I’m walking down the street to meet you and I have an enormous boner in my pants. It feels ridiculous and obvious, hanging there, bulging out against my loose, low-slung jeans. Every stupid little dog that walks past is staring at it. Dogs always know. I figure that their owners do too because dogs and their owners have some kind of weird psychic connection that I find a little creepy.The reason I have a boner is because you want me to fuck you up the ass and I’ve never had anal sex before. In some ways I’m a typical guy and this is one of them: anal has been a fantasy for a long time but finding a woman who likes a hard cock deep inside her backdoor is a bit like finding good Canadian television: you know it exists but you’ve never seen it.
So, after years of daydreaming about watching my hot dog slip between a pair of buns while I watch some crappy porn with drooling idiots and jerking off, I’m finally going to get some anal action. And my dick is so hard it hurts.
The trouble is that there is a challenge or two to this anal adventure. Based only upon the written description you’ve sent me I have to pick out the right woman in a busy park at lunchtime. I’m to go up to you, assuming my choice is correct and the first words out of my mouth must be: “You look like the kind of slut that could use a good ass-fucking.” If I say anything else to you – even “hello” – the gig is off. And I’m back to whacking off. But it’s not like your description is so specific that there’s not going to be anyone else in the park – white, brunette, shoulder length, slender but strong, stylish but alternative, not much make-up, faded jeans, brown boots, black t-shirt. Well, that narrows it down to half the female population of Queen St. West.
And half the population of this park. If you’d thrown in “I’ll be carrying my yoga mat” you’d have reduced the numbers to about 20 women and given me a fighting chance. But, then, you said that you wanted me to work for a piece of your ass. And because I want your ass very, very badly after our phone sex adventure and the way you described how your tight little asshole would feel, well, I’m willing to take some risks.
I see a woman sitting on a bench by herself. She keeps checking her watch and she fits your description. It has to be you. But what if it’s not. Christ, I can’t go walking around calling women sluts. Never mind the politics of it, it’ll get my ass beat or throw in jail.
I’m starting to doubt this gig. A lot. I mean, what’s the big deal with asses anyway? Why this western world, capitalist obsession with asses? Why am I willing to risk everything – shit, I’m married – just to dip my manbits into some anonymous woman’s anus?
Because the thought is making pre-cum ooze out the end of my throbbing cock, that’s why.
Time to take the plunge. I walk up to the woman on the bench and I say the secret words: “You look like the kind of slut that could use a good ass-fucking.”
“And you look like the kind of asshole that could use a kick in the head.”
I feel like I might throw up right on top of this poor woman. Fuck, I’m an idiot. This ass-woman of mine is probably 16 and playing a trick on me with her girlfriends who are even now watching me from somewhere else and laughing their heads off.
The woman on the bench stands up. Then she grabs my package and looks me in the eyes. “Or maybe you need to follow me to somewhere more secluded.”
And then you turned and walked away – if it was you. Whoever it was had a nice ass and a pair of the hottest lips, full and round without any lipstick on them.
I walk behind you as we head towards the community centre on the other side of the park. We’re in a nice neighbourhood so this community centre is swank as hell. It’s the Hilton’s of community centres.
You don’t even look at me as we enter the building, which gives me a chance to admire your body from the rear.
What I don’t know is that your heart is beating faster than mine. You’ve decided that I actually look better in person than I did in the photo I sent you – which was kinda grainy and badly lit – as cellphone pics always are. You’re thinking about kissing me and feeling my tongue in your mouth. You got a good look at it when my mouth dropped open after you grabbed my dick and announced your intentions.
It’s the middle of the day so there’s hardly anybody in the centre, just some kids with the on-site daycare. And the afternoon senior’s swimming fitness class. There’s a lot of old people in shower caps. And I have a boner that could choke a horse. I’m just hoping that without their glasses none of the old gals can see it trying to poke its head through my jeans.
You lead me around the building to the handicap washroom and go inside. I watch you, uncertain if I’m to follow since you haven’t said a word to me. I watch the door close and wait a moment, looking around to see if anyone has seen us. Nope. I walk up and turn the handle: it’s open.
I’ll say this for you: you work fast. When I pull open the door it lets light spill into the unlit washroom. It’s a large space, big enough for a wheelchair to maneuver easily. And it has you in it, in only your bra and panties.
You grab me by the shirt and pull me inside, then reach behind me and lock the door.
It’s so dark that I can’t see anything at all but I can feel you undoing my belt and then my pants, which you push down to my ankles. Without hesitating you take my whole cock into your mouth and swallow it back all the way. I have to grab the wall beside me to steady myself – the wave of pleasure rolls up the shaft of my surprised cock, through my vibrating balls and down my shakey legs.
“Jesus fucking Christ,” I mumble.
You pay me no mind. This isn’t about swapping stories for you, you just want my cock and the first place you want it is in your mouth. You grab my ass and pull me into you so that I’m fucking your face in the dark, my hands holding your head, as much to stay upright as to guide your motion.
Damn, you’re good with your tongue. You swirl it around my cock, like an ice cream cone that’s going to melt on the sidewalk if you don’t act fast. Your hand spins up and down my shaft, now slick with your saliva. It’s fucking unbearable.
“No,” I tell you. “Or I’m going to cum right now.”
“Not a chance,” you reply. “Because now you’re going to eat my pussy.”
You stand up and while you hold my rock hard prick in one hand I can hear you fumbling around on the counter with the other. There is the click of a lighter and then the room glows softly in the flame. Using the lighter you light a small votive candle on the counter. Then you turn to me and kiss me deeply, your lips parting to let my tongue inside your mouth. Only your tongue is inside mine before I can take advantage of the opening.
As we kiss we press our bodies together there in the half-light and I can finally feel the gorgeous curves of your body, your round ass and strong back, your shoulders and neck. Up this close I can smell your hair, which is clean and smells like sage and other warm spices. It makes me want to eat you even more.
I’m so aroused my hands are shaking and you have to help me unclasp your bra, releasing your incredible breasts. I have to have them in my mouth and so I give each of them their due. I take the nipple of each in my mouth and taste them – you’ve put cocobutter on them. Mmm, chocolate covered nipples. And the more you eat them, the bigger they get – the biggest nipples I’ve ever sucked. But, then, they have to be to compete with the goosebumps that have risen all over your body – and which now spread to mine, your arousal driving mine to greater heights.
Your hips are rocking as I suck on your tits and you run your fingers through my hair, moaning softly. I push you back against the counter and then up on top of it. You know what I’m about to do and so your moans get more insistent and your breathing more erratic as I kiss you on the mouth and peel your panties down your legs.
As I take them down to your feet, I follow the panties with my tongue, tracing a path down to the bottom of you. Your skin tastes sweet and is tight and smooth against my tongue, the little hairs on your thighs tickling it. Your feet are soft but strong and erotic in themselves, and you moan softly as I trace my tongue around your ankle and then out to the nether region of your toes before heading back up to your calf.
Approaching your pussy I can feel your excitement rising, your legs spreading wider to welcome me, like a ship that’s been away from port for too long. Both your hands on my head guide me in with urgency and I’m not resisting at all as you rock your pelvis forward to give me better access to the sweet treat that I want so badly.
You have the smoothest pussy my tongue has ever caressed. It’s like you just waxed the day before so that you’d be ready to take advantage of the tongue fucking you were hoping you’d get from me. And I did promise it to you – and I’m not one to disappoint a beautiful, hot woman. Especially not one so certain about what she wants as you.
My tongue is pressed against your clit as you hold my face against you and wind your hips. Your legs are on my shoulders and I swear to god you’re going to stand on them the way you’re pushing. My arms are wrapped around your thighs, stroking them, exploring the rest of your body.
By now the counter is getting soaked with your juices and you reach around behind you to your purse. Inside you find what you’re looking for: lubricated condoms and you take one out, tearing it open with your teeth.
“Get up here,” you command and I’m too in awe of you to do anything but obey. So, I stand and you reach down and take hold of my cock, rolling the condom down it without any difficulty. I have to remember to ask you your technique. But there’s no chance now as you pull me towards you and direct my rock solid, latex encased cock into your pussy, so wet and slippery but still tight.
“Holy fuck that’s hot,” I moan.
“You like my pussy, baby,” you ask. Not that you need to.
“Jesus, yeah,” is all that I can manage.
“Don’t get too used to it,” you warn me. “This is just for extra lubrication.
And true to your word after a few thrusts you push me away from you, gently but firmly. Then you’re off the counter and you’ve produced a bottle of lube. I love a woman who thinks of everything. I never got past imagining my cock in your ass; the practicalities didn’t penetrate my ass-fuck brain. You hand me the bottle.
“Mmmm, make me slick baby,” you tell me and then turn around with your ass in the air to face me. Just seeing your ass in that candlelight made my balls try to climb onto my cock for a better look. But I kept my composure and squeezed some lube into your crack, massaging it around your asshole, then slipping a finger inside.
“Fuck me while you finger my asshole and get it ready for your cock.”
Your wish is my command – I think to myself and then direct my cock into your pussy. I bury it slowly, slowly, all the way in till I’m right up against you and you let out a little yelp of pleasure as you wind your hips.
I’m now up to two fingers in your tight little hole, sliding them in and out of you in synch with my cock. Then three fingers. I’m no expert but I think you’re ready and as if to confirm it, you pull a vibrator out of your purse.
“I want this in my pussy,” you tell me in a voice now throaty with pleasure.
I take the vibrator from you and turn it on so that it gives off a friendly hum. Then I slide it inside you enjoying the way that it makes you squirm and yelp uncontrollably.
The moment of truth has arrived. All my years of male fantasy are about to reach their pinnacle. I just hope that I can thrust more than twice before I blow my load because I can feel the pre-cum oozing out of the end of my prick. And my balls are so tight against me, I think that they might disappear inside.
But I take the head of my dick and massage your asshole with it. Your asshole opens a little and grabs at it as you back up towards me. So, I push it just inside of you, nice and easy.
“Fuck YES!” you holler.
I slide it further, inch by inch. You’re hyper-ventilating with the pleasure of my cock pushing into your back door as the vibrator stimulates your pussy. Soon I’m buried all the way up to my balls and we just hold still – letting the moment of sensory input wash over us. It feels the same but different. It feels fucking incredible, tight, pulling, active. Jesus.
There is silence, except for the soft hum of the vibrator inside of your cunt, doing its magic, workmanlike.
Then it’s like the Matrix, we go from moving in slow motion to suddenly full speed and you’re yelling and groaning – “Fuck my ass, fuck me, fuck my ass” – and I’m slamming up against your ass. Your hands are pressed up against the mirror for stability and we’re staring into each other’s eyes as we fuck and moan and grind until… until…
“Yes, yes, yes,” I’m going over the edge I can feel it and there’s nothing I can do to stop it. Even if I could, I can’t stop you moving your hips, you’re an elemental force and you’re trying to get me so deep inside of you. I grab your ass cheeks and feel it rising from my toes, up my legs, through my thighs, gathering power in my stomach. It builds and builds until I feel like I might shatter my teeth I’m clenching them so hard.
I grip the wall and push myself all the way into you – “HOLY FUCK HOLY FUCK HOLY FUCK. I’m cumming I’m cumming I’m cumming,” I scream and groan.
“yes, yes, yes. Fill me up. Fill me up,” you reply. And I oblige as an unbelievable amount of jizz gushes out of my cock inside of you. I wonder if I might overfill the condom but then another wave of pleasure washes over me and I forget everything else.
And my orgasm sends you into outer space as your knees buckle and you struggle to stay up and keep my cock buried in your ass. You grip the sink and arch your back, cursing and spasming as you are wracked with pleasure.
Finally, we both collapse onto our knees my cock still semi-hard and inside of you, we shake with the after tremors of the pleasure as I kiss your neck and we rock softly back and forth. The candle’s gone out in all the thrashing but it doesn’t matter because I’m seeing stars, giant flashes of white light that I can only assume are neurons exploding in my head.
“I brought a towel,” you whisper. “And there’s showers in the changeroom downstairs.” I definitely need to shower before I go home. And I know you won’t be here when I’m done showering.
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