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Is there anything hotter than a schoolgirl fantasy?
It had been a desire of mine since I had been in school, but I had found myself in my mid-thirties without ever having tried it out with a partner. For my thirty-fifth birthday, I decided that was finally going to change.
When my girlfriend inevitably inquired, “Anything special you want for your birthday, babe?” I had my answer ready.
“Well, funny you should mention it,” I began playfully, watching her reaction closely. It wasn’t like I was asking for anything that taboo, but if she wasn’t into it, then I didn’t want to do it.
I continued, “I’ve always had this wild fantasy, you know…in the bedroom, and I thought maybe we could try it out.”
“Okay,” she laughed, “what do I have to do?”
“You have to dress up like a naughty schoolgirl and come to my office to be disciplined.”
“Do I get to be spanked?” she asked, looking up at me and biting her lip.
We had never tried anything like spanking, but the idea was really hot. It seemed like she was open to it, so I said, “You’ll most definitely need a spanking.”
“Okay,” she said, “I’m in!”
We spent the rest of the evening finding her the perfect costume and talking about what we could do as part of the fantasy. By the time we went to bed, I was excited but regretted bringing it up a full week before my birthday. It was going to be a long wait.
When the evening of my birthday finally arrived, I got home and found my naughty schoolgirl waiting for me in the living room. I didn’t bother changing out of my suit since it fit with the headmaster fantasy.
“Hello, Sir,” she greeted me, handing me a glass of Scotch.
“Stacy. I can’t say I’m surprised to see you back in my office. What have you done this time?” I asked sternly. We had talked through a number of possible scenarios but didn’t have a concrete script or a plan, so I was excited to see where she would take it.
“I was caught touching myself in class, so they sent me to you for punishment,” she said, not sounding at all contrite.
I almost choked on my Scotch. I had never heard my girlfriend so much as allude to masturbation before. This seemed to be really pulling out her naughty side.
“You’re a filthy girl, aren’t you? Just last week you were in here because I could see your nipples with no bra on, but I see that we’re going to have to give you a proper punishment this time because you clearly didn’t learn your lesson from my lecture last time. Bend over my desk.”
She made a show of protesting but sauntered over to the kitchen table, pretending it was my desk, and bent all the way over.
“Spread your legs,” I instructed her.
She moved her feet wider apart, but then I stopped to admire her outfit before doing anything else. She was my fantasy brought to life, and it was better than I had ever imagined it would be!
She was wearing a white dress shirt tied up at the waist to reveal her lusciously curved stomach and hips. We might be playing at schoolgirl, but she was no waifish, thin girl. This was a woman with the curves to show for it. Her tiny plaid skirt barely covered her plump ass, and because she was bent over, I could see the white cotton panties she was wearing under it. Her hair was in a ponytail, tied up with a pink scrunchie, and she was wearing black high heels with knee-high socks. She looked fucking perfect — and perfect to fuck.
I flipped her tiny skirt up, exposing her white cotton panties. I think that type of underwear is traditionally considered unattractive, but I felt my dick get harder just looking at it. The everyday innocence of white panties turns me on.
My sexy girlfriend was dressed up to match my fantasy, bent over my desk and ready to be spanked, when I suddenly realized I’d never been allowed to spank anyone before. For a brief instant I panicked, worried I would do it wrong or something…but then she wiggled her ass impatiently, practically begging me to get on with it, and just like that I didn’t even care if I did it wrong.
Grabbing her waist, I squeezed her sexy rolls as I slid my hands down to her hips and across her ass. I lifted one hand and slapped it down on her ass cheek, making her squeak with surprise. She moaned and pressed her chest down lower to the table, lifting her ass up for more.
Again and again I spanked her, alternating cheeks and experimenting with how she reacted to different intensities. She seemed to like it a little harder than I would have guessed. Had my girlfriend been a pain slut this whole time and I didn’t know it? I wasn’t ready to take her white panties off yet, but I ran my hand across the crotch and down to where they covered her pussy, finding the damp spot for which I had been hoping. The idea that she was as turned-on by this as I was blew my mind.
I pulled at her panties, making them tight, knowing that would put pressure on her needy little clit. She pushed against the pressure, pulling them tighter, clearly enjoying the stimulation.
“I punish you for touching yourself, and what do you do? Grind yourself against my desk like a fucking cat in heat. You really are a slut,” I told her, running my fingers along the damp spot to emphasize my point. She didn’t bother to argue.
“These panties are soaking-wet, you little whore. We’re going to have to take them off and try your punishment again.”
I tugged them down, but only as far as her knees, leaving them dangling around her legs. That visual had always turned me on.
I could tell she wanted me to touch her pussy, but I wanted to tease her and draw this out for both of us, so I played with her ass instead. I slapped it a few more times, loving how pink her cheeks had turned and how they bounced and jiggled when I struck each cheek. Her ass was made to be spanked.
I tried a few really hard blows, each landing with a thud that stung my hand but had to sting her ass more. She flinched and squirmed delightfully but was still moaning and trying to grind on the table.
I pulled her cheeks apart, exposing her tiny asshole. It suddenly seemed like I could ask for anything and she would be game. I wasn’t waiting until my next birthday to claim that asshole, but I wasn’t going to attempt it there and then, so I brushed my fingertips along it, pressing just enough for her to feel the slightest penetration, but not enough for her to feel like she needed to protest.
I moved down to her pussy, pressing my thumbs to spread her open, making her lips part to reveal the moist pink flesh that was waiting to be fucked. I knew I was supposed to be punishing her, but it was my fantasy, and now I wanted to taste her slick folds. I pressed my face into her cunt, sliding my tongue across her wet hole and up to her clit. She bucked in surprise but opened her legs wider, straining against the panties that were still around her knees. I ground my tongue against her clit the way I knew she liked it but realized I could punish and pleasure at the same time, so I spanked her some more, striking her juicy upper thighs and ass.
She was so into it, it felt like she was going to come, but I wanted to be inside her when she did. I stood up and went to pull my rock-hard dick out, amused to realize I was still fully clothed.
She reached down and made her panties drop when I slapped my cock against her ass. It was glowing so warm from the spanking that I could even feel the heat against my dick. Now that the panties were gone, she could spread her legs wide open, ready for me to fuck her. She whimpered when I teased my cockhead against her asshole, and the way she moaned told me I wasn’t the only one who was curious about anal.
I nudged down to her cunt instead, plunging straight into the tight, slick heat I’d been dreaming about all day.
I couldn’t resist pressing my thumb against her asshole as I thrusted all the way into her pussy, just a little pressure to see how she would react. Instead of stopping me, she slid one of her hands down and started rubbing her clit, groaning, “Oh, Sir...use me like your little slut. Make me your whore.”
I pounded into her cunt, making her ass quiver as my hips collided with her generous curves. I wrapped her ponytail around my hand, pulling her hair back and thrusting into her over and over again. She gasped, but said, “Fuck yeah, pull my hair! Punish me, Sir!”
I couldn’t stand it anymore, she cried out and her pussy clenched around me, drawing out my own climax. I came harder than I’d ever come before, feeling primal and free as I slapped her ass one final time.
Why the fuck had I waited this long to live out my fantasy?
She echoed my thoughts when she panted, “Why the hell haven’t we done that before!? We’re going to do it again, right? Because I have ideas!”
She squealed in delight as I picked her up and carried her over to the couch. We were definitely going to make a mess of my suit, but I didn’t care.
“Next time, we try punishing you over my knee,” I told her, pulling her across my lap in the classic punishment pose.
“Yes, Sir,” she answered, leaning down to pull my cock into her mouth, licking our combined juices off.
Now that I had her there, I didn’t see why “next time” had to wait.
