The Arrangement

All characters are 18+

This story contains bisexual themes. It won't be for everyone, nor will it be a regular occurrence. Just a once off for my bisexual pals here! Feel free to tell me what you think of it! 

A candle danced on the table between us and the gentle hum of classical opera swam around the restaurant, broken only by the rumbles of chatter from the other guests. The boy was young, perhaps nineteen or twenty, but he moved with such velvety eroticism that my cock swelled inside my pants.

My wife ordered another wine, and regarded me as she sipped from it.

"You want to fuck him, don't you?" She asked, and what was the point in lying to her? Heaven knows she knew me better than I knew myself.

"Do it" she shrugged, though I could tell that she was unhappy.

"Why?" I replied, "so you can hold it over me for the next month?"

She flicked a strand of black hair from her face and smiled. Perhaps I was wrong.

"No" she whispered, "because I don't want you to fuck me tonight, wishing that it was him".

I disregarded her. This arrangement had been her idea after all, though I knew why. The gardener had been trying to get into her panties for the best part of the last five years, and evidently my darling wife had grown tired of denying him the pleasures of her cunt.

"If you don't" she quipped, "then I will".

I watched her lift her arm and beckon the boy over. He was a waiter, though he appeared new to the job and looked rather sheepish as he approached us. It was understandable of course, we were well known throughout the city, given our wealth.

She was good. She was oh so good.

"You're new here" she smiled, her voice as smooth as silk, and the young man cleared his throat and nodded whilst I regarded the plumpness of his backside, bulging in the black pants.

"My mother always said I should say what I'm thinking" my wife purred, "and I'm thinking that you'd make a nice addition to our bedroom tonight".

The young waiter cocked a brow, glanced at me, swallowed a lump in his throat and then let out something of a laugh. When he realised that neither my wife nor I appeared to be joking, his face drained of colour.

"I'm sorry" he half gasped, looking back at the bar, "what did you say?"

"I want you to fuck me" Lorraine told him, swirling a mouthful of wine, "and my husband wants to fuck you".

The poor guy gawped at her, then at me, then he wiped his brow and mindlessly tugged his tie away from his neck. I chuckled to myself.

"I um... I have to get back to work" he gulped, "I uh... Thanks... I mean... Sorry".

Lorraine slid her long legs from under the table. The young man watched her with a look of innocent nervousness on his handsome face, as she picked up her napkin and dropped it onto the floor. The two of them stared at each other for a moment, before she held her hand to her mouth.

"Oops" she whispered, "would you mind?"

The young man took another deep breath. God love him, he certainly wasn't expecting this on his first night. He nodded and wiped sweat from his forehead as he bent down to retrieve my wife's napkin. As soon as he reached his knees, Lorraine slid open her legs, and although I couldn't see it, I knew that the young waiter was now eye level with her bare pussy.

He froze, gazing at her intimate area and I rolled my eyes. Had I flashed the guy my cock, the police would have been called. Oh the things she got away with.

"When do you finish?" She asked him, closing off the view as he stumbled to his feet.

He looked back at me again as though he expected me to punch him. A natural expectation given the circumstances, but I simply smiled at him as though he hadn't just looked inside my wife's cunt.

"Ten" he said, and his voice squeaked an octave higher.

"We'll see you at ten, then" Lorraine told him.

For the rest of the evening, the young waiter made a terrible impression on his new boss. Glasses shattered, plates fell, the poor boy was a mess, and every time I looked over, his eyes were on Lorraine. She knew this of course, though she scarcely let on.

"You've scared him" I told her, "you and your eager slit".

"Yes, John" she nodded, fixing her lipstick in her compact mirror, "because you were doing such a fantastic job".

By ten o' clock, the waiter had disappeared, and finally reappeared with a jacket on over his uniform. He stood idly near the door of the restaurant and waited for Lorraine and I to greet him.

"You shouldn't have" she said, taking the bottle of wine from his hands, and I allowed him to pass in front of me as we left.

When we got back to the house, Lorraine turned on some music and took his jacket. Naturally, of course, I was left to look after myself. The days of raunchy romance after a night out were well and truly over for her and I, but now we had some new meat to spice things up.

I went and poured a drink whilst my wife worked her magic on young Stephen in the living room. When I returned, I simply stood against the doorframe and watched the horny little beast as he sucked on her neck like a fucking vampire.

Her eyes landed on mine over his shoulder, and she rolled them as I smiled.

"Serves you right, you slag" I mouthed, and she flashed two fingers at me as she faked a moan.

God he was dreadful. I watched as he crawled on top of her like a fucking animal, and when he began to blubber into the crevice of her tits, I cleared my throat and he leapt from her like I'd shot him in the ass.

"I uh... Sorry... I um..."

"Shut up, kid" I scoffed, and sat down, "haven't you ever fucked a woman before?"

He was on his feet now, his cheeks burning red and his eyes bouncing from her to me before they fell to the floor and he shook his head.

"Oh, well that makes sense then".

Lorraine poured a glass of wine for him, and he took it with a shaking hand. She poured one for herself too, a lot fucking more than she'd given him.

"I'm going to teach you" I told him, and set down my scotch, "because that shit that you were just doing there, that will get you a fucking restraining order from whoever you try that on".

Lorraine laughed quietly. She always did like my jokes.

"Get your ass over here" I told him, and he took a breath and scurried toward me.

"Sit" I said, patting the chair next to me, and he obeyed.

"It's not a damn ambush. You don't need to be so... Angry".

"They... They said that women like it rough" he mumbled, and the words looked almost painful for him to speak.

"Who?" I asked, "who has filled your head with this nonsense?"

Stephen thought about it for a moment, but I much preferred a more hands on approach. Before the boy could say the words, I was on him.

With my hand covering his mouth, and his whimpers turning wet against my palm, I dragged the warm cotton of his restaurant shirt up his slender stomach to reveal a smooth canvass of warm teenage flesh.

Lorraine leaned over to get a better look at the struggling youngster's increasingly naked body, and began to unzip her dress from the back.

"Please" he screamed, though it was too muffled to distinguish from his other cries.

His eyes were wide and frantic. His brain scrambling over itself as he tried to work out how he'd allowed himself get into to such a terrifying position. I could feel him shake beneath me, and just as I was sure the poor guy was about to piss his pants, I sat back and he scurried backwards on the chair, covering himself with his hands.

"I rest my case" I told Lorraine, more than Stephen, though I'm sure my wicked wife would have enjoyed another few minutes of watching the young waiter's terror.

She was naked now. Her plump breasts exposed and her hairless cunt disappearing between her legs. She may have been a bitch, but she was a very hot bitch.

"Was that enjoyable, Stephen?" I asked, sipping from my scotch, "did that get you hard?"

The young man shook his head violently, and I smiled.

"Then what makes you think having a stranger pounce on you is enjoyable for anybody?"

The realisation that I wasn't trying to rape the boy seemed to set in. He let out a long sigh, and shook his blond head.

"I'm sorry" he told my wife, "I'm just nervous".

"Don't be sorry" I interrupted, "be smart".

With one yank of his arm, he was on his feet, though his eyes were on Lorraine's nakedness as she lay back on the sofa and hung from the edge. She stared back at him, a look of mystic seduction on her face and her hand began to trail down her chest.

"You want to fuck her" I whispered to Stephen who nodded mindlessly, "you want to feel yourself inside her". He nodded again as I spoke from behind his shoulder.

"Her pussy is waiting for you" I continued, but as he stepped forward, I held him back. "But do you sample the main before the entrée? Does one enjoy the sweetness of the cake, before licking the spoon first?"

He shook his head and slowly, gently, I slid my hand across his shirt and undid the buttons to reveal his tender chest, then his stomach, and finally, as I pulled the fabric backwards, the sharpness of his young shoulder blades became visible, and Stephen stood naked from the waist up.

Lorraine squeezed her tit in her hand as she watched. She was a slow lover, she could have enjoyed the sight for hours, teasing her clit as poor Stephen drooled with longing for her. The boy wouldn't have to lay a hand on her, and she'd still cum with the force of a broken flood gate.

"Keep looking" I told him as I walked in front of him, "keep thinking about the main course".

I could see the tent in his trousers. What I'd give to be twenty years younger again, when the simple sight of a pussy had me standing to attention. Though perhaps even then, it was the draw of a pretty young man that excited me the most.

I took him by the back of the neck and pulled him into me. He resisted, though only for a moment, for when he found my wife with his eyes over my shoulder, his attention was diverted.

"Kiss my neck" I told him, and felt his warm, wet lips on my skin.

I smiled to myself. Had I been this useless my first time? Maybe things were different now. Maybe young men cared more about their pleasure, than the pleasure of their lover. Well Stephen was about to learn the old way.

I stood him back up and grasped his cheek in my right hand. He flinched a little, and flinched again when I trailed my tongue down the curve of his neck. A wisp of breath escaped him as I reached his smooth shoulder, and suddenly he wasn't looking at Lorraine anymore.

"That... That feels good" he told me. No shit, kid.

His nipples hardened as my thumb circled one. A pert little thing, stiffening against his will. The slightest pinch made him gasp, a little twist made him gasp harder, and by the time I sucked it into my mouth, the sensitivity of it had him trembling.

"Go" I said, leaving him in a daze, "go and sample the entrée"

He rushed forward until I grabbed him by his upper arm once more.

"Slowly", I reminded him, and he nodded.

Lorraine set down her wine as the awkward teen stood above her, armed with his newfound knowledge. I watched as my little protégé leaned down to her.

She brushed her silky, black hair from her neck with two long fingers, then beckoned the boy closer. At that moment, he was inhaling the floral scent of her finest evening perfume, but rather him than me, I'd never had the heart to tell her that it smelled like shit.

The waistband of his underpants slid into sight upon his lower back as he began to kiss tenderly. He'd tell his friends about this night. The night he fucked Lorraine Cassidy in the living room of the mansion atop Golden Hills. What he wouldn't tell them, however, is that he, too, was fucked. He'd conveniently forget to tell his pals that John Cassidy used his body in the most deviant ways. He'd gloss over the fact that he was walking a little funny, telling them he was sore from the raunch of his love making with a woman. But he'd know the truth deep down, and never would he forget the night that he lost his virginity in more ways than one.