"You Sure About This?"

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Jenny messes up and begs her friend to spank her.
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K.A. Ryde
K.A. Ryde
244 Followers

Jenny Greene and I hadn't been friends for very long -- fate just sort of decided we'd cross paths and we took it from there.

We'd met at the university's Theatre Society -- obviously. It was hard to find me anywhere else and Jenny, though hardly suited for it given how ridiculously shy she could be, was always there, too. She was delicately built, almost nymph-like in features, with a perpetual nervousness to her countenance, a freckled face with sunken cheeks and deep laugh lines, eyes like sea ice, and strawberry blonde hair which fell past her shoulders. She was, obviously, pretty, in an unconventional way -- which is always the best way. It was little wonder I'd found myself a bit drawn to this cute little fairy.

It was a cold December night and we were two of two dozen crammed into Sasha's house -- the three nights of Hairspray! had been a triumph, mostly, and we were celebrating in the way students do. The Theatre Society was, really, just an excuse to drink -- our excuses just became pretty lavish at times. I hadn't really been around Jenny at all -- she'd found herself something, or maybe even someone, to do in the kitchen, and I was sat on a leather sofa in the tiny living room being regaled by Gordon as he slurred stories about his fascinating time in China. It really wasn't that fascinating. Boring, actually. Eventually, I did come across Jenny. After her excellent run as several minor characters without any speaking roles, she'd changed into a casual sea blue dress which flowed off her in such a way as to show just how delicate a body she had.

Jenny, like me, wasn't one of the hot ones -- I doubt there'd ever been a time she was surrounded by boys. She was, though, in animated conversation with Kyle, star of the show, which was nice for her, I supposed. I watched for a moment before fetching another drink from Sasha's grimy fridge -- when I looked back, they had their tongues in each other's mouths. I grimaced. Nobody looks good doing that. Then, to my surprise and no little amusement, Kyle pulled away and staggered from the room. I'd recognise the walk of someone about to vomit anywhere -- Jenny must have too, because she stared after him with a hurt look on her pretty face.

"What the hell?" she called after him, and I sidled over.

"Don't take it personally," I assured her, my hand cold from the beer can. "I think that was coming no matter what."

"Man..." Jenny muttered, looking at her feet. "I kinda liked him, too."

"I think everyone does," I replied. "Never seen it myself."

"No?" I shrugged.

"He's a guy."

"Oh," said Jenny, knowingly, putting a bottle of wine -- red, half-full -- to her lips. "Figures."

"Careful with that," I muttered, as Jenny downed three dangerous looking mouthfuls.

"I'm fine," she almost shouted, unaware of her volume, once she was done. "I wanna celebrate!" She threw out her arms to punctuate the point -- one of her hands smacked into an overhead cupboard with a sickening clang.

"Oh, shit," I said, passively, as Jenny grabbed her hand and mewled in pain. I stepped towards her. "You okay?"

"I'm fine!" Jenny snapped again, trying to push me away -- she succeeded only in slipping on the tiled kitchen floor, which she then fell and landed on.

"Jesus Christ," I muttered in annoyance, kneeling down.

"Ow," Jenny whimpered, as I took her hands and helped her back to her feet.

"You hurt?" I asked.

"Only pride." She reached for her drink and I batted her hand away.

"Maybe wait a minute."

"Yeah..." Jenny sighed. "Yeah. Maybe. Everything's very spinny."

"Do you wanna sit down for a bit?"

"Yes, please," Jenny mumbled -- I took her dainty hand and led her out of the crowded kitchen and into the crowded hallway, where I sat her on the stairs. While I went to the bathroom, she busied herself by chattering with Helen, but when I came back I found her alone and with face between her knees.

"Oh, boy," I muttered, approaching like you would a wild animal whose danger-level you're not quite sure of, yet. I didn't want her pushing me again -- the world was pretty damn spinny for me, too. "You alright, Jen?"

"Hmm?" She looked up at me -- her blue eyes looked just a little more glassy. "What you say?"

"Okay..." I sighed. "Think it's home time for you."

"What?" She offered weak outrage which told me this wouldn't be hard. "No! It's a party."

"There'll be plenty more -- come on, we live on the same street, I'll drop you off on the way back."

"But..." Jenny blinked, hard, a few times. "Yeah. Okay."

"Come on." Clearly, her body was working hard to convince her that it was the right call. "No more wine for you, I think."

"Oh, but I love it so much..."

We were soon out on the cold, dark street, walking beneath orange streetlights with Jenny doing everything she could to make it last as long as possible. Obviously, I hadn't wanted to leave -- it was barely even eleven -- but somebody had to get her home safe. She stopped to find a cat she insisted lived nearby (she didn't find it), she tried to dance on a streetlight and almost had to be pried off, and while waiting for the bus she kept trying to run off, claiming it would take far less time to just walk home. She was wrong -- the bus did come, eventually, and I pushed her inside.

The ten minute bus journey was defined by Jenny, by now clearly not doing so hot, constantly asking how much further we were. I had to reassure her that we weren't far seemingly every ten seconds. It was quite embarrassing on the mostly full bus -- a few people stared. At least she didn't vomit. I almost did, though.

At last, we were off the bus and I was pushing Jenny through her front door. From there, just down the street, I could see my house further down the brick terrace but, concerned for my friend, I stepped inside and followed her until she ran into the bathroom. Not hearing any puking, I went to the kitchen and poured two pints of water. On her return, Jenny drunk hers hungrily, then poured another.

"I think I'm over the worst of it," she announced.

"You sure?" I replied, wondering if I'd be allowed the last banana in the fruit bowl. I hadn't realised how hungry I was and I was starting to dread the hangover I'd get. I glanced at the red plastic block above the doorway -- nearly twelve. If I got out of here fast, maybe I could get back to the party... no. No, it was over for me. Best just to accept it.

We sat together for a long time in the living room, me on my phone and Jenny staring into space, clutching her water, until she spoke at last.

"I'm sorry, Grace," she sniffed.

"What you sorry for?" I sighed.

"For getting so drunk," she mumbled. "I really embarrassed myself. It's my fault."

"I'm not mad at you, you know," I laughed, putting my phone away. "You didn't do anything wrong."

"I dunno," Jenny sighed. She leaned close to me and nuzzled into my chest -- I raised my arms to let her then, after a moment's hesitation, lowered one to drape over her shoulders and hold her close. Her eyes closed and she mumbled sweet little noises as I held her. I fully expected her, then, to fall asleep, but her big blue eyes soon opened again.

"You okay there?" I asked. In reply, she leaned in and kissed me -- it was a timid, tentative sort of kiss, her lips soft and unsure against mine, and knowing she felt regret the moment she did it I kissed back, lightly, just to let her know I didn't mind. And also because I wanted to kiss her. We sat there, our kiss growing in passion and depth, our breathing getting heavier, until suddenly Jenny pulled away and stared at me with alarm.

"I'm sorry," she blurted out. I just laughed.

"Come on Jenny, I was clearly kissing you back."

"Yeah, but..." She paused. "You're drunk, though."

"So're you. That makes it alright. Cancels it out."

"I don't know about that..." Jenny looked away, towards the window hidden behind white curtains, and sniffed again.

"Jenny," I sighed, "what is going on?"

"Nothing," she almost snapped, seeming almost like a little girl in the way her pitch raised, and she withdrew further down the sofa and away from my hold. "We're just friends. I just want to be friends."

"Okay," I said, carefully. "We can just be friends. One kiss doesn't change that."

"But what if it does?" Jenny insisted. "I really like you and I don't wanna make everything weird."

"I really like you too -- and you're not making anything weird."

"Maybe." Jenny looked away, towards the black-screened TV, and said nothing more. I bit my bottom lip.

"You don't usually kiss your friends, do you?"

"No," Jenny replied, softly. "First time, actually."

"First-" My mouth fell open. "No. Come on -- I know you've kissed other people!"

"Yeah, but not girls," Jenny muttered. "That was a first."

"And how was it?" I tried not to smirk. She shrugged.

"It was alright." Laughter, then, overcame me.

"Just alright?"

"Yep." Jenny smiled at me. "I still feel really bad."

"It's just a kiss."

"No, about all of it. You were having fun and you had to take me home. It's not fair."

"I wanted to go home," I lied through my teeth. "Don't worry about it."

"Never take up poker," Jenny muttered, shaking her head.

"You worry far too much," I replied. "You sobering up any more?"

"I dunno," came the mumbled reply. She had a far away look in her eyes.

"What you thinking about?"

"How I can make it up to you."

"You can buy me a drink sometime," I laughed, sitting back in the sofa. "Honestly, mate, chill."

"I just think I should do something to make amends."

"Well," I sighed, sitting back, "if you think of anything, let me know."

Silence reigned for a minute or so before Jenny spoke -- and when she did, it was the last thing I'd ever expected to come out of her mouth.

"Spank me."

"Huh?" Surprise flooded over me. "What're you talking about?"

"I wanna be punished. For ruining your night."

"Jenny, for God's sake, you didn't-"

"Stop arguing with me!" Jenny hissed. "I'm asking you to spank me so I stop feeling so bad." I stared at her.

"Well..." I stumbled on my words. She looked pretty serious. "When you say spank..."

"I mean I want you to smack my ass until I'm crying," she said, bluntly. "Then I'll feel better."

"You're serious?"

"Yes, Grace, I'm serious," she snapped.

"And you realise that I keep telling you you've done nothing wrong."

"And you can feel like that if you want," Jenny said, "but I won't feel like that 'til I've been punished properly."

"You're not a kid, mate..." She watched me with big, almost pleading eyes. The surreality of the scene wasn't lost on me.

"Please just spank me," Jenny insisted. "Just get it over with. I really need it."

"You talk like someone who's been spanked before." I wondered why I was fighting this. Did I want to spank her? Of course I did. I knew I did -- whether sober or not sober. I supposed I just didn't quite believe that she wanted it. But Jenny was getting pretty close to convincing me.

"No, actually," she sighed in reply. "I've never done anything properly exciting. But I thought... maybe... it'd be good. I don't know."

"Well..." I chose my words carefully. "If I do, how do you want to do it?"

"Uh..." Now Jenny paused to think. "I guess I'd go over your lap, and you spank me over my dress, then over my pants, then on my... you know, on my butt."

"You really want that?" I asked. Nerves seemed to bubble in every inch of my body. Jenny nodded vigorously.

"I know it's weird, but... yes, please. I want you to punish me. Like a little kid."

"I don't think you're allowed to spank kids anymore," I sniggered, and Jenny dared a smile. "Okay, well, uh, do you wanna just get over my lap, then?"

Jenny nodded and, crawling across the sofa towards me, rested on her front over my thighs. She wasn't particularly heavy -- it felt nice to have her lying on me like this. Her blue dress lay like a sheet over her body -- and her butt was right beneath me, almost formless, under the skirt, mine for the taking.

"You sure about this?" I asked.

"Definitely," Jenny replied, shifting to get comfy, crossing her arms and resting her chin on them. "Do your worst."

So, I did. I wasn't that familiar with spanking but I thought I knew what I was doing -- an old girlfriend in college, Freya, had enjoyed it when we tried once or twice -- and with an open palm I brought it down, hard, on Jenny's nearest cheek. The smack filled the room and Jenny, squeaking through sealed lips, shuddered and tensed up.

"That okay?" I asked, nervously, and Jenny just nodded. I continued -- no hit was as hard as I could go, but enough to get a reaction, to make pretty little noises escape Jenny's mouth. After about fifteen smacks, I rested my hand on her rear -- it felt firm and shapely and inviting. Jenny let out a relieved exhalation.

"Alright, I'm gonna pull up your dress now," I said warily. "If that's alright?" Jenny answered by raising her hips up off my thighs -- her dress, the fabric thin, was easy to pull up and drape over her back. Her pale, milky legs led up to her cute, peach-like bottom, safely hidden under a pastel yellow bikini. I couldn't help but gaze.

"You gonna stare at it or you gonna hit it?" Jenny asked, wiggling her bottom a little at me, and I giggled in reply before returning to the business at hand. I alternated cheeks as I spanked her, watching the pale skin turn a light pink beneath her underwear, and with each hit Jenny grunted and whined and I thought she'd finally change her mind. But she didn't. It surprised me, in a strange way, how shapely Jenny's rear was given how petite the rest of her body came to be. I didn't say anything, though.

"You still okay?" I whispered.

"Uh-huh," Jenny whimpered, nodding, her thighs now pressed tightly together. My hand was starting to sting. I paused, my hand on Jenny's butt, stroking it gently -- she murmured something indistinct in reply.

"Do you wanna keep going?"

"Um..." She took a moment to think. "Yeah. I wanna do it properly." I felt there was a need to clarify.

"So you're okay with me taking your pants off?"

"Yeah -- go for it." She sniggered playfully -- I couldn't help but grin as my fingers slipped under the yellow waistband and peeled Jenny's underwear down her pretty bottom and to her knees. Her thighs pressed ever tighter together as I did, making it a little hard to get them down, but soon they did and I had a pretty half-naked girl at my mercy.

I went back to spanking Jenny just as I had when she still had her underwear on -- she whined and whimpered at every hit, beginning to kick and occasionally cry out, but still there came no protests or demands I stop as her adorable bottom turned pinker and pinker. I wondered, perhaps a bit belatedly, if she might enjoy some dirty talk along with her punishment. If this even was more than a straight-up punishment. It was hard to know how sincere that whole thing was.

"You don't like that, do you?" I murmured, pausing my hand for a moment.

"No," Jenny whispered. "It hurts." I smacked her again -- she yelped, throwing her head back, eyes clenched shut.

"And it's embarrassing, too, isn't it?"

"Yes," she whined. "I don't like people seeing my bum." I smacked her again -- she cried out in pain and, for the first time, her hands reached back to try and cover herself. I fought them off and pinned them behind her back, to which she whined in protest but didn't fight any harder.

More spanks came -- Jenny's kicking had caused her underwear to fall down her legs to her ankles, where it hog-tied them, and gradually I felt her whines cascade into sobs, and then her face fell into the sofa cushion and she began crying pitifully as I kept smacking.

"This is what happens to bad girls, isn't it?" I said -- she didn't reply, just kept sobbing, laced with yelps at each smack. Finally, mercy getting the better of me, I stopped, stroking my friend's pink bottom, enjoying it as much as I could for what little time I still had it. Jenny's cries slowly calmed, she gradually took control of herself, and then, without a word, she pushed herself up to her knees. Our eyes avoided each other as she stood up on top of the sofa, reached down to her yellow underwear, and tearfully navigated it back up her legs and under her dress. She then, with a quickness that left me anxious, hurried from the room. Naturally, while she was gone, I unbuttoned my jeans, slid my hand down the front of my underwear, and teased myself to an almost volcanic orgasm.

When Jenny returned, about five minutes later, she found me a little clammy but hopefully successfully hiding what I'd been up to. Maybe.

"You okay?" I asked, nervously -- her eyes were as pink as her rear but she wasn't tearful anymore, having cleaned up her face, and her hands played with each other awkwardly.

"Yeah," Jenny mumbled back, sitting down next to me again. I wondered how on Earth we were going back to normal after that.

"That really came out of nowhere, huh?" She laughed.

"I'm glad it did, though."

"What was it like?"

"Really nice," Jenny said, with a sudden wistfulness that surprised me. "I've never done something like that before but I've always wanted to try it with, you know, someone I trust." She edged a bit closer to me. "I'm definitely sober now."

"Yeah, me too," I laughed -- only at her words did I realise this fact. Sobriety had snuck up on both of us.

"Do you mind if I..." asked Jenny, hesitantly, nudging closer again. I answered by leaning in and kissing her once more -- this time, there was no pulling away to be found from Jenny. Our lips seemed almost to fight each other. Mine, I think, won, before I pulled away a little breathlessly.

"We should do this more often," I sighed, and Jenny grinned.

"Do you like my pants, by the way?" she asked.

"They're cute," I answered. "Was almost a shame to take them off."

"I guess I'm just weird," Jenny sighed, glancing towards the doorway, perhaps thinking of getting herself another drunk. "I like being punished. I guess I'm a sub."

"Well, now that I've punished you..." I said, quietly, my hands moving to Jenny's chest. I pushed and she squeaked in surprise as she fell backwards, laying on the sofa, before I clambered over to look down on her. Jenny stared at me with big, pretty blue eyes. My hands snaked up her pale legs, beneath her dress, and took hold of her underwear. She squeaked in surprise, but didn't resist, even raised her hips again as I pulled them back down. They turned inside-out as I took them away. "I think it's time to reward you."

K.A. Ryde
K.A. Ryde
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AnonymousAnonymousover 1 year ago

Great story. Some caring, some naughtiness and a spanking of discovery!

FirstClassFlirtFirstClassFlirtover 1 year ago

How come my drunken young nights never turned out like this? Not fair!

AnonymousAnonymousover 1 year ago

this was great! Now I know what friends are for. thank you for sharing

Pappasleaze!

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