Author's Note: This is a continuation of the Denny chronicles. Thanks to those readers who have continued to support me through your votes and e-mails. Keep 'em coming. I look forward to reading your comments and suggestions.
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I watched the rounded buns of the stunning redhead straining against the tight confines of the beige skirt and immediately started to follow her. I had been sitting in the local coffee shop having my second cup. I was lonely and feeling sorry for myself having to spend my summer vacation here in this strange city of Toronto when she had walked in. Everyone in the place noticed her. She had a habit of shaking her long and straight hair away from the front of her face. Her green eyes sparkled as she placed her order and the young, pimple-faced geek behind the counter was mesmerized by her beauty.
Once she had her coffee she stood at one of the side counters and read the newspaper that she had been carrying. She placed one of her high-heeled ankles up on the rung of the empty stool. This accentuated the curved calf muscle and caused her already short skirt to rise higher up her muscular thigh. My cock stirred and I had to readjust it for comfort.
She seemed to be perusing the classifieds as she had circled several ads in bright red ink. I wondered if she was job hunting or room hunting. I hoped it was the latter as I was the spending the summer helping my 50 year old aunt look after her local rooming house while my no-good uncle spent the next 6 months in jail on an assault charge. My aunt had placed an ad advertising 2 new vacancies which were available right away but so far there had been no takers. But perhaps I should go back to the beginning to explain how I came to be here in a strange city lusting after a complete stranger.
I had moved back home after a brief spell of dormitory living at the local college. The reasons were obvious. Free rent. Free laundry service. Free food and more importantly all the sex my mother and I could sneak in when my father wasn't around.
In addition, my mom and I had an arrangement with her best friend and my former teacher and godmother, Barbara Hoey, which allowed us to use Barbara's apartment any time we wanted. The only catch was that she got to bed either or both of us whenever she was there.
One afternoon before Dad came home from work, Mom and I were going at it in the master bedroom. I had already gotten her off orally and she had just brought me to the brink with her experienced tongue when she caught me off-guard just as I was about to stick my dick into her hot cunt.
Out of the blue, my mother, while holding my stiff organ, blew my concentration by bringing up my dad's sister, Beverley, and the troubles she was having because of her jailed husband.
Now, don't get me wrong. I love my Aunt Bev. I even liked Uncle Bob although he was one tough son-of-a-bitch. More than once he had scared the beejesus out of me with his irrational behaviour and his temper. I knew that he had been sent off to jail for another one of his bar room fights and that Aunt Bev was trying to operate their rooming house in Toronto all by herself but surely now was not the time to discuss her marital troubles. After all, there's a time to talk and a time to fuck. Even my hardened shaft knew what time it was now.
Unfortunately my Mother was for some unseen reason denying me access to her promised land until I had agreed to go to Toronto to help Aunt Bev survive the summer without 'that bastard', Uncle Bob. She said all I had to do was look after all the handyman stuff and since I would be home from college for the summer, the timing of the jail sentence worked out perfectly. Aunt Bev needed help if she was going to keep all the rooms occupied so that she could stay ahead of the mortgage company. She couldn't quit her salaried job and couldn't afford to hire a professional landlord. Family help was needed.
I was in no position to really argue as my mom held my rod, already leaking pre-cum, with one hand while her other hand had a firm grasp of my testes.
"Please Mom! Let me fuck you and then we'll talk, okay?"
"I want your word that you'll go, Dennis, " she demanded.
"But Mom. What about us?" I countered to no avail as my mother had obviously already planned this out.
"Don't you see, son. We're taking a big risk here. If your Dad ever found out, he'd kill us. The only difference between your Dad and his older brother is that your uncle keeps getting caught. Your Dad has always been able to buy his way out of trouble. Besides that, if you're in Toronto, I can come up to visit you every couple of weeks without raising any suspicion. " All the while she was saying this, she was pulling on my rod.
I knew that I wasn't going to win this argument and I was almost ready to explode in her hand when I finally acquiesced. At that stage I would have agreed to anything just to find release. No sooner had I agreed when she pulled my quivering manhood deep into her cunt and wrapped her legs around my hips drawing me even deeper into her.
I plowed into her body like a ravenous man attacks a hamburger. In and out I drove my pride and joy. Minutes later Mom started to scream my name over and over.
"Denny!!! Oh!!! Oh!! Denny!!! Fuck me!!! Fuck your mommy!!! Holy. . fuck!! Stick that fucking cock into your momma little boy!!! Show your momma what a man you are!!! I'mmm…cummmminnnngggg!! Denny!! I'm … oh…. oh…Cum in me you…motherfucker! Oh. . oh…fuckkkkk!!!!" With these words she bucked her hips up off the bed she shared with my Dad until my drives smashed her back down on to her back. Spasm after spasm jerked through her body as she orgasmed over and over.
While my Mom was having her multiple orgasms I was still driving towards my own impending explosion. I grabbed her legs and threw them over my shoulders so that I could bury my staff even deeper into her pussy. All pretense of trying to please her was gone now. I pushed deeper and deeper into her striving for that tumultuous release that I needed. The teasing had forced me to hold off longer and now I needed to make her pay. I was a man on fire and I started to feel the cum building up in my balls which amazingly she was still grasping.
"I'm…cummmiiiiinnnngggg!!! Mommy!!!! I'mmmm…gonna…. shoot…oh. . shit!! Here…ittttt…cumssss…Mom!!! Take…it…. all…you…fucking…slut!!!"
Before I had even stopped spurting, my schoolteacher mother had pushed me over onto my back and had attacked my glistening knob with her mouth, swallowing the last few spasms of seed. She used her tongue to clean my now deflating organ and smiled up at me through her sparkling eyes.
"Don't worry Denny. Toronto's a big town and there will be plenty of women there that will want to feast on this lovely morsel. Just don't forget that when I come down to see you that you have to save some juice for your mom. "
The day after college ended I was on a bus to Toronto and after five days of not finding anyone to share my 'lovely morsel', I was hornier than a teenager. Well I guess that wasn't too surprising since I was still a teenager and would be for another two months. Which brings us back to my ogling of the young beauty in the coffee shop.
I hadn't seen much of my aunt that first week as she was working at her real job in the fashion industry so when I had my daily chores done, I would head down to the local coffee shop to scope out the local talent. That's where I was when this vision had walked into my life.
Finally she wiped her pretty little chin and strode out of the shop with me not far behind. The swaying of her hips from side to side was in concert with the clicking of her high heels. Following her, I realized that she was headed in the direction of my aunt's place and I wondered if we could be lucky enough to have her as a tenant She stood about 5'8" tall and from my teenage years as an expert at ogling girls and women, I pegged her measurements to be a voluptuous 38C-24-34 and she appeared to be around 30 years old.
Incredibly she stopped in front of my building and after looking around she climbed the front stairs of the 3 storied brownstone. My heart rate increased with the sight of her long legs climbing the stairs. I raced up the steps so that I arrived at the front entrance just as she was about to open the door.
Ever the gentlemen I held the heavy wooden door open for her and introduced myself as the handyman of the building. Hoping to hear the answer that I was praying for I asked her if she was here to visit someone in the building. Her alluring, sensuous voice oozed sheer sex appeal and raw sensuality when she asked if there was still had an apartment available. And that, my friends, was how Maggie Martin, showgirl, came to be a resident in my aunt's humble abode.
After she moved in I would see her only briefly as she left the building to go to work around 7 p. m. and then return around 3 or 4 in the morning. She kept to herself and seemed to be quite the loner. When I tried to engage her in conversation she would ooze sex but then would skidaddle away. The only sign outside of her room that she was even a resident was the time that she left behind some of her silk underwear in the laundry room. Needless to say I felt the return of such an item was deserving of my personal prompt attention. Hoping to be invited in, I was sadly disappointed when she thanked me and quietly closed the door in my face.
Never had I been rebuffed so obviously and it irked me that I wasn't able to get anywhere with her. Back home, ever since losing my cherry to my best friend's mother, I had always been successful at finding a willing sex partner – some old and thankful, others young and teachable.