Todd’s Unforgettable Lesson

Dear FemdomU,

I never thought I’d be writing to share my experience, but after reading some of the intense stories in your magazine, I feel compelled to recount the time I lost my virginity as a college freshman. It was a situation that turned my world upside down, and I’ve never been able to forget it.

It all started when my grades in Italian began to sink. My professor, a strikingly beautiful woman named Professoressa Valli, called me into her office one afternoon. She was in her mid-thirties, with dark hair, piercing eyes, and an air of authority that made me nervous every time I was around her.

“Mr. Harris, your grades are unacceptable,” she said, her Italian accent making the words sound even more severe. “You have two options: you can drop the course, and it won’t appear on your record, or you can attend my private lessons, and I’ll guarantee you pass.”

The thought of dropping the course was embarrassing, so I chose the private lesson option, not fully understanding what I was getting myself into. She scheduled the first session for that evening, and I showed up at her office, my heart pounding with anxiety.

“Come in,” she said when I knocked, her voice smooth yet commanding. I stepped inside, and she locked the door behind me. “Take a seat, Todd.”

I sat down, feeling a knot of nervousness in my stomach. She leaned against her desk, looking me over with an appraising eye.

“Stand up and strip,” she ordered, her tone leaving no room for argument.

My heart raced as I stood and began to undress. I could feel my face burning with embarrassment as I removed my clothes one piece at a time. First, my shirt, then my shoes, socks, and finally, my pants. Standing there in just my boxers, I hesitated.

“All of it, Todd,” she commanded, her eyes never leaving mine.

I swallowed hard and slid my boxers down, exposing myself completely. The humiliation of standing naked in front of her was almost too much to bear.

“Good boy,” she said, her voice dripping with condescension. She walked around me, her fingers trailing over my skin. She inspected my body with a cold, clinical detachment, her hands moving over my chest, pinching my nipples, rubbing my torso. Her touch was electric, sending shivers through me.

She moved behind me, her hands caressing my buttocks before slipping a finger between them. I flinched as she pressed against my asshole.

“No,” I gasped, but she tightened her grip on my shoulder.

“No is not an option, Todd,” she hissed in my ear. “You want to pass, don’t you?”

I nodded, my body trembling. I relented, letting her explore me as she pleased. Her finger pushed inside, and I felt a mix of pain and strange pleasure as she probed deeper.

“Good boy,” she repeated, pulling her finger out. She then guided me over her lap and positioned me so my ass was perfectly exposed. “Now, for your lesson.”

The first smack of her hand against my bare ass was sharp and stinging. I yelped in pain, but she continued, each slap harder than the last. My ass was burning, and tears filled my eyes.

“This is what it takes to pass,” she reminded me, her voice cold and detached. She switched to a paddle, the blows even more intense. I screamed, cried, but she showed no mercy, each hit driving the lesson deeper into my flesh.

Then, she pulled out a dildo, slick with lube. “Now, relax,” she ordered, pushing it into my sore, beaten ass. The pain was overwhelming, the feeling of being filled both humiliating and strangely arousing. She picked up a switch and began to strike my ass again, each hit making me clench around the dildo, amplifying the pain.

I must have passed out from the intensity because when I came to, I was still over her lap, the vibrator still buzzing inside me. She turned it up high, and I screamed, my ass on fire from the relentless stimulation. She continued to whip me, fast and hard, leaving stinging welts and marks.

Just when I thought I couldn’t take any more, she told me to stand up. My legs were shaky, and my ass was throbbing with pain. She admired her work, running her fingers over the marks on my ass, my erect cock dripping cum.

She tapped my cock lightly with the switch, making me flinch. “If you ever piss me off, I’ll make your cock look like your ass does now,” she warned.

Then she sat down and opened her legs, exposing her shaved cunt. “Come here and eat me out, Todd.”

I hesitated for a moment, but the look in her eyes left no room for disobedience. I got on my knees and leaned in, the smell of her arousal filling my nostrils. My tongue darted out, tasting her for the first time. She was tangy and musky, her juices coating my tongue as I licked her folds and clit.

Her moans were soft at first but grew louder as I continued. I licked and sucked, desperate to please her. She grabbed the back of my head, pushing my face deeper into her pussy, her thighs clamping around my ears.

When she came, she held me there, her juices flooding my mouth. I was almost suffocated, struggling to breathe, but she didn’t let go until her orgasm subsided. When she finally released me, I gasped for air, my face drenched.

She pushed me onto my back and mounted me, sliding her pussy up and down my cock. The feeling was incredible, her tightness gripping me perfectly. I made the mistake of saying how good it felt, and she reached down, slapped my face hard.

“Shut up,” she snapped. “I don’t care about your pleasure. You’re just a cock for me to use.”

Her words stung, but they also turned me on. I realized I was nothing more than a sextoy for her, and the humiliation of it was strangely arousing. She rode me hard, her hips slamming down on my cock, her pussy milking me for all I was worth.

I struggled not to cum, begging her for release. She would stop, slap my face again, twist my nipples hard, making me cry out in pain. Once I calmed down, she’d start riding me again, faster and harder, bringing me to the edge over and over.

Finally, she ordered me to cum. The command was all I needed. I felt my cock swell, and in seconds, I shot my load deep inside her. Just as I came, she wrapped her hands around my throat, cutting off my air. The fear and intensity of the moment heightened my orgasm, leaving me trembling.

She climbed off me and sat on my face, her cum-filled pussy inches from my mouth. “Clean up your mess,” she ordered.

The taste of our combined juices was strange and musky, the smell overwhelming. I licked and sucked, cleaning her thoroughly. The act was degrading, but I couldn’t deny how aroused I was.

When she finally let me up, she told me to report to her again in two nights, at her house. “Be prepared to have your tongue in my ass and taste my husband’s fresh cum,” she added with a wicked smile.

The realization of what I’d gotten myself into hit me hard. I was her bitch now, completely at her mercy. The panic set in, but there was no turning back. I had to do whatever it took to pass.

Thank you for giving me a platform to share my story. I hope it helps others understand the intense, complex dynamics of power and submission.

Sincerely, Todd