Generation Gap – BDSM – StoryVa.com

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Jill has run a flourishing company on her own since her husband’s departure. In truth the marriage wasn’t in a great place, not least because she discovered he’d been screwing one of their clients. On the other hand, as co-owners of the business they’d worked well together. Plus, he’d brought something very special to their sex life – satisfying a very particular need.

“You’re an attractive, interesting woman who ought to get back in the game, you can’t give up on sex and relationships yet, it’s not healthy,” declared her grown-up daughter and helpfully downloaded a couple of dating applications onto Jill’s phone. Missing physical contact, tried a couple (“no, not Tindr, mum!”) and wasn’t impressed. Went on a couple of dates, made a big effort with her appearance, only to find the guys didn’t bother. Track pants, seriously! You’re hardly gonna impress an adult woman while dressed like a toddler? And this vaping nonsense – a child’s dummy for grown-ups. Jill’s generation had met potential partners face to face, learnt to read body language, made eye contact and conversation, flirted for goodness’ sake.

Maybe these unprepossessing blokes who looked nothing like their online photos and talked only of themselves weren’t normal? Most just wanted a one-night stand and were probably married. Jill wasn’t that desperate.

Alternatively, Drew is good looking and slender, like men used to be before the days of junk food and idling over glowing screens. He’s currently working as holiday cover in the small warehouse attached to Jill’s office. She’d lamented the difficulty of getting anyone competent from a temp agency to a friend at yoga class, who promptly suggested their student son.

Mature beyond his years, Drew has been a frequent unintentional distraction lately, which, Jill belatedly realises to her shock, is sexual desire. Friendly with co-workers, but generally keeping to himself, often found reading a book during breaktimes, something about Drew’s confidence and self-assurance indicates he might be the solution to a pressing personal issue, and help her life move on. Her pulse quickens whenever she encounters him about the workplace. At home in bed Jill guiltily masturbates, wondering what it’d be like to feel his mouth on her tits, hands on her arse, cock in… well, you get the picture. This can not continue, she’s too old for crushes. A woman unafraid to make decisions; late one Friday she seizes the initiative and goes for broke.

“Mind helping in the office this evening, I’ll pay overtime?”

“Sure, no problem, I could do with the money.”

Jill hasn’t escaped Drew’s notice either, a boss who appreciates his efforts and doesn’t micromanage, well presented, with a shapely figure. In her late 40s at a guess. Drew’s never fancied an older woman before – he does now.

They’re completely alone in the building. Quick witted, he races through the mundane tasks she allots, then shows Jill how to use some new software.

“Anything else?” Drew enquires eventually.

“There is one thing,” she comes closer. Much closer, red lips inches from his face, almost as tall in heels, voice husky and laden with sensual promise. “Listen carefully, do exactly as I say and there’s a bonus.” Jill makes full body contact, feels Drew’s manhood stiffen and press against her thigh. Apparently, it doesn’t take much to instantly turn a youthful guy on. By unspoken accord, their mouths meet, lips parting, tongues darting, hands roaming avidly. Each breathing quickly, mutual arousal unambiguous. “I’ve been wanting to do that for ages,” Jill says, unexpectedly tugging the leather belt from his jeans then handing it, doubled, back to Drew.

Jeez, she knows how to kiss! Pleasantly startled, Drew instinctively understands this is an occasion to which he’s expected – in every sense – to rise. Jill moves purposefully to an easy chair and kneels facing the back. Slowly and erotically raises her dress to reveal full firm buttocks; pulls her panties down with tantalising slowness to below the tops of sheer stockings.

“I want you to spank my bottom with your belt. Don’t hold back, 12 strokes, sufficiently harsh to leave marks. Leave an interval in between each for me to compose myself. And then,” Jill looks over her shoulder, voice calm, totally unembarrassed, “I want you to fuck me. Vigorously, from behind, take control and shaft me relentlessly until I come. This is a once and only occasion, our secret, agreed?”

“Agreed,” Drew’s face makes it abundantly clear he’ll comply fully with her instructions. Jill possesses a most delectable derriere, an irresistibly tempting target. He’s chanced upon spanking porn online, but never actively participated, until this moment. He delivers a first, tentative stroke.

“Pathetic, doesn’t count, come on I want to feel them.” Jill frowns. Okay, thinks Drew, you asked for this… Thwack|

“Oof, much better darling, now give me another.” Keen to oblige he applies three searing strokes in rapid succession, watching entranced as her buttocks dance and weave in reaction to the glowing heat. “Oh yes!” Entering fully into the spirit of this strangely submissive assignation, Drew straps the jiggling moons. Meantime, Jill’s hand explores her increasingly wet pussy, fore and middle fingers parting lewdly gaping labia. She closes her eyes and surrenders to pleasure.

“Now fuck me.” Drew savours the wonderful sensation of her soft, velvety warmth enveloping his erection. Buttocks elevated in anticipation; Jill grips the chair with white knuckled intensity, can not recall when she was so determined to impale herself on a cock. Drew enters, holding still for a moment while her pussy adjusts to the size of him, groaning as Jill’s internal muscles firmly grip, spasming with electric pulsations. Gradually increases the tempo of his thrusts, driving ever deeper.

Oh, but this is bliss, she’s needed it so badly, and for such a long time, Jill revels in the twin sensations of a sore bottom and an energetically plundered pussy. So much pent-up desire to release and it’s all happening too quickly. Intense waves of pleasure send tremors through her body, surrendering to the inevitable, Jill comes. As does Drew, spurting abundantly as her juddering orgasm triggers his own powerful climax.

They disengage carefully, Jill’s upper thighs glistening, face flushed and wearing a contented expression for the first time in months.

“You remind of a famous actress in a film I saw recently.”

“Marilyn Monroe,” suggests Jill, sardonically.

“No, in ‘The Graduate’.”

“Ann Bancroft.”

“Yes.”

“I’ll take that,” responds Jill flattered by the comparison. “Which of course makes you the undergraduate.”

“What got you into this?” Drew enquires, soothingly stroking her tender rear.

“Difficult to unravel,” she replies honestly. “I love and need spankings, such thrilling, naughty fun. Like to pretend I’m a bad girl forced to accept correction, but willingly participate. Bend me over, I may wriggle and complain, but when it’s over I’m very compliant, and the sex afterwards is wonderful. Now, let me suck that wonderful cock back to hardness,” she issues a silent prayer of thanks for youthful stamina, “I’m ready to go again already and so it appears are you…”

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