"Yes sir," I said, "Great, I'll see you on Monday. Thank you".
Hell yeah!! I had just gotten a job with one of the largest real estate firms in New York, & I was jacked. I had started selling part time when I was in my early twenties & had worked with several smaller companies over the years; however, working for Tyler, Lockett, & Barnes would be my best opportunity yet. They specialized in high end listings all over New York City & they did a little bit of everything, apartments, condos, townhomes, even some commercial listings. This would be a fantastic opportunity to learn & expand my own portfolio, also picking up some good contacts along the way.
I arrived to the office early on Monday morning, excited to start my new job. I went downstairs to the HR department first to fill out all of the paperwork required, then upstairs, to the 15th floor to meet with the management team that I would be working directly with. After a quick briefing of the listings our team was responsible for, it was time for the Monday 10AM in the main conference room with the partners. This meeting was held weekly with each sales team to individually address their listings, progress toward their monthly & yearly goals, & to discuss all upcoming open house or potential client meetings.
We walked into the conference room a few minutes before 10 & all took our seats. Our team leader, John, took a seat up front facing the partners desks & we all flanked in behind him. The partners came walking in a few minutes later. First, Mr. Barnes, an older gentleman of about 65, followed by Mr. Lockett, also an older gentleman in his early to mid 60's.
Then Cassandra Tyler walked in. Oh my God!!
She was drop dead gorgeous. She reminded me of a younger, hotter version of Naomi Campbell. She was much younger than the other partners, probably mid 30's if I had to guess, & she was tall, really tall, probably 6'3" or better, with long, dark brown hair. She had a slim, athletic build, with firm, toned legs that appeared to go on for days. She wore a sheer white top which contrasted nicely with her dark skin but did little to hid her lacy black bra & ample cleavage beneath. She had on a skin-tight pencil skirt that did well showing off her toned physique, showing all of her curves in all of the right places.
"Good morning everyone," she addressed the room. "Hopefully everyone had a nice weekend because it's time to get back to work. John, the partners & I have great concerns about you & your team's progress this past month. At this current rate, you will fall well below your goals for the '18 year. Do you have any specific plans to rectify this?? If not, we will be forced to micro-manage your group much closer as you don't seem to be doing a very good job."
Shit, I thought, she's a real ballbuster. I was impressed with how she commanded the respect of everyone in the room though. She had an air of superiority about her, not in a condescending way, but just a confidence with how she carried herself, somehow, that actually made her even hotter.
"Well??" she said. "Anything??"
As John stammered around talking about more showings & using better caterers at open houses, Ms. Tyler's patience was noticeably wearing thin.
"You give us this same bullshit every time John, & frankly, we're all sick of it because you aren't producing any results. You have to end of the day to clean out your desk, please go." She said, very matter of factly.
Damn!! I thought, Ms. Tyler don't fuck around.
"Since your team leader was incapable of doing his job, I will be taking his place in the short term until we can find a replacement or until one of you proves yourselves capable of taking over," she said, addressing us. "I will meet with you all later this afternoon so we can outline what I have in mind moving forward."
Well, the good news is I'll get to work directly with Ms. Tyler, I thought. The bad news though, is that if we don't get our shit together, she might skin us all.
Later that afternoon, Ms. Tyler told our team about an opportunity the firm had to secure a new listing with a major developer. It was a new, 10 story luxury apartment building overlooking Central Park. It was going to be state of the art with every amenity possible. We were one of three firms pitching the developer to land the deal & Ms. Tyler would be taking the lead with us as her support. We would be given one of the completed apartments to stage, list, market, & ultimately, sell. The firm that did the best would get the listing for the remainder of the building. This was a massive opportunity for not only the firm & our team, but for me personally to show to Ms. Tyler that I would love the opportunity to lead this team in the future.
Over the next few weeks, I worked harder than I ever have before. Ms. Tyler was very demanding, insisting that every detail be perfect & up to her exacting standard. The furniture, the décor, the food, the wine we would serve, the music, she had her hands in absolutely everything & nothing happened without her approval. Two of our team members couldn't handle the pressure & resigned; however, Ms. Tyler just continued to bulldoze her way through.
On the day of our big open house & the presentation to the potential client, I went over the apartment early to do a run through of everything to be sure we were ready to go. It was several hours before the "show" was scheduled to start, but I didn't want any surprises. I began in the entry foyer & worked my way through the apartment checking every small detail, making sure flowers were right, pictures were straight, tables were clean, you name it, I checked it. I headed to the back where the master suite was located to check that out last, once I was satisfied everything up front was good. After a good pass through, I headed back out to the kitchen where I was going to start making phone calls to ensure all vendors were ready for tonight. As I rounded the corner, what I saw stopped me dead in my tracks.
As you exited the master suite, there was a long narrow hallway that led back out to the living room & kitchen area. Off to the right, on the back of the kitchen was a utility room that also had a half bath. When coming down the hallway, you could see directly through the kitchen & into the bathroom if the door was open. The rear wall of the bathroom was full length, floor to ceiling mirrored glass. Standing at the toilet, with her dick in her hand, was Ms. Tyler.
HOLY SHIT!! I thought, Ms. Tyler has a cock!! How can this be?? How can this gorgeous woman have a dick??
She obviously thought no one else was in the apartment, why else would she be peeing standing up with the door open. I quickly retreated back up the hallway, praying that she hadn't seen or heard me. There was no other way out of the apartment, so I couldn't just casually walk in & act like I had just arrived, so I decided to go back to the master suite & make enough noise that she would hear me. That way, I could act like I was tidying up in preparation for tonight, no harm, no foul.
I went into the master bath & turned the tub & sink faucets all the way on. I took out a rag & started wiping down the vanity. She should hear that, I thought. Sure enough, not two minutes later, Ms. Tyler poked her head into the bathroom.
"Oh shoot, you scared me Ms. Tyler," I feigned surprise.
"What are you doing here??" she asked, in a semi-demanding tone.
"Sorry, I just wanted to get here early & make sure everything was in order, it's a big day after all," I replied.
"It's Simon, right??" she asked.
"Yes, ma'am," I replied.
"Wonderful, that's the kind of commitment I'm looking for, someone willing to go the extra mile. Good job," she said as she turned & walked back out towards the kitchen.
I exhaled deeply, relieved that didn't go much worse. It seemed she bought it & was none the wiser.
That night went off without a hitch. We got multiple offers on the apartment & wound up selling the listing for more than the asking price. The developer was ecstatic & agreed to list with us right there on the spot. We were on cloud nine & Ms. Tyler seemed pleased with our work.
"Congratulations everyone, thank you for all of your hard work," Ms. Tyler said, a huge smile beaming on her face. "This is a big accomplishment for all of you & could lead to more opportunities in the future. Everyone enjoy your weekend & I'll see you all on Monday morning."
As I was grabbing my jacket to head home, Ms. Tyler took me by the arm & pulled me over into the entry foyer. "Simon, I'd like for you to come by my office tomorrow & discuss the possibility of you leading this team moving forward. I see a lot of potential in you & would like to discuss your future moving forward."
"Yes, ma'am," I replied, "What time should I come by??"
"About 3," she said, "And don't be late."
Once I got home, my head was spinning with all of the events that just took place. Was I going to get a promotion?? How would I do as team leader?? Did Ms. Tyler trust me to be team leader?? Why did Ms. Tyler have a cock???
Wait, what??
Why did she have a cock?? Did she see me?? Does she know that I saw?? Did she want me to see?? Oh shit, now I was psyching myself out. The truth was, I had no idea what she saw or didn't see & I had no idea what she wanted to talk about, all I could do was show up & see.
I arrived at Ms. Tyler's office the next day promptly at 3. She was already at her desk, working, and buzzed me into her office since no one else was there. Her office was huge, it was on the corner of the 15th floor & had large, floor to ceiling windows on two walls giving a spectacular view of the city. It was immaculately decorated & there were numerous framed awards & magazine covers detailing her accomplishments hanging throughout.
"Glad you are on time, I don't like to be kept waiting," she said, stirring me from admiring her office.
"Yes ma'am," I replied. "Your office is beautiful," I offered, hoping some casual conversation would soften the mood a little.
"Do you know why I asked you here today??," she fired back, obviously not interested in casual conversation.
"No ma'am," I answered, now practically shaking in my boots.
"I want to gauge your interest & your level of commitment to me & to this firm, & to see if you would be up to the task of being a team leader," she said. As she spoke, she got up from her chair & walked around to the front of her desk.
God, she was a vision. She had on a short miniskirt with black stockings & a white button-down shirt with the top three buttons undone. Her black bra was visible underneath as her shirt cascaded down between her breasts, giving me a wonderful view of her cleavage.
"Yes, ma'am," I replied, "I would love the opportunity & would work very hard for you."
"I know you would," she replied. Then, without warning, she started unbuttoning the other buttons on her shirt, tossing it aside when she was done. I shifted in my seat uncomfortably as my boss now stood before me in only her bra.
"Do you like what you see??" she asked, obviously noticing my discomfort.
I nodded affirmatively.
"Good, because there's more to show you," she said mischievously. "But I think you already know what else is there, don't you?? I think you saw me at the open house the other day, didn't you??"
Again, I nodded affirmatively.
"I thought so," she said, standing again & moving over to the side of her desk. "Well, since you ran off so quick, I thought maybe you'd like to get a better look."
With that, she reached behind her & unzipped her skirt, letting it fall down to her ankles. I gasped at the site before me now. Ms. Tyler was standing in front of me wearing only her black, lacy bra, a black garter belt, & black thigh-high stockings. She had no panties on, so her cock stood proudly out, exposed for me to see. Oh my God, it was magnificent!! Though not overly thick, maybe 2" or so, what she lacked in girth she more than made up for in length, her cock was at least 11" long, by far the biggest I had ever seen. Other than a small triangle patch of pubic hair above her cock, she was completely shaven, all the way down to her balls. She stood there in front of me, stroking her glorious cock like an ebony Amazon warrior princess holding her spear, ready for battle.
"Well," she said, "Like what you see??"
Yes, I did, very much; however, at that exact moment, I couldn't mouth any intelligible words.
"Take off your clothes," she commanded me.
Without thinking, I stood up & took off my shirt, I unbuttoned my pants & dropped them to the ground. I was now standing completely naked in front of my boss & her rock-hard erection.
"Hmmmm," she said, "with a cock that small, you may not be qualified for a management position."
She reached out & grabbed my cock. I wouldn't say I was small, well, compared to her maybe, but I was probably about average.
"This is the cock of a boss," she said, stroking her own cock in front of me. "Look how much bigger mine is than yours."
She held both of our dicks in her hand, stroking them slowly. Her cock was much larger than mine; however, right now, I didn't care about that, I just wanted her to keep rubbing my cock against hers. I let out a soft moan as pre-cum started to form on the head of my dick.
"Look at that," she said, "is my big dick making your little fellow feel good??".
"Yes, Ms. Tyler," I replied.
"Well," she said, "I think we still need to check some of your qualifications to see if you are the right person for this job, especially since your cock is so small."
She was emasculating me with her giant cock...& I was loving it!! I was so turned on by her humiliating me, I almost couldn't contain myself.
"I'll work extra hard Ms. Tyler," I said, "I'll stay after hours & do whatever I have to do to prove myself." I was feeling a little loopy from the wonderful sensation of Ms. Tyler grinding her own hard dick against mine, so I was a tad bit surprised by what came out of my mouth next.
"I'll suck your cock if you want me to."
Ms. Tyler stopped stroking & looked at me, she knew she had me at this point. "What was that dear, I didn't hear you," she said.
"I said I would love to suck your cock Ms. Tyler. Can I put your cock in my mouth??"
With that, Ms. Tyler pushed me back into the chair behind me & straddled me, her massive cock only inches from my face. "Is this what you want??" she asked, "to pleasure your boss, to suck her cock for your job??"
As I opened my mouth to respond, Ms. Tyler shoved her huge cock into my mouth. "That's what I thought," she said, "nothing but a little cock whore."
Her long cock invaded my mouth & slid easily down my throat. It was so big, I still had room to reach up & stroke the remaining length while I sucked. I reached my other hand down & grabbed her smooth, hairless balls & began to knead them. "Ohhhhhh," she purred, "I like that. A multi-tasker, I'll have to mark that on your evaluation."
I continued to suck Ms. Tyler's cock for all I was worth. I flicked my tongue around her head & licked up & down her shaft, all while pumping her cock & massaging her balls. "That's it baby," she said, "Get me nice & hard because it's going in your ass next."
I have to admit, that worried me a little; however, I was so turned on that I didn't care. If Ms. Tyler wanted to fuck me, I was definitely up for that. "Lie on my desk," she commanded, "I want you to watch me while I fuck you."
I practically leapt onto her desk.
Ms. Tyler stood between my legs & again started rubbing her dick against mine. "I think you like that, don't you??" she asked. "You like seeing what a real cock looks like & what it can do, don't you?? Tell me you want my cock, tell me you want me to fuck you with a real cock."
"Yes Ms. Tyler," I responded, "Give me your beautiful cock. Make me your fuck toy. Please fuck my ass Ms. Tyler."
I could feel her head pressing against my asshole. I tried to relax as best I could to allow her inside. "God, you are so tight," she said, "I'm going to enjoy breaking you in & making you my personal cum slut. Is that what you want?? Do you want to be my assistant so I can take you whenever I want?? Use your body to make my cock feel good?? Tell me, tell me that you are my slut."
"I'm your slut Ms. Tyler," I cried out, "Please fuck me. Use my body to make your massive cock feel good!!"
With that, she pushed her hips forward & shoved her dick all the way in, balls deep with one push. Her cock was so big that I felt like she had poked all the way through my stomach & she was going to pop out of my throat. She held her cock in place, rammed inside of me, stretching me out, for a minute, then she started to rock her hips back & forth, slowly working in & out of me, fucking me, making me hers.
The pain started to subside & I could hear myself moaning, matching her thrusts, & starting to enjoy it. "That's it bitch," she sneered, "take my fucking cock, take it all."
She started to pick up the pace, really fucking me now, her giant girl cock almost sawing me in half. I looked down & met her gaze, watching her power her dick into my ass. She was starting to sweat & her chest was glistening in the afternoon sun. I watched her toned stomach as she thrust her dick into me over & over again, using my ass for her pleasure.
"You're going to make me cum," she said, "But I'm not filling your ass just yet. I'm going to cum all over your tiny little cock, covering it with my seed, showing you what a real cock can do."
She pulled her cock from my ass & started jerking it furiously. Her breathing quickened, I saw her abs tense up, & then she exploded, blasting cum all over my cock & balls.
"Ahhhhhhhh," she cried out.
Blast after blast of her warm seed jetted out of the end of her dick & onto mine. When she was spent, she took her cock & smeared her cum over my dick, making the point to show me her dominance.
"Now, on your knees bitch," she commanded. "Get down there & clean my cock off."
I jumped up from her desk & fell to my knees in front of her. Even though she had just cum, her cock was still semi hard & was magnificent. I took her into my mouth, tasting the mix of her cum & my ass juice in the process. I bobbed my head up & down her length, licking her like a lollipop, making sure to clean every inch of her beautiful tool.
"Jerk your pathetic little dick," she said, "Cum for me while you clean a real cock!!"
My dick was so hard from the fucking, from the humiliation, from all of it that I knew it wouldn't take long before I blew my load. I started stroking my cock, feeling my balls well up while I sucked Ms. Tyler's dick. I looked up at her & saw her smile devilishly. Just as my cock started to spew, I felt her cock twitch & flood my mouth with piss.
"That's it bitch," she said, "Cum for me while I piss on you & treat you like the bitch you are."
She was pissing all over my face, humiliating me further, but I didn't care, I was cumming like I hadn't had release in years. The more she pissed on me, the more I came until finally, she stopped.
"Did you enjoy that?? Do you like the taste of my piss??" she asked.
"Yes ma'am," I replied sheepishly.
"Good, now go stand against the window," she ordered.
I got up, covered with Ms. Tyler's cum & piss & walked over to the window. It overlooked the street below & provided an unobstructed view into every building surrounding it. I knew what was coming next, Ms. Tyler was going to bend me over & fuck me, right here in front of this window, for the entire world to see. There must have been a thousand people on the street below & no telling how many more in the buildings around us.
"I want the world to see me take my bitch!!" she said. "Does that turn you on??? Me fucking your ass for the entire world to see??"
Actually, it did. The thought of Ms. Tyler pounding my ass again with her monster cock while everyone around watched did excite me. It was so dirty, yet so hot at the same time.
"Yes ma'am, please fuck me again," I said, "Please make me your bitch for the whole world to see."
"Mmmmmmmm, I like that," she purred, "Maybe I'll keep you after all."
I felt her hands grasp my waist & she positioned her cock at my hole. I was still dripping with cum, piss, & sweat & I was about to be bent over & fucked by a gorgeous shemale in front of a 10' tall window with God knows how many people watching. The thought of all of that made my dick hard again instantly. As she shoved her massive erection back inside of me, Ms. Tyler grabbed my cock & started to stroke it.
"I want you to cum from me fucking you," she hissed into my ear, "That way, I know that you are mine forever."
"I'm yours Ms. Tyler," I replied, "Take me."
And take me she did!! Ms. Tyler started thrusting her massive tool into my ass, her balls slapping against mine with each thrust, deeper & deeper. I was in heaven, I was being fucked & humiliated & I loved it. I started pushing my ass back against Ms. Tyler's cock practically begging her to fuck me.
"That's it my little bitch," she said, "Now you're starting to understand. Your new job will be to make Cassie's cock happy, do you understand??"
"Yes, ma'am," I said, "I'm yours Ms. Tyler, give me your cock, I want your cum in my ass."
Ms. Tyler pushed her cock into me as far as she could & held me there. I felt her cock pulse inside my bowels & then unleash her torrent of cum.
"Ahhhhhhh," she cried out, "Take my load, take my cum!!"
I could feel her coating my insides, painting me with her jizz. The sensation was too much for me & my cock exploded, just like she wanted, with her dick cumming in my ass. I came all over the window in front of me, coating it just like Ms. Tyler was doing to my insides.
When she had finished, she slipped her cock out of my ass & gave me a playful spank. "Get dressed," she said, "I'll see you on Monday."
"Yes, ma'am," I replied. I can't wait!!
------X------
"That's it, take my fucking cock you little bitch," Ms. Tyler grunted as she thrust her engorged cock into my mouth and down my throat. "You're going to make me cum soon, do you want my load?? Do you want me to empty my seed into your stomach you little cum slut?? Do you want me to feed you my jizz??"
"Yes ma'am," I replied, slipping my mouth from her dick just long enough to reply before taking her length back into my mouth and resuming sucking. Ms. Tyler was pumping her hard cock into my mouth, sweat forming on her brow as she fucked my face.
This was not what I had envisioned when I came to work for Tyler, Lockett, and Barnes. I had no idea I'd be down on my knees, in front of my boss, Ms. Tyler, with her dick in my mouth, sucking her for all I was worth, begging her to cum in my mouth. I had dreamed of becoming a great broker, advancing up through the ranks and getting my own office upstairs with the big wigs, instead, Ms. Tyler liked to fuck me up against her 15th floor office window for everyone to see on the street below, using me for her pleasure, taking my ass whenever she wanted.
"I'm getting close," she panted, "Are you ready to taste me?? Don't you spill a fucking drop either, you better swallow it all."
I closed my mouth around Ms. Tyler's cock head, allowing as much room as I could in my mouth and throat for her to ejaculate, and started stroking her cock and balls, milking her, eagerly awaiting her cum. She had closed her eyes and her breathing had quickened, I knew she was getting close.
"Ahhhhh, I'm cumming!!" she cried out.
I relaxed my throat muscles as I felt her cock twitch and the first blast of her cum hit my tonsils and slid down my throat into my stomach. The next two blasts were much thicker and completely filled my mouth. She tasted delicious, and I eagerly swallowed her juice, greedily lapping at her dick, waiting for more. Ms. Tyler continued to empty her balls into my mouth, rope after rope of her cum, completely painting the inside of my mouth, coating my throat and stomach with her jizz as I gobbled up mouthful after mouthful. After she finished, she slid her slowly softening cock from my mouth, passing my lips with an audible "pop". I reached my tongue out and probed her cock slit, searching for the last drops of her semen, making sure to take it all, just as I was instructed. I even licked up and down her shaft just to make sure she was completely clean, making sure not to leave any cum behind.
"Good boy," she said, slipping her cock back into her panties and pulling her skirt down, "You can go now, I have an important meeting."
With that, I gathered myself, got up, and headed for the door.
"You better have your ass back here before the open house tonight," she barked at me as I was walking away, "You know I like to get a nice piece of ass before a show."
"Yes ma'am," I replied.
As I walked back downstairs, my stomach full of Ms. Tyler's cum, I thought about just walking right out of the building, quitting, and trying to salvage what was left of my continually shrinking pride; however, every time I got close to quitting, I thought about how beautiful Ms. Tyler was, how gorgeous her cock was, how much I loved when she fucked me, used me for her pleasure, and I always came back. The truth was, I loved her topping me, being the dominant one, breeding me whenever she wanted. It really turned me on being her bottom, sucking her dick, and taking her cock in my ass. I was so horny just thinking about it, and from sucking Ms. Tyler's cock just a few minutes ago, that I had to stop in the restroom on the way back to my desk just so I could masturbate.
The rest of the day was relatively uneventful. I hurried home after work so I could shower and get cleaned up and be back in Ms. Tyler's office by 5PM. Everyone would be leaving by then so the building would be mostly empty, the open house not starting until 8. As I got out of the elevator on the 15th floor and approached Ms. Tyler's door, I could see her sitting at her desk, typing, through the glass window in her office door. She saw me coming and motioned for me to come in.
"You are very punctual," she said, matter of factly, "I like that."
"Thank you ma'am," I replied.
Ms. Tyler got up from her desk and walked over towards the door where I was standing. She casually reached up behind me and closed the blinds to her office, allowing us some privacy if anyone happened to still be in the building. She rubbed her hands across my shoulders and up to my face, holding me there, looking into my eyes like she was stalking her prey.
"You love it when I fuck you, don't you??" she asked, "You love it when I take my big girl cock and fuck your tight little ass, don't you??
"Yes ma'am," I stammered, clearly intimidated by Ms. Tyler leering at me.
"Tell me," she said, "Tell me you want my cock. Tell me you want me to make you my bitch, to fuck your holes with my dick, to fill you with my seed."
I could tell Ms. Tyler was getting excited as I could see her cock hardening and forming a tent in the front of her skirt. The truth is, yes, I absolutely wanted her dick. I wanted to suck it, lick it up & down like a lollipop, get it nice and hard so she could fuck me with it. God, did I want it!!
"Yes, Ms. Tyler," I said, "Please give me your cock, make me your bitch, give me your cum."
"Take your clothes off," she demanded, a mischievous smile on her face.
I did as I was told and stripped down until I was standing naked in front of Ms. Tyler, my cock already hardening at the thought of what she was going to do to me.
"Look at you," she sneered, "So pathetic. Look at your little cock getting hard just from thinking about me fucking you. Do you like seeing a real cock?? Do you like getting fucked by a real cock??"
With that, she reached under her skirt and pulled her panties down, kicking them in my direction. She pulled up her skirt, bunching it around her waist revealing her cock, her erect and magnificent cock, and started stroking it. I watched, transfixed, as it seemed to get even harder in her hand, growing to its full 11" length, pre-cum appearing on its tip. She slowly sauntered over to me, taking my cock in her hand with her cock, and started stroking them together. The contrast was stark, Ms. Tyler's big, black cock, next to my average, white cock. I had learned this really turned Ms. Tyler on, emasculating her prey, showing her dominance over the person she intended to fuck by showing them how much bigger her cock was.
"So tiny," she sneered, "such a tiny little cock. No wonder you keep coming back, coming back to see a real cock, coming back to be fucked like the little bitch you are. Isn't that right?? You love Cassie's big girl cock, don't you??"
"Yes ma'am," I replied, loving every minute of this. Her humiliating me, her stroking my cock against hers, rubbing her cock head up and down against my shaft, rubbing our heads together, I was in heaven.
"Get on your knees," she instructed, snapping me back to reality. "I'm going to fuck your face then you are going to eat me out."
I fell to my knees in front of Ms. Tyler, her cock just inches from my face. She took a handful of my hair and pulled my head back, aiming my face up at hers, and thrust her cock into my mouth. She started pumping her hips, shoving her full length into my throat, fucking my face, causing me to gag on her dick. This only seemed to excite her further as she continued to thrust her throbbing cock faster and faster into my mouth.
"That's it," she said, "Take my fucking dick you little cock sucker."
She pumped her dick a few more times into my mouth, then pushed in as far as she could go and held her cock in place, buried to the hilt in my throat, her balls resting on my chin. She had shoved her cock completely into my windpipe and I was concerned that I might choke on her giant girl cock. She started rocking her hips, gently this time, so not to dislodge her cock from my throat. I tried to relax and allow my throat to massage her shaft; however, I was quickly running out of air and was worried I may pass out. Seeing me start to turn red, Ms. Tyler pulled her cock from my mouth, my saliva trailing from my lips to the head of her cock.
"That was pretty good bitch," she said, "I may be able to fuck your throat pretty soon after all."
As I was gasping for air, Ms. Tyler walked over to her desk and bent over, sticking her ass in the air. What a magnificent sight, I thought. Her long, toned, dark legs running up her shapely thighs to her firm, tight ass. I could see her stroking her cock and her balls were hanging down between her thighs.
"Take a good look bitch," she said, "I bet you'd love to fuck this hot ass with that puny little dick of yours, wouldn't you?? No fucking chance, but you are going to fuck it with your tongue, get over here and eat this pussy."
Without even getting off my knees, I crawled over to Ms. Tyler and began licking her rosebud. I teased her ring with my tongue before shoving my tongue completely up her asshole. I think I caught her a little by surprise as she let out a barely audible gasp when I did.
"That's it," she said, "eat Cassie's pussy, taste me."
I continued eating Ms. Tyler ass, probing inside her with my tongue. I slid down and sucked her balls into my mouth, licking them, and pushed my index finger into her asshole. She cooed approvingly as she reached her arm around and grabbed my head, directing my face back to her ass. I reached my hand between her legs, taking her cock in my hand and started stroking it, longing for her to fuck me with it as I tongue fucked her asshole. She must have read my mind.
"Bend over my desk," she barked, "Get your ass up here so I can fuck you!!"
I stood and leaned over Ms. Tyler's desk, presenting my ass to her, fully submitting to her and her throbbing cock, wanting her to fuck me.
"You've got me so fucking hard," she said, "Just like a good little cock slut. Now I'm going to fuck you. Now I'm going to breed that tight little ass of yours!!"
I felt her cock head pressing at my asshole, probing for entrance. She slid her tip inside and with one push of her hips, she thrust her entire cock balls deep inside of me.
"Ahhhhhhhhh," I cried out, almost blacking out.
"Take it bitch, fucking take it," she growled into my ear.
I leaned forward onto my elbows to steady myself as Ms. Tyler began pumping her dick into my ass. She wasn't wasting any time, thrusting with reckless abandoned, fucking me as hard as she could. I could feel her massive cock stretching me, taking me, as she pumped, in and out, over and over. She leaned forward, her nipples rock hard and pressing into my back as she fucked me. I could feel her abs and her toned stomach against my body, and her balls, slapping against my own as she continued to piston her dick inside of me, using me for her pleasure. My cock was like an iron rod from the fucking Ms. Tyler was giving me. Pleasure was pulsing through me as her cock fucked my ass and massaged my prostate at the same time.
"Stroke your tiny cock for me," she purred into my ear, "I want to see you cum from me fucking you."
I started furiously stroking my cock, trying to match Ms. Tyler's thrusts as she reamed my ass with her cock, over and over. I could feel her heartbeat pulsing in her cock and as her breath became more erratic on my neck, I could tell she was getting close to cumming. I squeezed my ass around her dick, wanting to milk her seed from her cock, all while stroking my own cock.
"I'm gonna cum!!" she cried out, "I going to fill your ass with my cum!!"
She raised up, pulled me by my waist back against her groin, and thrust her dick as far into me as she could. I was completely skewered on her cock, my feet actually coming up off the ground a few inches. I felt her cock spasm and then unload a torrent of her cum into my bowels. Ms. Tyler started thrusting again, pumping me full of her seed, coating my insides with her semen. The sudden increase in pressure from the load Ms. Tyler was depositing inside of me caused my own cock to spasm and explode. We were cumming together, Ms. Tyler inside of me and me on her desk. She came for what felt like two minutes, filling my insides with her sperm, until her balls were totally drained. As I felt her orgasm subsiding, and as her cum was running out of my ass and down my legs, she pulled her still hard cock from my ass.
"Turn over and lie on your back," she instructed, "scoot down so your head is at the end."
I climbed up on top of her desk, on my back as I was told. She walked around to the end where my head was and stood over me. Her powerful erection, still leaking cum, towering over my face, reminding me of her dominance. She slapped my face with her dick a few times, leaving remnants of her cum on my cheeks. I stuck my tongue out and licked her balls, teasing her shaft along the way.
"I'm going to fuck your throat," she said, "Since you showed me earlier that you can handle it, I'm going to pump my cock into your windpipe so you can deep throat me."
I have to admit, this scared the shit out of me. Sucking her cock was one thing, taking it up my ass was another; however, having to deep throat her was entirely different. How would I breathe?? What would happen if I passed out?? Could I even fit her giant dick into my throat??
Ms. Tyler must have seen the trepidation on my face because she started stroking her cock against my lips, pushing her head inside my mouth, not giving me a chance to run. I could taste a mixture of her cum and my ass on her dick as I sucked, licking her cock clean. She was fully hard again, probing my cheeks with her length, making room in my mouth. She had straddled my face, her balls resting on my forehead as she warmed up my mouth for her assault. She grabbed the sides of my head and adjusted my body so that my head was now leaned back, over the edge of her desk, creating a straight opening for her dick to go right down my throat.
"Here it comes," she said, "take a deep breath because it may be your last."
I inhaled deeply through my nose, filling my lungs with as much air as I could and held on. Ms. Tyler pushed her cock through my mouth and into the entrance of my throat. I relaxed my jaw and throat to accept her as she continued to slide her hips forward, literally feeding me her dick. I felt her head slide past my esophagus and pop into my windpipe.
"Oh. My. God!!" I heard her exclaim, "Your throat is fucking amazing, so fucking tight!!"
As she slid further into my throat, she started rocking her hips, pumping her cock further down, slowly fucking me, until she bottomed out, her groin and balls pressed against my face. As she rocked, I could feel her cock twitch in my throat, hopefully a sign she wouldn't last long and I would be able to breathe again. She started pumping her cock, not too aggressively, but rough enough that her nuts were slapping against my face pretty good, working up a good pace. I reached my hands around and grabbed her tight ass, squeezing it, and pulled her into me, impaling me completely on her engorged dick like a shish kabob. I slid my index finger into her asshole, trying to coax her to cum, to fill my stomach with her sperm.
"Fuck," she moaned, "this feels so fucking good, I'm not gonna last long, I'm gonna cum in your throat!!"
Ms. Tyler shoved her cock as far into my throat as she could and held me there, choking on her length. I felt her cock pulse and then she unloaded her seed into my throat, shooting it directly into my stomach, filling my belly with her cum.
"Fuuuuuuuuuccccccccccckkkkkkkkkk!!" she cried out.
Her cock continued to ejaculate its contents into my stomach, exploding rope after rope of her semen, until her balls were drained and her dick started to deflate. She pulled her cock out of my throat as I gasped for air, trying to catch my breath, choking and coughing, tears welling up in my eyes.
"That was good bitch," she sneered, the last bits of her cum smearing on my lips and face as she pulled her cock from my mouth, "I may keep you after all."
I smiled, half ashamed, half proud for having serviced her, for giving her pleasure, for letting her use me as her fuck toy.
"Thank you, Ms. Tyler," I said, sheepishly climbing down from her desk with her cum on my face, leaking out of my ass, and sloshing around in my stomach. "Do you need me to do anything else??"
"If tonight's open house goes as planned, I'm going to want to celebrate by pounding your tight fucking ass again," she said. "You like that, don't you my little bitch?? Better have that tight little hole of yours ready for Cassie's big dick again."
"Yes ma'am," I replied.
------X------
"Congratulations everyone!!" Ms. Tyler said, standing in front of the room with her champagne glass in hand, "Thank you for all of your hard work, the developer has decided to list all of his properties with our firm!!"
The open house had gone off without a hitch. Not only did we get this listing for all 10 apartments, the developer had promised us all of his future work too, somewhere upwards of $150 to $160 million. This was great news not only for our firm, but for our team as well.
"Everyone enjoy the rest of your weekend and I'll see you on Monday," Ms. Tyler announced.
I walked into the kitchen to get my coat, deliberately passing in front of Ms. Tyler on my way. I knew she would be in a celebratory mood and that meant only one thing, her cock would be hard as a rock and she would be looking to fuck me with it.
"And you," she said, stopping me as I walked by, "You better be in my office in 20 minutes. I'm so fucking hard and I need you to get me off. I hope your ass got some rest from earlier bitch because I'm going to wear it out again."
My cock instantly got hard in my pants. "Yes ma'am," I replied.
I got my coat and walked outside to flag down a taxi to take me back to the office. I had already sucked Ms. Tyler's cock several times today and she had bent me over her desk and fucked me senseless; however, somehow, she was still horny and ready to go. My God, I thought, that woman has some stamina!!
I arrived back at the office and got into the elevator, taking it upstairs to Ms. Tyler's office. When I got to the 15th floor, I could see she was already there, waiting. She was turned away from me, reclining back on her leather couch, facing the window overlooking the surrounding area and the street below. She had a single glass of champagne sitting on the end table, obviously enjoying herself and relaxing from the evening. She must have heard the elevator indicator chime because she motioned for me to come in before I knocked. I opened the door, walked into her office, and stopped dead in my tracks.
Ms. Tyler was reclining back on the couch, her white, chiffon blouse open exposing her gorgeous breasts in a see through, lacy, black bra. Her nipples were hard, obviously excited in anticipation of what was about to happen. She had on a black garter belt with black thigh high stockings and no panties. Her massive cock was fully erect, standing straight out from her toned, firm abs and she was stroking it, warming it up for me, a drop of pre-cum already forming on its head. I could only imagine how many people in the adjacent buildings were watching her, stroking her massive girl cock right here in front of the window. What a sight to behold, I thought.
"Get on your knees, "she instructed.
I dropped to my knees in front of her, and swallowed as much of her cock into my mouth as I could. I probed my tongue into her cock slit, fishing for her pre-cum, wanting to taste her sweet nectar. I sucked her head, running my mouth over it, wrapping it tightly with my lips before plunging down, taking her length into my throat. I bobbed my head up and down her shaft, taking as much of her as I could without gagging, making sure to run my tongue along the underside of her dick as I sucked. I ran my tongue down to her balls and sucked them into my mouth, lovingly massaging them with my tongue before returning to her shaft. I could hear her moaning as I worked on her cock, sucking her, wanting her to flood my mouth with her semen. I felt her hands grab the back of my head and push me down, as far as I could go, onto her dick, holding me in place. She started thrusting her hips up, pumping her dick into my mouth, fucking my face. I could feel the heat pulsing from her cock and I knew she was close.
"I'm gonna cummmm!!" she cried out, "Take my fucking load bitch!!"
I felt her cock twitch and then she began to cum, unloading rope after rope of her sweet goodness into my waiting mouth. I opened my throat and relaxed, taking blast after blast, coating my mouth and throat with her seed. I lapped at her cock, greedily devouring her sperm just as fast as she could give it to me, swallowing every drop as though I were starving and she was supplying my last meal on Earth. After she had completely drained her balls into my mouth, she released her grip on my head. I licked her cock clean, bobbing up and down on her, savoring every last drop of her delicious seed. I kissed down her shaft and took her balls into my mouth, gently kneading them with my tongue, savoring her taste.
"You are such a good little cock sucker," she said, as she smacked her still erect cock against my face, her balls still in my mouth, "I know you want more though, don't you my little bitch??"
"Yes, ma'am," I replied, my lust driving me forward.
"Take your fucking clothes off now," she instructed, "Let me see that pathetic little dick of yours!!"
I did as I was told and stripped down until I was naked in front of Ms. Tyler. My cock was already as rigid as an iron rod from having just sucked her off.
"Look at you," she sneered, "Such a little sissy, getting hard just from sucking my cock. Does that turn you on?? Me using you?? Fucking your mouth?? Do you like it when Cassie uses your holes to make her dick feel good??"
Before waiting for me to respond, Ms. Tyler stood up and took my dick in her hand with her own, stroking our cocks together. She grabbed my ass with her other hand, pulling me in close to her body, her beautiful breasts pressed up against my chest. She towered over me, being at least 6" taller, and my cock looked small next to her massive organ.
"I think you like this, don't you??" she asked as she began masturbating our cocks together, slowly stroking them in her hand. She rubbed the heads of our dicks together, then ran her head along my shaft, teasing me with her dick.
"Yes ma'am," was all I could reply, slowly turning into putty in Ms. Tyler's hand.
She took her hand off of our cocks, leaving them pressed together between our bodies, and grabbed the other side of my ass, pulling me even tighter against her. She started rocking her hips, grinding our groins together, rubbing her massive girl cock against my own. I could feel her shaft, wet with my saliva, rubbing up against me, fucking my cock.
"You like that, don't you?? she purred, "You want to cum, don't you bitch?? Do you want to cum on my dick?? Do you want to shoot your pathetic little load on a real woman's dick??"
God, did I!! She kept grinding her cock against mine, rubbing her head up and down my shaft, teasing my cock with hers, her tits pressed against me the whole time. I was close, I was about to explode.
"Oh fuck," I cried out, "Ms. Tyler, you're gonna make me cum!!"
"Cum for me bitch," she said, "Let your tiny cock cum from rubbing against my dick!!"
She pulled me close and held me, continuing to thrust her hips and grind her dick against mine. I felt my cum building, pushing up from deep within, and then my cock exploded, shooting the first blast up between Ms. Tyler's tits and onto her bra. My cock continued to gush, my cum flowing forth and landing all over Ms. Tyler's stomach and running down onto her dick. She reached between us and grabbed our cocks, milking me, taking every last drop then smearing my cum onto her dick.
"That's good you little slut," she sneered, "Now that you've lubed me up, it's time for me to fuck you."
Ms. Tyler took off her shirt and bra, tossing them aside, and sat down on the couch behind her. Seeing her naked body and erect cock, both coated with my cum, was almost too much for me, and my dick instantly became hard again. She jerked her dick a few times, rubbing my cum from tip to shaft, lubing herself up.
"Get your ass over here," she said, "It's time for you to go for a ride!!"
Ms. Tyler leaned back on the couch as I walked over to her and straddled her body. She watched intently as I lowered myself down, reaching behind me to grab her dick, and point it toward my asshole. I rubbed her cum covered cock head at my entrance, teasing her a little, opening up my ass to take her tip. I felt that familiar "pop" once she slipped past my ring, and I held her there, savoring the feel of having her dick back inside of me. I reached my other hand around us and spread my ass, inviting her in, and sat down on her engorged prick, impaling myself on her mighty girl cock.
"Fuck yeah!!" she said, "Take my fucking cock, ride me like the little slut you are!!"
I slid all the way down her shaft, until my ass came to rest against her groin, her dick buried to the hilt inside of me. My legs were bent so that I was kneeling down on either side of her legs, straddled across her torso, giving her full access to fuck me. Ms. Tyler reached her hands up and grabbed me by my hips, pulling me down onto her cock while thrusting her hips up at the same time. Her massive tool was fully buried inside of me, skewering me, feeling like she was going to poke through my ass and stomach and burst out of my throat. She held me in place for a moment, letting me adjust to the feeling of being completely filled by her dick, but also to show me who was in charge, who was the boss and who was the bitch.
"Your ass is so fucking tight," she purred, "That boy pussy of yours feels so fucking good on my dick."
She started rocking her hips, lifting my ass up off her groin, sliding me up and down on her cock like the fuck toy I was. She started slowly, gliding me up so that just her tip stayed inside before lifting her ass up to meet me and pulling me back down, filling me back up with her erection. I was using my legs for leverage, staying in rhythm with her thrusts, rocking up to allow her out and down to take her back inside. She started to build up speed as we got used to the position, me sitting on her cock, rocking back and forth, her thrusting her hips up to fuck me. The sensation was overwhelming and my cock was as hard as steel, slapping against Ms. Tyler's toned abs as she fucked me, precum starting to dribble out onto her body.
"You like that??" she asked, "the feeling of being filled by a real cock, fucked like the little sissy you are?? You like it when I breed you, don't you?? When I take your ass??"
"Yes ma'am," was all I could muster, lust overtaking my body. My cock started to spasm and began leaking cum, like a broken faucet, running out and pooling up on Ms. Tyler's stomach as she continued to pump her dick into me, taking me, making me hers.
"Such a little bitch," she sneered, seeing my cock leaking cum, "See what Cassie's cock does to you?? Cumming without even touching your pathetic little dick."
She was right, I was powerless to resist her cock. She continued pounding me, bouncing me up and down on her massive girl cock, plunging deeper and deeper inside of me. Feeling lightheaded from the assault she was inflicting on my ass, I reached up and grabbed the back of the couch, behind her head, to steady myself and keep from falling over. I felt my eyes roll back in my head as my cock let out one final blast of cum, shooting up and landing on Ms. Tyler's tits.
"Clean it up," she barked, as she continued to thrust her cock inside of me, "Lick your pathetic cum off my tits."
I leaned down and took Ms. Tyler's left nipple into my mouth, suckling like a new born baby. I licked between her breasts, making sure to catch all of the cum, before moving to her other breast, again taking her nipple into my mouth and sucking. I raised my head up so she could see my face, showing her that I had a mouthful of cum, and swallowed.
"Mmmmmm, that's fucking hot!" she purred, "such a good little cum slut."
I leaned back down and resumed sucking on her nipples, teasing them with my tongue, alternating taking them in my mouth and kneading them with my fingers. Ms. Tyler was fully aroused at this point, her nipples hard enough to cut glass, and her dick, pistoning away at my ass with full force.
Then, without warning, she scooted forward on the couch and stood up, her erect cock still buried in my ass. Instinctively, I wrapped my legs around her waist, clamping my ankles behind her back and my arms around her neck like a child clinging to their mother. She leaned forward and shoved her tongue into my mouth, aggressively probing around, fucking my mouth much like she was doing to my ass. My tongue found hers and I started massaging it, our tongues dancing together in my mouth as she ravaged me.
She walked over to the window, pressing me against it with her full weight as she continued to fuck me. My legs were still wrapped around her waist, coaxing her hips forward, begging her to take me, to fuck me. Ms. Tyler continued to pound me, hammering her cock deep into my ass, slamming me up against the window over and over again.
"Turn around," she said, stopping abruptly, "Bend the fuck over now!!"
I released my legs, the friction from the glass holding me in place, and I set my wobbly legs down on the floor. Ms. Tyler, in a flash, spun me around by my waist and had already thrust her rock-hard cock back inside of me and resumed pumping, fucking me again.
"Ughhhhh," I grunted, as she slammed her dick back into my ass, her balls slapping against my own as she fucked me. I put my hands up on the window to steady myself and started pushing my ass back against her groin.
"Good," she purred, "You're learning, your job is to make Cassie's cock feel good bitch."
She continued pounding away, fucking me for all she was worth. I could feel her dick inside of me, stretching my insides, probing my depths, making me hers. I watched her reflection in the window as she fucked me; God, I thought, what a vision. Her beautiful, pert breasts and hard, dark nipples glistening with her sweat and my saliva, her firm, toned stomach and abs, and her long, muscular legs. What I couldn't see, obviously because she was still fucking me, was her beautiful cock, her gorgeous girl meat, the object of my greatest desire. I loved when she gave it to me, fed it to me, fucked me with it. She was a goddess, my goddess, and I wanted nothing more than to please her.
"Stroke your dick bitch," she commanded, "You know how much I like to see you cover the window with your cum while I fuck you!"
I took my cock in my hand and started stroking it, amazingly, it was still hard, obviously still stimulated from the fucking Ms. Tyler was giving my ass. We locked eyes through the reflection in the window, her peering into my soul as she bent me over and fucked me, taking me in front of the window for anyone to see. She stared intently at me, watching me stroke my cock as she pumped her dick into my ass, over and over.
"You're gonna make me cum," she cried, "You want it?? You want Cassie's seed?? You want me to fill your belly with my cum??"
"Yes ma'am," I replied, "Give me your cum, breed my ass Ms. Tyler!!"
She shoved her dick as far into my bowels as she could, pressing my head against the window, and held me there. I felt her cock twitch and then explode inside of me, coating my insides, pulsing in rhythm with her heartbeat. My own cock spasmed in my hand and began to ejaculate, spewing what was left of my cum all over the window in front of me, cumming in unison with Ms. Tyler.
"Fuuuuuuccccccccckkkkkkkk," she cried out, as she continued to unload the contents of her balls into my ass. I could feel her warm sperm, blast after blast, inside my ass, filling me to the brim, and starting to leak down my legs. She began thrusting again, pumping her cock into me, depositing her load, making sure to give me all she had, eventually collapsing down across my back. I could feel her hard nipples against me, the goosebumps on her naked body chilled from the cool air.
"God, I love fucking your sweet little ass," she said, sliding her now softening cock from out of my ass, "I'm so glad we hired you."
"Me too," I replied.
"Take the rest of the weekend off," she said, dismissively, her ass swaying seductively from side to side as she walked away from me, gathering her clothes. "But you better have your ass here bright and early on Monday, understood, my little cum slut??"
"Yes ma'am."