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The Boss FUCKED My VIRGIN ASSHOLE!

Fri, 10 Mar 2017 23:04:07 +0000

I’ll never forget the first time I felt a hard dick in my tight little asshole.

I’d been dreaming about that cock of his for months. My boss had a certain “reputation” with the ladies, so I was disappointed that during the course of working for him, he had treated me like an employee and nothing more. I finally decided I was going to take matters into my own hands.

As his assistant, I’m usually in his home at all hours, so one day I showed up, in my sexiest lingerie, heels, and just a trench coat over top. I climbed the stairs to his bedroom and peeped inside. I could see the outline of his erection under the white bed sheets.
I stood over the bed, slid the sheet off of his hard cock and as he woke up I opened my trench coat, revealing the lingerie beneath it and as I dropped it to the floor, I told him “fuck me, boss”.

At first he was surprised, but the minute my coat hit the floor I could see his big, fat cock getting harder then ever.

I immediately dropped to my knees and took that big rod of his down my throat, drooling and moaning the whole time, loving every minute of it.

“I always knew you were a big slut” he told me, “could see it in the way your eyes always found my fat cock every time I was giving you instructions. Well now I’m going to instruct you how to take care of this dick”.

“Yes, Sir” I mumbled through the moans of my deep-throating, drool spilling down my face as I spoke.

Suddenly he grabbed me by my hair and told me to get up, and as I did he swung me over the bed and started spanking my ass as he continued to pull my hair “You like that you slut?” he said.

“Yes, sir” I said again, “I want to be your slut, Sir”.

“Oh do you?” he said as he spit on his fingers and shoved them into my asshole.

What I wanted!

“Well good sluts can take this big dick in their ass, you think you can handle that?”

I started crying at the thought, both because I had never done something like this before and was afraid it might hurt and also because I wanted to feel his huge, throbbing cock thrusting itself inside me, even if it did hurt.

“Mmm…” He said, “I like those tears, keep it up and you’ll get my dick even harder before it goes inside your tight little asshole”.

Then the next thing I knew I felt a splitting pain from his cock pushing inside of me, but as soon as he started pumping me it started to feel like a raw, intense pleasure.

A kind of pussy wetting pleasure that I knew could only come from giving my body to him, to be his dirty whore.

“I’ve been dreaming about your hard cock inside my asshole for so long, Sir” I cried “I never thought it would feel so good!”

He reached down and grabbed a fistful of my hair again and started pumping into me harder and faster, “what a good girl you are,” he said, “taking my huge cock down to the balls in your virgin asshole, what a good slut you are for me”.

He started smacking my ass again with his hand with every thrust of his dick, hammering it inside of me.

I started crying again it felt so good, “Sir, I’m going to cum with your cock in my asshole, can I please cum for you” I begged.

“You think you earned it?” He said.

“Please, sir, can I please cum with your hard cock pounding inside me, sir”?

“Mmmmm, alright then slut” he said, “show me what a good slut you are taking my big dick in that ass and cumming for me like a good girl”.

I started shaking and crying I was cumming so hard for him. My pussy was dripping all down the sides of my legs with each shudder of orgasm.

Then he pulled out his fat cock from my asshole, and I gasped at the shock of it, he threw me over on the bed and said “now it’s my turn, open wide”.

I knelt in front of him, mouth open, mascara tears streaming down my face from my own pleasure and pain.

“I want to taste you so badly, Sir” I said, “I’ve been waiting so long to taste your hot cum”.

He stood over me, pumping his hard cock onto my tear-stained face as I eagerly lapped at his cum.

I was covered cum as his massive load was in my mouth, and running down my face and onto my tits.

“What a good little whore you are” he said. “ I enjoyed making you cry. Who knew when I hired you that you’d be such a good little anal slut for me, now go clean yourself up”.

Even though that was the day my dream of fucking my boss finally came true, it was really the day that I learned what a good little anal pain slut I am, and I can’t wait to fill this tight little hole again some time soon.

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My Stepdaddy Fucked My Ass Raw…& I Want More!

Wed, 14 Dec 2016 18:14:07 +0000

Lick it first! I demanded as his tongue lingered near my asshole.

Clearly he did not know what an anal fetish I had!
But he complied and I felt the soft, warm tongue penetrate my hole with eager precision, wriggling its way inside of me.
Yessssssssss….
I relaxed all my muscles and let my ass go loose on him, opening up its hole of treats for him to explore. He had a few fingers already sliding in and out of my admittedly saturated pussy and when he added the tongue, my pleasure increased tenfold.
I was on my knees with my ass in the air and his face was buried behind me as I moaned with MY face pressed against the stained carpeting. I couldn’t take it. I needed his cock in my ass and I told him so.
He was again happy to comply. I turned around and took one good look at his cock. It was much thicker than I expected, veiny and bulging, pointing at me accusatorily.

In an instant I swallowed the shaft down, gagging myself as it filled my mouth too easily, punishing the tonsils as it made its way down.

If that thing was going in my ass, it would have to be really, really lubed up first.

I tugged his balls and stroked his taint as I jammed that cock down my throat, taking him deeper than I’m guessing any woman had ever, because he started shaking and going “oh god oh god” when I get him alllllll the way down.
Yes. This is my specialty. Nobody deep-throats like I do.
But I didn’t want him getting any ideas like blowing his wad down my throat, when I had other plans. I wanted that load up my ass and I was going to get what I wanted. I pulled his cock out of my mouth and a long cord of spittle was attached from my lips to his cock. It was sufficiently soaked with my spit.

I aimed that fat, bulbous tip at my chocolate star, took a deep breath, and pushed back onto it.

He broke in my ass!

I felt the head part my cheeks, finding the hole, then I felt my whole body seem to open up and slide back on it. It was so tight, I had to keep breathing slowly, flexing and releasing my muscles, letting it find its way down that tight, smooth tunnel.
Yesssssssssss…
I think we both moaned as his hips finally met my ass, the whole of his thick cock buried in those tight cheeks up to my gut. It felt so fucking good and he’d barely even got in in there! When he took my hips and started to slowly pump me into and away from him, I couldn’t help but scream in pleasure YES over and over!

I felt that rod of hard meat thrusting up into me, taking what it wanted, owning my tight little hole—making it his secret, dirty fuckspace to annihilate at will.

My clit was buzzing like a housefly as he reamed my asshole, forcing himself impossibly deeper into me, pounding that meat hammer into my hole. I could hardly believe it was finally happening.
FUCK YEAH, DADDY I shouted!

Did I mention he’s my stepfather?

Anyway, he’s now going absolutely nuts on my ass, just buck-wild fucking and jamming and pounding and I keep egging him on: HARDER, DADDY!
See, I can’t cum until someone fucks my ass RAW. Like, anal-tearing raw. Like sore ass for a week raw. Like, every single fucking time I sit, I want the PAIN to remind me of how this man obliterated my ass with his cock! Now THAT is hot and it’s what REALLY gets me squirting!
Did I mention I squirt???
Anyway, I’m screaming for him to go harder and his face is just this purple-red color with his veins bulging in his temples. His cock is getting another specialty of mine: I’m gripping and relaxing, gripping and relaxing his cock with my ass. I’ve gotten reallllly good at moving the muscles from the bottom up, so it almost feels like a hand is stroking the shaft while it’s INSIDE of my ass.

I’ve been working on this move since I was 14, so now that I’m 19, my asshole has been pretty much lusted after (and had!) by every boy at school. So it’s only natural I had to turn my sights on someone a little harder to attain. But trust me—it wasn’t that hard. No panties, bend over in my little jean skirt when mom is gone, talk dirty when he tries to yell at me for it, and it was over.

I told him the only way I was going to stop flashing him like that, was if he punished my asshole.

And here we are.
And he’s about to blow and I’m now sitting on him as he lays, using my knees to bounce on his cock while also concentrating on gripping it with my sphincter. My middle finger strokes hard at my swollen clit and I rub it like mad as I work to squeeze him inside of me, coaxing the shaft to deliver the goods.
I know it’s close…and then it happens.
“OH FUUUUUUUUUUUUUUUCK!” he screams as he grabs my hips, forcing me down on him.
His whole body is shaking and so am I as I feel his hot load explode up my ass and I start shaking too as I cum, contracting around his cock.

Then I feel it—my body convulses and I lean back and there it goes: my pussy shoots my lady liquid in a pleasured spurt into the air!

Yessssssssssssssss!
He grabs my hips and shakes my whole body, directing the last of his semen so deep inside me I feel like I can taste it. I sit there, spent and totally satisfied, for at least a minute. My asshole and his cock relaxing together, loosening up as the pleasure slowly faded.

Then he pushed himself off me, and I feel my poor, gaping and wounded asshole carefully contract back, empty now of his meat, dripping thick cum out, oozing down my crack as its portal squeezes shut.

Now…I tell him, if you can tell me that WASN’T the BEST FUCK of your life, we never have to do it again, and I swear I’ll never tell my mom.
BUT…if it WAS the best fuck of your life…and you want to maybe do it AGAIN, every time my mom isn’t home…this ass still could use a few more miles, if you know what I mean, daddy?

If you want your own HOT FUCKING FANTASY…