LEROY
"So you'd never done this before?" Leroy asked. "I was your first? Well, fuck me!"
"Well," Kayley laughed. "Technically I did."
"I figured," Leroy said, leaning back in his chair, "my chances were fifty fifty I'd get a drink thrown in my face, or you'd laugh. It was a long shot, I just didn't want to let you go without at least trying. I figured I might get your phone number. When you came back without panties... Holy shit!"
He was playing to them. He'd fucked a lot of women in fucked up places, he had a knack for talking them into it. But why not stroke their ego? People were more malleable when you stroked them.
"Blame Sam," she smiled. "He told me to take off my panties and come back out."
Leroy raised a glass to him.
"I owe you one, buddy."
"It's actually a few now," Sam said. "But I didn't order her to go through with it or anything. I just gave her a little nudge."
"A little courage."
They'd found an out of the way Thai place, practically a hole in the wall, that Leroy knew. Open late, good food. He was on his best behaviour, open, charming, easygoing. The three of them sat at a small square table in the corner, Leroy sprawling on one side, doing his best to be casual and agreeable, while the Kayley and Sam faced him.
He noted their chairs were close together. They tended to lean into each other and their fingers frequently entwined, just under the table. They were joined at the hip, these two. Leroy breathed them in, trying to get a sense of the couple.
People in heat were one thing, when they were caught up in the need to fuck, their personalities took a back seat to their sex drives, the desperate urge sublimated everything else. It was only when they slowed down you really started to get a feel for who they are.
"You were very bold," he agreed. "What can I say. I'm thrilled to be lucky enough to be chosen first. And I'm even more thrilled that you kept coming back. I'm honoured."
Mainly lucky. The first stranger, or one of the first strangers, those have a good chance to bond. The tenth stranger, well, then it's like eating a sandwich, they've become kind of disposable. Of course, she'd fucked Derek next. He considered himself lucky to have had a second crack at her and do her properly while she'd been impressionable. He intended to take advantage of that.
"Particularly after the condom broke," Sam said.
Tricky to deal with. Leroy made a point of looking shamefaced. "I swear, that never happened before. I didn't even notice. I felt terrible."
"No worries, you have a boyfriend, just tell him it's his," Kayley quoted with a passable imitation of Leroy's drawl.
Leroy winced and stared up at the ceiling. She'd come back to fuck him again though, twice, and now here they were. So they'd gotten past it. He decided to play it light, a little honesty, a little humour, admit a flaw, rather than defending or pushing back.
"Ouch! You got me, I'm an asshole sometimes. I can be such a total asshole. I am so sorry." He put some extra sincerity into it, a trace of genuine embarrassment and regret.
Kayley shrugged and smiled
"We got over it," she said, dismissing the matter.
Technically, it had broken because he'd put a couple of holes in it with a pin. Leroy usually kept two condoms, an actual safe one because sometimes you just knew you didn't want skin contact, and the holed one, because it was just easier to put it on and pretend, than to bother trying to talk a bitch into rawdogging. Right away, he'd marked Kayley as a girl whose sugar walls he was going to paint any chance he got. He was pleased that after the first time, he'd been able to talk her into taking his loads willingly.
Time to move the conversation back to them.
"So," he asked Sam, "has it just been me, or were there others?"
He was curious to see if they'd admit to Derek, or how much they'd admit to. Kayley had mentioned him on their second encounter. So he was asking Sam. Hell, for all he knew, she'd been out spreading her legs at a different bar every night since he'd cracked her.
"Just one other guy," Sam said. "I don't think he was as much fun."
Kayley shot him a look. Had Sam said too much? Leroy filed it way for later use. Mainly, he was reassured. They had no reason to admit to Derek and lie about others. They weren't virgins, but they were still new to this. Inexperienced, feeling their way. He would definitely use that.
"How did all this get started anyway," he asked. "You just woke up one day and decided to jump in? Did you read a magazine article? Watch a porno? Or did it build from something?"
Kayley and Sam glanced at each other.
"Hey!" Leroy held up his hands. "No judgment here! You already know I'm an asshole."
That broke the ice a little, and they laughed.
Hesitantly, Sam and Kayley started talking about the flirting game, how they'd stumbled into it, particular encounters, how each of them felt and reacted. Leroy nodded and smiled, asking just enough to keep them talking, getting little glimpses of their lives and personalities.
"Ah," he said. "So this is a cuckold thing."
They looked blank.
They had no idea what he was talking about.
Okay, Leroy thought. Not a cuckold thing, or not quite. There wasn't any of the harder edges of cuckolding, the submission or humiliation, the underlying power games, the psychological aspects.
They were just two kids having fun, playing a mutual game, supporting each other. There was no particular plan or agenda for either of them. They'd just drifted along, they could have drifted indefinitely, doing nothing more than innocent flirting.
His proposition, as vulgar and aggressive as it had been, had kicked them off the fence. There was no plan or intent to get Kayley fucked. He'd just hit her at just the right time, and just the right way. He thought, maybe, with their flirting game, they'd eventually cross over to fucking, but there was no guarantee, and certainly no predicting when or how or with who. He'd gotten lucky.
Hell, even now they were on the borderline. They'd discovered something - cocks for Kayley. So they were experimenting a little, dipping their toes. But they could change their mind and just go back, to just flirting. Or move on from the game entirely.
It wasn't really cuckolding, but he could make it that way.
They might not continue, unless he made them, kept them going.
Wheels began to turn.
"What's a cuckold thing," Sam asked. Leroy could see by the trace of a nod that Kayley had been on the verge of asking the same thing.
"Hmmm," Leroy said, buying time to think about how to present it. Play it light, nothing too dark. Define it so it fit them. Offer a mold, a reflection of what they were experimenting with, to draw them in.
"It's a swinger's thing. Some men enjoy seeing their wives or girlfriend getting with other men. It's a... voyeur and exhibition thing, but more intimate. It can be casual, or it can be a whole lifestyle thing."
"Interesting," Sam said. "I'm not sure it's us."
Sam was resisting. Not surprising, there was an inherent aspect of emasculation in being a cuck. When they'd fucked in the bathroom, the three of them, Leroy had made sure he was in charge. It was a drive, he couldn't help it. But consciously, or subconsciously, Sam had been put in third place.
"I dunno," Leroy said. "I think there's an instinct to see it as dark - degrading for the woman or emasculating for the man. But it's not like that at all."
Except when it was, but he wasn't telling them that.
"Some men just enjoy watching. I mean, they have their relationship, they fuck. Maybe the woman goes with someone, but she comes home with her man."
Except for the times she didn't, but he wasn't telling them that either.
"So the woman sleeps around on her husband?" Kayley asked. She was neutral, Leroy couldn't tell how she felt about that. She'd just fucked two guys on her husband, one of them multiple times. But Leroy had been around long enough to realize that sometimes someone's moments of personal conduct didn't align with their personal moral rules - that could be tricky to navigate.
"Not necessarily," he said, "not usually. Often they go with one man that works for both of them."
He was careful not to call it a bull, or use the word cuck. That was a little too blunt for them, at this point.
"So a threesome?"
"Not quite," Leroy said. "Threesome is they're all in it together, all the time. Cuckold is more back and forth. But there's all kinds of variations."
He didn't want to get too deep into it with them. Introduce the idea, lay it in there. Let it sit and simmer. He could see it wasn't grabbing either of them, so he'd go carefully.
"Anyway," he said, "it's lifestyle stuff. There's lots of variations on lifestyles, a lot of people out there having sex, and you know, they find different ways to make it work for them."
He shrugged.
"I don't know. What you were talking, seemed to me like you were getting into cuckold lifestyle, that's all." Plant the hook. "When we're finished, give me your email and I'll send you some stuff on it. You can read up, decide for yourself."
Drop and move on.
"What I do know," Leroy said, deliberately moving it back to them, "is that you two are the sexiest, boldest couple I've met in a long time. What we all did together? Amazing."
Kayley and Sam both smiled. The conversation shifted back to them, and Leroy spiced up questions about their sex lives with tales of adventures of his own. They grinned, they laughed, they told jokes, made confessions. Leroy told some truth, told some lies, all of them calculated. Kayley blushed and giggled as she talked about discovering masturbation. Sam related the night they met, and together they told them about the night they fucked, which turned out to be the same night, just a little later on. Leroy smiled and nodded, and occasionally refreshed their wine, and tried to file everything away, and maybe figure out how to use it later.
Of course, it circled back to the bar, but that was fine with Leroy.
"Wait!" Leroy said to Sam. "So you were listening? Holy shit!"
That was disturbing. Leroy wasn't shy. He often said a lot of aggressive things in his seduction efforts, efforts that sometimes were more forceful than might be technically legal. What had he said, how hard had he pushed her? He had a moment of cold sweat as he tried to recall everything he'd ever said to Kayley in the bar, particularly the first couple of times. He could feel himself getting defensive.
"Mostly just the sex part," Sam said, registering Leroy's sudden discomfort. "In the bathroom. There was too much noise to make out anything much in the bar itself."
"You listened to us fuck?" Leroy said, almost angrily. "That's a pretty cuck thing right there!"
He caught himself. Dial it back, Leroy told himself. Find a way to make it light.
"Hey," he turned to face Kayley. "You were really fucking talkative during sex. I just figured you were a dirty girl. But..."
Kayley raised her eyebrows, spread her hands and pointed to Sam.
