πŸ“š slipping into depravity Part 4 of 14
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Slipping Into Depravity Ch 04

Slipping Into Depravity Ch 04

by darrow1970
19 min read
4.73 (8400 views)
adultfiction

By Eve St. Albert

SAM

Kayley was drop-dead fuckable. She'd curled her red hair so that it hung in waves, used eyeliner to make her eyes sparkle, and applied her brightest reddest lipstick. This time she wore a purple velvet miniskirt, way too short for stockings. It showed off her long bare legs. Sitting in the car, her skirt was hiked up so I could almost see her panties, I kept glancing. She wore a matching purple top, satin, not velvet, low cut with spaghetti straps, just loose enough that you could see the curve of her breasts every time she moved. You could definitely see how hard her nipples were.

"How do I look," she asked again, as we drove.

"You look hot, you look sexy, and you look barely a few steps from being a hooker," I said.

She smiled.

"Fuckable?"

"Very. If I dropped you off on the right street corner," I assured her, "you'd get a lot of offers."

"I thought you said I was still a few steps from looking like a hooker."

"The right street corner would complete the look," I said cheerfully.

She giggled.

"Maybe we should do that instead."

"Really?" I asked, I was genuinely curious. Would she do it? The thought of Kayley standing on a street corner waiting to be bought by the first John pulling up in a car with cash, gave me an instant erection. There was something about the idea, the image, that overwhelmed me with lust.

Could I bear to watch her do it?

"No," she said quickly, not quite nervous. "That's a step too far. I think doing this is scary enough."

"Are you scared?" I asked "We don't have to. This is supposed to be fun. If it's not, no one is going to force you."

She held up a hand. It looked perfectly still.

"I'm shivering a little," she said, looking at her finger. "My heart is beating faster. My mouth is dry. It was so much fun to talk about when we're in bed or flirting. But now... I mean... I'm going to walk into a bar and sit down so some random guy can pick me up. That's mental."

She took a deep breath.

"The thought that in half an hour or an hour, some complete stranger, some guy I'd never met before might be fucking me. A complete stranger will have his cock up inside me. That's bizarre. That's insane. That's... terrifying."

I glanced at her. She was staring straight ahead.

"There's so much that could go wrong, could go weird, could go dangerous. It could get out of hand. It could go so bad. I could get arrested. I could get hurt. Killed."

She took a deep breath.

"But it's fucking exciting," she exhaled. "My nipples are so hard they're tingling. My pussy has been wet all day, and every time I start thinking about what we're going to do, I can feel my vag clenching."

Another breath.

"I want to do it."

She looked directly at me. I pretended to stare at the road.

"I'm out of my fucking mind," she said. "Aren't I?"

"I think," I said carefully, "that you're adventurous."

"I'm only doing this because of you," she said quietly.

Startled, I looked directly at her. I had this flush of guilt. Was I pushing her into this? Had I pushed her? Was I taking a safe fantasy, and forcing her into acting it out?

"I know you'll keep me safe," she said. "I wouldn't do it without you. Too scary. But knowing you're there... that gives me strength. You give me the safety, the back up, to let me take this fantasy and try. We all go through life wanting so many things, and playing it safe, wanting and being afraid to try. You don't know how much that means to me. How much you mean to me."

Wow. I swallowed.

"I got your back," I said quietly.

"I know."

"And I think it's fucking hot," I admitted. "I'm crazy hard."

She smiled.

"I know," she said, "and I love it. You wonderful, supportive, kinky horndog. When this is over, if it goes right, I'll fuck you so hard."

"We're here," I said, pulling into the parking lot. There were more cars, but it was half empty. I chose a spot under a light, close to a street.

"Showtime!" she said.

"Showtime!" I agreed.

"I'll go in first," she said, "find a seat. You come in after."

"Maybe I should go in first," I said. "I'd love to watch you make an entrance, see every man turning to check you out. I bet half of them would have boners instantly."

"Yeah," she said. "But if I go in first, no one will notice you come in right after me."

"Ouch!" I said.

"Down boy!" she said. "If it was a gay bar, you'd definitely get checked out. I need to find my seat first, that way you can choose a spot to watch me from."

"Right," I sulked. She quickly leaned over and kissed me on the cheek. Then she licked it.

"Oh no," she said. "I left a print." She grabbed a tissue and moistened it with her tongue before wiping it clear. "Wouldn't want you walking in and giving the game away."

She grinned, and reached down. I feeling how hard I was.

"I like that," she purred, then grinned. "I guess I'll have to touch up my lipstick when I get in. Hope no one notices."

"Well, if you're going to fix your lipstick anyway..." I looked down meaningfully. She followed my gaze and grinned. Very deliberately, she unzipped me, blew a kiss down, and then zipped me back up.

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"I love the way you think," she said. "Consider this a down payment."

"Curses!" I fake moaned.

She got out and walked to the bar, swinging her hips a little, knowing I was enjoying the view. Oh yeah, I thought, the right street corner, she'd definitely have them lining up. After she vanished through the door, I adjusted my pants and followed her.

It was loud inside the bar, someone had been cranking up the jukebox. Disappointingly, it was emptier than last time. I was surprised, given the cars in the parking lot. Still, plenty of seats. Kayley was sitting up at the bar on the left side, among empty seats on either side of it. There were a couple of men at the other end of it, but they looked like regulars.

She glanced casually towards the door as I walked in, tracking me without seeming to really pay attention. I didn't hide it, when I checked her out. A woman like that? It would have been weird if I hadn't looked. This time, I chose a spot nearer the hallway to the washrooms. If anything went wrong, I wanted to be able to charge in quickly.

She nodded at nothing in particular, and swivelled her seat, facing the opposite direction, making sure I had a good view of her legs, perched and crossed on the bar stool.

Impulsively, I walked up to the bar myself, leaning on it, waiting for the bartender to come over. I looked directly at her, watching as she took out her compact to open the small mirror, and started touching up her lipstick. As she pursed her lips, I knew every man in the bar was watching those lips, dreaming of them wrapped around their cocks.

I had a sudden flash, Kayley on her knees, sucking cock after cock as men lined up. Suddenly, my cock which had subsided to a pleasant fullness, was rock hard. I put one foot up on the bar rail.

"Nice night," I said, smiling at her.

"Hmm?" she replied, tone distracted and dismissive, carefully not paying attention.

"I said 'nice night,'" I repeated more loudly.

Her eyes lifted from the mirror, looking me up and down, weighing and judging in a split second, and clearly finding me wanting. Her eyes drifted back to the mirror.

"I suppose," she replied, noncommittally.

The bartender came by, I ordered my beer. He started filling a glass.

"Are you here alone?" I asked, playing it eager and a little insecure. "Can I buy you a drink? Would you like some company?"

She responded with a bolder stare, no less dismissive.

"Sorry," she said, her tone flat. "I'm waiting for someone."

She turned slightly, her body language very clear. 'Fuck off creep.'

Shot down hard! Even the bartender winced. I knew it was all acting and role play, but it still stung. But it was also weirdly exciting. A part of me wanted to push a little further, to provoke a more blatant rejection.

"Well," I said, helplessly. But she was ignoring me.

I took my beer and went back to my seat, tail between my legs, noticing a few of the patrons had watched me strike out. They wouldn't have been able to hear, but our respective body language had been very clear. I'd timidly made a half hearted play, and she'd bitch slapped me into next Tuesday.

Maybe she'd slapped me too hard. For the next fifteen minutes, no one came near her. She made a show of looking at her phone. She swivelled in her seat, eyes roving over the bar. Then she'd cross and re-cross her legs, carefully showing off her bare thighs by adjusting her skirt, which always seemed to hike up on the stool. God, she radiated sex appeal, just sitting there.

Eventually, someone came up. Some young guy in ragged jeans and long hair, with a scraggly beard. She smiled and chatted politely for a moment, then shook her head. He went away.

A few more suitors went up. She smiled at each of them, laughed once, uncrossed and re-crossed her legs for another as he tried not to stare. But each of them went away in turn, clearly turned down. But none nearly as brutally as I'd been, and with perhaps some hope to try again later.

Her gaze swept the bar, lingered on the door.

She was waiting for Leroy. The thought sent butterflies through my stomach, I felt a little threatened. But why not, he was a known quantity, maybe the sex had been shit, but at least there was a little security there, he lacked the potential danger of a complete stranger.

I started watching the rest of the bar. Kayley was getting a lot of attention. There weren't that many women in the bar, and she was by far the hottest one. I could tell she was aware of the attention by the way she stretched her long legs, or crossed her thighs, or arched her back. All the movements were casual, but deliberately sensuous.

She finished her glass of wine, and then another. No one had come near her for at least ten minutes. She'd shot the boldest candidates down. She was working on the third glass when the guy came in.

He was below average height, I guessed, but with the stocky build that made him seem shorter. He had a plug neck and close cropped hair, clean shaven. He looked like a working guy, his clothes casual, but not sloppy. I couldn't see a wedding ring, but then I didn't have the best view.

Kayley glanced at him as he came in, and immediately lost interest. She was definitely waiting for Leroy, I thought. Again, I was unsure how I felt about it.

He definitely checked Kayley out, noting her short skirt and bare legs, her almost bare shoulders but for the spaghetti strap and the enticingly loose top. Then he glanced around the rest of the tavern. There was a brief nod, a half wave. So he wasn't a stranger, he knew people here. Not surprising. But was that good or bad? A quick adventure one on one was one thing. But other people were potentially dangerous variables.

While I was trying to assess, he looked Kayley over again, and made a bee line for the bar, stepping up almost at the spot that I'd taken, just a couple of seats over from Kayley. Close enough to open a conversation, not close enough to intrude. That bit of class put him ahead of most of her suitors this evening.

Interested, I waited to see what he would do next.

At first, Kayley ignored him, and he ignored her. Instead, he waited for the bartender to come up to take his order. Then once the bartender was pouring, he glanced over at Kayley and said something. I couldn't make out what he said, but he had none of the nervousness I'd pretended.

She looked up and replied. He said something else, and she smiled and replied again. He laughed, and leaned one elbow casually, as he spoke. She nodded and then shrugged. They exchanged back and forth. The mug of beer appeared on the bar in front of him, and he picked it up.

Kayley leaned forward to touch the bar stool next to hers. He nodded, smiling pleasantly, and came over. She pretended to shift on her stool to make room for him, allowing her knees to brush his. As he took his stool, she pivoted towards him, giving him her full attention.

Interesting, I thought. Why him? He didn't seem particularly her type. But then, when we played our games before, she was open to flirting with all sorts of men. But why him and not one of the others? Had she given up hoping for Leroy? Was it the third glass of wine steadying her nerves and loosening her inhibitions? Or was it that she hadn't been hit on for at least ten or fifteen minutes and had decided time was running out.

I settled back to casually watch them and enjoy the show. I'd seen her flirt before, but it was always fascinating. This time, she engaged with friendly neutrality, nodding politely, and responding carefully. But then she flashed a radiant smile. By steps the conversation grew more animated. He said something, she laughed. Emboldened, he came up with another witty remark, and this time they both laughed.

She touched his hand a moment, while telling him some story. Then she leaned forward while talking. For a moment, his gaze dipped to her cleavage, and then back to her face. But that was okay, she'd meant for him to peek. She shifted on her bar stool, swivelling ever so slightly, to draw his attention to her bare legs.

None of it was obvious, or crude. The conversation was pleasant, even enjoyable, her movements were casual, and he was careful not to be caught looking. Kayley turned her body, to take a long drink of her fourth glass of wine, allowing him to gaze at her body, appreciate the swell of her breast, the way her top lifted, exposing a flash of bare skin just above her shirt. Her legs swung a little, unself consciously, and from the way he glanced down, and the way the skirt rode up, I was sure he'd gotten a glimpse of panties.

She put the glass down half way, making some remark, and then turned to take another drink, letting his eyes slide over her body. Fuck, I could see her nipples poking at the fabric from here, and her skirt was so short and hiked so high on the stool I was absolutely certain that he'd glimpsed her panties a few times already.

But he wasn't really doing anything. He smiled continually, a nice easygoing grin, completely unforced. He leaned towards her, he whispered into her ear to make her laugh, and touched her arm.

But I wanted him to accidentally lay a hand on her thigh, and her legs to part. I wanted to see his touch on her bare shoulder, or him lean forward so that her nipple brushed his arm or even carefully try to cop a feel. Hell, I wanted him to even just be more obvious with his looking, not to be blatant, but let her see him appreciating her breasts or panties.

This wasn't more than the casual flirting with a stranger we usually enjoyed.

But we'd come here for more. She had come here for more. This was her adventure, after all. Did she have cold feet? They seemed to be getting along. Was she waiting for him to make the first move?

She'd told me I was her support, that she couldn't have done it, wasn't brave enough to do it without me. Was that it? Did she need my approval? My encouragement? I didn't want to push her into it, not if this was something she didn't really want. But what if she did want it, and she needed me for that little bit of extra strength to take the step?

After another ten or fifteen minutes of modest flirting, I decided to act. I pulled out my phone and texted.

Her phone buzz, she excused herself, pulled it out of her purse, and

"Go 4 it."

She smiled at the phone. I could see her excusing herself from her conversation for a moment. He nodded pleasantly and patiently.

"Is that a dare?" she texted.

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I sent a chicken emoji. She grinned and texted back.

"If you can handle it, I'll do it." Smiling devil face.

I sent an eggplant emoji."U want? U need? Mr Grocer is rite there!"

Abruptly Kayley's name flashed, on my phone, connecting. I accepted the call, hearing the her voice as she muted me and dropped the phone in her purse.

"- oh just a girlfriend, she wanted to know if I wanted to go out and have some fun."

"Oh," the male voice. He sounded gruff, with that kind of deep quality that barrel chested men had, with a little bit of a country accent. "What did you say?"

"Nosey!" Kayley told him. "I told her I might have already found some. Now where were we?"

"We were talking about some of the crazy people we met."

"Oh yeah," she said. "I remember this guy in college. Armpit fetish. Went out with him once, all he wanted to do was sniff my pits. It was a very short date."

"Oh fuck," he said. "Knew this girl once, terrible hygiene, and some kind of body odor problem. Got drunk one night, went with her. Thickest bush I ever saw. Seriously, it was a shrubbery. She took off her panties, and it was out to hear..."

I glanced up, saw him making a gesture, hands apart. Kayley was laughing.

"But the worst thing, the hair was like stiff and crusty, and there was gunk in it."

"Ouch!" Kayley laughed. "Derek Jacob, that was so gross! You win."

She'd told me his name.

She took a sip, and leaned forward, touching his hand. He bent his head, so she could whisper, confiding a secret.

"I don't have that problem."

He perked up.

"Oh yeah."

"Shaved. I'm totally smooth down there."

As provocative as the words were, the sensual spin, the slow sexy way she said it, made me rigid. I could see him shifting unconsciously on the stool, and knew his dick was getting hard. There was a subtle change in his body language, a stiffness, an alertness. I could practically see what was going on in his head, it had been a simple, casual flirtation with a hot lady. Something that might lead somewhere. But suddenly, the heat had been turned way up. The possibility was turning real, and his excitement was aroused.

I'll give him credit, he handled the shock well, and played it cool.

"Nice. Here I was wondering if the carpet matched the drapes."

"They do, but I like a nice smooth polish. Men appreciate it."

"Can't argue with that."

"Change of pace," Kayley said. "Since you started talking about sex with Miss Minge, I want to hear more. Craziest sex you ever had! Good sex, I mean, not nasty gross stuff about boogers in bushes."

Long pause.

"Hmm, Mexico. College trip. I made it with three women at once - Black, white and Hispanic."

"Holy shit, a reading rainbow! How did that happen!"

"I hooked up with this girl, and she had a couple of lesbian friends, and we were all drunk."

"So each one of them?"

"Full penetration for each. Yep. Fucked em. Came in them. We all got freaky."

"You didn't just watch the lesbians get off?"

"Plowed each one of them, all the way to multiple orgasms."

"Now you're bragging," she laughed.

"It is what it is. Truth."

"Impressive. If I believe you."

"I swear. How about you?"

"I fucked a guy in a bar once."

"In a bar?"

"In the bar's mens room, same thing."

"That's pretty freaky. Boyfriend?"

"No, just some random guy I met in the bar."

"Hot."

"As a matter of fact, it was this bar," she leaned in to whisper that to him. Her breasts swayed, he couldn't help looking at her cleavage. Looked away quickly, saw her approval, and then looked again.

"This bar?" he asked, his voice suddenly thick.

"This very bar, right down there," she leaned in again, so he understood she was deliberately showing off her cleavage while looking and pointing towards the short hall that lead to the washrooms."

"Well, holy shit. When was this?"

"Not that long ago."

"Who was it?"

"Just some guy. I didn't even ask his name."

I almost laughed at his expression when she said that. Way to turn up the heat, Kayley.

"How did that happen?"

"Well," she said. "I wasn't wearing panties that night, and I was wet. So it seemed like a good idea."

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