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[FM] Aggressive ex fucks my ass with lollipops | 2016

I've been in bed with the flu for the past few days, so I haven't had the ability to do anything remotely sexual, regardless of how badly I've wanted to.

Since I can't get fucked right now, I figured I'd at least redirect some of my pent up sexual energy toward my writing. I'm too weak to get off, but I can at least still help you guys, right?


I'd like to introduce you to an ex-boyfriend of mine: Samuel.

Samuel was a devilishly handsome Hispanic guy that I started dating in my sophomore year. And I do mean "devilish" in the literal sense of the word: his face was all sharp angles, and permanently furrowed brows, and dark, dark eyes, and it all combined to give him a fiendish, dangerous look.

This was around the time when I had just given up all hope of being a "proper" lady, so a "dangerous" guy seemed like everything I needed.

.

The first time we met was at some house party. From my perspective, it went like this: a handsome, if slightly too muscular for my taste, brown dude approached me, leaned into my ear, and said: "We should fuck!"

Despite being drunk--or maybe because of it--I remember being amused and a little turned on by his brashness. Still, I turned him down in the best way I know how: "Sorry, I only fuck hung guys."

Evidently he convinced me that he was well endowed, because my next memory is being alone with him in a stranger's bedroom.

I don't think the guy was expecting anything other than a run-of-the-mill hookup, so I must have made his day when I told him I wanted it in my ass. I still remember the oddly vicious smile that spread over his face when I said those words, as if to say "you know not what you do."

I don't remember what he was wearing, but I do remember seeing him pull his package out. It was big and brown and heavy--my favorite. His balls were shockingly spherical and biggish, and rested right at the base of his dick. And the dick itself was maybe 7 inches--decently longer than average--and at least a good handful around, with extra girth bulging out around the center of the shaft.

The thing looked so good that, when he pulled out a condom and rolled it down his dick, I couldn't stand to see the thing obscured; and in my slightly drunken haze, I reached down and pulled the condom back off of it.

Rather than being turned off by my apparent desire to get raw fucked by a stranger, he gave another of those vicious smiles, and moved on. He found some lotion near the bed and lubed up his dick, and minutes later was buried in my ass.

I don't remember much from the sex itself--from the way he would go on to fuck me later, I'm sure it was brutal--and in fact I didn't remember that it had happened at all until I woke up the next morning and felt cum leaking from my ass.

It was only when I saw the new contact in my phone that I even learned the guy's name: Samuel.

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That night basically summed up his M.O.: he loved anal, and risky situations, and taking advantage. And at the time, that was everything I wanted in a man.

Samuel and I hooked up several more times after that first night, and somehow our mutual love of rough anal and cum play blossomed into a relationship.

In all honesty, we never worked as a couple, but our sexual compatibility kept us together for about a year.

Funnily enough, Sam was probably the more kinky one in the relationship, and he pushed me to do things that I hadn't thought of or wasn't really sure I wanted.

What follows is one such experience:

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One weekend, when Sam's roommate was gone, I snuck into his dorm after curfew to have a night of fun.

Sam and I were on the top bunk of his bed, his TV on in the background. He was sitting against the wall, legs stretched forward, and I was lying stomach-down across his legs, pants pulled down and ass bent up to receive the slaps he was giving me. Sam could spend hours just spanking my ass and roughly fingering my hole, and it was almost a game to see how hard he could go without my moans getting loud enough to alert an RA.

Sam stopped beating my ass, told me to stay, and climbed down from the bed, only to return with a bag that he'd pulled from his desk. Inside the bag were various sizes of lollipops, which I quickly learned were purchased just for me.

He unwrapped the smallest one--a green one, one of those little Dum-Dum lollis--and sucked on it, before bringing it to my mouth to suck. And then, as you might guess, Sam pushed the little lollipop up my ass.

.

That's basically how Sam operated. He would get these ideas, and my role was to make them come true, regardless of whether or not I was interested. When he wanted to stick lollipops up my ass, he stuck lollipops up my ass--there was no asking if I was into it, or if I was worried about a yeast infection, or whatever; he just did it.

Outside of the bedroom, that machismo of his was enough to end the relationship; but in the bedroom, I very much enjoyed being his sexual plaything.

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Sam pushed the wet little lollipop against my hole, and in it popped. He twirled it, then pulled it back out, and then sucked on it--he loved to taste the inside of my ass. Then back into my ass went the lollipop; meanwhile Sam's hand went to the back of my head and pulled me roughly to his face, for a kiss, his tongue hanging out and streaked lightly with green.

While Sam roughly kissed me, he grabbed the stick end of the lollipop that was hanging out of my ass, and moved it around, causing the candy to twirl inside me. "You like that?" he asked--but, showing that my answer didn't really matter, he said, "Yeah, you like that."

My ex pulled the candy from my hole and pushed it into my own mouth this time. It tasted good--sweet, with a slight hint of my ass. And then back into my ass; back to my mouth; back to my ass; back to his mouth. Each time the candy got smaller and smaller, melting away in the heat of my ass.

When the lollipop was too small to use, Sam produced another from the bag, this one bigger. This one was red, and reminded me of a Tootsie Pop in size, but was perfectly spherical and smooth.

Again, Sam sucked on the lollipop to get it wet, and then forced it inside my asshole.

Despite being bigger, Sam forced this second lollipop into my ass in one movement, and I could feel my asshole spasm in pain. The pain receded quickly, but returned just as quickly when he ripped the candy from my hole so that he could suck on it.

Again, the lollipop went into my hole, then was pulled out so one or both of us could suck it, and then went back in. He also fucked me a bit with this one, pushing it deeper into my ass and then pulling it all the way out. Once he pushed it in so deep that I was afraid he was about to lose it; but he caught it just in time and ripped it back out, once again leaving my asshole quivering in pain.

.

Sam soon produced a third, much larger lollipop that he must have ordered online somewhere.

The diameter of it must have been over an inch and a half, but Sam was unconcerned and pressed it hard against my hole. Rather than pull back and give my ass a chance to open, Sam just kept pushing, hard, ignoring my whimpers of "ow, ow, ow!" He kept pushing and pushing until my asshole, searing with pain, relented and swallowed up the thing.

(Sam and I established a safeword early on, due in part to times like this, when we both wanted it to hurt a little.)

Sam used the large lollipop like a combination buttplug and dildo: he would plug me up with it, then push it deep into my ass, then force it out of me, leaving me gaping while one or both of us licked the melted sugar from it. Every now and then he would drag it between my ass cheeks, or rub it along his cock, before pushing it back in, leaving us both sticky.

The lollipop was bright pink, with a strong artificial strawberry flavor, and had a weird, almost milky consistency. As the thing was forced in and out of my asshole, the outer layers would melt due to my heat, leaving a frothy pink liquid behind.

After several minutes of fucking my ass with the lollipop, that pink foam was dripping out of my hole, and Sam had me sit on his face and push some of the liquid out into his mouth, whereupon he greedily swallowed the sweet stuff.

Twice he planted the lollipop deep inside me and then had me push it out. He had his face close to my ass, so that he could see my quivering hole slowly stretch open, revealing the pink lollipop inside; and then once my hole had finally reached the apex of the thing, and shot it out, he would lick up the sugary pink foam that squirted out with it.

Sam fucked me carelessly with the oversized lollipop, forcing it inside despite my asshole's best efforts to resist, and then ripping it back out. Each time he did this, it hurt a little less, and eventually my hole gaped open enough that he was able to plunge it in and out with ease, a sickly gushing sound accompanying each entrance and exit.

At whatever point Sam decided he was satisfied, he discarded the lollipop somewhere in the sheets and climbed on top of me, forcing his cock in with one painful thrust. My hole was plenty wet, but the liquid sugar was so sticky that it felt almost like taking a cock dry. Still, I loved it, and despite wincing in pain the whole way, I pushed back on Sam's dick to make sure I took in every inch.

Surprisingly, Sam didn't fuck me particularly hard or for very long: he gave me a few minutes' worth of long, purposeful strokes, and then planted himself deep into me to fill me with cum.

When he pulled his dick from me, it was streaked with cum and pink foam; and there was an arc of the melted sugar lacing his pubes, from when he had pressed into my ass fully. My ass, as he told me, was fully coated in the stuff.

In typical fashion, Sam pulled me to his cock and had me clean the mess from him with my tongue. But rather than afford the same treatment to me, he had me stay there in my mess, and beckoned me back to his lap so that he could go back to smacking my ass and aggressively fingering my cum-filled and worn-out hole.


Sam wasn't a great boyfriend, but I loved the sexual things that he did to me. I'll type some others up next time I'm going through a dry period.