Teaching Lessons

If there is something I absolutely adore is showing young, handsome men how to become passionate, wild lovers. I’m closer to my fifties than my forties, but my body can’t tell the difference. I’m as alive, as sensual, and alluring as I’ve ever been, but my experience only continues to grow.

And what am I supposed to do with all that experience if not share it with men aching to learn?
So it’s no wonder my bedroom has seen countless young men come and go, countless lovers begging for my attention.

This particular night, my companion was Jacob, a 23-year-old aspiring actor with the bluest eyes I had ever seen. He had broad shoulders and a jawline to die for but seemed to be more on the shy side, and that was ok with me.

I guided him into my bedroom, taking a sip off my glass, giving him time to enjoy the sight of my hourglass figure clad in a tight-fitting red dress. My hair, long and flowing, cascaded down my back, and my high heels gave me 5 extra inches. Even so, he still stood taller than me. I liked that.

I stood there, clad in a sexy red dress that perfectly embraced my sexy figure. She was in m
“Let’s see what I’ll be working with,” I purred hotly, turning around to face him. Jacob was surprised, of course, but not taken aback.

“You want me to undress?” he asked, flushing lightly, and I grinned wickedly.

“Come on, don’t be shy. Let me see what’s hiding beneath those clothes,” I encourage him, sitting on the edge of my bed and crossing my legs sensually, letting my dress slide further up my thighs. He could peak up at my matching red panties.

He began pulling off his clothes excitedly, clearly a bit antsy about undressing while I remained clothed, but that was ok. I was going to help him get rid of that shyness.

I just sat there, staring at Jacob, enjoying the show, until he was wearing nothing but his birthday suit. I let my gaze trail down his torso, smiling as I reached his firm, thick cock.

“Lovely,” I praised him softly, stretching my arm toward him and wrapping my fingers softly around his shaft. Jacob moaned out loud, as I began rolling my fingers up and down his cock, jerking him off without any rush, just letting him take it all in.

“Young cocks are so resistant. You’ll get hard again soon after cumming, and trust me, you’ll be doing a lot of that tonight.”

I continued to jerk him off, my experienced touch making his knees weak. I could feel him getting so close to cumming after a few minutes, and then began to pace myself, making sure he lasted longer… and longer… and longer.

My hand was soon coated in a thin layer of precum, and he was throbbing so badly I knew he would need some relief before long.

Jacob’s erection twitched every time my fingers trailed up and down his shaft, every time I caressed his balls teasingly.

“I need to be inside you, please!” he grunted at long last, unable to hold back his desire any longer. I stared up at him and grinned, pulling the straps of my dress off. The fabric smoothly rolled down my curves, and he gasped as he noticed I wasn’t wearing a bra underneath that silky dress. My tits were exposed then, nipples hard, almost begging to be touched, kissed, licked.

“Lay on the bed, then,” I purred, and he obeyed at once. He might have been lying down then, but his cock was giving me a stunning, standing ovation. The way he stared at me as I removed my soaked panties left no place for doubts: he needed to plunge his cock deep inside me, right that instant.

I licked my fingers sensually as I climbed on top of his lap, straddling my newest lover, staring deep into his eyes.

“Mmm… delicious,” I cooed, smirking as I tasted his precum. He whined with desire, and I chuckled softly. “Now, now, don’t get desperate. You’ll soon be inside me.”

The moan that escaped his lips the instant I lowered myself against his lap was so loud I was certain at least one of the neighbors would be complaining the following morning, but who cared?

I let myself be impaled by his massive dick, allowing gravity to work its magic.

“Play with my tits… yes, just like that… no, no, harder. Don’t be shy. You can twist my nipples, trust me, women love that… oh! Mmmm, don’t you dare stop,” I guided his hand, his technique, teaching him how to please his future lovers and me for that matter. My experience would work to turn him into a man of sheer sensuality, one that appreciated the female form and knew how to properly stimulate him.

As I spoke, I bounced on his cock over and over again, my round, firm tits moving rhythmically up and down against his eager hands.

Little by little, he began to learn the lessons I had for him. His technique was a bit messy, but he showed promise. Like the way, he flickered my right nipple between his index and thumb hard enough to make me moan sharply.

“Oh, you’re a fast learner, Jacob,” I teased him, and began to sway my hips, rotating them as I jumped on his cock over and over again. “Let me show you a little trick I’ve learned through the years.”

That was when my daily kegel exercises came useful, as I began massaging his cock with the walls of my tight, youthful pussy like no other woman probably had in his life.

He rolled his eyes back, moaning and grunting like a wild animal, lost in the throes of passion. Jacob could barely think straight any longer, that was obvious by just looking at his face, the way he rolled his eyes back, gritting his teeth hard, the way he thrust his hips up against me over and over again.

He was reacting out of sheer instinct, and by god his instincts were good.

I loved young men who didn’t feel threatened by an older, experienced woman guiding them in bed, showing them how to become better lovers. Jacob was a young stud, so filled with promise, and I was going to give him all the lessons I had picked up throughout the years.

Jacob submitted so sensually, letting me take control, following my instructions, moving in tandem with me. I slowed down when he got too heated, too close to cumming, and then bounced on his cock harder still when he managed to somewhat compose himself.
He submitted to me fully, grateful to be allowed to plunge his cock deep inside the most amazing, tightest cunt he had ever experienced before.

“I need to cum so badly!” he screamed, almost pleadingly, his athletic, young body quivering for the orgasm I had allowed to grow further and further inside him.

“Not yet. Hold onto that feeling, embrace it. Squeeze my breasts harder, push your hips up at an angle… no, harder, faster… oh, yes, yes, just like that!” I moaned out loud as he followed my instructions, as he learned just how to fuck me from beneath even when I was the one riding his dick.

It was only when he could barely hold it back another instant when I saw it in his face that he was about to burst no matter how hard he tried to stop it from happening, that I finally whispered:

“Now you can cum. Cum for me, Jacob,”

I hadn’t seen him reach an orgasm before that night, but I was pretty certain he hadn’t burst quite so much cum before. String after string rushed out his bulbous head, cock throbbing so hard his entire body seemed to be trembling.

Grinding myself hard against his lap, feeling his dick buried to a hilt inside me, I allowed myself to embrace that tingling arousal, reaching my own, almost tantric orgasm.

It wasn’t until the peak of our pleasure slowly but surely started to dissipate that I finally rolled over to his side, rushing my fingertips over his chest.

“I’ll give you ten minutes to recover and then we’ll continue with our lessons for the night. We’ll see how good you are at going down on a woman, and trust me, I’m not going to let you rush through it just to get to plunge your cock inside me again, no matter how thick it might be,” I said, smirking playfully, and he nodded wordlessly, still trying his best to catch his breath.

Authors note: Maturity met with inexperience is certainly an interesting subject matter and for this erotic story I wanted to explore that theme and grant you with a mature milf looking for a young gentleman eager to learn and to please. Desire and thrill come at any age and sex can get better and better… Tamsin.

I'm Tamsin (also known as Tammy), I'm the writer of all of these erotic stories. I write what turns me on and it used to be just for my personal use, but I decided to release it publically. I hope you enjoy and if you do remember to leave a comment and if you want more become a private member. If you want to know more about me, this is my personal page.

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