The Cad - Cover

The Cad

Copyright© 2001 by Klaude Smith

Chapter 8

Erotica Sex Story: Chapter 8 - Jake loves his girlfriend, Josie, but can't seem to keep from hooking up with other women.

Caution: This Erotica Sex Story contains strong sexual content, including Ma/Fa   Ma/ft   Fa/Fa   Mult   Consensual   Reluctant   Lesbian   Heterosexual   Cheating   Exhibitionism   Voyeurism   School  

"Hey, you guys came!" Josie called out when she saw Cindy and Frank enter Fat Teddy's. She waved them over enthusiastically, and they crossed the room to join her and Angie at their booth.

"Oh, there's Cindy," Monica noted from the bar where she stood with Anna chatting to Jake. "I heard she had a big date tonight."

"Yeah, she and Frank look they might be hooking up," Jake told her. "We ran into them earlier at the movies. They went to dinner afterwards; we came straight here."

"I'm gonna go say hi," she said, casually putting a hand on Jake's thigh as she winked at him. "Don't go running off, now."

Jake just smiled and watched her cross the room to the booths where she exchanged hugs with everyone. Anna looked like she might follow her.

"Hey, you can't leave me too," he said, putting a hand on her shoulder. Her skin felt silky soft to the touch, and Jake let his fingertips trace the line of the spaghetti strap of her light summer dress. "Sit with me and let me buy you a drink."

Anna nearly blushed, but quickly grinned at Jake and took a seat next to him.

Rachel was there as if on queue to see what she wanted to drink.

Jack patted Anna's shoulder. "Rachel, this is my buddy, Anna."

"Pleased to meet you, Anna. I'll be happy to get you something, but I gotta ask to see some ID."

Anna just shrugged and pulled her ID out of her tiny purse. "No problem, I'm used to it."

"Cool, I just have to check. Every now and then Excise is in here, and my boss would kill me if we got shut down on something like that." Satisfied with the ID, Rachel handed it back to her. "So, what'll it be?"


Josie had hopped up to give Cindy a hug when she entered, and now was giving Monica one as well. The alcohol was flowing, and she was feeling even friendlier than usual. Frank felt a little out of his element, surrounded by the girls, but he didn't want to leave Cindy's side for a moment. They all slid together into the booth, with Angie, Frank and Cindy on one side, Monica and Josie on the other.

"So, Josie, I'm sorry I missed your party last night. It sounds like it was a blast, as usual."

"Yeah, I missed you Monica," Josie answered sincerely. "You and Anna both. But I understand. If my parents were going to be in town the next morning I'd have skipped it too. We'll just have to have another one soon. Did you have a good time with your folks today?"

"Oh yeah. As it turns out, only our Mom's came down, so we had a girl's day out; breakfast at the Buttercrock, then some shopping in Capital City. You know, the usual. They just took off about an hour ago. If you guys weren't here I was gonna track you down on your cell, but it looks like I guessed right."

Angie watched as Josie and Monica chatted. Josie had told her all about the Mandy affair back when it happened, as well as Monica's part in it, so there was part of her that didn't necessarily trust her. But Josie didn't seem to have any worries about her, and she'd been friends with Monica a long time. Angie didn't believe that Monica's feelings for Jake had mellowed, though. She was clearly still attracted to him, even if she was trying to act like there was nothing there.

Angie noticed that Frank and Cindy were quiet, so she got them chatting about the movie they'd just seen.


Anna loved sitting here with Jake. They'd gotten a pitcher to split (Jake had finished off the glass of beer he'd been working on), and Jake was chatting her up, making her laugh and just generally having a good time. She loved having him all to herself like this, even if she knew he was Josie's.

"So hey," Jake was saying as he wiped some beer from his upper lip, "where were you last night?"

"Oh, my mom drove up this morning with Monica's mom to spend the day. They were coming early, so we figured we couldn't stay out late at one of your parties."

"Aha. Well, our loss. You guys could have just come for the beginning and left early."

"That's easier said than done. Sometimes it's pretty hard to leave one of your parties," Anna said with a grin.

Jake giggled at that. "True, true. I wouldn't have wanted you to leave either, though I would've sworn to be on my best behavior." He raised one hand as if taking an oath.

"That's why I wasn't there," Anna said with a sparkle in her eye. "I wanted to be there some night when you're on your worst." It felt so natural to be playfully flirting with him, she couldn't stop grinning. She crossed her legs, gently squeezing her thighs together as she felt the familiar warm feeling at her center. Jake always had that effect on her.

Down the bar Rachel filled up Ellen's tray with her drink orders. She was watching Jake out of the corner of her eye as he flirted with Anna. She certainly didn't look 20, though her ID was good. She was used to having younger kids trying to pass for 18 (the drinking age for beer and wine), but Anna didn't even look that old to her. If she'd seen her on the street she'd have assumed she was a high school student.

Ellen took the tray and Rachel leaned back to rest between drink orders, watching Jake and Anna without being obvious about it. She watched as Jake worked his considerable charms on her. Anna was positively glowing, if still a little shy, laughing at his jokes and flirting with him. He certainly knows how to make the girls happy, she thought to herself. Not just his girlfriend, but every girl she'd ever seen him with looked at him in a similar way. Maybe not as openly as Anna was right now, but there was something about him that just drew them in. Rachel felt the attraction herself, of course, but it was interesting to her to observe him with other women. He wasn't overtly predatory by any means. Just, well, charming. She laughed to herself. And, of course, sexy. She imagined what he might be like in bed...


Josie glanced over at Jake and Anna at the bar. She was happy to see Jake paying attention to Anna. Monica and Anna had been friends for so long, it was hard to imagine one without the other. But while Monica was outwardly confident and social, Anna tended to be somewhat of a wallflower. She was just shy, and perhaps a little self-conscious about her youthful appearance. Watching her with Jake, Josie knew he was making sure she was having a good time. She wanted him to come back and sit with her, but she still liked seeing him with Anna.

An erotic thought crossed Josie's mind, and she imagined for a second Jake and Anna together. Similar to the thought of seeing Jake with Erin, Josie imagined Jake taking Anna in his arms at the bar and kissing her as he pulled her flimsy summer dress up around her waist, cupping her ass as their mouths opened together... God, what was she thinking?! She had to laugh at herself for having such horny thoughts. Josie shook her head and tried to pay attention to her conversation with Monica, but once the image formed in her imagination it was hard to shake. The idea of them together made her tingle inside, and she realized she would like to see Jake making love to Anna too.

Monica stopped mid-sentence when she realized Josie was staring off into space. Josie quickly recovered.

"I'm listening, I'm sorry," Josie explained. "Don't mind me, I'm just spacing out a little."

Monica laughed and went on with her story, and Josie tried to put the image out of her head, but she felt herself becoming aroused yet again. She wanted to be alone with Jake again soon, even after their recent encounter in the back hall.


Jake loved seeing Anna's bright smile. He was having a really good time, just chatting and joking with her, that he almost forgot that the rest of the gang was across the bar. He looked over his shoulder and caught Josie's eye; he gave her a wink. Josie gave him a little wave, pleased that he was checking up on her, then went back to her conversation with Monica.

Jake also noticed that Angie was in conversation with Frank and Cindy. Cindy glanced over at him, which Jake took as a good sign. She smiled shyly but didn't hold eye-contact with him. He remembered how he had looked up to see Cindy looking in at him and Josie last night.

Jake sighed and leaned an elbow against the bar. How did he deserve to be surrounded by such beautiful women? He really had to laugh at himself, but he felt like he wanted to fuck every female he knew in the bar right then. He couldn't help it, he told himself: they were all just too attractive. He watched Anna finishing her beer, letting himself appreciate the line of her slender neck under her sun-bleached curls. Her tanned skin seemed almost iridescent, and he let his gaze wander down her chest to where her breasts pressed firmly against the fabric of her dress in perky little globes, down her slender torso to her nicely rounded ass, and then to her crossed legs, now covered to about mid-thigh by her dress, down her sleek, toned calves to her sandled feet. She wore a small silver ankle-braclet that sparkled against her tanned skin, as did the tiny silver ring on the middle toe of her left foot.

Jake found himself wondering what her toes tasted like, smiling at the idea of kissing up and down her small frame, enjoying every last inch of this beautiful creature miraculously sitting before him.

Rachel poured the last of their pitcher into their glasses, wordlessly asking Jake if he'd like a refill. Jake nodded, grinning like an idiot and realizing that Rachel probably had been watching him. Anna just smiled; she'd noticed Jake's eyes tracing her body, and it made her feel quite nice to think of him looking at her that way.

Jake looked up to see Angie standing beside him. She put her arms on his shoulder, leaning into him casually as she faced Anna.

"Hi Anna."

"Hi Angie, how are you doing?"

"I'm doing just great, thanks. I realized it's getting on towards evening and I'm supposed to be working." She looked over at Rachel with an apologetic look.

"Bah, don't worry about it," Rachel said sincerely. "I usually handle this crowd on my own, so whenever you're ready..."

"That's just it. If I wait too much longer to go on the clock, I'm not going to be much good to you." She clapped her hands together and rubbed them. "Time to get to work."

"Well, then," Rachel remarked, "there's no time like the present. I'm gonna run upstairs for a few minutes, so you can take over down here. Come back here and I'll show you what tabs I have started."

Jake watched Rachel showing Angie what she needed to know behind the bar. Again, he thought to himself, two more ladies I'd like to explore. He didn't let his mind drift this time, though, and turned to Anna.

"Hey, let's go ahead and take this pitcher over to the table."


Angie settled into the rhythm of bartending like she'd never been away. In truth, she was a natural at it, and it came effortlessly to her. Ellen took a liking to her immediately as she was every bit as quick to fill an order as Rachel, and friendly to boot. They'd end up becoming buddies eventually, she figured.

While the job wasn't hard, Angie did find it kept her occupied. The crowd was a pleasant one, though, better than some places she'd worked. Not that she wasn't getting plenty of attention from the male patrons, but it was nothing she wasn't used to handling.

She noticed that at some point in the evening Frank and Cindy had taken off, but a few other friends of Josie's had stopped by, so the crowd over at their booth remained boisterous (and thirsty). She also noticed that, as usual, Jake was buying most of the rounds. She remembered what Josie had said about his financial situation. Must be nice, she thought. She reminder herself, though, that things aren't always what they seemed. She resolved to ask him about his family one of these days.


Josie snuggled pleasantly next to Jake as they walked home a couple hours later. Everyone had pretty much decided to go dancing, and Josie was catching up with them after stopping by the house to change. She planned on getting Jake to accompany her, but she could tell he wasn't really in the mood for dancing. She hoped he was in the mood for something else, though...

"Hmmm, what a great day this has been."

Jake smiled, hugging Josie close to his side. "Agreed." He bent down and kissed her lightly on the cheek, eliciting a tiny squeal from Josie.

"Now if I could just get you to come to the club with us, it'd be perfect."

"I'm not saying no, baby, but I'm not sure I'm up for that scene tonight."

"Yeah, I know, but a girl can try, can't she?"

She gave his stomach a playful tickle. He responded in kind, causing her to laugh out loud as she struggled to escape his grasp. He chuckled too as she twisted and bounced in his arms, eventually pressing her torso against his. He relented and just held her there, and she put her hands up to cup his face.

"You play nice," she commanded before pressing her lips to his. She kissed him for a minute, both of them enjoying the moment. When she pulled back, opening her eyes, he was smiling at her.

"Let's get back home," he said.


Minutes later they were both writhing naked on the large bearskin rug in the front room, Josie on her back with her legs wrapped tightly around Jake's, her arms around his neck, and he was pistoning in and out of her beautiful form, lost in the exquisite pleasure of her body clutching him. Josie was on fire, felt like she'd burst with the happiness she felt having Jake inside her once again.

They'd wasted no time getting back to the house and tossing their clothes aside, kissing frantically as they struggled to get naked quickly while not losing connection with one another. Jake had picked Josie up in his powerful arms as soon as they were free from any restrictions and carried Josie to the soft furry place where they'd fucked so many times before, right there in the front room. He put her down gently but quickly, covering her with kisses and caresses, and she luxuriated under his attention, feeling her need for him increasing rapidly, until she could no longer wait, she needed him inside of her, filling her up, completing her. She guided him to her slick center and shuddered with pleasure as he entered her, stretching her, a delightful sensation she never wanted to end, and she'd cried out his name.

"Oh Jake, Oh god Jake!"

Jake buried himself to the hilt in one smooth stroke, loving the feel of Josie's snatch stretched around his thick cock, and groaned himself at the wonderful sensation of their bodies together. He began to slowly move in and out of her in long, sensual strokes, and they were both hyper-aware of the slippery friction of his prick sliding against her sensitive lips, her inner walls. Josie surrendered to the experience immediately, letting Jake set the pace of their movements, and settled into a sexual state of joy. She slid her legs up to encircle his waist, luxuriating in the feel of her smooth legs against his. She arched her back slightly, pressing her breasts into Jake's muscular chest as he moved into her.

Jake leaned forward, supported by his elbows on either side of Josie's gorgeous torso, and he used his hands to pull the hair out of her face as he kissed her face, her neck, her shoulders. When he returned to her mouth she hungrily sucked his tongue, kissing him passionately as he sent her to the moon. Jake was loving it too, suddenly overwhelmed by his need for her, for the incredible experience they were sharing.

He lifted his head away just a little so that their faces were mere inches apart, and looked into her beautiful brown eyes.

"Oh Josie, I love you so much!" he whispered.

His words were like an enchantment to Josie, bringing glistening tears of joy to her as her body coursed with the pleasure he was giving her. She loved him so much she could hardly speak. She felt her body trembling, then shuddering as she convulsed against him, moving with him as he slid in and out of her.

"Oh Jake, Jake, I love you too, oh my god! I love YOU!"

Her tension built and built, a seemingly endless plateau of delightful sensual pleasure, her body electrified with the powerful orgasm building in her, and she moved her hands over the muscles in Jake's back, loving every inch of his powerful form, his wonderful body. He was hers. She felt so happy, so intensely alive and yet about to explode at the same time.

God, thought Jake, this is so good. He really did love Josie so much, couldn't imagine not being with her, not being buried deep in her very soul. He continued forcefully pumping into her, reaching down with one hand to stroke her thigh, then moving to cup her gorgeous ass, lifting her slightly as he fucked her, pulling him to her with each stroke. Josie responded, meeting him thrust for thrust, her body glistening with sweat now as she began spasming uncontrollably, and Jake moved to stroke her inner thigh now, pushing her right leg out, spreading her farther as his cock stretched her again and again, their bodies making squishy slapping noises as they fucked. Josie's head rolled from side to side a couple times, tears of joy streaming down her cheeks, before Jake moved to cup her head in his right hand, looking her in the eye, wanting to watch her as they made love, wanting to watch her in ecstasy.

She was moaning uncontrollably now, crying out as her orgasm built and built, and her spasms became more erratic. She was losing all control and she loved it, loved Jake inside of her, on top of her, encompassing her totally, her body aflame with their love and lust. Jake increased his passion, pounding into her more forcefully, himself nearing what promised to be an incredible release.

"Oh Jake, Oh!" she panted, "Oh darling, I'm cumming!"

He moved his hand from her face, down her neck to her heaving breast, running his fingers across her flesh, slick with their passion, and she cried out again as he tweaked first one nipple then the other, bending down to take one of the precious little nubs between his lips. While he worked on her perky globes his other hand was busy as well, sliding up her inner thigh to stroke her trembling, flat stomach. She thrashed about as his hand slid down her flexing abs to find her tiny bush, his fingers tracing a path down, down to where they were joined, finding her sensitive swollen clit, and she lost all control when he got there.

Josie's orgasm was intense, surprising both of them when it suddenly washed over her in waves of electric pleasure, and she convulsed in helpless ecstasy.

"Oh Jake, Oh Jake!"

Jake continued his ministrations to her breasts until her thrashing became too much, and then he kissed back up her neck, licking at her ear as her eyelids fluttered against his cheek.

"Cum with me Jake," she pleaded into his ear, "Cum with me!"

"Oh Josie!" Jake exclaimed, feeling her pussy gripping him in orgasmic spasms, her crotch now sopping wet with her juices, and Jake let himself go, not wanting to hold back. He thrust into her again and again and again, and she was aware through her orgasm of his cock swelling even larger within her velvety snatch, pulsating as he caught up with her, as he joined her in climaxing, and together they came and came and came.


Clark scanned the room as he entered Fat Teddy's, clearly looking for someone. The place was pretty full at this point, just after 11pm, but he could still tell fairly quickly that Erin wasn't there. He turned to leave and noticed Angie working behind the bar with Rachel. Angie noticed his approach and gave him a smile.

"Hey there, Clark. What can I get you?"

"Hi Angie," Clark said. "I didn't know you worked here."

"Just started tonight," she replied matter-of-factly. She could guess who Clark was looking for, and felt a little sorry for him. She figured Erin had probably dumped him, judging by last night. He didn't seem like such a bad guy. Not her type, but not so bad.

There was a slight pause as Clark nodded, unsure of whether to ask Angie if she'd seen Erin. Angie decided to take pity on him.

"Look, Clark, why don't you have a seat. I've gotta fill some orders, so just let me know when you know what you want."

"I'm looking for Erin," Clark blurted out. "You haven't seen her around, have you?"

Angie placed a couple pitchers under taps to fill.

"Sure, we went to the movies this afternoon. She went home afterward, probably five hours ago at least." She continued mixing cocktails as the pitchers filled. Clark looked disappointed.

"Yeah," he sighed, finally taking a seat on the barstool and slumping down dejectedly. "I guess you know things didn't go so well last night. I'll have a beer when you get a chance, by the way."

"Well, I don't know what happened, but that's not really my business."

Clark picked up the glass mug she slid to him, taking a big gulp and wiping his mouth with the back of his hand.

"Things seemed like they were just fine, and then Bang! Last night she's shut me out. I don't know what I did wrong."

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