My 5 Bosses

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.