Strap and Smoke

Story by Bitterant on SoFurry

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You want to try a new experience, so you pay a cigarette-smoking raccoon girl to fuck your ass with a strap-on.


Florence isn't what you expected now that the chips are down. Not particularly in a bad way either. She has an older woman's body, and the fur reflects that. Greyed at the tips, the black stripes fading. She looks incredibly soft, her fluffy raccoon fur just begs for your hands to be run through it.

Her body is a bit pudgy and a bit saggy, her tits looking larger given that they hang slightly. Full and rounded, with darkish pink nipples obscured slightly by fur. The mask of her facial fur gives her a constant mischievous look. She holds all the confidence of a woman who knows exactly what she wants and has plenty of experience twirling men around her finger.

She looks at you appraisingly, and then at the bag of coins behind you. Payment was placed on the dresser's top, as per proper etiquette. For being next to a woman who is undressed, you feel quite exposed.

The environment does put you at ease a little, a well-adorned hotel room. A large bed with comfortable enough sheets. Good a place as any for what you're about to experience.

She strikes a match, lighting a hand-rolled cigarette, and taking a drag. The smoke swirled with the noon-day sunlight peeking through the curtains behind her. "So," she says, her throat husky and rough, "getting your ass fucked."

You clarify by adjusting her statement to the far less blunt term 'pegging'. She smirks, her thin snout and rounded nose turning up as she looks down on you.

"You want me to put a strap-on around my waist and ride you like a bitch, don't be shy about it~" She cackles, her throat raspy with years of nicotine. She takes another drag and exhales, the scent of burning paper and tobacco washing over you. "First time, I can tell. Don't worry. I'll be gentle enough."

She tilts her head, waiting for your words, and when none come she continues. "So what got you interested in having an anthro girl ride your ass? Maybe you've got a girlfriend at home you want to encourage to try this? Maybe you just like feeling like a bit of prey? Maybe you're gay and in denial?"

You flutter your eyes in surprise. She got it right, even if she took multiple guesses. Her shotgun spread of reasons hit home on yours, though you don't make it clear to her which was correct.

"Undress and sit on the bed for me, will you?"

You nod and do so. First time with a prostitute, and first time getting your ass ridden. It is going to be a wild day. Popping your butt on the bed meets you with a weird texture, lumpy and rough. You sit up to find it's a towel, weirdly enough. You move that aside for now.

While stripping down to your birthday suit, you cast a glance over at Florence to see what she's doing to prepare herself. She isn't trying to be enticing, but you can hardly decline to appeal of seeing her bend over.

You could still ask to give her a go after she 'fucks' you. Getting your ass filled and then having a nice warm cunt to blow your load in didn't sound bad at all. You can imagine it now, all tingly from that prostate stimulation. Her fuzzy rump doesn't offer you any delicious details aside from the curve of her posterior, but that's enough.

She steps into and pulls up a strap on that she tugs tightly along her waist. Leather straps and buckles get tightened along each hip, indenting to the fur lewdly as the harness is affixed. When she turns her body, she takes a drag of her cigarette, pointing the smooth and featureless cock now hiding her pussy toward you.

It's about the size and thickness of yours which makes it a lot less intimidating. She must have noted your inspection of her, as she strokes it a few times She turns and grasps something from the dresser top beside her, a jar. Holding her cigarette by her lips alone, she unscrews the top. When she opens the small glass container, the scent of it fills the room.

It's quite pleasant, your nose can detect the viscosity and the pleasant notes which remind you of tea curiously enough. She scoops a healthy amount into her hand and strokes it onto her artificial cock, slickening her entire shaft with the glistening stuff. Each stroke, and each step she takes towards you, makes this all the more real. She puts out her cigarette to a tray next to you.

"Looking a little pale, having second thoughts? It's only a fake dick, don't sweat it~" She gets alongside you beside the bed, her soft fur grazing your inner thighs as she confidently gets between your legs. "So, how do you wanna have your cherry popped? On your back so I can stick my tongue down your throat, or on your belly like a dog?"

Before you can answer she's already nudging on your shoulder with her hand, guiding you to lay back on the pillows. "We can do both. See which one you like more."

You agree, happy to get to watch her work for this first try. She spreads your legs, slowly, getting them spaced out, and running her clean hand up your smooth legs. "Who told you to shave? Your girl at home? Or did you know I like smooth humans?"

With the excess lube not on her strap-on, she tenderly rubs some to your asshole, even the pressure of her padded fingers makes your eyes flutter. With her other hand, she begins caressing your half-hard dick, getting up to full erectness soon.

"It'll hurt a little, right at the start. Promise it ain't bad after. Now relax, and push a bit, eh? It'll make this easier."

You push past the odd feeling of having to push, turning your eyes away from her in the slightest flash of embarrassment. Florence sticking her finger up your ass makes you look right back at her.

There is a slight bit of pain which makes you wince, but not bad enough for you to do more than exhale. And, it doesn't feel too bad. She presses the digit in deeper, and then another. The slightly filling feeling only makes you want a bit more.

Her skilled probing of your prostate alongside her handjob has you tingling from shaft to tip in moments, and relaxes what tension was built up in your body. "You feel calmer, looser, that's good. Now I can fuck you proper."

She withdraws her fingers and brushes off the lube with that towel on the bed. Before you can protest too much, in slips her affixed dildo, thrusting herself forward slowly by without pause. And it hurts! There is pain, enough to wince and want to wiggle, but she soothes you with graceful tracing of her fingers to your thighs and belly.

"Relax, relax," she says softly, leaning forward to smother you with fluffy tits. She's fully hilted in just a second and remains there, resting. The pain passes, it's more an intense dullness than anything else, and despite that the sensation of her cool shaft quickly warming felt quite nice.

When she thinks you're ready for it, she tries pulling back and thrusting. The smile on her exposes her own personal joy at breaking you in. Even if she is being exceptionally gentle.

You clutch at the sheets with one hand, the other taking the time to rub up her pudgy belly and grope one of her tits. The feeling of her strap-on gliding in and out in controlled, evenly-paced thrusts is just as exhilarating as you intended it to be.

Her weight upon your body, picking your legs up to get a deeper angle, rolling the smooth shaft against your prostate again and again. "Now you know how we feel~"

A short breathless chuckle comes from you, before you can make a remark, her humping knocks the words from you. "Hush, boy, momma is fucking your ass." Oooh, very good. That felt good to hear. She gets a handle on your joystick again and begins more urgently tugging you off. A firm and thorough handjob that when combined with her perfectly aimed thrusts, made the feeling of an orgasm ready to burst just sit at the tip of your dick.

The tip tingling of the prostate stimulation was delightful enough that you couldn't hold back the moans slipping from your lips. Watching her body shake and thrust against yours, her tits flop forward and back as she fucks your ass, it's a unique and refreshing sight.

She leans over, keeping pace with her hip motions, and grabs for her cigs and matches. With the strike of a match, she lights another smoke, shaking out the fire's tip and tossing it to the ashtray.

Florence inhales and exhales her smoke, all while stroking you off with the other hand and rutting your rear with a tempo bourne of two decades of experience. You could lay back and enjoy the ride like the pillow princess she was making you into. The pudge of her tummy and flop of her tits while she rocked her lower half juxtaposed against her stiff and superior expression.

She leans over and ashes her cig, tapping the end of it. "Alright, kid. How about we get a little rougher?"

She withdraws herself with a wet little plop. And pain isn't on the mind, but desire. Your ass suddenly feels empty, and a bit lonely. That strange pleasure in your cock is fading quick.. As you savor it, you think on its unique notes. More internal than the surface level brought about by more conventional stimulation.

Reaching over you, your instructor in this new field of pleasure fetched a collar linked to a leash. The leash was thin, a strip of leather attached to a leather collar, both dyed black. She nudges you with her hands and hushed orders to roll on your belly, which wins you a 'good boy'.

Around your neck, the collar is clasped, and she tests it with a few tugs, forcing you to produce a hiccup sound as the air is squeezed from you. "That's cute, be sure to make that sound when you cum."

Then, Florence put her weight on you. That feeling of her atop you is followed by that lube-covered faux-dick slipping between your cheeks again. Your eyes go wide not with fear nor distaste but anticipatory apprehension. Your chest rises and falls in uneven breaths as she slides herself in.

The pain this time isn't even worth noting, and in due time Florence was back to her medium pace but you get the sense she's going to ramp it up. She tugs on your collar, pulling your neck back. Through half-parted lips, talking past her cigarette, she says, "Why don't you bark for me, slut? Go on, throw away that humanity like you're throwing away your dignity."

Your skin falls flush, and the rocking of her body from this position is massaging your prostate with even more directness than before. In addition, your cock is pressed between your belly and the soft sheets, stimulating you atop everything else.

"I don't hear a bark, go on!" She yanks the collar again, cutting your breath short. "Look at you, a hole for me to bury this strapon in. Mmm, I do love seeing a human put in his place."

You obey her command to bark, not just to follow her lead but also because you cannot deny the building pleasure of submitting to her. On your belly, it's hard to, but you try your best now and then to turn your head back to look at her.

The soft, fluffy feeling of her fur and fat against your thighs, butt and sides is wonderful. It was like being cuddled while having your butt filled. And the groping of your body, your ass, your shoulders, it all makes you feel very much like the slut she's saying you are.

Her hands, when not holding your hips for stability, run up and down your back. Tickling, claw-tapping touches roll up your shoulders and spine. A possessed, owned feeling overcomes you. "Now howl, nice and loud, so everyone can hear you. Let them know you're giving your ass up to some old Raccoon."

Your howl is cut in the middle as if by a sneeze, with your orgasm creeping up on you out of nowhere. A feeling like you're going to piss is replaced immediately with the tense, squirting feeling of an orgasm, shooting your seed against the sheets.

To her credit, not that you have the brains to thank her as the prostate orgasm rolls through you, Florence reacts to your release. She backs up a bit, not pausing that fucking of your backside for a second, and reaches around to stroke your cock and squeeze out every milliliter of nut your balls see fit to shoot.

She makes a few final tugs and then pulls out, sitting on her butt, and helping you roll over. You splay your legs out on the free space, looking up to her with satisfaction plastered on every detail of your face.

She pats your belly with her clean hand and puts out her cig with the other. She brushes clean your cum now on her towel, but on you, rubbing her hand across your belly. "I believe that's yours, I'd tell you to lick it up, but we're short of time."

She stands, strap-on bouncing between her legs in a slight jiggle as she does. "Up ye get, let's get you cleaned up and smelling nice for home, yeah? The showers have some soaps that nullify musks and scents. Not a soul will know you paid an old raccoon to ride you."

With her assistance, she helps you up, and despite her gruff words, gives you a quick look over and makes sure you're alright and not in any pain. Quite the contrary! It was incredibly pleasant. With some assisted bathing that makes you wonder what good the soaps do, you're off.

Back to the wilds, feeling refreshed. And wondering if you can persuade a certain someone to wear a strap-on...