Stop reading if you don't like cheating stories or dislike cuckold stories. This is not a story about happily married couples. Ok, I gave you warning.
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"Say that again," Tom Robinson sputtered into his beer.
Jimmy Stanton sighed, "Look, it's no big deal, I just want you to sleep with Michelle."
The fit 30-year-old man shook his head, "Sorry. Not happening."
"Why the fuck not? Don't you think my wife is hot?" his roommate from college glared at him.
"Of course I do," Tom sighed. He thought about Michelle. 29, curves like he'd rarely ever seen, perhaps Ds or DDs, and always liked to show plenty of skin. More than once he'd had an explosive orgasm just imagining her stepping out of her clothes for him. "I'm married, married and in love with my wife. I couldn't do that to her." He thought about the contrast between his wife Jessica and Michelle. The dark-haired sultry beauty exuded sex, vs. Jessie, slender blonde, cute in a farmer's daughter way. B cups, tomboyish and innocent. He thought back to the early years and opening her up to different positions, oral sex to which she seemed to literally pay lip service. More than once Jimmy had bragged how Michelle eagerly swallowed his cock in the front hallway she was so horny.
"I get it, but you won't be doing anything to her. Don't tell her," he said softly as he signaled for another couple of beers.
"I'd know," Tom shook his head, "I don't get it. Are you one of those guys who gets off seeing his wife fuck other men?" he asked quietly.
"Hell, no! Hell, no," the man spat out, "In fact, my stomach hurts just suggesting this, but...shit! Remember Laurie? Yeah, I know you do. Look, this has bothered me ever since, and I sometimes just can't sleep," he sighed, "Who knew I had a conscience?" he chuckled. "I need you to get me back. I have thought about this for a while and well, it wasn't just that once with Laurie, um, she seemed to like...like it a lot...look, as a friend, I'm asking you to fuck my wife, to cuckold me if that's how you want to think of it."
"You told me...she told me it was just that once...oh shit!" Tom groaned, "I should have known. She wasn't like Jess is...I completely trust her. Damn! She really...I am so glad we broke up. I couldn't take it if she..." he shook his head then took a big swig of beer. "There's something else you're not telling me. You have no conscience," he stared at his friend.
Jimmy looked down at his beer, "Fuck. I need you to make things equal between me and Michelle." He looked pleadingly at Tom, "I cheated on her and I got a letter saying if I don't pay they'd send a video to her...how the fuck they knew it was me and got a camera in the hotel room...anyhow, I was thinking if Michelle also cheated then..."
Tom shook his head, "Your dick gets you in more trouble," he groaned, "How much is he...or is it a she demanding?"
"$50 grand. I'd pay it but if Michelle has her own affair...you get it now?" he looked sadly at his old roommate, "This is a win-win. You know Jessica's at her mom's in Rochester now and won't be back for a couple of weeks. I have to fly to Toledo next week...gone until the following Thursday...Michelle likes you and I'll bet you'll have no issue getting between her legs. Crap! Just thinking that makes me want to throw up," he rubbed his face. He looked at the man, "Please? If it's not you, I'll get Larry. You know he'd jump at the chance to...I prefer you."
Tom sipped his beer and thought about finally getting to see those tits, get between those long legs, and nodded. He was horny...almost desperately so. Three weeks ago, Jess had gone up to take care of her mom after her stroke and was going to be another three. Then he thought about Larry. The man had been hitting on both Michelle and Jessica and they'd cut off any ties with him. "Once. Just this once. And you have to promise me you'll never say a word to Jessie. I can't believe I'm agreeing to this but...shit! You're a fool to allow any man near that wife of yours." He looked thoughtfully at the other man, "So, how would this work? I'm not going to just drop by if you're not there."
Jimmy smiled, "Thank you, thank you, thank you! I owe you big time. I have been having an issue with the thermostat on the hot tub and you can fix anything. I'm going to suggest Michelle call you...perhaps Saturday?" He patted his friend on the shoulder, "And I do have a conscience. You'll never think about Laurie again after you spend the night with Michelle. I shouldn't tell you this but she'll do anything you ask...anything," he smiled. "I just have one favor to ask of you, "I never want to hear about it, ok?" He finished his beer, stood up, and tossed a twenty on the bar, "Let's never talk about this again. I'll see you next week. Good luck," he sighed resignedly. He thought about the cameras he'd secreted around his house never thinking he'd be using them for this.
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"Hey Michelle, Jessica's not home yet. She's still at her mom's," Tom said after picking up the phone. "Really? No, no, I'm not doing anything, sure. I'll be right over...You sure? I could use that, we need to get a hot tub. Ok, sure, I'll see you in 15," he hung up feeling an anticipatory buzzing in his stomach. He had trouble sleeping the last few nights, more than once wanting to call Jimmy and call the whole thing off, but visions of finally seeing..finally having Michelle overrode his bothered conscience. These battles usually ended up with his hand rapidly stroking his cock which wasn't unusual since Jessica left.
Michelle answered the door wearing a thin robe over her bikini, "I hope you can fix it. Jimmy loves the tub hot but it's just a little too hot for me and not being able to adjust it..." she gave the man a quick hug. "where's your suit?" she asked looking at his jeans and tee shirt. She always wondered what Tom looked like under those clothes. He seemed fit, confident but out of reach as he and Jessica were so devoted to each other. On the other hand, a girl can dream, can't she?
"I have them on under here," the man smiled, "Not comfortable, but..."
"So, that means you'll be commando heading home?" she smiled as she patted his ass.
Tom nodded, "That or I'll have wet pants, not a great look. Ok, let's take a look at the thermostat," he looked past the woman towards the back patio.
It took a couple of hours and a trip to the store to replace the faulty part but when he was done he was rewarded with a tight embrace from the woman. He was immediately aware of the mass pressing against his chest and how she wasn't shy about pressing her groin against his. He couldn't help but compare the different feel between his slender wife and the well-endowed wife of his friend. The hug went on longer than a normal platonic embrace but he wasn't in any hurry.
The brunette could feel the pulsing against her pussy welcoming his apparent appreciation of her figure. She finally broke the hug and took his hand, "Ok, let's try it out. Hopefully the water isn't so hot we have to get out in five," she sighed. "I like to spend time feeling all the stress leave my body."
Tom was nervous thinking about his growing member and how he might be tenting when he pulled off his jeans and the thought of her looking just made things worse. Then Michelle released his hand when they'd gotten back to the deck and pulled off her small robe.
The brunette paused to allow their friend to admire her body realizing it was both arousing and frustrating. She knew men and Tom was not the type to cheat on his wife, even though he was not shy about admiring her assets. "You like?" she smiled and she modeled the tiny bikini, "I picked this up when Jimmy and I went to Nice last spring. I can't wear it at the local pool...well I could, but I'd need extra sunscreen with all the moms' glares," she chuckled.
"Wow! I mean, it's...tiny," he sputtered trying not to look you overtly at her breasts barely covered by the mini triangles. He could easily make out to outer rings of her large dark nipples peeking out. "I'll, um, sorry if I'm a bit," he said softly as he pulled off his jeans. "Damn! Maybe this isn't such a great idea," he stammered.
Michelle gave a wolf whistle seeing the large tent pop out when the man freed his board shorts. "No wonder Jessica is always smiling," she chuckled.
Tom quickly stepped out of the pantlegs and promptly climbed into the bubbling water.
"Not fair! I let you have a good look, now that just pisses me off," she grinned evilly. "Stand up and let me get a gander at that thing, go on!" she ordered.
The man groaned but stood anyway. He'd hoped his erection would have subsided but there was a look in the brunette's face that showed eagerness so he slowly stood. His cock was now fully hard and tenting painfully but that seemed to make things worse.
The woman leaned forward, sighing, "I can see why your cute wife is always so happy," she said licking her lips. She fought the urge to grab the fat shaft but decided to push things a little further. "I'll tell you what, since we're almost family, let's just relax around each other," she said huskily as she stood and pulled off the top followed by the bottoms. She smiled seeing the man's jaw drop, "No offense to my best friend Jessica but I don't think you're used to this," she cupped her huge boobs.
Tom shook his head slowly as he took in the naked beauty in front of him. Seeing her point to his shorts, he pushed the waist down, extracting his rigid member with difficulty.
"Oh my God!" the woman sighed, "Yes! I definitely can see why Jess is always so happy." She came over, giving in to the urge to stroke the fleshy shaft. "Jessica's been gone for a month now, hasn't she? I'll bet you've been climbing the walls wanting to bury this cock of yours in a nice wet cunt," she purred as her lips pressed against his.
Tom closed his eyes and moaned softly. This was easier than he'd thought as he'd played out the scenarios in his head usually ending with a slap. He welcomed the aggressive tongue against his as he cupped more breast than he'd ever felt in his life. Her soft moans in his mouth, her grinding against his cock, and the feel of the soft flesh and hard nipple were as arousing as anything he'd experienced.
Michelle wanted that cock inside her, wanted to feel the plump head open her up, but also didn't want to rush. She kissed her way down his body, licking his nipples then down to his navel. She was aware of his manly scent, the sweet smell of his arousal wafting up. She buried her face in his mass of course hair, inhaling deeply before placing the fat cock against her lips.
Tom sighed knowing what he was soon going to feel. Making love to Jessica was great but she never liked sucking his cock. She was very conservative and traditional, liking missionary and perhaps being on top but nothing else. In just the first few minutes it seemed Jimmy was right about Michelle. "Oh, God," he sighed feeling those nice lips engulf his cock. He reached down to grab a tit as the woman was taking more and more of his cock into her mouth. Jessica had never done more than stroke his shaft while softly sucking on the head for a minute or so before guiding him to her pussy but Michelle was letting him fuck her mouth moaning her encouragement. She had her hands on his ass not caring how deep he humped down her throat.
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Jimmy scrolled through his security app until he found what he was looking for. He grinned seeing Tom's cock buried deep in his wife's mouth. This was working out perfectly he thought happily. He wanted to see the expression on his friend's face when he came but had to drop off the proposal at his client's office. He shut off his phone, adjusted his cock, and headed out of the hotel room.
