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Chapter 6 by Veiled
Jill goes to see her ex
While you stay home
It wasn’t long after Jill left to go see her ex that you left the house as well to meet up with your friends. You were looking forward to the distraction, since it would take your mind off Jill spending time with her ex, and the way she’d been dressed. Meanwhile Jill arrived at James’ place. She sat in the car for a minute just thinking before she took out her phone and texted James that she had arrived. She walked up to his door, feeling a little self conscious about how she was dressed. She usually didn’t show off this much of her chest, and she’d been shocked when you hadn’t said a word about it. Especially with how sensitive you’d been regarding the topic of her ex. She tried to forget about all of that for the moment. She was just meeting up with an old friend. A few moments after she knocked, James opened the door. “Jill! Hey, so good to see you!” He said, gazing down at her from the doorway. He was taller than you, standing at 6’1”, and for as long as Jill had known him he’d kept himself in excellent shape. She saw that was still true now. He was dressed simply, wearing a t shirt and jeans, but she noted his muscular arms as he stepped toward to hug her.
“Hi James! I know, it’s been way too long!” She said cheerily, wrapping her arms around him. The tight hug squeezing her big tits against his chest. James’ embrace lingered just a moment longer than she would’ve liked before he stepped back. “Come on in! It’s a real shame your fiancé couldn’t make it.” James said, but he didn’t really sound too put out by the fact. He held the door for her as she walked past, stepping into his home. As she did, he had the perfect opportunity to look down her top, and he was pleasantly surprised by what a low cut top she’d picked out to meet up with him. Her tits looked amazing. “The living room is this way” he told her, closing the door and taking the lead. Jill glanced around the house. It was a cozy place and fairly tidy place, but nothing to write home about. He gestured to a couch and she sat down. “I was thinking of taking out a bottle of wine, you want a glass?” He asked her, gesturing to his kitchen. She considered that for a moment and then nodded. “Yeah definitely.” She told him as he walked off.
She still couldn’t believe she was alone with James. It had been so long since they’d seen each other, and so much had changed. She thought back to when he’d asked her out in her sophomore year of high school. Their first kiss in the back of a movie theater. Her first time sucking cock in his car after a school dance. The first time she’d ever had sex, when she’d snuck him into the house after her parents were asleep. She remembered being intimidated by his size. Worried he wouldn’t be able to fit his big dick inside her tight little pussy. These memories made her cheeks burn and she chose to focus on her surroundings to distract from these inappropriate memories. She was glancing over the titles of a few books he had on a shelf when he returned with the wine. She took one of the wine glasses from him, and James sat down close beside her even though there was plenty of space on the couch, which made her feel a little anxious. She took a few quick gulps of wine, hoping it would help calm her nerves. “So you said you moved into this area for work, right? How is it treating you so far?” She asked. He started to tell about his career trajectory, his current employment, and what he liked and disliked about it.
Even though there were some aspects of his work that were hard on him, James made light of them and Jill couldn’t help but laugh a few times. He’d always had a good sense of humor. Soon he insisted on hearing about her life. That began by talking about her work, but the conversation soon turned a little more personal. “Have you, uh, set a date for the wedding yet?” James asked, pouring himself a second glass of wine. He turned to her with a questioning glance, still holding the bottle. She paused. “Umm…” She didn’t drink that much, so she knew two drinks would probably get her a little drunk. She wondered if that was exactly what he wanted. She slowly nodded, and he poured the glass. “We have more of a range of dates. It’ll be in about… ten months.” She said, taking a moment to do the mental math. As James withdrew the bottle, she noticed two things. First, he had given her quite a generous pour, and second, his eyes had momentarily drifted down, straying over her breasts and her thighs. These observations gave her a little rush of excitement, even though it was wrong.
“That’s awesome. So how are you and Andy doing? I know all the planning and logistics can be pretty stressful.” James asked her. Jill fidgeted for a moment, thinking of how distant and secretive you’d been acting lately. Considering the way you’d clearly searched her phone, and seemed so stressed out without telling her why. “We’re good! I mean- yeah, it really has been a lot, and… well, yeah. It’s a lot, but, we’re doing fine.” She said, starting to explain then thinking better of it. She quickly reached for her wine glass and drank more from it. James frowned and cocked his head. “Sounds like there’s more to that story.” He said, deducing correctly that there was something on her mind. He’d always been good at reading her that way. She looked up at him and nodded. Letting out a sigh. “I, um… I guess you’re right. He’s just been acting different since we got engaged. I can’t really tell what he’s thinking anymore. I can tell things are bothering him, but he’s not talking to me about it.” She said sadly. She could tell the **** was making her more open and talkative than usual, but it felt good to get this off her chest. “Maybe he thinks he’s making a mistake or something.” She said quietly.
James absorbed this information silently for a moment, and Jill realized she’d been oversharing. “I’m sorry! It’s our first time hanging out in years, and here I am spilling my guts about-” she began to apologize, but James put a hand on her thigh and smiled, cutting her off. “It’s okay! I’m glad you feel like you can talk to me. Don’t worry, I’m here for you.” He said, and the feel of his big and strong hand on her body sent a momentary shudder through her. She looked up at him and their eyes met. “Thank you.” She whispered, her heart beating faster in her chest as they gazed at each other in silence for a moment. Then, James leaned towards her. She had just a moment to process what was happening and was stunned as he pressed his lips against hers. “Mm!” She let out a surprised squeak, her whole body tensing with surprise and shock. And yet, she couldn’t bring herself to pull away. The hand on her thigh squeezed her skin, gripping her soft body tightly. He’d always been so much bigger and stronger than her. She knew from many past experiences that he could manhandle her easily. She felt her pussy getting wet as he kissed her and his hands strayed to her hips, seizing a firm hold of her.
When he withdrew from the kiss, locking eyes with her once again, she was blushing intensely. “James… I’m engaged. We can’t do this.” She protested weakly. He stood up in front of her and she could see an obvious bulge at his groin while he undid his pants. Her jaw dropped as he slid his jeans and boxers down, letting his long and thick cock spring free in front of her. She couldn’t take her eyes off his hard dick. “Oh my god…” she murmured. She had remembered that he was big, but it had been so many years that she couldn’t recall his exact size. He had to be nearly twice as big as her fiancé, and even just kissing her had already gotten his dick so amazingly hard. To her embarrassment, she found herself salivating at the sight of it. She reached out slowly and wrapped a hand around it. James tensing and letting out a sigh of pleasure as she did. She looked up at him. “You can never, ever tell Andy about this.” She said, trying to sound stern as she stroked his huge dick. James smirked. “Deal.” He said, sounding very satisfied at her reaction to seeing his dick. “Take your top off.” He ordered her.
She bit her lip and nodded. She had never been able to say no to him, especially when he took that gruff, commanding voice with her. She liked the way he bossed her around. She obediently peeled the white tank top off, leaving her big DD cup tits covered only by her cute pink bra. “The bra too.” He ordered her as he peeled his own shirt off, revealing his toned chest. She reached back and unclasped her bra, letting it fall to the floor. Her big and perky tits finally exposed for him. Her nipples hard and her pussy soaking wet for him. He leaned down and kissed her, and this time she kissed him back. Their tongues wrestling as his rough hands seized her breasts. She moaned into his mouth as he attacked her big tits. His fingers teasing her sensitive nipples as she became dizzy with lust. When he drew back for a moment and started to **** her jean shorts down, she knew she couldn’t possibly wait any longer. “James… please…” she whined as he threw her shorts aside. James knew he was moments away from conquering her, so he grinned smugly as he pulled her panties off, revealing her soaking wet pussy. “Please what?” He teased her as he dragged her closer to the edge of the couch, wanting her in a position that would be easier to use.
“Please fuck me” she breathed, basically begging him to shove his cock inside her. He lined up the head of his dick against her entrance and smirked. He wordlessly pushed his cock against her wet entrance and her eyes widened as she felt him penetrating her. “Ahhh! Ohhh fuck! Oh my god, yes…” she panted, sounding overwhelmed as James **** his big dick inside her, raw. Each new inch spread her walls more and more, and she was quick to wrap her legs around him. **** to keep his dick deep inside. Once he’d managed to slide all eight inches of his dick deep inside her, he savored his moment of conquest before he began to rock his hips against her. Deeply pounding her tight little pussy right there on his couch. “Ahh! Ahh! Ahhhh!” She moaned, her voice getting louder and louder until she was practically screaming. His hands wrapped around her neck and she gasped. Looked up at him in shock, but voicing no protest as his hands tightened their hold around her neck. He wasn’t just dominating her pussy, he now controlled her ability to breathe too. That should’ve been scary, but instead she felt a fresh wave of intense lust as he deeply pounded her pussy.
“God, yes- fuck me daddy” she barely managed to moan as she started to feel lightheaded from the way he was gripping her neck. Limiting her ability to breathe. “Tell me who fucks you best” he growled as the living room was filled with the wet smacking sounds of his raw dick ravaging her pussy. Her big tits bouncing with each and every harsh thrust inside her. “Ohh… god, please don’t stop… I’m gonna fucking cum…” she panted, and one of his hands withdrew from her neck, only to slap her across her face. “Tell me who fucks you best you fucking slut!” He snarled at her, her cheek stinging with the sudden pain. And yet, with this new insult, she couldn’t take it anymore. She came hard on his dick. “Ohhhh! It’s you! You do! You fuck me so much better baby! Please, please cum inside me James!” She begged as her body was wracked with the most intense orgasm she’d had in years.
As she came hard for the way he brutally used and abused her, his thrusts came harder and faster, his own pleasure on the cusp of overwhelming him. “That’s right- don’t you ever fucking forget” he managed to growl as his savage thrusts reached a fever pitch of intensity. Finally he couldn’t hold back any longer and slammed his shaft balls deep inside her, the long and thick shaft throbbing as he pumped a huge load of his hot and potent cum deep inside her fertile womb. Your fiancé moaned, loving how warm and full she felt.
Jill’s affair begins
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Your Engagement
Will your fiancé stay faithful?
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