Riding with Hannah's Dildo

Riding with Hannah's Dildo

I was mesmerized the moment I saw her, even from way down the sun-dappled street. Having just moved to Willow Creek for an artist's residency in Donville before starting art school in London, I was exhausted and ready to settle in. Yet, there she was—a goddess jumping around in front of my driveway.

In the late summer, a warm orange glow bounced off her golden blonde curls as she ran around the quiet residential street, kicking a soccer ball. Alone, she occasionally squealed, enchanted by the simple joy of playing footie. Her legs were long, strong, and tanned from the California sun. I had rented a little ranch house on the quiet, unassuming Bradley Street, and this angel lived just two doors down. How would I ever get any work done?

A Tempting Encounter

Three days later, I encountered her elder sister Sophia, an attractive young woman my age with captivating breasts, a penchant for ecstasy, and a desperate craving for approval. Meanwhile, her younger sister Hannah, three years junior and still in college, exuded a tomboyish charm, being a soccer enthusiast and horse lover, yet maintaining her innocence as a virgin.

Sophia and I found ourselves in the kitchen a few days after I moved in, when Hannah burst in, flushed and thirsty after her day's soccer practice. While their elegant, Irish mother encouraged me to stay for dinner and inquire about why I lived alone, my attention was captivated by Hannah as she drank from the sink beside me, her arm grazing mine, her sweat sweetly dampening my wrist. I felt electrified. As she set the glass down, flashing me a dimpled smile before bounding away, I couldn't help but feel that she was something truly rare and special—like a unicorn.

I stayed close to Sophia, going with her to uppity raves in the city and taking drugs with her. She was affectionate, and what started with an innocent make out at one of our many sleepovers turned into a lovely little mouth and set of tits just down the street to pacify my pussy as I planned for Hannah.

Nighttime Revelations and a New Plan

Sophia and I were inseparable, indulging in shopping, partying, and movie nights like the best of friends. But as night fell, her slender fingers would explore my body in the darkness, drawing me closer until I yielded. I would eagerly lower my panties, allowing her to pleasure me while I reciprocated. She often climaxed, craving my affirmations of her allure, which I gladly provided. We shared intimate moments, where I'd lavish attention on her breasts and extol the sensuality of her lips, leading her to ecstasy.

During our time together, I hatched a scheme. Discovering Hannah's love for animals, I promptly arranged the backyard for a miniature horse. When the trailer arrived, Hannah's excitement was palpable. From that day on, she spent four afternoons a week at my house, post-soccer practice.

I proposed the idea of riding my larger horse, Fugi, over the weekend. Her eyes widened with anticipation, and she eagerly accepted.

Playing on horseback

On Saturday morning, Hannah arrived promptly. I informed her about the riding chaps and gear in the tack shed, as we would be riding English style. She nodded and headed in to change, while I observed through a small gap in the wood planks, feeling the excitement in my own thick riding chaps.

Emerging soon after, she donned the tight khaki material over her perfectly toned, round little ass, and buttoned the crisp white shirt over her pert, supple breasts. With enthusiasm, I helped her onto the horse, giving instructions about posting and hip movement. She proved to be a responsive student, eager to excel.

After some time, we took a break, leaning on the fence as Fugi cooled off in the arena. I noticed Hannah fidgeting with her pants, as if uncomfortable. Sensing her unease, I addressed it.

"Do the pants not fit? They might be a little tight," I asked, observing her blush.

"No," she replied, "It's just rubbing a little."

Recognizing the issue, I offered guidance. "Your hip movements seem off; you're tense. It's affecting your form. You don't want to learn it wrong the first time."

Perplexed, she inquired, "What can I do?"

With assurance, I led her into the tack shed, revealing a trick. I instructed her to assume a specific posture and breathe deeply, reminiscent of yoga. She followed, and after a series of breaths, I applied a light whack to her perfect ass with a horsewhip. Although startled, she complied, understanding the purpose.

"Good," I encouraged, "and exhale five, four, three, two, one..." Another light whack followed, eliciting a slight tremble. After a few repetitions, I concluded, "Good! Let’s get some tea!" As we emerged from the tack shed, I prepared iced teas with a hint of vodka, and we reconvened at the arena fence.

Rubbing orgasms in the saddle

"Feel better?" I asked casually.

"Yeah," she hesitated, "I think so."

"Then back to the saddle! You should be all loosened up." In reality, the spanking and alcohol did little for her riding. As she moved, I could sense her struggle to resist the urge to grind her wet pussy on the saddle and find release.

I subjected her to 20 laps of torment before calling it a day. She left breathless, smiling, and eager for more. By me.

For three weeks, the routine remained unchanged. I wanted to maintain young Hanna's impeccable behavior. She would change into her riding clothes while I watched in secret. Then, I would relentlessly ride her in the arena, give her alcohol, spank her, and make her grind on the saddle for hours before sending her home.

Then came the fourth week, and in the shed, she obediently bent over, exhaling deeply.

"Pull down your pants," I said softly.

She hesitated for only a moment before revealing yellow flowered panties. I traced the lacy edge with the crop, eliciting a sharp intake of breath. Slowly, I edged the panties down with the stiff leather crop. She trembled, unable to refuse or question me. I held authority, and she complied. I glimpsed the light brown hair between her ass cheeks, the pink of her moist mound.

"She's a virgin," I thought. Damn!

Awakening After Dildo Stimulation

This time I spanked her hard, each whack leaving a stinging welt on her golden skin. She went home a bit dazed.

That night, I made sure Sophia and I were loud enough for Hannah to hear us. I heard the floor outside the bedroom door squeak after Sophia was done noisily fucking my latest toy for her, a big pink strap-on.

Sophia loved to be dominated and fucked hard, and once she discovered I could do it, she was my sex kitten. I'd push various objects into her tight pussy while she sucked on my clit—dildos, bananas, hairbrushes, even my weed pipe.

Sophia wasn't a virgin but lacked confidence in relationships with men. So, I fulfilled her needs with whatever she desired.

Despite Sophia's presence, all I could think of was Hannah's big blue eyes, athletic body, and untouched pussy. I was laying the groundwork, knowing Hannah's curiosity about sex.

She showed up bright and early the next Saturday, ready for another ride. But this time, as she trotted off to the tack shed, I closed and locked the door behind us.

Cowardice in the Face of Deep Tease

She lowered her pants, leaning over the saddle rack, waiting. I approached and pulled down her panties, noticing she was shaved.

"Oh Hannah," I asked eagerly, "Is this for me?" She nodded, panting, eyes wide with fear and uncertainty. She became self-conscious, squirming, trying to close the glistening pink slit before me.

Gripping her round ass, I opened her up slightly. She gasped, leaning further, parting her thighs.

I yearned to taste her, but settled for a flick of the tongue on her clit. She shuddered as I teased her pussy with my fingertips, circling her asshole, tracing little circles around her swollen clit, teasing the entrance to her vagina.

She pushed her hips back, attempting to impale herself on my fingers, but I resisted.

Stopping abruptly, she turned, giving me a look of fierce anger. I undid my pants, lowering them, and lay down on a saddle blanket.

"Come here, Hannah," I commanded. "I want you to eat my pussy." I spread my legs, showing her how wet I was. She crawled over, pants around her ankles, and knelt in front of me, looking frightened.

First experience with a horse dildo

I grabbed her curly blond hair and pushed those full, thick lips onto my pussy. She fought me for a bit, then started hesitantly licking my pink slit. I let her loose a little, and she began exploring my sex, trying to push her long tongue into my vagina, finding my clit, lapping carefully at my ass.

She was inexperienced and had no idea what she was doing, but just the touch of her skin on mine after all these weeks had me about to cum anyway. After like only two minutes I was grinding my clit into her lovely mouth, pushing her uncertain fingers into my pussy along with mine.

I closed my thighs around her head, and she squirmed in protest as I came all over her face, rubbing my pussy juice all over her as I shuddered and shook. I finally let her up, and she gasped for air, glaring again. The sex brought out some fire in this angel.

"Thanks, Hannah, it felt really good," I panted.

"What about me?" She pouted. Already, her fingers strayed to her pussy, aching to cum.

"This way," I said, struggling to my feet, so shaky from Hannah's mouth on me. I led her to lay down next to me, in the middle of the floor, where there was more room to play.

"You are a virgin, right? And no one has fingered you yet?" She blushes, nods.

"Then I can only do certain things to you, right?" She looks unsure, nods.

I push her down on all fours. "Hannah, I'm going to make you cum, but you will still be a virgin, so don't worry."

As ludicrous as this statement is, she breathes a sigh of relief and nods. I get behind her and start lightly licking her ass.

She laughs and squeals, like it's the most ticklish thing she's ever felt, but then slowly relaxes into the rhythm of it. I start lightly tapping her clit as I probe into her ass; she is sighing and moaning involuntarily.

I grab the dildo nearby and maneuver the tip to my pussy, sliding it around in my cum until it's slick and ready. I can't help pushing it deep into my vagina, knowing it will be inside Hannah soon. It's like I will be fucking her.

I will be the first one inside of Hannah. I will get inside of her, and she will want that for the rest of her life.

On the Journey with the Horse Dildo

I edge the riding crop over to her pussy and place the blunt tip tentatively near her opening. She pulls back.

"It's okay, Hannah," I reassure her. "It's just the riding crop. Nothing else will go inside you."

She turns around, nodding at me, clearly scared. Her eyes are wide and somewhat shiny, like she might cry, and her cheeks and nose are flushed with a mixture of lust, anticipation, and now panic as I twist the leather end slowly around.

I give her pussy two big, wet slurps, then wrap one arm around her hips, locking her in position against the wall. She can't move.

I start trying to inch the riding crop in, the slick leather barely separating tight, unwelcoming muscle. She's wet, but too tense, and I pause in my small, insistent movements forward into her sweet paradise.

"Hannah," I say sternly, "Don't make me hurt your perfect little pussy. I want to be gentle when I fuck you. You opened your ass to me, now I want your pussy. I'm going to have it, and I'm going to make you cum so hard you'll be begging me to fuck you like your sister does." She freezes, surprised at my tone and words.

While she's kind of frozen, not knowing what to do, I gently push the crop in about three inches. She cries out in confusion and pain, not prepared. I let go of the crop, her tight little muscles grabbing and holding it firmly in place. She whimpers as I leave it there, afraid to move lest she push it in further.

I arrange myself to lie under her, so I can watch the crop entering her pussy and reach her little pink clit with my mouth if it hurts too much. I push it in more, and she's actually crying a little now, so I start tenderly kissing her clit, like your first boyfriend at a summer BBQ, like how you kiss for the first time.

Hannah starts moving her hips a little as I slide the crop in and out. I know she won't cum because it hurts too much, so I instruct her to kiss my pussy so at least I can cum while she gets fucked.

Horse Dildo Intimate Encounter

She licks my vagina as I vigorously push the slick black leather baton into her hole, muffling her cries with my pussy. I observe her little wet opening getting redder and rawer, wrapping my thighs around her head.

Hannah sobs as I roughly insert my fingers into her vagina and asshole, holding her like a bowling ball, ramming the horse dildo into her pussy. Alongside the leather crop, I mercilessly push my finger in and rub her secret little textured area, evoking a new, uncontrollable sensation of basic guttural pleasure.

Between sobs, she catches her breath and allows herself to feel a little pleasure amidst the shock and pain of my actions. Unable to contain myself, I cum uncontrollably when she grabs my hand to push the horse dildo in even further.

I grind my groin against her tear-stained face, taking in her large wet eyes and swollen lips. I release the breast that was almost purple in my grasp, and the swollen, ravaged holes I found my way into. But I leave the horse dildo in. I'm still fucking her, and it's not over yet; I'm still inside her.

Gently laying Hannah down on her back, I smooth her hair, kiss the tears off her face, then move down her body, tapping my fingers on the far end of the horse dildo still lodged in her abused little pussy. The vibrations feel good, and she relaxes a notch.

I begin kissing her pussy again, more gently this time. I don't try to unearth her entire clit and suck it between my teeth; I keep it soft, soft, stronger, soft, soft... over and over until she starts shaking and reaching for the back of my head.

I start pushing the horse dildo into her again, more smoothly and in response to the raising of her hips. Soon, young Hannah is letting me fuck her pretty hard, her toes curling and back arching as she responds to my movements.

Then Hannah comes, and it's so perfect. A sharp, primal cry strangles out of her throat as convulsions rock her whole body. I pull back, open up her pussy, and watch it contract around the horse dildo, which I carefully slide out. I push my tongue into her vagina while it's still pulsing. She lies there, trembling, for a while as I slide a single, slick finger in and out of her swollen cunt. I'm inside her now.

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