Jackson couldn’t believe the day had finally come.
He’d had a crush on his young sister-in-law for years now. In fact, he still remembered the first day he met Aly and her fucking incredible, perky tits. It was back when Jenn was just his girlfriend, not his wife. He was going to meet her family at their house in the suburbs and after introductions with her mother and stepfather in the kitchen, he went upstairs to use the bathroom. But instead of walking into the bathroom, he accidentally walked into a bedroom. Not just any bedroom either — Aly’s.
And once he laid eyes upon her, the addiction began.
She was a fucking vision — stretched out asleep on her bed, her round ass in the air and her naked left tit popping out of her flimsy tank top. *Jesus fuck.* Jackson remembered salivating, his tongue instantly swelling at the sight of her heavy yet incredibly perky breast, its nipple so pretty and pink it reminded Jackson of candy. It made him want so badly to suck it, to taste it and confirm its honey-like sweetness.
He was entranced.
And though he told himself not to, Jackson entered the girl’s bedroom. He didn’t close the door though — he left it ajar. Somehow, closing it would confirm what a lust-crazed pervert he’d suddenly become and he wasn’t ready to face that identity, so with the door ajar, Jackson crept forward and tilted his head for a better view of sweet and stunningly exposed beauty laying before him. He was getting hard just looking at her angelic face as she slept, so staring at her naked breast was honestly so overwhelming he thought he might blow his load in his pants.
“Mmm.”
With a sleepy sigh, Aly flopped onto her back and stretched in a way that exposed both breasts now, forcing Jackson to curse under his breath and hastily undo the button and zipper of his jeans. He wouldn’t touch her. He promised himself that. He’d just ogle and jerk off to the unbelievable sight of her.
“Holy fuck,” Jackson groaned, in disbelief of himself as he masturbated in the room of a sleeping angel he’d never met before in his life. Hovering over the bed, he stroked his shaft furiously, desperate to get off as fast as possible because soon, Jenn would come looking for him. “Come on, motherfucker,” he urged himself, clenching his jaw and imagining his hands wrapped around Aly’s tits… those creamy, plump, irresistibly succulent tits. He imagined fondling them gently, then suddenly rough so he could hear her cry out. The second he imagined them oiled up and mashed together with his cock fucking between, Jackson came, shooting thick cum all over her mouth, chin, neck and titty.
But he got only two seconds to stare at his incredible handiwork before Jenn called from the kitchen. Before she could reach the foot of the stairs, Jackson darted out of the room, shoving his cock back in his pants and zipping up just as Jenn poked her head into the hallway.
“There you are, babe!” she beamed before calling out, “Aly! Alison! Wake your lazy ass up now! It’s time for dinner!”
Jackson froze when he heard Aly stirring in bed. Stalling in the hallway, he tried to listen for the poor girl to fully wake and gasp, realizing she was not only exposed but covered in cum. *Fuck, fuck, fuck.* What was he thinking? Why the fuck did he cum on her? The second she came downstairs gasping about it, his future wife and in-laws would know exactly who to look at as the culprit.
But shockingly, minutes after Jackson had finished on her, Aly bounded downstairs with a bright smile and not a single drop of cum on her luscious body. She introduced herself to Jackson with such perfect manners that he wondered if he’d gone crazy — if he had simply imagined everything that just happened.
In fact, he wound up thinking he was crazy for a solid few months after the fact.
But then one night, at Jenn’s request, Jackson took out her weird little stepbrother for drinks. Aaron was always a bit of a nerd to him, but Jackson forged an unlikely friendship with him the night he got drunk and revealed why Aly didn’t react the day she awoke covered in Jackson’s cum.
As it turned out, Aly and Aaron had a little arrangement. So long as he supplied her with Adderall, he could fondle and grope her as he pleased. It started out as playing with her tits over her shirt, but as time passed, Aly needed more favors and that meant Aaron got more access to her luscious mounds.
“It’s pretty sweet,” Aaron grinned as he continued his bombshell that night. “She likes when I get it over with while she’s sleeping, so I do that a lot. The first time she woke up with cum on her, she was pretty pissed. But after awhile, she just started licking it off her mouth and if I only came on her tits, she’d just rub it in like lotion. Sometimes, if I catch her right when she wakes up, she lets me watch her rub it in. It’s fucking great.”
*Holy. Shit.* It fucking sounded great. A sexy, young blonde with big, natural tits and an affinity for drinking cum? It was a jackpot Jackson couldn’t have even imagined and it was on that night that he knew he had to marry Jenn.
What better way to always have Aly around?
Though it took awhile for Jackson to work up the courage, he eventually accompanied Aaron one night on a midnight run to Aly’s room. The door was left ajar for him, as was a nightlight so he could see his way around. In awe, Jackson watched as Aaron gently pushed Aly from her side to her back, pulling the sheets off the top half of her body and lifting her arms up, draping them gently above her head.
“She gets pissed when I wake her up,” Aaron whispered as he then pinched the edge of Aly’s T-shirt and lifted it inch by inch up her torso, exposing first her taut stomach then her ribs and then finally, those beautifully round and full undersides of her perfect breasts. When Aly’s top was finally peeled completely off her chest, Jackson groaned. “Shh,” Aaron reminded him as he began to fondle her, closing his eyes and rolling his head back. “God, they feel like fucking heaven. I never fucking get sick of them,” he laughed quietly, jiggling Aly’s wonderful tits in his hands.
But just as he leaned in to suck her nipple, a light switched on in the hall.
“Someone awake?” Aly’s mom had stuck her head out of her bedroom door, waiting for a couple seconds before turning the light off and heading back to her bed. Once Aaron and Jackson heard her mattress creak, they ran back to their respective rooms.
That was the first episode of Jackson’s titty-induced torture.
The second happened when Aly came one day to sunbathe in his backyard. He took the day off from work and waited hours upon hours at his window, just watching her lay there without a single fucking nip slip — even after taking a dip in the pool! It was horrible, and such true torment that he’d barely felt satisfied after jerking off.
The final torture came when Jenn discovered him whacking it to pictures he took of Aly topless. She made him delete them in front of her. Were it not for the lack of a prenup, he’d have divorced Jenn for that alone. Because God, they were good pictures. He’d even gotten a few shots of Aly taking her best friend’s dare to suck on her own tits. She looked so fucking cute and bubbly with her pink lips wrapped around her hard nipple. Jackson wished he could have kept just that one picture but Jenn made him trash them all before telling him that she’d be cutting ties with her little sister from that point forward.
Which meant he’d married her for nothing.
It drove Jackson insane. If Aaron had arranged a deal to grope Aly as he pleased, Jackson was sure that given the time, he could have struck up something even better with his beautiful sister-in-law.
Instead, all he got was his moody wife and her lack of interest in sex.
It sucked. And it sucked even more that out of loyalty for her sister, Aly refused to ever meet up with him.
Jacking off to just the thought of Aly when he once had her up close and personal was absolute agony. And time didn’t lessen the pain. It only had Jackson dreaming up different sexual situations he wanted to see that pretty cumslut in. He wanted to see her fondled by a group of strangers. He wanted to see her disgraced in public, her tits grabbed and sucked on by men she’d never met in her life. He wanted to see her college normalcy disrupted by demands to suck dick out of nowhere.
He wanted the entire world to have a shot at gaping at her beautiful naked body before it was delivered to him, pussy untouched and ready for his cock to plunge into.
So he arranged for exactly that to happen.
At the advice of an equally wealthy friend, Jackson hired a company to put sweet Aly in all the titillating predicaments he’d spent so long dreaming up of. And after months of watching her endure every wet, humiliating, cum-soaked episode, the day had finally come for Jackson to have her all to himself.
On the surveillance monitor, Jackson could see Travis and Nick’s car pulling up his long driveway. Inside, he knew Aly was sitting there naked.
And he simply couldn’t wait to get his hands on her.
Source: reddit.com/r/sexystories/comments/592twm/dont_flash_your_tits_at_strangers_part_7_mf
The build up all the way from the first chapter has been amazing. :D Can’t wait for more! :D
Amazing story! I’ve loved reading all of your previous chapters.