Toy Time For Skinny Sissy Ass

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Title: “Alana stomps on my skinny sissy ass in a domination”””

Tagline: “Alana the dominant shemale tramples me under her classy stiletto heels in a rough and tumble toy time foot fetish scene. My sissy ass gets the treatment of a lifetime!”

Introduction:
It’s a steamy Saturday afternoon when I hear a loud knock at the door. I open it to find Alana, my friend and closeted sissy-boy crush, standing before me in a skin-tight red latex outfit that clings to her soft curves. Her chiseled features are accented with bold black eyeliner and fire-engine red lipstick. She’s holding a riding crop in one hand and her signature style – sharp, patent leather stilettos with an open toed design that shows off her dainty toes – on the other. “Well, well, well, look who’s home in time for Toy Time!” she says with a smug grin, pushing past me. I stammer a greeting and close the door behind us, drinking in the sight of her round, latex-clad behind.

As I follow Alana into the living room, she wastes no time kicking back on the couch and crossing her long legs. “Let’s see what you’ve got in your collection of toys, shall we?” She eyes my modest assortment of adult playthings with a condescending smirk. “Although I’m sure they don’t come close to my level of…talent.”

I bite my lip and nod vigoroursly as I hand her the remote. Alana clicks on the familiar blue ‘play’ button of my smart TV and it begins streaming our favorite online porn channel. The first vid is a rough and tumble shemale scene. A big, burly dude with a beer belly is tied down flailing blankets on a bed. An slender, yet muscular shemale is on top of him crushing his thighs with her boots. The Shemale reaches down and takes his prick in her hand and starts stroking it as he groans.

Alana smiles devilishly at this and nudges me closer. “Now THIS is a toy. Pants off, honey!” I blushing red as I unzip my pants and let them fall to the floor. Alana nods in approval as she uncrosses her long legs and wraps her arms around me, pulling me close. She strokes my thigh as we watch the scene together.

Suddenly, the muscular Shemale in the video grabs a foot long double penetrate dildo and starts to slowly push it into the man’s asshole. As I watch, I become irrationally aroused. “Oooh… I bet something this thick would open a tight slut’s sissy hole wide open,” Alana moans in a husky tone. “Mmhmm,” I manage to breathe in agreement. She “Shut up bitch. I want you to watch closely at the size of the dildo and how it stretches the Shemale’s hole before I shove this in your whore hole sissy ass.”

Her hand slides up to my dick, stroking it gently as she watches the screen. The sound of skin slapping against skin and the Shemale’s moans fill the room. Shemale’s hole stretches to take the huge dildo and then I can’t believe the scene changes. The Shemale picks up the tied up man but has the double penetrate dildo still in her ass. She takes the handle of the dildo and rams it into the tied up man’s asshole over and over again. The tied man screams. My eyes are glued…both to the scene and the hand on my dick.

Alana leans over to me and whispers “I’m going to ruin you. Expect a pounding like no other. And then I’m going to touch your sissy ass lips. I’m going to press my lips to yours and feel your tight openings around me while you’re moaning with submission.”

Alana bites my earlobe and continues to stroke my softening erection faster and faster as the fucking goes on. She murmurs, “Just wait until your turn comes. I’m going to pin you down and ride your sissy whore ass with my toy. Are you ready for me to break you in? Make that tight pucker mine? Oooh I am going to love having my cock inside your ass. Lets have some sissy fun!”She hits the stop button and leans over kissing me hard on the lips her tongue forcing its way into my mouth and I shudder at the thought…

Key Scenes:

“Alana’s Toy Time Takeover”

Alana stands over my prone, trembling body, her heels clicking ominously on the hardwood floor. She snakes out a leg and firmly presses the tip of her stiletto between my cheek and the floor. I whimper as she applies more pressure, mashing my face into the ground. “Mmmm, pathetic little sissy bitch. You’re mine now,” she purrs. “Time to break in my new toy!”

She presses the sole of her shoe onto my chest, grinds it firmly against me. I gasp at the contact, at the sheer erotic unjustness of having her dominate me like this. Alana smiles wickedly as she drags the shoe down my body, caressing every inch with the sole, until she reaches my crotch. She presses the sharp heel against my balls and I cry out, arching my back. Alana’s eyes gleam with sadistic lust. “These balls, this dick…” She cups my package roughly in her hand. “It all belongs to me now. To use however I want.”

I moan like a whore as she unzips her leather pants, letting them fall to the floor. Her cock springs free, hard and throbbing. “On your hands and knees, sissy. You know what I want.”

I scramble to obey, my face burning with humiliation and arousal as I present my bare ass to her. The cool air of the room kisses my exposed pucker. Alana walks around me, admiring the view, trailing a finger along my spine. She grasps my hip with one hand as her other hand finds my hole, a single digit circling the tight ring of muscle.

Then, in slow motion, she pushes forward, her finger sliding into my hot slick passage. My sphincter clenches around the digit as it sinks deeper and deeper, stretching me open. Alana pumps it in and out, reveling in the power she has over me. She slides in another finger, then a third, scissoring and stretching until my hole gapes open like a needy orifice.

“Please…” I whimper, feeling empty, aching to be filled. “I need…” But Alana pays me no heed. Instead, she pulls her fingers out with a lewd pop! and reaches for her toy, a hefty, realistic strap-on cock. She snaps the harness on, admiring her reflection in the window. Endowed and immense, she looks every inch the dominant alpha shemale I’ve fantasized about. The thick head of her strap-on nudges my hole as she bends over me, her breath hot on my neck.

“Toy time begins now, chulo. Prepare to be shafted like a bitch in heat.”

With that, she pushes forward, the head popping past my ring with a lewd squelch. I cry out, my hole accommodating the thick intrusion as she sinks deeper, pressing against my prostate. Alana grinds her hips, stirring the toy inside me before she begins to withdraw. The drag of rubber against hot skin makes me moan.

She slams her hips forward and I gasp as she bottoms out, the handle of the strap pressing against my cheeks. Alana starts to pound into me, hard and deep. The age ticking, “Crack, crack, crack” of her balls slapping against my asshole makes me dizzy with pleasure.

The room fills with the sounds of skin on skin, and my embarrassing, whorish moans. Alana pounds me into the floor, slamming into me with brutal force, making me see stars. Every thrust is like a gust of lightning, striking some deeply buried pleasure switch. Alana’s condom covered cock delves into my quivering ass, triggering intenseSubmit button prostate climax.

“Fuck, I can feel you squeezing me,” she growls. “This is just the beginning, slut. I’m going to ride your sissy boy ass over and over again until you’re limp and lopsided.”

Tying it all together with an original twist:

Alana ties me up, my sissy ass on display. She tugs on the strap-on, the size obscenely oversized.

“That’s it, chulo, spread them cheeks,” she orders. I obey, reaching back to pull apart my ass cheeks, baring my winking hole for her. “Someone’s eager to put their mouth on this ass. Too bad, bitch. Today, this hole is getting my cock instead.”

Alana positions herself behind me, the head of the cock nudging impatiently against my entrance. I inhale sharply, holding my breath, as she pushes forward, wiggling her hips to work the thick head past my tight ring. The pressure is immense, muscle clenching and unclenching around the invading phallus.

“Breathe, sissy. Relax your muscles and take that dick,” she purrs, rubbing soothing circles on my lower back. I do as she instructs, inhaling deeply, forcing the muscles of my lower body to loosen. Slowly, the cock sinks deeper, gradually stretching my passage open as she inches forward.

“Your ass is gripping me so tight,” she groans. “I love watching you stretch around my cock. You were made to take cock, weren’t you, baby?”

I whimper in response, lashes fluttering as the bulbous head of the strap-on slides past my prostate. The overwhelming sensation makes me writhe, hands fisting in the ropes tying me down. Alana starts to move, slow at first, building up rhythm as she finds her stride.

She rides me hard, hammering her hips against my ass at a merciless pace. The heavy cock sears my insides, igniting every pleasure cell. Certainly would split my convulsing ass in half. I whine and moan as she uses me relentlessly, determined to fuck me senseless.

“Not going to take long to come, sissy,” Alana pants, slamming into me harshly. She’s close, I can feel it in the way her body trembles slightly, in how she rolls her hips to grind her clit against my ass cheeks. “Gonna…” Thrust. “Fill.” Thrust. “This.” Thrust. “Cunt.” THRUST! “With. OOHHH, WITH MY DELICIOUS CUM.”

I feel her hips smack against my ass with a fulfilling CRACK, followed by a gush of hot liquid flooding my insides. I jerk against my restraints, shaking violently, as I let loose a strangled scream, my cock spurting uselessly against my stomach. The ropes bite into my skin as I thrash in my climax, but the stinging pain only heightens the intense ecstasy.

Alana grinds into me as the last shuddering waves of release ebb from her body. Finally, she pulls out with a slick squelch and admires handiwork. My tender hole clenches, trying valiantly to close, but gapes open, creamy liquid seeping from my abused passage.

“There,” Alana says with satisfaction. “A well-used hole. You did well today, sissy. I think I’ll be keeping you around.”

And with that, she tucks away her strap-on, zips up her pants, and leaves me to lay there, limbs shaking, hole gaping, thoroughly used and broken. Score. Right sissy toy, right owner. Couldn’t agree more!

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Category: Shemale
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