Sunlight blasts through the windows as I stutter awake still exhausted from the night before. My throat has a salty aftertaste in it and it hurts like hell.
"What happened?" I said in a stupor.
And almost as if it heard my question, my phone rang.
"Mikey, come downstairs. It's time to start your new chores." The sweet voice on the other end beckoned me, and like a tidal wave, the nights before came crashing back to me.
***
Every girl I had ever slept with left happy. They came hard, smiled at me, and would try to please me, but nothing ever happened. No matter how hard they tried to suck my cock or let me drive my dick in their pussy. I never came. No matter how beautiful or how sensual they were with me, nothing, EVER, came out. I've got a pretty respectable 6 Inch member, a body built carefully over months of hard work, and I have enough stamina to make the ladies cum, just no one has been good enough for me. In 21 years of life and 4 years of college I was still unsatisfied, no woman I slept with or wanted to sleep with had made me cum, at least... not in person.
There was one girl though, more a woman actually, my mom. Tall, at just over 6ft, a beautifully fair-skinned, blue-eyed, slightly overweight brunette in her 40's named Annie. She has taken care of me all my life and even pays for all the things I've ever wanted, hell she even paid my college tuition fees in full. Being a manager for a big accounting firm has its perks I guess. But I could never get over how beautiful she was. Her massive L cup breasts would jiggle with every small movement she made. Nice wide hips, and with an ass that wobbles with every step, she has no shame in showing it off. She wears beautiful long flowing dresses that show off her tits and ass in the best kind of way and she knows it.
When I finally finished college with my bachelor's in English Composition, I hit a wall. I was depressed and didn't ever leave the house, but Mom was there. She hugged me as I cried and told me it'd all be okay. She promised to support me for as long as I needed, and she was happy to do so.
There was something about that, the sweet octave of her voice, the warmth of her grasp, and the softness of her body was exactly what I needed, in every sense of the word. Almost every night after dinner I'd masturbate to the images of her that dance in my head. Images of her cooking or cleaning, watching her massive chest heave up and down as she went around the house, or of her plump ass wobbling, all of it made me so horny.
But no matter how much I came to thoughts of her, I could never cum to any other woman. I started to fear that I would never cum without masturbation, that was until last night, with one fateful encounter.
It was a beautiful dinner of steak and mashed potatoes, exactly what I needed after a long day of sitting around drooling over Mom's figure.
I began to retire to my room when I heard my mother's silky voice. "Mikey, I love you, you know that?" she said in what was almost a whisper to me.
"Yeah Mom, of course, I know. I would never forget," I had to respond in an almost worried tone.
That response seemed to cheer her up. Her face blushed and she said a bit louder, "Have a good night love bug!"
Oh, little did we know what a night it would be.
I laid sprawled out on my bed, cock throbbing hard as it pitched a tent in my gym shorts. I started the average routine, nothing special, just a guy and his cock jacking off to his mother, nothing weird about that. Except that, for whatever reason, my fingers wandered to my backside and tried to explore my prostate. I sat face down on the bed with one hand on my hot throbbing cock and two fingers up my virgin asshole. My fingers jabbing at my prostate finding the best way to hit it. It had to have only been 13 minutes into my "session" when I heard the door creak open.
"Mike sweetheart, I have your laundry here. Oh shit!" She dropped the laundry basket and stood there in awe.
"Mom, leave!" I had to sputter out as my face had turned as red as a tomato, flushed with embarrassment and the leftover heat of teasing myself but not completing.
She ran down the hall and I slammed the door shut still red in the face.
"Well fuck," I sighed as my boner had now died down and my balls had gone blue.
It wasn't just shame that filled my head, it was embarrassment when the only woman I found attractive saw me naked, and I didn't have the balls to ask her to suck mine.
I didn't get a wink of sleep that night, and for 3 days the tension between me and mom was palpable. Every dinner was silent and besides meals and going to the bathroom I didn't leave my room.
"Michael, we need to talk," my mother said to me right after another delicious dinner.
This was bad, she hadn't called me by my full name since I broke a vase aged five.
"Okay Mom, I'll be down in a minute," I forced myself to respond in a tone that sounded cheerful.
After centering my mind I headed downstairs and saw my mother sitting on the couch. I could tell she was worried, but I couldn't help notice how beautiful she was. Her hair long and flowing and her breast heaving up and down with every breath she took, her face red as mine was just 3 nights before and her hands nested in her lap, I was starting to get erect and had no idea what to do. I sat down and waited for her to say something, it felt like an eternity then all of the sudden,
"Michael, are you sexually frustrated?" her eyes didn't meet mine as she said that, and good thing too, because my face was now as red as hers.
"Wha- Wh- Why would you ask that mom?" I shakily defended my slowly breaking pride.
"Because Mike, I can tell! Every week at least one girl leaves here and she smiles so brightly, while you have that same fake expression on your face," she said in a tone sweeter than any honey, but with a twinge of concern sprinkled in.
"Damn, she's good," I guess my mother can tell when my face is a lie.
"No one ever comes back and after that night, I could tell you might be looking for... something more," when she finished I gazed up and her whole body was shaking and her face was redder than ever.
I had to respond, "I mean... yes mom. I am frustrated, okay? I haven't finished with a woman ever! Is that what you wanted to..." I stopped suddenly.
Her hand met mine and I was at a loss for words, her face was... abnormal, full of regret and shame, but also lust. It was there and on top of all of her other emotions.
"Can I show you something, Mikey?" My previously shy mother was being very, very forward.
"It's been years since your father passed, and ever since then... I haven't had a release, not once in over 1000 days. Mikey, let me pleasure us," she said with a face still red, but with eyes that had a fire lift behind them.
To say I was stunned was an understatement, I was harder than steel and could feel everything that I had ever hoped for coming true. What was I to do? Should I reject her? What if I say yes? I know, I'll respond cool and collected.
"I mean... sure mom. Let's do it," I answered through my shaking jaw. When I went to unbuckle my jeans, I heard a snicker.
"Baby boy, that won't be necessary."
The woman whose face was looking at mine wasn't loving, it wasn't caring, what it was, was needy, and willing to do whatever it takes for a long-awaited release. This can't be my mom.
I was flabbergasted but... whatever, "Okay Mom, I'll sit here and you can start it all," the previous cheerfulness in my voice being replaced by shame.
I sat down and she started to undress, and that's when it happened. For the first time, I saw what made my mom so special. Towering over me was a beautiful woman, with breasts larger than my head, and nipples that were pinker than any I'd ever seen, but what was lower, that's what caught my eye.
Strapped to the side of her right thigh by a thick leather strap, was a thick, veiny cock. To call it huge would be a massive understatement. It went all the way down past her knee, and it was soft. The head was as thick as a two-liter bottle and the rest almost just as thick! It was strapped there throbbing, almost as if it was taunting me. With every throb, clear jelly-like liquid squirted out the top of it. I must have been staring for days, cause when mom broke the silence it shocked me.
"Oh, do you like it, Mikey? Here, let me show you how 'impressive' it is, at this stage anyway," she chortled out and reached into the side table and pulled out a tape measure.
After some fiddling with it, she managed to pull the tape to a number which made my eyes almost bulge out of my head.
"There we go, Mikey. Soft my Lady meat is 19 inches long," pride covered her words like sweat covered my brow.
