’re wet.”

  “That’s the prettiest clit I’ve ever seen,” Derrick adds.

  Trey lets out a deep groan and grabs his cock through his boxers.

  Beck stares as if he’s in a trance. He rubs the skin on my inner thighs, getting closer and closer to the junction between my legs until I’m whimpering and begging him to touch me.

  “Please,” I plead with him. “I need it.” I’m so wet I can feel it dripping between my ass cheeks.

  He gives me a taunting smile and touches everything but that tender spot. He really is a tease. I’ll have to punish him for that later.

  I’m grateful that Trey doesn’t have the patience that Beck does. He runs a finger down my wet slit.

  “Check it out guys,” he says, lifting his fingers to show everyone. My juices gleam and drip from his fingertips. He quickly catches it with the tip of his tongue and smears it around his lips. Taking a deep breath, he says, “Smells as good as it tastes.” Then he plunges his finger deep inside of me.

  I let out a long, loud moan, raising my hips to push him deeper into me. He pulls out briefly to massage my outer folds, then pinches my clit, tugging and rolling it around between his fingers. My moans get louder and I have to bite down on my lip to keep quiet. Even though the waiter was paid to stay away, I don’t want to bring any unwanted attention to us. If someone were to interrupt my amazing night, they will feel my wrath.

  He plunges his finger back inside of me, hard and deep. This time I can’t help it. I let out a scream. Derrick smiles when he sees my struggle to keep quiet. “Don’t worry, baby, let it out. No one but us will hear you.”

  He puts a finger in too. Then Jason does. Three fingers blast me at a furious pace and I’m writhing on the daybed, crying out as they stretch me. Their hands work in sync and find an incredible rhythm that nearly sends me over the edge. I’m able to stave off the orgasm for now, but it’s not easy. I don’t want to come yet. I’m not ready. I want this sensation to build up until it destroys me. It’s been a while since I’ve had an intense orgasm, but I have a feeling these men are fully capable of getting me there. I just have to be patient.

  When Beck adds a fourth finger to the mix, my eyes roll in the back of my head.

  “Oh fuck,” I cry, barely able to get the words out as my body is stretched to its limit. Then again, Beck said he would push me to my limit and then push me further. He wasn’t joking.

  They finger me until I’m good and wrecked and begging for more. Trey pulls out and is the first to take off his boxers, exposing his beautiful, engorged erection. He again kneels beside me on my left. The muscles in his stomach flex when I reach out and take hold of him with my left hand. It’s difficult to do even strokes with my left, but he helps out by doing most of the work for me by moving his hips. His head falls back and eyes close, hips rocking back and forth with the rhythm of my hand motions.

  Derrick takes off his boxers next. He’s built very similar to Beck, but much, much taller. His dick is long and lean just like he is. He sidles up to my right next to Jason and slips into my empty fist. It’s much easier to do all the work with my right, and the sounds he makes lets me know I’m doing a decent job. Everyone but Winston is naked now. He watches with his mouth slightly parted, rubbing the hard bulge still tucked away in his jeans. I’m about to say something to him, encourage him to let me see that giant pale cock of his again, but Jason slips his dick into my mouth before I can.

  I’m too overwhelmed to worry about Winston now. Without the use of my hands, I’m not much help when it comes to sucking Jason off. I just keep my lips open and my throat relaxed so he can use my mouth in any way he wants.

  Beck continues to finger me, replacing the others’ missing digits with four of his own. The others watch intently. My pussy is soaking wet and his fingers easily glide in and out of my silky entrance. He has an expert touch and knows exactly which buttons to push to throw me into a dizzying haze of bliss. My knees shake as he strokes my g-spot in a smooth, even rhythm. Not fast and furious enough to make me come just yet, but keeping me right on the cusp.

  Beck then wraps his hot mouth onto my rock-hard clit while continuing to work his fingers inside of me in tune with the thrust of my hips. He switches things up, kissing my thigh, replacing his fingers with his tongue, focusing solely on my pleasure. They all watch intently as my body writhes and twitches as Beck works me over to perfection.

  Jason runs his fingers through my hair, and grabs the back of my head, pushing his cock deeper down my throat.


  “Your mouth feels so good,” he says. I look up at him dreamily, unable to speak with my mouth full. The lusty, blissed-out look on his face is incredibly sexy. All of their faces have changed in this light. They all seem lost in their lust. I wonder if I look the same way. I must, because I feel the same way. “I wanted those pouty lips around my cock the moment I met you,” he says. He starts to fuck my face fast. “Damn, you know how to suck a cock, don’t you?”

  I feel like such a slut and I can’t get enough. It’s the most exhilarating feeling in the world. He pulls out long enough for me to catch my breath. A bead of pre-cum on the smooth head glistens in the twinkling lights. He coats my lips with it, then sticks it back in my mouth.

  While Jason throat-fucks me, I marvel in the feeling of what’s happening between my legs. I’m in heaven as Beck switches between suckling at my clit and licking long, flat strokes from my clit to my asshole. He spreads my legs a little wider and lifts my ass up in the air. I give an involuntary jerk as his tongue darts in and out of the sensitive entrance to my backside. I’ve never had a guy actually lick my asshole before, and if my head wasn’t clouded with lust, I might discourage it. But right now I’m up for anything, and it feels so good that I have no intention of stopping him. My body is their playground. I’m theirs to do with what they want.

  Jason starts to moan, the sounds growing louder with each thrust into my mouth. I know he’s close.

  “Want me to pull out?” he asks, out of breath.

  I reply by sucking him harder. He smiles and brushes the hair off my forehead. “That’s my girl.”

  He sends the length of his dick deep into my throat until my nose is up against his dark curls. Two more deep thrusts into my mouth and he explodes. Rope after rope of hot cum hits the back of my throat until he’s empty. I swallow every drop. He pulls out and I gasp in a deep breath. He leans over and kisses me long and deep. I find it kind of hot that he doesn’t mind kissing me after he shot in my mouth. None of my exes would’ve done that. They were always prudish and boring in bed. I have a feeling I won’t have to worry about that with any of my bosses.