I am confused with myself for not telling Rick what I witnessed. I guess I just didn’t want to upset him anymore tonight. He doesn’t need to hear what a bastard Kenny is, he already knows that. Or maybe I didn’t want Rick to notice that it really got me going or perhaps it’s some darker reason. To ease my mind, I decide that I need to dance; in a hurry to find Rick, I turn quickly and bump right into Kenny.
“Oh, Hello Kenny, I did expect to see you.”
Kenny says, “Well it is my party. I do have to make an appearance.” With a cocky grin he leans in close and kisses me on the cheek, “Happy New Year Charlotte. May I tell you that you look stunning tonight? I love the red dress. Gorgeous!”
Slightly embarrassed and feeling uncomfortable I say meekly, “Thank you.”
Kenny continues, “I spent the last ten minutes talking with Rick. He seems to be in a very good mood. He’s very social tonight. Summer convinced him to join her on the dance floor. So I am guessing that you didn’t mention anything about the events from earlier.”
Trying to keep my anger in check, I say, “You mean when you were fucking the valet girl doggie style in the restroom? No, I decided not to share that with Rick. He doesn’t need to know.”
Kenny put his pointer finger up to his face making the shhhh sign. Then he says, “So I can trust that it is our little secret?”
Before I could answer, Dave Irish joins us and saves me. Dave interrupts and says, “Hi Kenny, great party. Hello Charlotte, is now a good time for the dance you’ve been promising me?”
I say, “Yes Dave, it’s an excellent time I love this song. Let’s go.” I grab Dave by the hand and walk towards the middle of the dance floor. I look back at Kenny; he is watching us and gives me the same finger signal from earlier. I smile back at him brightly and give him a finger signal too, but it wasn’t my pointer finger.
On the dance floor I feel great. I know how to dance and love to shake everything I have. Trust me, I don’t hold back. Dave is not a good dancer. He is struggling to keep a beat. I notice a younger man next to me trying to work his way closer to me, his eyes watching my legs as my dress rises higher as I dance. The young man holds my gaze as I dance lower and my dress rises even higher. He smiles enjoying the view of my panty clad pussy. I love to tease and I am so horny. I decide that I am going to give Dave a little thrill.
I start by holding his hands and helping him move. We dance together moving our bodies back and forth and side to side. My tits hit into his chest and our lower bodies bump together too. Dave is clearly having fun. The song changes and the beat is more of a bump and grind, I just go with the flow and Dave continues to follow me. I move in close, our lower bodies are touching and grinding. Dave is enjoying the movement and his great view of my titties. I know he is excited but I don’t really feel the swell of his cock. I think, “Am I losing my touch?”
Concerned with my inability to excite Dave, I decide to use my best weapon; my ass. I turn my back to him and start to gyrate against him. I move his hands to my hips. I am working my ass into his cock. I still am not getting the affect I am looking for so I reach back to the front of his pants. Dave leans forward and I can hear Dave moan. He whispers in my ear, “Please, don’t stop.”
My hand finds something in his pants; it feels like a roll of pennies in his pocket. Apparently, Dave has been hard the whole time we were dancing I just couldn’t feel it. I continue to stroke him with my ass cheeks. Then I hear him again, “Oh no, oh no…” those are Dave’s last words as he ran of the dance floor. I smirk and think, “Another satisfied customer.”
I start to walk in the direction of the young man I teased earlier. But quickly get cut off by Kenny. He starts dancing with me and I go through the motions; just trying to appease our host. A slow song starts playing and Kenny pulls me closer. I resist the best I can and try to ample space between our bodies. I think, “The nuns from my high school would be so proud of me for keeping a big gap between our bodies.” Although my dance partner Kenny is doing everything he can to close the gap.
Kenny leans in close to my ear and says, “I need to talk to you privately to discuss a business proposition.” While his right arm grasps me a little tighter.
I reply, “Do tell.”
Kenny says, “Not here. We can go somewhere quiet after our dance.”
I reply, “Okay.” Kenny starts to grind against me and I do not have to guess if he is getting turned on. I can feel this one for sure. His face is close to my ear and I feel his warm breathe down my neck. His right hand is moving lower on my back forcing me to rub my pussy against his growing cock.
Kenny whispers close to my ear, “I really like your shoes.”
“What?” I reply.
Kenny says, “While I was fucking that valet girl, I couldn’t help but notice your black patent leather pumps with the red soles. They’re fucking hot! They’re a famous designer right? They cost around five hundred bucks?”
Confused to the questioning and annoyed in general, I answer, “Christian Louboutin is the designer. The cost is closer to nine hundred dollars.”
Kenny says, “Holy shit! You paid nine hundred dollars for one pair of shoes? How many pairs do you own?”
I respond, “I have these and a pair of black knee high boots.” It’s clear to me that all this shoe talk is getting Kenny even more excited.
Kenny smiles and says, “Very nice. I love them. Do you own any red pumps like those?”
I reply, “I don’t have a pair of red Louboutin yet. But I hope to very soon.”
Kenny pulled back to look me in the eyes, with a mischievous grin on his face, he says, “I will buy them for you if you do me a favor.”
Feigning anger, I look him in the eye and say, “I am not fucking you for a pair of new shoes.”
Kenny responds, “Charlotte, I would never expect that from you. I know you’re a lady. It’s much easier than that. All I want you to do is go to the ladies room, remove your bra and meet me in the billiards room for a game of pool. It’s a very simple request. I’ll be waiting there”
I am slightly insulted but also intrigued; I turn and walk to the bar. On my way I see Rick dancing a slow song with Summer; her big fake tits pressed tightly against him. I just shake my head. My bartender friend sees me approaching and has a shot of Don Julio waiting for me. I smiled brightly, lifting my glass and saying, “Gracias.” The shot gave me a warm feel all over and extra confidence to shoot pool. Before the bartender knew what happen, I hand him my bra and tell him to keep it as a tip. He smiles and I let out a laugh as I walk away.
The billiard room is on the second level, as I walk the stairs everyone below gets a good look up my short dress, at least I am wearing nylons. I hear the sound of balls slamming together and follow it to a door down the hall. I pause to decide if this is a good idea. The alcohol in my blood stream gives me confidence; I think, “Here goes nothing.” With butterflies dancing in my stomach I slowly turn the knob and enter the room.
The billiard room is more than that, it’s a man cave. My eyes quickly scan the room, the walls are covered in sports memorabilia, signed, framed professional jerseys and flat screens hang on the walls, photos from major sporting events like the Kentucky Derby and the Super bowl. And more photos of Kenny posing with athletes or politicians all signed and displayed in various places in the room. The regulation pool table sits in the middle of the room surrounded by leather sofas and chairs that make the room feel rich and sophisticated. It smells good too. I love the feel and smell of expensive leather.
Kenny hears the door close and looks in my direction but says nothing as his eyes try to drink all of me in. I walk with confidence heels clicking on the floor ass swaying under my tight dress, braless tits with erect nipples on display as I strut to the table across from where Kenny is standing. I lean forward placing my hands on the table causing my tits to bunch together and stick out more prominently.
Finally Kenny speaks, “Wow. Fucking wow! I wasn’t sure you’d show up. It looks like I owe you a pair of shoes. “
I smile and say, “Actually, a pair of Louboutin shoes.”
Kenny says, “That’s right. You should probably write that down for me.”
I reply, “I’ll make it even easier for you. Go into the city to the Neiman Marcus located downtown, find the women’s shoe department and ask for Emily, tell her the shoes are for Ms. Charlotte.”
Kenny replies, “That’s simple. I will get there this week. I always keep my word to a beautiful woman.”
I smile, “We’ll see.”
Kenny smiles back and says, “Trust me.” Then he walks to the table and grabs a remote control. He hits a few buttons and the room goes dark except for the pool table and the floor surrounding it. Kenny turns back and facing me and says, “I’d like to play a game of pool and talk to you about a business proposition.”
I reply, “I am not much of a pool player but I am quite interested in your business scheme.”
Eyebrows raised, Kenny says, “It’s not a scheme it’s a deal; a win-win deal from my perspective. Please grab a stick while I rack the balls.”
I walk heel to toe over to select a pool cue. I can feel Kenny’s eyes watching my ass sway as my dress inches higher up my legs. I smile to myself and think, “Those four years in college that I tended bar at my best friend’s pool hall might really come in handy tonight.” I turn with cue in hand and ask, “Is this a good one?”
Kenny sighs, “They’re all good. Come over to the table, I’ll let you break.”
I walk back and stand at the opposite side from Kenny. I take the cue and lean over the table my tits are practically falling out of my dress. Kenny is staring at them from the other side of the table just drooling.
Kenny says, “Nice form! It looks like you know what you’re doing. Make sure you stroke the stick at least three times before you hit the cue ball.”
Intentionally, I hit the cue ball off the table and it rolls under a chair, saying “Oppps, sorry about that.” Kenny scrambles over and retrieves the ball and walks back over to where I am standing.
He says, “Here you go. Just try again. I’ll help you. First you should probably chalk up.”
He wraps his left arm around me while grabbing the stick he has the chalk is in his right hand as he covers the tip. I am wrapped in his arms as he presses himself against my thigh. He finishes chalking and releases the stick to me, I take it, purse my red lips together and blow the excess chalk of the tip. Kenny releases a deep sigh.
I bent forward to position myself to break. I could feel my dress move higher up with Kenny standing directly behind me I knew Kenny had a great view of my long legs. I looked back at him asking, “Does this look right?”
Kenny coughs and says, “It looks great but you need to bend this leg a little more.” He moves forward to help me, grabs my right thigh and moves it back slightly while he nestles his pool cue against my ass cheeks. He says, “That looks better now,”as he pushes his stick tighter against my ass. I just let him leave it, why not; it feels good to have something between my legs.
I hit the cue ball and it slams into the rack. I stand up straight and walk to the other side of the table. It’s clear to me that Kenny is enjoying the game so far, it’s too difficult for him to hide his excitement. He is not trying to conceal the tent in his pants.
I say, “I didn’t get anything in. I believe it’s your turn. Please tell me about the business opportunity?”
Kenny approaches the table, looks at me and says, “Here’s the situation, I have a really big client that needs a project up and running in six months. Typically this type of project would take 9-12 mouths but they can’t wait that long and they are willing to pay extra if we can meet their deadline. I have three different project managers that have the skills to get this done and Rick is one of them.”
I interject and say, “That’s great.
Kenny says, “Not so fast. All three of them will want this project. If they can complete it on scheduled for this client it will surely solidify their reputation in the Industry. But the best part is it comes with a completion bonus of 10%.”
I ask, “How big of a project are you talking about?”
Kenny smiles wickedly and says, “Five million!”
I say, “Wow!” and I think, “That’s a five hundred thousand dollar bonus. Rick could use that to restart his own company. This would be the best thing that happens to Rick in a while.” I say, “Well Kenny, if you are as smart as everyone says you are, you need to give the project to Rick.”
Kenny says, “Hold on a minute, the other two guys are just as talented as Rick and they have been with me for a much longer time.”
Frowning I ask, “So, then what’s the catch?”
Kenny looks at me with that cocky smile and says, “You, you’re the catch. Rick will be super busy for the next six months, you’ll be lucky to see him never mind fuck him. So, what I want from you is one date for each month that Rick is on the project. It’s really a win-win”
I say, “Let me understand this, you’ll give Rick the project if I agreed to go out on a six dates with you?
Smirking, Kenny says, “That’s the deal on the table.”
I say, “I can tell you’re serious.” Kenny nods. I roll my eyes and say, “Please tell me; what is your definition of a date.”
Kenny stares at me confidently and says, “Charlotte has it been that long since you’ve been on a date? A man and woman go out for the evening, have dinner, maybe see a show and then have a wild session of consensual sex.”
I look at his cocky grin and I say, “You are a real bastard!”
Kenny says, “Is that a no? If not, let’s finish the game of pool and then you can give me an answer.”
I look at him straight in the eyes and say, “I believe it’s your turn.”
Kenny walks up to the table and shoots quickly, he misses and now it’s my turn again. I am feeling good. I am confident I can win this game. I walk around the table to take my turn and end up standing right in front of Kenny. I bend over to take my shot and my butt is up in the air and my dress has raised high on my thighs. Kenny gets flirty and puts the bottom of his pool cue against my calf. Then he starts raising it, rubbing it up my leg to the middle of my thigh, I am getting excited, my mouth is dry and my pussy is wet. I hit the cue ball but totally miss the shot. I am too distracted by the leg massage from Kenny. My breathing is getting deeper and I lean in towards the table and spread my legs farther apart. Kenny’s stick continues the assault on both of my legs and I am doing nothing to stop it. Like an animal sensing fear, Kenny steps forward moving in for the kill.
I say, “What are you doing Kenny?”
Kenny replies, “Relax Charlotte, if you’re cooperative little slut, I may consider counting this as date number one.”
Kenny presses himself against me as I stand legs spread wide with my thighs touching the pool table. My head is spinning so I close my eyes to try and enjoy the moment. First, he reaches around to the front of my dress and slowly lowers the zipper. My body tenses with anticipation. He grabs the dress from around my shoulders and pulls it down exposing my entire upper body. My nipples are hard as rocks and pointing to the ceiling. Kenny moves closer, he face is right near my ear I feel his hot breath and he whispers, “I love your natural tits; they look so yummy. I can hardly wait for a taste.”
His cock is hard and pressing on my ass. His hands are squeezing my breasts and his thumbs playing with my nipples as he pulls me backwards so I am tight against his chest. With my eyes shut tight, I try to stifle a moan but I can’t, I say, “Aaahhh, mmmhhh.”
Kenny takes it as encouragement and pinches my nipples harder and grinds his cock into my ass. I am feeling very excited and I am sure my pussy is dripping my love juice. He releases my tits and his hands lightly caress my shoulders, upper back and down the sides of my body giving me little goose bumps in the process. He rests his hands on my hips, leans his body against mind and whispers in my ear.
Kenny says, “I love the way your tight dress frames your beautiful round butt so perfectly.”
An involuntary sigh escapes my lips as I push my ass backwards into his hard cock. With his mouth still touching my ear, Kenny continues, “But these nylons have to go!” With that, he reaches up my skirt to find the top of my nylons and then pulls them halfway down my legs.
I can feel the cool air on my legs and exposed ass, it gives me another chill and more goose bumps. The nylons give me a restrictive feeling, so without opening my eyes or looking back I say to Kenny, “Take them all the way off.”
I can feel Kenny’s cocky smile as he says, “As you wish.”
Kenny kneels down behind me and slowly removes the nylons; first my right leg and then my left. He begins rubbing my calves as he is working his hands up; maneuvering towards his goal.
I break the silence and say, “Help me put my shoes back on and hand me my nylons.”
Kenny says, “Yes Ma’am. I love to fuck a woman only dressed in her high heels and g-string.”
I take the nylons from Kenny and notice that they are covered in my wet pussy juice. I decide that I won’t be able to wear them later tonight so I place them in the side pocket of the pool table. Almost in a sexual trance like state, I reach down and grab the bottom of my beautiful red dress and pull it up over my head. I place it gently on the corner of the table. I stand facing the pool table wearing only my black patent leather pumps and my glistening g-string. Kenny takes the liberty of pulling my black g-string down; stretching it between my ankles. Then he gets busy licking, rubbing and worshiping my long sexy legs.
My sexual tension is at an all-time high. I am ready for satisfaction. I reach back and grab Kenny by the hair and pull his face up into my ass cheeks. I hear him let out a loud moan. I lean forward placing my elbows on the table to give him total access to everything I want him to lick.
I am doing my best to enjoy the moment, but honestly Kenny is not that good at giving oral sex. I cannot tell if he’s never done it before or he just isn’t trying. Either way, I need a release. I continue riding his face; his nose is bumping up against my rosebud and his tongue is attaching my wet pussy lips. He’s finally found a good rhythm and I help by rocking back into him. My hard nipples are rubbing the green felt of the pool table; it’s a truly erotic, sensual feeling and chills run all the way down to my toes.
With sexual tension in my voice, I say, “Finger my cunt, you bastard.” He does as instructed, first one finger and then a second. This is feeling good so I pick up the pace rocking harder against him. I have built to this moment all night; my frustration is coming to an end as finally relief is here. I begin gushing all over his face and squirting my juices everywhere. Every part of me from the waist down is soaking wet. I moan out, “Aaahhhh, fuck. Hmmmm, yes finally.”
Kenny still kneeling behind me, and the first words out of his mouth are typical, he says, ”Hey, what about me?”
I say, “Don’t worry; I have a plan for you. Have you ever experience a butt job? If not, you’re in for a real treat.”
With a confused look on his face, Kenny says, “I’ve had blow jobs, hand jobs and tit jobs never a butt job.”
I reply, “Well if you want to try one, stand up and pull down your pants.”
Kenny stands, undoes his belt and pulls his pants and underwear down below his knees. His cock is at full attention. It’s not nearly as big as Rick’s cock but it will do.
I say, “You’ll need to trust me. This will be an experience you need to feel to believe. Do you trust me Kenny dear? If you do trust me, just nod.” To my deepest surprise, Kenny nods his head up and down.
I continue, “Stand right here. Put your hands behind your back and enjoy.”
I bend over placing my hands on the side of the pool table my ass is inches from Kenny’s erection. I start to sway my in a circular motion, first to the right and then to the left, I see that Kenny is memorized by my luscious booty. I wiggle it, jiggle it, I am putting on a great show and then I push backwards into his cock. I continue to sway with my ass brushing and rolling over his cock, teasing him with the soft touch and then moving away. I feel Kenny pushing his hips forward so I say, “Stop pushing into me. You need to trust me and be patient. Do you understand?”
Kenny says, “Yes, I’m sorry. It’s just that your ass is so gorgeous and you really how to move it. I’m so fucking hard and I want to cum so bad.”
I reply, “You’ll cum when I want you too and not a minute before. Okay?”
Kenny meekly responses, “Okay.”
I continue the teasing assault on his cock. My ass and pussy are still wet and slippery from my earlier orgasm. I slowly wipe my hand between my legs to gather a good amount of juicy wet stuff and then I reach back and rub it off right between my cheeks. I position myself so Kenny’s cock is in my crack then I begin bending my knees and moving in an up and down motion. All the way up to the tip of his cock and the back down to his balls. I can hear him moaning as I am painting his cock with my juices.
I continue this very slick and exotic rubbing for a few minutes before changing the pace to a circular motion as I bend on leg forward and the other leg back. Kenny’s cock is moving in and out of my very wet crack and I hear his breathing is getting heavier. I rise up on my toes and the tip of his cockhead gently touches my pussy lips, he tries to push forward but I move and his cock slides the length of my ass cheeks. It feels so naughty but oh so good. I enjoy being in control and teasing this bastard. But now it’s time to make him pop.
I reach back and grab my ass cheeks spreading them wide enough so that Kenny’s cock fits nicely between them. With his cock nestled in my cheeks I begin to flex and release, flex and release essentially squeezing his cock with my tight ass. Kenny moans loudly. I begin to move my ass in a slow up and down motion; as I continue to flex and release. I am milking his cock using my ass instead of my hand and Kenny absolutely loves the sensation. Kenny leans forward into me and I start to pick up the pace with long hard strokes of his cock. I move my ass all the way down his shaft then I squeeze my cheeks together and pull it all the way up. My ass is milking his throbbing cock. I know just what to do to bring him to the point of no return; I reach between my legs and firmly grab his balls.
Kenny speaks, “Oh fuck Charlotte, you’re going to make me cum. You ass is so fucking unbelievable. Please don’t stop.”
I say nothing and continue to stroke and squeeze his cock with my ass. Kenny grabs my hips and begins pushing hard against me.
Kenny says, “Oh no, oh no… I’m ready to cum all over your hot ass.”
I quickly reach back and grab his big cock with my hand applying hard pressure to the area right below his cockhead. The grip I have on his cock prevents him from ejaculating or anything else. He stares wide eyed at me, his eyes are pleading with me to release my grip. I hold on tightly and tug his cock up and down.
I say, “Let’s have a chat, shall we. You want to shoot your big load and I want you to give Rick the big job. So, here’s the deal. Tonight counts as two dates which means you only get four more over the next six months. I have final approval on the details of the dates; where and when they will occur. Do you agree with these terms?”
Kenny nods his head up and down.
As I lick my red lips, I say, “Very good. Let’s finish this off then.” I lower my lips and give his head a little kiss and stick my tongue in his hole. Kenny moans. I raise back up and stroke his cock at a faster pace. He’s ready to pop. I put my lips up and against his ear and I say, “Show me what you have, lover.”
I loosen my grip on his cock and his first two streams of cum go right over the pool table, part of his third stream actually lands on the edge of the side pocket. I continue stroking him until I know he’s got no more left to give. Some of Kenny’s leftover cum is on my hand so I raise it up to his mouth. He shakes his head no. No problem, I wipe my hand on his shirt tail.
Then I look Kenny in the eyes and ask, “Was that good for you?”
He nods as he slowly catches his breathe and says, “Fucking unbelievable. I loved it more than you know.”
I say, “I am so happy for you. Where can I freshen up?”
Kenny points and says,”Behind the bookcase is a private lavatory. Please help yourself.”
I grab my red dress off the pool table and confidently walk off in the direction of the lavatory. I am going to try and wash off the events of the evening. I remind myself that it was for a good reason because I am fairly certain that I secured the big project for Rick.
I look back over my shoulder and see Kenny standing in the same spot still trying to catch his breath.
