Guided

A story about guided masturbation.

CW: Daddy kink, masturbation, fingering, oral sex, strap-on sex, strap-on blowjob, language like good boy, slut, one instance of “fagdyke”, loud hotel room sex

 

“Fuck, Daddy, please can I come for you? PleasecanIcomeforyou? Pleasepleaseplease —”

“Absolutely not, turn it off,” Shane says from her chair in the hotel room, watching me fuck myself for her.

“Fuck — !” I gasp, pulling the vibe off my swollen clit and fumbling for the off button. The small black dildo, my favorite warmup, is still inside me. I reach for its base, pulling it out of me and pushing it back in. “Please, Daddy, please fuck me… It feels so good but I know you can fuck me so much better…”

“Fuck,” she mutters to herself, gritting her teeth and clenching her fists.

“You’re so hot, Daddy… You look so good in that suit…”

“Mmm, prettyboy, you look so good naked in that collar for Daddy.”

That gets me to clench on the dildo and gasp about how good it feels.

“Unh— Daddy… Thank you, Daddy… Thank you…” I get lost in my moans as I continue to fuck myself with the toy.

“Filthy fucking slut.”

“Yes! I am.”

“So eager to get used.”

“Yesss, Daddy…”

“Slutting yourself out for Daddy on a toy, obeying his every word.”

“Yes, Daddy, I’ll do anything you want.”

She chuckles. “Anything, prettyboy?”

Feeling desperate, I answer, “Yes! Anything. Please.”

“Good boy, so eager. Take that toy out of yourself and lick it clean for Daddy.”

Jesus fucking Christ. I feel myself tighten around the toy at the order. I obey, pulling it out of my soaked cunt and bringing it to my mouth to lick up and down, taking the whole thing in my mouth, putting on a good slutshow for Daddy, just like I promised.

She groans from her chair, rubbing her cock that’s hanging out of her pants. I see her reach for the lube and I moan watching her stroke her cock up and down with it.

“Such a good boy for me,” she praises, standing and walking toward me, cock in hand.

“Daddy,” I moan in anticipation.

“I’m gonna fuck you now, prettyboy,” she promises. “Just like you deserve. Good boy.”

She climbs onto the bed where I’ve been fucking myself and positions herself between my legs. She slips inside me so easily, even though her cock is decently larger than the warmup toy I was just using.

“Daddy… Daddy… Daddy…” I gasp, feeling full of her. I cling to her shoulders and encourage her, thank her, beg her for more. She’s half-dressed in her suit from the wedding this afternoon. Cheers to the happy couple, but what I care about right now is how molten hot it is to be wearing nothing but a leather collar while a hot butch — half-dressed in suit pants and a tailored button-up, chain dangling around her neck, sleeves rolled up, suit jacket draped on the hotel chair — pounds me into the mattress.

So: thank you, happy couple, for putting Shane in this hot outfit so she can fuck me in it.

“Such a good boy. So fucking obedient. So fucking slutty,” she praises. “Put the vibe back on.”

“Oh god… Thank you, Daddy…”

I reach frantically for the vibrator, searching for the on button in the dimming light of the summer evening sunset. It buzzes to life and I watch her face and she watches mine as I bring the toy to my clit.

“Fuck. Fuck!”

“You like that, prettyboy?”

“Daddy… Oh. Yeah. Yeah. I do.”

“God, you feel so good on my cock,” she groans. “Is this how you wanna come, baby? Getting fucked like this?”

“Yessss, Daddy! Fuck. Please, please, yes.”

“Too bad,” she says with a cruel grin. “Not yet. I want you to wait for Daddy. You’ve waited so long, sweet boy. You can wait a little longer. Let Daddy hear those needy sounds of yours. Let’s hear it, prettyboy. Whine for me.”

The noises that I make are absolutely pathetic and pitiful. She grinds her cock into my aching cunt and pulls out sounds that match the pace of her strokes, depraved and growing louder. The buzzing toy on my clit shoots pleasure through my trembling body.

“Daddy…”

“Yes, prettyboy?”

“Daddy. Daddy. Fuck. I — I need it. I need you. I need to come for you.”

“Oh, sweet handsome boy. You’re so desperate for it.”

“Mmmm, Daddy, I am… Fuck…”

“Filthy little fagdyke. Taking Daddy’s cock like a good boy. Fuck, you feel so good on my cock, baby.”

Her voice is getting deeper in that way it does when she’s getting close.

“Daddy… Oh, please. Please come for me, Daddy. I want to feel you come inside me.”

“Fuck —” she stutters, both in her words and her strokes of her cock.

“Mmm, Daddy, come inside me and breed this slutty butch pussy.”

“Fuck. Fuck. Fuck!” Her eyes shut and she groans and her hips twitch inside me as she comes.

“Daddy! Fuck yes, please Daddy, fuck, you feel so good like that…”

She catches her breath and I grip her hair and kiss her sloppily, tongues and teeth and moans.

At this point, I’ve taken the vibe on and off my clit repeatedly, getting too close over and over.

The vibe is back on me now, her mouth on me, her strap inside me, her hands planted on either side of my head.

“Daddy,” I mumble into her mouth. She pulls back from our kiss.

“Yes, sweet boy?”

“Daddy,” I moan, full volume. “Please.”

She quirks her head and raises her eyebrows, saying nothing, but licking her lips.

“Daddy. Please. Please. I’m so close. Please can I come for you, Daddy? I’ll be so good for you, Daddy…”

She leans down, kissing me hard and pressing the buzzing toy further into my clit with the weight of her body.

I can’t help it. I’m so close. It feels so good. I come, screams muffled by her mouth. My free hand not holding the vibe is fisted in her hair and I feel her groan into my mouth and I can’t stop coming for her. The pulses of pleasure feel endless. She doesn’t stop fucking me. Doesn’t stop kissing me, although I feel a hint of a grin in it. Doesn’t stop to admonish me or ruin my orgasm. Just fucks me through it.

When my screams of pleasure quiet to whimpers and I’m too overstimulated to keep the vibe on myself, she pulls her mouth off mine, slows her strokes of her strap, and regards me with a smirk, eyes traveling across my face and down my body and back to my wide eyes. She licks her lips.

“Couldn’t help yourself, huh, prettyboy?” she says arrogantly. I’m panting and dumbstruck, too shocked at myself to say anything. “That’s okay, sweet boy. It was cute.”

“Fuck.” I blush hot.

“Aww, you’re even cuter when you’re blushing.”

“Daddy,” I whine.

“Fuck, I love when you call me that.”

“Daddy,” I moan, clinging to Shane. “Fuck. You’re so hot. I couldn’t help it.”

“Mmm… I don’t mind. But to thank me for letting you come without permission, I want you to suck me off.”

I feel myself clench around her cock, aftershocks of pleasure shooting through me.

“Yes, Daddy.”

“Good boy.”

We detangle and she relaxes back into the chair where she was earlier watching me fuck myself. Dick wet with my cum, she invites me to clean her up.

I take a slow, wide tongue up and down her strap, licking myself off of her, humming as I lick, moaning when I take her all the way in my mouth. She reaches a hand into my hair, gripping gently at the crown of my head as I clean her up.

When I’m done, I reach a hand to grasp the base and grind it against her cunt. She gasps. I do it more, matching it with a bobbing head and alternating with a flicking tongue against her tip.

“Fuck, prettyboy. Fuck.”

That spurs me on and I keep going, holding eye contact with her as I take her as deep in my throat as my gag reflex will allow. I pull myself off and lick sideways all the way up and down her cock.

When my mouth is wrapped around her shaft again, my hand guiding the base up and down, she gasps and groans and bucks into my mouth, her back arching and her hips lifting off the chair as she trembles and comes in my mouth.

I whimper as I take it.

“Good boy,” she groans, hand tight in my hair. “Good fucking boy.”

I pull my mouth off her.

“Daddy.”

We look at each other with dark eyes. I feel my cunt throbbing and dripping, but as fucked out as I am I don’t think I can take more of her big cock.

She bites her lip and lets her gaze travel down my naked body, tucking two fingers underneath my collar to drag my mouth up to hers.

“Mmm…” I sigh into the kiss.

It’s not long before the angle is too much of a strain on my back, and I stand up and climb into her lap, not breaking the kiss. She wraps her arms around me and our tongues stroke each other’s soft lips. I relax into the warmth of her strong body as she holds me tight. She cups my face and pulls her mouth away from mine to pepper kisses down my cheek, to my neck, to my collarbone and to my chest. Her hands move to lay flat against my mid back as she slides her tongue gently across my nipple.

“Fuuuuck, Daddy.”

She goes slowly, her mouth making its way to my other nipple to give it the same treatment. Then she holds me tight and stands up, carrying me to the bed and placing me down, her thick body on top of mine, and her mouth returns to my chest.

“Oh fuck, oh fuck, oh fuck, Daddy.”

My hands tangle in her hair as I try to grasp for something to ground me. But I’m floating on air with her mouth on me like this, head getting cloudy, pussy soft and wet and growing more so.

Her mouth is moving down my stomach now, light kisses brushing past each other on her way to my aching cunt.

When I feel her hot breath on my bush, her fingers spreading my lips open, her soft mouth pressing against my throbbing cunt, her tongue sliding up my wet slit… I gasp and buck into her mouth and string curse words together until they’re a blur and I let go of Shane’s hair to twist the bedsheets into a knot.

Mouth still on me, she looks up at me with a gaze of hunger and I think I’m going to come without permission again right there. Without breaking eye contact, she licks harder, but still with a slow pace. Slow, determined licks of my cunt. Then she goes softer, shorter, faster on my clit.

“Oh! Oh. Daddy. Fuck. Fuck. Daddy. I’m gonna come again if you keep doing that. Fuck.”

Her eyes sparkle wickedly and she doesn’t stop. She alternates between slow, deep licks of my whole cunt, to featherlight flicks of my clit, teasing me until my legs are shaking.

Then she slows down, pulls away from my clit, concentrates on my wet slit and teasing my opening with her warm tongue.

A shaky groan escapes my throat. “Daddy… Fuck. I’m so close. Please.”

She answers me with a hum and a slow stroke of her flat tongue against my swollen clit.

“Please, Daddy! Please, can I come?”

My grip on the sheets has not loosened. I’m panting and gasping for air, my legs still twitching under the movements of her mouth. I look at her with pleading eyes, begging for permission. I’m going to come with or without it very soon, but I prefer with. I like to be her good boy.

She lifts her mouth and says in a deep, raspy voice: “Yes, handsome. Come for me.”

When her lips and tongue are back on my cunt, I can’t help the excessive moans that echo in the hotel room.

“Yes, Daddy! Thank you, Daddy! Fuuuuck…”

We’ll likely get a noise complaint, but who cares. We’re never coming back to this hotel anyway.

Shane hums and the vibrations on my clit send electricity through my core to the tips of my toes.

“Daddy.”

Her attention on my clit has shifted from soft, quick strokes to heavier pressure but slower pace, right on my swollen, aching clit.

“Daddy!”

She watches me intently from her vantage point, her heavy hands keeping my thighs spread far apart. She doesn’t stop. But her right hand shifts and then her thick fingers are teasing my dripping opening.

“Daddy…” I say, half-warning, half-plea. A warning that I will come loud and hard if she fucks me with her fingers. A plea to do exactly that.

She pulls her mouth back to smirk at me as she teases with her fingers. Then, her mouth returns to its work and her two fingers slip inside me easily, curling into the perfect spot, and I’m screaming “Yes! Yes, Daddy! Yessss, Daddyyyy…” as I come for her, hard and fast and desperate and aching and delicious. At least, that’s what she calls me when she finishes cleaning me up and is grinning at me from above.

“Thank you, Daddy,” I mumble against her mouth, eager to pull her in for a kiss. I wrap my legs around her waist and my arms around her shoulders and taste myself on her tongue, our mouths hot, pressed together, aching for each other. We kiss and kiss.

She nips at my bottom lip and pulls back to look in my eyes.

“You were amazing,” she says, the same moment I say, “That was incredible.”

We laugh and kiss and I nuzzle into her neck and mumble, “Thank you, Daddy.”

“You’re welcome, good boy.”