Wednesday (fm:anal sex, 2615 words) | |||
| Author: Overboard NZ | |||
| Added: Mar 18 2026 | Views / Reads: 186 / 151 [81%] | Story vote: 9.04 (2 votes) | |
| It's a rainy day, and myself and Clare find something filthy to get up to instead of going to work. | |||
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gradually, to feel each transition in sensation. From tingle to heat to pain. And from pain to pleasure and then to sharp breathtaking pain again. With each transition I felt her body twitch. “Yeah more..” I squeezed tighter. “More”, tighter still. I pulled her breast upwards, stretching her nipple. “Fuck fuck more more!” she cried out, before she finally almost shouted her “Yes!”. I released her nipple, and her breast fell back to rest against her chest again.“Oh god that was so good. That fucking hurt so good.” Panting, she settled back against me. “Let me rest for a minute.” She relaxed and closed her eyes. “Then I want you to spank me.” She smiled, still with her eyes closed. “And then I’m going to let you do absolutely anything you want to me.” She sat up for a moment, turned to face me, her eyes shining with excitement and desire “absolutely anything.”, she repeated, looking into my eyes. She lay back down again. “Light me a cigarette baby.” she said.”Then spank me crimson.”
We smoked together again, silent as the sound of the rain shifted with the wind.
“Ready?” Clare said suddenly. She stood up, and turned slowly, bending at the waist. “Because I am baby.” She slowly pulled her pyjama bottoms down, revealing the gently pale curves of her perfectly round smooth ass. “I want you to spank me darling.” She wiggled her bottom for me, “being high in the daytime is making me want… more than usual.” She looked back at me, “will you make it hurt more than usual darling, please?”
Clare trusted me deeply, her desires were intense but they had their limits and she knew I would not cross them. I stood up behind her, and raised my hand. She braced herself against the mantlepiece, spreading her legs, arching her back, presenting her tender bottom for me. I stroked the smooth flesh softly, and then brought my hand down fast, striking her with an open palm. The sound was clear and sharp against the soft sound of the rain on the window. “Oh!” Clare cried out, “My!”. Panting she said “Again darling, just like that.”
With each smack on her bottom her pale flesh reddened a little more. With each smack on her bottom I caressed her skin gently, allowing my fingers to slip between her legs, touching the wetness there. My cock strained against my boxer shorts, I felt it twitch with every smack I gave her. Clare held her pose, her body shaking, silently experiencing the shifting sensations of pain and pleasure, until finally she sighed “Yes, darling, oh yes.”. I stroked her trembling bottom gently, admiring its curve, and the red marks my hand had left on her. She stretched back, “oh god yes that feels incredible.” - she moaned - “mmmm, I’m so high and my bottom really hurts.” She giggled a little, and added “Oh warm heat spreading,” - she spread her legs wide, and stretched back - “god it’s good.”
The rain outside poured. Clare held her position, her bottom red, her legs apart, bent over, holding onto the mantlepiece still. “Hmmmm” she sighed as I stroked her back and thighs. “Oooh” she moaned when I dipped my fingers down the crack of her ass. She wiggled her bottom appreciatively. “Now, darling, what will you do with me?” She twisted around to look at me, “Little old me, all spanked and red, I’m yours however you need baby.”
I knelt down behind her, and kissed her bottom. With her legs apart, I was treated to a view of her pink little asshole and her shining pussy. Slowly I began to lick her, tasting her, moving my tongue between her pussy lips and then up and over her asshole, licking it softly and gently. I held her bottom in my hands as I licked, pulling her cheeks apart to give me better access. “Oh baby, is that your tongue on my ass darling.” she sighed and moaned, “oh that’s so lovely.”. She moved slightly back against me as my tongue touched her asshole, and I pushed it hard against her, pressing it, opening her ass for me.
“Oh!”, she moaned as I pushed. “Oh!”, again as my finger found her clit at the top of her dripping wet pussy. “Oh! Fuck!”, as I moved that finger in circles around her clit, all the while pressing my tongue against her asshole.
I lifted my head from her ass. “Can I put my finger inside you Clare?” I asked her. “Oh yes baby please, anything you want darling” she replied, her voice soft and filled with desire. I gently pressed the tip of my finger to her asshole, “here, Clare?” I asked again. Instead of replying, she pushed back against me, and I felt her asshole quiver against the pressure of my fingertip. Slowly I slid my finger into her, feeling the grip of her around me, the slickness of my saliva, the heat of her body. “Oh yes. Yes, deeper yes!” she moaned, as she pushed back, until the palm of my hand met her thigh.
We remained in this position for a while, my finger deep in Clare’s ass, her leaning back against my intrusion, my finger circling her clit. Her breathing and mine joined in gentle sound by the rain on the window. Then slowly she eased herself forwards, moaning with pleasure. “God yes,” she said, and as my finger left her asshole; “Oh yeah I can still feel you inside me”. She turned and knelt on the floor in front of me, her breasts rising and falling as she breathed. “God that was amazing,” she said, looking down at my cock, “but I think I need that inside me now.”
She reached down, and took the thick length of my cock in her hands. Gently she stroked and caressed it, before leaning down and taking its tip into her mouth. Clare didn’t really like to give deep or long blowjobs, and never took my come in her mouth. But she loved to suck and lick the tip of my cock like a lollipop. She held the shaft in her fist, squeezed and stroked me, and tasted me over and over. I sighed with pleasure, and with anticipation. I stroked her hair, and her back, as she tilted her head from side to side, slipping the tip of my cock over her lips and tongue.
Finally, she sat up, kissed me, and then turned around. Kneeling, she leant forwards, and presented her still-reddened ass to me. “Baby, would you like to continue what your finger started?” she said, her voice seeming to vibrate with desire. She shuffled back a little, and I knelt up to meet her. My hard cock slipped into her soaking wet pussy so easily and she gasped with pleasure. “Oh yeah baby, fuck me” she said quietly, and then, when my finger found her asshole again; “Oh yeah, play with me, fuck my cunt, then fuck my ass.” I loved to hear her talk, I loved the sound of the word “cunt” on her lips, and she knew it. “Yeah baby, fuck my cunt” she repeated, knowing the twitch of my cock inside her was triggered just be hearing her say the words. She loved the power of it, the power of just her words. “Push your finger into my ass, finger-fuck my asshole baby.” she leant forwards, flattening her body against the carpet, lifting her bottom up for me. I pressed my finger against her slick asshole, and penetrated her again. I felt the hardness of my cock inside her. I felt it move inside her as I fucked her.
“Fuck my ass baby, now.” she said, looking back at me, “Now.” I pulled my cock slowly from her pussy, and began to push its blunt head against her ass. I loved the sounds she made as I entered her ass, always the same moan of pleasure and abandon. “Uhhhh…” as the tip of my cock stretched her ass. “Oh yeah”, as the tip of my cock slipped past the first ring of resistance. “Fuck, uhhhhhh, yeah.” as I slowly entered her, as the stretch filled her up.
We had discovered the sheer joy of anal sex together almost by accident. I’d always loved the shape of her bottom, and one day while fucking I had found my finger sliding into her asshole seemingly of its own accord. She had taken it without a word, held me tight as we fucked like that until we came together. Afterwards she had told me how much she had loved the sensation. The tiny taste of pain as I stretched her, the sensation of being filled. “Both holes, yeah” she would whisper to me, as I fucked and fingered her at the same time. Eventually she asked for two fingers, and then one say as we fucked she’d said “baby, fuck my ass.”. And so I had.
That first time had been explosive, I’d fucked her hard, and she’d yelled her pleasure to the four walls. Now we enjoyed it more carefully, more intentionally. And today, as my cock sank deeper into her tight asshole, I savoured every single moment. The tight ring of her asshole gripped my cock as I eased it into the space inside her. She moaned as I filled her, until I felt the tip of my cock find the end, and my thighs met the soft flesh of her bottom. I pushed further, filling her; “Oh god fill my ass with you cock darling, fuck me baby, fuck me please.”
And together we moved, she leant forwards, and I moved back. My cock slowly revealed itself as I watched it leave her body. Together we moved back together, the grip of her asshole moving along my length. Slowly we fucked, moaning together as we felt the pleasure build in our bodies. Clare loved me to come in her ass, she loved to play with her clit as I fucked her. Most of all, she loved to come at the same time as I filled her ass with come. I felt her hand moving over her pussy and clit as we fucked. I felt her body tremble as her orgasm approached. “Baby I’m going to come.” she told me as she pushed back against my cock harder. “Fuck me, come in me.” she begged, and then; “Yes! Fuck I’m coming!”. This was always the trigger that tips me over the edge, and pure pleasure swept through my body as I felt my cock jet come deep into her ass.
Shaking and panting, still inside her, I lifted her body back up towards mine and held her.
“I love you darling” she told me. “I love you too baby”, I replied.
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