2 comments/  99187 views/  7 favorites

The Boss Gets Her...

By: BigJohnHankins



The Boss Gets Her Big Ass Banged

(The story you are about to read is true. Of course the names have been changed to protect the ...can we call anyone here innocent?)

I am an African-American male residing in Baltimore, MD. I stand 5'8," muscular with a big 8-inch dick. I am an attorney by profession and thus, I spend hours working both weekdays and weekends. I rarely go out clubbing. I don't know whether it is because of my age (34 at the time this story took place) or that the streets& people have become so wild that I'd rather stay home and listen to some good music with good friends.

Well, let's talk about this one weekend in particular. It was a rainy Friday evening in October somewhere around 6:30 pm and I was itching for something to do, somewhere to go, some woman's big ass to stick my big black dick into. The first person to cum to my mind was the beautiful Rachael Thomson (named changed). Rachael is about 8 years my senior, 5'4," pretty/sexy smile, aggressive & lively personality and did I forget to mention on of the biggest and shapeliest assess on 2 hot chocolate sturdy legs. I called Rachael, however her answering machine picked - up. I leave a message, "Rachael, this is John Hankins, how are you? Look, I am going to Warmdaddy's tonight somewhere around 8:00 pm. If you're free lets have some drinks, food & chill with some good music. My treat. Meet me there if you have no plans. By the way, did I tell you that Rachael was also my boss? She was the partner in charge of my practice area at the firm. 

It was now 7:15 pm, so I packed my briefcase and headed for Warmdaddy's Blues Club. Time was moving and the music was grooving until I realized it was 8:45 pm and following my 3rd J & B on the rocks and 2nd Heiny I began to think Rachael wasn't cumin' Damn! I wanted to see this sexy well-stacked sista. Rachael had deep chocolate skin...just beautiful! 

Now we're cookin' the clock struck 9:00 pm and Rachael made her grand entrance wearing a black short skirt which stopped about 3 inches above her knees, black 3 inch pumps, a deep purple low - cut, cleavage baring blouse top off with a black business jacket...this chick was stunning! My dick began to grow in my pants...can you say hard as a baseball bat! 

Well, I got up and approached her. Once I escorted her to our table we ordered a bottle of champagne and appetizers. During the next 2-½ hours we drank, talked & relaxed listening to great blues. Trying to "string-out" the evening as long as possible, I suggested that we go to a nearby jazz club and continue this wonderful evening. So we left and drove 2 miles to Imperials, a local jazz establishment. 

While at Imperials, I gained the assistance of soothing jazz to set the mood for our wonderful conversation where we looked into one another's eyes and subtly touched at appropriate times. 

It was now close to 2:00 am and approaching closing time. It was now time to figure out how I was going to get Rachael and her big ass back to my place. Rachel and I strolled back to the car holding hands. Once we got to my new pathfinder jeep I walked her to the passenger side. Before opening the door, I turned her toward me and aggressively kissed her lips while massaging her back and shoulders.

Rachael responded with equal enthusiasm, skillfully manipulating her tongue down my throat. I slowly slid my hands down her firm back and with both hands took her juicy, firm ass cheeks and squeezed with zeal.

Oh My! The feel of Rachael's big phat ass was something to write home about. We hugged and kissed and caressed and groped on another for a good 5 minutes before either of us spoke a syllable. 

Rachael's lips forced the words to inform me that she had wondered if we were doing the right thing since our relationship was that of boss-employee and had until that time been strictly platonic. Basically Rachael had been like a mentor.

Slowly but forcefully, I took her head in my hands, brought her soft full lips to mine and passionately kissed her. Following the kiss, I had gathered my sexiest imitation of the late great Barry White's voice and told her how good I could make her feel and that all she needed to do was to relax and enjoy the ride. 

I drove Rachael to her car, which was parked in a lot, and she then followed me back to my home. Once at my place I had fixed us both a scotch on the rocks and put a Coltrane cd on. I lit my candles and walked her from my bar to my sofa where we fell into a warm embrace as we entered into a mode of whispering sweet nothings and soothing caressing. After approximately 30 or so minutes and the clock approaching 4:00 am and Rachael massaging my dick and I her breast, I unzipped my slacks and released Da Monster! 

Rachael coyly said, "Stop, no, no. Damn, that thing is as big as my wrist" (I think my dick is close to 6 inches around. Women have described it as being like a large cucumber.) But when I placed her hand on my 8 inches of rock hard love pole she eagerly squeezed with excitement.

Pulling it from her grasp and shaking my big dick in my hand, I boldly suggested (you would have had to been in my shoes to realize how awkward this was to do to my boss, mentor & friend), "follow me upstairs. I am going to fuck you like you've never been fucked.

She exhaled heavily, got up from my black leather sofa and told me to lead the way to the bedroom. Upon hearing this it seemed like my heart started to race and my dick grew to a stiffness and size that I had never ever experienced...this was going to be my night. 

I walked behind her so I could get a good look at that phat shapely ass going up the stairs. Once in my bedroom, I wasted no time getting completely naked. I walked to Rachael and took my time in disrobing this African Queen down to her birthday suit and what a wonderful suit it was. I laid her down on my king size bed as I was in awe admiring the woman I was about to fuck silly. By this time my dick was so hard that I thought it would just blast off to the moon. Rachael's pussy was hairy and wet with her juices. The musty aroma of her pussy filled the air to a point where it was competing with my scented candles for dominance. I started at her forehead and kissed, licked and nibbled my way down to her lips...sucked her tongue...licked and bit her neck...all the while massaging her left breast with one hand and caressing her inner thighs with the other. 

"Fuck me, fuck me. Would you please fuck me," she exclaimed.

Grabbing her by the waist with both hands, I slowly but powerfully entered her sweet pussy and boy was it sweet, tight and wet. I fucked her on her back for what seemed to be hours but was actually closer to 15 minutes. I would give her slow hard stokes...bring my dick to the point where only my big mushroom shaped head remained in her womanhood and then bury the entire 8 inches in her with authority. I was fucking her with everything I had. Shit, how many brothers get the opportunity to fuck their bosses into next week. I wasn't going to blow this chance. Mentor, boss, friend, whatever, Rachael was going to remember this night for the rest of her life. I was determined to make this 40 something woman love every minute of her being fucked by her 30 something employee and never forget it.

Next, I at once motioned for her to turn over on her stomach and I took that big black funky ass from behind. I smacked and groped my bosses' big heart shaped ass I slammed my rock hard bone in her. Rachael moaned like a bitch in heat all the while begging or should I say demanding more of my dick.

"Move that phat ass Rachael! Shake that big ole' ass around," I shouted as I fucked her from behind. Rachael must have cum 5 or 6 times in 30 minutes. Grabbing her hair with my left hand and smacking that big black ass sweaty ass with my right hand I tried to fuck her funky ass through the mattress as I busted a nut like never before. 

Well, we fell asleep butt naked only to wake up 2 hours later to do it all over again. This time I her get on her knees and suck my dick before giving her damn near a gallon of cum down her throat. That was something. I came down her throat and she swallowed it all up...every drop. We fucked all the next day, stopping only to get food and drink. That was the beginning of a long, great relationship. Because of work and friendship considerations we only had two more sexual encounters. I will continue the story with those stories if there is interest. 

The Boss Gets Her... Ch. 02



The Boss Gets Her Big Ass Banged Ch. 02

Ok, this is the continuation from my wonderful opportunity to fuck my boss. As a bit of a synopsis: At the time, I was a 34-year-old associate with a large law firm in Maryland. One of the partners whom I worked for was a beautiful sista who I later discovered was 12 years my senior at 46. Rachael, my boss, was about 5'4" 38D-32-50 with a pair of sturdy chocolate legs & thighs to die for. To bring everyone up to date, Rachael and I had hung out one Friday night after work...had a few drinks...checked out a couple of jazz/blues clubs and finally, ended up back at my place where I fucked her fine juicy body throughout the night and into the next evening (I don't know if any of you have ever had the chance to fuck your boss but the feelin' is simply UNBELIEVABLE!).

Well, following the above fuckfest between Rachael and I, she begins to get "cold feet". 

"John, we can't keep going like this, I am your boss," Rachael went on and on exclaiming her fears of our sexual relationship having negative long –term effects on our professional relationship. 

"Rachael, we can't let societal rules or corporate regulations dictate our relationship," I would counter. 

A few weeks went by and my boss and I went back and forth...me trying to get some more of dat phat juicy ass and her trying to reason why we should stop. 

Thank goodness for weddings! Yes, weddings are a beautiful thing! One Monday afternoon, about a month after our above-mentioned fuckfest, I get a call from Rachael.

"What are you doing the last Saturday of next month?" Rachael asks. 

"Why, what is going on?" I respond. 

Well, one of my best girlfriends is getting married in New York and...and I wondered if you wanted to go with me," Rachael answers.

"Rachael, that sounds like fun; sure I would love to go. So, sexy boss lady, will we be staying the night?" I ask? 

"Yes, we will be stayin' the night. My other girlfriend from college and I have already reserved a suite...and don't call me boss lady. I told you I am already fighting with myself about you and I," my fine boss snaps back. 

Every single day...I mean every single day for the next month I came to work with a rock hard dick. I just was filled with horny anticipation waiting for this wedding to come. I knew that this was going to be one hot & sweaty weekend with one of the finest women I've ever been with. During this time, I wasn't getting any other sex (purposely, as I wanted my dick to be ready to bang Rachael all weekend and have plenty of pent up cum) nor was I jerkin' my big thick 8 inch dick off. I wanted to be one horny black man when I finally got Rachael all alone for the weekend. I was going to nail her Big Black Juicy Ass all over the hotel room. 

FINALLY!!! OH YEAH! It was the Thursday night before the wedding. Rachael and I had decided to take off work that Friday so as to get an early start and make it a long weekend. I had packed my brief case trying to fool myself...taking work home, as if I was going to do any of it this weekend...but anyone who has worked for a major law firm knows that appearance is everything. So, at least the other partners would see me walking out for the weekend with a full load of work. Rachael was in another building so I walked across the street to her office under the auspices of bringing her a memo before leaving for the weekend. We could never be too careful. Two African-American attorneys in a large law firm were always under the microscope so we had to be very careful about our "special" relationship. We had to always make it look like there was nothing but business between us.

But shit! I couldn't stand it any longer. As I was about to enter boss lady Rachael's huge corner office, I couldn't help but just stop in my tracks. I stood at her door and there was my boss wearing a tight blue skirt bending over messing around with some documents in her file cabinet. 

I looked both ways and then quietly closed her door as I entered the plush office. I whispered with my best Barry White voice, Damn! That big ass of yours sure looks good to me, I excitedly said. 

Rachael turned around shocked to see me standing there with the door closed. "Did anyone see you come in?" She asked. 

"Rachael, relax. It's 8:30 and everyone has gone off to that softball game, I attempt to allay her concerns. Now, come over here and suck this big dick that you love so much," I say with a smirk.

Rachael nervously puts her finger to her lips indicating that she wants me to be quiet.

"I told you no one is out there, it is just you and I. Now come here and drop to your knees and get up on dis dick," I roughly say. 

Rachael slowly walks over towards me. She reaches behind me to make sure her office door is locked. Then she looks at me with the sexiest brown eyes and tells me that we shouldn't be doing this. All the while, I am unzipping my slacks and getting ready to release the Big Black Monster. I walk to her so that our lips are nearly touching. I lightly kiss her lips...I place both of my hands around her neck and head...I begin massaging the back of her head and playing in her soft beautiful hair. All the while my dick is stirring in my slacks.

"Oh, your touch feels so good," Rachael whispers.

"I just can't wait to get all up in dat phat ass of yours all weekend. I am going to bang you till you beg me to never stop," I respond.

In the meantime, my hands have moved from her neck to her shoulders and I slowly but forcefully guide her down to her knees before my stiff Black Pole! 

"Suck it Rachael. Suck my Big Dick," I command her while simultaneously smacking my hard dick across her beautiful face. 

The thrill of me standing before my kneeling boss with my hard dick swinging across her lips is just unbelievable. This is the scene that I had dreamed of for months...masturbated to for equally as long. Now, yes right now, my Big Assed Boss was on her knees getting ready to take all dis dick down her throat. John, ya done good man...ya done good! I thought to myself.

Now, I am just standing above this beautiful, intelligent and sexy black woman telling her how she is going to suck my dick...how she is going to lick my big hairy balls and how I was going to bust my nut all down her throat and over her gorgeous face. 

"Rachael baby, I just love to watch you on your knees. My powerful boss on her knees her mouth stuffed with my dick," I teasingly talk trash while she sucks my dick like a well-seasoned whore. 

Just than. "Ring" "Ring"! Rachael's cell phone rings from her purse. 

Rachael tries to ignore it but I have more, shall we say, "interesting" plans.

"Answer your cell Rachael," I tell her.

"No," she exclaims 

"Answer it! I want to watch you hold an intelligent conversation while you suck on dis dick," I demand.

With Rachael still on her knees I grab her ringing cell, click "Talk" and hand it to her (I peaked and saw that it was her girlfriend Shelly on caller ID). 

"Hey gurl! What you doing," Rachael asks Shelly. 

"What are you doing? You sound preoccupied, " Shelly asks. 

I can't resist. My baby Rachael is on her knees leaning back against her desk with pre-cum on her lips talking to her girlfriend. It is too tempting. Yes, I must do it. I walk over to Rachael and start smacking her across her face with my hard dick while she chats with one of her best gurlz on the phone. 

Rachael looks up at me and tries to mouth "stop" but her wet pussy won't let her do it without breaking a smile. I mouth back to her that I am going to nut right in her face while she carries on her conversation. Shelly must have noticed that something was going on again because she asks Rachael one more time if she was preoccupied.

"No, I am ok Shelly. Just trying to get things straightened up around the office before I leave for the weekend, Rachael lies. 

I've had enough of this. Rachael lying to her gurl on the phone. Nope, It will not do. I am going to put an end to this charade right now. While Rachael and Shelly continue to discuss this weekend plans (Shelly and her husband are sharing the suite with us) I join Rachael on the floor. Once on the floor, I motion for her to spread her beautiful thick thighs. I reach between her legs and with both hands I bring her stockings down over her big ass. Her stockings being removed now allow that musky pussy aroma that I love so much to permeate throughout her office. All the while, Rachael is doing a great job at continuing her "gurl talk" with Shelly. Rachael's blue silk panties are next. I pull them off and put them over my head so that I can breath in the musky smell of her womanhood. Before she knows what has happened to her, I have Rachael laying flat on her back with my head between her wide-open legs sucking and licking her juicy pussy. 

Rachael can no longer stand it. She abruptly brings her lil' gossip hour with Shelly to an end and drops her cell on the plush carpet below. She then grabs my head by the ears and passionately whispers, "like it... do you like my pussy John? Lick it good. Tell me how good my pussy tastes." 

By this time, I am gone. There is nothing like eatin' a good pussy and Rachael's pussy was Da Bomb! My dick was getting even harder just from eating her pussy. This is something about me. I love eating pussy so much that it makes my dick harder! 

Rachael then screams, "Stop it, Stop it! I can't take this anymore. Fuck me now! 

Well, as the saying goes. Ya don't have to tell me twice. Upon hearing my boss' last request I quickly get up from muchin' on that scrumptious punnany and pull Rachael up to her feet with me. I turn her around and bend her over her big wooden desk. I pull her skirt up over her big 50 inch round black bouncy ass so that it is all balled up around her waist. 

"Bend over! I am going to fuck you like a bitch in heat," I say playing the tough guy role.

I know you like it rough don't you bitch! I follow up.

"Say it! Say it Ms. Boss Bitch! Tell big daddy that you like it rough," I order. 

While she is contemplating whether or not to humor my attempts at domination I stick my now "steel-like" black 8-inch pole deep into here inner regions! As the young boyz say...all up in her guts! I just pound at that pussy hard with deep powerful strokes. 

"Take it Boss! Take all of this hard dick," I say. 

"While fucking her silly, I tell her (I love talking to my woman while drilling her good –n-hard) that when we get to the hotel this weekend that I am going to be fuckin' her so hard that her girlfriend Shelly will hear her getting' Da Dick! She didn't know this but I had this 3 some fascination thang going on and since I knew that I had little to no chance at fucking both her and Shelly the next best thing would be to fuck her hard enough so that Shelly would hear her best friend getting Da Dick! 

I improvised on the old Army commercial, "You will take more Dick this weekend then most women take all year long!" 

That familiar feelin' was coming on again. Yes, my balls were full and ready to let loose. Now, my only question was where would I deposit my nut. Presto, it came to me. I wanted to see my fine, intelligent boss with a face full of cum. 

I make Rachael aware of my plans, "I am going to pull out baby...I, I want you to get back down on your knees and suck dis dick...you hear me baby...I want to give you all this nut down your throat and all over your face." 

"Not on my face," Rachael states to deaf ears. 

"Oh yeah baby gurl. You will be takin' dis nut on that pretty chocolate face of yours," I counter.

"N- No baby," Rachael stutters while mumbling something about me watching to many porno movies.

ARRRRRRRRR! It was too late. Rachael was on her knees and as I was getting ready to place my recently pussy-removed dick in her soft juicy lips, I couldn't hold back. My dick exploded all over her face. I mean it hit hair, nose, lips, ears, eyes...the works! 

All Rachael could muster is, "I don't believe you, now I have to clean all this up."

Rachael cleans her face up and we both dress and head to our respective homes. 

While driving home Rachael calls Shelly, "Gurl, let me tell you. That John who I am bringing to the wedding this weekend...oh my, that young boy has a dick on him. I had his ass eating this pussy while I was talking to you earlier this evening."

"NO! You didn't, Shelly says in disbelief. How big is he girl," Shelly follows up. 

"Nonya," Rachael says in jest. 

"What?" Shelly doesn't get it. 

"None of ya business sista gurl," Rachael jokingly makes it clear to her inquisitive and equally as horny girlfriend. 

The drive to New York the next day was HOT! Rachael wore a tight black sweater, tight black designer jeans, a pair of fuck me pumps and she told me (of course, I had to ask) a matching lace bra & thong set. The ride from Baltimore to New York was about 4 hours so we had plenty of time to "play". Put it this way, for most of the trip, I had my raging hard-on out of my pants and she was either sucking it or jerkin' it. Also, sometime that morning between 11pm – 12 pm I had pulled into one of the rest stops in a secluded area behind where the tractor trailers park and more importantly where no one could see us and had Rachael blow me while I stood outside of the passenger side of the car with her sitting. What a thrill that was getting a blowjob on the New Jersey Turnpike while watching all the traffic go by (I never used to believe the stories I read in the sex mags before this happened to me.) 

We checked into the hotel, which was like someplace out of a movie. This place was fantastic. Our room was Da Bomb we had a Jacuzzi suite with a big screen TV along with a full bar. What I saw next was outstanding! I had come up to our room with the bags while Rachael went into the hotel store to purchase a few items. Well, I opened the door and there standing in front me was Rachael's fine ass girlfriend Shelly in nothing but a red thong and matching lace bra.

"Damn!" I exclaimed. Although we had never met in person, I had seen a few pics of her over Rachael's house, thus, I knew who she was. Shelly was fine. Shelly was about Rachael's height; however, Shelly was on the "slim goodie" side. Shelly was something like 34C-28-36. 

"John???????" Shelly correctly surmised. 

"Yes, so you must be Shelly...fine ass Shelly?" I responded. Before continuing our greetings Shelly hurriedly ran back to the other side of the suite and grabbed her "hotel issue" robe and came back to excuse herself for being in a state of partial-dress. 


Of course, I excused her. This was going to be a great weekend. It has already started off with a Bang! 

Shelly asked if I wanted a drink and I accepted a cognac and an ice-cold brew from her. "So where is your husband, I asked? 

Shelly then informed me that her husband, Michael, was out buying more liquor for the weekend's festivities. Just then, my baby Rachael comes strolling her sexy self through the door. 

"I see you two have met?" Rachael says. 

"Oh Yeah, and did we meet," Shelly says with a wicked smile. 

Shelly goes on to explain how she wasn't expecting us so soon and that I had walked in on her while she was clad in only bra & panties. The three of us got a kick out of that. The afternoon continued with Michael returning and the four of us just sittin' back chillin' listening to some music and sippin' on some fine drinks. Michael was what many might call a "pretty boy". He was about 6'1," very dark skinned with a swimmer's physique and this baby face. Rachael had mentioned, during our many sex talks, that Shelly had told her that Michael had long dick. To hear Shelly tell it, her husband was packin' close to 10 inches of tube stick and their sex life was supposed to be Da Bomb. So you know where my mind was...maybe I would get to see Shelly & Michael going at it or at the very least, hear their moans and groans as Michael wore dat pussy out. 

As we were the only folks in Rachael's group with a suite and Jacuzzi our room was chosen as the "party" room for the weekend. Two other couples, Mark and "China" as well as Robert and Lisa joined us. Let's have the particulars. Both Mark and China were 45 years of age. Mark showed the signs of being a former football player. He was 6 ft. and 260 pounds. Although he was a bit thick around his midsection you could tell that he once was in pretty good shape. "China," so named because her African-American father met her Vietnamese mother while in the war in Nam. I guest he friends gave her the "China" nickname because it sounded better than "Vietnamese". In any case she was light - brown skin and reminded you of a Halle Berry with Asian features. "China's" best asset was her long luscious legs. She was 5'11" and leggy as all hell

The last couple to arrive at our suite was Robert & Lisa. Have you ever met someone you didn't particularly care for from the start? Well, Robert was that guy. Robert was 5'9" Mr. Know it all. He came struttin' into our suite with this BIG attitude. Robert had the whole gymnastic look thang going on. I had to give it to him his body was tight...but he knew it and had no problem flaunting the fact that at 46 he still had "it" going on. Now, have you ever laid your eyes on a woman who just gave off the "I am a pure slut" look? Robert's wife Lisa was just that. She immediately reminded you of Vanessa Del Rio. Lisa had that, "I am a total fucking machine" thang going on. 

YES! Indeed. This was going to be a good night. I would get a chance to see all of these fine babes damn near butt naked in out Jacuzzi. Rachael later told me that the girls were thinking the same thing. They were drooling over the thoughts of seeing us brothas in our skimpy swim trunks with our big dicks stretching to get out.

It was 11:30 pm and the six of us were all sitting around sippin' champagne & cognac in the Jacuzzi. Actually, the Jacuzzi was only big enough for 4 people, so there was always and "odd couple out"; but that was ok because that couple more often than not was Robert & Lisa and I got the chance to see Lisa strut her stuff as she walked to & fro refreshing our drinks and basically just showing off her "dangerous curves" to the boyz. Yep, I could feel a lil' hater-ration in the air from Rachael & "China" who were obviously feelin' some kinda way about their gurl showing us her "stuff". 

We had a great time that evening. One moment came when I hadn't seen Rachael for a minute. I excuse myself from "China," Robert & Lisa in the Jacuzzi. As I walk towards the balcony of our room the familiar smell of pot filled my nostrils. Low and behold there are Rachael and Shelly leaning over the balcony with there asses jiggling, checking out the NYC skyline and puffin' on a joint. 

"So you ladies started without me, huh?" I asked.

"All baby, we wouldn't leave you out. We were just having some girl talk," Shelly responds.

"So what were you two talking about? Were you talkin' 'bout dis big dick that I have for your girlfriend?" I say to Shelly.

Rachael tells me to shut up and playfully smacks me on my chest. 

"By the way, that is a heck of a view...you two sexy ladies bent over the railing with your juicy Asses stickin' all out. Ya'll better watch where you point those things," I jokingly tell the ladies. 

I then stand next to Rachael and spank her big black ass, which was just too inviting, stuffed up in the tight purple one-piece bathing suit she was wearing. Just then Shelly looks down at my dick and notices that I have an uncontrollable hard – on which is just too much for her to ignore.

"Damn, is that thing real," Shelly asks in her "I am so fucked up from this joint" voice. 

"Tell your girl that it's real baby," I prompt Rachael. 

Rachael surprises me by reaching down and grabbing my dick through my swimming trunks and while squeezing my harder- than -life dick, confirms to her girl that it is indeed real. I respond by asking Shelly is that tight ass of hers real and she playfully sticks it out at me asking if I wanted to spank it. I decline, telling her that if I spank it, it wouldn't stop there...I would have to relieve myself up in dat ass. On that note, Shelly departs mumbling something about how she needs to find her husband so she can ride his dick. Rachael and I laugh watching Shelly walk away swinging that ass of hers like it's on hinges. 




The Boss Gets Her... Ch. 02



"You want some of that don't you," Rachael asks me?

While pinning Rachael against the railing and grinding my big hard dick into the crack of her big firm ass, I tell my baby that she has all the ass that I need (of course, I would fuck her girlfriend silly; but I knew it wasn't that kinda party). Rachael and I remain out on the balcony smoking a few more joints. Upon realizing that we had been out on the balcony for more that an hour and that the other guest had left it was time for me to get some of this nice tight pussy that I'd been craving for a month. I went out to the suite to find that Shelly & Michael's door was shut. Me, being my nosey horny self, had to go listen...and sure enough, I heard what I was hoping for.

"Fuck me daddy! Drive that big dick all up in dis pussy," I heard Shelly moaning. 

"Tell Big Daddy, how you want this dick bitch," Michael responded. 

That was enough for me. I hurried back to our side of the suite and told Rachael that her girl was getting dicked - down and that it was time for her to give up some of that sweet pussy. I had always had a fantasy about fucking on the balcony of a downtown hotel and this was the perfect time. By this time it was about 2:00 am and the New York skyline was looking so inviting. Before she knew it, I had my Speedo swim trunks off and was standing at the glass doorway of our balcony butt naked with my thick 8 - inches throbbing and jerkin' waiting for her attention. Rachael had turned around and was shocked to see me standing before her in my birthday suit. I stepped towards her...put my thumbs in the shoulders of her one-piece bathing suit and slowing pulled the straps down off of her shoulders releasing her bouncy 38Ds with big eraser size nipples. I kept pulling down on her suit until all Rachael could do is step her big tight chocolate legs out of it. 

"Turn around and bend over that railing," I ordered.

"John you are crazy, people might see us and more importantly Shelly or Michael may come out." She tries to find excuses not to let me bang that Big Ass silly on the balcony. 

"Shelly is in there riding her husband's dick minding her own business. Now, you do the same and turn that Big Ass around so I can give that thing what it needs," I respond. 

Within seconds, I had Rachael bent over the railing with her solid gorgeous thighs spread and me standing behind her with my dick all up in her wet, juicy pussy. Rachael was so turned on her pussy was just dripping. I had never seen a woman so wet. For a 46-year-old woman Rachael's pussy was tight and had magnificent sucking power. I started fuckin' Rachael from behind like there was no tomorrow. 

"Give it to me bitch! Throw that Big Black Ass right back at me," I ordered. 

Rachael was no amateur; she knew just what to do with her big ass. As she would throw it back onto my hardness I would spank those fleshy black ass cheeks of hers with no sympathy...I gave Rachael no rest that night. We must have fucked in that position for 20 minutes then I dismounted that ass and walked her to our bedroom where I laid her on her back...put her legs over my shoulders and fucked her all over the king size bed. Let me tell you. I fucked her all over that bed so that at one point I had her upper torso hanging off the bed with her head dangling down almost touching the floor. I know that Michael and Shelly had to hear us because both of us were screamin' and moaning with no restraint. 

That next morning was so funny. The four of us set around the breakfast table in the hotel restaurant and teased one another concerning who did the best fuckin' the night before. Shelly also informed us that while Rachael and I were on the balcony getting high she walked in on fine ass "China" giving Mark a blowjob. Apparently everyone was changing clothes in Shelly and Michael's room except for "China" and Mark. Shelly told us she walked back out to the main room to find Mark sitting on the side of the Jacuzzi with "China" between his legs sucking dick like there was no tomorrow. The thrill of that story was that Mark was facing Shelly while "China's" back was to her; thus, giving Mark the extra thrill of getting head from his lady while Shelly looked on without "China" knowing that she was being watched slobbing her husband's knob. Shelly said that while Mark watched her looking on he grabbed "China" by the back of her head and just busted his nut all down her throat. I wish I had seen that. 

The rest of the weekend went pretty much the same. After the 2 pm wedding and reception that Saturday we once again entertained the same couples in our room. Unfortunately, I can't say that I fucked any of the other ladies or that there was any swapping going on; however, we all had a great time flirting and occasionally getting a pinch or grope of one another's mates during the evening. 

There is one more story of Rachael and I. Let me know if you would like to read it. 



The Boss Gets Her... Ch. 03



Hello readers. This is the final episode of my “fling” with Rachael, one of the partners at my law firm. Please read both chapters of “The Boss Gets Her Big Ass Banged” for perspective. 

You had to be there to really picture this scene; but I’ll try my best to give you the visual. Rachael’s brand new black Mercedes is parked on the bottom floor of our law firms parking garage. I had purposely instructed her to park in the dark & secluded back corner, so as to give us privacy. The back of her car was facing the wall of the garage, allowing us even more privacy. Rachael and I had exited her car and were preparing to go back into the office after returning from seeing one of our corporate clients. Things had got out of hand. Rachael had opened her trunk…leaned in to grab her brief case…the sight of her blue pinned stripped business skirt stretched tightly over her Big Black Funky Ass was just too much for me to stand still for. 

I quickly lifted her skirt to her waist.

She was caught way off guard by the sudden Spring evening breeze that blew across her exposed purple lace-panty covered ass and garter belt. 

I gave those fleshy ass cheeks the smack they deserved…SPANK! SPANK! Both black butt cheeks got the business. 

Ouch! Rachel exclaimed as she felt the sharp crack of my open hand against her booty. 

Before she knew what was happening, I had her garter belt unsnapped and panties down by her leather 3 inch “Fuck Me” pumps. I had my black slacks unhooked and my zipper down exposing my Big 8 inch Dick ready for assault on dat ass! 

“NO! Not Here!” Rachael half – heartedly protested. 

“You know you want it! Shut up and take dis Big Dick!” I countered. 

Take it she did. Within seconds, I had grabbed both of Rachael’s hips, bent her head down into her trunk and thrust my dick deep up in her tight ass. I showed her ass no mercy. Yeah, at 7pm on a Tuesday evening, towards the end of our workday, I was hammering my big assed boss all up in her booty. 

“Someone might come. Is anyone coming? Stop! Someone might come.” Rachael pleaded. 

“No one is coming. Besides even if someone comes you know you love me giving you this dick,” I teased as I grabbed her beautiful black hair while continuing to wear her asshole out with my big dicked assault. 

I fucked Rachael with her head buried down in her trunk and her big trunk sticking straight up in the air for at least 10 minutes. Finally, I couldn’t take it…my dick couldn’t take this enjoyment any longer. Watching my hard-as-ever dick slide in and out of her ass and her dark brown ass jiggle was just driving me mad. Plus, Rachael’s as had those stretch marks that really turned me on…I see them as the sign of a “real” mature woman. My nut was begging to bust loose from my heavy sweaty black balls. Realizing that I was on the verge of giving up my nut, I gave her big bouncy black ass another couple of hard, stinging smacks before unleashing wad after wad of my seed deep up in her ass! “Take it all Miss Boss Lady,” were the last words this fine, intelligent senior partner heard before I just ‘bout collapsed on her back after finishing my cum inside her. I dried my sticky cum covered dick on Rachael’s skirt (against her wishes, of course. But what could she do…I had just given her seldom fucked ass the fucking of a lifetime.) as I pulled my slacks up and straighten myself up. Before pulling her skirt back down over her ass, I gave those big juicy black cheeks a final smack for good measure. 

As Rachael and I walked up to her office, I harassed her all the way, “ Oh, I didn’t know Ms. Prim and Proper big shot law partner likes to take it up her big ass.” 

“Stop it John, you are out of control,” Rachael responded. 

“I am going to be thinking about dat tight ass of yours for the rest of the evening. How will I be able to concentrate on this damn case,” I asked.

Turning and looking down at my groin while licking her lips, Rachael whispered, “Damn, you’re right…I may have to come get some more of dat dick before we leave the office tonight.”

“I thought Ms Boss Lady didn’t like to mix fuckin’ wit working?” I teased. 

She just rolled her sexy brown eyes back at me.

As we approached the elevator leading up to our office suites, the feeling of power I had was unreal. I had sexually conquered my boss. The woman I directly reported to was damn near my sex slave. I had had her suck my dick and fuck me in her office as well as fucked her silly for a weekend during her girlfriend’s wedding. Yeah, a brotha was feelin’ kinda good about himself. Now, as my boss entered the elevator ahead of me she basically looked like a well-fucked hoe…my own personal well – fucked hoe…Cum stains on the back of her skirt (her business suite jacket hid the stain from public view, but I knew it was there…I knew that I had wiped my semi-hard cum dripping dick clean using the back of her skirt)…her hair looked less than perfect…and if you got close enough you could get wiff of sex from her wet pussy and nut filled ass. Yep, Boss Lady Rachael was now my whore! My Fuck toy! My slutty older woman. 

“Get your Big Juicy Ass on that elevator,” I order Rachael while slapping that butt of hers one more time. 

Once on the elevator, I leaned with my back on the wall while Rachael stood just inches away from me with her big phat ass pressed up against my dick. In seconds, I was hard again.

“Darn it, doesn’t that thing ever need rest?” Rachael rhetorically asked as she grinded her big ass into my growing hard-on. 

I just couldn’t help it. Knowing that most workers had gone home by this time and thus, our chance of being interrupted on the way up to the 33rd floor were slim, I ground my dick back into the crack of her lovely ass in rhythm with her seductive movements. Yes, Rachael was backin’dat thang up and I was mos def giving it right back to her. This was the ole’ high school staple, “dry fuck!” 

All the way up to the 32nd floor, where I got off, I squeezed her big 38Ds, kissed and bit her neck and played and pulled in her hair while letting my dick rest in the crevice between her 50 inch ass cheeks.

Before getting off and leaving her to go up one flight of stairs to her boss’ office, I reached into her blouse and further into her bra and pulled both nipples just for fun. 

That did it for her. With my hands manipulating her nipples, Rachael came right there in the elevator. She had had enough. Minutes before going in to speak with her boss, Rachael was cumming all in her panties. She just stood right in front of me…looking deep into my eyes…holding my arms tight and moaning quietly while her body shook from her powerful orgasm. 

“By Boss Lady. Now go meet with your boss with my nut all up in your ass and your pussy all sticky & wet.” I teased.

Rachael just gave me this, “Damn, I love you for making me cum,” look and let the elevator doors close between us.

Men, have you ever noticed that right after you get some good pussy, right after you’ve done some good hard fuckin’, that your dick is rock hard again and you want some more pussy? Well, it wasn’t an hour since I’d finished busting my nut up Rachael’s ass and there I was sitting behind my wooden desk trying to ignore the hard-on between my legs. Yes, I was horny and ready to give dis Big Monster Dick another workout. I knew I couldn’t call Rachael again tonight because she was really busy trying to wrap up the paper work for the case she was working on. 

Just then, in walks Theresa. Theresa Morales is one of our cleaning ladies. She and her crew come in after business hours and clean our offices. Theresa puts the “Hot” in Hot Latino. She is about 23 years old, 5’3”, long black hair, big pretty brown eyes and about 36-28-40 with, not a phat big round ass like Rachael; but rather, more the wide - hipped big ass variety. Oh yeah, she has these delicious kissable lips, which are always covered, in a “nasty” brownish/purple lipstick that just drives me crazy! 

I’ve wanted to fuck Theresa silly since the day I’d met her but out of fear of sexual harassment concerns and counseling from Rachael, in her mentor role, to, “…leave the women at the workplace alone.” I decided against it. But tonight at 11:00 pm and me with a raging hard – on that wouldn’t quit…I just might have to throw caution to the wind and go for this ass. 

“Que Pasa Mami!” I greeted Theresa in the hip slang of that time. 

“Hey Papi!” Theresa responded. 

It had taken me months to break down the communication barrier between us to the point that Theresa felt comfortable dialoging with me in this colloquial fashion. You know, it was that “he thinks he is this big time attorney and can fuck me the lowly cleaning lady” syndrome that Theresa was weary of. Finally, after allowing Theresa to see the real me…the John the brotha from ‘round the way who just was fortunate enough to make it out of the hood…real me, Theresa had come to open up and be more relaxed in my company. So basically, she and I just kept it real and flowed together very well. 

I had been very careful not to show her how bad I wanted to fuck her into next week. I didn’t want to scare the poor girl away. But tonight was going to be her night. Tonight horny John couldn’t stands it no more. I was going to unleash Da Big Black Monster on Theresa’s fine Puerto Rican ass. 

So in walks Theresa wearing a red loose fitting sweat shirt, which allowed her big 36 Juggs to flop around as she walked, a matching red head band holding her long black hair back in a pony tail, and tight blue jeans that hugged her wide hips and thick thighs like they were painted on.

“So what are you doing tonight after you get off?” I ask.

“Nothing, I don’t get off ‘till 1 am. I’ll be dead tired by then.” Theresa answers.

“Why don’t you join me for a drink at ‘Benny’s?” (Benny’s is a cozy little bar around the corner from the office where the 25-35 hip hop crowd hang out and listen to jams and poetry) I ask. I suggested Benny’s because I figured that the crowd and atmosphere would make her feel comfortable and less inhibited. 

“Benny’s? You hang out in Benny’s? A big shot attorney like you?” Theresa surprisingly responds. 

“Yeah Mami, I ain’t dat L seven square that you think.” I tell her quoting some ole’ Rick James stuff. 

Theresa kinda looks up in the air and back at me trying to decide whether it would be “safe” to hangout with me after hours. 

“Come on. We’ll have a good time. I think tonight is open – mic night anyhow. It ought to be fun.” I try and convince her.

Just then…damn! In walks Rachael. Shit, my plans are doomed. Rachael is gonna see me trying to fuck the cleaning lady and cock – block. Rachael struts her fine ass into my office giving me the, “oh, I know you tryin’ to fuck this young buck Puerto Rican bitch” look. Damn, my dick just grows to unbelievable lengths as two of the baddest pieces of ass in the building are in my office. Two big assed bitches. One I’ve fucked a few times and the other I was trying to fuck. 

I was really becoming worried though. It was obvious that boss lady Rachael intimidated young Theresa as Theresa became quiet and got back to work around my office emptying trash cans and wiping my desk and cabinets down. I tried to break the ice between the two.

“Theresa, do you know Rachael Thomson? She is one of our senior partners in the corporate transactions practice.” I introduced the two women.

“Hello Theresa, how are you?” My fine boss offered Theresa her hand. 

This seemed to really relax Theresa a lot. It was as if I was treating her like a co-worker and not just a cleaning lady. I was always raised to treat all people as equal, so this gesture just came natural to me. 

“You better keep an eye on this one Theresa, he is too much,” Rachael says with her sexy smirk insinuating sex all the way. 

“ I know, I am watching him!” Theresa joins in smoothly with Rachael’s game. 

The 3 of us small talk for a few moments.

“Well, it was nice meeting you Ms. Thomson. I have to get back to work so I can get out of here on time tonight.” Theresa says as she leaves to go finish the other offices. 

Damn, I hope this doesn’t mess up with our plans tonight, I think to myself.

I was hoping that Theresa didn’t think that my boss had me all jammed up; thus, leaving me unable to hangout with her. Of course, I couldn’t say anything to her at the moment with Rachael all up in my face. 

“So you tryin’ to fuck that young girl ain’t ya?” Rachael asks while looking me dead in my eyes. 

“W-What are you talking about?” I stutter. 

“You know exactly what I am talking about…don’t front with me John!” She playfully snaps. 

“You ain’t gonna get none of dat ass.” Rachael says.

I am actually taken aback by Rachael’s forwardness. Surprisingly, Rachael does not seem jealous like I expected. As a matter of fact, she is in more of a teasing mode. 

“So you think you can fuck her? You think you can get dat Puerto Rican booty John?” Rachael teasingly asks.

“If I can get you, I can get any bitch.” I tease back. 

Then Rachael really shocks me. She sits in one of my leather visitor chairs in front of my desk and basically tells me that she is not trying to cramp my style. Rachael explains that while she is having so much fun fucking me she realizes that our sexual relationship is just that, fun and that she would not encumber my growth socially or job wise.

Upon hearing this, I feel relieved and comfortable enough to share with my boss/lover that I have asked Theresa out tonight after work. Yes, I tell Rachael that my plans are to fuck Theresa. Rachael then says something that almost knocks me out of my big brown leather chair. Rachael makes a bet that if I fuck Theresa tonight that she will suck my dick first thing the next morning in the office. The other side of her bet was that if I failed to fuck Theresa tonight I would have to place myself under her desk and lick her pussy and ass while she conducted a major conference call the next day. This really got my blood boiling and of course I accepted. 

Rachael peaked out of the door to make sure no one was around before leaning over and giving me a quick French kiss before saying her goodbye for the night.

Once Rachael left, I went searching the halls of our plush office for fine ass Theresa. Wow! There she was bending over a trashcan changing a bag with that big wide ass of hers busting the seems of her tight designer jeans. 

“Hey You.” I get her attention. 

Startled, Theresa turns nervously but then relaxes flashing her pretty smile once she realizes it is I. 

“Hey Papi, Que Pasa? We still on for tonight?” She asks.

“You damn right Mami. As a matter of fact, it is now 11:45 pm and I am going to shut it down here and go on over to Benny’s and have a couple of drinks. I’ll come back and meet you out front at about 1:10 am…leaving you enough time to get downstairs ok?” I suggest.

“Ok, that is good. I’ll be ready. You can’t keep me out too long now…I have to be home to get my son ready for school in the morning, ok?” Theresa reminds me.

“Sure, I’ll have you back in no time.” I assure her. 

As I walk into Benny’s the crowd is unbelievable. Sexy sistas and fly brothas all around just chillin’ listening to Wu-Tang and sippin’ on some Cognac. This place is Da Bomb. The women are dressed in everything from tight & short spandex type dresses to hip huggin’ jeans that would make you smack ya momma. This is mos def the place to be. I stroll over to the bar and order a Henny and Heiney (my favorite combo) and just mellow out as I survey the scene. For the next 45 minutes I am just chillin’ as I drink down 3 more Cognacs and 4 more imported brews. Yeah, I want to feel just right before meeting back up with Theresa and bringing her back here. 

“OH MY!” At 1 am when I returned to the office to pick up Theresa, I am treated with a most pleasant surprise. Right after I asked her out, Theresa had called her sister and told her to bring her a change of clothes. So now Theresa was dressed in a black pair of dress jeans, matching Polo type shirt and black “fuck me pumps”. She had her Polo shirt buttons open giving me and anyone else who looked a glimpse of her black lace bra (I just imagined that she also completed her ensemble with a matching lace thong.). The contrast between her light brown skin and black attire made Theresa’s appearance stunning. She also wore various gold necklaces and rings. 

“Mami, you look sooooooo hot baby!” I say checking her out from head to toe.

“ Thank you Papi, you know I wasn’t going out with you lookin’ like no bum.” Theresa explains her change of attire. 

So for the next 2 hours Theresa and I hangout at Benny’s and get our rap on. I sip on Cognac and brew all night while she sips on Long Island Ice Teas. Benny’s closes at 3:30am and Theresa and I are almost the last two patrons to leave. Theresa is feelin’ no pain after about 3 Long Island Ice Teas and one cognac she drank to “hang” wit me. My big black dick is hard as a steel pole and needs some release. When we exit Benny’s we walk into a slight drizzle, which gives me an excuse to share my umbrella with her; thus, allowing us to snuggle close as we walk to my car. As we walk, I am playing in her hair and whispering into her ear how good she smells and soft she feels. My horny mind takes over and tells me to just go for broke and kiss this fine Puerto Rican sista…so I do it! As simple as that! Yes, as soon as we are at my car, I push her back onto the passenger side door…grab her chin and lean into her face with my thick lips and begin kissing her with passion. 

“J-John.” Is all she can manage to say before submitting to my kisses. 

Our tongues dance…darting in and out…back in forth and all around one another’s mouth.

Within minutes I am feeling her 36Cs and grinding my rock hard 8-inch boner all into her. 

“I’ve been wanting you ever since you started working for our firm.” I whisper in her ear.

“All John, have you really? I would have never known. You never came on to me at all…even though I did catch you checkin’ out my butt when you walked past.” She admits. 

“A brotha can’t show all his cards. He’s got to remain cool.” I explain.

“Come home with me Theresa. I want you tonight.” I cum clean.

“You want me? What do you mean?” Theresa tries to play coy. 

Since she is trying to act dumb, I just come out and tell it to her straight, “I want to fuck you good Mami!” 

“I have to be back home tonight. Remember, I have to get my son out to school early in the morning.” Theresa makes excuses.

While she is explaining why she can’t go home with me tonight, I have manage to get both my hands down into the back of her jeans to the point where I have both of her “thong exposed” ass cheeks in my palms. Oh Shit! Theresa’s ass cheeks feel soft as jelly. I just squeezed her wide ass cheeks like I was squeezing the juice out of an orange. I had to fuck this hottie tonight. She was making my dick just too hard. Within a few more minutes I had my right hand massaging her swollen pussy lips through her thong. This bitch was in heat. Her pussy was dripping like a leaking faucet. I thought, “Fuck this”, I am going to take this bitch right here. Right in the parking lot. 

“No!” Not here Papi…not here.” Theresa pleaded to be taken in a more dignified place for our first time. 

“You can come to my house; but you must be gone before I wake my son up for school, ok?” She lays down the ground rules. 

Of course, I agree and we get in my car and head for her side of town. As we are driving again my horny mind goes to work on me. I say “fuck it” and unbuckle and unzip my pants. As I am doing this, Theresa notices out of the corner of her eye and tries to protest.

“What are you doing? Don’t do that! Stop John, I don’t want to see it now.” She says oh soooo unconvincingly. 




The Boss Gets Her... Ch. 03



“Shut up! You know damn well you want this big dick now.” I playfully taunt her. 

Before she can say another word, I have unleashed all 8 inches of my thick black dick and start waving it in the air beckoning her to suck it. Sure enough, after trying to play the shy role, I have fine ass Theresa Morales jerking my dick as we drive to her home. By the time we reach the first traffic light I have Theresa sucking on my dick like a whore in heat. 

“Suck it bitch! Suck dat black dick like you mean it.” I order. 

Theresa sucks on my dick…slurpin like it’s the sweetest black lollipop she’s ever had. Pre-cum has fallen out onto her tongue and she is just loving it. I am driving with my left hand while my right hand is helping me fuck her face with my throbbing dick. It is a 25-minute ride to her house and by the time we reach her driveway I have Theresa Morales butt naked sitting on the leather seats of my Truck. Yes, during our drive home I had managed to convince her to strip butt naked of all her clothes by telling her that it was almost 4 am and no one would notice. 

“Let me get my clothes on to get in the house.” Theresa says.

“No! I want you to run in butt naked. No one will see you. Everyone is sleep.” I suggest.

“Now you know there is always a nosey neighbor up getting something to drink or a snack in the middle of the night who will see me.” She responds. 

“Live dangerously young buck. Live on the edge. You only live once.” I throw some bullshit back at her. 

That last line was just too much for her. She was not going to let some oldhead (34 to a 23 year old is considered ole’head) call her bluff. No, Theresa Morales had been challenged by some stuffy, high society lawyer - type dude and she wasn’t having it! Right before my unbelieving eyes, Theresa grabbed her purse…took out her house keys…told me to walk behind her, as to shield her from any nosey eyes…jumped out of my pathfinder into the rainy night…letting her soft ass jiggle and 36Cs bounce with me following behind her butt naked light-brown wide ass as she quickly walked to her side door. Damn, this was my kinda girl. In the back of my mind I was also thinking how that other fine ass bitch, Rachael “Boss Lady” Thomson, was going to be suckin’ my dick in my office later this morning. 

As we entered her home, Theresa told me to keep quiet so that we wouldn’t wake her sleeping son and her roommate and her daughter. Theresa shared her modest home with her best friend Pam Green and Pam’s daughter Lisa. Pam was a 24 year old, African – American woman who had been one of Theresa’s best friends since the 4th grade. 

“Just sit right here. I’ll get you a beer and be right back.” Theresa says as she lit a few scented candles and turned on BET, letting it play on mute. 

Fuck this! I was feelin’ no pain from the drinks that I had and my dick was hard and ready to fuck. So what could a brotha do but get butt naked… and that I did. By the time Theresa returned with my ice cold Corona, I was sitting on her comfy black leather love seat in front of the TV in my birthday suite with my big hard black candle stick pointed straight at her, ready to be serviced. Theresa didn’t disappoint. Seeing my condition and state of undress, she walked to me with her equally butt naked self, handed me my beer, dropped down to her knees, grabbed my stiff dick off of my stomach, bent it to meet her luscious lips and while balancing herself with her hands on my strong thighs, slurped down on my dick. Damn! Theresa’s lips and tongue felt so wet and tight around my throbbing member. Again, I was mesmerized by our contrasting skin colors as her light brown eyes rested on my dark brown thighs. It was like the whole house was silent, but for, the sounds of her slurping down on my dick. The picture was so hot. Black as night except for 3 scented candles and the light from the TV. Me sitting on the sofa sipping my ice cold brew in one hand while face fucking this fine ass Mami with my other hand. Theresa was leaning forward so I got the added visual of her wide ass sticking straight out…Damn, what more could a brotha ask for! 

“Yeah Mami! Suck dat dick! Suck it like you mean it, baby!” I exclaimed.

As Theresa sucked my dick soooo many thoughts flew in and out of my mind: 1) How ‘bout dis, I got da cleaning lady suckin’ my dick. 2) In just a few more hours I will have my boss suckin’ on dis same dick. 3) I got this bitch suckin’ my dick with her best friend upstairs sleeping. 4) I wonder what would happen if her best friend came downstairs and walked in on this site. Oh, my mind was wandering all over the place while enjoying this fantastic blowjob. 

“Fuck this. Give me some of that pussy Mami.” I said while pulling my dick from Theresa’s oh so hot mouth.

In seconds, I had Theresa up on her knees bending over the back of her sofa and ramming my hardness all the way to the hilt in her deep soft & juicy pussy. I gave her big wide ass a couple of good smacks on each cheek before she cautioned me to not be so loud or I might wake the others. I paid her no mind. I was just that nasty. I wanted to punish this pussy and I didn’t care who woke up. As a matter of fact, I secretly desired her housemate, Pam, to walk in and maybe join in. For the next 10 minutes I fucked Theresa in that position while pulling her long beautiful black hair and occasionally giving those gorgeous wide ass cheeks the spankin’ they needed. As I tired of that position, I dislodged my dick and laid Theresa on her back and continued fucking her missionary style on her sofa. I had her left leg up over the back of the sofa and her head pinned into one of the arms while I just went to town fucking her real good. Theresa was moaning and panting like a bitch in heat. She started really driving me wild when she started speaking and moaning in Spanish. I couldn’t understand a word she was saying but it just all sounded so sexy. 

“Yeah bitch, take this cum. I am going to unload all over your pretty face.” I told her while taking my “ready to explode” dick from her begging pussy and straddling as I smacked my dick across her face. 

“Oh baby, here it cums.” I warned her as my dick began squirting semen all over her nose, lips, eyes, forehead and hair. Yeah, I was purposely aiming at those spots. I wanted her face to be a cum – filled mess. 

When I was done, Theresa had my nut all over her face. She looked the part of a straight hoe…and I loved it. Seeing her laying on her back, butt naked with my nut all over her face and hair was just too hot! 

It was now 5:30 am and Theresa snuck me into her bedroom where we both feel right to sleep. At about 7:30 am I heard Theresa getting up and taking a shower. She told me not to move until she got her and Pam’s daughter out of the house and on the school bus. So I just lay in the bed with yet another rock hard dick watching and listening as both Theresa and Pam showered, dressed and fed their children. Of course, I interrupted Theresa from getting dressed a few times and had her suck my dick or lick my balls. I was feelin’ really good fellas. You know how we men feel when we have just conquered some pussy all night long…that “who can fuck better than me” feelin’! Yeah Baby! 

I also quietly called my secretary and let her know that I wouldn’t be in until later in the day (I still wanted to meet Rachael in her office during her conference call.) 

The next thing that happened was just unbelievable. It was just what I wanted to happen. Theresa had walked the two children up to the corner bus stop and I was trying to find my slacks so that I could go down the hall and piss (You men know that early morning hard piss dick). As I was walking towards the chair where Theresa had neatly folded my pants, the door to the bedroom suddenly swung open and BAM, in walked Pam! 

“Oh Shit! I am sorry. I-I thought T-Theresa was in here. I forgot you were here. I- I am so sorry.” Theresa’s housemate, Pam, stuttered. 

“That’s ok baby.” I said while proudly displaying my big thick 8-inch monster for her viewing. 

As Pam nervously stuttered her way out of this uncomfortable situation, she simultaneously lowered her eyes to take in my dick. 

“Damn!” was all she could say. 

By the way, Pam was a cutie in her own right. Pam was about 5’7” with a track stars sturdy long and powerful legs, about 36C-28-36, with big pretty eyes and a short “Anita Baker” style hair style and she had a deep chocolate complexion with big juicy lips to top it off. 

As Pam turned to leave the room she bumped into Theresa as she was walking up the stairs. All I could here is Pam telling Theresa, “Damn that boy got a beautiful dick. You might have to let a sista get at some of that one day.” 

All Theresa could say is, “Bitch, you already get enough dick.” 

When Theresa came in the room I told her what happened and also informed her that I had overheard her girl’s comments about my dick. I then teasingly asked Theresa if she would mind if I offered her girl some of this dick. Theresa then told me that Pam wouldn’t let me fuck her…that she was just joking.

I countered that if I walked downstairs butt naked with my dick sticking up in the air Pam wouldn’t be able to resist and would let me fuck her.

Theresa dared me. So after I got assurances from Theresa that her girl was cool and wouldn’t try and scream rape, I proceeded to go take my piss and then walk down to the kitchen without a stitch of clothing on and offer Pam my dick for breakfast. Theresa could not believe I had the balls to do this. She just waited up at the top of the stairs and listened (remember this happened when I was 34 and these to women were in their early 20s…so we thought the whole world was just one big party). 

As I walked down the stairs and towards the kitchen were Pam was drinking her morning orange juice and preparing her lunch for work, my dick just got harder and harder in anticipation of Pam’s reaction to my dick. I must have been some site. I was walking around in a strange woman’s home completely naked with my big hairy balls, the size of tennis balls, full of cum and swinging between my muscular thighs topped off by 8 inches of steel – hard dick! I was so excited that my big mushroom head capping my dick was tingling. 

“Ooooooh! Shit! Oooooh Damn!” Pam darn near dropped her glass out of her hand as she turned to see me standing at the doorway of the kitchen butt assed naked holding and pointing my 8 thick inches of dick straight at her.

“You want some of this dick bitch!” I confidently said.

“J-J-John! What are you doing?” She stammered again.

Walking towards her still holding my dick, I said with a cocky smirk, “ I heard you telling Theresa how you thought I had a beautiful dick.” 

By this time, Theresa had heard Pam’s loud scream and had come behind me, both to smooth out the situation if need be and to watch to see how her friend reacted. 

“Why don’t you just suck dat dick gurl? You know some dick before work would do a horny bitch like you some good.” Theresa suggested to her roommate. 

As Pam told us that we were crazy, I walked just inches from her and while taking the orange juice from her shaking hand, placed both hands on her shoulders…kissed her full on her big full lips and slowly forced her to her knees. It didn’t take long…seconds after seeing my hard throbbing dick bounce before her nose and lips; Pam opened her mouth and pulled my dick down to her soft red lips. This was turning me the fuck on. Here I am standing before Pam, in her own house, dominating the bitch. She was all dressed for work in her purple business suit and black blouse buttoned down exposing her ample cleavage. For the next 5 minutes Pam sucked on my dick while Theresa cheered her on. 

“Come over here and drop to your knees and help your roommate suck dis dick.” I ordered Theresa. 

Theresa gave me this, “who do you think your are” look before joining in playing the submissive role.

Damn, I was one lucky brotha. Before I knew what was happening I had these two fine sistas on their knees sucking my dick for all they were worth. One chocolate brown and the other golden brown. I was grabbing their hair…smacking my dick across their faces…calling them roommate sluts…grabbing their tits…just doing everything horny that I could think of. Finally, after about 10 more minutes of this, I couldn’t hold back any longer. I busted first down Theresa’s throat then shared with Pam and busted my nut down her throat. They both sucked me dry. The funny thing was Theresa and I wouldn’t let Pam brush her teeth or rinse her mouth out. We let her finish her orange juice but that was it. We made her grab her pocketbook and go straight to work with cum breath and semen in her mouth. Theresa later told me that she called her friend at work throughout the day and teased her about being the cum breath lady. Once we got Pam out of the door. Theresa and I fucked 3 more times…I fucked her in her ass while she buttered my waffles…I had her suck my dick while she called out sick for her day job and finally, I had her lean up against her front door while I fucked her pussy from the back before leaving at around 11:00 am. It was out of control fucking her against her front door as the mail man stood inches away on the otherside sliding mail through this same door. She also gave me her thongs as a parting present. 

ABOUT 2 PM THAT DAY:

Things had moved so fast. They were actually out of control. It was like the last 24 hours of my life was some porno movie. I was fucking everyone I came in contact with. In 24 hours I had fucked my boss in her ass, out in the parking garage. I had fucked the cleaning lady silly and had her blow me while driving to her home. This morning I had face fucked both our cleaning lady and her housemate on their kitchen floor before fucking Ms. Cleaning Lady a few more times. Damn, I was living the life! 

Well, now it had cum to this. After leaving Theresa & Pam’s home this afternoon, I went home to take a power nap and showered. As I was driving back to the office, I called Rachael on my cell phone letting her know that she had lost our little bet and would be sucking my dick in my office today. As a matter of fact, I told her that I wanted to sit in her office during part of her conference call so she could “pay up.” At first she argued that that was too risky…that she would be on the conference call with 5 other offices across the country as well as with the client. I ignored her and told her to let her secretary know that I would be joining her for the call.

After settling in and responding to some of my urgent messages, I left my office and headed across the street to Rachael’s main office (anyone who knows anything about law firms knows that partners have their choose of offices and often have claims on more than one office throughout the firm. This was the case with my boss). Rachael had her main office across the street in the main building and also had a conference room/office in my building as well. As I approached Rachael’s office, her fine secretary, Barbara Rankin, was bending over her desk with her phat ass stickin’ straight up at me. Barbara Rankin was a Jamaican sister of about 43 years of age. She always dressed to the “T” and kept her hair together. Barbara had these great big tits that must have been 44D. She was a lil’ on the thick/chunky side…but chunky is a good thang! Barbara was funny, she could switch back in forth between her accents. One moment she was speaking the kings English clearly and before you knew it she had changed to a heavy Jamaican accent. She normally saved the latter for her girlfriends around the coffee table. Yes indeed, I also had a major hard-on for Barbara Rankin! But that would have to wait, I had more pressing business with her boss right now. 

“Hey Barb! How are you this afternoon?” I greeted her.

“Oh, hello John. What’s going on with you? How are you today?” Barbara responds. 

“I am good. Thanks. Did…” Before I could get it out, Barbara finished my thoughts and told me that Ms Thomson was waiting for me to join her conference call. 

Barbara then asked if I wanted a cup of coffee or tea and then ushered me into Rachael Thomson’s office. 

Rachael had instructed Barbara that once she had me situated in her office she was to lock the door behind her and not to disturb us under any circumstances. 

As the conference call was in full swing by the time I arrived, all of our greetings were done in silence with hand gestures. Rachael was sitting back in her big brown leather swivel chair with both her legs propped up on her desk. She wore a soft pink silk blouse with the top 3 buttons unfastened showing off her sexy black lace bra. This was completed with a tight form fitting black skirt which, because of how she was sitting, had ridden up exposing her legs and a good portion of her lusciously thick black thighs. Damn she looked fine. 

Ok, it was time for me to fuck with my fine boss. I stood up in front of her desk and just grabbed my crotch while mouthing to her, “You want dis dick don’t ya boss lady?” 

“Stop it.” She mouthed back.

I wrote her a note on her yellow sticky:

You lost our little bet baby. Now you must pay!

Rachael red my note and just shook her head in denial. But nope! I would not deny this beauty. While Rachael was responding to one of the callers I took it upon myself to unfasten my slacks and pull out my now hard dick. I walked right over to Rachael and while she was in mid sentence, I smacked my dick across her face. She was good though. Rachael calmly turned her head to look directly at my big dick…grabbed it in her sexy soft hand…begin jerkin’ it real good…and continued her conversation with the other callers. This was simply dynamic! My boss was talking corporate strategy with 5 or 6 big time attorneys and 1 client, while simultaneously stroking the 8-inch dick of one of her associates. Oh, I was feeling good now! As they say, it doesn’t get much better than this. 

For the next 20 minutes I had Rachael suck my dick in between her speaking times. While she was speaking, I also took those opportunities to massage her breast and pull her panties off from under her skirt. At one point, Rachael was sitting at her desk talking to the client on the speakerphone while I sat across from her wearing her pink panties over my head and face. She did all she could not to bust out laughing. I think the hottest moment had to be when Rachael was just about closing the deal. She was talking final numbers with the client…I was kneeling between her desk and her sitting in her chair…I had both her legs spread and resting on my shoulders…and I was going to town sucking and licking her pussy. I was really enjoying eating Rachael’s pussy too. I guess I had been fucking and getting my dick sucked so much lately, this change of pace was exciting. The killer was when the client said that she agreed with Rachael’s terms. All the partners clapped and cheered. Well, they thought Rachael was joining them in their celebration but in reality she was cheering because she had just cum all over my tongue and face. As the client said she accepted Rachael grabbed my head tight and held me down between her thick thighs while she came a ferocious cum! 

As the conference call winded down, I got myself together and waited for Rachael to close the call. I was hard as a rock again. I still hadn’t cum. 

“Damn, you are so crazy!” Rachael said as she clicked off the speakerphone. 

“You know you like it!” I responded.

“Wow! I can’t believe we did that. If those old fogy stogies (she was on the call with 4 white men in their late 50s and early 60s as well as two white women in their late 50s) knew what we were doing it would have been all over.” She says shaking her head in disbelief. 

“Shit, they may have been doing the same thing. Old motherfuckers get their freak on too, ya know.” I said.




The Boss Gets Her... Ch. 03



“So you fucked my girl Theresa last night, huh?” Rachael says rhetorically.

“Yeah, told you so. You gotta have more faith in a brotha.” I explain with a smile.

“Rachael.” 

“What?” She responds.

“I want to fuck your big titty secretary.” I throw that idea at her.

“No! No! No!” Barbara is off limits. She has a nice boyfriend and she don’t need you taking her mind off of him.” Rachael exclaims. 

“Fuck, I know that would be a good piece. Do you think she would fuck me if she didn’t have a man?” I probed.

“You are so damn horny. Slow down.” Rachael all of a sudden tries to be my mentor again.

“Ok, since I can’t have her I am going to be taking it out on your ass overtime baby.” I say with a smile.

“Yeah, yeah right.” She snaps.

Just then Barbara knocks at the door. 

“Come in Barbara.” Says Rachael.

Barbara opens the door and lets us know she is leaving for the day. As Barbara leaves my dick is just aching for some attention. Barbara switching her juicy ass down the hall is driving me nuts. I have to fuck and now! 

“Rachael come to my house right now and fuck me.” I blurt out.

“Aren’t you tired from all the action you been getting lately. Didn’t your lil’ Puerto Rican friend take care of you last night?” Rachael gives me a hard time. 

“Don’t you worry about my Puerto Rican friend. I am talkin’ ‘bout your ass now baby. Now grab your stuff and meet me at my house in ½ hour.” I order.

“Damn, you just want wear my ole’ ass out don’t you?” Rachael says jokingly.

I walk over to her and with both hands grab a hand full of her more than generous 50 inch ass and respond, “Yeah baby, I am gong fuck you till your legs are unsteady.”

Exactly ½ hour later, Rachael and I are butt ball naked in my basement. I have her bent over my washing machine with her big legs spread and my dick buried to my big black hairy cum filled balls in her ass. 

“Take all dis dick you big assed horny bitch!” I scream in ecstasy as I fuck her ass while spanking those big bouncy butt cheeks. The other thing I love about Rachael is that she is hairy. I love hairy. She has hairy underarms and a hairy asshole.

I am wailing away at Rachael’s ass. It is like I am trying to break my dick off in dat ass. Rachael is supporting her self with both her hands clutching the washing machine while I just hammer her asshole good and hard. 

“Yeah boss lady. You enjoyed nuttin’ all over my face while you closed your big deal this afternoon, huh? Now you gonna pay bitch. Take dis dick…take it.” I continued to yell in jest as I fuck her ass while sipping a ice cold beer in my free hand. Yeah, I had this holding a beer while fuckin’ thang going on back then.

Rachael loved being dominated. She was really into our fuck sessions. She admitted to me that the reason she loved being dominated sexually was because she always dominated men intellectually. She told me it had been this way since her college days. She would tutor the “dumb jocks”, as she called them back then, and then let them fuck her silly afterwards. She dominated them in the “smarts” department while they dominated her in the bed. She told me how one of her school’s star running backs, who ironically, played a few years in the NFL, (Yes, I know who it is but, sorry can’t share that bit of info), made her suck his dick in her dorm while his girlfriend waited outside in the hall for him. The girlfriend thought they were inside talking about test scores. She told me that this football star got a real kick out of having her, the school smart bitch, suck him off while his girlfriend, the school’s hottest bitch, waited right outside the door. 

After fucking Rachael in her ass, I walked her upstairs and we sat around my living room listening to some hip hop music and smoking a few joints. All evening long we stayed butt naked. I loved watching Rachael switch that big funky black ass of hers around my house. Her juicy juggs were also a thrill to see shake and jiggle as she walked about my home. I had convinced Rachael to stay the night so we just screwed and got high all night long. The next morning I woke up about 6:30 am with a raging hard – on. Rachael was sleeping on her stomach, so you know I had to pull the covers down and look at that naked ass sticking up at me. That was all it took. While she slept, I straddled her back and spread those thighs so I could get my dick up in that pussy. There is nothing…I mean nothing like a good morning fuck. As Rachael was still sleep, I hadn’t given her pussy the opportunity to get wet. So when I stuck my dick up in her pussy she jumped up shocked.

“Oh John…slowly baby. Go slow, I am not wet yet.” Rachael moaned.

I damned near paid her no mine. I slacked off a bit, but basically, I just gave her long slow powerful strokes. Within minutes Rachael was wide-awake and taking dis dick like a trooper. I held her face down into the pillow and fucked her pussy good with her laying flat on her stomach. I loved the view of her big ass that this position allowed. She would throw that ass back at me with wicked abandon. 

While I was fucking her my phone rang. Because I knew that Rachael and I had an understanding…I could fuck other women and she could fuck other men…I didn’t bother to turn down the answering machine. Guess who it was? Yep, it was Theresa calling and trying to get me to come see her that night. It was so comical. As Theresa was talking and sounding like a desperate hoe begging for some dick, Rachael was mocking her as she took the pounding in her pussy from me. 

“Sorry bitch. This dick is presently in use. Pick up that receiver and tell your lil’ Puerto Rican hoochie mama that your busy fucking some real pussy now.” Rachael teasingly said while listening to Theresa and having me fuck her hard.

Rachael was too much. I just continued to drill Rachael in that position for damn near a ½ hour before pulling out and unloading a wad of cum all over dat big ass. For being such a bad girl I rubbed my cum into her ass like lotion and didn’t allow her to shower before leaving that morning. I made her go home like a funky hoe with my cum all rubbed in her ass. 

Well folks, bad news. That was the end of my affair or fling with my boss Rachael Thomson. Her conference call deal closer had gone so well that they promoter her and shipped her off to run our office in another state. I did get to fuck Rachael one last time during our “goodbye” weekend in New York City. We stayed in the same suite that we stayed in for her girlfriends wedding. We had fun sexying up that suite again. It is now 6 years later and here is an update:

John Hankins (me): I left that firm 2 year later and now am in business for myself. I am presently involved with a beautiful sista who I met while on vacation last year. She is standing over me right now as I type this part of my story. She is 37 years old, 38D-30-44, with chocolate brown skin, big sexy eyes, a short lil’ cute hairstyle, juicy big full lips, a great personality and a nice hairy pussy. Oops, I got a hard smack for that last one. 

Rachael Thomson: Is now happily married. I attended her wedding last fall and found that her new husband has two fine ass daughters, one 19 and the other 21. Rachael told me to stay away from her stepdaughters.

Theresa Morales: Theresa and I fucked off and on for the 2 remaining years I was there. I would sometimes stay late while she was cleaning and bounce her off my dick at my desk after hours. Theresa is real good people. She has now also left her cleaning job at the firm and is working as a customer service rep while attending college at night. 

Pam Green: Theresa and Pam surprised me for my birthday that same year and both gave me lap dances and let me fuck them. That was the only time I fucked Pam or had any more sexual contact with her. Theresa was getting kinda jealousy and wasn’t trying to share me if she didn’t have to. 

Barbara Rankin: Now ya’ll know how I do. You know good and well that I found my way to fuck Barbara Rankin. When Rachael moved out of state to take the promotion I asked her to put in a good word for me to Barbara. Apparently, Rachael hooked me up good because within a month or two after Rachael moved I asked Barbara out to dinner and a show and she said yes. It took me 4 dates over 2 months but I finally got to fuck Barbara Rankin. Oh and that Jamaican pussy was damn good. She had one of the tightest pussy’s I’ve ever had. Funny thing was that Barbara and Rachael remained close friends and one night while talking on the phone Barbara told Rachael how she and I were seeing each other. Rachael told me how she had to act like she never fucked me while listening to Barbara talk about us. The night I finally fucked Barbara was two days after she found out that her man had been cheating on her with some chick from his job. So I guess I got a “payback” or “revenge” fuck. 

Rachael’s 19 & 21 year old stepdaughters: I am working on them now. I always tease Rachael about sending them down to intern with me during the summer. LOL

Thanks for reading the story of my young and crazy days! Tell me what you think. 



The Boss Gets Her Groove Back



My name is Laura, and I am the Owner/CEO of a distribution company that my Husband founded many years ago. He passed away three years ago and rather than sell at a bad time I kept the business and continue to run it. I worked for my Husband at the company for many years as the Personnel Manager so I am very familiar with the operation and things are going well.

I put in a lot of time at the office, and that combined with the loss of my Husband has played havoc with my social life. All of a sudden I was the extra person in a group of couples who we had been friends with and the invitations stopped coming.

My sex life has suffered even more. I have male friends and acquaintances but I have discouraged any romantic approaches. Originally that was because of how much I missed my Husband and still loved him. But lately there is another reason too. I just turned fifty-five, and as I am sure you know your body changes as you get older.

Intercourse would now be very painful since I have 'dried up' as they say. I hope this isn't too much information but it is necessary for you to understand the rest of this story. My vagina is now a dry, tightly closed slit and it stays that way even if I am feeling horny for some reason.

I believe I am still an attractive woman and I always try to dress stylishly and I have regular appointments for haircuts and coloring, manicures, pedicures, etc. My hair has gone gray but the salons efforts keep it looking like it did when I was young. 

I have a membership at an athletic club that is a perk from the business, and I work out regularly with a personal trainer there. I maintain a slender figure and I am in pretty good shape for my age. This may sound vain but I think I look at least ten years younger than my actual age.

All of that being said, I haven't had sex or even a real date in the three years I have been a widow. I confess that I occasionally masturbate to take the edge off. I fantasize about being fucked into ecstasy but I did not see how that was going to happen.

Let me get to the heart of this story. One afternoon I was taking a walking tour of the building and I climbed up the stairway to a storage area on what is actually the roof of the office enclosure. I was looking for a sample of a product in the dusty rows of boxes but I didn't find it.

As I walked toward the stairway to go back down I saw a man down on the warehouse floor sitting in a slouch and leaning against the wall. He was in an area that is surrounded by high shelving and isolated. I looked carefully at him and recognized him as John, one of the fork-lift operators.

Then I was shocked to notice that he was masturbating while he looked at a magazine in his lap. Some kind of porn, I suppose. I stood still so he would not look up and see me and I could not help but notice that his penis was very long.

I knew that I should either call down to him to cease and desist, or else I should walk in the other direction to avoid him. I did neither; I was transfixed and curious and I could not take my eyes off of him.

In a few minutes he finished his task and ejaculated, and it shot up in the air and came down on the open pages of the magazine. It was an amazing amount of semen; it just kept squirting and squirting into the air. How very convenient, he did not have a mess to clean up; he just folded up the magazine and threw it in a nearby trash can.

I waited until he left before I went down the stairway and made it back to my office. I looked him up in the Personnel system and learned that he was twenty-five years old, not married, and had been with the company for two years.

I had mixed emotions about what to do next. Should I call him to my office and fire him on the spot? I couldn't decide so I did nothing.

I went home and all I could think about all night was the sight of him stroking his long, large penis and ejaculating up into the air. I fantasized that it was my hand that jacked him off and I was covered in his semen when he finished. As I lay in my bed I masturbated and gave myself an intense orgasm. Then I fell into a deep sleep.

The next day I decided what to do. I used the intercom and paged John and told him to report to my office. He knocked on my door promptly and I invited him in.

He asked why I wanted to see him so I cut to the chase.

"What were you doing yesterday afternoon in the corner of the warehouse?"

"Nothing" he answered with a guilty look.

"I wouldn't say it was nothing. More like eight or nine inches of something."

He was startled and he looked like a kid that got caught with his hand in the cookie jar.

I continued "Let's not beat around the bush. In fact, speaking of beating I think you were doing what some people call beating your meat."

His face was red as a beet, and he just looked down at the floor.

"I would like an explanation."

With a lot of hemming and hawing he stammered though his explanation.

"It gets boring running around on the forklift all day. I have a strong sex-drive and I just needed some relief. Susie in shipping and I get together sometimes . . ."

He stopped short, realizing that he was just getting in deeper.

"So you take little Susie back in that corner and have sex with her?"

I visualized this petite young woman being impaled by his meat-pole, and receiving the kind of load he produced by masturbating.

I said "Look, we all get bored, and we all have needs. You are not the only one. But you realize that I would be fully justified if I fired you for this."

He thought for a moment, and then said "I think if you were going to do that you would have already done it."

Good point, I thought. He is pretty smart after all.

He said "Was there something you saw that you liked? Something that you wanted a closer look at?"

He had me. I wasn't even sure what I was going to do when I called him up here, but clearly that was what I wanted, subconsciously anyway. Now I was the one with the red face.

He said "You must be one of those 'Cougars' or something. Well that is OK with me. Take a look at whatever you want."

He faced me with his arms spread out and a smile on his face.

Years of sexual deprivation and frustration came to a head in my mind. I can't explain how I got the nerve to do it, but I went over to him and knelt in front of him.

I unbuckled his belt and unzipped his fly, and pulled his jeans and underwear down to his ankles. His magnificent cock bobbed up in my face and I took it in my hand. It was growing and getting hard and it felt thick and heavy.

I don't know how I got past my shame and embarrassment but I stroked it and kissed it and tried to get as much in my mouth as I could. I was out of control.

I wanted to make him cum in my mouth and swallow it but before he did he helped me to my feet. He said "Life is a two-way street. It's your turn now."

I knew what he wanted so I took off my skirt and my shoes, and pulled off my pantyhose. He led me to the side of my desk and I climbed onto it, with my butt right at the edge. I lifted my legs bent at my knees as high as I could and waited.

I color my hair but not my pubic hair which was very gray. I hoped that did not turn him off but clearly it didn't. He pulled an office chair up in front of me and sat down and went to work eating my pussy. He licked the tight, dry slit and worked his tongue into it and found my clit.

He was very good at it, and I was on my way to an orgasm when he stopped.

He lifted his head and made eye contact and said "I want to fuck you now."

"John, surely you can tell why that is not possible."

He didn't say anything further but he dipped his head down and this time he brushed my asshole with his tongue. It was like a fireworks explosion inside of me. Then he pushed his middle finger all the way up my ass.

I had never had anything up my ass, not my finger or someone else's finger or a vibrator or a medical instrument of any kind. I had never even had an enema so the sensation of his long bony finger sliding up in me was a new experience. It was very erotic and I began to think that it might be possible to take his cock in me that way.

We were locked in eye contact but even though not a word was spoken we communicated. He clearly wanted to have anal sex with me, and I tried to indicate with my expression that I wanted it too. To make sure he understood I nodded my head in an affirmative way.

He started to move into position but I stopped him.

"Wait a minute. I will be right back."

I went into the private bathroom next to my office and I returned with an unopened tube of petroleum jelly. I opened it a smeared it all over the head of his cock, and then put some on the shaft all the way down to his balls.

"Try it now."

I got back into my position on the desk and he helped to hold my legs up, almost touching my shoulders. He moved in close and with one hand he guided his cock to my asshole. When the tip touched me I flinched in surprise, and then he began to push.

He pushed hard but it would not go in. I said "I don't think it will work."

He replied "Just hold still and relax. It is going up your ass whether your ass wants it or not."

Actually my ass did want it, or at least I wanted it up my ass. He adjusted his position so the angle was better and his cock lined up perfectly with my asshole.

The pressure kept building as he pushed harder and harder and then all of a sudden the head went into me. It forced my anus open and I let out a yelp.

I said "Ow! Stop there! Just wait a while."

He did as I asked, and I tried to relax and let it happen. I felt like I was dangerously close to ripping or tearing wide open and then I would have the embarrassment of explaining it to an Emergency Room doctor.

Then the tight ring of my anus just relaxed and let go. I am not sure if it was my will power because I wanted more of him in me, or if it decided on its own that resistance was futile.

I said "OK. You can go deeper now."

He eased it into me carefully, and with each little push I made a little grunting sound. The room was quiet except for me going "Uh. Uh. Uh." as his cock disappeared up my ass little by litle.

I was still quite tight at the entrance, but further in there seemed to be enough room for his thick cock. There was just the pleasant sensation of fullness as it slid into me, with the beautiful big head exploring and leading the way in. 

I was worried that I might have to tell him to stop if it became painful, but that didn't happen. He just kept pushing it in until the tip was way up in my abdomen, far more than I expected to take.

His balls pressed up against me and his black pubic hair intertwined with my gray bush. He whispered "There" and I knew I had it all. 

He began to fuck me in a very considerate way since he knew it was my first anal experience. He slid in and out gently with a rocking motion. I had expected him to be rough and insensitive but I was wrong. I suppose I had stereotyped him as an uneducated blue-collar guy who would just pin a woman down and screw her. He fucked me in a way that I can only describe as affectionate and caring.

He supported my legs with his strong hands so I was comfortable and I surrendered to him. I lost any real track of time but it seemed to last for quite a while.

Then I noticed his breathing change and he quickened his pace. I remembered the geyser of semen he produced when he jacked off and I prepared myself for it.

He stopped with his cock all the way up my ass and I felt a series of spurts and squirts go way up in me. I lost count but I think there were six or seven separate spurts as he emptied himself into my stomach. A twenty-five year old man is at the height of his sexual development and it showed.

I did not have an orgasm but I was very close. I had never felt a man cum like that, and especially I had never felt a man cum in my asshole.

He pulled out of me as slowly as he pushed it into me and I felt empty. He sat back down on the chair and dived back into my crotch. He licked my clit expertly and I did have my orgasm then, grunting and squealing.

I tried to get to my feet but I felt weak and dizzy. He helped me to stand up and then hugged me. This wasn't supposed to be romantic, it was just a command-performance fuck but it was nice of him.

We struggled to get dressed, him just pulling up his pants and me putting on my tight pantyhose and skirt.

"My god, I never knew that was possible. You stretched me wide open. I was afraid you would injure me. But after the discomfort of the first moment passed and I relaxed I liked it. I never expected it to go in me that far. I really liked feeling you cum in me." I felt myself blush as I whispered "There was so much of it!"

He replied "So now you know that you can still be fucked. You will have to take it in the ass but many women prefer it that way and I think you will too. By the way the stretching is permanent. It will be much easier next time."

That seemed presumptuous so I said "What do you mean, next time?"

In a calm voice he told me.

"You just committed sexual harassment of an employee. I could report it and get a big settlement. You wouldn't get fired because you own the place, but you sure would be embarrassed. I intend to come up here whenever I feel like it and fuck you. If you ever refuse me I will call a lawyer."

I didn't like being threatened, but why in the world would I ever refuse him?

I said "All right, you win. Just call me before you come up, I don't want you barging in when I am in the middle of a meeting."

So we agreed on that. For the next couple of weeks he came up every other day. I guess he needed a day to recover. He was right about the next time, his enormous cock slid right up my ass, no problem. After a few days we didn't even need the petroleum jelly any more.

I thought about what I was doing and I knew it wasn't right, but I couldn't help myself. How could I have reached the age of fifty-five without ever experiencing anal sex? My dear departed Husband was not very adventurous about sex, it was pretty routine with him.

More than anything now, I wanted to make up for lost time. If John wanted to see me every day I would love it. I ordered an executive couch for my office, an over-sized leather model. I thought leather would be best because fabric might accumulate semen stains.

The couch was more comfortable than the edge of my desk, and once we playfully tried something different. I sprawled face-down over the back of the couch with my face on the seat cushions and my butt in the air, and John stood behind me and shoved his stiff cock up my ass. He reached a new record depth that time.

One other day I asked him if it would be alright if I sucked him off instead. He agreed and I gave him my best blow-job. When he ejaculated it hit the back of my throat so hard I struggled to control the gag reflex. I got it under control and I swallowed several mouthfuls of his thick, creamy cum.

I finally felt like a sexually fulfilled woman. All of my inhibitions had vanished and I wanted to try everthing. Once we decided to have some fun and John asked me to get completely naked. I did and he tied me up face-down on the couch and told me I was a prisoner in a Turkish jail. I played along with the fantasy and squealed and begged him to stop as he pretend-raped me anally.

We got a little too playful I guess because my secretary must have heard some of the noise we made. It's a good thing that I lock my office door during these sessions because I heard her trying to turn the doorknob. We almost got caught in the act.

John seemed to enjoy the role-playing once in a while, but mostly he just wanted to fuck me deeply up the ass. He probably thought he was demanding sex from me and I was just acquiescing. Far from it, I wanted it more than he did. One day I almost paged him and made him report to my office for a session but I controlled myself. I knew he would call soon.