Milf Hunter: How It All Began - Cover

Milf Hunter: How It All Began

Copyright© 2011 by Silkstockingslover

Chapter 1

Erotica Sex Story: Chapter 1 - A young guy has a taste of his first MILF: hies ex-teacher.

Caution: This Erotica Sex Story contains strong sexual content, including Ma/Fa   Consensual   Exhibitionism   Teacher/Student  

I am a MILF Hunter. Now although I do occasionally fuck some young college girls my age, I focus on women of experience.

Now I should note, not to brag or anything, I am very blessed. I am 6 foot 2, 220 pounds of pure muscle, black hair, brown eyes and a very respectable 8 and a half inch cock. I was an all star receiver in my high school career and was very popular. Now in my fourth year of college, I am a starter for my college football team and have dated many very hot women in my past, but they always seemed so artificial.

My first two years of college were really great. I got a football scholarship to a good school, was a starting receiver and got excellent grades. I also had great success with the ladies, having slept with over 30 coeds. But my personal view on sex changed dramatically during the summer between my second and third year. I had returned home for my summer job and was at a club hoping to get laid when a simple moment changed me forever.

It was late and I was just accepting I wasn't getting laid when I noticed Mrs. O'Conner, my grade 12 Math teacher with a couple other ladies. She gave me a smile when she noticed me and waved me over. I went over, bought the ladies a round of drinks, and just was my usual funny self-confident me. I jumped slightly when my sexy 40 something teacher but her hand on my leg. I was more surprised when it slid up further. My cock got hard in my pants, but I was sitting in an awkward spot and had to adjust. As I lifted my butt up to adjust she noticed and whispered in my ear, "Is that shuffle because of me?"

I blushed and said coyly, "Maybe."

Some slow song began in the background and she said, "Come dance with me Darian." She then grabbed my hand and led me to the dance floor. She was wearing a one piece red dress, black pantyhose and red high heels. She looked amazing. (I should also note I had or have a fetish for stockings and pantyhose and girls my age seldomly wear them) She pulled me close, her breasts crushed against my chest and breathed into my ear, "Darian, do you find me attractive?"

I grunted, "Yes," greatly distracted by her breath in my ear.

"Darian, I have wanted to fuck you ever since I saw you here tonight."

I coughed in surprise. She looked at me and said, "Do you want to get out of here?"

I nodded yes and she said, "Let's go."

I followed her out and she hailed a taxi. Dressed as she was, a cab pulled up in a heartbeat and we were in the backseat. She told the cab driver an address and then shoved her tongue down my throat. Her hand slid lower as she kissed me passionately. She began unbuckling my belt when the cab driver came to a stop. She paid the driver and we entered a nice house. As we entered, I saw a big picture of her with two girls about seven and nine years old. Nowhere was there evidence of a man. But before I could inquire she was already pulling down my pants. Before I had time to even think, her mouth was bobbing up and down on my cock. All the girls I dated it was a chore to get them to blow me, and here was my old teacher devouring my cock. She took almost all of it down her throat and was doing something I can not even begin to explain with her saliva.

In only a couple minutes I felt my orgasm coming and said, "Mrs. O'Conner, I am going to cum soon."

She kept sucking, faster now, and I shot a full load of cum in my ex-teacher's mouth. She kept bobbing, retrieving every last drop of my semen. I was 21, so not surprisingly, my cock stayed stiff in her mouth. Only two girls had swallowed my cum and both had complained, so this was a revelation. She finally quit and looked up at me and said, "Are you ready to fuck me?"

I pushed her on the ground and was greatly surprised to see she was wearing stockings and a garter. I pulled off her skirt and then slid her thong to the side and went down on her. She moaned the second my tongue touched her and I began to please her. I love eating pussy and considered myself to be pretty good at it. She seemed to agree as she began moving her ass up pushing my tongue deeper into her. In only a couple minutes she came and then begged, "Please fuck me Darian, fuck your teacher."

I moved up and simply slid my cock into her very wet pussy. She wrapped her stocking legs around me and pulled me in deeper. I kissed her hard as my cock penetrated her as deep as heavenly possible. Unlike many younger girls I had fucked who barely moved during sex, Mrs. O'Conner was verbal and active. She broke my kiss and said, "Harder Darian, fuck the shit out of me. Make me cum again."

Obeying, I flipped her onto her knees and penetrated her from behind. She toyed, "That's it stud, hammer your teacher." She bounced back on my cock, meeting each of my thrusts, taking my entire cock in her pussy.

Taking a risk, I pulled out and said, "Mrs. O'Conner, beg for my cock."

She whimpered and said, "Oh please Darian, fuck me like a whore. Make me cum baby. I need to cum so bad."

I slid back inside her drilling her as deep as I could. "Oh yes, oh yes, I'm cumming, "she screamed. I kept pumping until her orgasm subsided, and she turned around and took my cock back in her mouth. After a couple minutes of expert sucking she stopped and said, "Ready for more stud?

My cock answered with a solid salute as she had me sit on the couch and then straddled me slowly taking my cock deep in her pussy. I couldn't believe how amazingly tight her pussy was in this position. Her flexibility was also something to be memorized by. She moaned as she moved up and down on my cock. No coed had ever been so animated and so thrilling. I was hooked on my older teacher.

Her tight cunt, squeezing my cock, was too much as I warned, "I'm going to cum soon." My ex-teacher quickly dropped to her knees and took my cock back in her mouth. She ravished my erection and swallowed my second load down her throat. She kept my cock in her mouth until it started to shrivel. She then got up and said, "That was amazing Damian. I so needed that."

"You were amazing too. I have never had anyone do what you did to me," I admitted.

She smiled and said, "Well Darian, my ex-husband has the kids every second weekend, so if you ever need to release some stress give me a call." She then stood up, went to a table and gave me her card.

Anyways, as mentioned, that was the turning point of my sex life. The rest of the summer, O'Conner, and I fucked many times. It was around then that a revelation occurred to me. That was by far the best sex I had ever had. I wondered if other older woman were as eager to please. My quest, ever since, is to seduce older women.

The following summer I fucked Candice O'Conner, or should I say, Candice Simmons, the morning before she got married. She insisted that would be the last time, but then during spring break and with much more experience with other MILFS (I will share another time) I decided to return to my first one more time.

I was at a pub with the boys catching up and after they headed out to their respective ladies at 10:30, I called my now married old teacher.

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