It's interesting how much our first sexual experiences shape us for life. George had his first experience at barely 18, and there were still traces left in his mind twenty years later.
Despite growing up poor, George clawed his way into finance. At 38 years old he made it to the top 1%. Look at him: steering his private yacht around, trophy wife hanging on his arm. That trophy wife's name is Jenny. She has short pale blond hair, perky bubble tits, shapely legs, and a perfect hourglass figure. At 5'6", she looks tiny beside her 6'2" husband. Her best feature is her facial structure, revealing her healthy Scandinavian genes. Trophy wives like that are one of the unofficial "bonuses" when you're a high-ranking portfolio manager at Silverman Slacks.
George's body was perfect, thanks to his private personal trainer and his fully-equipped home gym. Just a couple more "bonuses" when you trade stocks at that level. He and Jenny had enjoyed a healthy loving sex-life all ten years of their marriage.
But there was something missing. It took a decade before George could put his finger on it. It all relates back to that first experience George had, all those years ago.
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At 18, George had lost his virginity to the school slut. He never meant to do it. It was all the girl's initiative. George was drunk at a house party and she pushed him into a bedroom. Before George knew it, the school slut was on top of him, riding him with that gaping loose pussy. As school slut, she was so stretched out, it was an oceanic experience. The girl was no angel, but her pussy was ethereal.
Just imagine it: losing your cherry to a girl so loose you can barely even feel her.
George remembered it fondly. Reaching up to grab the slut's titties while she was bouncing up and down on him. She would thrust down with all her strength, like she was trying to crush George's pelvis. And yet, her pussy was so cavernous, the walls of her cunt only barely brushed her beau's raging hard penis. It felt so good and at the same time so frustrating!!! Soon George flipped the slut over and got on top so he could pound her endless pussy more vigorously.
"Yeah baby!" the school slut said. "Harder! Harder! You're so big! Stretch me out even more, baby!"
George was instinctively jackhammering, yet he could STILL barely feel her, that's how loose the fucking whore was. It took George twenty minutes to reach a climax, even though it was his first time. When he finally did climax, it was so amazing. The girl was such a nasty tramp, she even let George cum inside her. It was love at first fuck. George ended up dating that slut for three weeks. That's the longest she was ever exclusive with one guy. Of course it couldn't last: she was the school slut! But they were the happiest three weeks of George's life, endless hours exploring that bottomless pussy.
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George's trophy wife Jenny was the exact polar opposite of the school slut. Tight, tight, tiiiight!
Whenever George made love to Jenny, he would cum in two minutes. Her pussy was like a vice around his big white dick, squeezing it like a cobra. George would have to resort to pharmaceuticals in order to endure even ten minutes.
It's obvious now in retrospect, but it took forever for George to figure out what was missing. Finally at age 38 he realized what was lacking in his love life. He was missing that loose, gaping pussy he'd lost his virginity to!
The revelation came on the night of their tenth wedding anniversary. For the special occasion, George was determined to stay hard for fifteen whole minutes. He took a TRIPLE dose of pharmas. But still it was no good. His wife's pussy was so damn tight, George had his third orgasm at fourteen minutes. Pharma or no pharma, he couldn't go past three orgasms.
"Shhh, it's okay," said Jenny, stroking George's hair, comforting him. "It's okay honey. It's okay."
That's when George realized what the problem was. He didn't want that tight trophy wife pussy, he wanted that football-field school-slut pussy he had lost his V-card to.
Jenny was perfect in every single way except her over-tight pussy. She had perfect hair, perfect tits, a perfect ass, a perfect body in every way. Why did she have to be so damn tight!
Suddenly, George knew why his wife was so tight. It's because she had only ever slept with him! A dedicated gold-digger, Jenny diligently saved herself until she met the right man. That is, the man with the right credit card. She got all her previous boyfriends off with handjobs and blowjobs, and she gave George her hymen on the night of their wedding. She was so insanely tight that night, George could barely put the tip in.
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For a while, George was depressed. He contemplated visiting a prostitute, if he could find one with a real loose gash. But that would be cheating. No, George was stuck. Cruel fate, cruel destiny! His beloved school slut all those years ago had given George a hopeless loose pussy fetish. And now he was chained for life to the tightest ever trophy wife!
Fortified with liquid courage, he opened up to Jenny.
"Baby, I love you so much," he said, holding his wife against him on the sofa. The stereo was turned low, playing soul music.
"I love you too, George."
Jenny gave George's chest a little kiss.
"There's just one thing," said George. "I just wish your pussy was looser."
Jenny was understanding as George explained about the school slut. How that harlot took away his virginity. How she left him addicted to stretched-out pussy.
"Shhh, it's okay," said the trophy wife. She was stroking George's bicep. "I'm so glad you opened up and told me, darling. Don't worry. I won't judge you."
As a matter of fact, Jenny was relieved. She knew that with every rich sugar daddy, there's always some weird fetish after a long enough time together. She was glad her husband wasn't into something awkward, like ropes, or latex, or anything of that sort.
A loose pussy fetish isn't all that weird, in the big picture.
Jenny knew George was self-conscious about his fetish, and she was proud of him for opening up with her about it. She kissed her way down George's body, opening his robe to get at his sexy abs.
"I love you just the way you are," said Jenny. "You can admit absolutely anything to me."
She made her way down to George's lap, a trail of kisses leading to his big white dick. Then she started sucking him off, carefully keeping her mouth as wide open as possible, to make it a looser blowjob. She bobbed her pretty face up and down, jaws stretched so wide, George's dick would just barely brush against her inner cheek. She could tell that it was working! George's dick swelled up harder than she had ever felt it.
"Oh!" said Jenny, pulling away from the blowjob. "It looks like you like my loose blowjob, honey."
George was so excited from the loose blowjob, he just couldn't help himself. He pushed Jenny down on the sofa and mounted her pretty little body.
"Oh!" said Jenny. The trophy wife started mewling.
"Ugghhh!!!" said George. He was already cumming.
"Wow," said Jenny. "That loose blowjob must've got you excited. You came in like, two thrusts!"
Jenny was a perfect wife, and she never complained, no matter how quick her husband came. But after the excitement from the loose blowjob, George was more frustrated than ever.
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Jenny was at home all day while George was at Silverman trading clients' assets. She had plenty of time to think of ways to please her husband.
The first thing to try was lubricant. Jenny hummed as she clicked the shopping cart button. Soon, a dozen high-power sexual lubes would arrive from the nearest Amazon warehouse. Next, she looked up exercises housewives can perform to loosen their pussies. She was reading a forum on the subject, when she was interrupted by the doorbell.
James was George and Jenny's handyman. He came over almost every week to tune something up around the house. He was tall, he was black, and he was very very handy.
"Hi James," Jenny beamed at the contractor. "Thanks for coming. The washing machine is acting up."
Besides being handy, James was also flirty. Every time he came over, he would smooth-talk the housewife, tell her how pretty she was. He would also take every opportunity to touch her or cop a feel. James made absolutely no secret of the fact that he wanted to 'get to know Jenny better'. Jenny knew that James was on intimate terms with quite a few bored housewives in the neighborhood. That's just par for the course in a quiet suburb like Cherry Hills. Unlike those other housewives, Jenny was happy with her husband. She never took James's overtures seriously, even for an instant.
"None of that now!" said Jenny, slapping James's hand off her perfect ass. She was accompanying him to the laundry room.
"You know you want it, mama," said the handyman, unphased.
Jenny went back to the computer, a little annoyed by the contractor's forwardness.
But she also started thinking. What if she DID let some other guys 'get to know her better'? George DID want a looser-pussy wife, after all.
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The lube arrived and Jenny arranged a night of romance with George.
"How do I look?" she said, floating into the bedroom in lingerie.
"Damn, baby, you look perfect," said George.
Jenny floated to George and joined him on the bed. Ten years of marriage, and they still couldn't keep their hands off each other! Light petting turned into a hard makeout session. Jenny dived under the covers and started kissing George's shaft. George moaned when Jenny started giving him her loose-mouth blowjob.
Soon George was so excited his big white dick was straining.
"Honey, I have a treat for you," said Jenny, emerging from the covers.
She reached under the pillow and pulled out a special lube. 'Extra slippery,' the label said. It was a high grade lube, you were only supposed to use a drop. Jenny slathered George's whole dick with it. She climbed on top of her husband and lowered herself onto him.
"How does that feel honey?" said Jenny.
"Fuck," said George. "Baby, that feels so nice."
Jenny smiled and started sliding her pussy back and forward. George's dick felt so slippery inside her.
With the lubricant, George was able to last five whole minutes before losing it.
"Yeah? You like that, honey?" said Jenny, as she felt her husband's dick swelling up inside her. "Does your little wife's pussy feel nice and wet and slippery??"
George grunted and started thrusting faster, about to cum.
Suddenly, for just an instant, the image of their handyman James flashed in Jenny's mind. For less than a second, Jenny visualized the cute, fit, young, black handyman. Jenny had never slept with anyone but her husband, that's why her pussy was so tiiiight. A nice black handyman like James would do wonders to loosen her up a little.
As soon as the image appeared, it was gone, and George was cumming inside her. "Oh! Oh!" Jenny faked a little orgasm.
"I'm sorry I didn't last longer," said George. They were cuddling in the afterglow.
"It's okay, dear. It's not your fault your wife's pussy is so tight."
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Jenny started thinking more and more about sleeping around behind her husband's back. She didn't want to cheat on George, but she knew she couldn't satisfy him with her pussy as tight as it was.
It didn't help when James would come over to fix something and flirt or touch her while he was at it.
"Stop!" she said, slapping James's hand away when he grabbed her tit through her shirt one time. The young black contractor was visiting to replace the AC filters.