“Can I cane you?”
“What?” I asked, nearly spilling my coffee.
“Can I give you a caning?”
“What, like a…”
Sarah put down her coffee, leaned forward. Her red curls tickled my face, and she whispered, “With a stick, on your bare bottom, like a naughty boy.”
She sat back and raised her eyebrows at me with a nervous smile.
“Why would I… I’m not sure a crowded cafe is the place to discuss-“
“Walk me home. I’ll pay for the coffees.”
Without waiting for a response, she got up and headed for the counter. I sipped the last of my coffee, mug clicking against my teeth as my hand trembled.
“My place,” she said and I stood and followed her out. “Look, Dan, I know this is weird. I’ve always been fascinated by the thought of giving someone a caning. Not sure why I think it’s the power or something.”
“And you thought your oldest friend should be your first victim?”
“Who else could I trust enough?”
“Well, er, I suppose I’m flattered? If I say- Look what exactly do you have in mind?”
Her eyes lit up.
“I want you to strip naked in my living room, kneel on my couch, and let me cane you six times on your bare bottom. I’ve been practicing on a pillow for weeks and I promise there’ll be no lasting damage.”
“This isn’t how I saw Sunday morning going.”
“If you let me do it, I’ll give you a blowjob you will never forget. Simple deal, short period of pain followed by heaven AND you’ve done your best friend a huge favour. I’m putting myself on the line here. What do you say?”
There had always been a lot of sexual tension between us but we’d never fucked.
I had noticed she was wearing a black corset over a white shirt with jeans and black leather boots and thought it was a bit dressy for Sunday brunch. I thought about how much it must have cost her to reveal herself like this.
“You dressed up and everything, how could I say no?”
She gave a little squeak and hugged me tightly. “Thank you!”
I could feel my cock swelling. “You’re not going to hurt me too badly are you?”
“Oh, it’s going to hurt, but you’re a big strong man, and it’s not going to do any permanent damage. Trust me, I’ve done a LOT of research!”
I followed her from the bright morning into the dim coolness of her hallway. She turned and caught me staring at her tight jeans-encased ass, wagged her finger, and said, “I’m afraid it’s your ass we’ll be concentrating on for the near future. Strip, then sit.”
She pointed to the couch and disappeared back up the hall.
I hesitated then thought fuck it, it’s a bit late for second thoughts, removed my clothes, and sat awkwardly on the couch on which I was about to be caned. The upholstery of the couch felt odd on my bare skin. My dick rose to stick stiffly at the ceiling. Sarah’s boots clacked down the hallway. She had removed her shirt and jeans and her milky tits jutted gloriously over her corset. She was wearing black fishnet stockings and I finally confirmed her neatly trimmed bush was as red as her hair. Fuck, this was worth anything, I thought.
“Like what you see?” she purred, then swished a long whippy cane. “Time to pay the piper.”
She reached down and grabbed my erection in her cool left hand and urged me off the couch.
She kissed me then, her tongue warm against mine.
“Thank you for this. Kneel on the seat, lean on the back and stick out your ass.”
I did as I was told, adrenaline pumping. I looked over my shoulder at my soon-to-be torturer. Her face was radiant. Her body had a light sheen of sweat and seemed to glow in the dim room.
“Count them.”
She broke eye contact and stared at her target. I turned and faced the wall, abandoning myself.
Tap tap tap, tap tap tap, such a gentle thing, I thought. The cane drew back. There was a whipping noise and a THWACK.
I felt the impact right across the centre of my buttocks. It didn’t hurt, then it stung, then it burned. I grunted, trying to maintain dignity.
“One.” My voice was steady.
Tap tap tap.
A pause, maybe ten seconds, it was hard to tell.
Swish THWACK!
“Ouch! Two!” She was laying it on hard. The pain was intense. I hadn’t felt pain like this for a long time and never had it deliberately inflicted on me. I wondered if I could make it to six.
Her heels clacked. I could feel her eyes on me, drinking in my pain. I didn’t look back at her.
Tap tap tap.
Swish CRACK!
Right on the bottom crease of my buttocks. Hardest one yet. I felt slightly sick from the pain. I knelt up and my hands flew to my cheeks.
“FUCK!”
I could hear the cane tapping her leather boot, not impatiently.
“Please don’t stop now.” She said.
I turned. She had her hand on her clit and her face was flushed. She looked as if she was just about to cum. The room was suddenly filled with sex and the pain started to turn into something else.
“Three.” I croaked and prepared myself.
Swish CRACK!
“FUCK FUCK FUCK! FOUR!” I yelled it now, writhing from the pain.
Swish CRACK!
“FIVE!” I curled up in a ball on the couch.
Five lines of fire on my backside, then I felt her lips kiss one of the lines and she murmured, her fingers working in her pussy, “One more Dan, let me give you one more.”
I readied myself. I waited. I could hear her fingers becoming even more frantic.
Swish CRACK!
“SIX OH FUCK SIX!” And I curled up again, letting the pain wash through me as Sarah sprawled on the couch beside me in the throes of a monumental orgasm.
I’m not sure how much later, she murmured in my ear, “Stand up, Dan, time for your reward.”
I stood eagerly, the burning in my ass morphing to a strangely comforting warmth.
Sarah sat on the edge of the couch and pulled me by my now flaccid cock between them. Her fingers then lightly traced the tramlines she had put on my ass and she took me in her glorious mouth.
The heat suffused my whole body as she licked and sucked my now rigid member, adding sparks by running her fingernails over my sensitive behind. I felt the point of no return arriving and she did too, she looked in my eyes and gave her assent and my body became fire as I came again and again in her mouth until I sank weakly to my knees between her thighs like I was worshipping her hot cunt.
She gently pulled me towards her and I worshipped her properly with my tongue. Sometimes, it pays to help out a friend.
