(Warning. This one’s really long, with a lot of build-up)You were 18 when you got your first girlfri

(Warning. This one’s really long, with a lot of build-up)You were 18 when you got your first girlfriend. You knew that was late for your generation, but you’d always been a little bit shy, and as an only child with , the internet and tissues kept your hormones down well enough. Of course, while you were a virgin, that’s not what you told everyone else. When your teammates would ask, you’d tell them about some ordinary-sounding pretty girl from another school, but considering how you’d never banged anyone at the team parties, they always nagged you about how you were probably lying, but it’s not like they could prove it.It was during one of those parties, that you met your girl. Amy was a soccer player with a hot athletic body to match. Blonde, short, and bubbly. You started off by playing beer pong with her, and your shyness bubble sprung up as usual… But she’d barely known anyone there, and she was determined enough that she stuck with you the whole night and popped your bubble, winding up in lots of great conversation.You didn’t get the impression that she was slutty or anything, and god knows your virgin ass wasn’t, but by the end of the night, as everyone else was leaving your friend’s place, you and Amy were in his parents’ room, cuddling and making out, and… Amazingly, that led to the real deal. It was not much more than virgin sex tends to be, but at least you’d rubbed one out earlier in the day, so you lasted a while longer than you otherwise might’ve. Still… Between the getting to know each other, the flirting, and the fucking, you two were in love- high school love, anyway. On Sunday morning, as you both woke up, you asked if she wanted to be your girlfriend. She ecstatically agreed. You were over the moon all day.Monday, things got weird, though. You entered school like any other day, but as you walked the halls, you were getting lots of stares; mostly girls, but a few guys too. You had no idea why until second period, when you met up with your good friend Bliss. “Sooooooooooooo,” she started. You raised an eyebrow. “I hear you’ve got a huge cock!” She nut tapped you. “What the fuck,” you exclaimed, wincing and bending over a little. She laughed, “Just helping prevent teen pregnancy!”So… Amy had told everyone, or at least told someone who told everyone that you’d banged. And… They all knew you had a huge cock. You’d never thought of it as anything special. It was about the same length as a number of the male porn actors you watched; you figured it was average or a little bigger. Either way, girls all day started talking to you, asking what you were doing later, et cetera. You had to explain over and over that you were in a relationship with Amy now. “So soon,” with a pout tended to be a popular response.It was a hectic week for you. You had to deal with countless unwanted advances (surprisingly, considering they all would’ve been wanted a week before), you had exams coming up, and your girlfriend wanted to hang out with you every day.You always hung out at your house, though, until a couple weeks later. “Why don’t you come over to my house today,” Amy asked. “Sure!” You replied. Guess this was the big ‘introduce your boyfriend to the parents’ day. So after school, you caught the bus to her suburb. You hadn’t realized she was rich.You two let yourself in, and Amy shouted “Moooooom, I’m home! I brought my booooooyfrieeeeeend!” She elongated it teasingly; guess she’d been telling her mom all about you, and that the mom wanted to meet you. “Oooh! I’ll be right there,” replied the mom’s voice.What came around the corner was not a mom. Well, maybe she was a mom, but certainly not what you expected. In an exceedingly tight white dress and nude heels stood your girlfriend’s mom. In front of you was the hottest woman you’d ever seen in real life. Hell, she was hotter than pretty much any of the porn stars or models you spent so much time on your computer with. She had long straight flowing blonde hair, a gorgeous white smile with big lips, sexy brown eyes accentuated by eyeshadow… And that wasn’t even the best part of her.She might’ve had the best body you’d ever seen. She had a tight tummy and back, clearly from an extensive workout regimine which also explained the perfectly formed ass; round, strong, firm… goddess-like. That led down to nice, shapely grabbable-wait, maybe you shouldn’t be thinking about grabbing your girlfriend’s mom… ah, fuck it- grabbable thighs, and even nice calves, at least the bottom halves, all accentuated by the high heels. And then, the piece de resistance, her huge, puffed up tits. Clearly she’d had work done, and what a damn good job. If the rest of her hadn’t had such mouthwatering perfection, you wouldn’t have been able to tear your eyes from those tits.“Mom! What are you wearing!” Exclaimed your girlfriend with a look of half horror, half incredulity. “I have a date in a little while, sweety! Sorry if I’m a little overdressed to meet…” she turned to you and held out her hand. “Will,” you replied, taking her hand and kissing it. When you looked up, she was smiling approvingly. “Uh… that was weird,” said Amy. “I’m Amber, it’s nice to meet you. And please, just Amber.”You hung out with Amy for a couple hours, who relentlessly teased you about how horny you must be based on your hard-on… thank god she couldn’t tell it wasn’t for her. When you’d look back, you always saw one of three things. One, Amber bent over the kitchen counter, stirring the pot with her ass and legs begging to be checked out. Two, Amber leaning over the center island, reading a book with her cleavage on full display. Three, Amber doing something with the food, but always looking back at you out the corner of her eye with a smile.When you two ate, she asked all the typical questions about your family, your aspirations, your political views. Nothing was out of the ordinary, really, until…“So, when’s your date, mom? Is he handsome?”“Same time as your practice, honey. I’m going to drop you off there, then I’ll drop off Will, then I’m on my date.”“What?” Amy replied with a mouthful of food. “It’s Saturday, there is no practice.”“You have an extra practice in preparation for playoffs. Didn’t I tell you? Your coach called.” Amy’s reply was obviously no, she hadn’t been told. But what could she do.The three of you took her mom’s porche, top down, to drop you and Amy off. As Amy left, she gave you a peck on the lips, and ran off to her practice. You took her spot in front. Her mom asked you, “was it a bit chilly with the top down, or was it just me?” She put the top up on the convertible; you didn’t think it had been that bad. As you took off, you told her to take a right. She took a left. “Um,” you started to say.“So, I wanted to ask you,” she began, “How do I look for my date?”“Incredible, Ms., I mean, Amber.” You replied. “Ravishing.”“I’m glad you think that, Will. Big Willy.” she giggled. “That’s what they call you at your school, right?”You blushed. How had word of that gotten around to her? “Yeah, but I don’t really like it.”“Why not? It’s something to be proud of isn’t it?”“Um, I guess, I don’t know.”“Well, let’s find out for you then.” She placed her right hand, small, feminine with bright red nails on your inner thigh and began rubbing until your cock got hard enough for her to rub that instead, which was almost instantly. You couldn’t believe this was happening.“Mmm… What is that, seven, eight inches? My goodness, Will.  You’re going to make a lot of women happy as you grow up,” she said as she rubbed your cock over your pants. She stopped momentarily to unzip your jeans. “Why don’t you get that button for me, honey?” You did as she asked, and she proceeded to slide her hand underneath your briefs and grab your cock. You sighed as she pulled it out from under your briefs, then finally took her eyes off the road for a moment to look at it.“Oh my god,” she said in an actual voice of surprise, before returning to her sultry, seductive, teasing voice. “That must be eight or nine inches. Big Willy indeed.” She stroked it gently from base to tip with a twisting motion. You were already so horny from earlier that you weren’t going to last long at this rate.As you reached an intersection near Amy’s house, you told her mom, “I’m gonna cum, Ms. Mckinney!” You heard her seatbelt click. You looked over to see her pull her hair back with one hand, before leaning over your lap and taking your cock between her plump red lips. A couple of bobbing motions sent you over the edge, and you came spurt after spurt into your girlfriend’s mom’s mouth. She swallowed the first bit, but withdrew from the later spurts, so that they landed over her lips, cheeks and chin. When you were done, sitting there moaning and gasping, she looked up at you.“How do I look now? With your young seed all over my face?” It was just like a porno. And she looked fucking hot. “You look perfect,” you replied simply. She grinned, then leaned in and kissed you; you tasted something minty on top of the taste of yourself on her tongue as it worked its way around yours for a moment, before a horn sounded behind you. She withdrew, wiped the remaining spunk off her face with her handjob hand, then wiped it on your shirt.“Oops!” she said as you left the intersection. “You got all messy. Better head back to our house and clean up before you go home. Oh, and how do you would you say our date is going so far, honey?” Again, you couldn’t believe this was happening. You were the date she was talking about earlier? You didn’t answer, but you got the feeling her question had been rhetorical, as she didn’t pry further, and was wearing a very satisfactory smile.When you got back to Am…ber’s house, she exited the car quickly, and walked toward the door. Click, click, click, her heels loudly tapped as she strutted as sexually as possible, her ass wagging alluring back and forth, drawing your eyes, making you hard again. You zipped your pants and followed.As you walked in the door, she quickly shut the door behind you. “Kiss me,” she commanded, pulling you against her by your lower back so she was pinned between you and the wall, and her every curve and contour pressed against your body. If you were semi-hard before, you were full mast now. You kissed her gently, and she pushed you away a little. “Oh dear, you’re not so good at this. Let me show you how a real lover kisses.” She pulled you in again, met your lips, and parted them with her tongue, circling yours now much as she might a cock, practically tongue-fucking you. You followed her example, and she giggled mid-makeout, moving her hands lower and patting your butt a couple times as if to say good job. Another couple of minutes were spent there, before she pushed you back, took your hand, and led you upstairs to her bedroom.“Take off your shoes,” she said, and you did. She then sat you on the edge of the bed. “Shirt.” You took off your shirt, and you felt her pull on the legs of your pants ‘til they came off. Then your briefs. Then she took a seat next to you on the edge of the bed, smiled at you, then opened her mouth and drooled some spit onto her hand. She took your cock in her lubed hand and stroked up and down, while she grabbed the back of your neck with her other hand and pulled you in for a kiss; this one was more soft, loving, sensitive than the last kiss. She crossed her outside leg over her leg and your inside leg, parting your legs with her shin so that her foot rested on your outside calf muscle, and massaged it up and down, which felt really nice, further trapping you in the web of pleasure she’d caught you in.“You have a very nice body,” she told you as she withdrew her lips an inch, running the hand that wasn’t stroking your cock down your back, feeling the contours of your muscles. “I’ll bet you’re a great athlete. You know, that strength and endurance can be handy in the bedroom too.” She looked at your cock. “God, what a dick. I didn’t know my daughter had such good taste in men.”You were losing yourself in her strokes when she abruptly stopped and stood up. You watched her, unsure what this vixen had in store next. She lifted one leg and took off her shoe. Then the other. Then she shimmied herself out of her dress, wiggling enough that if it wasn’t deliberate, still made it a show for you. When she was done, all she wore was her bra. She wasn’t wearing panties that whole time? The bra came off too. Her body was as perfect as you’d imagined it through her dress: tight fit stomach, firm round ass, and eye-drawing pornstar tits. She then she pushed you back, far enough so you were lying fully on the bed.She knelt over you, straddling your thighs, then sat down; not so you were inside her, but so that the underside of your cock was outside her, running along her pussy. She leaned forward, giving you a faceful of her tits. “Like these, baby?”“Oh god yes.”She lowered a nipple so you could play with it and suck on it. You did, and she moaned, dry humping your poor, desparate dick. “Of course you do. Every man does. And what a man you are.”After a moment, she leaned up, then stepped her knees past your shoulders, so got a perfect view of her pussy. Even her pussy was beautiful. She lowered it, and you began licking it dilligently.“Oh, baaaaby,” she cooed, grinding her pussy on your mouth. “You know what you’re doing here, don’t you? Did Amy teach you this? Or do you just watch the right porn videos?” You didn’t answer as you circled her clit with your tongue, the mix of your saliva and her wetness covering your lips. “Oh. Oh! Right, there, oh, my ggoooodddd!” she screamed, her body quivering. When she finished cumming, she stepped back over your cock. “Good Boy,” she exclaimed through panted breaths. “Time for your reward.”She lowered herself, and slowly you watched and felt your cock sink into her warm, wet heaven, one little hump at a time. You moaned in unison, and she ran her fingers over your chest, while you held her waist and alternated between looking her in the eyes and watching her big tits bounce on you. Soon enough, she was taking you in and out of her in your full length, squeaking in either pain or pleasure or both when your tip would bounce off her cervix, digging her nails into you lightly when it happened. She expertly milked your cock in a perfect, rhythmic pattern, stopping only to have more cute, quivering orgasms, and once to lean forward and kiss you passionately.As you began getting close, she sensed it, and smirked from the corner of her mouth. “Getting close to cumming, Will? That’s okay. I got my tubes tied years ago. One brat was enough.” She leaned forward, pressing her tits together between her arms, and began humping your length at an increased pace. “Know what that means? No pulling out, no condom, like with all the other girls. You get to cum in my warm, tight pussy, just like nature intended, Will. It’ll feel so much better. Now, lover, give me that cum. Oh, give it to me Will!”You hugged her waist as you began to cum in the most intense orgasm of your life. She kept milking you with her pussy even as you thrust and jetted your semen into her, prolonging the orgasm to the point it felt like it might not end. She was right; it felt so perfect, so natural. Ten times better than when you pulled out of Amy. You could tell she began cumming at the end of your orgasm too from her shaking body.When you were finished, she leaned forward fully against you, not even withdrawing your cock from her pussy. The two of you just lay there breathing as you slowly went soft, until you’d gained enough breath back to kiss each other passionately.“So, how’s it feel to have been with a real woman, Will?”“It was so much better. You’re perfect, Amber.”“Heheh, thank you, William. I haven’t had a fuck like that in… Ever, maybe. You’re a natural.”You knew you should feel guilty about cheating on Amy. You even tried to feel guilty… But gazing upon Amber’s perfection made your heart thud.She began running her hand along your abs and chest, which felt amazing due to your nerves being more sensitive post-orgasm. “Now William,” (you weren’t sure why she’d transitioned to William, but it somehow made you feel more like a man) she cautioned, “young men like you have a tendency to fall in love very quickly, especially through sex. That was amazing, and I look forward to lots, lots more of this” she grinned and slid her hand down to cup your balls and dick in her hand. “…But you have to keep seeing my daughter. Do you understand?” You nodded. “Good. Now, we’ve got fifteen minutes to get you home before I pick up Amy from practice. Get dressed; if anyone asks about your shirt, tell them you spilled yogurt.”The drop-off went normally, except for a long, sensual kiss before you exited the car. Amy texted you a lot following, even asking if you wanted to hang out, but you declined. You couldn’t face her right after you fucked her hotter mom behind her back.But things soon went back to normal… ish. You still dated and hung out with Amy, hell, you guys even had sex now and then. Socially, nothing was askew. But you and Amber would fuck at her house during every one of Amy’s soccer practices. Sometimes you made love like lovers. Other times you fucked like animals. Either way, Amber had been right. Your heart belonged to her at this point.Not long after was graduation. All your friends headed to their different colleges. Amy moved cross-country to Florida. You’d been supposed to go with her… But you had a “change of heart”, and decided to go to the local community college for a year or two to save money.When Amy moved out, there were no real obstructions. You got a job at a local bar and took a couple classes at a time; that associate’s degree would take you probably four years to get. You and Amber went on full-blown dates: movies, fancy dinners, and the like, always having mind-blowing sex. You told your parents you were moving into your own apartment close by, but you moved into Amber’s home and slept in the same bed. Even as the years went by, she stayed just as hot (it’s amazing how good someone can look past their forties with fantastic diet, exercise, and makeup). What used to be your dreams made way for what you had now, which was honestly happiness. It’s amazing how a fantastic love life with the hottest woman you know can make you happy in the face of everything else.Betraying Amy? Absolutely worth it. -- source link

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