Fantasy Fulfilled Wor Trip

I thought it would be obvious but apparently not.. I mean they call me Donna and rightfully so. You think I would forget to book my own car or hotel room? Psh, naive men.

Ive been attracted to Kyle since the moment I laid eyes on him. You see, most of the agents I work with have been with the company since the beginning if their careers... this made them complacent and dull. The day Kyle joined the team was the day my life got interesting.

I could no longer focus as work. He was always so close, it made it impossible not to find a reason to be near him. He smelled so clean and inviting. He had a beautiful mind, innovative and progressive. He was the breath of fresh that my company needed. And as it turns out, that I needed.

After many months of overwhelming daydreams and dirty, dirty thoughts... I finally spotted my opportunity. Kyle was asked to help another agency and I made sure I was the next name on that list. I knew if we were in a different place, I could convince him that no one would ever know if he let me suck that tantalizing cock of his.

Part of me thinks he knows how much I desire him and he intentionally toys with me on the daily. He comes to work in polos that are half buttoned, showing me his chest. Stretches every time I'm near, teasing me with that stomach I want to grab from both sides and thrust into me. Then there is the shorts. Holy Fuck the shorts. They come just above the knee when he stands but when he sits.... mmmm, they rise so far up and hug him in all the right places.

So no, I didn't forget to book my own accommodations. I was determined to "accidentally" be alone with Kyle.

Once we made it to the hotel, we made our way to the front desk to check into our rooms. Kyle gets his room key and they start to look for my reservation. Nothing. Kyle laughs and asks if I didn't know I had to book this either. I casually ask the desk concierge if they have any extra rooms available. Kyle instantly pipes up that he has a suite, a king bed with a living room that has a pullout bed. He insists that I just stay with him so we can save the company some money. I mean of course he would after I took him deep in my throat and swallowed all his cum. I think he liked what he had just received and was hoping for more...

We get our room keys and head up to check out our room. It is in fact a king suite and it is super nice. We put our stuff away and I ask Kyle if he had any plans for the evening. He said he had just planned on turning in early, it was a long day of travel and we had an early morning with a full day of training seminars to attend the next day. I teased that he was boring and said I was planning on taking full advantage of this trip and told him about some of the places I was excited to visit in the evenings. One really seemed to catch his attention. It was this really cool speakeasy located half a block from our hotel that offered live music and fancy cocktails. He said he would go with me as long as we didn't stay out too late. Little did he know, there was another reason I was eager to check this place out, but he would find that out soon enough.

After a quick shower and an outfit change, I was ready to go. When I came out of the bathroom, Kyle just kind of gawked at me. Mission accomplished. I was wearing a black dress that hugged me in all the right places. It had a halter top with a cleavage dip that went almost to my belly button. My tits were on full display and it was just short enough that if I made any sudden movements, it was sure to give someone a peak that I wasn't wearing any panties. Not that I planned on doing that, but it was a fun thought. He grabbed his wallet and we headed out the door.

The website didn't even do the speakeasy justice. It had a certain sexy elegancy to it, there were several chandeliers and everything was white. We sat at the bar drinking the bartenders drink of choice while bullshitting about anything and everything. That's one of the many reasons I enjoy Kyle, he is so easy to be around. We weren't really pacing ourselves because we knew it had to be an early evening, so before I realized we were already several drinks deep. This gave me the courage to bring up something in particular I hadn't mentioned about the place yet. I asked Kyle if he was open to a bit of a naughty surprise and shared with him how I really wanted to use this trip to let loose and get out of my comfort zone, since we were halfway across the country and I didn't know anyone. He agreed to humor me and I was elated.

I grabbed Kyle's had and pulled him up to the bar with me. I asked the bartender how we could access the playroom and she gave us a devilish grin. She led us down a series of hallways before leaving us at the entrance. She told us she would have to take our phones and then we were free to go in. Phones in hand, she headed back down the hallway, leaving Kyle and I alone standing in front of the playroom door. He starts telling me that he isn't sure that this is something he is down to do, and I explain to him that I wasn't expecting him to participate and that I just wanted to watch the show.

With less hesitation that I expected, Kyle knocks on the door. We enter and it is like an entirely different world. The room is dimly lit and everything is either black or red. There are a mix of people, some fully clothed standing around watching, and some completely naked in cages. Some of the cages are solo acts, there's a woman sitting with her legs spread apart and a vibrator inserted inside of her. Her head is tilted all the way back and she is moaning with pleasure. In the cage next to her is a man sitting in a chair with a woman straddling his cock, riding him. Her ass is big and beautiful, bouncing up and down while he sucks on her nipples. I am so turned on but am unsure what to do. I look over at Kyle who I see is trying to conceal his hard on. He tells me he isn't sure he can stay here and just watch and I agree, this is so much more than I expected. We make our way around the room like we're at an art exhibit, stopping and carefully studying each piece.

After about an hour of observing, I am slightly regretting the lack of underwear choice and fearful that my wetness is going to start running down my leg. I've watched Kyle adjust himself more than a handful of times, sometimes with his hand lingering on his shaft a little longer. That's when I see her, a petite blonde with big blue eyes, standing across the room. She's wearing tight leather pants with a matching crop top. Her breasts are small and perky, and I can see her nipples from where I stand. I notice she is watching the first woman I noticed, the one alone in the cage, pleasuring herself with different toys. Her hand hovers over her own crotch, but she isn't quite touching herself.

As people make their way to pass in front of me, I take a step back to move out of the way. I accidentally back up, right into Kyle's hand. Now typically this would've been uneventful but with Kyle sitting in a chair behind me and with my short dress, this made his hand go directly in between my legs. His hands must've been sitting on his lap because I felt his knee but then I felt a warm palm graze over the edge of my pussy and then up my ass. He pulls away quickly and apologizes. I don't move away from him but instead turn my head around and look at him, ass resting against him. Staring right into his eyes, I tell him that I didn't mind and asked if he could tell how much this room was turning me on. With a dark look in his eyes, he lifted his hand and placed it in front of my face. He said given how wet his hand was, he had a sneaking suspension. I don't know what took over me but right then I opened my mouth and slowly slid it over his fingers, tasting myself and licking my juices clean from his hand.

I turned back around and saw the sexy blonde was in the same place but now she was looking right at me. She smirked and licked her lips. I didn't know if I was imagining it or if she was turned on watching me. I whisper to Kyle about my suspicions and he says, "do you want to find out"? I nod avidly. He stands up behind me and starts running his hands up the sides of my legs, lifting my dress slightly. As he moves his hands inwards and cups my asscheeks, I stare at the mystery girl and she raises her eyebrows. At that moment, Kyle moves one hand around my throat and uses the other to thrust his fingers into my pussy. I moan hitches in my throat. The woman across the room starts making her way toward us.

Kyle pulls out of me and pushes his erection against the back of me as he breathily whispers in my ear, "I think she liked what she saw". The distance closes between us and the woman introduces herself as Sydney. The three of us talk for a bit and find out that Sydney is not from around the area either and had never been to a place like this before. We all really seemed to click well and I was really enjoying myself. I looked at my watch and realized it was past the agreed upon time to leave. I ask Sydney if she wants to come back to our hotel bar for a drink, that way Kyle can go to bed to be rested for the morning and I can maybe have a little fun.

Me and Sydney sit at the bar for about an hour, just talking about life. The conversation got a little heated when we exchanged our reasons for wanting to visit the playroom and she rested her hand on my leg. Her hand glided upward slowly and I grabbed it to stop her. "Let's go up to my room", I let out with a shaky breath. "Aren't you sharing a room with Kyle, won't he be mad", she asked. I told her about my low key sexual obsession with Kyle and how I thought the two of us could show him a good time. She placed some cash on the bar and stood up, gesturing for me to lead the way.

We get into the room and Kyle is still awake. He is laying in bed with his shirt off, in his boxers, reading a book. Feeling ballsy, I walk straight up to him and ask if he took care of himself already. Apparently he was feeling the same because he responded with, "nah, I thought you might take care of that for me". I smile and tell him and that I would love to, but I'm going to tease him a bit first.

I instruct Kyle to move to the chair that sits facing the bed. He does as he's told. I gesture for Sydney to come stand next to the bed with me. I slowly pull her top of her head and with a pleasant surprise find out she is not wearing a bra. I trail little licks and kisses along her neck and chest, until I reach her nipple. I suck the peak into my mouth and graze my teeth on it softly. She moans and starts taking off my dress, followed by her own pants. We get on the bed and I lay her down on her back, positioning myself between her legs. I am facing Kyle because I want to see his reactions just as much. He's stroking his cock on the outside of his boxers already.

I start at Sydneys ankle and make my way all the way up her leg until I feel the heat of her close to my lips. I kiss on the outside of the right lip, then the left. I open my mouth and let out a warm breath directly on her pussy and she shivers. I press my lips against her and she is soaked. I pulled my mouth apart and let my tongue slide out and onto her clit. She lets out a moan that makes my own pussy twitch. As I work my tongue up and down her clit and in and out of her hole, I glance up at Kyle. Never letting my tongue leave her, I make eye contact with Kyle as he pulls his boxers off and wraps his hand around his cock. The faster I lick Sydney, the faster he strokes himself. I thrust two fingers in Sydney and she tightens around me, body convulsing as she cums.

Sydney wastes no time getting on her knees and rolling me over on my back. She starts licking my pussy and moaning about how wet I am. Kyle is still touching himself, faster now, and I tell him to stop. I signal him over to the bed. He walks over, dick hard and sticking straight out. I am laying on my back with my head hanging over the edge of the bed and his cock is right next to my face. Leaving my mouth open, I ask if he wants to put it in. He grabs it and taps his head on the tip of my outstretched tongue. When he tries to push further in my mouth, I raise my arms and grab his sides, pushing him back. "Wait", I say, "I'd like to try something else first if you'll let me". This all comes out in a choked breath because my god can this girl eat some pussy, she already has me so close.

I instruct Kyle to turn around and face the wall. I tell him that he has to stop me before he cums, because I don't want that load to go to waste, I want to taste it. I am still laying on my back, head leaning slightly back, and now his ass is right in front of my face. I reach my arm up and around to grip his cock. I start moving my hand up and down, timing the strokes with the licks hitting my clit. I don't stop tugging his member as I dip my head a little further, placing my tongue on his taint. I lick very slowly, trying to gauge if he likes it. He starts moving into me and I can tell that he does. I move down to his hole and circle it a few times before letting the tip of my tongue apply pressure. He moans and starts talking about how good it feels, which turns me on even more and I know I'm about to cum.

It's then that Sydney retracts her own tongue, and begins pumping her fingers in and out of me. I release Kyle and tell him to turn around. I'm rocking and moaning, telling the room that I'm about to cum. I tell Kyle I want him to cum at the same time as me and place my lips around the head of his cock. Every time Sydney shoves inside me, it rocks my body toward Kyle and forces my mouth all the way down on him. The head of his cock is hitting the back of my throat with each movement and I can see how much he loves it. He raises his hands and places them on my breats as they bounce around. Sydney pushes inside me hard, one final time and I start to cum. As I cum my throat tightens around Kyle's shaft and he screams out in pleasure. He squeezes both of my boobs as he shoots a giant warm load straight down the back of my throat. As my body convulses with Sydney's fingers still inside me, Kyle keeps himself all the way in my mouth for a couple of seconds as he quivers and drains everything he has.

We all climb into the bed, breathing heavy, and worn out. We all lay side by side, gently rubbing whatever body part is closest to us. I lay there in pure bliss, having a hard time believing that just happened.

I can't believe this was only day one of this trip...