My First Mistress Pt. 01

Part 1

I grew up in central Texas, in an extremely religious household. My father was a traveling Pentecostal Preacher, who shouted fire and brimstone from the pulpit and from his armchair at home. Avoiding sin was an enormous part of my upbringing. I'm sure it warped me, sexually speaking, but there you have it. He died when I was a senior in high school, and my mother loosened the reigns a bit, but I was still pretty naïve and unsure of myself when it came to women. My father had been a hard man, full of fire and brimstone and utter disappointment that I wanted to sing instead of preach the gospel. He was also an unreasonable and demanding sonofabitch with a penchant for knocking me on my ass when I spoke up for myself or was rebellious in the slightest. My mother was much less harsh, and was very good and kind to me, but her religious beliefs ruled all things, even after my father passed away and she lightened the rulebook a bit. There was no sin allowed in our home. No talk of sex or healthy relationship advice. As far as I had been taught, sex outside of marriage was a sin, and anything done solely for pleasure was the road to damnation.

After my father passed, I started singing in a rock band, and was getting quite a bit of attention from the girls, but I'm afraid I was quite the disappointment to several of them, having zero knowledge about how to please a woman or how great sex can be if everyone is having a good time. All that changed the summer before my freshman year of college.

My mother had this friend, named Tina, who was much younger. Tina was around 34, and my mother was in her early forties, I think. The woman would flirt just enough with me to turn my face red, but I just always assumed that she was just messing with me. I had known her for about a year and she had always gone out of her way to flirt with me or make suggestive comments, just out of earshot of my mother, and she always got a big laugh out of how red my face would turn or how discombobulated I would get over her antics. Now understand, this was some frumpy old biddy like the rest of my mother's friends. Tina was extremely attractive. She was about 5'1", slender but not scrawny, a pretty face and a nice body. She probably wore a C Cup, and I loved watching her walk away in tight jeans. Tina was the kind of woman that looked sexy in a sundress or jeans in a t-shirt. She always had an inappropriate demeanor, and could be quite irritating when she would get started on me. Still, I had a crush on her just like any other guy who knew her.

Almost a year after my father died, in the summer before I turned 19, Tina's washing machine broke. Tina was a single mom, struggling with raising her son and paying the bills, so my mother offered the use of our washer and dryer. Tina was off on Tuesdays and Thursdays, so she would come over during the day while my mother was at work and get her laundry caught up without getting in my mother's way. I was usually working, too, so I never saw her, either....but then the band I was in got a running gig, and I quit my day job...

It was early July, and I had stayed out late the night before, so I dragged myself out of bed around 11am. I jumped in the shower, and having the house completely to myself, I simply wrapped a towel around my waist and was walking through the house when I came around the corner and there was Tina. I almost jumped out of my skin, but just managed to catch my towel before it came completely off. There I was, naked except for a fistful of towel in front of my privates, standing before a woman who loved to embarrass me. I blushed from head to toe, I'm sure.

So there I am, standing in front of Tina completely naked, clutching a towel to my groin, and she is just looking me up and down like a piece of meat. She chuckled and said, "Well, well, tall, dark, and handsome, fancy meeting you here."

To be clear, I am not tall. It was one of the things she said to make me uncomfortable. "I was just looking for a towel," she quipped, "Can I borrow yours?" I could feel the heat rising in my face. I stuttered something unintelligible and tried to rush past her toward my room but she stepped in front of me. "Now, where are you off to? I'm lonely, and here you go running off. That's not nice at all!" I mumbled something again that probably wasn't even a language as I felt my face getting even hotter. I started to fumble with the towel to wrap it around my waist, and she reached out and grabbed it. I started to yank it away from her but realized I would definitely lose the whole towel if I did so. We just stood there, looking at each other for a few seconds, me clutching the towel to my groin, her with her tiny fist balled up in the towel..."Drop it or I'll tell your mother I caught you jerking off," she said, steel in her voice and her eyes.

"What?" I asked, unsure what she had even said. I couldn't comprehend it.

"I said drop it, let me see what you're packing. If you don't, I'll tell your mother that I came in and you were watching porn in the living room and jerking off." I was flabbergasted. Surely she was just playing. This couldn't be real.

"Ha ha, Tina. Very funny. Please let me have my towel." Even I could hear how nervous I was.

"Drop. The. Towel. Now. If you don't, I promise you that I will tell your mother that you were watching a porno on the VCR and she will lose her shit on you."

I had never had an adult talk to me like that before. Not to threaten me with bullshit, anyway. I was completely astonished. "Think about it. How would Renee act if I told her that. She would never believe anything you said about it. I want to see that young body of yours. Do what I said. Now!"

I jumped a little when she shouted that last word, and dropped the towel. She stepped back and smiled, and it was such a terrible and wicked smile. Her eyes glinted as she looked me up and down like a fat lady eyes a buffet. "Come here," she said, and turned and walked into the living room, her pretty little ass swaying in her summer dress. I remember that it was yellow, with a small print all over it, maybe a flower or something. Even under duress, I couldn't help but look at her ass when she walked.

She turned and sat, in an almost formal manner, on the couch. She beckoned me forward with her finger, and then said, "Stop. Turn around. I want to see that tight butt of yours."

I simply did as I was told. "Turn back around. I want to see that hot young cock of yours again." Her tone was vicious. Understand, I was not aroused. I was terrified. I had never experienced anything like this, and it just felt like she was being cruel, but I did as I was told.

She sat in silence and just stared at me, ogled me, even. She would look me in the eye and let her gaze drop to my flaccid penis, then smirk. After a few minutes of this, I finally asked, "Can I please go get dressed now?'

She smirked a little, and then she looked thoughtful for a few seconds, "Do you have any porn?"

Again, my experience denied me comprehension of the situation. I stuttered and then said no, but as soon as I said it I knew that she could hear the lie in my voice. "Go get it," she said, "I want to watch it."

Suddenly, the situation felt different. My cock, being young and having its own mind, lurched a bit. She noticed, and just smirked that little smirk, "Seriously, go get it, it will be fun."

As I started toward the bedroom, she reached out and grabbed my wrist, not gently, and said, "Don't even think about putting any clothes on." I nodded and went to my room to get the much worn Porn VHS tape that I had stashed in my closet.

When I brought it back into the living room, my cock lurched again. She was still on the couch, still in her dress, but her bra and panties were folded neatly on the coffee table. I stopped, right next to her, and my now semi-erect penis was about a foot from her face. She turned and looked at it for a few seconds, and said, "I figured that would get interesting, sooner or later. Pop that tape in and let's see what kind of pervy shit you're into."

I started toward the television and she slapped my ass, hard. "You better say 'Yes, Ma'am' when I tell you what to do."

"Yes, Ma'am," I mumbled as I moved toward the television. I couldn't help but notice that my cock was more erect than it had been before the slap, and I am still curious about that to this day. Is it the person slapping that causes the arousal? Is it something we have in us already? I still don't know.

I turned on the television, popped in the tape, and pressed play. As the introduction came on, advertising all kinds of sordid movies one could order by mail, she said, "Come stand by me. I want to see that hot young cock get hard."

By this point, I was assuming I was going to get laid, but the situation was so bizarre that I wasn't positive I would be able to perform. All of my anxieties and insecurities about sex were racing 100mph through my head, but I went and stood by the arm of the couch as I was told. She grabbed a handful of my ass and squeezed, her nails digging into the flesh of my buttocks, and watched as my cock sprang to full attention. I wasn't sure why it did so, whether it was a woman's touch or the pain. "You didn't say it", she hissed menacingly.

"Yes, Ma'am", I squeaked. She chuckled a little and then focused on the video as the movie began. It was a cliché tale about a plumber or pizza delivery guy coming over to a buxom young blonde's home, and it didn't take long for the usual music to start and the usual stuff to start happening. As usual, my cock became engorged. She glanced away from the TV and looked at my rigid member jutting out from me like a weapon. She smiled and asked, "Is this the part where you usually start beating your meat?' She laughed at my embarrassment, then asked, "Have you ever watched a woman get herself off?"

All the blood in my body rushed to my already rock-hard cock at that. "No, Ma'am", I mumbled.

"Well, I'm getting turned on. I'm going to play with myself, and you can stand there and watch, but don't be a pervy little shit. No touching yourself, do you understand?'

I nodded, and she smacked my ass again, very hard this time, causing my erection to bounce up and down like a spring board, "Say it", she almost spat the words at me.

"Yes, Ma'am", I whined.

Without another word, she began to put on a show that has yet to remain unmatched in my experience. She rubbed her thighs through her cotton dress, sliding her hands up to squeeze her breasts, sliding one hand up her neck while slipping another between her legs, folding her dress into her crotch as she did so. She carried on with her hands roaming over her body for a while, at times watching the hot and heavy action on the television, at others staring at my throbbing erection.

She pooped open the three buttons at the top of her dress and began to reach in to caress her breasts, bucking her hips toward the hand that still clutched the fabric of her dress between her legs. Slowly, she began to bunch the fabric up with her fingers, until I caught a peek of the short, curly hair that adorned her most secret place. She pulled open the top of her dress, exposing a perky breasts with an erect and very dark nipple and began to tug on it, more violently than I would have ever dare to. I was mesmerized.

Suddenly, she turned toward me a layed back on the couch, throwing one leg up on the back of the couch and the other toward the front edge, hiking her dress up above her waist as she did so, exposing her swollen lips and wet pussy to me completely. She rubbed her clit furiously as she squeezed her uncovered breast, bucking her hips toward me, her eyes closed and her lips pressed together. Suddenly, she cried out, and began to thrash wildly, squeezing her legs together for a second and then spreading them wide and she brought herself to a resounding climax.

She lay there quietly for almost a full minute, breathing hard, her eyes closed. "What did you think of that", she asked.

My throat was dry, and I croaked, "It was amazing."

She laughed, a normal laugh, not unkind. "I've got to get my laundry out of the dryer and get home."

She stood, and looked me in the eye as she ran a sharp fingernail up the underside of my fully engorged member. I almost came right then and there. "I'll be back Thursday. Oh, and here. Jerk off with these, if you like." She handed me her sexy little red lace panties from the coffee table. With that, she went out to the laundry room, took her things from the dryer, and left.

I think I came five times that night.