Jenny’s first time

Jenny and I had been friend since the first day we’d met at the start of high school. Maybe it was that we both came from far away and knew nobody there, or maybe it had been pure luck that had put us in first period together. Whatever the reason, we had immediately clicked. She was funny, a little nerdy at times, and she put up with my awkward sense of humour. Although we grew close as can be, the idea of dating had never even crossed our minds. In fact, the thought had always seemed preposterous. She was more like a sister to me, and you wouldn’t date your sister —no matter was a certain subgenre of naughty films would have you believe.

We had gotten through high school together and, as luck would have it, found ourselves going for the same college a few towns over. Naturally, we moved-in together. After a few months of this new life, Jenny found herself a boyfriend, and in the following weeks she was around less and less. We were still friends, mind, and we had fun talking, playing videogames, and cooking together whenever she was home, but it was not really the same. Nevertheless, I was happy for her. Life goes on.

One night, I heard the door quite late in the evening, and somebody trying to muffle sobs. I popped my head out of my door only to find Jenny sat on the floor in the hallway, her hand on her forehead, crying heavy tears. I sat beside her wordlessly and held her. She turned around and buried her head in my chest to cry some more. After a while, her sobs quieted down, and I felt I needed to ask, “What’s going on, Jen?”

“It’s Lucas,” she said.

“What about him?” I asked. Lucas was her boyfriend, of course. Not a bad dude at all, in fact. We’d spent a few evenings together with no issue, and I’d heard plenty about him from Jenny, but never anything bad.

“He left me!” Her voice cracked and she started sobbing again.

“Well, he’s an idiot then… What happened? Did he hurt you?”

“No…” she said, quietly.

“What happened, Jen?”


“You’re worrying me now…”

“No, no, nothing bad happened, I promise” she said, shaking her head and sniffling.


“It’s… kind of the problem…”

I was even more confused than before.

“What do you—” she interrupted me before I could finish the first of many questions that were tumbling in my head.

“I’ll tell you, but you have to promise to just listen, okay? Say nothing, just listen. All right?”

“I mean, uh…”

“Promise me?”

“Fine, no problem, I’ll just listen.”

“Okay so… Lucas and I were… You’ll let me finish, okay?”

I just nodded.

“So, Lucas…” she continued, “We were, like, talking and… We got to talking about our fetishes and stuff…” She blushed visibly. “And it turns out he’s… Pretty vanilla, you know?”

“Okay?” I said, hesitantly.

“No talking!” she said, gently slapping my forearm. I passed two fingers across my lips, zipping it shut.

She carried on, “So I told him what I’m into and… Well, he didn’t take it well at all.” Tears were welling up in her eyes again.

“He called me a deviant and… and a freak and… he said he didn’t want anything to do with me if… if I was that kind of s-s-slut” Tears were freely running down her cheeks again.

“What an asshole,” I muttered beneath my breath.

For a few minutes, we were both quiet as she calmed herself down again.

“So…” I started… “Is your fetish, like, that bad?” I blushed.

“Seems so…”

“I always knew you were into midget granny scat porn, you know?”

She let out a little laugh and punched my arm.

“Shut up, everyone isn’t like you…”

“Nah, I’m one of a kind…”


She fell silent again. I was out of awkward jokes, so I asked the obvious question.

“Do you want to tell me?”

“You’ll think I’m a freak as well…”

“I’m not about to kink-shame you, Jen… Whatever you fantasise about in that weird head of yours is your business. It’s just… I don’t know, maybe I can make you feel better about it?”

She stayed quiet for a minute. Then she murmured, “I like spankings.”


“Spanking. I’m, like, into that,” she said, audibly this time.

“Okay and?”

“What do you mean and?”

“Well pretty much everybody is into a little bit of rough play, aren’t they? What’s the other thing?”

“No, no, that’s it…”

“What, really?”


“What a fucking idiot.”

“See, I knew you were going to hate me as well…” her voice broke again.

“No not you! Not you! That big fat idiot Lucas! What is wrong with that guy?”

“Oh!” She wiped her tears with the back of her hand.

“I was expecting something, like, extreme…” I said

She shrugged. “That was too extreme for him apparently.”

“He really left you over that?”


“You didn’t fart in front of him? Clog his toilet?”


“Did he… give it a go?”


“Well, spanking?”

“Did it sound like he was willing to give it a go?”

“Hum… I suppose not.”

“Well there you go…”

“I see…” I thought for a moment, then asked, “And so have you ever…”


“Like… Done it?”

“You know Lucas was my first boyfriend…”

“Hey, maybe you have guy after guy come here to punish you like a naughty, naughty girl when I’m not around, I don’t know!”

She shook her head in disbelief and pushed me away jokingly. “You’re such an idiot.”

“Yeah, but I make you smile so…”

“That’s true.”

“So… You wanna be like, a dominatrix? Leather and all?”

She rolled her eyes.

“I don’t know what kind of porn you’re into but no. I… Hum… Would like to be… On the receiving end.”

“I see… So…” I asked again, “never been spanked?”


“Your parents?”


“Good, your mum is terrifying enough as it is.”

“Shut up!” She sighed. “You promise it’s not that bad?”

“It’s like, kinda normal, I think?” I said, honestly.

“I don’t know”

“Plus you’ve never tried”


“So maybe you won’t like it, maybe it’s just a fantasy, really.”


“Plus, you’re a wuss so…”

She shrugged. I wasn’t nearly as funny as I thought I was.

“It was a joke,” I said, miserably.

“I…” she started, and blushed crimson. “I’ve done it to myself before, a little.”

“What? Like, spanked yourself?”

“Yeah… To… to see what it’s like”



“And?” I asked.

“I don’t know, it wasn’t bad but it’s not the same, like.” She was still blushing, her eyes fixed on the floor.

“Well… Thank you,” I said with a smile.

 “What for?” she asked.

“For trusting me with this.”

“He made me feel so bad about it, I… I’m glad you don’t think the same way.”

“He’s an idiot. And he doesn’t know what he’s missing.”


“I mean, like, you’re awesome, anybody would be lucky to have you. He’s just a dumb idiot.”

“Thanks, but that feels a little hollow right now…”

“Plus, I’m sure your butt is great to spank.”

She looked up, shocked.


“Your butt. It could definitely do with a spanking. And you left dirty dishes in the sink so…”

She blushed again and buried her face in her hands. “Stop!”

“Well, you never tried it and… I don’t know, maybe it would make you feel better? And those dishes, damn! There’s a type-2 civilisation in there!”

She laughed. “Are you… Are you serious, though? You want to…”

“I can’t promise you I’ll be good at it, but I you wanna try…”

She shot me a weird glance and looked away. She went quiet. A minute went by, then two. It’s then that what I’d just suggested actually dawned on me. I couldn’t believe myself. The words had just come out. Maybe I thought I was being funny again. What an idiot. She was going to hate me. She was going to think I was taking advantage of her. She was going to ask me to leave. She was—

“I’d like you to.” she said

“W-what?” I said, a look of utter surprise on my face.

“If-if you were serious?” she said, hesitantly, looking away.

“Of course! But…”


“Will you tell me how?”

“Your hand. My butt.” She laughed.

I blushed and nervously laughed in turn. She got up and took my hand, helping me up. Nervous, she led me to the sofa and told me to sit down.

“So,” she said, “we’re going to do it, like, oh-tee-kay”

“I’m sorry, what?”

“Over the knees.”

“Oh! Okay, soz, I don’t know the lingo.”

“Pfft, amateur,” she winked. Her mood seemed to have transformed in a flash and she was smiling widely. “I’m going to lie over your lap, okay? And then… Well it’s kinda obvious.”

“Shouldn’t we have, like, a safeword?”

“Aaah! So you know what you’re doing, huh? Such a naughty boy…”

“Hey! You said that wasn’t your thing!”

She laughed, “Cactus!”

“Beg your pardon?”

“Cactus, it’ll be the safeword.”

“Got it. Anything else?”

“Well…” she said, and undid her jeans without another word. My jaw fell to the floor just as her jeans did. She turned to face me, her hand crossed in front of her panties. “I… I think bare-bottom would be a bit much…” She bit her bottom lip oh-so-sensually. I would be lying if I said I wasn’t feeling very mixed emotions. Not so sisterly after all, it turned out.

She came over and put herself over my knees. She was warm, soft, a little heavier than I would have thought. With her looking away, I finally let myself look at her bottom. I forgot to breathe for a moment. I’d never noticed how shapely, how round her ass was. Two pearly white globes in need of attention. She repositioned herself slightly and her cheeks bounced a little. They were perfect. And, for a time, they were entirely mine.

“Are you done gazing?” she said with a smile, and I died a little inside.

“Just making sure my calibrations are correct, miss.”

She rolled her eyes and smiled.

“You know, even now that you’re like, tall and sorta good-looking…”


“… you’re still a massive dork.”

“A massive dork who’s about to spank your bottom, missy, so pipe down!”

She bit her lip. “Yes, Sir…” she said.

“Finally, a bit of respect!” I said and let my hand fall on her bottom for the first time. A glorious *SLAP* seemed to echo around the room as my hand met her firm flesh, and she let out a little “Oh!” of surprise.

“I’m sorry, was that too hard?”

“No, no, carry on!”

I gave her another one, *SLAP!* The sound was sharp. It was loud, much louder that I had thought it would be. Her bottom was still fresh to the touch. It bounced hypnotically, and before I even realised it, my hand was coming down again, and again, leaving faint red marks were my finger struck.

“Mmmh…” she said quietly.

“You okay?” I asked.

“Can you try… harder?” she said, covering her smile.

“You mean can you try harder Sir?” I said, giving her a harder slap.

“Mmmmh, yes, Sir… Sorry Sir…”

“Like… That?” I tried, putting a little more force into it. Her left cheek was turning pink. I gave her right one another couple slaps for good measure.

“Exactly like that… Sir…” she said, happily.

I carried on, feeling my jeans getting tighter as I peppered her perfect bottom with hard slaps. From white, to pink, to red. She started squirming as spank after hard spanked rained down on her. I could hear her trying to hold her moans. She was failing.

After another dozen hard slaps, I paused and my hand instinctively went to rub her crimson bottom. Slowly, in circles, I soothed her burning pain.

“Mmmh…” she sighed happily, “Are you sure you’ve never done this before?”

“Yes, I’m sure, but…”


“If you want, I’ll do it again…”

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