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Welcome to my second story. It’s just a dirty little fantasy about losing my anal virginity. Not that the first time was horrible because it really wasn’t. But I just don’t know if there’s really much of an interesting story there. Anyway…
No one in this story (except me) is real, and any other character’s name or resemblance to real people is entirely coincidental.
I met Greg Perry through my boyfriend, Hal Engstrom. He was a guy for whom Hal did yard work.
Hal owned a business which did landscaping, hauling, snow shoveling and so forth. He was a jack of all trades pretty much. Greg had bad hayfever and couldn’t do the yard work himself, and he hired Hal right after he moved in. They eventually became good friends. I met Hal through his nephew, Walt Schmidt, whom I was dating at the time. Walt occasionally helped his uncle.
Walt was eleven years older than me, around 30 at the time, and very handsome. He was about six-three and lanky with medium brown hair blue eyes. Equipment-wise, Walt was average. Maybe a little bigger. But his dick hardly ever seemed to go all the way soft and he had stamina. We fucked like rabbits for hours.
But our personalities were totally different. Walt was quiet and shy. I wasn’t. We loved each other, but we argued a lot. I had to learn to watch what I said to Walt because his feelings could get hurt easily. The fact is that Walt had maturity issues. Sometimes I wondered if I was his mother instead of his girlfriend. But despite his flaws, Walt was a genuinely good guy. Besides a love of sex, we had a lot of common interests.
In contrast to his nephew, Hal Engstrom was a stocky, square-jawed guy in his mid-50’s with a thick mustache. He was about five-ten or five-eleven and stocky with blonde hair and blue eyes. So typically Nordic! He kind of reminded me of the Gorton’s fishsticks guy without the raincoat. Personality-wise, we were more similar: blunt and opinionated.
Hal’s major flaw was that he was cheap. Beyond cheap, he seemed obsessed over money. Making it and keeping it while spending as little as possible, that is. For him, there’s everyone else’s price and then there’s his price.
But Hal was big. I mean big! Pardon the pun, but I found that out the hard way.
One hot afternoon, the three of us were at a nearby public pool. I wore a tasteful black bikini. I guess Hal did some competitive swimming when he was younger, because he didn’t even blink at the $10-per-person admission fee. The pool wasn’t a waterpark; it was just a nice family pool. Hence the modest bikini. I’m five-six and about 130 pounds with 34-C breasts with light brown hair and green eyes, so even wearing the tasteful bikini, I still got lots of looks from guys. A couple of them were hot. One guy looked at me and got an erection. I had to resist the urge to not run in the dressing room and frig myself off. But since I was going with Walt, I very well couldn’t make friends with him. Although I’ve flashed a few guys (and a couple of girls, too,) I’m really not an exhibitionist. Don’t get me wrong; I’m proud of my body and I like it when people appreciate it. But I just don’t like being showy in public. But I have to say that it’s a guilty pleasure of mine to show off my curves without showing too much skin. Skinny jeans or tight Daisy Dukes with a T-shirt and no bra was pretty much all I wore. As firm as my tits are, bras aren’t really necessary and it’s hell finding one that doesn’t bind or constrict.
Well, Hal couldn’t keep his eyes off me. And neither could the little brunette in the print bikini sitting on the other side of the pool. I couldn’t make out her features from the distance, but she looked hot. I guessed she was between 18 and 25 and probably stood about five-feet flat. I could see that she had a fair amount of curve to her. Being bisexual, my first desire was to walk over to her and introduce myself and make a subtle pass or two to see which way she swung. I was hoping she was bi or lesbian, but if she wasn’t? Well, I love a challenge. I’d turned a couple of straight girls bi in my time, and frankly it’s another major turn-on for me to be the first girl another girl has ever been with. I mentioned her to Hal and he said she lived near him and she was beautiful.
“Nice girl. Name’s Miranda G-something-ez. Gomez, Gutierrez, something like that. Tiny little thing,” he said. “Can’t be over a hundred pounds. But I don’t think she’s interested in guys, Elena. I’ve seen her with a lot of girls. More than friends, you know what I mean? But I never saw her with a guy.”
Of course, that did pique my interest. “Oh?” I said, pretending to not be interested. But like I said, at that time, Hal didn’t know I liked girls, too. Walt either. If our relationship would’ve developed to where we were at the point where we talked about living together, I was going to tell him. However, my plan to meet Miranda went out the window when Walt and I began arguing about where we were going that night. erotik film izle I wanted to rent a movie, order a pizza, and stay in and fuck. Walt wanted to go get takeout from an overrated Chinese place and go home and watch the ballgame. It pissed me off! But I bit my tongue. As blunt and sarcastic as I can be at times, it could quickly become a nasty situation. We didn’t speak the rest of the time we were there and barely spoke on the drive home. When we got back to Hal’s house, we had another argument. I decided to take a walk in the woods behind Hal’s property to cool down.
Someone followed me. It wasn’t Walt, but Hal. His voice startled me.
“You know, Elena? A beautiful lady like you deserves someone a little older and a little more mature,” he said.
“Oh really? And I suppose you have someone in mind, huh, Hal?” I asked sharply with my hands on my hips.
“Well,” he said thoughtfully. “I was thinking maybe…”
But before he could finish his sentence, I walked up to him and pushed him against a tree and began unbuckling his jeans.
“Whoa! Damn, Elena! I…” he exclaimed.
“Shut up, Hal!” I ordered. “I wanna see if your dick’s as big as I think it is.”
I got his jeans and his underwear down around his ankles and smiled. I stroked him with my hand and it got almost all the way hard in a few seconds. Hard, he was well over seven inches and pretty thick. Fucking a guy old enough to be my dad has never been a problem for me. My oldest was around 70.
“Wait. You sure you…?” Hal said nervously. “I mean you’re…”
I glared at him.
“Ooh! Very nice, Hal. Just the way I like ’em,” I teased. “Long, fat and…” I rubbed the head with my fingertip, causing Hal to stiffen and gasp. “Obedient.”
“Oh, Godamighty!” cried Hal.
“Oooh, you reaaaally want me to put that in my mouth, mister?” I teased in an exaggerated tiny voice. “I dunno… It’s awwwwfully big!”
“Goddammit, Elena!” barked Hal in exasperation. “Smart-mouth, prick-teasing little… bitch!”
I chuckled and dropped to my knees and spit on his dick. It was a trick I’d learned from watching pornos. I tongued the bulbous head. Hal closed his eyes and his head leaned back against the tree as his cheeks puffed out and he groaned in short, sharp bursts. I loved it. I licked him all up and down the shaft and finally took a deep breath and buried it in my throat. Slurpy blowjobs was another little something I’d learned from pornos. Some guys like slow and sensual, others go for rough and noisy. I got the hang of it pretty quickly.
“O-h-h-h-h-h holy shit!” Hal groaned. “Ohmigod!”
I wasn’t sure how long Hal would last before he shot his load. Some guys take a while, while others can’t handle a lot of stimulation. I actually once had a guy blow his load in thirty seconds. I barely touched him. But it took him no time to get hard again and he went for over an hour non-stop. God I was sore the next morning! If I had done anal at the time, I would’ve told him to fuck my ass to give my poor pussy a break!
I sensed Hal’s orgasm building and stopped and pulled away and stood up. I pulled my T-shirt off, giving Hal a full view of my breasts and unbuttoned my jeans and pulled them and my panties off. My pussy was already wet and the slight breeze, cooled by the shade of the trees, made it tingle pleasantly. I pulled Hal away from the tree and walked to it and bent over, put my hands on it, bent over and spread my legs.
“Okay, Hal. Fuck me!” I demanded as I rubbed my pussy. “And don’t cum in me! You fucking cum in me and I’m cutting that thing off, you hear me?”
“Yeah, yeah…” Hal said in an annoyed tone as he moved behind me. Hal knelt and his fingers rubbed my soaking wet slit. He put one, then two inside me. He fingered my G-Spot. Bastard! It drives me fucking insane. Walt couldn’t find my G-Spot on his own with a road map. But Hal did, and he made me cum. I had to dig my fingers into the tree bark to keep from falling down. Then he began eating me out from behind, licking my clit and darting his tongue deep in my pussy. He brought me to another orgasm.
“Oh oh oh oh… Oh, yeah! Oh, fuck!” I squealed breathlessly. The world was spinning. “Ohmigod!”
But Hal didn’t give me time to catch my breath. He stood up and without warning, he slammed his thick meat into me. I yelped loudly.
“Oh, holy Christ that’s fucking tight!” Hal groaned as he grabbed my hips and began to brutally fuck me.
“Ohhhh Goddamn!” I yelled.
The force of Hal’s thrusts were so vicious that I was fighting hard to keep from falling over or going head first into the tree. I was literally hugging it; the bark was digging into my arms. I love rough sex. It’s really the only way I can get off. And with Hal banging away at my pussy the way he was, I was damned sure getting off! I buried my mouth in the crook of my elbow to muffle myself as I came. Hard!
“Oh, fuuuck! Oh, Elena! Girl I’m gonna…” Hal film izle growled through his teeth a few minutes later.
“Ohmigod!” I shouted in my delirium. I looked behind me and snapped “Goddammit, Hal! I told you not in me! Pull out, pull out!”
“Aw, shit!” Hal exclaimed.
I felt him quickly withdraw. He roughly pulled me away from the tree and down on my knees in front of him. Hal didn’t realize I didn’t need to be forced. I took his slick throbbing dick in my mouth. I tasted pre-cum and my own juices. Hal grabbed my head and facefucked me. It both overwhelmed and invigorated me. I looked up at Hal. His face was a contorted mask. The veins in his neck were popping out.
“Oh, God. Ohhhh, Elena! Oh, I’m… I’m… YUUUGHODDAAAMN!” Hal screamed as huge spurts of delicious cum filled my mouth. He nearly fell over. I massaged his balls and greedily swallowed all of the salty-sweet goo and milked him dry. When he was finally finished, I cleaned him up. Waste not, want not.
“Ahhhhh,” Hal sighed a shuddering sigh, breathing hard and sweating profusely as he leaned against the tree and rested his head on his arms.
“Goddamn, girl!” he struggled to say as he panted. “Oh, fuck!”
I looked up at him and smiled.
“Pretty good, Hal,” I complimented him as I licked my lips. “Pret-ty good. Maybe you and I can be friends.”
Hal smiled and shook his head. I stood and Hal pushed himself up. With cum-stained lips I gave him a kiss on the cheek. He didn’t seem to notice or care.
“Yeah? How about Walt? My God, if he…” Hal said with a concerned look.
“Meh. I don’t expect it to last much longer,” I interrupted. “He’s a nice guy and all, but he’s…”
I shrugged. The words escaped me.
Hal nodded sadly, knowing what I was getting at. “Yeah. Thought the Navy would straighten him out like they did me, but they didn’t.”
We composed ourselves and dressed and began walking back to the house separately. I followed Hal. On the way back, I thought I heard someone walking away quickly. The footsteps sure didn’t sound like Walt’s lumbering Frankenstein gait to me. More like a light pitter-patter made by someone much, much tinier.
Maybe it was just an animal, I thought. Maybe not though. I shrugged and kept walking. Hal’s lingering taste in my mouth made me worry if Walt wanted to kiss me. I snickered a little at the thought of him tasting his own uncle’s cum and wondering what the hell it was. I also lamented the fact that I didn’t have a towel to clean up my pussy, which was still extremely wet. Luckily, Walt was napping on the couch with the remote in his hand and a baseball game on. The Dodgers and the Cardinals. According to the announcers, the Dodgers were winning 5-1. I rushed to the bathroom and took a shower and cleaned up. Knowing that someone could’ve been watching me getting my brains fucked out turned me on mightily and I had to rub my clit. I came hard again. Walt was still snoozing when I was finished.
He never asked about the scratches and scrapes on my arms.
Hal and I met once or twice a week. Walt eventually found out about us. To this day I don’t know how, but I suspect it may have been the owner of the mysterious footsteps. I wasn’t there when the confrontation went down, but from what Hal told me, it was ugly. The cops were called and they told Walt to leave. Then Walt confronted me. I told him that he behaved like a petulant child sometimes and to grow up a little. I felt a little guilty, so I tried to smooth things over. I gave Walt a get out of jail free fuck and told him I’d basically led Hal on and that I was very sorry. It wasn’t entirely true, but it also wasn’t entirely false. I was only a teensy bit remorseful. I begged Walt to not blame his uncle too much because I was born horny. As I sucked his dick, Walt forgave me and promised that he would change and make up with his uncle. Walt and I were actually alright for a while afterward. Yes, I still fucked Hal on occasion, but we did our dirty business in neutral locations like no-tels and secluded spots where the cops hardly ever went. Hal kept a thick blanket in his truck.
Despite Walt’s promise to change, I got the feeling he’d never truly change with me in the picture. I liked him a lot, but he needed a less mouthy, less opinionated, less headstrong woman to gently persuade him to change. I set him up on a date with a totally hot redhead I knew named Traci who was around Walt’s age. She was shy and quiet and she was a born organizer. Someone who epitomized structure and inspired change was what Walt needed. They hit it off and got married at city hall about two months later. I was the maid of honor; Walt’s best friend John was his best man.
But it depressed me. I was happy I’d found Walt his soulmate. I could find fuck buddies anywhere, but could never find a soulmate for me.
Greg Perry was the polar opposite of Hal. When it came to money, Greg didn’t obsess over it. I don’t know what he did for a living, but seks filmi izle he seemed to be fairly well off.
Greg was dark-haired with brown eyes that were nearly black. He was about six feet tall and slimmer than Hal, but not lanky like Walt. Greg helped me out on the side since Hal was too cheap to take the chains off his wallet to pay me a little more. I guess Hal figured that since I was his girlfriend, the measly pay for me helping him out on jobs was appropriate. I had to fight like hell with Hal to get the one tiny raise I did get. Believe me, he wasn’t nicknamed “Hagglin’ Hal” for nothing! Businesses where he bought his supplies hated dealing with him.
Greg probably thought that Hal was paying me a pittance, and every time we went to his house Greg slipped me a twenty. If the work was more extensive I got a fifty. He never asked for anything in return, but if he had asked, I would’ve fucked him senseless.
From the first time I met him, I’d wondered how big Greg’s dick was because it looked big under his jeans. And Greg was definitely sweet on me. I’d like to think the money he gave me was given out of genuine concern, but who knows? What I do know is that Greg was a really decent guy and never came on to me. But I also knew he looked at me when I wasn’t looking at him. I didn’t mind it, but I also felt kind of bad for the guy because Hal was a friend.
One day, Hal was being a ginormous asshole, and not surprisingly, money was the reason. He embarrassed me at a tractor supply store where he was picking up grass seed and some part or another for his barely-running second-hand John Deere riding mower. Whenever it acted up, which was pretty often, Hal fretted about having to possibly shell out money to replace it. Hal was browsing the lawn care section and saw one he liked. He asked a salesperson what the price was (even though it was clearly marked,) and he was told $4,699. Hal said it had to be a mistake and asked the store manager what the real price was. The manager told him $4,699 like the sign said. Hal about hit the roof! His face literally turned red and he said it was way too much and demanded a $1,000 price break because he was a regular customer who’d given them years and years of faithful patronage and didn’t deserve to be scammed by some giant company. And the louder Hal whined, the more people stared. All I wanted to do was crawl someplace and hide. They called the police and they calmed Hal down before he got his ass arrested. The officers escorted us out of the store and told us to never come back. Hal bitched and moaned all the way to the truck.
“And dammit, Elena! And you’re costing me more! You bitched your way into that raise. Ooh, if only you weren’t the best fuck I ever had! But dammit, I’ve got a business to run! Hell, I should be charging you for all the damn food of mine you eat!”
And that was the proverbial straw that broke the camel’s back.
“Fuck you, Hal!” I yelled through tears. “That’s it! I’m through with you!”
I went to his house packed up my stuff and left. Hal was practically in tears. He apologized over and over and begged me not to leave. He bawled that he took out his anger and frustrations on me and was sorry and really didn’t mean what he’d said. I left my stuff, but we were apart for a couple of days to give us a chance to cool down. We made up. Hal called and apologized profusely over and over again and asked me to come over so we could talk. Actually, the truth is he fucked me long and hard first. Afterward, I tried to get him to realize that his obsession with money wasn’t healthy and that the entire world wasn’t out to screw him over. I don’t know if I ever got completely through to him, but his money obsession did decrease a little. He surprised me by taking me out to a really nice restaurant and even left the waitress a $10 tip. Things was going okay for about a week-and-a-half, but one day a girlfriend named Kelly Martin took me shopping. Afterward, we were driving to her place for some girl-girl action. I was getting super wet just thinking about burying my face in her beautiful little pussy when I turned my head and saw Hal walking arm in arm with another woman. I was beyond furious. I knew damned well she wasn’t a hooker because Hal would never shell out the money for a hooker. I didn’t know who this woman was and I didn’t care. What I did care about was that he had a beautiful girl who cared for him — flaws and all — and he was throwing it all away. My ego was bruised, but not nearly as bad as my heart. I cried all the way home. Kelly comforted me.
So I decided to get my revenge by fucking someone else.
And that someone else was Greg.
The next afternoon, I drove out to Greg’s home. Greg looked a little shocked to see me. He invited me in.
“Greg, I want to fuck you. I’m pissed at Hal — again,” I said as I stepped in and wrapped my arms around his neck.
Needless to say Greg was shocked.
“What happened?” he asked.
“Saw him with another woman,” I said bitterly. “So I’m getting even. That’s all it is. Don’t get me wrong. I like you, Greg. No offense, but this is about fucking revenge. Or fucking and revenge. Eh, whatever. You want it, get your clothes off.”
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