My name is Ronnie Taylor, I’m 35 and the dock supervisor for the NJ branch of Union Industrial, a national freight shipping company. I’ve been working there for more than 10-years, where I started out as a driver.
Regina Brown is my department manager, she’s 48. We’re the only black managers at this branch. Ever since I was promoted to management, this woman has been a ball-bustin’ bitch, constantly on my ass however and whenever she can! But recently things have shifted in my favor and now she drops to her knees and sucks my fat, black dick whenever I tell her to.
Here’s how it all went down…
A year ago, when UI Corporate announced the annual conference, there was a change – ALL managers were expected to attend, so me and the other supervisors were included. This year’s event was 5-days in Vegas.
“Some dumb-ass, team buildin’, bullshit…” was my initial thought. I really wasn’t looking forward to it, but at least hoped that I might be able to sneak away to a club or a casino.
Our flight from Jersey to Vegas was the following week.
I had an aisle seat next to Regina, but we didn’t speak much on the 6 1/2hr red-eye from Newark. This was my first time in business class. I’m a big man (6’2″, 260lbs) and I was happy to actually stretch out on a flight and sleep comfortably for once.
When I woke up, Regina was curled up in her seat, clutching my arm with her head resting on my shoulder.
“Ms. Brown…” I nudged her as softly as I could.
“Oh… my bad.” She yawned and blinked at me.
We checked in at the hotel and went to our rooms. I had a jr. suite with a nice view of the Strip.
We had to meet up at the conference center that afternoon for the opening session. The first three days went as I suspected – a bunch of boring, “trust-fall” bullshit – but not as bad as I thought. At the time I thought some of it might be useful, although I’d probably never actually use it.
By Friday, most of us were ready to dump the sessions and hit the casinos and clubs. I hooked up with a small group of black employees from other branches and we started making plans. Doug, the West Coast regional manager had a connection for a private casino and club event that night.
About twenty of us met in the lobby at 7. I was surprised to see Regina. I personally didn’t think hanging with other black folks was her thing. She looked out of place, like she didn’t know what to say or how to act.
When we got to the casino I started up a non-work conversation with her. She told me a few things about herself: she has an older sister (a very successful doctor), she grew up in a mostly white neighborhood, went to predominantly white schools and rarely socialized with other black people.
She was awkward and shy – the complete opposite of the “raging know-it-all manager bitch” that I was used to. Since I was the only one paying her any attention Regina clung to me for the rest of the evening.
I got us some drinks and she loosened up a little more. She “giggled” at every stupid joke I made. You would have thought she was a silly-ass 20-something and not 10+ years older than me. She also got more “handsie” after the second drink – she kept touching my arms and chest, and leaning closer so that her tits rubbed against me.
Her nipples poked out against her silk blouse. I’d never paid much attention to how big her tits were before, but soon all I could think about was squeezin’ and suckin’ on ’em!
Regina’s about 5’7″, with a caramel-complexion, and shoulder length hair. She’s also got kind of a “horse-face” and a “hook-nose”, and her gap-toothed smile takes up her whole face. But she’s got a firm shapely ass and legs, works out regularly and keeps herself fit. She’s a walking contrast: from the neck up, she’s a 5 or 6, but from the neck down, a 9 or 10.
If she hadn’t pissed me off so many times before, I might have been interested.
We played Black Jack and I won a few dollars, then we went over to the dance area and pushed onto the crowded floor. Regina really can’t dance, but she can bump and grind and shake her ass pretty well. After grinding against each other for a few songs my dick was close to rock-hard.
By the way she continued to press into me, I could tell that she knew and didn’t have a problem with it. One way or another, I decided I was gonna hit it.
We danced some more. She agreed and followed when I suggested we go back to the hotel.
I learned a whole lot more about Regina when we got to her suite!
When she closed the door behind her, I pulled her into a hard, wet, sloppy kiss. We groped and humped each other against the wall until we were both out of breath.
“I need… some water. You want some too?” she panted.
I slapped her ass when she turned away.
“Stop…!” Regina whined. Her face made a half-frown/half-grin that almost made me laugh.
I slapped her ass even harder when she tried to walk away again, but I was ready for her when she started to protest.
“Sshh…!” I shushed her and she was silent. “Turn back around.”
She looked confused for a second, but she did what I told her, and peeked over her shoulder to see what I had planned. I grabbed and squeezed her ass with both hands. Regina gasped and lifted slightly onto her toes, but didn’t protest or try to stop me.
“Put your hands against the wall,” I growled at her and she did.
I spread her legs and pulled her hips back like I was a cop frisking a suspect. I took my time and delighted in fondling her tits, kissing and sucking her neck and grinding my hard-on against her ass. Regina moaned softly and gave in.
I had a gut-feeling that she wouldn’t have a problem if I took charge.
“You like this, don’t you, Ms. Brown?” I whispered in her ear. “You like me tellin’ you what to do… an’ feelin’ on these big, juicy titties.”
“Yes,” she gasped.
I felt her tits even rougher and she moaned louder.
“Do everything I tell you EXACTLY how I tell you, an’ I guarantee you’ll enjoy it,” I assured her.
She nodded.
“Take off your pants and blouse,” I instructed.
Regina frantically kicked off her shoes and removed her pants and blouse. She was soon panting heavily, wearing only her bra, panties and knee-high stockings, nervously shifting, waiting for her next order. The bra she wore was probably a size too small and her tits overflowed from the top and sides. Her nipples were hard and poking against the fabric.
I moved closer, took her hand and placed it against my crotch.
“Now look what you gone an’ done, Ms. Brown,” I said. “What you gonna do about it?”
She immediately started fumbling with my belt and zipper. I didn’t bother to help. I took some pleasure in watching her awkwardly attempt to remove my pants. I got the impression that she didn’t have much experience.
I learned later that I wasn’t wrong.
When my pants and shoes were finally off, she dropped to her knees and slowly removed my boxer-briefs. She stared at my hard, throbbing dick that was only inches from her face.
“Can I… touch it?” she asked sheepishly.
I nodded.
She softly took a hold of my cock and stroked it. I pushed it closer to her face until it touched her cheek.
“Do you want me to put it in my mouth?” Regina asked.
I nodded again.
She kissed the head and then the shaft and licked it a few times. She sniffed it, inhaling my scent, and then Regina opened her mouth and sucked it in. I could almost instantly tell that she didn’t know much about sucking dicks either – way too much teeth.
I gave her a few instructions, which she followed beautifully. A few minutes later I was getting some of the best head I’ve ever had.
“Is that good?” Regina asked, taking a break with saliva and pre-cum dripping from her chin. “Am I doing it right?”
“Oh yeah, Ms. Brown,” I grinned and pushed her head back to my cock. “You definitely got this!”
I face-fucked her until my balls started to tingle.
“Oh shit! I’m cummin’… I’m cummin’!” I soon announced.
I left it to her to decide how she got it as she peered up at me for an answer and kept sucking. She caught some in her mouth and the rest spurted onto her face and neck. She licked and swallowed some, and kept stroking me until I was done.
“Was that good?” she asked again. Regina’s need for my approval was an extra turn-on.
“Real good, Ms. Brown,” I panted. “Real good.”
We cleaned up and I removed the rest of my clothes.
“Take off the bra an’ panties and lay down,” I told her. For some reason I thought the knee-highs were kinda “sexy”.
Regina timidly removed her underwear, covering herself, and curling up on the king-sized bed.
“Lay on your back an’ spread your legs,” I instructed.
She slowly did as I told her, still shyly covering her breasts.
“Put your hands at your sides,” I said as I crawled between her legs.
Regina placed them flat against the mattress, very tense and grabbing handfuls of the sheet. Her eyes were wide, anxiously watching every move I made.
I lightly teased her nipples with my fingertips. Then I pinched and twisted them. She moaned louder and pulled at the sheets, but remained on her back.
“Relax, Ms. Brown,” I assured her stroking her thighs and belly. “I got you.”
She slowly calmed again with each touch, only to tense up when my fingers made contact with her pussy.
“Omigod!” Regina squealed.
She had a small patch of thick, curly hair between her legs. I spread her lips and teased her clit. Then I inserted a finger into her. She was tight and very wet. I fingered and teased her, enjoying all of her verbal and physical reactions. Her toes clenched and curled under, her thick thighs quivered.
When I licked her clit, she came almost instantly.
“Ronnie!” she screamed. “Mr. Taylor… yes!”
Hearing her call out my name got me hard again. Regina completely surrendered herself, spreading her legs even wider and stretching her arms above her head and under the pillows. I thoroughly ate her pussy and pinched her nipples until she came again, this time with clenched teeth.
Her body twisted and spasmed and convulsed several times before she calmed again.
“You ready for some dick, Ms. Brown?” I asked. “Should I fuck you now?”
I raised up on my knees and aimed my cock directly between her legs.
“Ye-yes.” Regina gasped. “Please.”
I crawled over her and held myself up, barely touching, as if I were doing a push-up. My cock hung down making slight contact with her sensitive pussy lips.
“You want this, Ms. Brown?” I teased her, shifting my weight so the head tickled her clit.
“Please Ronnie,” she begged, raising her hips to make full contact. “I need you… -gasp- … inside… me.”
I guided my cock to the opening, and when the head was inside I pressed down until I bottomed out. Regina was very tight and very wet.
“Oh fuck,” I moaned.
“Omigod! Fuck me, Ronnie!” She begged and wrapped her arms and one leg around me tightly. “Please, fuck me!”
I slowly thrust my hips into her and watched. I enjoyed Regina’s facial expressions. I teased her, occasionally pulling out and stopping just to make her whine and beg some more.
“Please, Ronnie. Please give it to me.” She moaned and raised her hips again, chasing my dick. “I need it so bad.”
I think that was the moment I realized that I could probably make this bitch do anything I wanted.
I pulled away and climbed off the bed. I didn’t say anything and just stood there looking down at her.
“I-is everything OK, Ronnie… Mr. Taylor?” she sat up with a worried, frantic expression. Her eyes were moist like she was about to cry. “Did I do something wrong?”
I just stared at her and smiled for a few seconds before I said anything.
“Nah, you doin’ real good, Ms. Brown.” I smirked before I got to it. “But tell me something, how much do you want this?”
Regina looked at me with a confused expression, desperately looking for the words.
“I was just thinkin’, I mean, maybe we shouldn’t be doing this at all,” I continued with my bullshit grin. “You’re my boss. This could… complicate things.”
“No, no, no!” she argued. “I’m fine with this… I want this. No one needs to know.”
I watched and listened and let her go on like this for a few minutes. I couldn’t believe how desperate she sounded, and how much it turned me on to tease her and make her beg. We barely knew each other and she was acting as if sex with me was everything to her.
Maybe it was.
“Please, Ronnie?” she begged again. Regina climbed from the bed and knelt in front of me. She kissed and licked my dick still covered in her cum. She kept her hands behind her and only used her mouth.
“I’ll do anything you want,” she said before opening her mouth wide and taking me into her throat. She watched me with big, doe-eyes while her head bobbed back and forth.
“Gotcha, bitch!” I thought to myself while she deep-throated me.
My head filled with all the depraved shit I wanted to do to her. I was gonna ride this out as long and hard as I could.
“Stand up and bend over,” I told her.
Regina stood, bent at the waist with her hands on her knees and looked up at me anticipating my next move. Her breasts dangled like bunches of grapes.
I didn’t say a word and just watched her for a few minutes taking it all in. The longer I made her wait the more nervous the look on her face became. Finally, I walked behind her and got down on my knees. I spread her cheeks and kissed her tight, puckered asshole and then her pussy.
“Omigod,” she gasped. “That feels so good!”
I caught a glimpse of her reflection in the bureau mirror in front of us. Her eyes were shut tight and her mouth was wide open. She breathed so heavily, it almost sounded like she was growling.
I kept fingering her ass and pussy and watched the mirror until she came. Regina’s cum-face is actually very sexy. I was thoroughly enjoying this.
I stood up behind her and took a firm grip of her hips. My cock was painfully hard as I entered her.
“Open your eyes,” I told her.
She did and noticed her own reflection.
“Don’t close your eyes,” I said. “I want you to watch me fucking you.”
I started slapping my thighs against hers and pulled her hair. She made her o-face again.
“Give me your hands!” I told her and she put her arms behind her. I crossed her wrists and pounded her as hard as I could.
“Oh fuck… Ronnie!” she screamed. Her tits bounced and swung back and forth. Regina’s eyes were still wide open, and I could tell she enjoyed watching herself getting fucked, and watching me fucking her.
I looked down and thought about fucking her asshole too. I decided to do that the next time (since I’d ready decided there would actually be a “next time”). So I fucked her until I emptied my load inside her.
Regina continued to stand there bent over with her hands now resting against the bureau. She was sweating and panting and watching my cum run down her legs. She watched me in the mirror with a slight smile on her face.
“Go get cleaned up,” I told her.
She did and returned with I dampened, warm face towel. She wiped the sweat from my face and chest and then knelt to service my still semi-hard cock.
“Do you want to stay with me tonight?” she asked.
“Not this time,” I answered picking up my underwear.
Her demeanor changed but she said nothing and helped me to gather my things and dress.
“This is just the beginning, Ms. Brown.” I smiled before I left. “I think we can do better.”
I pulled her into another hard, wet kiss and felt her up before I opened the door.
“Goodnight, Ronnie.” She grinned.
The next day was the closing session. Neither of us made mention of the night before, even as we sat next to each other on the 5 hour return flight. She took a nap and this time I intentionally let her rest on my shoulder.
We had the Monday off and returned to work on Tuesday. At the end of our weekly manager’s meeting, Regina asked to speak with me.
“Yes, Ms. Brown?” I smirked closing her office door behind me.
“I, umm… really enjoyed our time together,” she started.
I didn’t say anything. I just smiled and took a seat on the couch.
“What we did… how you made me feel. I can’t stop thinking about it.” Her mouth was wide with a buck-tooth grin.
I only kept staring and smiling.
“Do you think you might want to…?” she started to say.
I stood and unzipped my pants. Her eyes grew wider.
“But we can’t,” she said cautiously looking at me and then her office door.
When I started to undo my belt buckle she rose and rushed over to secure the lock, returned and sat near me on the couch. I turned to face her and she did the rest. A few seconds later, my pants were around my ankles and my cock was in her mouth.
“I think maybe we’ll meet like this once or twice a week.” I smiled at her.
“I’d like that,” she said between slurps.
I pressed my hand on the back of her head and went deep into her throat. She gagged and a few minutes later I finished in her mouth. She caught and swallowed every drop.
Her assistant, Toni, gave me “a look” when I left the office. She obviously knew what had happened. I winked at her as I entered the elevator. I intentionally avoided Regina and ignored her calls and texts the next two days. I hoped it might make her a little “anxious” and needy.
On Friday morning I sent her a text: Come to my office. No panties. Now.
Twenty minutes later she entered my office, closed and locked the door behind her. Regina wore a navy and white, floral print dress. Her hair was pulled back in a bun.
“Good Morning, Ms. Brown.” I smiled leaning against my desk.
She returned the smile and didn’t say a word. She walked towards me and placed a pair of black, silky panties on my desk. Then she went over to the brown, leather love-seat and knelt with her back and ass to me.
I picked up the panties and sniffed them. There was a small damp patch and they smelled like musk oil and her pussy. I stuffed them into my pocket. Then I stood behind her and admired the way the dress stretched across her wide hips. I reached down and slipped the shoes from her feet and slowly pulled the hem of her dress up to her waist exposing her large, bare, shapely ass and thighs.
I ran my fingertips across her ass-cheeks and lower back and tickled the bottoms of her feet. She twitched and moaned softly. She bit her lower lip and peeked at me over her shoulder. When I inserted a finger into her wet pussy her back arched and she tightened her grip on the back of the love-seat.
My cock strained against my pants, so I pulled it out and rubbed it between her ass-cheeks and her lips. I had already decided that I wasn’t going to fuck her, but she didn’t know that. I continued to tease her.
Regina tried her best to muffle her moans as they grew louder. She spread her legs wider to receive me.
I knelt behind her and spread her open, licking her from clit to asshole. Her toes curled and she gasped and shook all over. I fingered her ass and pussy, bringing her close to an orgasm, and then I stopped.
I drew away from her and pulled up my pants. She turned to me, clearly frustrated.
“Please… Ronnie… Mr. Taylor,” she panted. “Aren’t you gonna…?”
I slapped her ass and straightened her dress.
“Not now.” I told her. “We’ll finish this tonight.”
She had a slight attitude, but forced a smile, and gathered her things. She looked for the panties and I just shook my head. She went back to her office to get herself off.
By the end of the day I’d received 2 text messages from Regina, the first was her address and the second read: I can’t wait.
I arrived at her condo around 10:30 that evening. I could see her sitting in the window and imagined that she might have been waiting there for a while. She opened the door barefoot and wearing a pink, ankle length robe.
I pressed her against the wall and greeted her with another hard, wet kiss.
“Good evening, Ms. Brown.” I grinned, breaking away and casually walking into her living room.
“Welcome to my home, Mr. Taylor,” she panted. Her smile was enormous.
She offered me a beer, she had wine, and we sat and small talked for a few minutes. When our drinks were done, I dimmed the lights and told her to kneel on the floor.
I sat across from her and proceeded to ask Regina a series of very personal, intimate questions. I told her that answers had to be honest and detailed.
How much sexual experiences did she have? Ours was only her second. Her first time was in her 30s with her former boss.
Was I the first black man she’d been with? Yes, her former boss was white and much older.
Was she always submissive? No, this was the first time. She liked the idea of NOT being in control. She’d watched BDSM porn and it really turned her on. When I told her or made her do things it got her really wet.
Did she watch a lot of porn? Yes, every day. She really likes dominant/submissive, bondage, gang-bangs, bi and lesbian, and orgies.
Had she ever had sex with a woman? No, but she had made out with one. The first time she went to the annual conference she and a co-worker got drunk and felt each other up at a party.
How often did she masturbate? At least twice a day. Mostly at home, but sometimes at work or in her car.
How did she get herself off? She especially liked her clit and nipples played with.
Had she done or did she want to try anal? Only “selfies” with her finger and dildo, but she hoped I would help her try her first “real” ass fuck.
She also revealed some unsolicited information on the nature of our “occasionally confrontational” work relationship. Her bitchiness towards me made her horny. She usually locked her office door and rubbed-one-out afterwards.
I was rock-hard and horny as fuck by the end of our conversation. But I definitely learned a lot, and it gave me a lot of ideas.
“Get undressed,” I told her.
Regina stood and removed her robe and then her black, lace bra. She didn’t have on any panties, since she gave them to me earlier.
“Get on your knees,” I told her. “Put your hands behind your back.”
Then I removed all of my clothes and stroked my cock and stared at her while she watched. I got closer until I was stroking my cock in her face. Then I pressed it to her lips until she opened her mouth and I pushed it in. Regina got better each time she sucked my dick. I pulled it out a few times to watch her chase it, then I slapped her with it and rubbed it all over her face, covering her with pre-cum and saliva.
After I enjoyed a few more minutes of face-fucking her, I told her to give me her robe. I took the belt and bound her wrists firmly behind her back.
“Let’s see how you handle being restrained.” I smiled at her while pinching and pulling at her nipples. Then I pushed her against a wall and really attacked her tits, squeezing, sucking and biting them.
“Omigod.” Regina moaned and squirmed, but thrust her chest forward. She wanted to make sure I didn’t miss a spot.
Then I gave each breast a hard slap. She gasped and shuddered and her eyes watered, but she stood there panting and bit her lower lip.
“So you like it rough an’ nasty, don’t you, Ms. Brown?” I grinned.
She nodded and her expression turned to a devious grin.
I asked her where to find certain items in her home. Then I pointed to a spot in the center of the floor and told her to kneel and wait while I searched. I returned with a towel, a bottle of scented oil, a pair of red panties and her dildo. Her toy was an 8″, silicon-realistic model, dark-brown with balls and veins.
I told her to stand and used the panties to wipe pre-cum and saliva from my cock and some of the dampness between her legs. Then I stuffed them into her mouth.
I spread the towel across the arm of the couch.
“C’mere, bitch!” I snapped and grabbed her by the hair.
Regina stumbled along until I shoved her onto the towel.
“Get that ass up there!” I ordered slapping her left cheek.
She struggled until her thick, 5’7″ frame was balanced almost evenly over the arm and her toes stretched to barely touch the floor. I took the bottle of oil and spread a generous amount onto her lovely ass and thighs until they glistened. Then I rubbed some onto her pussy and then realized that she had shaved.
“Very nice, Ms. Brown,” I complimented.
I rewarded her with kisses and nibbles on each butt-cheek. Then I gave her several hard slaps on her ass and thighs until I could see my hand-prints on her caramel skin.
“Mmmhph! Mmmpf!” Regina squirmed and groaned.
She liked being spanked and savored the sensation. Her legs flexed and she humped against the couch arm even after I stopped.
“Oh yeah!” I said watching her ass twitch and shake.
I ran my fingers along her ass-crack and inserted one into her butt. She groaned louder and pressed back against my hand. I picked up the dildo and pushed it into her pussy and she twitched, flexed and moaned even harder. This was her first DP.
“You want more, Ms. Brown?” I smiled, twisting and pumping her.
“Mmmhph!” she groaned.
A few minutes later she reached her climax. Her toes curled and her body convulsed. The dildo was covered in her thick, milky cream.
I pulled her up and placed her in the corner of the couch. I removed the panties from her mouth and gave her a sip of wine.
“How you feelin’, Ms. Brown?” I smiled.
Regina nodded and mumbled something. Her hair and makeup were stuck and smeared on her face from tears and sweat. She looked exhausted.
But I wasn’t done with her yet.
I went to her kitchen for a glass of water, drank some and gave the rest to her. When I leaned in and kissed her, she responded like she was still in the mood for more.
I pulled her to the edge of the couch and knelt between her thighs. I sucked and teased her nipples and then started sucking her clit.
“Omigod! Mr. Taylor… please!” she whimpered.
I couldn’t tell if she meant ‘please no more’ or ‘please don’t stop’. It was probably both, but I kept going until her legs started to shake again. Then I pushed her back, grabbed her ankles and spread them high and wide over her head.
“Get this dick, Ms. Brown.” I smiled at her as I lowered my cock inside and fucked her as hard and as long as I could.
“Yes, baby!” Regina screamed at the top of her lungs. “This pussy’s all yours! Fuck this pussy!”
I’m certain the neighbors heard, but she obviously didn’t care.
We were both sticky and sweaty when I finally emptied my load inside her. I untied her wrists and we cleaned up.
“Would you like to stay?” she asked.
This time I agreed and we soon both fell asleep in her king-sized bed. The next morning, she woke me with my cock in her mouth. When I was fully erect I just laid there and grinned.
“Now ride me until we’re both done,” I told her. I barely moved and made her do all the work.
Regina mounted me and rode my cock (and my face). It took her almost 30-minutes to finish us both.
She made us breakfast, and I went home with a head full of ideas.
This was only the beginning.
