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Anal Summer Ch. 01

By: erotica881988



This story is a work of fiction even though parts of it were inspired by real-life incidents. Any similarity to real people, living or dead, is coincidental. All the characters are 18 years of age or older. Do not read this story if it is illegal to read about explicit sex where you live.

(Edited by H.S.) 

*****

My name is Lawrence Giovanni, and this is the story of my youth and sexual awakening. I was nineteen years old and not a virgin by any means, but saying that I had a lot to learn about women and sex would not be an inaccurate statement. With no less than eight sexual conquests under my belt, I felt (wrongly) like I knew it all. Delusions of adulthood mixed with slight boyish naiveté best describe where I was at as a young man, and with a raging lust for women and sex, I set out to fuck the world. I was on the prowl at every opportunity, always chasing, always wanting more.

The impression one might get of me is one of a misogynist who looked at women only as objects of lust. However, to the contrary, I loved and respected women of all shapes and sizes. I loved the way they walk and talk, how their perfumed skin smells, the way they touch up their makeup and tousle their hair, how they can reach into a giant pocketbook and pull out the exact item they want without looking.

I loved them dark, light, white, black, yellow and brown. I loved them tall and thin. I loved them voluptuous and curvy, big or small. I loved their long, slender necks, their delicate hands, their round hips and, yes, of course their breasts - and most of all, their asses.

To say I am and always was an "ass man" would be an understatement. I was fascinated by women's bottoms even before I saw that first porno flick at a friend's house. His older brother had videotapes scattered around everywhere, and I remember having sweaty palms and a pounding heart the first time I watched a tape of people having sex. In the middle of it, the heroine commanded her lover: "Fuck me in the ass." I watched with breathless joy, all the while hoping that my friends would not notice the enormous erection almost bursting through my fly. I was flushed, horny and agitated by the revelation of a sex act that included my favorite female part, and I went home and masturbated at least four times with the images of hot debauchery still fresh in my mind.

That was when my quest to get a girl to let me fuck her drier first began. It was a naughty thought, a taboo act in a forbidden place, and I looked at it as the holy grail of fucking.

Now all I needed was the girl and the balls to ask.

I lost my virginity to a lovely young thing . We had sex a few times, but the closest I got to fulfilling my dream with her was getting to lick her asshole while I was down eating out her snatch. A few sex partners later, I finally got up the nerve to ask the woman I was with at the time and was allowed to lube up and finger her bum ( all the while being nagged by her not to waste too much Vaseline "because I need it to remove my make up"), but when go-to time came she had changed her mind. Similar failures with several girlfriends afterward had me believing that butt banging only happened in porn films and Penthouse Forum stories.

Getting back to my hormone-dripping nineteenth year of life, I was working as an apprentice chef in an Italian restaurant in Little Italy. There was a clear view of the kitchen from the tiny dining area in this ten table sit-down. The chefs prepared the dinners while facing the patrons across a small counter top. You could call it ambiance or charm, or just a lack of a good location; it didn't matter, because we were jamming busy!

Gemma was the name of the woman who owned the establishment, and she was always working the tables, wooing new customers and regulars alike with her warm smile and charming ways to insure they would return.

As I was prepping a stuffed mushroom appetizer and stealing a peek at Gemma's athletic posterior, my eyes were caught by the two women sitting at the table nearest to the kitchen. They were waiting for the mushrooms and for Gemma's obligatory table visit.

That was when I noticed one of the women at their table staring at me.

She was not gorgeous or supermodel material, but she had a nice, understated beauty to her and a pair of the most sexy eyes I had ever seen, the kind of eyes that would make your cock harden immediately if she stared at you - Sexy smoldering eyes that stared at me as if to say, "I caught you looking at your boss' ass, and you were wondering what it would be like to fuck a superior." Eyes that seemed to know what you looked like naked, and also communicated an awareness of the power they held. She was a presence in the room, with a sophisticated air about her and her smart clothing, no doubt from Neiman Marcus or Saks. I easily identified her as one of the wealthy "new people" who were buying up buildings in the old neighborhood like a drunken sailor buying drinks at a bar.

I caught myself staring back at her and felt that, somehow, something had transpired between the two of us. The spell was broken when the head chef shouted, "Hey, come on with the 'shrooms," and Gemma finally approaching the table where Sexy Eyes sat. It was back to work for me, but as I plated the 'shrooms and pulled the next ticket off the order carousel, I took a sidelong glance at her table. Gemma was hugging Sexy Eyes, and my thoughts were interrupted by a vision of the two of them lapping each others' cunts. This image did nothing to help me lose the erection I didn't realize I had developed during the battle of eye contact with Sexy Eyes.

Flash forward to closing time, and among the stragglers nursing their last sips of Chianti was Sexy Eyes and her girlfriend, who were in conversation with Gemma. Having finished cleaning and shutting down the kitchen, I washed up and headed out towards the dining area and the front door. I was greeted by Gemma, who motioned me to come over to the table. As I approached, she introduced me as the guy who made the "apps."

"Larry, have a seat and meet our new neighbor," Gemma said cheerfully through her sexy smile, and she reached back and pulled a chair right up next to her own and gestured for me to sit down. Once I was seated, Gemma said, "Isn't he so cute? And talented!"

I felt Gemma's hand on my shoulder; just a slight touch but enough to get my nineteen year old blood flowing as she continued talking: "Play your cards right, kid, and you can run this place for me," with her tongue planted firmly in her cheek, adding, "while I sit home and drink more wine!"

I noticed that they were now finishing up the third bottle and feeling no pain. The wine had loosened up Gemma's tongue more than was usual, which was quite a bit on a normal day anyway. Gemma introduced Sexy Eyes' girlfriend first, a hot ticket herself. She also looked like ready cash but piqued my interest because she looked and sounded like Janey Robbins, a porn star who was the object of many a hot jerk-off session for me. Her name was Katie, and she was also getting me hot.

Then Gemma introduced Sexy Eyes: "And this is Madison, my friend and new neighbor." Madison looked at me with those smoldering, piercing eyes and said in a low, breathy voice, "Yes. . . I think we kind of met."

Now I was having all kinds of sick and twisted fantasies involving all three women who were seated at the table. I didn't know how, but I knew I would not let this night pass without getting my dick into one of them, or all of them - who knows?

As the conversation continued, Madison kept up taking long, lustful glances at me. I found myself locked in a war of eye contact once again as I became more and more intoxicated by Madison's hypnotic gaze and the way she parted her mouth slightly and bit her bottom lip whenever I spoke.

Madison had silky brown, shoulder-length hair and would periodically curl the ends of it with her thumb and forefinger. She lifted her wine glass, and the way she held it in her hand and caressed the stem with her long fingers drove me wild. I was so captivated that the rest of the world seemed to fade away as if some cosmic force had slowed everything else to a crawl and turned down the volume.

I was roused to alertness by Gemma's hand pounding on the table to emphasize a point she was making: "Everything I could!" Gemma said, evidently in answer to one of Kate's questions. Alcohol was starting to take the edge from Gemma's charm as she became louder and clumsier. " I stole every secret! Every recipe! Every trick of the trade! I even stole his sous chef, or bus boy, whatever he was, when we were there!" as she now grabbed my shoulders and pulled me closer to indicate she was speaking about me.

I'd been so wrapped up in my little staring match with Madison that I missed the first part of the conversation, but it didn't take me long to catch up. There was only one thing this could be about: The legendary (and now very tired) story of how she worked as the head waitress just a few doors down the street at "The Catch of the Day." The place was an institution in town and was always one of the busiest restaurants in the city. It was run by the worst and most demanding of jerk owners, "Big D" DellaCroce. Gemma got fed up one day and just walked out, leaving behind a position that most up-and-coming chefs in the business would give their eye teeth for. She'd somehow squirreled away enough of her earnings to open her own place, a rival establishment, after learning the ins and outs of the business. It had quickly become one of the hottest eateries in Little Italy.

The truth was, first, we had both worked there and, second, Big D really was a big jerk. On the outside, Big D was a happily married man with four kids who ran the family restaurant that had been handed down generation after generation. On the inside, we who knew him best knew he was a cheap, angry bully who handed out table assignments in return for sexual favors. I'll never forget the time about a year previous I had forgotten my duffel bag in the basement of "Catch of the Day" after work. Luckily, I had a set of keys to the place (I opened for prep work in the mornings), so I unlocked the door and went downstairs to retrieve my bag.

Then I saw them.

They didn't see or hear me, so I was able to avoid embarrassment for everyone by ducking around the corner. I could not believe what I saw and heard, right there where the employee lockers were: Our boss, Big D, with his polyester dress slacks around his ankles and Gemma kneeling in front of him with his massive cock in her mouth.

It was now plain to see why they called him "Big D."

I mean, I knew "D" stood for Dante, but the "big" must have been attributed to his hog. I stood there with the same heart stopping awe I had when I saw that first porno video I told you about. Part of me felt excitement. Part of me felt fear. I was a frozen statue of tension.

Watching Gemma swallow the monstrous cock was a shock in two ways. For one, I never suspected Gemma would blow Big D (she always told me she thought he was gross). For another, I could not believe how she was able to handle such an enormous member with such ease.

The dark coolness of the room seemed to lend itself to such a torrid, scandalous act. The slurping sounds Gemma made as her head bobbed rapaciously spoke directly to my own hardening prick. Her technique was very good in alternating the rhythm up and down the cock shaft. Every now and then she took it out of her mouth and stuck out her tongue and lapped the full length of the underside of his rock-hard tool. Then, once again at the swollen head of the penis she would tease the cock head with the tip of her tongue, only to open her mouth wide and make the giant dick disappear deep down her throat.

I was also getting an involuntary hard-on, and I even considered spanking it to the shocking scene before me but thought better of it.

Big D started to groan before long and commanded, " That's it, bitch, suck my fucking cock!" and now Gemma's head stated to bob more intensely but still in long smooth strokes. Big D reached down and grabbed Gemma's hair. "I love having my dick in your mouth, bitch, now suck me harder," he growled. Then he pulled back on her hair and stated to hump her face with careless force. I heard Gemma almost choking now and could see her legs tense up while she strummed her cunt more rapidly.

I could see the dampness of her twat through the black spandex leggings she wore. She was enjoying this, too. "Slurp, smack, slurp, mmmmmmhmmhhm, mhhmhm,hmmmm," were the sounds that struggled to escape from Gemma's meat-stuffed mouth as sweat beads stated to form around Big D's forehead. I saw his jaw drop open and his eyes squint up. He pulled his rock-hard cock out of Gemma's flushed red face and, using one hand to pull Gemma's head back by her hair, he jerked his dick with the other hand, taking aim at Gemma's face.

The amount of joy juice shooting out of his cock was impressive. It hit Gemma's face with a splashing sound. "D" continued to fire more and more of his hot spew on Gemma's face.

"You like my hot cum, you bitch?" he snarled. "Let me rub it in your fucking face!" he taunted, and he spread it all over using his now half-flaccid cock like it was a paintbrush. Then he pulled up his pants, zipped himself up and walked over to the corner where the linens were kept. He reached into the large, wheeled container, snatched out a dishrag and threw it at Gemma, who was still kneeling. It hit her in the face and fell to the floor.

"Clean yourself up!" Big D hollered. "You ever try and steal from the till again, and it will cost you more than a blow job to keep your position here!" And without another word, he turned around and walked up the stairs and out of the basement.

Gemma just stayed there wiping the cum off her face with the dishrag. I stayed motionless for what felt like an eternity until I saw her rise. I didn't know if she was just slow to get up due to feeling degraded or she was just trying to catch her breath. Eventually, she picked up her bag and put her long, black hair up in a ponytail and exited up the stairs. I was certain neither of them knew I was there, but I was still too petrified to move.

My thoughts were interrupted by a tapping on the front window. My mind snapped back to the present time with the repeated thudding. I was out of my memories and back to the game of chase here in the present. I looked around and saw Madison's cat-like eyes piercing into me.

She asked, "Where were you?" with a smile.

I said," Gemma just got me thinking about when we worked together down the street at 'The Catch of the Day,' and I guess I just drifted, sorry."

"Oh, don't be," she said, and added, "You must be tired."

"Not really, " I said, "I have boundless energy!"

"I bet you do," she retorted and then gave me those eyes again.

Thud thud thud, the window was being tapped. Annoyed by the interruption, I shouted, "We're closed whoever you are," without turning my head to see who it was.

Kate said, "Oh, it must be Roger." She rose from her seat and waved for him to come inside.

In the meantime, Juan, the cleaner, had put up all the chairs except for the ones we were sitting on and had already locked the door. Gemma said, "It's okay, Juan. Let him in." Juan obliged and after momentarily fumbling with the lock, he opened the door for this Roger character. Roger, it seemed, was there to meet Kate and appeared to be happier about it than she was. He looked to be a real dork, anyway.

Gemma, always the hostess, said, "Come, Roger, have a seat," but the chairs were all up on the tables, so she stood up and gave her seat to him and proceeded to sit on my lap. I was a little afraid that in my very (and usual) horny state the feeling of Gemma's firm buttocks on me (and the knowledge of just how well she sucked a dick) would harden my hog and embarrass me in front of everyone, so I gently brushed her off and said, "It's okay. I'll stand." Then I realized I was already at half mast and now everyone at the table only had to look to see it. With a little quick thinking, I pulled my duffel bag around and covered my groin area.

Gemma looked up with a smile and said, " Larry, you're such a gentleman!" Madison also stood and said, "That's it for me. I think I'm going to head home. Gemma, can I borrow your chef here? Perhaps he will continue to be a gentleman and escort me." Between the compliment and the smell of her perfume, I was ready to "escort " her anywhere she wanted to go! She put her arm under mine and said, "Shall we?" and I said, "We shall!"

I was so beside myself with happiness and excitement at the possibility of getting some pussy. I had forgotten the tentative plans I had made with Gemma. In the restaurant business, almost every place closes at the same time, so there's almost nowhere to go. Fortunately, there were some enterprising people who were smart enough to capitalize on this lack of entertainment. The old fashioned speakeasy was alive and well and operating in the old neighborhood. With a small donation to the police department, these "after hours clubs," as they were called, were allowed to operate.

Gemma and I had been regularly going to one of these clubs after closing up the restaurant. Davey's was run by (you guessed it) a halfway connected guy named Davey. He was a handsome pork chop of a man in a silk shirt and gold chains, and he had the hots for Gemma. They had stuff in common; both ran successful businesses, both loved to drink wine, and both hated and scared the shit out of Big D, making Gemma feel safe and kindred to another person that openly hated the most popular guy in the old neighborhood.

On evenings when we were there, I'd enjoy watching Gemma and Davey flirt. It was kind of cute. I used to tease Gemma about Davey and his schoolboy crush on her. Gemma would giggle and mime me the one handed brush-off, as if swatting at some invisible fly.

Madison had now woven her arm around mine, interlocking our elbows. She gently nudged me and said, "Well, let's make our way." I couldn't tell if the look on Gemma's face was one of disappointment or of intoxication. Gemma did seem taken aback by the thought of me leaving with her new friend, to go God-knows-where. Seeming to catch herself, Gemma snapped to alertness and said, "Are you going to go to Davey's later on?" I answered, "Ahh, yeah, maybe ... probably, um, yeah," not knowing how to truly answer the question Gemma had posed to me.

I didn't want to be presumptuous and say "no" for fear that Madison would be turned off by me, assuming I'd be unavailable because I was banging her all night. I also didn't want to disappoint my boss and friend Gemma with a "no," either.

I said, "I'm going to walk Madison home, and I may drop by Davey's later on."

Gemma said, "Well, if you do, I'll see you there." Then, in her boss voice, she blurted out, "And drinks are on you for being late!" With a warm smile, as if to grant me permission, she waved a hand in farewell. Madison and I both waved goodbye and headed for the door.

Once outside, I felt the warm June night on my face. It was a beautiful night, warm but comfy, and the sky was clear and full of stars. Madison still had her arm in mine and made small talk about the neighborhood and me being a "native." As we made our way down toward Market Street I felt better and better about my chances with this sexy woman. Madison seemed out of my league on several levels, making me all the more aroused at the thought that this sexy sophisticated creature wanted me for one thing and one thing only. She wanted to fuck me and use me as a sex toy, and that thought alone was enchanting to a young man. As she held my arm, she said, "You have such nice firm muscles. How many days a week do you go to the gym?" Then she gently bit down on her lower lip and seductively flashed those eyes again.


Anal Summer Ch. 01



"About four or five times a week," I said, like a man roused from sleep.

"I could tell," she said. "It shows," again fluttering her eyelashes and biting her lip.

I was amazed to find out that Madison's just purchased, swanky new condo was about three minute's walking from where I lived with my folks in a family-owned apartment building. The contrast made me feel small. Walking past, I thought it best to keep this fact to myself for the time being.

With the fresh sea air blowing in from the harbor, the boats bobbing in the tide across from us, we had reached our destination. Waiting for Madison to unlock the door and invite me up, the butterflies in my gut grew larger and more abundant. When she turned to me and asked if I would like to see the place and have a drink, I was relieved. I said I would love to.

Madison motioned me to follow her in. Once inside, I was both impressed and envious. The place was something I would dream about living in. "I'll get us something to drink. Sit down and relax," she said. Turning down a corner, she disappeared, only to ask from wherever she was, "Is wine okay?"

I said, "Yes."

She returned with a bottle and two glasses, putting them down on the coffee table before me. Then she said, "Just a second. I've got to get out of these shoes." And just like that, she was gone again.

I was still in awe over the "cool factor" of Madison's condo. It was roomy with exposed brick and shiny hardwood floors. The furniture matched Madison's sophisticated style. I thought to myself, "If I don't get any pussy......I'll just fuck this couch."

When Madison returned, she was wearing a very sexy black sheer robe with a matching teddy underneath. The robe was full length and had lacy black frills on its edges and sleeves. Practically see-through, the teddy was a sight to behold as well. Her body was curvy and slightly thick but not grossly voluptuous - a complete vision of sexiness and womanly charm.

Seductively bending over in front of me to pour two glasses of wine, her plump ass was just inches from my face. Madison took both glasses, handed me one and then sat beside me on the couch. There, sitting almost sideways but cross legged, staring at me over her glass, she caressed the glass and its stem. I was speechless. She took a sip of wine, scooted closer,and leaned up against me. Putting her face toward my neck, she was so close I could feel her breath on my skin.

"You smell really good," she said, then added, "I thought you'd smell like that kitchen."

"I showered in the employee locker room," I replied.

"There's a shower there? Had I known, I would have come in and rubbed soap on your back," she teased, and took another sip of wine.

I couldn't think of anything clever to say to that and began to feel overmatched and in full free fall, thinking I was blowing my chance. Madison sensed something, placed her glass down and got up, again giving me another look at her wonderful bottom. She then walked behind me and stated to rub my shoulders. Her touch felt good, her hands soft.

As she massaged my neck and shoulders, she said, "You're far too tense. All that hard work at the gym, and then the restaurant has you all in knots. My, what a fine physique you have," she whispered as she rubbed.

I tilted my head back to face those beautiful eyes and alluring voice. "Thanks," I started to say. Before I could finish my reply, she kissed me. Deeply. She crawled over the back of the couch and continued to kiss me.

I wrapped my arm around her and untied the robe with my free hand. With Madison's tongue intertwined with mine, I reached for her thigh, slowly moving my hand up the leg to her vagina.

I moved away from kissing her and nibbled her neck, making my way to her enormous tits. Madison was stroking my cock through my pants with the palm of her hand. I was using my index and ring fingers to spread the lips of her sex and then began to tickle her swollen clit with my middle finger.

She had managed to unbutton my fly, push down my jeans and free my erect hog and balls. Her caress on my cock and ball sac was just enough to make me want her more but not bring me too close to coming.

In that time, her cunt began to get very wet. My fingers, now soaked in her wetness, did their job on her. Madison began to gyrate rhythmically with my fingers. Than, all at once she put both hands on the sides of my face and said, "Come with me." She arose, grabbed my wrist and pulled me along with her. She walked me through the kitchen and dining room to a hall that led to her bedroom.

Still holding my wrist, she turned on the light, and I wound up with my back to her bed. She shed her robe and teddy while I undressed myself. Pushing me down gently by my shoulders, I was put into a sitting position on the bed with her large tits at eye level as she stood before me. Madison seemed to be ten feet tall at that point and in complete control of me. Lurching forward, I buried my face in her bosom, frantically sucking and thrashing my face in her tits and groping her bottom with both my hands kneading her buttocks.

Again taking charge, Madison climbed on my chest, pushing me backward onto the bed while sliding and grinding her wet snatch down my torso. She was lying on top of me when we finally came to be face to face, and she planted another deep kiss on me, clutching both my wrists over my head while pinning me to the bed.

She whispered in my ear, "It's a process, Lawrence." Then, with a pregnant pause, she whispered in my other ear, "And it's a process of pleasure." Her soft voice and breath in my ears sent shivers down my spine and gave me goose flesh.

"You must learn to relax, savor and enjoy it," she continued.

Calmed by this, I lay motionless, glad to let her - the more experienced one - lead the way. Though my ego was slightly affected, I let those thoughts slip away as Madison took over. As she kissed my neck, she caressed my arms and chest softly, barely even touching. First it was the tongue, then a kiss, and then another little bit of tongue. That was her technique as she worked her way down.

Lying on my back with my legs off the edge of the bed with knees bent, feet touching the ground, she knelt between my legs. I felt her mouth and tongue on my ball bag. With one long lick she went up the length of my hard dick, teasing me with her mouth, and then she took every inch of it down her throat. I was blasted away by this! It wasn't that I'd never been sucked off before, but I was still under the impression that you had to work on a girl for a long time to get her to suck you. A blow job on a first time was a foreign idea to me. I'd always had to wait in relationships for a long time before a girl would bestow oral pleasure upon me. My youth and ignorance were apparent to me even as it was happening.

"So you didn't need to go steady to get your dick sucked," I thought to myself.

With a flat, open hand she gingerly lifted my swollen balls from the back and gently pushed them toward the base of my throbbing meat pole. Then, taking a long, slow, deep, fluid swallow, she made my manhood disappear once again. Down, down all the way, down deep, and then holding me there for a long second. Coming up in ultra slow motion. The way she lifted my scrotum while she made long, slow passes up and down my cock did something to intensify the sensation.

There was no doubt this woman was good with a dick and had seen plenty of them. Then, all at once, she started to ratchet up both the suction and speed, bobbing her head more vigorously and sucking down with more energy.

Madison's hands were also more active. As she sucked me, she began to caress and tickle the underside of my seed bag, slowly roaming to the little place where the scrotum ends and the anus begins. This was a new sensation, and my inexperienced and inhibited mind was getting in the way again. Her hand held my balls, her mouth owned my hog, and her fingertips were inching toward my asshole.

Part of me was saying to my self internally "You can't let her touch your asshole! You're a man!" but the other part of me was in complete ecstasy. Both sides of my brain came to an agreement: They agreed to stop her hand and the blowjob as well for fear that I might come before I got to fuck her.

Covered in sweat, I lightly directed her head up until she took my tool out of her mouth. She looked up with her beautiful eyes and quickly got the hint. She arose and then lay beside me.

I turned to her and asked, "Do you want this?" as I placed her hand on my stiff member.

"Yes," she said, never looking away from me.

"Then what shall we call it?" I teased in an attempt at sexy pillow talk.

"Your cock," she answered in her soft alluring way.

"And what about this?" I asked as I stroked the lips of her vulva with my fingers.

"My pussy," she replied.

Almost involuntarily I blurted out my first dirty talk. "I want to fuck your pussy."

Madison just smiled and cooed. Feeling relaxed and unashamed to talk dirty felt liberating and free. In fact, I liked it and loved the fact the she was getting off hearing me say those words. She talked right back at me.

"All the men I fuck are older than me when all I want is a hard, young cock. Sure, they have money, and they can keep it! I wanna get fucked again and again all night," she purred to me like a seductive cat.

I offered, "So you don't mind that I'm nineteen," instantly regretting having said it.

"No, I want to have you because you're nineteen," she retorted, her dominant personality taking control of me again. I was putty in her hands. She was the boss, and I no longer cared.

"I'm thirty-five," she said, shifting her eyes toward my hard-on and gesturing at it with her chin, "and you don't seem to mind. Why should your age bother me?"

The room was steamed up by our sweating bodies.

The glorious smell of her pussy juice mixed with her perfume and our sweat hung in the air. I spread her thick, shapely legs. I mounted her in the missionary position, looking down at her steaming cunt, glistening with her wetness.

I slid my cock into her hot, wet pussy, wrapping my arms around her for leverage, then launching myself into her as hard as I could, finishing the move with a hump and snap of my pelvis. I would repeat this over and over til the end - A power fuck as hard and fast as I could.

Madison's moans and whimpers were spurring me on. I could tell she hadn't had her honey pot slammed this hard in a long time, if ever. This was hard, hot and wild sex. It was all I knew. As a rookie in the art of fucking I thought this was the best and only method in which to satisfy a woman. It seemed to be working. Again, in my ignorance I managed to find just what she wanted. The moans and screams were nice to hear. She had taken over, and I felt she needed to know that I was the man and I would do the fucking.

"You like getting fucked, don't you!" I grunted.

"Yes.... keep fucking me!" was her almost breathless answer.

Our bodies, now dripping in sweat, made a slapping sound when my hips collided with hers. The aroma of her steaming cunt reached my nose.

"OHHHH, that's it! Fuck my pussy hard!" She could barely get the words out. Then another series of moans and screams of passion accompanied that wonderful slapping and slurping sound our bodies made. My prick and balls were soaked in her juices. I continued to ram her velvet lined twat for some time. For the first time I was in control, and she had lost her composure. She was overwhelmed with pleasure, and could not form the words to speak, only breathless moans and coos.

Wanting a change of pace, I withdrew from her and nudged her to flip over.

"I want you on your knees!" I commanded.

Madison obliged, flipping over without a word.

"I'm going to take you from behind," I told her in the sexiest tone I could muster. The view from behind her was amazing. I entered her cunt and started to plow her again as hard as I could. After a short time we worked out a nice rhythm, where she would push her twat back to absorb the full impact of my thrust.

"My pussy hasn't been fucked this hard since college!" she appeared to be thinking out loud. For someone who implied that her sex life was very active, Madison's vagina was still tight. She was facing the headboard during our doggie style romp. After a while, without explanation, she slid forward and my tool fell out of her honey pot.

"What's wrong?" I inquired.

"Nothing ... just a second," the words barely escaping her mouth. She was leaning forward and reaching for something.

By the headboard, there was a nightstand with a lamp. I thought for a second her aim was to shut or dim the lights. Instead, she was reaching for the little knob on the drawer of the nightstand. What she retrieved out of the drawer almost made my heart stop. A full size tube of K-Y jelly was now in her hand, and she was handing it back to me as the moment of surprise and joy struck me like a ton of bricks. Was this what I thought it was, what I wished it was? I thought I had better check first but didn't want to scare away the moment. Thinking quickly, I managed to play dumb: "Your pussy is so wet. We don't need this."

"No!" she said, again with authority in her sultry voice. Then she uttered the words I thought I'd never hear a real woman say to me: "I want you to fuck me up the ass!" It was a moment that I would cherish the rest of my days, a moment I had wanted somehow before I even knew anal sex existed. A moment that I fantasized about and masturbated to countless times. An act I desired since the day I saw that first porno at my friend's house. I wanted to drink in this moment and make the most of this fantasy-come-true.

I gazed upon her welcoming, sweat-soaked buttocks shining like two hot buttered globes. She peered back at me over her shoulder, still on hands and knees while I was visually taking in the beauty of her round firm ass and its lovely crevice, following the crevice down to the wrinkled pucker of her asshole and her battered pussy lips, glistening and dripping with her sweet honey.

I squeezed some K-Y on to the head of my cock and slowly spread it down its length. Madison said, "That's fine. You need to lube up your cock, but let's start with your fingers first." She told me that a light massage on her lower back and bottom would help her to limber up and get loose. I obliged, thankful for the break.

Rubbing her waist and lower back was a sensual experience for me, too. Especially when I worked my way to her beautiful ass, kneading her buttocks, spreading her cheeks and massaging them open and closed. It was like playing a pornographic game of peekaboo with both of her fuckholes. This allowed me a chance to rest and recover so I wouldn't come too fast, while keeping the mood sexy and erotic.

I then got the K-Y jelly ready. Spreading her ass, I rubbed her sphincter, teasing it with my fingertip staring at her asshole. The mystery and darkness of it , the naughty taboo of it, made me hot and want to get down to business. I squeezed out a liberal glob of it and placed it on her bung hole, plastering her rectal pucker, caressing and spreading it in circular strokes, slowly putting more and more pressure on her asshole until the tip of my index finger was in it just past the first knuckle.

"MMMMMMMMM... now we're getting somewhere," she acknowledged in a breathy voice. With slow, steady pressure, I worked my lubed finger in her ass as far as it would go. "OHH, Ohh that's it right there." Madison instructed. "Keep your finger there ...... feel my muscles relax and open slowly," she added, now fully enjoying the insertion. "Now your middle finger, too," she moaned.

I noticed that unlike finger fucking her pussy, she enjoyed anally the withdrawing of the fingers more than the forward thrusts.

This continued until we were up to three fingers at once. Satisfied that Madison's nether region was lubed and loosened adequately, I readied myself with more lube and was ready to mount her, stealing another peek at her sphincter, now visibly more open than before. Madison herself ready on her hands and knees and wiggled her hips as if daring me to take her from behind.

I had a little trouble getting in her backdoor, my inexperience showing again. Madison reached back, got hold of my erect hog and guided me up into her ass, a procedure that always made me horny when I saw it happen in porn films. Then, with the swollen head of my penis breaching her ass, she pushed back slowly as I pushed forward. I penetrated her deeper and deeper until I was balls deep, and the pink ring of her sphincter expanded fully accommodating my entire tool. Her forbidden passage was open and receiving my tool. It was so tight and hot. It felt better than anything I had ever before experienced sexually, even better than her pussy.

Madison looked over her shoulder and said, "You'll have to take it a little easier than when you were in my pussy, okay?" adding, "at first." and, "when I tell you I'm ready you can go ahead and fuck as hard as you can."

"Is that good?" I asked. "Does my cock feel good up your ass?" I spat out nervously, also trying to talk sexy again as well.

"Oooooo Yeahhhhhhh," she answered in more of a moan of ecstasy than an actual word.

Having always been visual, I had to look down and behold the act I waited my entire life for. Looking down and seeing her musky hole stuffed with my veined rod sliding in and out was a wonderful vision. I noticed that Madison was also masturbating in time with my hump stroke.

"Now I want you to fuck me harder and slower," She instructed, "and when you're all the way up in there, keep it in for a while."

I fucked as I was told . Who was I to question? Until now, I was an anal virgin, and so far she had been an excellent teacher and an even better fuck. It was everything I had imagined, and more. Every slow, hard stroke was complete, sinful joy. I had read quite a bit about backdoor bonking and knew that the rectum is full of nerve endings and several muscles and a major artery. Done right, ass fucking can be great for all involved. The muscles would account for the heavenly tightness, and you could also feel the artery pulsating.

Madison was starting to talk dirty and moan. "Fuck me harder! Ahhhhhh, yeah, ohhhhh! OOOOOOooh, fuck my ass harder!"

"Like this?" I asked, as I impaled her elastic sphincter with more fervor!

"Your fucking cock feels so good in my ass! Ahhhhh it's soooooo big! It's sooooo deep!"

These were the sounds of a woman near orgasm. By this time, I was taxing her asshole as hard as I was her cunt before. Her masturbating also intensified.

"AHHHHHH, I'm coming!" she screamed. Her tight asshole was gripping my cock even tighter, pulsating and spasming with her orgasm.

This was what pushed me over: The thought that a woman would have anal sex, coupled with the thought that she enjoyed a cock in her ass so much that she could come as a result. My own toes started to curl and my feet and calves seized up. My heart felt like it was going to explode. The wonderful electricity ran from my heart down my body to my hips simultaneously with the same electricity running from the balls of my feet, up my calves through my thighs to my hips where it exploded through my own rectum, which seemed to clench up, through my testicles then finally out of my cock . My hips began to buck and hump involuntarily as if I was some sexual marionette controlled by an unseen puppet master pulling my strings. I filled her rectal cavity with my hot semen.

She must have felt this happening. "Yes! Yes! That's it! Fill my ass with your hot come!" she demanded. I obeyed, squirting load after hot creamy load and emptying the entire contents of my balls in to her naughty place and then collapsing backward.




Anal Summer Ch. 01



Still trying to catch my breath, I looked over at Madison. She was still face down, ass up and still pawing at her cunt, her gorgeous ass covered in sweat. Her asshole was agape like a glazed doughnut frosted with my milky white cum. I lay there, my entire body tingling with sensation, still recovering from the most explosive orgasm I ever had. Madison, too, was frozen in her position as well. She had stopped touching her clit and now the only movements were the deep breaths she was taking. With her ass cheeks still aimed skyward I watched her asshole's aperture slowly shrink, like a closing magical portal to the dimension of ecstasy, as my creamy jizz dripped and bubbled out of it.

(To Be Continued) 



Anal Summer Ch. 02



I was fighting off a wave of post-orgasmic sleepiness, slowly regaining my breath. Madison scooted over and cuddled me, her bottom still pointed skyward, then she pecked me on the cheek.

"How are you feeling?" she asked, as if boasting about her vaginal and anal acumen.

"Oh, wow, still tingling."

"You're super stimulated."

"Yeah... I guess... Whatever it is, it's awesome." She emitted a sly, sexy giggle. "And you?" I inquired, feeling the pressure of satisfying her.

"Like I said, I haven't been fucked that hard in years," Madison replied, adding. "I came... Could you tell?"

"Uh, yeah sure, " I sheepishly responded.

"But fucking as hard as you can, as fast as you can isn't always the goal, either." Madison said, and then returned to her almost professional persona. "Now, if you will excuse me," and she slowly and carefully retreated from the bed and me, always keeping her hind end pointed upward.

I must have had a look of puzzlement on my face, because she answered without being questioned: "I feel like I have a gallon of your cum up my rectum! I'd like to rid myself of it. I'm just going to wash up a bit and then I'll be right back," gesturing with those sexy eyes and a head motion towards a door to the bath that was off of the master bedroom.

I watched her lovely form walk to the door and then disappear behind it. Still in shock and awe over realizing a fantasy come true, I lay there feeling like a conquering hero.

Madison returned after a few moments, pulled a chair up next to the bed beside me and then turned abruptly back towards the bathroom. I snatched her hand in mine before she could get far. Somewhat surprised, she turned halfway to face me I was still looking for some kind of connection or acceptance from this woman who'd stepped out of my dreams, and I was worried about what I took as a mixed review of my sexual prowess.

"If you just give me two minutes, I can fuck you again," I offered. "Slower, if that's how you want it."

She moved my hand to her mouth and kissed it. She looked at me with kind eyes and replied, " 'Two?' I'll give you twenty!"

The way she did this made me see that she understood my youth and my sexual innocence and inexperience. She saw my need for her approval, my desire to please her, and also my childlike trepidation of failure. She knew that what she'd said would make me feel like I had satisfied her and that I was off the hook.

So, I'm good enough to earn twenty more minutes of her time, I thought to myself. I'm good enough to wait twenty minutes to get fucked again. Only years later did I comprehend this subtle little gift Madison gave me.

When Madison returned, she placed a wash basin filled with warm, soapy water on to the chair that she had pulled up earlier. She had two small wash cloths folded over her arm.

She knelt on the floor beside the bed and dipped one of them in the basin.

Madison slowly and ritualistically wrung out the cloth. To my surprise. she began to gently clean my flaccid cock with soft, gentle swabs of the cloth. Her movements were slow and methodical, and she used her other hand to lift my hog and reposition it so she could properly clean it. The slow, sensual way she cleaned my dick and balls didn't keep me from asking dumb question, unfortunately.

"What are you doing?"

Patently she answered in a soft sexy voice without ever taking her hands or eyes off my genitals: "Well, you had it up my ass, and if you were to put it back in to my vagina it wouldn't be sanitary or hygienically healthy." She stared at my cock as if entranced by it, softly biting her own lower lip as was her habit. The slow, thorough way she washed my shlong and ball bag with care was evidence that this was all part of the "process of pleasure" she'd spoken of.

That thought alone made me both understand and enjoy this sensual sponge bath.

Madison then lifted my scrotum and wiped the underside of my balls. The summer breeze wafted into the room like a silent visitor and caressed my now clean, wet sex organs It felt cool and refreshing.

Then she took the other cloth and softly patted me dry.

All of this was too much, and my blood started to flow south towards my crotch. Madison moved to a standing but bent-at-the-waist position, leaning over me and still coddling and patting me dry. She gazed at my exposed manhood like a hungry person would behold a favorite meal, watching intently as my cock visibly grew before her eyes.

Something strange happened inside of me. I felt a slight pang of shame for getting a hard-on while she watched, but the shame felt good, just as the dirty sex talk had felt good. I reached up and placed my hand on the back of her leg where her upper thigh met her buttock. I spread the lower portion of her ass crack and upper thigh with the back of my hand and touched the lips of her vagina with the middle and ring fingers while my index targeted her sphincter. This caused her to stand straight up.

With eyes closed for a long second, she stood there and was speechless, clearly surprised and pleasured by my abrupt, simultaneous fondling of her fuck holes. Madison placed her hand on mine and gingerly pulled my digits out of her orifices.

"Slow down a second. I want to dump out this basin. Then I want to lie with you and let things happen naturally." She walked away, taking the wash basin with her.

Within a minute or two Madison had returned and was lying next to me on her bed. Her body felt so smooth and soft next to mine.

"So tell me, .do you have a girlfriend?"

"No... not for a while."

"So, you just fuck customers? Or am I special?" she said with a Cheshire cat grin.

"To tell you the truth, I've had a little dry spell. About a year or so," I answered with genuine honesty.

"Let me guess: The last time you had sex was with someone who was your girlfriend."

"Yeah."

". . . and you've parted ways from one another?"

"ye. . ."

Before I could finish saying the word, she was on to her next question or observation.

"You're still heartbroken over her, aren't you?"

"What's with all the questions?"

"Sorry. It's a game I like to play. I try to read people and then see how well I did."

" Well I wouldn't say 'heartbroken' as much as not wanting to go through that again."

" Yes, but you're one horny guy in spite of your fears of further heartbreak."

"I guess."

She raised her sculpted eyebrows and smirked a cute little smirk. "Who do you think you're kidding? I watched you mentally undress every woman who walked in or out of Gemma's tonight, including Kate and me."

"Well, isn't that normal?"

Madison burst into laughter. "Yes, but you're very obvious about it."

"Really?"

"Yes. As subtle as a bowling ball. But, on the other hand, you do make an incredible Lobster Fra' Diablo. And sautéed mushrooms." Her warm smile reassured me that she was just ribbing me in good fun.

"Well, what about you?" I asked, adding, "Do you fuck every guy that makes you dinner? Or am I special?" Thinking I had been clever, I waited on her response with a smile of my own.

"No, you were special. You were looking very sexy in your kitchen, and you made my pussy a little wet, and, and..."

"And what?"

"Once I saw how horny you were, I had to have you."

"What about you? Do you have a husband?"

"No, and no boyfriend. No men in my life right now, except for you."

"Well, that's good to know."

"Why? Because you don't have to worry about an angry husband coming after you? Or because you want to come over and fuck me again?"

"Both!"

We both laughed and then we embraced and kissed for a bit. I thought I would take this getting-to-know-you session to find out about the potential of fucking Madison regularly.

I thought getting her mind back on sex would get her in the mood to go for another round.

"So tell me," I asked, "what do you like best when it comes to fucking?"

The candidness of answer her and her frankness about sex still amazes me to this day. Her answer would be the second best moment of my life.

"Anal sex," Madison said, without a second of hesitation .

Her tone became very serious. She explained that she felt the act of sex was serious and sacred in a strangely bohemian way; not in any traditional sense but rather that "pleasure" and "desire" should be followed up and fulfilled; the "if it feels good, do it" philosophy with a Zen seriousness to it. "I love it," she explained. "Don't get me wrong, I love vaginal sex, but anal feels so different, in a good way."

Having always kept my fetish for anal sex a secret, this was a ground-breaking moment!

Thrilled to think that this was possible!

Able to finally tell someone my dark secret desire!

That new emotion I found that night!

The gratifying shame followed by feeling so free!

I was just beyond happy and shocked. Madison was a sexual soul mate of the rarest kind.

"It's mine, too!" I nervously blurted out.

I went on to tell Madison about my fetish and my love for women's bottoms and my fascination with all things anal. She seemed as happy about my revelation as I was about hers. I could see the excitement grow even though she was speaking in what was to me a professional manner.

"However, this was your first time?" She seemed to be forcing me to be truthful. She knew that hers was the first anus I had ever penetrated . Bravado and a false macho "been there done that" approach would not go over well with her. This further showed that her belief system about sex was sacred and important to her and not to be lied about.

"Yes, fingers in a few but never my ... you know," I surrendered, all of a sudden feeling shy.

"So what was her name?"

I was lost for a second.

"What?...Who?"

"The girl." She inquired with and impatient tone and look on her face. "The girl who broke your heart.

"Um, Kerry."

"You were too shy to ask Kerry, weren't you?"

"No. I did."

". . .and did she refuse?"

"No, not at first."

"Oh, so she backed out?"

"Yeah, something like that, but I got my fingertip in, and..." Shyness and fear had locked my lips.

"And what?" Madison probed.

"Um, my tongue ... I ate out her bum... and I loved it," I fought to admit, being totally truthful.

"So how did Kerry feel about you tongue there?"

"She let me. She kinda enjoyed it, I think."

"Of course she did. Everyone likes getting their anus licked. Even you, if you gave it a chance."

"Um, I don't know," I said, but I knew I was probably lying. She did, too, but she dropped the subject and moved on.

"Well, let me tell you, Lawrence, this Kerry sounds like a real 'missionary position with the lights out' prude."

"Bingo!" I replied.

"Told ya I was good."

I was amused by her desire to show off her skill of reading others.

"Well, anyway, getting back on point, there are several ways you can take me anally," she said, her tone serious and almost businesslike.

"Tell me," I said, trying to sound sexy.

"Well, from behind, doggie style, like we did. Or with me on top or in a variation of how we're lying now." We were "spooning" at the time. "Also, I could lay flat on my belly with my legs together." Madison flipped onto her other side to face me. Her enormous breasts tantalizing me even more.

"We are not very conventional, you and I. Most women want nothing to do with butt fucking, and the same with most men."

Her use of a more guttural phrase, "butt fucking," instead of the more clinical way of referring to it alerted me that she was getting hot and bothered and ready to fuck. If that weren't enough, while she was lying on her left side facing me, she placed her right hand behind her back and from what I could see was reaching for her bottom.

"What are you doing?" I asked.

"I'm touching myself."

I lifted myself up onto an elbow and craned my neck to get a better look. In a show of complete openness, Madison was shamelessly toying with her asshole. She leaned down and took my erect member in her mouth while continuing to add fingers into her own rectum.

With her free hand she took a firm grip of my penis, took it out of her mouth and said. "So where do you want to stick this?"

"Where do you think?"

Madison turned over and lay on her back spread eagled, four of her fingers still stretching her rear with her legs far apart as they would go, displaying her wet cunt for me. With one hand she started to finger her twat. Then taking her other hand out of her anus, she again aggressively grabbed my rock-hard cock and pulled me toward her, forcibly shoving me into her nether hole.

"So, I guess we are going to forgo your pussy this time," I whispered.

"You learn quick. Now, take my ass this way, so I can see your face when you feel yourself in me."

At her instruction, I lubed my dick with plenty of K-Y Jelly. I mounted her and buried it in deep in her welcoming backdoor, missionary style. With one hand, she continued to masturbate. With the other, she clutched my lower hip, pulling me into her, helping me to drive my tool harder into her round, creamy ass cheeks.

She was staring at me with those sexy eyes and biting her lower lip again. Ohhhh, God, I love this!" she proclaimed as I drilled her tight butt hole hard and slow as she had taught me.

Madison's tits bounced and undulated as I fucked her.

Some of the men spanked or smacked the hind quarters of their sex partners in those precious few porno films I'd had the pleasure of viewing in the past. I didn't know why, but it always spurred me, so with an uncoordinated hand I attempted to spank her bottom lightly to see what would happen. When I did this, my humping momentum caused me to land a harder slap on her buttocks than I had intended. I braced myself for an impending onslaught of displeasure but, in its stead, her surprised yelp was one of pleasure.

I thought I'd try pushing my luck, so spanked her again. Another sigh of approval left her mouth. The spanking must have done something, because her masturbation sped up as did her breathing and moaning.

I was about to be educated even more by what followed.

Madison's cunt had grown very loose and very wet. I knew this because she was getting most of her hand up in it and because of the sloshing sound it made and the more prevalent smell of pussy in the air. As I began to feel her rectum tighten and spasm around my prick, a clear liquid squirted out of her pink snatch, through her fingers and onto my lower belly just below my navel.

I was not aware that women could externally ejaculate.

Her sloppy wet cunt soaked my pubic area, and the wetness was now all over my lower stomach, cock and balls. She rather loudly announced, screamed, really, that she was "coming so fucking hard!!" I kept on plowing her bunghole throughout her hair-raising climax. Her body shook violently and convulsed for at least twenty seconds.

When it was over, Madison seemed to slip into her own world. She tried to regain her composure and moments later she opened her eyes. In her soft, sexy tone she asked, "Mmmmmm, do you like my ass?"

"Oh, ye ye yeah uh hhh!" was all I could manage from within the deep throes of extended ecstasy. Having already fired off a round of cream earlier, my stamina had improved, but the sensation was as good if not better than the first time due to the tightness and spasming of the ring of ecstasy surrounding my stiff prick.

Madison placed her hands on my chest softly rubbing and brushing it.

"I want you to come now," Her tone implying that she was being unselfish, wanting me to experience another joyful explosion, not because she was done with me. I genuinely felt she wanted to just return a favor of pleasure.

When she sensed that I was close, she asked me, "Do you want to fill my butt again or come on my tits?"

This question hit me like a hard tight fuck stroke, making the choice for me.

"Mmmm! Option A! Just what I wanted you to choose!" she seductively hissed, as she felt me discharge my seminal ordinance into her tush.

I lay next to her, embracing her and feeling on top of the world and hoping this wouldn't be just a dream. We both drifted off into a deep sleep.

After what felt like just a minute of two, the sun tapped me on the head. My body clock was used to getting up and going to the gym, and no matter when I lay down to sleep I would awaken around 7:00 a.m. every day. That's like the middle of the night for a person in the restaurant business. Madison was a light sleeper and was stirred by my rising.

She sat up, rubbing the sleep from her eyes and came face to face with my morning erection.

"Wow, that thing is always ready to go!"

"It happens every morning. It just means I have to pee. It's not 'that kind' of erection," I said, still groggy and missing the joke.

"I know. You're not the first man I've seen in the morning," she said with a smile.

"I had a great night. Thank you so much for inviting me over."

"Well, thank you for coming over."

Madison offered to make coffee and some breakfast. I had to decline because I had a busy day ahead with the restaurant opening earlier, at noon instead of 4:00 p.m. because it was Sunday. I also wanted to hit the gym and shower before work. I found my clothes. Madison found her way into a sexy green silk robe that barely went past the top of her legs. We exchanged phone numbers and kissed our goodbyes.

As I walked down the stairs to the street level, I felt my empty scrotum sticking to my thighs with the remnants of K-Y Jelly and pussy juice still clinging to me. I was tired and felt like my lower half had taken a severe workout.

When I opened the front door and walked down the stoop, the fresh, early June air helped me shake off what was left of my grogginess. The air was filled with the smell of bread baking, a wonderfully familiar smell of the old neighborhood. There was an Italian bakery on every corner.

I wondered how long that would last as natives were finding it harder and harder to live here.

The "new people" like Madison found our little ghetto to be "charming" and wanted to live here. These new people were driving up the rents and buying up the buildings. The "old neighborhood," as we natives called it, was a predominantly Italian-American area. People like myself, who were born here, were either working class or poor. Our natural hospitality towards these new people made them feel adopted and part of our community.

Our little old Italian ladies would cook their elaborate dinners and share them with the nice Americano boys who were renting the top floor flats. The next thing you knew, there were more and more of them 'til we, the natives, were squeezed out to the suburbs or the slums.

The very thing that made living here attractive was disappearing fast: Its warm and friendly residents. And its ideal location was also leading to its demise, slowly turning our community in to a village for the wealthy and a haven for yuppies.

I was pulled from my thoughts by the vision of a female form jogging in my direction.

She looked good, real good from this distance, whoever she was. As she got closer, I realized it was Gemma, out for her morning jog. Her shapely athletic body was hugged by a skintight spandex running outfit. She looked amazing with her pretty face flushed with exertion and the sun shining on her.

Then a voice inside me said, "How dare you think of her in that inappropriate way!" I hated myself for a half second for it, since she was a good friend and my boss.

"You naughty, naughty man, you!" Gemma said as she approached.

"What?" I feigned ignorance.

"You know what I mean."

"No, what do you mean?"

"You know I will not allow you to go home with my customers. It's not good for business!"

"What?"

"Don't play dumb, Larry!"

"Look, its a beautiful morning and I'm out for a walk to get the Sunday paper."




Anal Summer Ch. 02



"Larry, You never showed up at Davey's last night. You're in the same clothes you left in, not to mention you're walking like a guy that was out fucking all night... are your balls stuck to your thighs?"

How in the fuck did she know that?

Sure, I guess everything was obvious, but the sticky balls thing was real Sherlock Holmes stuff.

"Are you going to the gym?" Gemma prodded, in a tone of disgust and impatience.

Was she really this angry?

"Yeah."

"Well, shower before you go!"

Still playing innocent, I said, "Why?"

Gemma rolled her eyes and shook her head in disbelief.

"Because you smell like pussy, Larry! That's why!"

Still perturbed, she jogged off, yelling back to me.

"And be on time to work! We'll be busy."

 (To Be Continued)



Anal Summer Ch. 03



I arrived at the bistro to find Gemma all worked up and in a fit of sheer panic. "You're here, thank goodness!" she exclaimed, and I was taken aback by her obviously tense mood.

"Yeah, and early," I replied. "Where's Paolo?" Paolo was our head chef, and he ran the kitchen.

"Well, that fucker, Big D, has been successful," she said.

"He sure has," I retorted sarcastically. "As much as you hate him, you're stating the obvious." The look on Gemma's face was not one of amusement, and I sought to put the pieces of the puzzle together in my mind. It eventually came to me. Davy had told Gemma and me a few nights ago that one of his "ears on the street" heard that Big D was trying with all his might to wrest Paolo from Gemma's control. More than just wanting Paolo's talents, Big D wanted to crush Gemma's business. "That fucker!" I shouted in my eureka moment.

"He's lured him away," she said, thinking openly. "Davy said his source told him that Big D even paid Paolo an additional $500 to quit without a notice."

"What are we going to do?" I wondered out loud.

"It's not what 'we're' going to do, it's what 'you're' going to do!" she answered with her eyebrows raised and her forehead creased.

"Me?!"

"Yep. You." I knew what she meant, but I was still in shock by it. "You're ready. You've been ready for a long time." Being both flattered and terrified at the same time, I grabbed for words but couldn't find them.

Finally: "But to run the kitchen by myself! Even if I could, we'd be shorthanded!"

"Don't worry. Davy is sending a friend of his over to get us through today."

"Well, then, it's a good thing I came in early!" I said, verbally patting myself on the back and grinning.

"Thanks, Larry. I know you can do this." Gemma's warm smile reassured me.

"The first thing I want to do is promote Rocco under me to my old spot..."

"If that's what you want."

"...and we need to discuss new specials for the week."

"That's what I pay you for," Gemma said with confidence.

"Oh, yeah, about that..."

"Yes. You'll get a bump starting today."

As the day unfolded, I found myself up for the task. I was energized by my new found position while basking in the afterglow of losing my anal virginity. I was in the zone and pushed out dinners with ease! The guy Davy sent over was a seasoned veteran of several kitchens and ran his own place in one of the nearby suburbs. His name was Matty, and he effortlessly picked up everything I showed him about our menu items and specials. We hit if off and worked well together, making the day a breeze.

At about 8:45 that evening, I heard a familiar voice from the dining area. Madison had dropped in for dinner with two friends: Kate, and another woman I didn't recognize. My smile of happiness was directed straight at Madison. She returned my smile with a coy little smile of her own. One that said, "I know what you look like naked, and I know your fetishes."

The new woman was straight from central casting, that is, if you needed somebody to play a stuck-up museum curator in a movie. She looked small and conservative and painfully thin. Perhaps in her late 40s or early 50s, she was dressed in a stuffy, conservative dress suit and looked uncomfortable being in her own skin. Her short, bobbed hair was neatly trimmed, mostly black but flecked with a few grays here and there.

Kate, for her part, was looking sexy and playful by comparison. She would laugh and talk loudly (but not loud enough for me to make out what she was saying), while "Stuffy" barely spoke a word. When she did, it seemed to be impersonal and businesslike.

I tried to keep focused on my job and ignore the table of women, especially Madison with her sexy stare. She teased me with her eyes and sexy half smile. I didn't want Gemma to see too much of this as I was wanting to spare myself a lecture on why fucking customers is bad.

Madison said something to the women, who immediately looked my way and giggled, even Stuffy. Curiosity plagued my being; the thoughts ran wild through my head. What did Madison say to them? Was she telling them that I was a dumb native? Was she saying that I was a lousy lay? Was she complaining about the size of my cock? Was it not big enough for her? I never measured it. I know a lot of guys did theirs, but I never did mine. Paranoia was taking control!

"Hey!" Matty shouted to me. "Pass me a sauté pan, would ya?" I snapped out of my self-conscious, worried daydream and handed Matty a medium sauté pan.

Gemma was making her rounds to the different tables, working her way slowly but surely to Madison and her friends. If they were talking about me and my cock size and my affinity for ass and how much I could fuck and cum and recover, Gemma would hear every detail and... "Oh my God, get a grip, your mind is running away on you," I thought to myself. I was able to calm down and focus on the work in front of me. I didn't even notice that Gemma had once again joined Madison's group for more closing-time wine consumption.

A selfish thought ran through my male mind: It will be tough getting my cock in Madison's ass tonight with Gemma hanging around.

In what seemed like just a few minutes later - we were jamming busy - it was time to shut down and clean the kitchen for the night. Once that was finished I went downstairs to shower and change. I returned to the dining room to find the place almost completely empty except for Juan and his helper, Alex and was semi surprised that Gemma and Madison had both left without a goodbye. I queried Juan and Alex as to the whereabouts of the women.

"Dey yuss leff ten minute ago," Juan said in his amusing accent. I thanked him and said goodbye.

I walked home and collapsed on the bed. As soon as my head hit the pillow I fell into a deep dreamless sleep. When I awoke, I got dressed, hit the gym, went back home to shower and packed up for a day off at the beach.

Then the phone rang.

"Hello?"

"Hi! Do you know who this is?" said the sexy voice on the other end, a voice that I could feel like hot breath on my neck. The kind that raised the hair and gave you goose flesh.

"Of course I know!"

"I thought you had forgotten about me already," Madison teased.

"So what's up?" I asked, afraid to say anything more.

"Oh, nothing. I'm in my office. I have several closings today, so I'll be here all day."

That's when I realized I didn't know where "here" was. I didn't know where this woman worked or what she did. To think we knew and satisfied each others' deepest secret desires yet knew almost nothing else about each other.

"I was thinking since it's your night off you should have someone making dinner for you for a change," Madison said.

"That sounds terrific," I responded.

"So, my place? Say, around seven?"

"Yes, absolutely... I can't wait."

"Very good. I'll see you then."

"I'll be there."

"Brilliant!"

"Okay, see you at seven."

"Bye!"

"Bye!"

Just like that, in her rapid-fire professional approach she had made plans for our evening in fifteen seconds flat.

I continued with my plans for the beach. It was a gorgeous day, and I was filled with euphoria and accomplishment. Anticipation for my date with Madison was high. I felt good, really good, better than I had felt in some time. I was now the head chef at one of the hottest restaurants in town, and I was also living out a sexual fantasy. It was June 5th and the beach was not overly crowded. School was in session for about another week and a half, so early June days were less stressful by the shore.

I did my usual tanning, swimming and, of course, bikini watching. Swimsuits bursting with tits and asses. Hot little numbers strolling by or lying stretched out, soaking in the warm rays of sun. I was more turned on today looking at these scantily clad asses, now knowing first hand the glorious sensation of having my cock inside of one of them. Somehow, my lust for backsides was now even more impassioned, not quelled in the least.

Intensified!

Fucking Madison's ass was gasoline on the fire, not water. If it was at all possible, I craved ass even more now.

After the beach, I headed home, showered, and headed over to Madison's condo. Not wanting to show up empty handed, I stopped by the liquor store and bought a bottle of the wine that Madison had been ordering at Gemma's. When I rang the door bell of Madison's building, I heard her electronically muffled voice say "Come on up." over the building's intercom system. There was a buzzing sound and the click of the door remotely unlocking, and then I was almost running up the stairs, palms sweating and butterflies fluttering. This was a wonderful, exciting feeling.

There was a small handwritten note taped to the door that read: "Lawrence, please show yourself in. Many Thanks - M."

I opened the door and stepped inside. The smell of dried flower potpourri filled my nostrils.

Madison's disembodied voice called to me from some unseen place. "Lawrence, is that you?"

"Yes."

"Make yourself at home in the dining room, please."

"Alright."

The dining room was just off the reception area. Entering, I saw that Madison had set the long dining table with fine silver and crystal. A large silver tray with a silver dome and handle was at the center of the table. Oddly the table, set for two, had only one chair at the opposite end from where the two place settings were.

I put the bottle of wine I brought on the table.

"Well, what a gentleman, remembering what a woman's choice of wine is. Impressive!"

Madison had entered behind me and almost startled me when she spoke. When I turned to face her, I was surprised by her attire. Madison's beautiful, curvy body was almost completely exposed except for a shiny black pair of stiletto boots that went up to her sculpted thighs. On her hand she wore long black gloves of latex that went past her elbows. Her hair was pulled back tight to her scalp. She entranced me with those hypnotic eyes. Her large breasts hung free, and her pubic hair was neatly trimmed down to a small patch just above her vulva.

Unable to control myself, I jumped at her, planting a sloppy open mouth kiss on her while pulling her close by her hip. My other hand heading for her twat. Madison pulled back from me, placing an outstretched hand gently on my chest establishing a distance.

"Uh uh," she teased, wagging a judgmental finger at me. "You don't get to fuck me 'til after dinner." Her smile was like the sun shining on me. The red lipstick she wore, along with the black thigh-high boots and gloves, were a stark contrast to her light skin.

Madison then snatched up my hand and led me to the head of the table where the lone chair was. Letting go of my wrist, she picked up the chair with two hand by its back and pulled it out for me. With a dancer's grace, she motioned for me to be seated.

Once I sat down I asked, "Well, then, what's for dinner?" Before I could get all the words out, Madison bent herself over the table and with both of her gloved hands grabbed her buttocks and spread herself wide.

"Me!" she answered.

She removed one hand from her round bottom and reached for the handle of the silver domed tray. She lifted the dome, revealing various jellies, jams and syrups, a can of whipped cream, and some thawed frozen strawberries. I was a quick study, and trying to draw out the moment, I asked, "Well, what are these?"

"Why , they're condiments, dear."

"I don't want that!" I said almost sternly. "I want to taste you!" This was the absolute truth. I wanted only her and her natural juices.

She went back to spreading herself with both hands. With Madison's beautiful behind just twelve inches away from me, all I had to do was dive in. Her gorgeously rounded globes and the wonderful cleft between them framed by her glossy black thigh boots and gloves were arousing my animal lust, my desire for this woman and our shared sexual obsession.

I gently swept her hands aside. Her cheeks slapped back together. I arose from my chair and once in a standing position, I flattened out my hand, reached back and smacked her right butt cheek semi hard.

"You like doing that, don't you?" Madison asked, already knowing the answer.

"Yes."

"So, spanking my bottom turns you on?" Again, she knew the answer but wanted me to come clean and openly confess my sexual turn-ons. Madison had figured out that the shameful feeling that I was beginning to love was like a toy for her to play with, as was I.

I announced, "I love to smack your bottom."

"Ummm, yes, you do!"

"I've seen some porno, and it's a standard practice, one that has always made me hard."

What the fuck was I saying? I couldn't believe myself, talking like this!

"So, do you think that I need discipline?" she probed. "I'm such a bad girl!" she was hissing in a low, sexy whisper.

All at once, I wasn't sure I could go down that road and said, "I'm not sure I'm ready for that yet."

"That's okay, you will be someday. You want it, you're just afraid of what you want." She was right again. I could see the dampness building on her pussy lips. Now I couldn't wait any more. I had to dive into her pool of ecstasy, but slowly, taking time to enjoy all the aromas and tastes. I pulled up my chair as if ready to sit down to a Thanksgiving feast. The sumptuous offering of two delicious fuck holes lay before me.

An ever so slight touch of my cheekbone to her buttocks, just a brush, really, was enough to send shivers down her spine. I planted a kiss on the same ass cheek that I had smacked and slowly brushed my face back and forth over her bottom 'til I was playfully nibbling and biting her ever so gently. The brushes and kisses got heaver and more frequent, methodically heightening her senses 'til I was motor boating the cleft of her ass. Finally, I buried my whole face in her derriere. My mouth found her cunt, and my nose tickled her anal pucker. I inhaled her, savoring and breathing her in, wanting to fully ingest her womanly aroma. Then I lapped at her sweet snatch; her wetness tasting so good on my tongue, which I used to give her long, show strokes up and down from her swollen clitoris down towards her taint. I alternated these with jabs deep into her honey hole and poked her anus with my nose, rubbing and teasing it while I feasted on her cunt.

I changed tactics and concentrated on manipulating her clit with the tip of my tongue, bringing her close to orgasm and then stopping, laying kisses on her pussy lips, then lightening my technique so I could keep teasing her to the very brink of climaxing without pushing her over the edge.

I tongued every part of her perinea with the exception of the main course: her asshole. I wanted her to beg me for that. I wanted to keep what she and I both agreed was the best part for last, holding it to the end and incorporating it with her coming. I spontaneous kisses to her lower spine and buttocks with some light spanking, teasing her and then giving her a brief rest, controlling her. She was mine.

Enough time passed and I was able to go back to eating her twat. We were in my area, as I knew how to orally work over a pussy. My new plan of attack was to lap her up from her clit with every lick with increasingly long strokes until at last I got all the way to her pink, wrinkled anus, drawing her out to hyper sensitivity. She quivered with anticipation and desire, and on the last lick that finally brought me from her magic button all the way up into her sphincter, she let out a gasp of surprise and joy.

I licked up and down the circumference of Madison's puckered bottom. She reached back, clasped my head with her hands and pushed my face down into her now gaping ass and honey pot.

"That's it! That's what you and I both wanted all along, you, you naughty boy!"

Breathing heavily and in the throes of a lustful fit of madness, I was too preoccupied with her pink pleasure ring to answer. I could not think of anything but enjoying this feast of hot anilingus. I gasped for air, being smothered in ass, and I thought if I died of "ass phyxia" I'd die a happy man. I pulled up enough to just get a quick breath and then dove right back in.

With my tongue making circular motions of varying pressure, I went to town on her for a long while, but I needed to get my cock into the action. It was hard from the minute I saw her, and now my erection ached against my pants. As I devoured her butthole, I inserted my thumb in her cunt and stimulated her clit with the index finger of the same hand. Madison's pussy juice soaked my right hand as she ground her ass into my hand and face.

I inserted my left index finger into her bunghole and pulled down gently to dilate her. The soft pink and beige wrinkled skin of her forbidden opening became smooth, yielding and wide. Madison was moaning and breathing loudly as she approached the height of her passion. Her loud moans echoed in the high wood-beamed ceiling. She clutched the hair on the back of my head. Always wanting more, she said, "You opened it up wide. Now stuff it with your tongue!"

I did as she demanded, of course, humping her delectable back hole with my head and using my tongue as a surrogate cock, basically fucking her asshole with my tongue. She used her hand grip on my hair to push and pull my head in and out of her backside. My face and mouth were being used like a dildo by a woman who knew what she wanted and how to get it.

I was still fully dressed, and there was a wet spot on my pants from the pre cum that oozed from my diamond-hard beefsteak. Her cunt was so wet and open that most of my hand had slipped in to her without my awareness. This went on for a while, and though my cock ached to fuck her, I thoroughly enjoyed what was happening. Finally, Madison's pussy juice began to flow, and her rectum gripped my tongue in rhythmic spasms.

"I'm coming with your tongue there! OHHHHHHHHHH!"

Madison came just as hard and intensely as she did two nights ago when it was my cock and not my tongue in her bum. Her hips convulsed and ground until she released my head and stood up. She was energized by her orgasm. With my face wet with the juices from her fuck holes , Madison kissed me deeply, undeterred by where my mouth and face had just been.

She interlocked her tongue with mine, knowing it was just inside her anus and on her clitoris. She could surely taste herself on me, and she didn't seem to care.

As we kissed she unbuttoned my shirt and pants, and in one fluid motion she got into a squatting position before me, taking my pants down with her. I kicked off my shoes and Madison pulled off my pants. Then she arose, and I kissed her, and feeling the self imposed pressure of pleasing her, I asked, "Do you like it when I eat you?" It was both a legitimate question and an attempt to give her the dirty talk she liked to hear so much.

She looked at me fondly, smiled and kissed me, adding, "I LOVE it when you eat me!" Madison placed a soft, slow kiss on my lips as if to say, "You did just fine, kid." She then positioned herself behind me, and before I knew what was happening she reached around and got a firm grasp of my hog. She led me forward, her body behind mine, and I felt her large, firm titties pressing up against my back.

Feeling her soft skin was such a nice experience that I didn't even notice that she was pushing me forward towards the table. Once she had me pushed up to the table she tightened her grip on my erect member with her free hand placed between my shoulder blades. She began to push me over the table. "Bend over," Madison announced in her commanding, sexy voice.

I complied.

We were in a strange position with her behind me as if she were going to mount and fuck me and not the other way around. She nibbled my ear and neck. Feeling more than a little strange by this, I started to tense up and felt like I had to shake her off me. "Calm yourself. I have tits and a pussy. I'm a woman, and this is okay. Just let it happen," she reassured me, letting me be free of my macho imaginings that made me feel this position somehow emasculated me or drew into question my sexual orientation.




Anal Summer Ch. 03



I felt the hair stand on end from the light caress of my shoulders and upper back. Then there was gentle kissing and licking of my neck, then back downward slowly. When her hands got to my lower back above my buttocks, she caressed the sides of my hips, teasing me, drawing more attention to my backside by avoiding it, dragging out the anticipation. When Madison finally began to touch my nether areas, it was a slight tickle of a caress down the cleft of my ass cheeks. My senses, now so alert, almost jolted me up straight into a standing position! The shocking joy felt intolerably good!

"Relax, Lawrence. You want this. I want this. There's nothing weird or gay about this, so put your macho attitude to the side and just enjoy what you know you want."

I held my breath as I felt her spread my butt cheeks apart.

That's when I felt her tongue on the back of my ball sac, swollen and now full of cum, ready to burst free.

Madison drew her tongue up the back of my sac to my taint, going back down and taking most of my ball bag in her eager mouth. I thought that I was about to let loose of my load when the shocking feeling of her tongue tickling my rectum began. She took long, cleansing licks of my asshole, swirling her tongue around clockwise, then counter-clockwise. There were times I thought this was going to make me come, but it never happened. It was like being suspended in that wonderful millisecond right before you came really hard.

Madison ate out my ass like I had done to her, like I had done to the other asses and pussies I'd had the pleasure of licking. She reached around and got my stiff cock in her hand as she rimmed me. Madison must have been ready because her hand was lubricated with plenty of K-Y Jelly. Madison then began to plunge her tongue up against my sphincter, in time to her cock stroke. She jerked me harder and faster, matching this intensity with her tongue. She had such a good control of me, and she knew she could make me come or not however she chose.

"Tell me you like my tongue where it is!" She said in a demanding yet playful way as she stuffed her face back between my buttocks. I began to feel inhibited again. Madison pulled back from me when she didn't get a response.

"Tell me!" she snapped, letting me know without words that her pleasuring of me would not continue unless I told her what she wanted to hear. All along, I felt she was doing this to teach me a lesson on intimacy as she had done on our first night together.

"Tell me!" she repeated.

"I, I love it."

"You love what?"

"I love when you're licking my ass and balls."

"Good boy." Madison, now satisfied with my answer, returned to copulating my bottom, her hand masturbating me with a pulling-twisting technique. Her tongue now jabbed my anus and pushed past the ring of muscle transgressing into me deeper. I could not believe that I was getting tongue fucked. I was on the edge. I felt her reach for something, what it was I didn't know, but I didn't care. This was an exquisite feeling, and I was not going to think of anything else.

My toes began to curl up and my body began to tighten as the oncoming climax took control of my body; that familiar wonderful electric feeling started to run through my body. With expert timing, Madison replaced her tongue with her index finger, pushing it in slowly just as I was about to come. My rectum squeezed and spasmed so hard I thought it might break her finger. The physical pressure this added made an already explosive orgasm even more extraordinary. I shot a river of hot joy juice, at least four or five rounds fired.

Madison jerked every last drop out of me and retracted her finger out of my asshole gently. I felt something brush past the head of my half flaccid penis. As I caught my breath and was collecting myself I heard Madison rise from the chair. I heard her stiletto thigh-high boots clack as she took a few steps on the hardwood floor. I stood up and turned around, still in a after orgasm fog. Madison stood there waiting for me. She was standing half akimbo, one hand inverted on her hip and the other hand holding a martini glass, her long, elegant fingers wrapped around the glass. The glass contained a large amount of my steaming cum.

"Thank you for making dessert." she purred and added, "You do shoot an impressive amount of the stuff." Then, without another word, she tilted the glass to her lips and drank down the milky white semen. She wiped out the inside of the glass with her finger, collecting the last of its contents, seductively licking the last remnants of it off her latex-clad digit.

"Mmmmmm," she moaned like a person who just finished a super-sized sundae. " Sinfully delicious!" she complimented.

This strange, erotic act made my afterglow burn hot.

"That was fabulous." drawing out the "A" in her rich, debutant way of speaking. "A wonderful treat after a terrific dinner. Now, Lawrence, now you can fuck me."

(To Be Continued) 



Anal Summer Ch. 04



After pulling up my pants, I took a spot on the loveseat in Madison's living room. Madison was still strutting around naked except for her thigh-high stiletto boots and shiny black latex elbow gloves. The click-clack that the stilettos' heels made when she walked was like an instigating hand rapping on the door of my libido. The boots and gloves themselves were a shiny black, and now Madison's skin also had a hot buttered look, glossy and glazed. Her large breasts, shoulders, neck and perfect, plump ass all glowed with sex, the beautiful contours of her figure all shining, enhancing the sexy beauty of her form, her lovely face flush with her natural color.

Wordlessly, I stared at her, in awe of her. Waiting for some alarm clock to ring and rouse me from this dream that was too good to be true. She seemed to be looking for something, and I was not sure what, but I was enjoying watching her walk around so much I didn't want to interrupt.

She'd asked me to come into the living room and have a seat. I didn't know what her plans were for us but I didn't care. Madison was full of surprises, and I had already learned to sit back and let her take the lead. Anticipating what she would do next had me in a state of constant excitement. I had pulled on my walking trunks but remained shirtless.

"I can't seem to find that little book they leave behind everyone's doors," Madison said.

"What book?"

"It's a new service. They give out a booklet, like a catalog, and it has several local restaurants' full menus, and they will pick up and deliver for you."

"Like a service? Independent of the restaurants themselves?"

"Yes, dear. Exactly."

"Well, did you want to go out and have dinner? I mean real dinner... with food." I grinned, our recent sex fiesta still on my mind.

"I'd rather order in," she replied flatly.

"Really? It's so nice out."

"I'd rather stay in and fuck more," she said, looking directly at me with those gorgeous, seductive eyes. She spoke short and to the point in such a straightforward, emotionless way that made it incredibly sexy.

This open, free sex talk was new to me, and I loved it. I was as sex-crazed as any other man my age but inhibited as well. I loved pornographic movies but had only seen about four or five spread out over the years because I was ashamed to rent them. I feared someone from our small neighborhood would see me and everyone would know.

Hell, I was too shy to buy magazines with centerfolds in them! So I masturbated to the memories of the sexual encounters I'd had or to the faded images of those few, wonderful porno movies I had seen. But just the other night, I found out you didn't need to be married or date a girl forever to get a blow job.

Meanwhile, Madison had found her "Restaurants to You" book and reentered the living area.

She walked past me to an end table that held a fancy looking telephone, her pulchritudinous back displayed as she looked through the book without even consulting me.

After flipping through several pages she stopped, without turning to look at me, and asked, "Do you feel like a steak?"

"Sure! I love steak!"

"Rare, I'll bet."

"Yep! Same as I like your pussy."

The book was open to the restaurant menu she'd decided upon, and she placed it on the end table. When Madison picked up the phone to place the call, she bent at the waist to get a better view of the menu. Her flawless round ass, slick and gleaming, framed the pink lips of her pussy which was peeking through the top of her thighs above her glossy, black boots. She dialed the number as, unknown to her, I crawled across the floor to her. I was drawn to her ass like a moth to a flame. I had already eaten my fill of her asshole and honey pot just thirty minutes or so before, but seeing her in this pose had me hungry for more already.

I heard her say, "Yes, hello. Restaurants to you? Yes, I'd like to place an order." A small pause, and then she continued, "Yes, to Grill 53."

By then I was upon her, so close I could smell the wonderful aroma of her sex. Without warning, I buried my face in her ass, sniffing and tonguing her in a savage sneak attack! The sudden quiver in Madison's voice revealed her shock and ecstasy, but she quickly regained her composure and continued to order our dinner while I ravaged her anus and cunt with my mouth.

And amazingly, continued to have a conversation, almost as normal, with the person on the other end of the line Every now and then while she talked her voice would give some small sign that someone was going down on her.

Strange things were happening in my sex-engulfed mind! I didn't know quite what they were, but engaging in a torrid oral sex act while an unsuspecting person was on the phone was intriguing. That edgy risk where that same unsuspecting person might figure it out. Maybe I secretly wanted him or her to know! A connection with a third person during sex had me running down every sexual corridor in my mind. That wonderful feeling of shame once again! Much later, I would find it was voyeurism's tricky friend, exhibitionism. I would love to fuck her or eat her out while she was on the phone with somebody like Cate. "Shame, I love you!" I thought to myself.

What if Cate accidentally walked in one night while I was sliding my cock in and out of Madison's delectable rectum? The way I loved to watch people having sex made me also want to be watched or eavesdropped upon. Amazing how I was getting off at the thought of some third person's involvement, even if only over the phone.

"Yes, I'll take the baked haddock," Madison was ordering while I continued to take long, lapping licks of her cunt. "Yes, and the New York sirloin. Yes, rare." On that note, I jammed my tongue full up into her bunghole, causing her to flutter and trip on a few words. But somehow, she managed to finish placing the order. She hung up the phone and without missing a beat, she chided me. "Oh, you naughty boy! You just can't keep your mouth off of my fun holes!" I was eating her out from behind for a while longer when she confessed that she wanted my cock and stepped forward, away from my pleasuring mouth.

I arose and followed her as she stepped seductively to the center of the room, waving her beautiful bottom, her stiletto heels clicking and clacking as she walked. She lifted one leg and rested her booted foot on the coffee table, her other leg standing ramrod straight, then she placed one of her gloved hands on her knee, the other hand beckoning me to her.

I unbuckled my pants while I approached her slowly. When I was within arm's length of her, she put her arm around my waist and drew me close. Her other hand went down from her knee to her twat. I watched as Madison used her fingers to spread open her cunt lips and display her clit to me.

"I want you to fuck me like this, standing, and I want you to fuck me nice and slow, in my pussy." By now, Madison knew well her role as a sexual muse and teacher. With slow, serpentine movements, her hand snaked its way to my hard prick from where it had been strumming her clitoris.

Madison took a firm grip on my manhood, and her feminine hand, adorned in shiny black latex, encircling my swollen cock looked almost artful in an erotic sort of way. The colors and shapes both rounded and angular made me think it would make a wonderful photographic print in some gallery somewhere. The skin tones and pinks and purples, the fleshy, bulbous cock in stark contrast against the sleek lines of her long, yet dainty, hand, and those elegant fingers all wrapped up in the darkest black you could ever imagine! I loved how big my cock looked in her hand.

With just a little effort, Madison aimed my dick toward her inviting pussy. I peered down and saw her pink lips stretch over the swollen purple knob of my tool.

"Now you will fuck me slow," she ordered, "and you don't get to come. When the delivery man gets here, you will stop fucking me and get dressed." I eased my hog up into her in slow motion,inch by rock-hard inch. "You will open the door. I will robe up and pay him. We will sit down, have dinner, and then after that, you can come any way you want."

"And what if I come before?" I asked, half teasingly and half pleadingly.

"Then you dress, you pay for dinner, we have dinner, and you lose your chance of fucking my ass," Madison announced, and then encouraged, "Just relax. Feel the warmth of our bodies intertwined, my pussy impaled on your cock. Be one with your senses. Feel my hand stroking your lower back and your buttocks."

"Stop!" I blurted, adding, "You're going to make me come just talking that way!"

"No!" she answered. "You won't come until I say you can. You're going to hold it back, almost like holding back having to pee."

"Really? That works?"

"Yes," she assured me. "Now, I want you to imagine that you have a stick of chalk in your anus, and I want you to squeeze your rectum and buttocks as if you were holding on to it."

"Ummm, okay," I volunteered, as puzzled as the day was long.

Madison continued: "Now, slowly, I want you to move your ass and pretend to write our names in cursive with that imaginary stick of chalk." I did as she said, and it seemed to be working. My compulsion to orgasm was receding. "Now, every time you feel like coming, breathe deeply and stop squeezing that chalk. Later on, when you do finally come, you will come even harder than before because of this practice," she told me. "Remember, Lawrence, it's a process, and it's a process of pleasure."

This slow motion humping felt awesome! Her fleshy, pink vaginal lips surrendered to my hard, tube steak, stretching her. To this day, I still marvel at the tightness of her twat and how it would open to accommodate my length and width. It felt like hot, wet velvet inside her. Slowly, I inched deeper and deeper until I was as far in as humanly possible. I gave her a long, slow series of humps in an upward motion to facilitate the standing sex position Madison had chosen to teach me.

"Mmmm, that's it! Nice and slow. Just enjoy what my pussy feels like," she whispered.

"It's the second best feeling ever," I admitted. "Almost as good as your asshole."

I was able to slowly get used to the strange position we were in and gain enough balance to remove my hand from her waist and caress it down to her derriere. Then I worked my way to her crack and under, reaching all the way to her dripping honey pot that was occupied by my cock. I gathered some of her natural vaginal wetness on my fingers, her sweet honey flowing, making it easy to moisten my probing digits. With this warm, slippery cunt juice, I lubed her anal wrinkle in a soft massage, the promise of penetration in its spirit. With every tediously slow pelvic thrust and every circular sphincter caress, I applied increasing pressure. Not sure whether or not what I was doing would be successful, I would work my fingers into her pleasure ring unless she told me otherwise.

Madison never stopped me or questioned the intent of my ass play, so I continued. I could feel her sweet honey, now flowing; now running down her thigh.

I finally worked my finger into her brown eye and was presently surprised how much pleasure it gave me. My cock was still very deep in her vagina, and I could feel the finger in her ass tickling my cock through her fascia. Not only was the added stimulation good, it also added tightness to her pussy.

"Does this feel good?" I questioned.

"Mmmmm, ye-ye-es!" she struggled to speak over her ecstasy.

"I bet you'd like two cocks at once, wouldn't you? One for your pussy and one for your ass!" I inquired, reveling in my dirty talk and turned on by the mental images the thought carried with it.

"Ohhhhh, yessss, t-two ccc-ocks, mmmmmmmm!" she managed.

"Two BIG, FAT cocks STUFFED in your FUCK holes!" I sneered, feeling momentarily dominant.

"I want t-two ff-ingers in my ass nn-ow," she stuttered out in her almost catatonic state.

"Say 'please,' Madison!" I demanded.

"Oh hhhh, pp-lease!"

"'Please' what?!" I liked the control, turning the tables from earlier when my cock was in her hand and her tongue was lapping at my anus and I was under her power.

"Ppp-lease put two fingers up my ass!" she said, fast in one breathy utterance, as though she were only able to speak between gasps.

Madison's cunt and ass were so dripping wet that my middle finger was already drenched by her juices and easily slid into her willing rectum next to its hand mate index finger. This only heightened the copulation for both of us, and it seemed certain we would both come within the next few sex-soaked seconds.

Then the door annunciator buzzed. Its annoying, interrupting sound reverberated through the condo.

"Well, I guess dinner is on me," Madison sighed, willing herself back down into a state of serenity and teasing me with a coy smile. She slid me out of her passion pit, turned on her heels and walked toward her bedroom to dress. "Pull up your trousers and buzz them in, please," she asked as she click-clacked down the hall. I got my pants back on, struggling to stuff my still-erect penis into them, pulled my shirt over my head and buzzed in the delivery man. I waited by the door for the delivery man to climb the two flights of stairs to the condo. Finally there was a tap, and I shouted the obligatory "Just a second."

When I opened the door, I was surprised to see a delivery woman instead of a pimply-faced, teenaged boy in a ball cap. Not only was she an attractive redhead, but she was dressed in black leggings and a white tuxedo shirt with a black bowtie. The look was overall a good one, and it was apparent that "Restaurants to You" was trying to be more a professional and distinguished service than the ordinary pizza or Chinese food delivery.

She was pale and pretty with big, green eyes and wild, curly hair, and she was looking at my erection bulging in my pants.

"Here you go," said Madison's voice from behind me, stirring us from our wordless awkwardness. She had donned a full-length black silk robe, still in her stilettos and gloves, as she counted out the cash and tip for our dinner. The delivery lady's eyes darted back and forth between Madison and me, and her pretty face had a look that said, "Ah, you two have been fucking!" She smiled at us knowingly, said her thanks and was gone.

The wonderful aroma of grilled steak reminded me how famished I was. "Dear, why don't you go wash up, and I'll set this on the dinner table," Madison requested more than suggested. I went to the bathroom and washed my pussy-soaked hands and realized that I could still smell her cunt and ass. Then I remembered that her juices were all over my face, so I washed that, too, dried off and returned to the dining room.

Madison had transferred our dinners to plates and the fresh, hot dinner rolls to a small basket.

So, the table HAD been set for a reason!

She uncorked the bottle of wine I brought and poured our glasses full. There was a short, uncomfortable silence, and Madison used her beautiful eyes to stare a smile out of me. Once we had a few bites of our entrees, we started to chat more easily. We didn't realize 'til then how hungry we were. After a few sips of the wine, our conversation kicked into gear.

"If I may be so bold as to ask, who was the other woman you had dinner with last night?" I inquired, realizing that Madison and I had barely spoken about last night. We just saw each other, and then started to suck one another off!

"Cate? You met Cate."

"No, the other one. The one who looked like a museum curator."

"Oh, yes, how could I forget? Margot. Margot is her name. She's a doll, and she runs the marina in addition to being a fine real estate baroness, ha ha," giggled Madison at her own joke.

"So, do you work together, or are you just friends?"

"We're friends, but sometimes our jobs cross," she answered and then took another sip of her wine.

"And what exactly is it that you do?"

"I run my brother George's company."

"Which is?"

"Foss, Incorporated."

"I've seen that name around town," I offered, still clueless.

"Real estate, dear. We develop areas, build condos and shops, sell office space and even handle all the legal matters."

"Like a brokerage, then."

"Sometimes we're the middle man in sales like your average realty office, but we own most of the properties we sell."

"And I thought it was all those damned yuppies driving up rents!"

"Yes, the yuppies drew my attention to the area, and George was tickled when I introduced him to it. He told me I'd found him a gold mine."

"Yes, you did, and at the expense of the natives," I said with a slight anger growing in my belly. I hewed off a healthy slice of sirloin, lifted the fork to my mouth and used the chewing to slow and change the conversation.

"Poor Margot's husband died four years ago. He was a lot older than her. Spoiled her rotten, and now that he's gone, poor Margot doesn't know what to do with herself." Madison was happy to do the talking while I hid behind my sirloin and listened. She continued to say that she was working on Margot to get her brother George a slip for his yacht. She explained that, of course, he already had one, but there was another that he particularly coveted. The problem was, Thomas Thorn's yacht was already there.

I finished my steak. Madison was not far behind me finishing up her entrée. "George and Thomas have a good, friendly little competitive rivalry," she elaborated. "They're about to race yachts this week. I'm trying to talk those two fools out of it. First, I'm going to tell Thomas to stop it."

"Really? When?"

"When he takes me out to dinner tomorrow."

"Oh," I said, trying not to sound as crushed as I was. "So, you're going out on a date with him."

"Well, sort of. It isn't going anywhere, and I'll meet you when you get out of work." She looked at me to regard where I might be in my mind about this. "You must know I see men all the time. To keep up impressions. It's mostly for work and keeping in the public eye."

"I'm only seeing one woman right now. And that's you," I retorted. I was a little hurt, and it showed.

"Oh, my dear," she reassured, "You're the only person I'm fucking, and I plan to keep it that way."

"I'm not telling you what to do by any means," I offered. Internally, however, I guess I had the beginnings of feelings for her but didn't want to let them show. I thought that if I started to fall too quickly for her that I would scare her and her sumptuous ass and pussy away, so I tried to act as if I didn't care.

"You'll see," she said cheerfully. "He gets to buy me dinner. But you get to fuck me!"

"Sounds good to me," I replied and then explained, "I just want to fuck you and nobody else, and I don't want you fucking everyone, either. But I don't own you. Go out on your dates and let's play it slow and have some good, hot sex sessions, and we can see where it leads goes from there.

This made Madison smile. She got to her feet and came over and kissed me. "You're so sweet!" she said.

"You're so sexy, and what did you tell Cate and Margot last night that was so funny?" I demanded, raising an eyebrow in mock scrutiny.

"I told them you were a terrific chef but a much better fuck," she answered without hesitation, and I was so young and inexperienced that I wasn't sure if what Madison was saying was true or not. "I told Cate your cock was about this long," she continued, gesturing with her hands, palms flat and facing upward with a space between them signifying my approximate size. "And that you have a sense of adventure and weren't afraid to fill all of my holes, yes, even my rectum."

"Well, if that's true, I'm both embarrassed and turned on by it."

There was a slight pause in the conversation. Then Madison ventured, "You want to fuck my friends, too. Don't you?"




Anal Summer Ch. 04



"No," I stammered. "Well, not now, not after, you know. You know. Us."

"I can tell you fantasized about Cate and Margot. What man wouldn't, they're both so attractive."

"Well, Cate is sexy, but right now I only want you," I admitted.

"I know someone else you'd like to fuck," she said in a knowing, yet teasing way, almost to demean me.

"Who?"

"Gemm - mma!" she taunted mockingly.

"Get outta here! No way! Gemma's my boss, and that's it. Get outta here with that!"

"'Doth protest too much.'"

"I said 'enough,' no, I don't," I argued, feigning annoyance while asking myself if she was right. Deep down, did I want Gemma? "Stop being fresh," I teased back as I removed her robe. She fell into my embrace, her back to me, her round, plump buns up against my crotch. I kissed her neck, and she started to grind her bottom into my now hardening cock. Like a flash, I dropped my pants and almost tackled Madison to the floor. She continued to roll around and arched her back and ass to me.

I wanted her right then and there.

I looked around for the K-Y jelly but couldn't find it. My demented mind focused on the butter boat that Madison had placed on the dinner table, and I snatched up a full stick of butter that was untouched, neither of us having used any of it. Dropping back to the floor where she remained, spreading her ass cheeks apart while kneeling face down ass up waiting to get fucked.

I took the stick of butter and massaged her pink, brown anal pucker with it. A rounded point began to form on the end of the stick as her body heat started it melting. Now lubricated in an appetizingly transparent, golden yellow sheen of melted butter, her naughty hole started to relax and open. I gently pushed it forward to penetrate her and watched in wonder as her hot, buttered anal lips opened, gobbling down the entire stick!

Her ass oozed with the stuff as it melted inside of her. I gave her a sphincter massage and spread it all over her asshole, crack and lovely ass cheeks. Using both index fingers of both hands in her ass at the same time, I spread her open. Then I added both middle fingers, working the rectal ring of pleasure like an experienced potter works clay on a pottery wheel.

I coated my member with the slippery, golden oil and mounted her, slowly sliding the purple head of my cock into the muscled orifice, agape and dripping with hot, melted butter. I felt my cock effortlessly slip past her starfish opening and then slow down as it encountered the slight grip of resistance from the second level of her anal muscles. Holding myself still, I let gravity do the trick as I felt her inner sanctum surrender and permit the shaft of my hard cock to descend to its deepest fathom. I took her ass hard, right there on the dining room floor! The tightness of Madison's ass was greater than any pussy I'd fucked, so I took it slow, enjoying how warm it was up there in addition to the pulsating massage I was receiving from the blood flowing through the major artery of her rectal canal. After a long two minutes, I slowly withdrew all of my tube steak except the head.

"Now I want you to play with your pussy," I said. "I want to feel your fingers while I fuck you in your shit pipe." I slid back inside her, balls deep, and started fucking it as hard as I could.

"Mmmm, I love getting fucked like this," Madison cooed.

"Like what?" I roared.

"In the ass. I love getting fucked in my ass!"

"Whose ass is this to fuck?" I demanded.

"What?"

"I said, 'Whose asshole is this to fuck?""

"What'd..."

"Tell me it's mine!" I said almost savagely before she could finish her question.

"It's yours."

"IT'S MY WHAT??" I pressed.

"It's your asshole to fuck."

"Do you love having my cock in your ass?"

"Ohhh, yessssssss!" she struggled.

"YES, WHAT?!" I demanded.

"I love having your cock up my asshole."

"Now play with your pussy. I want you to jam your fingers up there while I ram my hog in your tailpipe."

"Ahhh, wha..."

"DO IT, I SAID!"

She complied, and her already heavenly tight asshole gripped my tool even tighter. The whole scene was on fire. My big, sloppy cock slammed her beautiful, plump buns, all covered in melted butter.

While I slowly rammed her with long, slow, deep humps, an image of Gemma popped into my head. She was staring at me with one of her eyebrows raised. Gemma's image shook her head and said to me, "You are a freak. I mean, of all the places you could have stuck your cock you go there... her asshole.. really!!"

Imaginary Gemma shook her pretend head in exaggerated disgust.

As I felt the beginnings of an orgasm coming on, the image disappeared. I was jacked up, and tingling sweat poured down my back. "Breathe deep. Don't squeeze the chalk," I thought to myself.

Madison's rectum was more open than it had ever been in all the times I had fucked it. Every deep, penetrating hump felt like I was going in deeper and deeper. It felt like I was so deep that the top of my ball sac was slipping into her asshole. The sound of my pelvis slapping off her quivering buttocks and the sound of my tool's repetitive humping sloshed and sounded like stirring a pan of macaroni and cheese. I felt her warm, buttery hand reach back and cup my scrotum.

The thick, greasy sound and the wonderful sensations built up and had me very near a seminal explosion. Madison seemed to know. She slowly pulled forward and slid my cock out of her rear joy hole. She turned and said, "I want to taste you more," and with that, went to her knees, picking up a dollop of butter that had fallen. She spread the butter all over my hard tool that was already coated with her ass and melted butter. She eyed my cock and then took it all in her mouth, licking and sucking it clean. She swallowed my cock cleansing it of her ass an the butter, Her beautiful face stuffed with man meat looked slightly over matched. However Madison handled it as if she was born to suck cock. I was also starting to enjoy her method of cupping and stroking my ball bag while she sucked me.

Extending the fingers of her cupping hand to stimulate my taint and tickle and probe my asshole.

It made me smolder that she took it in her mouth after it had been in her pussy and ass, and her incredible oral technique brought me to the apex of sexual satisfaction and happiness, too. I savored this for a few long moments until I exploded in her mouth. She took down the load with great relish, gulping down every single drop of cock juice my balls could muster to provide her.

(To Be Continued) 



Anal Summer Ch. 05



This story is a work of fiction even though parts of it were inspired by real-life incidents. Any similarity to real people, living or dead, is coincidental. All the characters are 18 years of age or older. Do not read this story if it is illegal to read about explicit sex where you live.

(Edited by H.S.) 

*****

I awoke the next morning in Madison's bed. She lay next to me in a deep sleep, tired out from a night of hot, high-energy fucking, and as I looked at her, her soft, peaceful breathing made me want to go back to sleep myself. Even in her slumber she looked regal and graceful, a "peaceful sleeper" as I heard someone refer to it once. Madison was beautiful and growing more beautiful in my sight with every passing day.

Was this a sign that I was starting to have feelings for her?

I was afraid of what the answer to that might be, not wanting to endure that horrid, obsessive yearning for a person who didn't really care for me in return. I knew that feeling all too well, but the year plus of heartache I had suffered through with Kerry had just now been washed away by my sex-infused few days since meeting Madison.

She had broken my heart, and I'd truly loved her and she had loved me, but she fell out before I knew it, and I was crushed like a pea. Kerry McNamara was a yuppie, a new person in the old neighborhood, a renter rather than an owner like Madison. Growing up in the old neighborhood had given me a sheltered, small-minded outlook, and Kerry was the one who woke something within me, a desire to be a better person, open to new things and new ideas.

But as our relationship moved forward, I discovered that Kerry was really the shallow one. I came to realize that she was ashamed of me, not only because I was younger, but in her mind I was just a dumb native without a college education. This wore heavily on her, and she would say things like, "How can I introduce you to my family? You work in a kitchen," and, "I can't be with someone who doesn't have a degree," said through her frustrated tears of entitlement.

She was torn trying to live two lives, one with me and another with her preppie-yuppie friends. I would ask her why I hadn't been invited to this party or that get-together, and she would just brush it off with, "You'd only be bored," or, "It's just us girls getting together," which were lies.

The funny thing was, we'd met at one of those get togethers! Kerry had thrown a party and had invited a common friend, Davey, who, in turn, invited me. Davey knew Kerry through pure logistics: She rented an apartment in his building. Kerry caught my eye, and I asked Davey to introduce me. Her light, freckled skin, green eyes and asymmetrical haircut were fresh air to me. Her thin, athletic figure didn't hurt, either.

All the girls I grew up with were dusky brunettes with Mediterranean features, so Kerry's Irish/WASP look was something new and exotic.

Once we were introduced to each other, we spoke somewhat briefly and interacted sparingly throughout the night. I thought of it as nothing more than polite conversation, and romance or even just "hooking up" were not on my mind at all. But as the evening progressed and the crowd dwindled, I found myself alone with Kerry. I can tell you with complete honesty that I had no intentions other than just being a nice guy and helping her tidy up her apartment.

Looking back, I guess I'd missed every signal that Kerry had sent out the entire night. I sure wasn't expecting her to walk up and kiss me, but that's just what happened. She approached me, put her hand on the back of my neck, and planted a long, passionate mug on me.

Our post-party cleanup immediately turned into a hot makeout session. Kerry unbuttoned my shirt and pants while I blew in her ear before kissing and licking her long, feminine neck. Since she was taking the liberty of undressing me, I returned the gesture by sliding my hand up her skirt and ripping off her panties. She stopped undressing me and pulled off her own top and bra. I didn't see any good reason why she should only be nude from the waist up, so I knelt down and slid her skirt off.

I already knew where her bedroom was, because that's where everyone's coats had been kept during the party, so I lifted her in my arms and carried her to her bed like a groom carrying his bride across the threshold, except my woman was naked!

My finger brushed the inside of her knee when I placed her down on the comforter, and I could feel the slick wetness there, and it ran up her inner thigh all the way to her neatly trimmed vulva. I couldn't believe I'd excited her enough to make her pussy juice flow all that way down. My arousal piqued with that thought and the unmistakable bouquet in the air from her womanly honey. I placed my mouth on the inner part of her leg and with my lips and tongue followed the train of her flavorful wetness up her leg until I came to the piping hot gash of pink flesh from which it emanated.

She orgasmed after a few long strokes of my tongue up and down her juice-dripping vaginal lips, and then she came again from some jabs to her honey-engorged clitoris.

"I want you inside me," she begged me in that deep, breathy voice that post-orgasmic women have. I climbed her trim swimmer's body, and we were face to face. Her cunt was so drenched in pussy juice that my cock slid into her effortlessly as her sex enveloped my rock-hard manhood. With ten or twelve of the hardest thrusts I could manage, I was about ready to pull out and blast my pent-up jizz all over her flat belly. Just as I prepared to withdraw my hog from the hot, spongy wetness that was her cunt, she stopped me.

"No, it's OK. I'm on the pill. Come inside me, please," she urged, and I did so, not willing or even able to hold back any longer. Those familiar contractions shot hot loads of semen into her cockpit.

I thought about only spending the night with her, a one night stand, and that would be it. But to my surprise, Kerry pursued me, at first, anyway. She stuffed my mailbox with letters and cards, sought out my phone number and called me out of the blue "just to see how you're doing." Not long after, I was worshiping the ground she walked on. I guess I was the male version of "easy."

And then, no sooner than she'd sunk her hooks into me, she became ashamed of me! Our sex life was active, but one way only. I always gave her multiple orgasms, always was more than willing to eat her pussy and ass to make her come at least twice before my cock became involved. Despite all that I gave her, it took forever to get her to return the oral favors, and when she finally deigned to do so, it was with a huffy air of distaste and the stern admonition that she would not take my semen in her mouth, let alone swallow it.

All of this resulted in a halfhearted blow job that I halted midway out of dissatisfaction, opting to just mount her and pound her pussy instead. Deep down inside, I knew I was only a dildo with legs to her, but I was so in love I didn't want to believe it. I didn't have enough money to take her to the upscale, trendy yuppie places she wanted to go: trendy trap joints serving microscopic portions on giant plates with expensive microbrew beers and even more expensive wines. I knew these places from being in the restaurant business, and they were all sizzle and no steak; gimmicks, and nothing more.

On several occasions, we'd be in some establishment, and they'd ask for my ID, which I couldn't produce due to the fact that I was under the drinking age, and Kerry would get angry with me and storm off, as if my youth was my fault. I was insufficient, and then her acquaintance, Gerry, who was "just a friend," surfaced. He was a goofball as far as I could see, but he could easily afford to take her to the swanky haunts she wanted to frequent. Little by little, I was being dumped like trash that had only a minor sentimental value.

Madison was even further out of my league, and she could buy and sell Kerry in every way imaginable. How could I make this work, I wondered constantly.

I couldn't!

I told myself not to get attached and to enjoy the time we would have together as a sort of extended one night stand. If I were granted another night of hot butt sex with Madison, awesome, if not, enjoy what I'd had and move on.

I tip-toed out of the room, opting to use the bathroom down the hall rather than the one attached to the master bedroom and disturb Madison's rest. I used some toothpaste on my finger to freshen up and then took a quick shower, dried off and returned to my place on the bed next to my co-conspirator in the art of backdoor carnality.

After a while, Madison stirred and turned to me. She let out a yawn and a groggy "Good morning."

"Good morning to you, my dear," I replied. "Did you sleep well?"

"Yes. Someone wore me out a little," she said, her sense of humor and sexuality never far away, "but that assured me a sound sleep."

"Wore you out, did I?"

"Like I told you, it's been a while since I've gotten fucked that hard and that often." Madison gazed down at my half-mast cock and said with a smile, "Wow! You're hard more often than you're not!"

"Well, you make me that way," I retorted. All this hot talk this early in the morning had gotten me visibly excited.

"No, I just think you're naturally that way. I mean, gasoline without a match is still gasoline," she said as she arose and walked into the bathroom. I heard the sound of running water as she washed up. In a short while, she emerged, wearing only a towel. A cloud of steam enveloped her and followed her out. She threw herself onto the bed next to me, and we kissed as she reached down and cupped my scrotum gently in her elegant hand.

The soft caress was more than enough to send my half-hard dick into overdrive in half a second. Madison wiggled down to be eye-level with my cock and balls. I lay on my back, anticipating a nice early morning blow job. What a woman! She wants to suck me off first thing to start my day off right! Continuing to cup and caress my sac, she made an "OK" sign with the thumb and forefinger of her other hand and began using it to lightly stroke the shaft of my cock instead of taking it into her mouth.

I peered down to see what the delay was after having waited a while for her gorgeous lips to begin working on me. She was staring at my stiff sex organ as if she were in a trance. Finally, she broke the silence with a question: "So tell me, what did Kerry say about your penis?"

How did she know I'd just been thinking about Kerry? I was taken aback, stunned that she was able to read my thoughts, and then quickly dismissed it as coincidental. I had only mentioned Kerry to Madison once, but she seemed to already know what type of relationship it was. Even with these thoughts racing around my head, I managed to give Madison a candid, honest answer: "Nothing. We didn't go into detail, not much dirty talk. She was sort of stuck up, and. . ."

"You have a beautiful penis," Madison interrupted in an even tone that was sexy in its seriousness. "It's really aesthetically beautiful," she continued as she revered my "beautiful penis," devouring it with her eyes.

I was flattered by her sincere compliment, and I thanked her, remembering that for Madison, sex was sacred and serious. She always engaged in shameless, frank sex talk with that even tone of hers that made it all seem so much sexier in its emotionless, blunt way.

"The cock head is flawless in its shape. The shaft has the ideal width and perfect curvature. Oh, and the veins are gorgeous, bulging out in the right places," she opined, still gazing lovingly at my meat pole.

"Is it big enough for you?" I asked in my naive way, still needing approval.

"Do you know how many inches you are?" A wry smile crept across her beautiful face.

"I don't."

"You mean, you've never measured your own cock?"

"No, never. I always thought it was a weird and stupid thing to do."

"Oh, come on! All guys measure their cocks."

"Not THIS guy."

"Really!" Madison exclaimed with a scrutinizing raise of her lovely brow.

"So, is it big enough for you?" I probed again. 

"I can't believe this! You don't even know what you have!" she said with a smile of genuine appreciation of my humble honesty. "Well, let me tell you, your cock is perfect. They should cast it and make dildos from it, it's so beautiful!"

"Uh, thanks," I said through my blushing face. It was the best compliment I'd ever received. I was moved by her affirmation of my manhood, and I felt the rare feeling of acceptance that I'd been seeking so desperately.

Madison's next question interrupted those thoughts and almost knocked me off the bed. "So, what does our friend Gemma say about your beautiful penis?"

Embarrassed, shocked and a little vexed, I shot back, "Nothing. She wouldn't have any idea."

"But you HAVE Fucked her, no?"

"NO! We are not fucking. We have never fucked. Furthermore, Gemma is my boss and-your-question- is-weird-and-unsettling-please-stop!"

"But you want to fuck her, or at least have thought about fucking her."

"NO!" I answered, somewhat more perturbed.

"I saw you ogling at her the night we met," she chided playfully. "Like sneaking a peek at your hot cousin's behind!"

"She's my boss, and that's it."

"Don't be ashamed, dear. She's a beautiful woman, inside and out. Gemma is so sweet and kind and. . ."

"You don't work for her," I sneered.

"Okay, okay. I just thought. . ."

"You thought wrong." I shot back. We were both quiet for a moment, and Madison was lying on her back next to me. It was time to change the subject. "Well, enough about me," I began. "How about we turn the tables and talk about the Mysterious Madison Foss?" I asked, both to lighten the mood and perhaps have that early morning sex after all.

"What would you like to know? I have nothing to hide and everything to tell," she retorted with that sexy smile and smoldering stare.

"Let's see: It's about our favorite subject."

"Okay."

"When did you know you were anally inclined, and when and to whom did you lose your anal virginity?" I wanted to know this even if I was becoming attached to her and might later feel a slight pang of male jealousy. Carrying the knowledge of Madison's rear-end asscapades might bother me in the future, being somewhat sheltered in my small-minded, small neighborhood way. But the curiosity of the events and experiences that made the Anal Queen that lay next to me who and what she was, well, it was irrepressible. It was a curiosity so strong and erotically stimulating that I was asking questions instead of working our foreplay into another hot romp, so again I queried, "When did you discover that you had an anal fixation?"

Madison considered my question for a moment, and then she began, "I guess always. Well, I knew I wanted it when I first heard other girls talking about it and was slightly turned on by the idea. They would talk about how only a super slut would give her ass to a boy. They would say it's even worse than if you sucked a guy's cock, so I was intrigued by the naughty, taboo nature of it. Then I forgot about it for a while 'til later when I started to masturbate regularly."

Not only was I learning about life in general, I was becoming more and more studious in my sexual education. I was clueless about women masturbating. I was under the impression that women didn't play with themselves, in real life anyway. "You mean women play with themselves? For real?" I asked.

"Of course we do! All the time, and any woman who says differently is a liar."

"Wow." I was yet again in awe of both the truth and Madison's openness.

"Just as much as you guys, if not more. We can get off driving down a bumpy road. We're sexual beings just like you men are."

Listening to this was almost as good as watching porn. My pulse quickened, and I felt those sexual butterflies in my stomach flutter in full, astonished enjoyment . The feeling of being let in on a deep, dark, sexy secret, like when I witnessed Gemma sucking Big "D's" cock. What the fuck! Why does Gemma keep intruding on my thoughts? I thought to myself.

Madison continued. "Getting back to your question, I would wait 'til I was alone. I would draw a hot bath, as hot as I could stand it."

I hung on her every word.

"All the blood vessels would open up, and I would get flushed with color, an invigorating feeling. I would loosen up both mentally and physically. All the muscles would warm and relax, and then I would start with my nipples. I would tickle and then pinch them. Then I'd caress my own body, my side and tummy down to my hips. Then I would begin to gently rub my entire pussy with my hand, eventually spreading my sex open and feeling the hot water pour over my clit.

"At first I would just enjoy the sensation but would little by little begin to masturbate my clitoris with my middle finger while I spread my vagina open with my index and ring fingers. Once I was all worked up, I realized my pussy would expand and open up and that my wonderful joy button would swell with my excitement. At first I was playing with the middle finger but then I no longer had to hold my pussy lips open. I could rub my clit with two, then three, then all four fingers, and what started out as slow and gentle would become vigorous and spirited rubbing. I would by now also be gyrating my hips and body 'til I came."

Madison was looking like she was enjoying reliving the fond memories of pleasuring herself as much as I enjoyed listening to it, all the while knowing how much she was wrapping me in her sexual web. There was also honesty in her tale, for sex was a sacred "process of pleasure" and masturbating was a form of sex and therefore important. Make no mistake, she loved hardening my cock with her stories and loved being open.

Perhaps we both shared yet another sexual trait: that weird, out in the open, carefree feeling that I had lately found so gratifying.

"I was masturbating like that one fine day, and as I got worked up and was in the throes of an oncoming orgasm, bucking and rubbing, my hand accidentally slipped past my pussy and slightly grazed my asshole. My middle finger inadvertently caressed the circumference of my anus. It was as if I had pressed a button that was directly wired to the pleasure centers of my brain, shocking and sensual, and I wanted more of it.

"Just like you, I had been tainted by the opinions of some of the company I kept. I was under the impression that if you touched your own asshole you would hurt yourself or you were a dreaded 'slut,' and it was totally wrong and the ultimate of taboos. I was led to believe that a girl who let a guy put his penis in it would ruin her life. She'd get a scarlet letter; an 'A' for 'anal' instead of 'adulteress.'"

Madison sort of giggled at herself, both for her literary joke and at her old mindset. "But how could I have denied myself of what secretly felt so good?"

I shook my head in agreement.

"I mean, why should I? It wasn't as if anyone would know. I came to terms with my desires, and after that, I slowly incorporated ass play more and more into my masturbating 'til it just became standard. I suppose you could say that I fell in love with my own asshole."

She smiled at me and my erection, enjoying the power that her mere words had over me. I wanted to play more as well. Feeling like a sexual talk show host, I pressed her for more: "So that's how it started, but tell me, when did you have a dick in your ass for the first time?"

"Well, I was in collage, and my first steady sex partner, Ron, tried to do it to me a couple of times but he was clueless. And to think I had waited forever for him to get around to it! I was like you: too shy to ask him for it. When he became bored enough to finally try something new, he had no idea what he was doing, and in both attempts failed to penetrate me anally.




Anal Summer Ch. 05



"It wasn't 'til my senior year, after Ron was out of the picture. I was studying art history in Paris and having an affair with my professor when I finally had my bottom deflowered. His name was Fabrice, and his expertise was art history and oil painting, but his forte was definitely sex. Fabrice had a very small penis, but the way he used it made it feel huge. To this day, I'm not sure if he was better with his cock or with his his tongue, using one to talk women into his bed and the other to pleasure them with once he got them there."

"I get the point," I said, feeling the beginnings of being jealous.

"Anyhow, we were carrying on for a while, once even having sex on his desk in his office with his secretary in the next room." She giggled again, obviously relishing the memory. "One night, Fabrice showed up at the apartment I had rented for the semester with a bottle of wine and some flowers.

"Well, we were fucking in no time on the couch by the window facing the street, with the lights of Paris setting the mood.

"He was fucking my pussy missionary style with my legs in the air. His powerful hump strokes pounded my vagina to the beat of two orgasms! He had such amazing control. After a while, he told me to flip over. I thought he would just take my pussy but in a different position you know, doggie, but instead he parted my cheeks. Then he said in his thick French accent, "You av zoouch a booteefull assy." And then I felt a drop of warm wetness hit my anus, and that sent trembling shivers through the core of my very being. Fabrice had let a drop of his saliva silently fall from his mouth onto my anus. It hit that button, and I could not hide my reaction as my body language, and my sigh of joy gave me away. He began to massage my asshole with the tip of his finger. The first tactile feel of the pad of his finger smoothing the soft wrinkled flesh of my anus was amazing. Fabrice knew that by relaxing my dark passage slowly he could get it to open up . after a nice, thorough massage I was visibly ready. I secretly yearned for more, any thing, a digital insertion at the very least, my body and hips betraying me, tipping my hand and making private wants obvious.

"Fabrice now knew I was in touch with my rear door, and I told him to continue without speaking a word. My body's reactions to his anal advances did the talking. He inserted his fingertip slowly, letting my rectum open and swallow it to just past his fingernail . So many sensation ran through me! So many nerve endings being probed! I felt I was being invaded but enjoyed the breach, letting me open and accept this visitor.

"As his finger tip slid into me, it tingled and sent sparks flying through my nerves; a referred tingling in my pussy, clit and nipples as slowly I opened, accepting the penetration more and more. Fighting the body's rejection reflex was exhilarating. It was like a game; the rejection slowly becomes acceptance and turns a strange feeling into a wonderful and pleasurable feeling all over your nerves from a slight pressure to downright ecstasy. I felt my own juices flowing, running down my legs, making the entire room permeate with the smell of our debauchery. 

"What really got me going was when he added lubricant to the mix. I had none at the apartment, so that meant he'd brought it with him, meaning Fabrice had designs on taking my ass beforehand. 

"As more and more of his finger prised my taboo ring, the greater was the sensation and feeling. Once Fabrice had the entire length of his finger deep within my rear, he held it there for a long while. But it didn't take very long before I needed more; something bigger. 'Oh, yes! That feels good. More. More, please!' I moaned to him. I was so close to coming again, but also somehow not, and the sensations that danced through me had turned to a hundred percent pleasure. 

"When he withdrew his talented fingers from my willing rump, I felt wide open, like my asshole was enormous. I could feel its looseness all the way from my gaping anus up to the deepest part of my rectal passage. And then Fabrice applied more lube, slathering it all over my willing, open asshole. He squirted some of the cooling liquid into me, coating my inner rectum walls with it, spreading it around inside of me with his finger.

"The funny thing was that the name 'Fabrice' means 'works with his hands,' and that he most certainly did! His hands were magic. He worked my ass like a French renaissance master worked a canvas. Oh, Fabrice was an artist alright! His media were the pussies and assholes of the many lucky women he bedded. 

"The Parisian spring had a wonderful, fresh scent to it. It tickled my nose with its clear freshness. The sound of the late evening traffic and the muffled voices of passers by nicely accompanied our sex session.

"I was on the seventh floor of my building and had a decent view of the city. I peered out the window, looking at the city in all its splendor. I took in all of this as I married the wonderful surroundings with the exquisite sensation happening to my willing body. I was kneeling on the sofa with my bottom up in the air as my ass was being expertly stretched open by Fabrice.

"I couldn't wait any longer. I looked back at him over my shoulder and begged him to use his cock on me. I was willing but still felt a slight fear of what his tool could do to me, afraid he might hurt my ass with his cock, even if it was a small one, but also wanting him to take my anal cherry in the worst way.

"Fabrice climbed on the couch and knelt behind me. His hands felt warm and powerful as they clutched my hips. I felt locked in with no turning back, and I was finally going to get fucked up my ass, for better or worse.

"I felt a slight pressure on my rectum. It was the head of his cock slowly working its way inside with a slow, steady pressure as Fabrice eased his swollen cock head past the outer layer of muscle. It felt strange at first. I wouldn't go as far as calling it a discomfort, but there was so much going on in my mind and body that I'd neglected to turn off my rectum's rejection reflex. 'You muss weelax, ma cherie,' prompted Fabrice softly in my ear.

"The slow, expert movements Fabrice made were perfection as I loosened up and turned my reflexes around from rejection to acceptance. And then, just like that, his cock head breached the second ring of my anal muscles and was officially up my ass; all those nerve endings awake and sending pleasurable chills running up my body to my brain, his hand, warm and strong, still grasping my hips.

"I held my breath with enjoyment as Fabrice eased his hard manhood deeper and deeper in my rear. Every centimeter added more and more pleasure 'til he was all the way up my ass, his ball sac resting up against my pussy lips. The feeling of fullness in my hind end was wonderful. I loved how the filling of space in my rectal canal felt.

"Once Fabrice's cock was fully submerged in my deep, dark passage he held it still in there, just as he had done with his fingers. Allowing my ass to adjust to being stuffed with a stiff cock was a key to his sexual success.

"When Fabrice finally started to withdraw his cock back out of me the sensation of him pulling back out was so good I started to come. It felt good, but in a different way than when I had been fucked in the pussy. The two actions felt very different but equally great. The thrust in was one type of pleasure, a thick and savory, satisfying filling sensation like a deep massage, while extraction was a sugary-sweet electric tickle of the nerves that sent chills down my spine. When getting fucked vaginally, the forward penetration was all the experience. Getting it in the ass was a two-way experience, and so far all it took was one hump's stroke to make me come.

"I noticed that having an anal orgasm also differed, because there is no post climax sensitivity. You know how you don't want your cock touched after you come? Same for women, only with anal I could continue fucking and enjoy myself just as I had before I came.

"I was in a sexual utopia. Fabrice was now fucking my ass with force, and the harder he fucked me, the more I wanted. I was getting fucked so hard my pussy could feel it. Fabrice fucked my ass and fingered my pussy to yet another intense orgasm . I was soaked in my own vaginal secretions, my juice running down my legs.

"Seeing me satisfied yet again, Fabrice let himself go, and he humped fast and hard, taxing my backdoor with his relentless assault. The sound of his ball bag slapping off the dripping wet lips of my vagina was so hot that just thinking about it brought me close to coming again. I felt the his pace quickening, and his full enjoyment was apparent.

"Then I felt his rock hard member jump and dance orgasmically inside me. I felt the hot seed ejaculating from his tool, flooding my anal cavity with that wonderful milky liquid. That was enough to push me to yet another full climax. We didn't come simultaneously, but it was close!

"We lay there awhile and recuperated, his arms wrapped around me, a relaxing post-sex cuddling with the added pleasure of Fabrice's now mostly flaccid cock still entrenched deep within my rectum. It floated limply in a steamy pool of semen. I felt like I was wide open and full of cock and come. Slowly but surely, my sphincter returned to its normal state, and in the process secreted out Fabrice's limp hog and a warm liquid mixture of semen and lube. My body took over and I involuntarily shat out the head of Fabrice's battered anal warrior. It left my ass with a small popping sound. This also felt amazing, like a final kiss goodbye from his dick to my asshole."

As I listened to Madison's story my cock had hardened to the point that clear precome oozed from it like a teardrop. I had been so engrossed in her story that I didn't notice that she was stroking her vagina unconsciously, so powerful was her reliving of the moment, and she transitioned from story teller to masturbator somewhere near the end of her tale. I also had a firm grip on the base of my cock.

"Don't make it come. I'm going to need it!" Madison said as she rolled over slowly into a face down position, her two hands busy. One under her playing with her snatch; the other partially parting her asscrack with fingers manipulating her bunghole open. Her legs were straight out, but she held them together firmly. "How about you fuck my ass with that big hard cock of yours," she asked in a sultry voice.

"How? Like that? Why don't you get on your knees?"

"Be a dear and spread my cheeks, and you'll see."

I rolled over and down to her beautiful round bottom. I took a firm grip on her round, creamy buttocks and pulled them apart, staring at this glorious image before me as I got eye to eye with the mysterious wrinkled ring of flesh and the pink gash of her cunt.

"Do you see this position? It puts my anus at the perfect spot to be taken."

She was right. This configuration of backdoor entry put her anus at the perfect angle for insertion of a penis. It was comparable to the angle of the pussy in a missionary position. I lubed her hole and my penis with the tube of K-Y she had readied sometime during her story.

"Now, lay on top and slide your cock in SLOWLY!"

I lay flat on top of her, easing my lubed up tool into her forbidden fruit. As always, I was filled with excitement for the hot butt sex that was to follow. I kept still to allow Madison's body to make its anal adjustments. Her sphincter muscles relaxed and opened wide for my manhood. My cock head slipped past the wonderfully tight gate of ecstasy into her deep, welcoming tailpipe. My hog impaled her asshole and sunk to its full depth, and I settled in, balls deep in her ass. Her ass had ravenously gobbled up my prick, and I was inside her naughty hole as far as was physically possible. She looked over her shoulder and in a low, sexy undertone said, "My, you have gotten so good at this!"

(To Be Continued) 



Anal Summer Ch. 06



This story is a work of fiction even though parts of it were inspired by real-life incidents. Any similarity to real people, living or dead, is coincidental. All the characters are 18 years of age or older. Do not read this story if it is illegal to read about explicit sex where you live.

*****

Once finished with our early Tuesday morning fuckfest, Madison and I took another shower, this time together. "Come, my dear," she beckoned. "We have to rinse off the milk and honey." Showering with a sex partner was not a first for me, but it was still a novelty, and I couldn't keep from kissing her as the hot water cleansed our bodies while we were locked in a deep embrace.

She gazed at me through the water and the steam. "Do you get it?" she asked. I thought that keeping my mouth shut was the best policy since I really didn't get it. I felt overmatched. "It's seminal fluid," she teased. "You're milk and I'm honey. Milk from your cock and honey from my pussy."

"Mmmm, sweet honey!" I replied, playing it by ear and flying by the seat of my pants as usual. We kissed again, long and deep. Almost everything seemed surreal, dreamlike, watching the suds collect and drip from her pointed aureoles when I soaped up her large, firm breasts. It was strange that I'd already had so many of my sexual fantasies realized with Madison and I'd only met her three and a half days ago. But I felt so close to her in some sort of strange sexual bond, a shared appetite for something between each other that was hard to find. To many, it was one that was frowned upon or considered disgusting or weird, unnatural or taboo. We were kindred in our love of anal sex, something rare for men and more scarce than unicorns when it came to women. 

She loved receiving my cock anally just as much as I loved giving it to her there!

Still, I was inwardly intimidated by her; her wealth and her beauty and the fact that I felt (or, deep down, knew) that she flat out didn't need me. I was still afraid to show her just how taken by her I was, for what could I give her beside screaming orgasms? Really, there was nothing outside of my cooking and fucking that made me the least bit valuable to her. I tried to push these thoughts away and be grateful for the fun we'd already shared. I didn't want to scare her away, and I knew what my role probably was: Boy Toy. And expressing any feelings of reservations would end my tenure in that position. 

Once all the cracks, crevices, nooks and crooks of our bodies had been washed to our satisfaction, we stepped out to dry off. Madison opened a cabinet door and retrieved a large towel as I stood there. She took it in her two elegant hands, unfolded it, walked to me and dropped to her knees. Softly she sopped up the droplets of water that clung to my skin, starting with my legs. I'll admit that at first I felt insulted that she seemed to think I was incapable of drying myself, but then I realized my youth and lack of confidence were causing me to be stupid. She was just being sweet and caring, worshiping my body and showing affection. Working her way up, she brushed the towel over my groin so as not to arouse me and then continued to pat me dry once past my waistline.

Once we were eye to eye again, we were both in the mood once more, but we had a full day ahead of us. "Wow! You just made me want to fuck you all over again!" I exclaimed, relishing in the open, expressive sex talk.

"Yes, but we can't," she replied wistfully. "But hold off and just think of how much better it'll be later tonight when we get together." The inner jump in my mood was hard to hide: She wanted to hang out with me again, and tonight! Madison smiled knowingly, having seen right through me again, peering into my soul and seeing my naked joy rolling around inside me. "I'll come by the restaurant when you're about to get out. We can go for a nice, romantic stroll down to the harbor walk, see the boats down at the marina; then, through the park, pick up a bottle of wine, rent a movie and relax quietly together."

"Well, as long as you don't make me watch an over-the-top action flick full of violence and explosions," I said through my sarcastic smirk. We both laughed at that and got dressed, kissed our goodbyes and went our separate ways down Market Street.

After hitting the gym and taking yet another shower, I stopped off to pick up two coffees and headed over to The Bistro to discuss business and my new position and schedule with Gemma. Because of Paolo's defection over to Big D at The Catch of The Day, coupled with our growing success and steady upturn in business, we had to hire two more chefs and figure out where I would best be utilized. Gemma greeted me with a wide, chipper grin. She was in a good mood and radiating energy despite being seated in the dining area with various papers and invoices. Paperwork, checks and balances, payment of bills, orders to be placed; this was the end of the business that I liked the least, yet I would inherit a good part of it as the downside of my promotion.

The bright sun through the window of the restaurant encompassed Gemma in golden light. Her hair was done up in a loose bun, and the crisp, white apron tied tightly around her waist adorned her trim, shapely form. She wore no makeup, this early anyway, and looked beautiful in that natural state. Damn you, Madison, I thought to myself. Gemma was my boss and a person I'd worked with until Madison began kidding me to see if an attraction existed. I always knew Gemma was very pretty but was always able to brush those thoughts away. Well, until I secretly witnessed Gemma expertly devouring Big D's cock like a pro. That woke something in me that made me view her in a more sexual way. She wasn't just good old Gemma any more. She was a woman! And, sure, I enjoyed stealing glimpses of her firm ass from time to time, but I tried to confine my view of her as my co-worker, and now, my boss. And now Madison's inquiries had sexualized Gemma to me and had her popping into my head at times when she ought to be the furthest thing on my mind. What idiot would hit on his boss? It would be the end of my tenure as head chef, not because Gemma would fire me but because I would never feel comfortable around her again.

Not to mention that the thought that her rejection of any advances toward her would be scary and intimidating. Well, I was smitten with Madison anyway. 

Gemma's blue eyes flew open with exaggerated excitement at the large coffee I brought her. "Thirteen miles this morning," she exclaimed in an over-the-top proclamation about the distance of her morning run as she opened the sipping tab on the plastic lid of the cup. 

"Wow, impressive," I retorted. 

"Yup! Feeling stronger and going faster every day," she beamed. "Thanks for the coffee," she added and then took a sip. 

"Perhaps we should get down to business," I said, wanting to sound focused and ready.

"I have two guys dropping by for interviews in an hour," she said.

"What about Rocco?" I asked.

"I don't have full confidence in him yet, and I think he needs to learn a lot more before he's behind the line."

"Yeah, but he knows the menu. We're going to keep him around, right?"

"Yes. He's just not ready for the line. As far as you are concerned, I need you open-to-close Friday and Saturday--that goes without saying-and then on Sunday, open until the dinner rush is over. You'll have Monday and Tuesday off. Be back on Wednesday early to do the ordering and the prep work, then open 'til the dinner rush ends. The same on Thursday, okay?" 

"Sure. Not certain what I'll do with all the extra time off, but I'll take it," I said sarcastically, though with a smile.

Gemma held my hand and looked at me, a wave of seriousness washing over her. "You are a very important part of the equation here, and I don't need another burned out executive chef walking away."

"I would nev..." I began to interject.

"I know," she cut me off. "Still, I want you fresh and rested, plus your new duties require you here in the morning to make up the specials and do the ordering," Gemma added. We continued to talk shop and iron out details. Gemma and I would interview the potential chefs together, however, I would have final say.

Then she asked me about Madison and if I had seen her.

"I barely know the woman," I asserted, not entirely truthfully. "We hung out on Saturday night, as you had put together."

"Yeah, I was nervous and out of line Sunday morning," Gemma confessed. "I wanted to apologize, but we got so busy, and..."

"It's alright, Gemma," I interrupted. "I know you have a business to run, and you don't want the staff complicating things by..."

"...fucking my customers!" she cut in before I could finish my sentence, and her serious face cracked into laughter. I must say I was relieved when I realized she was putting me on but couldn't hold a straight face for long. We both laughed, and it seemed to snap us out of our awkwardness. "I have no right to tell you what to do outside of here," she allowed in what was truly an apologetic admission. Gemma seemed truly sorry and embarrassed. "I just don't want you to get into a rut again," and of course she was referring to the depression I went through when Kerry tore my heart out of my chest.

Gemma had been the one who saw me fall into that hole of despair and sadness. She had been the one who worried when I didn't show up for work at The Catch Of The Day. It was Gemma who called my best buddies Johnny and Tommy and asked them to find me. It was Gemma, with the help of Davey, who found me passed out in a rat hole of a bar on the wrong side of town. Davey and Gemma carried me to her apartment to sleep off the two-day Glenlivet bender I was on. And she did all this while orchestrating her coup d'état at Catch Of The Day. Gemma worried about me and cared for me while concurrently working her master stroke on Big D, leaving him and his restaurant flat and taking trade secrets with her as well as half the staff. Poor Big D! The big jerk never saw it coming, even though he had it coming.

I'd awakened on Gemma's sofa the next day to Davey, Tommy and Johnny. "Where am I?" I asked, not fully awake or fully sober.

"You're at Gemma's place," said Davey. "Look, kid, I know how bad you feel right now, but you gave everybody a scare." Johnny and Tommy didn't speak. They just gave silent, concerned looks. "I understand your heart is broken now, but this is not how you fix it," Davey continued in his most tender tone, lecturing me with caution and compassion. "Fuckin' women, they get us all, but you gotta man up, kid. Having your heart broken, it's a fuckin' badge of honor! You haven't lived until some fuckin' broad breaks your fuckin' heart. Even Frank Sinatra had his heart broken. Ava Gardner drove him fuckin' crazy!. There's no shame in it, but going on a drinking rampage all alone, now that's fuckin' stupid."

"I know," I mumbled. All I could do beside feel stupid was to listen, learn, and appreciate what good friends I had. 

Davey's handsome smile crept along his tanned face, and he said, "I smoothed things out with your mama. She knows you're okay, and I told her you were at my place and you'd be home today. But I think there's still a chance she might fuckin' kill ya." 

Johnny broke his silence and added, "I'm gonna kill him, too."

Now that the spell was broken, Tommy chimed in: "What did I tell you about those yuppie broads? Find 'em, fuck 'em, forget 'em!" It was then that I realized that these were the type of friends you kept around for life if you were lucky enough, but Gemma had been the catalyst who brought this search party together. So, when she informed me later that day of her plan to leave The Catch Of The Day, I felt indebted to her and had to follow. 

So much had happened so fast, and it seemed like such a long time ago. Now I was Gemma's Bistro's 

head chef, a title I had coveted for quite a while, at any restaurant. I was staring at Gemma now, trying to figure out what was up with her, because I had the feeling she was holding something back. Why else would she ask me about Madison? And furthermore, where had she, Madison, Kate and the uptight little land baroness gone to on Sunday night? I had flirted with the ideal of asking Madison, but I didn't want to seem possessive or nosy and scare Madison away. "So. Where did you and Madison and her friends go the other night?" I asked, as if I was just making idle conversation. After all, Gemma had inquired about Madison, and that led me to believe something was up between the two of them.

"Davey's," she replied.

"You brought her and her friends to Davey's?" I was perplexed by the notion. Davey's was that illegal, after-hours club, and it was almost sacrilege to take a "new person" there.

"Yup."

"And Davey was okay with that?"

"Yup. I asked him first." 

"Uh, well, I guess."

"Don't worry. Davey has it covered," she assured me.

"What do you mean by that?" I wondered out loud

"Nothing. Just don't worry. We all wanted to talk, and now I guess it's time you and I talked about it as well," Gemma said. Here it comes, I thought, here's what Gemma has been holding back. "Madison and that Margot woman have deep ties to the marina and real-estate all through the city. Madison's brother George has pull with the city and state, and Davey has dirt on all of them and would rather make some mutually beneficial deals with them and with us and maybe, just maybe, save some of the old neighborhood in the process." Wow, I thought to myself This is some real heavy stuff.

"I want to know what kind of dirt we're talking here," I heard myself say.

"I'm not sure a hundred percent, but it has to do with zoning and bending the rules, stretching all the way to fraud with Margot and just personal gain as far as your new girlfriend Madison is concerned. She needs a few strings pulled in order to close some real-estate deals and have some construction permits approved. But her brother, George, now, that's another matter entirely. In addition to political favors and deals like Madison's, he has more issues."

"What?"

"Fast women, slow horses, and cocaine." Gemma allowed.

"Yeah, well, I guess that'll do it. How much is he into Davey for?"

"I don't know. Davey is vague when he has to be, and there are probably debts and favors that are owed elsewhere. But Davey would be able to help him, or..." her voice trailed off.

"Or what?"

"Or not. That's how he has George by the balls. Davey doesn't have to do anything about what George is into him for. He just doesn't have to help, similar to how he has the mayor and some of those city councilors, with a careful, gentle grip on their balls. It's more something with the women as well. I guess George likes them young."

That thought was repulsive to me. My face must have expressed my disgust, because Gemma added, "It's not that bad. Twenty-one year-olds impressed with his cash flow, and his wife is a city assessing department manager."

"Let me guess," I summed up, "She doesn't know and is dirty, too, and Davey owns her." Gemma's half smile and silence were enough to confirm that I was correct. I found it funny how openly speaking about certain things was forbidden in the old neighborhood, as if interested parties could hear our conversation. 

"So where do we come in?" I asked. 

"Well, we have to cater the regatta ball at the marina. In return, Madison is having Ernest Plorde write a favorable review of The Bistro in the paper and talk us up on his weekend TV show." Gemma was grinning like the cat that ate the canary.

"That guy can be brutal. Madison never mentioned." 

"I asked her not to as a favor to me."

I was flabbergasted and a bit hurt. How could they both keep this from me? Was I just a tool for both of them? A bargaining chip? A football? I began to protest. "I feel like I was kept in the dark here, and I'm not..."

"Relax!" Gemma interrupted. "This happened organically. I met Madison here on your night off. I saw her another time when I was out running. She was running in the opposite direction. She recognized me and stopped, and we talked. After that, Madison became more of a regular customer, and when you finally met her, none of this was on the table. That was Saturday. Sunday was the night we went to Davey's without you."

"Yeah, and?" I still needed some convincing.

"That's when Madison, Davey, Margot and I all started talking, you see. You and Madison hooked up before."

"What's it going to cost to cater the regatta?"

"All we have to supply is the sweat. The provisions will be paid for by the yacht club, city, state and private sponsors."

That was all very good news. I should have been above the moon, but I couldn't shake the feeling of being deceived and used. A sensible guy would have walked away from Madison, and perhaps even The Bistro. But the fact was, I was hooked on Madison guiding me through the sexual world. I was like a drug addict, and Madison's body was the cocaine. I was powerless to resist my desire to have it.

The Bistro was another addiction. We were the hottest new restaurant in town; I had earned one of the most coveted positions there, and there was no way I was going to go cold turkey from that drug, either. So I put my thoughts and emotions aside and focused on my work. 

We had an impressive dinner rush for a Tuesday, but it slowed at about 8:15. Gemma approached a half hour later and told me to take the rest of the night off. I was somewhat shocked. "Larry," she explained, "you are the Executive Chef. Your line cooks can handle the last hour and clean up." She had a point. "You need to be in at 9:00 am to take inventory in the walk-in and do the ordering. And also figure out the specials for Thursday and Friday." Gemma convinced me to trust our line and said I had to think outside of just the kitchen now. I went into the basement to wash up and change, emerging a short time later. I could see through the plate glass window the welcome sight of Madison waiting for me. I looked for Gemma to say goodnight. She was at a table with three men in business suits, sipping wine and putting on the charm with a spade shovel. I recognized one man as the neighborhood city councilman but didn't know the other two. Gemma raised her head and smiled at me, giving a friendly wave of emancipation and returned to schmoozing her audience. I waved back and headed for the door, counting down each second 'til I would be with Madison. 

Stepping out of the air conditioning into the warm, muggy June evening paralleled the gears of life, shifting from me being all business on the line to barely being able to contain my excitement at being with Madison, who looked amazing in a sexy, strapless summer dress. She immediately took my offered hand in hers and asked me how my night was going.

"Better now!" I replied with a smile.

We spoke of many things on our romantic stroll, but I lacked the nerve to ask about any of the details and dealings going on with Gemma, Margot, her and George, and Davey. Madison didn't offer, and I pretended not to know. I didn't want to risk spoiling the night. We both enjoyed the salty tang riding on the breeze, informing us that we were approaching the ocean, and therefore, the marina. The boats bobbed rhythmically to the beat of the waves and the tide, and we made a quick stop at a liquor store and then another stop down the street to rent a movie. Back in those days before when the Internet was barely new, people still rented their movies in cassette form at stores devoted expressly to that purpose.

We were looking through the available titles when I noticed a doorway near the back of the store. One look at the beaded curtain told me it could only mean one thing: x-rated films! I casually sauntered over to the back of the store for the purpose of sneaking into the adult section and renting a porno movie to watch with my new fuck-buddy. But what if she were offended? On the other hand, maybe she would love it! And then I was right by the doorway to the forbidden treasure chest of hot sex on film. My pulse was pounding! I looked all around the store to make sure it was empty of anyone I might know. The coast was clear. I looked for Madison, still not sure if I should ask her or surprise here instead, but she was preoccupied reading the synopsis on the back of some movie case in foreign film section.




Anal Summer Ch. 06



I decided to take a chance on surprising her, so I quickly knifed my way through the doorway into the adult film room. I was almost short of breath with excitement as I looked around for a particular movie I knew we'd both find stimulating. It was one of the few I'd seen and had helped shape my sexual tastes. It was titled, "Caught From Behind" and was as old as I was, if not older. I remembered the awful music, entertainingly funny, and the camera work that featured clear, exciting shots of the action. All of the women were hot with hairy bushes and sexy lingerie. I remembered all the sizzling ass fucking but really remembered being totally blown away with a scene with a woman and three men. Seeing this beautiful creature with her rectum stuffed with a monster cock while her hairy pussy was getting fucked by another cock at the same time. That particular scene had scorched itself into my memory as if done by a branding iron. I guessed it was what gave me the idea and the desire to finger Madison's ass while I fucked her cunt the night before.

I pored through the titles, getting more and more aroused just looking at the artwork on the front covers of the cases. Sexy photographs, explicit poses that promised the very apex of pornographic viewing ecstasy. 

And then I saw: "Caught From Behind II - The Sequel."

I hadn't known a sequel even existed, but I was happy that they had it. Then, remembering how satisfying I'd found the first to be, I guessed every video store would probably have it. It was probably a lot like "Citizen Kane," a standard in its class. I grabbed it and snuck out to go to the front, ducking around the shelves and looking around to get a beat on where Madison was. She was nowhere to be found.

Then I saw her, sneaking into the adult section, unaware of my recent whereabouts! Well, well, this was intriguing! It seemed like the idea of watching porn together wasn't mine alone. I took my time confidently walking back to the curtained room, relishing every step, every second. Once back through the forbidden curtain, I saw Madison looking around the room. "There you are!" I said, as I placed "Caught From Behind II" back on the shelf.

She didn't even miss a beat and didn't even look away from the shelf she was perusing as she said, "I thought you might like to watch one of these, so I came in here to find either you or it." This woman was a dream come true! She constantly added new and exciting things to my sexual growth.

"Well, yeah, sure," I admitted. This would be a new experience for me, watching porn with a woman in the room. But how did she know I enjoyed watching porno movies? She must have really been paying close attention the few times I mentioned them.

"You've alluded to your enjoyment of these during some of your shame-free sex rants," she explained, as if to read my mind.

"I have?"

"Yes, when you're really into it and about to come. You'll say anything that's nasty and dirty at that point."

"Yeah," I confessed, turning red, adding, "I've only seen a few and not that often." 

"But you have seen them and thoroughly enjoyed them," she said, and it wasn't a question.

"Well, yes," I squeaked. 

"Yes, you said that, and those few times you did were landmark moments for you, and I know you use your memories of them when you have... organ practice... don't you?"

Now I knew what was happening. She was being the dominant woman again and the master of her sexual Zen beliefs. She enjoyed the power she had over me, the force she used to squeeze every dark desire out of me, extracting all of my sexual secrets in a primal way. She just reveled in hearing the carnal truths about me.

And no doubt moistening her vagina at the same time.

She tilted her head, pointing her nose in the air and looking down knowingly, those sexy, smoldering eyes demanding my honest answer.

"Yes... I do," I admitted finally, reminding myself that I had to be truthful with her, especially when it came to sex and desire. "Have you see any yourself?" I asked.

"One... called 'Story of O,' but I think that one's too artistic to be called porno. Well, I did see another back in college. We were at this huge party, and one was on, but I was too drunk and distracted to remember much, other than it being overly oral," Madison admitted.

"Well, I guess that you didn't see the right movie, one that matches your interests," I said, now becoming the expert, confident and convincing.

"You don't say," she answered in a deliberately slow cadence, acknowledging the boost in my confidence with just a twinge of sarcasm.

I reached for the copy of "Caught from Behind II" from the shelf and handed it to her. "This is more our speed," I stated with authority. There was a beautiful blonde woman on the cover with her back to the camera but turning at the waist to face the us. Teasingly, she was spreading her ass cheeks with one hand and fondling her tits with the other. Madison read the full title:

"Caught From Behind II - The Sequel"

"Sensual Anal Erotica - Your Rx for Hardcore Sex!"

Madison stared right at me with those piercing, sexy eyes and held me captive for a long second. It seemed like an eternity. I didn't know if I'd gone too far and offended her, and I felt real fear.

"Well," she finally said in a soft, low voice, breaking the tension, "I'll have to trust your expertise on this matter." I was relieved. We walked out of the adult section toward the front of the store where the mainstream films were shelved. Madison grabbed a title from the "new releases" rack, some artsy, period piece I'd never heard of, and we continued to the check-out counter with our selections. It was then that I realized with some foreboding that I would have to complete the transaction with the clerk, and I was suddenly shy about what we were renting. The situation had all the ingredients for a memorably embarrassing moment. I drew in a breath and walked like a man headed for the gas chamber. 

Madison's ESP-like ability to read my thoughts kicked in, and she sensed my trepidation. "Are you going to be alright?" she asked, half concerned and half annoyed. The tone of her words had another meaning in them: "Man up and summon up the nerve to follow through." To make matters worse, the clerk was a middle-aged woman, but she was engrossed in some grocery store tabloid newspaper. She lifted her head only long enough to give a perfunctory smile and process our rentals, bagging them up without a word. I was grateful for her professionalism, if professionalism was the right word to characterize her disinterest.

Once outside the store, Madison said, "I'm very proud of you," while she stroked my shoulder with the palm of her elegant hand. "That was very brave." I was proud of myself, and the feelings of accomplishment and growth caused me to smile unwittingly. Any time she complimented me or gave any hint of approval or acceptance, I was overjoyed and unable to hide it. Madison took hold of my hand and hugged my arm with hers. 

We walked briskly, our mutual anticipation of the sexual activities to come spurred us like stallions on their way to the stud farm. Almost at once, the sky opened on us with a light drizzle as if to cool our burning loins. As we neared Madison's condo, the drizzle turned into an all-out summer downpour. The rain soaked us to the bone, and we ran the rest of the way. Once inside the building, Madison removed her shoes and had me remove mine before we entered her door. She disappeared down the hall as I began to strip out of my wet clothes. The smell of the rain had given way to the nice, clean smell that always accompanied her condo. It was some mix of dry flower potpourri with eucalyptus being the predominant scent.

To this day, just a whiff of eucalyptus hardens my cock. 

Madison came back down the hall wearing a black, sheer robe and carrying an empty laundry basket in one arm and a towel in the other. "We'll put these in the dryer," she said, taking the wet clothes and handing the towel to me. I dried myself, wrapped the towel around my waist and walked into the living room. "It's getting late," she said when she returned. "If we watch a movie, we may have to call it a night."

"But we walked all the way there and back and braved an ocean of rain in the process," I protested.

"Okay, but I'm not promising anything when it's over." She turned on the entertainment system and asked me with a wry smile, "So. What movie do you want to watch?" Within seconds, we were sitting next to each other viewing the FBI warning that preceded the movie. Madison produced a tube of K-Y Jelly from the pocket of her robe "just in case."

The movie began with a silly but sexy, song, and the opening scene started with Ron Jeremy, "the hedgehog," in lab coat, stethoscope, and one rubber glove. His character was "Doctor Peter Proctor," owner and operator of "Doctor Proctor's Anal Sex Clinic." His job was to educate couples who had certain "sexual hang-ups" about "the anal alternative" and that "there was more to life than just the pussy." The silliness of this made me a little uneasy. I was feeling a little stupid and embarrassed, wondering if perhaps I had pushed this on Madison. She stared at the television with a stoic, emotionless mask of indifference.

"I feel stupid. Do you want to stop this? Are you mad or offended. I'm kind of ashamed of myself for making you watch this," I blurted out without my own permission. My inhibitions were fighting back once again. Madison, cool and calm, sat with her arms folded and her legs stretched out with her feet crossed in a picture of relaxed disinterest. Finally, she turned her stare upon me, those sexy eyes intimidating me. She said nothing, looking at me for a long second, then turned her gaze back to the television and the vibrant carnality unfolding on the screen. She was wordlessly telling me to just be still and watch, so I also turned my attention back to the TV. 

The first sex scene starts. The female is a petite brunette with smallish but firm breasts. Her stud is wearing a ridiculous knit sweater and blue jeans with his cock sticking out through his unzipped fly. She's on her knees sucking him off. After a short time, he pulls out of her mouth and shoots his load on her pretty face, a flashing memory of Big D busting his nut all over Gemma's face jumped into my mind-another intrusive thought of Gemma while I was in a sexual situation. 

While the movie scene was enjoyable to watch, that first bit of action was just what Madison said about being "overly oral." I really wanted her to like what we were watching, and I hoped it would get more diverse for her sake and for the future of us watching porn together.

The next scene has our same two stars paying a visit to Doctor Proctor's office, and it develops that the entertaining blow job is the extent of their kinky sexual activities. The kindly doctor tells them to broaden their horizons and try "the anal alternative." The couple finds this interesting, but they are "not sure." Soon, more sex ensues, oral, vaginal, and finally the female talent turns to her stud and says, "Let's try it!"

"Try what?" is his response, his nonexistent acting skills glaringly showing through the thin veneer of the shoestring plot.

"The 'anal alternative' he suggested," says the wife, with prick hardening precision. Her acting was better, or perhaps she just had the good fortune of reading a more effective line there.

"You mean?" responds the stud in a hammy, tongue-in-cheek way.

"Yes! I want it in my ass!" And as cheesy and contrived as this ridiculous dialog was, when the actress recited her line about wanting it in her ass, I got an instantaneous erection. 

The scene cuts to a shot of our heroine on hands and knees, the beautiful shape of ass adorned in fishnet stockings and garter belt. She braces herself to take several rock-hard inches of man meat to fill her rear end. The stud mounts her and slowly eases the head of his tube steak past the lubed ring of flesh. 

Watching the actress' perfect ass getting fucked had me riveted. I remembered I wasn't alone and snuck another peek at Madison. She was watching closely, gently biting her bottom lip, a subconscious habit of ecstasy and a telltale sign she was enjoying what she saw. 

Madison had told me in her own words that women were "sexual beings just like men," and that "we women masturbate just as much, if not more than men," and I believed her, having previously witnessed her masturbate both vaginally and anally. However, seeing her getting off to porn was a pleasant surprise. She'd suggested we rent some porno and hinted she wanted to, but I thought she was only doing it for me. Well, nothing is real until it's real, I thought to myself as I watched her hands move closer to her crotch. A stake was being driven through the heart of whatever doubt I had. Wow, she wants to masturbate to porn just as much as I do. That thought alone was enough to get me going. 

Watching this movie with Madison was definitely making me very horny! And then, suddenly, in a sultry, sexy tone, she asked, "Does watching this make you hard?"

"Yes. Very hard!" I answered. looking down at my now fully erect beef pole. I stood up to let my erection speak for himself, giving Madison an eye full of my "beautiful penis." "Yes, I love watching these," I confessed, swallowing the shame as I sat back down.

"I'll bet you would love to stroke that beautiful penis of yours to what you're seeing. And shoot your come all over my floor. You can redeem yourself by showing me what an obedient boy you can be."

"What? How?"

"I want you to stand up again. Stand up for me. I want to see you play with it. I want to watch you masturbate in front of me. I want to watch you do it and see your expression as you toss off," she said, and then she scorched me once again with those sexy eyes, the eyes that had a hypnotic power over me.

I did as she commanded. 

I arose and then placed my hand on the base of my cock and just kind of held it there.

"Lube up your cock and play with it for me," she instructed.

"Wha..."

"Don't ask questions. Do as I ask, please. I want you to jerk your cock now, while you watch these people having sex." I was turned on by this, especially the feelings of shame and stage fright of being watched. The rush of shame or conquering it, whatever it was, felt good, and I was in love with it. Madison handed me the tube of K-Y jelly, never taking her eyes off me, then she urged me to action with a silent nod of her regal head. The K-Y felt cool in the palm of my hand as I squeezed out a liberal amount and spread it over my entire prick and ball bag. This transitioned from applying the lubrication into full-out, full-fisted strokes up and down the entire length of my aching sex.

"Is this what you do when you're alone watching these?" Madison pressed, her voice thick, dark and sweet as melted chocolate. It set me on fire knowing that watching me pull on my dick made her horny.

"Uh huh," was my retort, as sensation was taking away my power of speech. On any normal day, the images on the screen would have been enough to get me off, but being watched while I masturbated took this to another level. I never had the chance to spank it to a porno movie in person, having always watched them with friends, sometimes in large groups, so "pumping one out" was never an option before. I'd only been able to masturbate to the memories of what I'd seen. 

"That's it, jerk it. I like watching you jerk off," she cooed. I continued to slide my hand up and down the shaft of my diamond-hard hog. I stopped when I felt myself nearing the edge of orgasm. I didn't want to come, not this way yet. 

Since Madison was watching and enjoying, I thought I'd ask a few questions of my own. "Are you getting wet?"

"Mmmm, yes, I've been wet since he started fucking her," she gushed, referring to the stud in the movie.

"I want you to undo your robe and show me your pussy," I said, using the word "pussy" eexclusively because that was the word we'd agreed on. It was a word that I was shy to use a few days ago, but now it flowed freely from my mouth. In slow motion, Madison reached down with both hands and parted the bottom half of her robe. The dark landing strip of pubic hair stood out against her creamy skin. "Now I want you to play with your pussy for me." Her hands inched toward her snatch, and she parted her cunt with her right hand and started to manipulate her clitoris with the fingers of her left. 

"So seeing her getting fucked makes you wet and horny, like it does for me."

"Yes, almost as much as seeing you beating your meat."

"Good! Are we enjoying ourselves?" She answered by stimulating her clit with more vigor, and the wet "tak, tak, tak" sound it made was her wordless reply. My nostrils were soon filled with the aroma of hot, fresh, dripping cunt.

I dropped down beside her on the couch. We both watched the sex unfold before us on the screen as we masturbated side by side. Every now and then I would give myself a break and just rub my ball bag with the well-lubricated palm of my hand so as not to come before I got to fuck Madison. At one point, we looked away from the screen and made eye contact. I continued to jerk my hog as we stared at each other, her lust-filled eyes along almost making me shoot my goo. I gave myself a rest and returned to watching the action. 

Outside, a driving rain had begun to fall, and the sound of it bouncing off the window panes created a cozy effect. The boom of thunder here and there drove home the ferocity of the storm, matched only by our passion-filled sexcapades. 

"I can smell your pussy juice; you must be close to coming," I said, and I wanted to touch her, to feel her skin, her warmth, next to mine. I put my hand on her thigh and slowly caressed it. Madison purred her approval, letting me know she not only liked the porn and my touch at the same time, but that she wanted more. In a slow but steady journey, my hand made its way toward her erogenous zone, and with my hand flattened out, fingers together, I reached for her sex triangle. My hand took over for hers, and I began gently rubbing her entire vulva. My middle finger, parallel with the crevice of her sex, was already soaked by her wetness. "Do you like what you see?" I asked as I spread her swollen pink cunt lips.

"Mmmmmm."

"Does his cock look good to you?" I asked, gesturing at the screen. 

"Mmmmmmm, yes," she hissed as I began to rub her "v" with increasing pressure.

"I bet you'd like a nice, big cock like that going in and out of you." 

"Mmmmmm."

"That looks so fucking good, it's getting me so hot." I proclaimed. In the movie, Doctor Proctor had joined some of his other patients, another couple, in their activities. Ron Jeremy's huge dick introduced a raven-haired beauty to the wonders of sex involving the rectum while the stud in the scene was fucking her honey pot: A double penetration scene that was the trademark of the original "Caught From Behind." It was a scene I wanted Madison to see, because I wanted to see her reaction. I was curious to know if an anally inclined woman like her would desire two men fucking her at once.

Have you ever had two cocks at once?" I asked. 

Her enjoyment of the visual feast and the physical pleasure of my hand rubbing her pussy slightly hindered her ability to speak. "Mmm, nuh, nuh, no." she managed.

"I bet you'd love it." I suggested. She was really into it now, and seeing the woman stuffed with cocks in two holes at once really had her going. "Would you want that? Two cocks at once?" I pressed.

"Yes! Mmm, yes, two cocks at once," she uttered.

"Would you suck one cock and let the other fuck your pussy?" 

"Nnnn, no. One in my pussy and one in my ass." This revelation gave me a slight pang of jealousy while also peaking both my libido and my curiosity. I was aroused by the thought of Madison being such a dirty, naughty woman up for anything but hurt somewhere inside by her interest in getting doubly penetrated. The thought of sharing her with another man both distressed me and intrigued me. I was sexually stimulated by that pang of jealousy just like my new found enjoyment of shame. Dismissing the negative part of the thought and embracing the sexy, fun part as fantasy heightened the mood.




Anal Summer Ch. 06



I looked at her. She was beautiful, sitting beside me on the couch, naked except for her black sheer robe with the fuzzy marabou trim. She sat upright, her perfect legs hiked up, feet apart and flat by her side, with one hand resting on one knee while the other hand fondled her own breast. I spread open the lips of her pussy, exposing its pink interior, glazed wet with her sexual juices. I felt a hand slowly petting my ball sac and then taking hold of my cock to jerk me off.

We sat there playing with each others sex organs and watching porn. This was really a wonderful moment, pleasing one another and watching nasty, naughty sex displayed on screen and shamelessly enjoying all the touching, the talking, the openness. The feeling overcame me, and once again I turned my gaze away from the screen and faced Madison. Our eyes met and locked on each other. I was staring into her sexy eyes as we masturbated one another.

I leaned in to kiss her but then pulled back for a long second.

"I want to put you over my knee," I said in a commanding, yet sexy voice.

"Why? What type of things do you want to do to me?" 

"I want to spank your bottom 'til it's red. And then I want to subject you to some serious ass play, until you beg me to fuck you."

"Mmmmm! That sounds delicious, Chef Lawrence." She obliged me and I felt her skin on mine as she let go of my cock to climb over my lap. Once draped over my leg, she turned her head to get a good view of the next sex scene of the movie. I lifted the bottom of her robe to expose her perfectly shaped buttocks.

"So you want two cocks, do you?" And before she could answer, I reached back, flattened my hand and swung at her. There was a satisfying, smacking sound when it connected with her exposed bottom.

"Ohhhh!"

"Here you are, watching porn and fantasizing about getting double stuffed with cocks-very naughty!" I let fly with another smack to her behind, this time to the other ass cheek.

"Yes! I would love to get fucked by two big cocks at the same time." 

I smacked her again. "I think if you keep talking nasty like that, I'll have to get you a third cock to stuff your filthy mouth with." 

"Oh, three! I would lo..."

Smack! This time, the blow caused the flesh of her hind cheeks to undulate and quiver. Those perfectly round globes of flesh were now flushed red from the impact of the spanking. Placing a hand on each buttock, I spread open her ass crack, and I was overcome with the urge to play with her fuck holes, and especially her rectum, while looking down at the magic ring of flesh in the center of her flanks. I remembered how I loved applying lube to her asshole, massaging it around the pink wrinkle of corrugated skin. 

Madison saw me reach for the K-Y Jelly I had placed on the end table. A quiet look of satisfaction crossed her gorgeous face, knowing that we were going to get very anal very soon.

I removed the cap and squeezed out an ample amount on my fingers, then began to prep her rear entrance by spreading a large glob over it. As I slowly inserted my index finger in her ass while on the television, the stud was prepping his woman's asshole for fucking as well, first with his tongue, then digitally.

In our short time as sex partners, Madison had made a few subtle hints that she wanted more rectal foreplay, or "ass play," as she called it, before our anal interludes, just some little hints when I would mount her and during pillow talk or some times while basking in the hot post-sex afterglow. Because it had been new to me and also because it was like a fantasy come true, I'd been eager to get down to business, and that may have been a slight disappointment to a woman so well in touch with her forbidden orifice. I wanted to give Madison all the ecstasy I could and to take our time and enjoy every second of our "process of pleasure." Now, having already been in her ass, I allowed myself the patience to just relax and give her everything she could hope for. 

"I want to see how many fingers I can fit in your ass while you're watching it happen on the screen," I told her.

"Ahhh, that would be nice." She now wore a smile of joyful anticipation and wiggled her beautiful bottom excitedly. This confirmed my suspicion. I had just cracked a code and won a point of approval from her, and her eagerness energized me just like telling a kid he could have anything he wanted in a candy store. Her nether region was mine to do with as I wished. I pushed my finger deeper into her tight ass. As soon as I felt her ring of passion adjusting to the finger penetration, Madison verbally confirmed what her anal muscles already told me as she shamelessly begged: "More! I ww-want mmm-more fingers up my asssss, uhhh, pulleassssse." 

I relished watching her pink and brown starfish pucker like pursed lips about to bestow a kiss as I withdrew my finger slowly. With my finger removed, her anus was now dilated ever so slightly, and I applied more K-Y to it. A large glob of the clear jelly slid like melting ice over the folds and wrinkles of soft anal flesh. I pushed it inside the tiny aperture my finger had created, spreading the lube around just inside the opening. Then I slathered my middle finger with plenty of the gel. Once this was done, I crossed my two lubed fingers, only with the tips aligned together, and inserted both into Madison's hungry anus. As they made their slow descent down into her dark pit of pleasure, I teased her cunt with my other hand. 

Madison was in complete ecstasy and still staring at all the fucking going on in the porno. I could tell she was savoring both the internal sensations and the white hot sex being performed in "Caught From Behind" before her. As she and I watched and played, Ron Jeremy (a.k.a. "Doctor Proctor") was now ramming his giant rod into the ass of yet another beautiful starlet. 

"Look at that ho getting fucked in the ass! Does it look good to you?" I asked.

"Of course it does. Ohhh, uhhh, I want you to stretch my ass further, uhhmm," Madison moaned.

"What?" I answered, knowing what she'd said but enjoying the words so much I wanted to hear her say them again. 

"I want you to use more fingers and stretch my ass open more. I really want to feel open and stuffed back there!" Her backdoor looked so inviting that I wanted to bury my prick in her immediately, but I held back and lubricated my ring finger instead and used all three to coax open the pathway to my sexual Valhalla. 

And then I worked up an idea. I would lube up my entire hand, compress all five of my fingers into the shape of a cone and slowly penetrate her with them all. The gape of her sphincter was larger than I had seen it before, and I could tell she was relaxed and waiting. My five fingertips were up against her bunghole, and all five slid into her with ease up to the first knuckle. Just then her hand reached back and grasped my wrist. She guided my hand into her rear deeper and deeper, and after a few short pauses it was almost completely submerged into her rectum. I marveled at what her ass could accommodate! "How does that feel?" I asked with the awe and wonder of someone who'd just seen the sun for the first time.

"Wonderful! I'm in fist heaven!"

"Good. Now, continue to stimulate your clit." 

After a few minutes, Madison moved around, adjusting her position slightly so she could give me some head. She took my manhood into her mouth. I couldn't believe she was able to suck me with such skill while my hand was inverted in her ass. She was just getting into the rhythm of an amazing blow job when I stopped her as I neared my nexus. Madison looked puzzled. "I want to save it for your ass," I said. Without a word, Madison stopped and stared at me, shocked as if her mind had been read and her deepest desire had been revealed. I could tell I'd hit the right note once again and that it was the sexual song she wanted to hear. Her blank expression barely hid her internal ecstasy.

"Like I said, I'm going to pound your butt hard all night." She digested that and finally broke her stare and just rested her head and watched the porno with my fist still in her bum. We lay there in a sweaty heap of sexy flesh, both near the apex, watching "Caught From Behind II," every now and then masturbating each other to keep ourselves on that orgasmic edge.

"Do you see what your cock is like compared to the men in this movie?" she asked.

"Um, I wasn't concentrating on the cocks, to tell you the truth."

"Well, do you see how much more attractive yours is compared to theirs?"

"I guess. I don't find cocks attractive at all."

"Your cock is every bit as big, but it's a thing of beauty as well. You have the perfect cock."

Wow! This was the second time Madison complimented me on my cock, and I was tickled pink about it!

"And you are way better looking and in much better shape than any of the males in this movie. There really is nothing handsome or attractive about them, other than their big, fat cocks." Madison dragged out the last three words as if underlining the dirty parts. She paused briefly and shot those sexy eyes at me and said, "You have got it all over them in that department as well."

"I should go to Hollywood and get paid to fuck beautiful women," I said with a smile. Madison smiled back. "You know, my penis isn't the only beautiful thing around here. You, Madison Foss, are pretty awesome, too," I remarked, not wanting to sound too lovey-dovey and scare her but wanting to pay this carnal conduit of sexual joy a well deserved compliment.

"Enough talk," Madison announced abruptly. "I want your cock. Now! And I want it in my ass!" She was still over my lap with an assfull of my right hand when she turned on her side, slowly bent her knees, reached back and took hold of the wrist of my fisting hand. It was with the care and precision of a tightrope walker that she slowly pulled my hand out of her naughty pleasure passage. Her yawning anus gaped wider than I ever suspected was possible-you could have looked up inside her-and it was framed by her perfect ass cheeks that were still glowing pink from the punishment they'd received.

"Spoon me," she said, and I lubed up my cock once again and slid myself between her and the back of the couch. We were now spooning with me behind her, and I propped myself up on one elbow to anchor myself and get some leverage to my hips in order to fuck her ass properly. My jism engorged cockhead effortlessly slithered deep into her rear joy hole. Madison's backdoor to heaven was so open I was balls deep inside of a second, her rectal muscles showing little or no resistance to my intrusive dick.

Just like the astronauts from Apollo 11 had inserted a flagpole into the moon and claimed it, I buried my beef pole into Madison's moon. I had done this in our last anal session, and it had worked for both of us. I loved having her as a fuck buddy, and she made me feel good. But I didn't think I'd ever want to share her. It occurred to me that I could test the water to see where we were as a couple by asking a question. If it didn't go well, I could just say it was "Dirty talk" and not an inquiry into our relationship: "Whose ass is this?" I insisted.

"Mmmmmmhhhh!"

Smacking her buttock with my free hand, I demanded again: "WHOSE ASS IS THIS TO FUCK?" I launched my pelvis into her bum full speed to emphasize my need for an answer, the wet slapping sound of our sweat-drenched bodies made when they collided was loud and echoed by the sound of my seed bag smacking against her dripping wet twat. "Tell me it's my ass!" I ordered.

"Uhhh, Ohhh, it's, uh, my ass," she responded. Was she deliberately being difficult, or did she just not get it? I unleashed another hell's fury fuckstroke, this time hitting so hard she almost came "AHHH!" was all she emitted.

"Tell me. Whose ass is this for the fucking?" Before she could even think about answering I humped again as hard as I could. "Now tell me it's my ass!"

"Ahhhh, it's my ass." 

"No! Say it's MY ass!"

"It's your ass." I rewarded her compliance with another hard plunge.

"Whose asshole?"

"Yuh, yuh, yours."

"That's right! This is my asshole to stretch and fuck with my 'beautiful cock.'" I could clearly see her rubbing her clitoris as I slammed her. 

"Whose asshole is it?"

Slam!

"Yours! It's your asshole to fuck, uhhh, fuck, fuck it!"

"Very good! And as a treat, I'm going to fill it up with hot cock cream!" Madison began to convulse in orgasm. "Tell me you love having my cock in your ass!" 

"I uhhh, oooo, l-l-love having your cock up my asssss ooooooahhhh! I LOVE IT!"

"Your ass feels so good!" The sensation was different but equally good as before. Her rectum was so wide and loose, but deeper and more accommodating fur furious balls-deep fuckstrokes. I was humping her hiney so hard I thought my balls would fall in, too! Her rectum pulsed and spasmed as she came, and I exploded with satisfaction as I squirted load after hot, creamy load deep into her bowels.

We collapsed in a ball of intertwined limbs, bodies, and sweat.

When the morning came we showered, dressed, and I headed out. Madison had to do some work from home that day, so I wanted to get out before her conference call began. I downed my coffee, kissed her goodbye and left.

As I closed the front door behind me, I heard someone in heels descending the stairs from the floor above. The first thing to come into view was a pair of heels and lovely ankles. As the mysterious feet made their way down, I saw them connected to a terrific set of legs, then to an hourglass body dressed in a short, business skirt. Then, finally, a familiar face: It was Kate, Madison's sexy friend. "Hi," I managed to say in half surprise.

"Well, hello, and good morning to you!"

"I didn't know you lived here."

She smiled. "Madison didn't tell you? She owns the first floor. I own the second, and we share the roof deck."

"Wow! A roof deck. That sounds nice. The view must be awesome up there."

"It is. Now, tell me, did you and Madison ever figure out just who her ass belongs to?"

Suddenly, I felt faint, embarrassed, and totally blindsided. Kate continued to walk down the staircase to the landing I was on, now eye to eye with me, her pretty face close to mine, kissing distance, so close I could smell her perfumed hair. "These ceilings are paper thin, sorry. But don't worry, you and your 'beautiful penis' and all your sexy secrets are safe with me." 

She adjusted my shirt collar, lightly caressing my shoulder in the process. I could have been knocked over with a feather. Then she winked and sashayed her way down the hall, proudly waving her lovely ass like a banner.