Jeff was almost 40. After a lengthy failed marriage, he looked to rebuild his life. As with most people exiting a long term relationship with the prospect of dating, he skewed younger and he had his reasons. People his age were likely also divorced and with that, came divorce drama, which he wished to be far removed from. Of course, dropping the age range down to mid 30s brought it’s own problems. Women in their early 30s wanted kids, husbands, families, the security of an older, career established male.
Jeff didn’t want to go down that route, either, which lead him to one final conclusion: In order to have 100% no strings attached sex with as little drama as possible, he had to skew very, very young. We’re talking early 20s, here, girls right out of college who wanted to have fun and then move on to the next casual fuck.
He knew the odds were not in his favor, though. After all, he was turning 40 soon. Would a 23 year old really want to fuck a 40 year old? He decided honesty was the best policy, and so he crafted his bio to say that he was looking for something very casual and wanted to have fun.
He knew there would be the occasional 20-something who wanted casual sex with a silver fox. But after a lengthy miserable marriage, he had one pressing concern: Would he be able to keep it up? And, unlike 20-something men, Jeff wasn’t sure he’d be able to go multiple rounds in one evening, which could lead to embarrassment.
But he didn’t have a choice, really, he wanted to rebuild, feel youthful again, have fun again. He wanted to teleport back to his 20s and since he could not do that, the least he could do was to date someone young. After all, if you asked him the last time he felt truly happy, he would have said when he was in his early 20s. Before he sold out on his dreams.
After swiping right on as many 20-somethings as he could with no prospects in sight, he was just about to give up when Lizz messaged him.
“Hey,” she said.
He clicked on her bio. Honestly, Jeff had swiped right on so many people, he didn’t really recognize her at first. Her bio was charming and funny. She seemed mature, which was intriguing given the fact that she was 21 years old. He knew what this was. She knew what this was. But he wondered if it was wrong. If he was taking advantage of a woman half his age.
Ultimately, though, you know what he did. He wrote her back.
“Hey back,” he said. “You’ve got a great list of favorites. Cup cakes, though, is where we disagree. I’m more of a donut guy.”
And then, he waited. Minutes turned to hours and then suddenly, his phone alerted him that Lizz had responded.
“Bitchhhh,” she wrote with the crying laughing emojis. “Alright, fine. You’re cute. I’ll concede. Donuts are pretty legit.”
He liked her already. She was youthful. Funny. He knew over dinner and drinks, he wouldn’t get most of her references. And she wouldn’t get most of his. It didn’t matter, though. They hit it off and ended up chatting long after he had paid for their meal.
“Well,” he said.
“Let’s hit it,” she said with a wink.
They walked outside. He wanted desperately to invite her back up to his place, but honestly, he was timid. He hadn’t been on a date in ages … at least with someone who wasn’t his wife. Let alone with someone who was so young.
“You mentioned that documentary,” she said. “Let’s go watch it.”
He knew what that meant. They barely made it inside his apartment before they were kissing passionately. She flopped onto the sofa and slid out of her leggings. She was young. Firm. Youthful. Her perky little breasts greeted him. She kicked off her thong. She had a small patch of pubic hair, which was intriguing. Jeff was sure most girls waxed. But not Lizz.
She slowly spread her legs and smiled at him as he undressed and got onto his knees. He kissed her inner thighs. Her pussy was so tight. So young. So perfect. She had beautiful lips, they were smooth, pink, wet. He slipped a finger inside of her. He forgot what it was like to be with someone so young. When Jeff was with his now ex-wife, she could barely climax anymore. She had too many thoughts, too much stuff going on. She was always distracted. A vessel for him to pump himself into a few times, cum and then go to sleep.
Lizz was different. She responded to his touch. She moaned. She whimpered. She begged for his tongue on her clit. She tasted fresh. Clean. Perfect.
“Let me taste,” Lizz whispered.
He pulled his fingers from her sopping cunt and she grabbed them and licked them clean. They moved to the bedroom where he told her to suck his cock. He was hard already. She took him in her wet mouth, covering his cock in saliva. He groaned as she deep throated him with ease.
She sucked his balls. She put her finger in his asshole without even asking. His cock sprung to life, getting even harder. She jerked him, sucked him, slobbered all over him, making those perfect cock sucking slurping sounds.
“Fuck me,” she pleaded as she pulled her finger from his asshole and got on her back.
It was time for the thing he feared most. The condom. He hadn’t used one in years. His wife had an IUD. He fumbled with the packaging, opened it, slid it on his massive cock and pushed it inside of her. Within seconds, his worst fear came true. He went totally limp.
“What happened?” Lizz asked.
Fear washed over him.
“I … I think it might be the condom. I’m not used to them.”
“Oh,” she giggled. “Take it off. I have an IUD!”
A wave of relief washed over him as he’d be able to penetrate a 21 year old cunt. To feel her pussy against his cock. She was so tight—her cunt fit his cock like a glove. Her lips suctioned around him as he grinded in and out of her. They changed positions. He pumped into her, staring at her asshole. If she fingered his without warning, it was fair game, and so he licked his finger and slipped it inside of her asshole.
“Ohhh,” she moaned. “That feels good.”
He pumped in and out of her, fighting the urge to cum. He hadn’t fucked a tight pussy like that since, well, he was in his 20s! He wanted this moment to last forever.
Finally, though, he pulled his cock from her dripping, creamy pussy, and ejaculated on her breasts. She giggled as sperm shot out and soaked her. She moaned with delight and they collapsed into each other.
After a while, she went to the bathroom and cleaned the jizz from her breasts and returned to bed for cuddles.
They fell asleep.
At two in the morning, he awoke suddenly, his hand on her hairy pussy. He began to rub her clit.
“Heyyy,” she whispered with a flirty voice.
“Hey,” he said back, kissing her neck, nibbling her ear, running his tongue up and down her lobe. He rubbed her clit until she climaxed.
“Suck me,” he begged. Much to his delight, he was rock hard again — within hours! That hadn’t happened in years. He was certain he was a once and done type of guy. At least, he had been with his ex. But that might have been because he got the impression that she loathed him and simply let him use her vagina as a hole from which she gathered no joy or pleasure from.
Lizz crawled in between his legs and began slobbering all over him. She sucked him with great intensity, in the darkness, her mouth wrapped around him, her nose to his pelvis. She slurped, licked, sucked, gagged, choked and begged until the time came.
“Mmmm,” she hummed as his balls emptied themselves into her mouth. He pumped rope after rope of thick sperm into her mouth, coating her cheeks, her teeth, her tongue. She slurped his entire load down into her stomach and curled up on him. They cuddled and fell asleep.
In the morning, he fucked her one last time, cumming inside of her 21 year old cunt. She shivered with delight, as she had been masturbating the entire time. They came together, he made her a cup of coffee and sent her on her way.
When she got home, she texted him, “That was fun! Maybe we can do it again next week!”
“Sure,” he wrote back, putting his phone down.
Source: reddit.com/r/sexystories/comments/a18jdh/silver_fox_fucks_a_21_year_old_mf_oral_prostate