ADVENTURES OF RYAN & KYLEE
1. The Newcomer
This was a first time for Ryan and Kylee. Kylee had been a cuckquean for Ryan before, but the two had never engaged in cuckolding. For a long time Ryan had kept it hidden from Kylee that he even wanted to try it – not only did he keep it from her, but he himself suppressed the very feelings and desire he had within for it. It was secretly something he’d been wanting to try for years and finally rallied the courage to ask Kylee and also the courage needed on his part. She was all about it, this was not something she had always wanted but ever since she had been a cuckquean for Ryan as he slept with her best friend, she had craved to experience the gender opposite.
They tried their luck at the bars and clubs which yielded poor results, they tried dating apps and hookup apps but again results fell short of par. They had just about decided to table the idea when he thought of his friend, Barry. Barry was a good friend of Ryan, they’d been closed buds for a few years now and whenever they hung out as a group, they all had a great time. Barry was also good looking, a slender, fit man who prided himself on health and fitness and above all… he was single. Kylee approved of his choice and one night Barry and Ryan met up for a few beers, Barry thinking the two were going out for a simple catch up, but Ryan had other plans. They start off with casual talk about work, the news, sports etc and progressively treaded into sexually related topics. Once Ryan was a couple beers in, his liquid courage had mixed with the discussion and he felt it an appropriate time to gently mention the idea. At first, Barry was taken back – he declined rather quickly, inciting his concerns for such a rendezvous and reinforcing that they were great friends, that he’d never do that to his friend. Ryan did a little coaxing, eased the idea into Barry’s mind, explained the situation and within a short amount of time Barry was onboard.
It was game night. Ryan and Kylee had talked about it prior to him going out – he would get his friend on board then bring him back to the apartment for another drink, where the three would talk about it further. They finished their beers, paid the tab and took a cab back to the apartment. They walked in and Ryan told his guest to have a seat then grabbed him a beer from the fridge as well as one for himself. He contemplated grabbing one for Kylee, whom he assumed was in the bedroom, but decided not to as there was a glass out on the kitchen countertop which smelled of tequila. She had already been drinking.
“Babe, I’m home. Barry’s here.” He said as he knocked lightly on the bedroom door. “Hi Barry! Be out in a minute, hun.” Came the reply from the bedroom. Ryan handed the beer to his friend, who looked a little anxious and then sat across from him on the opposite couch which was closest to the bedroom door. They exchanged a few words casually as they waited for Kylee to come out and he tried changing the subject as he could tell his friend was a little nervous now, hell, so was he. After all, there was nothing to be nervous about, they were just going to chat about it. At least, that’s what the boys thought. Kylee had different plans.
The bedroom door opened as Ryan was mid-sentence and he noticed Barry had a shocked look on his face as he stared intently at the bedroom door. Ryan stopped speaking and turned to the door to see Kylee dressed sensually in a black bra and matching lace thong. She leaned against the doorway with a mischievous grin, her hand on her hip and her plump breasts fit snug in her bra. Ryan wasn’t expecting this and Barry certainly wasn’t either, the two sat there nearly dumbfounded and unresponsive.
“You two gentlemen certainly aren’t going to keep a lady from being entertained are you?” She said with a smirk. “Better time than ever, I suppose” proclaimed Ryan, “Barry… are you ready?” He asked, giving off a slight shrug. “Shit,” Barry replied “I guess I don’t have a choice.” With that, Kylee smiled bright and moved away from the door, walking over to Ryan she bent over in front of him, leaned in for a kiss and simultaneously placed his hands on her ass. This gave Barry a full view of her ass, her vagina lips barely hidden behind her black thong as she stood bent over. Her tongue slid out of her juicy lips and into Ryan’s lips, their tongues danced together as they embraced in an intimate moment. She pulled away slightly, standing straight and asked Ryan with one hand running through his hair and the other on his shoulder, “You sure you still want this baby?” He was slightly buzzed but throbbing, his quick exchange with his girlfriend and the utter ecstatic feeling of thrill was wildly exciting and arousing. He replied after a slight gasp for air, “Yeah babe, let’s do it.”
She gave Ryan one last peck on the lips before turning away and facing Barry. “Like a deer in the headlights, Barry. You’re going to be able to perform for me and my boyfriend, aren’t you? I don’t want to be left unsatisfied,” she proclaimed in a playful tone. Without giving him a chance to respond, she quickly changed into a demanding and serious tone, “Take off your clothes.” She demanded as she reached behind her and unclipped her bra, letting it fall to the floor without care. Her breasts had a slight jiggle as she moved across the room and towards Barry who was now standing shirtless, dropping his jeans. Ryan sat and watched with pleasure, his heart pounding with adrenaline, an electric feeling shooting through him, his cock absolutely throbbing in his pants, he couldn’t help but to rub himself through his jeans. “Was this really happening,” he thought to himself “Should I stop it?” He wondered. “No,” he decided, Kylee had watched as Ryan had gone deep inside her friend Christine one night, Kylee had given him something and it was time to return the favor.
Kylee reached Barry as he was pulling down his checkered boxers, his cock bouncing up, already erect after his boxers fell. Ryan didn’t know Barry’s size, and this was somewhat of a hard point for him, but any concern faded quickly when he got his first glance. Barry had a nice cock, he lacked the girth that Ryan had but made up for it in length, he was also trimmed neatly, very obviously having shaved recently. Not knowing what to say, Ryan gave Barry a boyish compliment, “Nice cock, bro” he said in a goofy tone. Obviously still nervous, Barry responded with a hesitant “Thanks man.”
Without any hesitation, Kylee embraced Barry, kissing him gently on the lips, placing her left hand on the back of his head as they kissed and taking his cock in her right hand. He gave off a light groan of pleasure as she twirled her hand around the base of his cock and slowly tugged. “Holy shit,” Ryan thought to himself, “This is so hot.” He began taking his clothes off rapidly, he needed to stroke himself as he watched this. As finished and sat back down on the couch, he looked up to find Kylee now on her knees in front of Barry, brushing her hair back, then placing her free hand on Barry’s thigh as she continued stroking him with her right hand. She moved slightly to position herself directly in front of him and got comfy. Grasping his cock with both hands, she licked her lips then took him into her mouth. Ryan’s cock surged at seeing this. She moved her head back and forth on his cock, swirling her tongue around the tip while stroking his shaft with both her hands. Barry’s eyes rolled back into his head and he exhaled deeply out of ecstasy. It was time for Kylee to show off, she let go of his penis, placed both hands on Barry’s defined thighs and pushed her head down, taking all of him in her mouth. Barry’s jaw dropped and he instinctively grasped the back of her head, holding her down on his penis then letting go. She gagged a little and pulled him out, stroking him as she caught her breath. She looked back at Ryan who was stroking his own cock, her eyes slightly watery and asked “Do you like seeing me gag on your friend’s dick, baby?” Ryan couldn’t sugar coat it, “I fucking love it.” He said. At that she smiled and turned back around to take Barry back in her mouth and continue.
“Oh my gosh – you’re gonna – you’re gonna make me cum.” Barry cried. “Oh no, we can’t have that just yet.” Kylee responded as she quickly pulled him out of her mouth and immediately stopped stroking him. Barry must have thought it was to only be foreplay as there was a confused expression upon his face. “Sit down, Barry.” She commanded. Barry gave a quick glance at Ryan, whom stopped masturbating momentarily, looking for approval and confirmation from his friend. Ryan glanced back and approved with a wink and a nod. Barry sat down on the couch behind him as Kylee stood up. Ryan didn’t know what to feel, his emotions and mind were running rampant. He noticed his heart was still beating fast, he was surging with energy, it was near impossible to sit still. In a strange way, it was extremely sexy to him – to see his girl on her knees for another man, wrapping her lips tightly around another man’s cock and pleasuring him. He wondered if she had felt and thought the same when she had watched him go down on Christine.
Kylee slid her panties off then walked to the couch and climbed onto Barry. She positioned herself over him, then grabbed his penis and slowly leaned back onto it. The two of them gave out a moan as he slid deep into her, she threw her head back in pleasure as she rode and bounced on his cock. “Oh baby, he’s deep in me.” She announced to Ryan. Ryan had returned to stroking himself but was so aroused that he would have to stop frequently to prevent himself from ejaculating. Kylee was wrapping her arms around Barry’s head gently as Barry was squeezing one of her breasts and sucking on the other. Ryan had the perfect view of his girlfriend’s ass as she bounced and continued to grind on Barry’s cock. Kylee’s breath became steadily heavier, her grinding more intense, she was now gripping the back of the couch with both hands. She was getting close to orgasm, Ryan thought. She was really going to orgasm on his friend’s cock. Her moans increased in volume and frequency and then with a sudden and seemingly violent jerk, she shuttered and rocked heavy on Barry, her hips gyrating almost uncontrollably with her head completely tilt back and let out a loud moan. Her cum was all over his penis, Ryan could see it when she would rise before coming back down.
Her orgasm seemed to ignite something animalistic in Barry, he had now far passed the shy phase. With little movement and difficulty he picked her up and pressed her down on her back, spreading her legs open as he pressed himself onto her, thrusting his pelvis upward, driving himself deep in her. She wrapped her legs around him as he continued his thrusts, he cried out in pleasure as he drove himself deeper and faster into her. Ryan stopped stroking himself, he couldn’t last much longer, if he did it any longer he would cum all over himself. Barry was now rapidly and strongly thrusting himself in her, he gripped the back of her thighs near her ass as he grew close to climax. His moans increased. “I gotta pull out,” he exclaimed, “I’m going to cum.” “Keep going.” She said. He drove deep one last time, she knew he was going to cum and wrapped her legs tighter around him while pressing into his back, pushing him further in her. He moaned deeply and loudly as he exploded in her. She could feel his cock pulsating, she could feel the warm cum filling her up.
He pulled out, leaned back on the couch and sighed heavily, closing his eyes. She sat up and turned herself towards Ryan, she spread her legs and lifted them up onto the couch, revealing her bare vagina. She bit her lip gently while she looked at him and he watched as Barry’s cum started to slowly glide out of her. “Fuck baby,” Ryan said to her “That is so damn sexy.” “You think so, babe?” She asked him. “Why don’t you come over here and taste it?” It was more a statement than question. Barry opened his eyes to see Ryan, still naked and erect, crossing the room then kneeling down before Kylee who was still next to him. He looked on in astonishment as Ryan buried his face in Kylee’s labia, his lips covering her mound. Ryan slid his tongue over and into Kylee, slurping up Barry’s cum. She laid her head back and closed her eyes while he cleaned her out, not leaving a single drop of his cum left. “Mmm,” she moaned “That’s good baby.”
He stood up when he finished his job, and as soon as he stood, she sat up and moved herself to the edge of the couch, legs still spread as if she craved more cock, as if she was hungry for it, she needed to be filled. She took Ryan into her mouth and bobbed furiously on his dick. Ryan had gotten himself so close beforehand, and just the act of eating his friend’s cum out of his girl brought him closer to the edge. It only took seconds before Ryan exploded and emptied himself into her mouth. She swallowed all of it save a slight bit which ran down the side of her mouth. She leaned back again onto the couch, Ryan sitting down next to her. The three sat there quietly, naked and regaining their steady breath, enjoying the waves of pleasure which flowed through their bodies. With a single move, she gently grabbed their flacid penises, one in each hand, and with a smirk on her face asked “Do you boys want to go again?”
Source: reddit.com/r/eroticliterature/comments/cpxiad/the_newcomer_cuckold_mfm