4. Debbie Do

4 Into The Breach

 

I was distracted all day at work. Not to mention prone to spontaneous hard ons throughout the day. I was feeling sixteen again. The promise of getting together with Debbie that evening had me wild with anticipation. I was finally going to be able to embrace that fully packed little body of hers and sample all of those delights. My mind was racing as the day dragged on. I had a quick lunch with a client whom I think was hoping for a long liquid lunch on the expense account. But I was not going to miss out on Debbie’s delights because of a misguided liquid sales effort. Even us ad whores have to look out for our own interests from time to time.

 

I got back after lunch to messages. Good thing I showed restraint because clients were headed over with more changes. The absent Executive Creative Director had a few things she wanted us to try. Oh well. More billable time was good. I just hoped we could get through it by a decent hour. The other plus was it would make the afternoon go quicker, rather than me sitting around with a hard on thinking of the evening with Debbie Do.

 

We finished up at seven so the minute the clients were out of the room I tried Debbie’s office line. It went to her voice mail so I immediately called her home number. When Debbie picked up she said, “I was hoping you would call. Are you done there?”

 

“Yes I am. I was wondering if you were up for some company”

 

“Company?” she queried. “Well, you called at just the right time. I have something I want to show you,” she said demurely.

 

“I’ll be there in a half hour.” I said

 

“Good,” Debbie said and hung up the phone.

 

I was glad she had something to show me, because I had a few things I knew I wanted to see. I finished up and was at Debbie’s door in twenty eight minutes exactly.

 

When she opened the door I saw a large candle lit room and caught the smell of incense burning. She was wearing a flowing black diaphanous garment. Even in the dim light it showed off her compact and curvy body in delightful detail. She walked away giving me the see through view of her small but extremely mobile derriere.

 

“Come on in and lock the door behind you,” she said over her shoulder, checking to see where my eyes were fixed. I closed the door and fumbled with the locks hurriedly. When I turned she was in the center of the room. The room was nicely appointed and decorated in an eclectic style. There were many tapestries on the walls and the windows were heavily curtained. It was furnished with a large modern sectional with expansive flat surfaces and pillows of many sizes and shapes. Also two large chairs obviously designed for comfort as well as functionality. In my mind I was thinking of the possibilities, which I suspect Debbie had also taken into account with the furniture choices. This was an entertainment room.

 

She spun around so I could watch the garment flow about her body and was impressed to see her large breasts held up firmly without the aid of any support. I was never good with cup and chest size estimates, but they had to be at least 38DD. On her small five foot two inch frame they were a sight to behold. As she faced me I drank in how the fabric clung nicely over the tops of her breasts and plunged down to final closure just above her belly button. I could see the outline of her large brown aureoles through the sheer black gown. I must have gotten lost in admiring her because she snapped me back to the moment by saying, “Are you just going to stand there gaping at me all night.”

 

“I was just taking in the view”, I said audibly catching my breath. I approached her DD4slowly while she posed patiently in the middle of the room. My hand found her cheek gently and caressed down to her neck and slid to the back along her hairline. Because of the height difference she leaned her head back while I bent down to savor our first tentative kiss. Debbie had full pouty lips and I savored their softness as our lips gently pressed. I lingered slowly on her lower lip and realized that this was the first time we kissed. I let my tongue tease those lips as I went back for a second taste, and she parted her lips ever so slightly and exhaled sharply when I pulled back. I cupped her face in both hands. As I looked down into her large brown eyes and now slightly parted lips I felt a passion rise in me that I haven’t felt since my first exploratory teenage kisses long ago. Her lips parted into a smile and I pulled her body close savoring her ample charms as our tongues met and roved freely in each others mouths. I ran my hands over the sides of her glorious tits and found her waist while Debbie’s tongue fully entered my mouth and we teasingly played a game of lovers tag. Feeling her breasts pressed full against me I felt my cock begin to harden as it pressed against her belly. I knew it was time to move to one of the divans. When we finally broke the kiss she placed her tiny hands on my chest and said, “We have to do something about these clothes of yours.”

 

With that she began to slowly unbutton my shirt while looking up at me. Her short cropped black hair framed her face, which was serene in the candle lit room. The flickering shadows played seductively along her jaw line and reflected playfully in her dark brown eyes. I enjoyed her hands delicately working my clothes off piece by piece. She undid my belt, pant button, and zipper and dropped to her knees as she slid them down my legs. Usually the large knob on the end of my prick tends to weigh it down but my excitement was so extreme that knob and shaft where standing parallel to the floor and brushed lightly against Debbie’s face as she was pulling my drawers down. She looked up at my cock with a hungry animal intensity I had never seen in a lady before. Her hands slid up my thighs, along either side of my balls, shaft, and she held the knob in both hands admiringly while she rose from her knees. Her eyes then locked with mine and we kissed again as I stepped out of my trousers that were now on the floor. Her hands glided up my stomach and chest and her fingers laced behind my neck. My hardened member was pushed up between us and the tip was pressing ever so lightly against the bottoms of her massive breasts which were squashed against me.

I maneuvered her back as in a dance towards the sectional with a twirl and flourish as I raised the flowing black gown she was wearing and placed her ass on the edge of expansive white cushions. Gently I placed my hand on her breast and pushed her back on the couch. My hands slid down her slender waist and with a quick squeeze of her delicately proportioned rump ran my hands up along back of thighs, knees, calves, till I grasped each delicate ankle. With that I spread her legs wide allowing me to gaze down upon my prize. Her full breasts still sheathed in filmy black fabric that now bunched around her tummy giving me a full gander of the neatly trimmed black landing strip that pointed to the pinkest, tiniest, and wettest beaver I had yet to spy. Her aroma filled my nostrils and senses. Like a bird of prey I swooped down on her snatch as I fell to my knees before her and buried my tongue deep into Debbie’s moist crevice.

 

I was blinded with desire for her. There was no skill or strategy to this head I was giving her. I was lapping her pussy frantically like a wild beast, devouring her lips, clitoris, and trying impossible extensions of my tongue plunging in a circular motion inside Debbie’s tight flowing snatch. Perhaps the lack of finesse was made up for with my abandon because she was responding famously with heavy sighs and groans and twisting hips as she grabbed the back of my head so firmly that I thought she was trying to pull my entire head into her.  As I worked and gnawed and licked both inside and outside of Debbie’s crotch I felt the tensing and flinching that resulted in her nearly snapping my head off with her strong thighs as her orgasm flowed richly into my mouth while she groaned long and loud to the heavens “I’m Cuuuummminnng!”

 

Debbie released my head from her grip and sprawled back on the cushions, one of her glorious breasts had popped out of the now totally disheveled black gown. Her olive skin was coated with a light sheen of perspiration that contrasted nicely with the white furniture on which she was trembling while catching her breath. I rose up on my knees which put my throbbing cock in perfect position to slip into my gasping Debbie. But instead I placed it on top of the sweet black landing strip and gently began to finger her sopping cunt. Her initial reaction was as to an electric shock, yet beneath slit glassy eyes her mouth gurgled, “Are you going to fuck me with that or what?”

 

“Not yet,” I said with a grin. Or was it a smirk?

 

Debbie groaned loudly as my fingers danced along her inner thighs.

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3. Debbie Do

 

3 Deep Conference

When I arrived home that evening all was quiet. Which was fine with me. The weekend had been invigorating, and the show Debbie had provided for me that evening certainly had my energies flowing. Perhaps more energies than I wanted considering my limited options for utilizing them right now. So I poured myself a cocktail and rested a bit before cleaning up the apartment from the carnage left by the romping weekend spent with Rene. All in all life was good. As I sipped the Makers Mark I was considering just what little Debbie’s story was. Either she was the consummate tease or she had an agenda. Her being an intelligent woman the coin could fall either way on that bit of speculation.

 

I cleaned up and by the time I was finished it was only ten pm. The drink and the movement had me fully awake as did the replay in my mind of the scene Debbie performed for me on my office couch. I figured a phone call to Debbie wouldn’t be totally out of order. After all that’s what answering machines are for. She could easily ignore the call. But I could make it clear she had gotten my attention.

 

The phone seemed to ring endlessly and just before I hung up Debbie picked up and said breathlessly, “So are you still sitting there with your pecker in your hand?”

 

“How did you know it was me?”

 

“I knew.” she exhaled roughly.

 

“Well. No. But I am seriously considering putting it back there.” I replied. “Want to come out for a drink?”

 

“I’m busy right now. How about after work tomorrow.” she said amidst some indistinct rustling. “I’ve got to go. Tomorrow.” she gasped and hung up.

 

Hmmm. Oh well. Time to sleep.

 

The next day at work was rather quiet. The clients came in and approved the final cut so the rest of the day was just paperwork and waiting for approval. I saw little of Debbie that day except for a brief visit. I was taking a last look at the cut before turning it over to the assistant to start preliminary prep for the finish. Around lunchtime Debbie came in and stood behind me. While I was watching the cut Debbie moved closer and leaned forward placing those spectacular breasts on the back of my neck. She then reached down and ran her hand up the inside of my thigh giving the knob of my cock a brush with her fingers while whispering, “So are we having that drink tonight.” As she did that I noticed Pam walk by and see us. Pam was about Debbie’s height, light blond curly hair that bobbed as she walked. She had nice sized breasts, but no match for Debbie’s rack. She caught a glimpse of Debbie pressing her boobs against my neck but just proceeded on her way with no reaction. Debbie walked out and said, “After work then.”

 

At the end of the day I called Debbie’s office line and set the place for our after work liaison. It was not our usual company watering hole and Debbie said, “Good, I’ve got to finish up here. I’ll be there about six thirty.”

 

I was done at six so headed over to stake out a table. It was a small place that stayed open til four A.M. It was not a usual stop for our crowd until after two A.M., which would mean Debbie and I could keep this meeting private for now. When Debbie arrived we chatted a bit about the day and then she asked with a totally straight face, “So why did you call me last night?”

 

“Well I had been thinking about you after your little exhibition yesterday. Why do you think I called you?”

 

“Oh that.” she said and ran her tongue along the rim of her Martini glass. She looked up at me with her big brown eyes. “Did you enjoy that?” she quipped.

 

“It got my attention, that is for sure.”

 

“Good, and you calling me was a good start. So what did you want?”

 

“Well, I was thinking I could come over and lend a hand from where you left off in my office,” I said feeling encouraged.

 

“Aren’t you the chivalrous gentleman.” she remarked in her noncommittal way. ”I suppose you want to have a few cocktails here and then head back to the office and fuck my brains out on the conference table.”

 

“That’s a thought.” I said slyly through my best Cheshire cat grin.

 

“Well your not doing me like Cheryl on that conference room table. Ever.” Debbie stated flatly.

 

I choked a bit on my drink and looked into Debbie’s now defiant brown eyes. She continued, “It was just a few weeks after I started there. I was struggling to keep up with the workload and working late. Cheryl told me she had something to take care of and would be in the conference room. I had a question and went up to find her. I walked in to see her long legs sticking up in the air and you pounding into her while she was splayed out on the table. I admit I was taken a back, but I couldn’t turn away as I watched your skinny little ass bouncing on that Amazon bitch. She must of fucked everyone of you editor boys, and made no secret about it amongst us women. Even me, and I was brand new. But that’s when I saw it. You pulled way up an out of her big nasty pussy and I was transfixed as I saw that enormous knob on your cock split her wide as you pulled it up and out and then rammed it home again. I almost came right there watching that knob split her wide. I got out quietly, not that either one of you would have noticed, but I have thought of the size of that monster head on your dick ever since.”

 

Cheryl was the ultimate wild woman ride. She was close to six feet tall, long legs that spread out to a rump that was always sheathed in jeans. Cheryl knew the luscious visual effect those jeans gave that ass of hers. Her waist and tummy were slim with just a hint of muffin top above those ever present jeans. Her shoulders broadened out to support the massive tits she sported. They were big or bigger than Debbie’s, but because of Cheryl’s size they were not as obvious as little Debbie’s. Cheryl always seemed to be wearing blouses that buttoned down the front. I always figured it was her way of controlling the amount of cleavage shown to match her mood. But you didn’t need cleavage to visualize the awe inspiring puppies hidden in her blouse. She also wore her hair long. It hung down to the top of her ass stopping just short of hiding the open invitation of her glorious behind.

 

No one came out unscathed from a dalliance with Cheryl. She was a hickey giving, scratch manufacturing machine during her tempestuous fucking embrace. I knew exactly the time Debbie was talking about because aside from having the goal of sucking or fucking every man in the editing house, she also wanted to be had in every suite and office in the place. She was working her way up to the owner and I was apparently the next in line.

 

I had been screening dailies in the conference room with clients and they had just packed up and left. The assistant had packed up the footage and was gone as well. I was just finishing my notes to leave for the assistant to organizing into select rolls in the morning. I looked up and saw Cheryl by the door. She strolled in and started unbuttoning her blouse. I remember asking her if everyone had left and she simply said, ”Yep.” She apparently lied. Go figure.

 

As she slowly peeled her blouse off her shoulders and reached back to relieve herself of her brassiere she said, “I don’t think I have fucked you in this room yet.” I nodded in agreement. As she peeled her jeans off she made sure to turn around so I could view her butt and pussy as she bent down to work her jeans over her feet. While bent over she looked back at me and said, “Are you ready for this?” I took a deep breath and nodded.

 

“Well then get over here,” she said as she stood up and faced me in her full frontal splendor. As I walked across the room towards this statuesque dame I undid belt, button, and zipper of my trousers and let them fall. She slowly dropped to her knees while lowering her head to engulf me in her moist full lipped mouth. Her lips slipped over the head of my cock. She cupped my balls in her hand as I slid into her throat. Cheryl would twist her head from side to side with each deep swallow of the shaft sending her long hair flying from side to side with each lunge of her head. I grabbed handfuls of her long brown hair and held on for dear life as she began bobbing her head and furiously sucking my cock. Everything was furious with Cheryl. Once you got going with Cheryl there was no talking. Just grunting. She was not a screamer, nor a moaner. She growled, purred, and sometimes made sounds that were beyond description.

 

At this point I pulled her to her feet by the fists full of hair I had and began sucking on those enormous breasts while jamming three fingers into her soaking cunt. For such big tits her nipples were small, brown and taut. With Cheryl and me it was always a contest of who could fuck who into submission. I lifted her up by her snatch and slid her butt across the conference room table leaving a trail of her juices behind. I pounced on her and slid my dick between those voluptuous hooters as she pushed them together with both her hands to fully envelope me. As I violently pumped that valley I pushed a little to far and Cheryl quickly leaned her head forward and got her teeth over the prodigious knob at the end of my pecker and clamped down harder than I would have liked. She pulled her head back pulling my balls between those tits of hers. While clamping my balls between her boobs she began to give that enormous plum on the head of my cock the licking of a lifetime. She then raked my chest with her nails, pushed me back on the conference room table and mounted me like the Amazon cowgirl she was. The sight of her long hair flying and breasts flopping as she rode me up and down had me gasping and grunting. She would rise up clamping her cunt around me until almost releasing me from her pussy only to slam down on it hard with a deep grunt. Then she would swirl her hips grinding that dripping snatch on my balls only to rise up triumphantly again to the top of the knob with her snapping pussy grasping it vise like and wriggle her hips up there. I would feel her tense, then slam down again with tits bouncing in all directions. By the time I flipped Cheryl on her back I was oblivious to everything but being enveloped in her twat as he knockers spread out and rhythmically bounced with each of my downward thrusts. As I spurted my fiery load into her she writhed beneath me clamping her clutching cunt all around my throbbing pole.

I remember wondering if she would make her unemployed loser of a husband eat her tonight with the remnants of my come still oozing out of her. Office rumor had it that she would torment this guy after fucking one of us with tales of her office adventures. Eventually her sad sack husband found a job out of town and he and Cheryl moved on. I always wondered if she was using us all as a motivator to spur him on. Marriages are a funny thing. But Cheryl left her mark on more than a few here.

 

“Well you are never doing me in the office like that,” stated Debbie as she busted in on my reverie.

 

“I understand, but..”

 

Debbie cut me off.

 

“Yes I know I took a taste last Friday, but that was just something to get your attention. If you want more you can come visit me at my place. But always call first,” she warned as she leaned forward displaying that marvelous cleavage while running her hand up my thigh and tapping the tip of my cock.

 

“How about tonight,” I asked eagerly.

 

“Not tonight pumpkin, tomorrow.” she smiled suggestively and poured the last of her Martini down her throat. A bit dribbled down her chin to the top of her breast. I just stared at the shimmering drop that was just where I wanted to be. Debbie gently rubbed it off with more cupping of her breast than was necessary and said,”Ciao” as she left.

I went back to the office to collect my briefcase which I had left in hopes of returning with Debbie and packed up. Pam was still there and seemed surprised to see me and asked, “Need anything?”

 

I had a brief impure thought, but knowing Pam and Debbie were friends I saw no need in taking any chances when the Debbie Double D Booby prizes where so near to my grasp.

 

“I’m good,” I said.

 

“Ciao” said Pam and I watched her curly blondie blond hair flip and bounce as her generous keyster wiggled out the door.

Happy Valentines Day Cupids and Cupidettes

Ribbons Buttons Bows and Cupid

 

Janine was more than a handful. Yet I never wasted a bit of her. That is the best description I can give of her breasts. Numbers are not for me. Janine was comfortably fluffy. A soft, well turned out sales rep at our company. Even at twenty four the office speculation was baby fat, well dressed, and well out of my league. Her perfect heart shaped behind often well camouflaged by the long boxy coat of her prim business suit. It was the height of fashion at the time. It also hide her remarkably thin waist that was belied by the generous cleavage above the blouses worn under said coat. But it was her power sell uniform. Her hair was black and pushed high in the air bringing her closer to god. Once achieving such lofty heights it cascaded with great dispatch to beyond her soft shoulders while making curtains for a face as pretty as could be on their way down. Fleshy dimpled cheeks surrounded a knowing smile that brought irresistible dimples to bear. A hint of freckles on her nose and cheeks showed the time spent on yachts and extended tropical vacations. The freckles were faded as Janine now cultivated her more porcelain skin hue. Now finally her years had grown into that luscious body. She also had the most active sex drive I had ever encountered in a woman of her age. Her libido would put the more mature ladies who lunch lasciviousness to shame. She was fearlessly impetuous, getting it whenever and wherever she wanted it and had the filthiest mouth under the right circumstances. She would gleefully describe what she wanted, or do a salacious play by play of what she was getting as well as what it was doing to her. Add in a generous helping of moans, grunts, demands, and commands through the pre, post, as well as all throughout coitus maximus, well you get the idea. With Janine it was maximus or bust. Usually both rolled up between long shapely legs. It was here my dirty talk during sex began.


Today was special. Did I mention I had spent more than I should have on a bauble I was presenting to Janine this Valentines Day. I was also about to spend more than I should for dinner tonight. Business was good and I was going to have my fantasy Valentine girl with me tonight, so I was all in.


I was waiting for her at the lounge across the street from the office. Since it was Valentines day it would be safe. Only I was foolish enough to meet a company amour so close to the company inkwell. But the holiday meant that people with real lives outside of work would be off to those lives early. That meant that only the forlorn solo Valentine cast offs would be at the lounge waiting to find out if they too would get lucky that night with another Cupidinesque reject. Lugete, o Veneres Cupidinesque. I could tell when Janine entered because all the male heads snapped in unison to the sound and direction of the front door and all eye remained there. She knew how to make an entrance as well as how to cross a room to maximum feminine effect.


Her hair bounced with each high heeled step and her chin was reduced under her full red lipped smile. Since it was cold her winter wrap did the best it could to conceal the curves it encased, but her shape beneath was undeniable.  When she sidled up to the stool next to me and steadied herself with a hand on my thigh all the men knew I was the lugubrious lottery winner for the night. She opened the coat a few buttons to make herself comfortable. Her endowment demanded this while her ego enjoyed the hungry eyes of the men pleading for just one more button. I knew I would be begging later. My eyes feasted as her ample bosom forced themselves through the leeway made by the opened coat buttons and I caught a brief glimpse of a valentine red brassiere peeking through tasteful strained black blouse with shimmering white buttons. She ordered a glass of Pinot Grigio as did I. Tonight was not a night for medieval power drinking. I wanted all senses as unclouded as possible to enjoy the cornucopia Janine’s buttons were now bridling.


As a gentleman I offered to help her off with her coat while we imbibed, but she said she was still chilled from the outside and the warmth felt good. She punctuated that with another brief caress of the inside of my thigh. Cupid was drawing back his bow early and Janine was plucking at my quiver.


We finished and bundled up and headed out into the frigid February air. There was a light snow falling and the city rush hour traffic was finishing up. There were many couples out on Michigan Avenue and we strolled to our dining destination. I noticed Janine sneak a peek through the jeweler’s window where she had stopped many nights before to admire the glittery glamour pieces in their velvety boxes. I was relieved that she did not stop for a closer examination. Good thing. I felt the presence of the gift box from the Valentines bauble Janine had admired through the window many times before. Our steamy breath trailed us and mingled in secret behind our backs as we walked on.


At our destination the staff were a flutter serving the couples that had chosen to grace this establishment with their presence. This place was definitely as out of my league as Janine was, but I was dressed in my best and with her on my arm no one paid me no never mind. The staff was upon her, offering the removal of her coat long before they had a clue of the treasure beneath.  They removed her wrap slowly and I enjoyed the spectacle revealing the Venus I had delivered to dress up their place on this eve. They even grudgingly offered to take my coat as well. I gave it up and we were seated.


She was in her element now. Candle light, fine linen, glistening crystal, and the finest of china. Still she out shone them all. Violins and clinking of utensils mingled effortless as did Janine in this environment.


Up until then I had never been convinced about oysters being an aphrodisiac. But as I watched those fleshy morsels slip between her red lips I felt my fleshy morsel rise to the situation. Janine’s salad became a bedding of moss to place her round and plush rump upon for a feast, Each sip from her water goblet refreshed and invigorated me with thoughts of diving into her moist and special places. The precision and delicacy of her hands bringing sustenance to her full red lips only sustained my passion more.  Before desert when she cuddled next to me in our booth and slipped her hand being my tie, loosening a button to slip her hand in to rub my broad and hairy chest. I never wore a t- shirt when going out with Janine. The way she would purr as she ran her hand across the hair on my chest was compensation enough for any momentary winter chill.


She must have felt the jewelry box in my suit jacket but made no remark. She was not a woman accustomed to waiting. She knew how to receive what she wanted. She always did. Her polished red nail began to circle my nipple with just enough pressure, while I suspect her other fingers were fondling the box. She leaned in close and brushed her lips along my ear lobe.


“We must stop at the office on our way out.” she breathed seductively in my ear.


The prospect of a romp in my edit suite with this goddess put me right over the top. I pulled out the gift and said , “For you my Valentine.”


Pure poetry, right?


She practically squealed with delight as she removed the wrapping followed by a reverent hush.


“Oh I must have it on me now.” She exhaled and turned her back to me in the booth and lifted her flowing black hair to reveal her perfect porcelain neck. I proudly adorned said perfection with a deep red velvet choker with a dangling ruby. She was now a complete rhapsody in black and red with a crescendo of ribboned ruby above heaving bosom.


Dinner complete we returned to our office. Her bags, of which she always had plenty after a rough day out shopping, I mean selling, needed to come to my place this evening. When we arrived the alarm was set, which was good because it meant for once no one was working late. Rare indeed. Extremely good because I needed Janine now. As our footsteps echoed through the wood floored glass block walled hallway we noticed the President’s office door was open. It was usually locked. Janine took my hand and led me in.


“I must have you in me now.”  She obviously had read me like a Penthouse Forum.


It was a large opulent office indeed. The corner office where one would squirm when unexpectedly called on the carpet by the boss. Also where good things, like bonuses, well dones,  and promotions were delivered. Tonight was going to be a very extra special deluxe good thing. The large windows were not quite street level, but not high enough to be obscured from the late night pedestrians. Good thing I was planning on only partial disrobement of Janine as I took her on the large wooden Presidential desk. She seductively leaned back on her arms offering me a full frontal panorama of her full shelf rack barely contained under blouse and jacket. Much more pronounced with the arch of her back over the bossmans desk. The ruby rested smugly where I wanted to go.


“You never take me dancing anymore.” Janine pouted to keep her demanding pampered persona in play.


As I eased her tight black skirt up and under her bouncy bouncy rump I looked deep into her dark brown eyes and rasped, “Right now my tongue needs to slow dance with your clit.” My arms gently swept away any desk objects that would impede the reclining Janine.


Buy the time my tongue had traversed the inside of her thigh my nose could tell that her sweet pink pussy was ready for that slow dance too. No time for the red panty removal drill that I had rehearsed in my mind all through dinner. The wet fabric easily stretched to the side and my tongue traced the delicate lips while demurring to part that dewy furrow until I had traced the edges like a panther circling it’s prey. When a guttural, “Are you going to make me beg for a lickin’” issued from Janine’s dreamy upper lips I knew it was time. When my tongue dove in up from taint, parting her cunt with a long languid swipe and resting curled on her clit her gasp must have been heard all down the Avenue. I gave her Cupid’s quiver a tongue strumming and slurp slapping until her scissoring thighs told me a lofty passion pinnacle had been achieved on the first flight of my Cupidesque ministrations for the evening.


I rose up slowly from between Janine’s thighs and was was satisfied with my handy work. What  greeted my eyes was a now a disheveled Janine not the buttoned down sales rep of daylight. Her hands had not been idle while my tongue had been a worshiping. Her jacket was splayed open, her fingers had roughly pulled blouse buttons loose, and miraculously, despite the heft of her breasts had raised the startling red brassiere up and over her heavenly tits and had worked her now prominent nipples up to give my tongue a standing ovation. The ruby looked less smug resting up under her chin now. I pounced on my dark haired, big titted Cupids rumpus room wreck and greedily kissed and sucked red lips, brown nipples, and abundant perspiration glistening boobs which were now topped with a deep red velvet trinket resting nicely between them. Venus had been ravished yet again.


Janine said those magic words. “Fuck me in the ass my big arrowed cherub.”


I bent her over that big wooden desk and helped steady her on quivering and soon to be bowed knees. Her coat and blouse fell as a shawl up and around her shoulders. Her breasts swelled out on either side of her pressed hard to the wood. She was the avatar of a desk bound office angel. Rather than remove, I took the scissors from off the desk top and cut the remaining soaked and stretched fabric that kept me from the sweet dual offerings of that heart shaped sacrifice that was now deliciously bent over the black walnut desk. I began to lube my arrow with long deep strokes into her very wet, hot, and ready cunt. She was aflame. She quickly came again with a flourish and she cried.


“Take my ass now daddy!”


My cock was shimmering, slick, and stiff. Slippery enough to begin the final foray between Janine’s cherubic ass cheeks. I slowly breached her rosebud hole. It gave minor resistance then submitted nicely as her ass swallowed my dick with the pressure and sturdy grip that only a butt fuck can deliver. The cut red panties and the shape of her waist and flanks framed her white buttocks in a heart shaped vignette. My thick stiff arrow began to pierce that heart shaped visage deep and fiercely. Banging this gorgeous fleshy daughter of desire over the rich mans desk.


Her black hair flowed over the blue desk ink blotter. As her cheeks brushed against the blotter I could see residue of her makeup rubbing off on it as well as stains of her saliva as she drooled and grunted her approval.


“One more please daddy.”

Thrust


“One more please daddy”

Thrust


This would issue from her sweet foul mouth with each foray into her heart shaped gift of buggery to me. I burst my hot flowing desire into her tight white butt with a yowl that would make any mythological cherub blush and collapsed over my soft and panting raven haired wench on that plush black walnut desk.


Now I know I have already offered that Janine was out of my league,  but did I neglected to mention Janine was my bosses daughter.


Happy Valentines all of you cupids and cupidettes out there.


P.S.

My First Stud

Sindy’s eyes caught me first. But as we conversed I was riveted by the little metal ball in the midst of her clever and enticing tongue. Her body; butt, breasts, legs, and taut tummy all became secondary. Yes she was beautiful, sassy, and bold.  But that glistening silver orb sparkled in my minds eye.

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I flashed back to my first beloved and the intimidating full metal rubber banded grill work of the time. The memory and feel of cold steel after she had slurped a Slurpee and then would give me a sound and righteous slurping made me shiver with delight. The impending danger as the unforgiving teeth of my zipper would poise dangerously close to my hardened but not indestructible cock as it made its way betwixt her unskilled mouth full orthodontic braces. But those initial scars healed and her mouth became exquisite and masterful over the years.

No learning curve was required upon my first and only encounter with Sindy’s tongue pole on my usually wizened but now extraordinarily rejuvenated and stiff pole. She had me gasping as her tongue bar slid up the underside of my erection to the tender spot just below the pinnacle of sweet ecstasy which burst all over my first stud.

TMI Tuesday: January 8, 2019

He’s Under Here

sombrero-mexicano-4

Believe Me

 

New Year. New Hopes. And another new TMI Tuesday. Cheers!

Fill in the blanks.

1. I want to repeat then pete again .
2. I want to lose this ancient cockroach in a sombrero named Don Brew Ha Ha that keeps whispering wisdom in my ear.
3. I want to gain insight into why this ancient cockroach in a sombrero named Don Brew Ha Ha keeps whispering wisdom in my ear.
4. I want to enjoy the moment.
5. I want to savor the moment after.
6. I need more moments.

Bonus: I will succeed in understanding what this ancient cockroach in a sombrero named Don Brew Ha Ha is telling me.

————

How to play TMI Tuesday: Copy the above TMI Tuesday questions to your webspace (i.e., a blog). Answer the questions there, then leave a comment below, on this blog post, so we’ll all know where to read your responses. Please don’t forget to link to tmituesdayblog from your website!

When Journals End

December 31

 

Memory is indeed a funny thing. As I read the journals I noticed that it was the narrative I tell myself when I reminisce about those days. It was weird. I did get really spooked after that Halloween night. My life did take a different direction after I left the warehouse job.

 

Here I am on the cusp of my marriage.  Up until now the real events of the Halloween “concert” alluded me. Now not just marriage but with a bonus child coming seven months later. Sure I had only seriously dated the woman for eight months before this. Four months before I decided to commit and stopped fucking the other two women in my life.  But she fooled me. She stopped taking her birth control pills without telling me two months before.

 

She said she did not have the money. But she made a good living.  Since we had for all intents and purposes living together these past few months I might question her expenses. Other than keeping her tiny studio apartment I estimated them to be minimal.

 

But I am a fool in love.

 

Her big blue eyes and bigger soft as a bunny tits, thin waist, and curvy behind had won me. Really it was her simple southern ways and homeyness that she displayed that made me forgo the pleasures of my more experienced, adventurous, and sometimes tandem two toned lover’s beds. The prospect of monogamy and “settling down” seemed more likely with Toni.  The years since Rene I had much sowing and reaping of wild grains on my part; but I was pining for the fiords of a deep, meaningful, and possible everlasting  love.

 

The  romantic in me will out every time.

 

So as I go through things that I may not want to drag forward into this new relationship I found those journals from my past. Out of the pages of scribbles and typed pages on the boat anchor weight Underwood typewriter ensconced in my coach house it raised questions within me.  Why that journal? Why from that year?

 

The long forgotten events of a long forgotten Halloween night. Here is more baggage I need to remove before I start my new life with Toni.

 

What is most troubling is what was forgotten and now remembered with today’s clarity.  What happened that Halloween night has been revealed to me in High Definition that was not possible then. The events of the spring and summer of my shipping clerk days flooded back to me. It all seemed to make sense now. Those events are freshly etched in my soon to be family man psyche. I need to exorcise these memories and move on.

 

I will do it on the pages to follow along for myself and see if it is still clearly defined once written down.

 

First memory that flooded back was how that Halloween day started. The minute I got to the warehouse I was immediately sent over to work with Ellen Joy.

 

We started our day together as always. Three bong hits each. No more. No less. Today she was wearing her, what I can best describe as floppy hippie hat. It was perched atop her long flowing brown curls. This was no perm. This was hair she had been growing a long long time and it shimmered in the morning light.

 

Perhaps the dope made it shimmer more. I knew creeper weed and this was creeping up slow and steady.

 

Soon I was being ridden by this full figured woman who was chanting,  “Deeper. Deeper. Deeper.” Her floppy hippie hat above open blouse with a black silk scarf slung low around her waist were all in motion. She was perspiring platinum. Breast’s lost their fleshy bounce once fully out of her blouse to become still beacons in the morning light. She glowed. Oh, how she glowed.   I marveled at how my cock disappeared into that full curly bush . I was pushing up on my feet, lifting her on my pelvis and arching my back high off her sloshing slapping water bed.

 

As I pushed repeatedly into that thick black bush. I began to feel I was being swallowed up in a deep lush forest. Except what was once warm wet and wonderful, was becoming wiggly, wormy, and dank. I could swear the black curly hairs, once soft and inviting, were becoming constrictive and stifling. I could not breath and my cock felt coaxed by thick black tentacles and powerful suction.

 

The hairy black tentacles grasped and entwined me and Ellen’s crotch opened wider and wider as if it were a gaping maw. It pulled me up into her gaping box by my balls. Her unholy twat pulled my balls within her as if to swallow them up like Rocky Mountain oysters. Her usually hot wet cunt was cold as icy death itself.

 

Her voice husky and breathy repeating over and over , “Flesh of my flesh. Bone of my bone ….”

 

It was then that the metamorphosis of Ellen Joy transpired. She became the youthful and bouncy boobed Jo Jo. The same Jo Jo I knew only in passing and who was to accompany Tami with me to the concert tonight. But why am I fucking Jo Jo now. Tami was to be my date tonight I thought incoherently. As I was mesmerized by sweat shimmering bouncing brown tipped tawny boobs it was….

 

Fade to black for me.

Doors Closed and Doors Opened

Rene:

Our first Christmas together. I wanted everything perfect. Parents gone for a tropical Christmas cruise. But not before we all put up the family Christmas tree in our front room. I’m home from University on winter break so we spent the last night before their departure trimming the tree with all my favorite ornaments and bubble lights.

It’s Christmas Eve and he is coming over. Haven’t seen him since Thanksgiving.

Every week we are apart I ached. I fretted too. He has a new career. He is making money. No longer the broke student I met at the roller rink last summer. I was eighteen, fresh outta high school in skimpy shorts and even skimpier halter top. Skating tall on my high white lace up roller skates. I wasn’t sure if it was the skating rinks cranked up air conditioning, or how cool he looked in his tight black T-shirt and jeans, but my nipples were hard pressed against the halters thin fabric when I accidentally on purpose rolled into him on the floor. He was not a great skater and we nearly went down there in the middle of the rink, rather than later that night when I went down on him in his parked car.

The rest of that summer was a blur, and off I went to University. So instead of experiencing all the strange new boys at school, I lay aching, touching, dreaming, and fingering myself to the tune of my man back home.

His new job kept him busy with all those ambitious power suited downtown advertising women. Between his schedule and the dorm housing situation of my first year away at school we were only able to share a few furious weekend fucks in the college town’s cheap roadside motel.

But for the next four days we have my family home. Familiar, expansive, clean, and all ours. I plan to fuck him in every bed in the place. From my Daddy’s little princess canopy bed to the King Size luxury mattress that my parents sexlessly slumber upon. We are going to give every surface in this house whatfore this Yuletide season.

But first I plan on fucking him under this tree. I have the Santa hat, the peppermint striped thigh high stockings. The come fuck me high heels and I am wrapped in a festive snuggly silky red robe over nothing but my freshly showered and scented self.

The doorbell rings and I let him in.  To begin this night his “I am getting laid” grin floats up from between my sopping thighs.  The grin raises to tend to my very erect and screaming for attention nipples. They are bursting from his cavalier Cheshire Cat nibble and lick. Then his grin is under me as the enormous knob on the end of his cock splits me wide while I ride him in full view my family’s hearth hung stockings. The grin goes as he comes.

Debbie:

It’s been a year of his bullshit. I left a good job in the hope of removing the impediment of being co-workers stopping this “relationship” from moving forward.

Ha!

Relationship?

Him showing up in the wee hours of the morning, reeking of booze, and me taking him into my bed, with stops on the floor, and the couch, and the kitchen table for him to fuck me in whatever twisted way his devious delicious mind thought up at the saloon while drinking with….clients.

Like hell.

Re-lay-shun-ship in-deed.

So here I am on yet another Christmas night after spending it with my mom, and sisters, and sisters boy friends, and sisters husbands, and enduring their questions, and what ifs, and what abouts, and how about so and so. Or I have the nicest guy at work…. Blah. Blah Blah.

“Oh, thanks all. But tonight I have a man coming over who is going to fuck me blue. I will be screaming his name during streaming, reaming, rippling orgasm after orgasm.  By 9 pm tonight this not so nice guy will be licking me clean and starting over again.”

Why?

Because he can.

Because I let him.

Because…

He knocks. Before you can say Merry Christmas I am on my knees before him. My mouth accommodating that large luscious knob his dick works valiantly to uphold and know it will be mine again and again. Where I want it.  How long I want it. Deep into me. Deep into this Christmas Fuckfest of a Night.

I’ll confront him in the morning.

Moving On:

There I was kneeling between Toni’s legs. Her ass was perched nicely on the top of my thighs giving me a panoramic view of her splayed moist offering. My hands cradled her rump. Guided it where I wanted her cunt to go. She purred below. My balls nuzzled her puffy and slippery pussy fronds. Spreading her ever so poignantly with precision ball sack placement.  Lifting her ass in my hands brought my cock to perch pleasingly on the hairy chestnut patch which crowned her prominent mound. Her scent wafted to my nose enticing me.

A moment of indecision arose.

I did not know if I wanted to admire her, eat her, or fuck her. Her sumptuous spread confronted me quizzically as her buns resided in the palms of my hands. Her tummy was soft and alabaster, Her great breasts with barely defined and irregularly shaped large pink patch areolas lay proudly displayed while creeping up towards her chin. The result of gravity from the slope created by her butt’s position now raised in my hands over my kneeling thighs. Big light brown curled hair was spread all over the mattress framing her soft blue eyed features.

She had spent the Christmas party shimmying these hips, rubbing those tits, batting those big pretty blue eyes at everybody she thought would help advance her career goals for me. To raise our soon to be community property value.  At the same time she was marking her territory for every female coworker who had, or she perceived ever had, or entertained the thought of having me. Only through extreme feminine poise and cunning did she keep herself from falling completely out of that little black party dress through the night. Now that I had relieved her of that and her little black holiday brassiere and lacy color coordinated panties, I could see she had powdered herself profusely and made allowances for the generous cleavage she had displayed for all my male and female coworkers at the company Christmas party. Face, neck, shoulders and tits were made up for the festivities. The shocking red lipstick was outstanding on professionally blushed cheeks and the perfect application of foundation. Brows and lids were highlighted to set off her azure eyes.

Decision made, I moved her calves onto my shoulders and bowed in reverence for the feast I was about to partake of.

I wonder if she will taste different now that I know she is with child?

Oh What Child Is This