Jessica leaned against him, turning her body so he could touch her as his hands began to roam. Her perky tits looked small in his big, dark hand, and he treated them gently, massaging while he toyed with her nipples. Her breathing turned heavy, and her nails dug into the back of his neck. Now that he knew her body, Winston knew he could drive her crazy teasing her nipples, and he focused there, teasing her through the satin lingerie. He dipped his lips lower, catching her nipple between his lips and pulling on it. The satin soaked though and she cried out, and whimpered his name.
Her thighs slid apart for his hand. He wasn’t surprised to find her panties soaked through. Winston liked to think that she was always aroused around him. He rubbed her, pressing the panties between her lips, and she rested her forehead on his cheek while gasping.
“Winston, please, take me upstairs,” she moaned.
“Damn, you’re already soaked, baby.”
Jessica nodded, and whimpered, “Please, Winston, take me upstairs.” She hesitated, then added, “Take me upstairs and fuck me, baby.”
“Maybe I just want to fuck you right here, Jessie.”
“Oh god…”
Winston considered it, and while he did, Jessica pulled her top off and threw it on the floor. He could not resist her cute, naked tits, and devoured them. He buried his face and sucked those pink nipples, nibbling one, while he pinched and rolled the other. She wrapped both arms around his head and held him there, shaking as her cries filled the quiet living room. Finally, she pushed him away.
“Baby, I can’t take it,” she sighed, shuddering in his arms. “I can’t take the teasing tonight.”
“No?” he asked.
She shook her head. “I’ve been horny all day. I need you to fuck me. Give me your big, black dick, baby.”
He liked the way the words rolled out of her mouth so naturally now. It made him wonder if Jessica would be able to just walk away after tonight. It seemed to him that her need was great, and her husband might not be able to satisfy it.
Jessica slid from his lap and knelt on the couch beside him, tugging on his basketball shorts. His cock sprang free and she grabbed it before his shorts were around his ankles. It filled both her hands, with plenty left over. She pushed her hair back behind her ear and leaned down to kiss his fat head. She lovingly licked and covered it in kisses before stretching her red lips around it to suckle him. Winston grabbed his phone to snap more pictures, and saw he had a return text from Kyle.
K: she’s there right now?
-yeah, look at this
Winston framed up a nice shot of her hands on his cock and her lips wrapped around the head. Her hands were so pale on his dark flesh, and her diamond flashed in the light from the lamp beside them. Jessica’s eyes were closed, and her expression was bliss. He snapped the picture and her eyes flew open at the shutter sound.
“Winston, come on,” she complained, lifting her lips from his prick. She did not stop massaging the shaft.
“It’s for Kyle, see?”
He turned the phone around to show her he’d texted the picture to her husband, and in that moment Kyle texted back. Her eyes widened and she looked conflicted. Winston turned the phone back so he could see Kyle’s reaction.
K: oh shit!
“Looks to me like he’s enjoying it. Let’s give the man what he wants.” His smile was wide.
“I think you’re getting something out of it, too.”
“We’re all getting what we want, Jessie.”
Winston put gentle pressure on the back of her head and Jessica returned her lips to his cock. She started with the head again, but he nudged her and he slipped farther into her mouth. Jessica sucked him ardently, cheeks hollowing to where he could see the outline of his cockhead bulging against them.
-Jessie loves that cock. U want more?
Kyle’s reply was instant: fuck yes!
“Your man wants to see more, Jessie. Let’s show him what you really can do,” he said, not hiding how much he was enjoying this.
Jessica strained to twist and look up, but kept his prick in her mouth, and he turned the phone to show Jessica her husband’s reply. Something flared in her pretty eyes, and when she turned back she was sucking him harder, taking him deeper. She had closed her eyes again, but when she heard the camera snap they opened and she stared right into the camera—right at her husband—with a mouthful of cock while Winston snapped away.
It was a good thing Winston could multitask, because Jessica had a nice, tight mouth. When her slick tongue slid across his cockhead in her mouth he shivered and moaned her name, encouraging her to take more. She had made herself comfortable, laying on her stomach on the couch, with her legs kicked up and her heels in the air, while her arms rested on his lap. She still massaged him with both hands, as there was no way she was going to take him all. He didn’t expect her to, but he did want to see how far she could go.
Winston stroked her hair—he loved how silky it felt slipping between his fingers—and pressed. Jessica took the encouragement in stride and swallowed more of him. He texted to Kyle: She might just suck it all this time, and snapped another picture, before switching to video.
Jessica struggled with her mouthful, breathing hard through her nose as she wrestled with his monster. She had been bobbing slowly as she tried to accommodate him, but at his urging she was sucking him faster now, and drool ran down his shaft from her tight lips. She also grunted and made little mewling sounds as she struggled to please him. Winston sent her husband short twenty second videos of Jessica working so diligently on his cock. He didn’t think Kyle had ever seen her slobber all over a cock like this. It was probably a very different experience when she went down on her husband. Winston did not want to dominate the man, but he did want to show Jessica losing control. He wanted Kyle to see how badly she wanted it.
Winston forgot himself for a moment, and in the excitement of watching the beautiful blonde blow him, and taunting her husband with it, he started jacking his hips up from the couch and fucking her mouth. He forced his cock deeper down her throat, and Jessica gagged on it. But he still kept feeding her his cock, and shooting video clips for Kyle. Jessica gripped his shaft tightly and pushed back against his hand on the back of her head, but he kept thrusting into her mouth. Damn, it felt good, and he felt his load boiling up in his balls.
Jessica finally ripped her mouth away from his prick and coughed, gasping for air. Her eyes watered, but they were on fire when she stared up at him. She was struggling, but she loved it. “God, Winston. I couldn’t breathe,” she gasped, rubbing her lips over his head while she tried to catch her breath.
“Do you want to stop, Jessie?” he moaned. He wasn’t ready for her to stop. He was too close.
“No,” she moaned, giving him a hard, quick suck.
“Why not?” Winston made sure he was getting this on video.
Jessica smoldered. Her animalistic expression was completely out of place on her pure face. Winston was sure Kyle had never seen her like this.
“I want you to come, baby,” she cooed.
Winston laid his head back on the couch and hit Send on his phone when Jessica returned her mouth to him. He was going to enjoy this last bit for himself. It was for them. Kyle could see the aftermath. Winston let her suck on her own for a minute, but then took control again. He held her head and smoothed her silky blonde hair as he fucked her pretty face. He heard Kyle texting back, but he ignored it. He was focused on the man’s wife. She fought him, and her eyes watered, but Jessica never stopped sucking. It only took a minute or so of that incredible scene to make Winston lose it.
“Fuck, yeah. Suck that fucking cock, Jessie. Take it all, baby. Gonna fucking come for you, Jessie.”
Jessica moaned and grunted around her impossible mouthful and then she choked when his load blasted into her throat. He kept coming in her mouth as he pulled out, leaving a heavy glob on her tongue. She greedily sucked him, but it was too much for her. He was sure she’d never had such
a load. His cum ran from her lips and dripped off her chin. Jessica finally pulled him out of her mouth and as she jerked his shaft the final shots of thick cum landed on her porcelain cheek and across her nose, forcing Jessica to reflexively close her eyes. The last of his load oozed out, dripping down her hand and covering her wedding rings. She kept a tight hold on him, like she wanted to be sure she had every last drop.
“Fuck, Jessie, that was fucking hot,” he sighed, taking up his phone in a trembling hand. Kyle had to see this.
“Baby, I don’t know,” she protested with a full mouth, but he snapped away, capturing her beautiful mess.
It looked like she didn’t know what to do next, with her face covered in his seed. She swallowed, and then tentatively licked her lips. She wiped the cum away from the bridge of her nose, and wiped that finger over her lips.
“Oh my god. That got intense,” she said softly.
“You are amazing, Jessie. You look fucking hot.” He stroked her hair lovingly.
“Really? I must be a mess.”
“That’s why you look hot. I didn’t hurt you did I?”
“No, baby. It was a little rough, but once I relaxed a little, I kind of liked it.” Her smile suggested she was as surprised as anyone.
“I like it gentle too, Jessie, but sometimes not.”
“Me too, baby.” Her smile was warmer, more self-assured. “And I wasn’t expecting…”
“You didn’t think I’d come that much,” he said, finishing her sentence with a chuckle.
“It’s just that I’ve never been with a guy who,” she hesitated, showing there was still enough of the proper girl in her that she was embarrassed to be talking about his load. “A guy who comes that much. How do you still do it after all the sex we had last night? I thought it was supposed to go down the more you do it.”
He stroked her hair. “Nothing goes down when you’re around, Jessie.”
She stuck her tongue out at him, and his cock twitched as he thought about what that tongue had just been doing. “Very funny.”
“I guess I’m just gifted.”
“You certainly are,” she agreed, giving his cock a squeeze. “Let me see your phone. I want to see what Kyle said.”
Winston handed over his phone and tried to read her expression as she read her husband’s reactions to her slutty behavior. This was a true test for Kyle. Seeing his wife sucking dick in real time would show if this was something he was really into. Winston knew he ran the risk that Kyle would freak out and demand that Jessica stop and go home, but he gambled the man would not react that way. He thought he’d read Kyle well.
“Oh my god,” Jessica said. “How is he ever going to look at me the same again? I mean, look at me! I look like a…”
“Like a what, Jessie? A woman taking what she wants? A woman letting her desires take control?”
“I look like a whore, and you know it, Winston. That’s exactly what you would think if you just saw these pictures. Look at that last one! How could you send that to him?”
“Because I know guys like him. What did he say, girl?”
Jessica appeared hesitant to share what was on the phone, but she did it. “First he said, don’t let her stop. Then he said, I can’t believe she did that.” She looked pleased by that last comment.
“You’re proud of yourself, aren’t you?”
“What do you mean?”
“You like surprising Kyle, don’t you?”
“Maybe,” she replied, paired with that tight, knowing smile.
“Sounds like Kyle like’s what he’s seeing. Let’s really blow his mind.”
“Are you finally going to take me upstairs?”
“Yeah, Jessie. Let’s go.”
“I’ll meet you in the bedroom, honey.”
Jessica hopped off the couch and he watched her tight ass in those tiny panties as she went upstairs. Damn, she was sexy. Winston was proud to have brought this side of her out, and was sad his enjoyment of it would be so short-lived.
twenty-six
Jess was thankful the house didn’t have central air as she stood half-naked in the bathroom. She’d felt bold leaving the living room in nothing but panties, but Winston’s place was still an ice box, just like the other day. The warm washcloth she used to clean her face felt good. It was one thing to be a slutty mess in the moment, but she did not want to spend the night with Winston’s cum on her face. She shifted her jaw from side to side. It was sore from being stretched open so wide, for so long, so Winston could fuck her mouth.
Their night was off to a dirty start. It felt slutty enough lying on his couch and sucking his fat dick, but seeing the picture of his cum on her face made Jess feel very slutty. She was still ashamed Kyle saw her that way, even if it secretly turned her on as much as it did him. It looked like they would be documenting their night together in real time for her husband, and Jess wasn’t sure how she felt about that. She didn’t know if she could be truly intimate with Winston if Kyle was looking at pictures and videos of everything they did together. She wanted them to focus on each other tonight. But then, it was not just about her, and Jess was grown-up enough to understand that. She was not just fulfilling her needs, but also doing this for Kyle.
Winston was waiting in the bedroom as promised, standing beside the bed, which was covered with clean, black sheets. She appreciated that he had changed the sheets after last night, although she wondered if that was because someone else had been in his bed. Nicole had been in an awfully good mood earlier. She wished his bed was more than just a mattress on the floor. Winston was a man. He was old enough to have a proper bed. The condition of his bedroom drove home that he was a single, unencumbered man with a bachelor’s life, while she was a married woman sneaking over to see him.
The bedroom was just as cold as the living room had been, and her nipples tightened into hard little pinpoints. She rubbed her arms.
“Why is it always so cold in here?”
Winston chuckled. “You tiny girls always say that. A big man gets hot easily, and I hate getting hot, so I keep it cool.”
“I guess Nic had the same complaint?” she asked, smiling. She walked over and turned down the window unit without asking permission.
“Come here and let me warm you, Jessie.”
She could not explain the way it affected her when he called her Jessie—a hated nickname from childhood. She had never corrected him. It was arrogant that Winston just assumed he could call her—a grown woman—a childish nickname, and that arrogance was part of what attracted her to him. It was like he assumed right off that she was going to be his, and he’d already assigned her a pet name. Still, if he wasn’t so charming she would have never let him get away with it.
Jess felt bold when she grasped his thick cock in her hands. The muscular organ was almost back to full strength, and she stared down at in amazement. Playing with him made her shiver, as she became acutely aware of how badly she wanted him inside her.
“God, are you always hard?” she breathed.
“You just have that effect on me.”
“So every time you see me you’re like this?”
“Wish you knew sooner?”
“Maybe,” she allowed.
If she had known what he wanted earlier, and if she had known how incredibly hot he was, would she have come to him sooner? It was frightening to think what she might have done if Kyle had not encouraged her dalliance and she was so tempted. Would she have crossed the line on her own? Jess did not want to think so, but was that honest?
Winston shoved his hand inside her panties, and two thick fingers effortlessly slipped into her soaked pussy. She went weak in the knees, and her grip on his shaft helped Jess keep her balance. He was so big she could actually use him as a handle. His fingers alone filled her as much as any man had, but his cock would be thicker still. She took her hands off of him and shimmied out of her panties.
Jess wrapped her arms around his muscular neck when he pulled her into his arms and
lifted her off the ground to kiss her. She loved that she felt like a doll in his arms. His strength and power was intoxicating. Even his warm, full lips felt powerful when they covered hers. She wrapped her legs around his waist, while he held her by the butt, kneading her cheeks. His fingers pressed between her cheeks, and when his fingertip glanced over her backdoor she tensed around him. The finger was slick from her cunt, and when he probed she opened to him, voicing a low groan, but he did not push it. Instead, Winston held her butt in one hand and grabbed his prick with the other.
“Oh god, baby,” she moaned, realizing what he was going to do.
Winston rubbed his prick across her lips, and Jess pulled up on his neck, so he could fit his head into her cleft. He was so solid that it felt like she was climbing on a statue. The head spread her open and she loosened her grip on him, slowly sinking onto his shaft. His hand cradling her ass kept Jess balanced, and kept her from dropping right onto him. Even though this was not their first time together, she still felt like she was being stretched wide open—like he would barely fit. He pushed inside her until he was nestled against her cervix and her lips were stretched impossibly wide.
“Oh. My. God.” She exclaimed. “Ohmygod!”
“Yeah, it’s nice and deep, isn’t it, Jessie?” Winston grinned.
“Ohmygod!”
Jess thought he felt big before, but it was nothing compared to this. Now she understood what it felt like to be completely filled. It hurt a little bit, but the tingling and throbbing more than made up for that. He felt so huge that she felt like if he let go of her she could just dangle there, impaled on his cock. Her legs had gone slack. It was hard to tighten her thighs around him when his giant prick was buried inside her.
Winston was in complete control, and he used the pretty blonde like a fuck toy. With both hands back supporting her butt, he slowly worked her up and down on him, starting with just a little bit at a time, but as her cries grew louder, he gave her more, lifting her until she feared he was going to slip out before pulling her back down on him. The ease with which he handled her was intoxicating. Jess felt weightless. It felt like they had become one. Her nails dug into his shoulders. it had to hurt him, but she didn’t care. All she cared about was that he kept working her on his cock. Jess had never been taken like this, and she knew she never would be again. Her shoes dropped off her feet as she bounced on him.
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