Chapters tagged cuckold

by Mrjakobs

Chapter 2

It was one thing to talk about it, it was something else to actually be doing it. Sage felt her heart thumping in her chest as she rang David’s doorbell. At first, there was no response. So she rang it again. She heard the thumping of footsteps, then the door flung open. David s...

by Mrjakobs

Chapter 3

“Don’t play games with me, I see the way you’re looking at it. I know you’re wondering what it would feel like. Be honest, Jeremy isn’t nearly as large… is he?” “You think you’re the only guy I can do this with?” Sage replied, a question which caught David off guard. I am in con...

by Mrjakobs

Chapter 4

“I don’t know if I want to do it again Jeremy,” Sage said. She and Jeremy were sitting in their living room, cuddling on their white sofa. Jeremy looked at her, surprised. “Wait, really?” He tried his best to mask his disappointment, but Sage sensed it nonetheless. “Yes, last t...

by Mrjakobs

Chapter 5

David’s living room was cleaner this time around, but it seemed that it was done last minute – and the smell of the middle-aged man’s living room hadn’t gotten any better. Now, the two sat in lounge chairs opposite to one another. His living room curtains were open wide, David sm...

by Mrjakobs

Chapter 6

“W-wait, what are you?” Sage asked as she was lifted to her feet, and felt David’s hands begin to grope her ass and thighs. “You’re a horny girl, huh?” David said playfully, his thick fingers moving along the insides of her legs, playfully touching her pussy several times. Sage...

by Mrjakobs

Chapter 7

“David I don’t…” Before she could finish, David had thrust his cock into her mouth, and her soft lips opened to allow his shaft to slide in with ease. David was too horny to care if this would have repercussions, too lost in his own lust, and Sage wasn’t far behind. She was still...

by Mrjakobs

Chapter 8

Weeks turned into months, and Sage was determined to keep her promise. There would be no next time. There could be no next time. While Jeremy had made it clear that he had enjoyed the previous encounter, even going as far as to tell Sage he had recorded it. It made no difference...

by Mrjakobs

Chapter 9

David sat at the bar with a warm drink in his hand, his fingers rotating it aimlessly as he let out a deep sigh. For the last several weeks, he had thought about little else than that night with Sage. Porn didn’t do it for him anymore, strip clubs didn’t come close. He even tried...

by Mrjakobs

Chapter 10

Things toned down sexually between Jeremy and Sage not long after their talk. The only time things would spice up was when they would reminisce on her interactions with David. It concerned her, and she was genuinely uncertain how healthy that was. A part of her wished all they ne...

by Mrjakobs

Chapter 11

Jeremy felt his phone buzz at a coffee shop and unlocked his screen. He was surprised to see Sage had sent him several videos, followed by a kissing emoji. He knew at once what it was, despite it being unprompted and unplanned. _Holy shit, she did it! I can’t believe it…_ Jeremy...

by Mrjakobs

Chapter 12

David held the phone in his free hand as he plowed into Sage’s mouth. He captured the best moments of the whole ordeal, shoving his whole member into Sage’s throat, then he cut the video and threw the phone to the side. Sage saw him do it, and immediately pushed against his thigh...

by Mrjakobs

Chapter 13

Sage sat on the end of the master bed. She was lost in deep thought, only partially listening to the excited rambles of Jeremy. “I can’t believe you went back! Does that mean you two are a thing again?” “Huh?” Sage asked. “You and David, are you guys going to keep meeting up?”...

by Mrjakobs

Chapter 14

A few days went by, and Jeremy was insistent that Sage set up a meeting with David as soon as possible. For all of Jeremy's enthusiasm, however, Sage was still nervous about what might happen. To ease that fear, she decided that this time Jeremy would be present. With Jeremy aro...

by Mrjakobs

Chapter 15

“David,” Sage hissed. David paid no attention and motioned for Jeremy to step inside. "Come on bud," David said. “Are… are you sure, is everything alright?” Jeremy asked. “Oh yeah, everything is fine,” David said, “It’s just, Sage really wants you to come inside and get a bett...

by Mrjakobs

Chapter 16

Jeremy sat on the tub’s edge facing away from her. The evening had been shocking for both of them, a whirlwind of emotion had been kicked up, and it now rested quietly between them. With how quiet Jeremy had been since they got home, Sage knew she would need to be the first to sp...

by Mrjakobs

Chapter 17

Rules (Updated) - Jeremy will either get to watch, or we will record our sessions and send them to him - Blowjobs and fingering can happen when we are alone - Jeremy needs to be present for any kind of penetration - Condoms are required for penetration - No anal - Anyone ca...

by Mrjakobs

Chapter 19

Sage: Sorry, a break is a break. You’ll just have to remember what it felt like fucking me. David held the phone with a white-knuckle grip. What the fuck was that? Where was the pliable, nervous Sage he had met months ago? This wasn't the first time she'd spoken to him this way,...

by Mrjakobs

Chapter 19

Sage: Sorry, a break is a break. You’ll just have to remember what it felt like fucking me. David held the phone with a white-knuckle grip. What the fuck was that? Where was the pliable, nervous Sage he had met months ago? This wasn't the first time she'd spoken to him this way,...

by Mrjakobs

Chapter 20

Sage's networking event was going better than expected. Twice as many people showed up, and of those people, nearly all of them seemed interested in doing business with Sage’s team. In every regard, it was a resounding success, but that wasn’t the reason why she was in such a goo...

by Mrjakobs

Chapter 21

Sage’s heart raced in her chest. None of this felt real, she wondered if it was a dream. David was standing in front of her, his cock still wet from her juices, staring at her like a deer in headlights. Her disposition wasn't much better. She had let him fuck her raw, she had los...