The discussion of transitioning to unprotected sex was not a lighthearted decision. It was something that only made sense if they were truly committed to each other. While Ryan had engaged in unprotected sex in the past, it was not something he did often with many women. He did not want any surprise pregnancy to spur up for a multitude of reasons. Knowing Ellie as well as he did, it was never going to be something that he suggested without knowing that he planned to stick around for the long run. It was never going to be a fickle action for them. The fact that they were partaking in condom-free penetration did mean that it was easier to get into the heat of the moment. There was no momentary pause to get ready before entering her. It was intense, raw, and primal at this stage.

Given the relationship the two had, there was that exclusivity factor that played into it with their choice to forgo typical protection. If he weren’t so turned on, he would have put on a condom to not give the wrong impression to Billy that this was the norm and okay with Ellie. He hoped that his male counterpart knew better than to assume such a thing with her. When he is inside his girlfriend, bare, and in a dominant stance where he can truly go as hard and fast as he likes, it was the peak of his excitement. It does not take long for the thrusts to pick up in speed. It was clear to see from her words and actions just how turned on Ellie was from the entire experience, his shaft feeling every single pulse from her tight, soaked self.

When Billy commands his girlfriend to go down on him, Ryan feels another twist in his stomach from it. The imagery was not something he ever expected to see if he wasn’t the one on the receiving end. While it was part of the unspoken agreement they each took on tonight, it did not make it better. “I think you can do a little better than that, EG.” Almost instinctively, seeing it happen makes Ryan increase his intensity. It was not an attempt to hurt her as he knew the fine line with her between pleasure and overbearing given her delicacy. He locks eyes with Billy and slyly smirks. It was more an attempt to show that he was currently the one having his way deep inside her, his throbbing member sliding its entire length with every motion of his hips forward, easily done given the assist she was giving him.

Ryan opts once more to play the controlling role, keeping one hand on her hip, while the other slides up her bare back and reaches her hair. He takes a handful of it once more and helps bop her head back and forth on Billy’s own erect cock. He tried to balance what was happening as an act that he was encouraging, even if that was false. Deep down he knew that this was not the toughest pill to swallow tonight and when that moment came, he had to find something to do that helped him stay sane. Physically he was there in the moment and his body was going through the needed steps to provide himself and others serotonin through sex, mentally it was a fight to accept that he was sharing the woman he loved with an attractive young man.

“Ughh goddamn, that’s it baby. Take these hard fucking cocks. You love this.” He grunts out, trying his best to get out of his head and enjoying the heat of the moment between all three. Noises of pure sexual bliss dominating the space from everyone involved.

Ryan had incredible stamina he has built over the years. It wasn’t uncommon for the two to spend hours sexually stimulating each other, often resulting in Ellie reaching her peak multiple times over the course of an evening. And even when she would purposely worked him until he erupted, his recovery time was not a long one. He also had an array of tricks up his sleeve to get her screaming his name. Right now it was the most primal way of accomplishing that. The sweat began to glisten on his forehead with the repeated thrusting, towards the end barely needing to move forward much as her hips crashed against him, the clenching of herself around his length and heightened noises escaping her mouth were all the indicators Ryan needed to know she was getting close.

He gives Billy a small nod when he pulls away, letting the two take in the moment without any distractions. The two disclosing their most private moments while someone else watched them and pleasure themselves was quite pornographic. The smell and sounds of sex were dominating the room. There was nowhere else he would rather be than fucking his girlfriend deep and hard, leading her to the point of no return. Billy being there enjoying the sight was not going to change that.

As she becomes more vocal and explicit, Ryan knows what will come next. The second she hits her orgasmic high, the feeling of her wrapped and pulsing around his throbbing cock becomes absolute bliss. It was a violently pleasurable feeling. Once she squirts, he smirks to himself. It always created a mess when she came, not that Ryan would ever complain about that. His shaft was drenched in her juices following her orgasm, legs wet from her too. “Shhh… stop apologizing, babe.” He reassured her as he always did, resting lazily on his knees once he pulled away from her, catching his breath. “Fuck me, that was amazing.” Ryan leans to kiss Ellie on the lips as she lays down and recovers. “Thanks for letting me fuck you bare…” he whispers in her ear, wiping down some of the beads of sweat that were on her face.

It was not up for debate that Billy was the one more experienced when it came to men, more so than anyone else in the room given Ellie’s limited number of sex partners and Ryan’s lack of dabbling in the same sex. It had never crossed his mind to have another man suck him off but just as the kissing earlier, it was another way of opening his mind up to new experiences. “Fuck it, why not?” He states aloud, shifting closer to the edge of the bed. On a whim he opts to stand up, looking down at Billy with a sly, almost cocky grin. “Get on your knees, Khan.” Ryan says confidently, slapping his cheek lightly. If you were a friend of his, with the exception of Ellie-Grace, it was commonplace that he used their surname when speaking to them. It was yet another time where he felt like he needed to be the dominant factor in the equation. Admittedly getting a blowjob while standing was a personal favorite of his as he felt more in power that stance.

There was no doubt in his mind that this was bringing out a newfound excitement in his girlfriend, seeing sides to her that she may just be discovering about herself through this threesome. If there was one thing that was keeping him together was that Ellie was in love with him. He was going to be the one that she woke up next to in a week, a month, and hopefully many more days after that. It was not a light decision to get back together if it wasn’t serious from both sides, so why not do whatever you can to bring happiness to that person you love and loves you equally. You’d be hard pressed to find something that he wouldn’t do for this girl, even if he had to fight his own worries to do so. “Can’t say any other man or woman in the world has had this honor you’ve had. Take it all in, babe.” He says grinning, giving her a wink.

Both the sight of Ellie starting to play with herself watching her two boys and Billy quickly taking a very submissive role, was doing wonders for Ryan’s ego and erection. His eyes bounced between the two, watching his new friend follow direction perfectly. As much he likes at times to be the teacher, he does not have to ease Billy into anything as he clearly knows his way on how to please and suck a dick. “Ugh… fuuuck…” He grunts out, impressed at the smooth transition he makes from casually teasing his shaft to taking nearly the entire length in his mouth. He hangs his head back, letting himself submerge in the incredible sensation Billy is providing by basically downing his cock down his throat.

Ryan bucks his hips forward, not necessary in terms of providing more pleasure for himself, but more to just use the m stance to his favor. While he has taken charge plenty of times with Ellie, there was always a small part that was aware of her limits and knew better than to push them. He did not have that concern with Billy. Not only was he well-versed in the sack and game for almost anything, he appeared to welcome the idea of being dominated. He allows himself to savor the moment, using a hand to help Billy bob his head back and forth, tasting the mixture of his two friends off Ryan’s cock. Further enhance by seeing Ellie rub herself more eagerly to the raw sexual transgression.

He pushes his younger friend’s mouth away, streaks of saliva tapering from his lips and tied to the head of Ryan’s exposed cock. “That wasn’t bad, mate.” He teases, leaning down to kiss his forehead, petting his head as he does in a feign sign of approval. “How about you show my beautiful girlfriend how good that mouth really is, kid?” He says, raising an eyebrow at them both with a confident smirk. “Get on the bed and let that head hang off it.” Ryan says in a stern voice, assuming Billy had an idea where this was heading.

He grabs hold of his own shaft and strokes it, not like he needed any further motivation as his length stood soaked and raging hard, just adding some touch in the momentary lull. "Open that mouth nice and wide for me, Khan." He says, inching closer to it. Once he does as he is told, Ryan does not ease into his intentions, rather using the vulnerable position to lead the length of his cock down Billy's throat. He shoves a good portion in before he starts rocking his hips, a head strategically placed behind Billy's head to keep his head bopping along with his own motion. "Ughhh... that's it, Khan." Ryan sighs out following a loud grunt as he fucks his new friend's throat, balls nearly hitting his face each thrust forward. It had been a long time since he had been this openly aggressive and dominant during sex. The action was not a commonplace in the bedroom Ellie-Grace and Ryan shared. She had only recently been able to deepthroat him and he was far too careful to push his luck. Ellie had never seen this side of her boyfriend.

With seemingly little to no gag reflex, Ryan easily maneuvered himself down his throat. The thrusts become more consistent and powerful to make sure he gets Billy to gag, at times holding his head in place with his manhood as far deep as it will go before giving his friend some momentary relief to breathe easier. "Come here, baby..." He looks over at his girlfriend, before he can give her a chance to do so or reposition herself as needed, he grabs hold of her legs to slide her closer as she rests beside their guest. Once she is in the desired spot, he picks up the leg closes to him, starting to kiss and lick over her smooth skin. If was no secret that Ellie's legs were one of his favorite features on her. Whenever she wore an outfit that showcased them, it was a given that he was going to get turned on without much effort. He angles her leg in the right position to trail his tongue over her sole, leading up to her well-kept toes and starting to suck on them. He has never had a foot fetish or was super interested in them, but seeing as this was a night for firsts, he saw no problem with it.

Ryan found himself becoming more comfortable with everything. Perhaps it mostly had to do with the fact that if he was using Billy, the latter had little chance of doing anything with his girlfriend. Maybe it was the fact he was able to bring out a more deviant sexual side to himself. It could be a combination of the two. "Why don't you stroke our friend off while he gets his mouth fucked? Only if you think he deserves it..." Ryan nods his head towards the sight of the second insanely erect cock in the room, giving his girlfriend a wicked grin when his mouth slips off her foot.

Intense. It was the only word that came to mind as Ryan returned to fucking Billy's throat. While it was more true of Ellie above anyone else he's ever had sex with, he had a good understanding of the do's and don'ts of a particular partner. There was a fine line between engaging in rough sexual acts and a visit to an emergency room. He smiles when Ellie does as she was suggested and starts working Billy's once lone cock, keeping eye contact as they both use their friend. He never would have imagined that this would be a sight tonight but there were no real complaints on his end about it. "Bet you love feeling my girl beat you off while I fuck your throat, don't you?" There was no real for Billy to give a response, especially when Ryan wraps his hand around his neck. For a quick moment he squeezes at it while simultaneously plugging his nose with the other hand that’s released Ellie’s leg, blocking all airways and feeling his body squirm a bit more. It was the only true way of making him struggle instinctively. "Uh... fuck! I know you've dreamt about gagging on my cock, you bastard." He states for the few seconds he has his newfound friend in a most vulnerable state.

Ryan releases the holds on him and returns to thrusting into his mouth, a more accelerated pace than the first round. Every thrust was showing the outline of his shaft down his throat in a very pornographic manner. He never figured he would be fucking Billy Khan’s throat in front of his girlfriend, yet here they were. Granted, a mere handful of months ago he never would have expected to be back with Ellie-Grace either and here they were engaging in a threesome. “Be a good boy and stay right there.” He bite his bottom lip and signals her to move closer to him with his finger, leaning forward to kiss her, in doing so his cock once again forced as deep down his throat as possible. It was a ego move for sure. Engaging in a deep, tender kiss with his girlfriend while his cock was rammed into his mouth.

After breaking away from the kiss, he finally willingly pulls his cock out of Billy’s mouth, a huge glob of spit attached to his exposed head. His entire length was drenched, having Ellie’s juices replaced with his friend’s saliva now. It was messy. It was also a hyper sexual sight to see. The kind of thing fans write about when they are fantasizing about their favorite artists and their lives behind the scenes. “Color me impressed, kid. Don’t expect me to do the same.” Grinning, he rubs Billy’s chest, more gentle than how he was just treating him. While was opening up more than ever before, there was still certain things that were out of his comfort zone.

He slides back into the spacious king sized bed, meeting Ellie’s nude body and wrapping an arm around her waist. Waving Billy over, he does the same and brings him close, having both in his arms. With Ellie having an up close and personal view, he leans closer to their male friend and he starts kissing him, his lips and chin still wet from the rough throat-fucking.

Ryan was living out the dream of many. He was sharing his bed with two incredibly attractive people, doing almost anything he pleased with both of them. Some of the debauchery they were partaking in was surprising, yet at its core it was not something that shocked him. The elder statesmen among the group has lived his life in a very particular manner that left the possibility of being 43 and sleeping with a pair of twenty-something year olds more likely than most in his age group. For a multitude of reasons, this would have never happened when Ryan and Ellie first dated a decade earlier. The latter was too inexperienced to welcome such an idea, while the former was not secure enough to be openly sexual with another man. Now everything had spilled over and everyone involved appeared to be enjoying themselves.

"I can't say I have ever experienced an endoscopy or a throat-fuck, so I'll take your word for it, you kinky bastard." He chuckled and winked at his shameless friend. Over his own sexual relief he was getting from tonight, it was reassuring to see Ellie welcoming the idea of the two messing around, genuinely finding an appeal in it. For as much as Ellie would only partake in a threesome with the men she knew and trusted, Ryan would likely not be as open-minded if it wasn't for her encouragement. Caught between a gorgeous girlfriend and a beautiful man helped too. "You're damn good looking yourself, Khan. I can see the appeal... sexiest male and all." He said in a teasing tone, rolling his eyes. With guys like Billy being considered sex symbols for a younger generation, he knew he had no chance to even sniff into that conversation. Thankfully, these days he was very comfortable in his current age, appearance, and now sexuality. He tugs on his friend's hip, leaning in to kiss him once more, a more timely and sensual kiss. "Pretty good kisser too."

He breaks away, tilting his head enough to plant a soft kiss on Ellie's head. It was almost scary how easy she could convince him to do anything, even having him agree to a threesome despite his inwardly concerns. Ryan would often joke that she could getaway with anything in his book and that much proven time and time again. He lets his arms slide off Billy and Ellie respectively, smacking a butt cheek on each before moving back enough to get a better look at the two. Billy's cock were standing upright desperate for attention, much like Ryan's, holding strong through all the activities thus far. Ellie had a postcoital glow to her, very much looking the part of a woman that was reaching new sexual peaks tonight. And the night was not over yet.

In a bold move, Ryan trails a hand down both their abdomens, in perfect sequence reaching the most intimate areas on both his partners for the night. He loosely wraps a hand around Billy's cock and rubs it, while the other gently glides over Ellie's wet slit. He keeps a close eye on the two while he teases them. "Damn, both of you must really like me, huh?" He grins, clearly appreciating the role of ringleader. "How badly do you each want to cum?" What he had in mind next was another first for him, perhaps a move that neither Billy or Ellie saw coming from him.

When it came to making his lovers orgasm, Ryan was confident of his ability to have them reach the highest peaks with him. He knew every timely touch and pressure point to get Ellie out of her mind with relief. Doing the same with another man was daunting given the lack of experience on his end. He had never taken another man's cock in his hand, much less done anything else with one. He knew how to get himself off, which differed from how others may take care of their own business, so he was jumping into this without any rulebook other than what he assumed may work well from what he has felt. Ryan is thankfully taken out of his overactive mind the moment his girlfriend speaks up and teases at his earlobe. It was a move that brought goosebumps down his body every time. It was simple yet triggered all the right sensations in him.

What he had in mind would mean that he would be delaying his own release, which he did not mind. Much like he was in public, he was naturally a people pleaser, and that extended into intimate settings. There were times when he would focus all of his attention on making Ellie cum and feel good without expecting or even wanting anything in return. It was in his character to put his needs and wants second. Of course, tonight was slightly different in his intentions and somewhat selfish in wanting to avoid seeing the woman he loves make another man ejaculate in front of him. He pushes ahead when Billy kisses him, clearly the two getting very comfortable in locking lips and making out at this stage of the night.

"That's what I like to hear. Let daddy take care of everything." He chuckles softly, tossing his hair back and looking at both with a cocky grin. Ryan was aware of the things the internet called him be it for his age and/or attractiveness at 43. Uncle, Daddy, Zaddy, and likely a dozen others were common to see pop up in his comment section on Instagram or in Twitter mentions. He had fun with it publicly but never used them privately, especially not in bed. Again, tonight was a time for experimenting. "I'll make sure you two never forget about this."

He removes his hands from both, in a swift motion forcefully pushing Billy's chest causing his back to crash against the bed, head hitting a pillow behind it in aggressive fashion. Ryan licks his lips and looks over at Ellie with an equally intense gaze, lifting her by the hips and tossing her body to lay beside their guest. He crawls up to them, hand sliding up on each, making a small space between the two for himself as he kneels between their naked bodies. He pushes Ellie's legs apart and glides his fingers over her wet slit, using them to spread her more. With Billy, he takes a stronger grip on his erect cock. Even though his hold is different, his motions are timely and careful, thumb rubbing over his exposed slit each time his hand moves up. A little known fact about Ryan was that he was ambidextrous. While he favored his right-hand for most tasks, he could use both hands with ease, able to write or even play guitar with either. In this instance neither Billy or Ellie were getting a weak side to him.

There was something quite alluring to have debatably to have two of the most attractive people in the world at the palm of his hands, in very much the literal sense. He was currently working both of their most intimate areas and their subtle movements and sounds only fueled him on. Ryan's confident enough in knowing exactly what made Ellie squirm that he could easily do so with his eyes closed. It was not as much of a given in his eyes when it came to Billy as he was still new to everything that came with pleasing another man. With that in mind, he slips two fingers with ease inside of his girlfriend. The fact that she's so wet and spread apart made it all too easy to start thrusting the set of fingers inside of her, his thumb toying with her clit.

Ryan was kept his timely strokes of Khan's well-sized, cut shaft. "There's a first time for everything, right?" He suggested with a sly wink and grin of his own. The idea that he would be jerking off a member of Weekend, a group which 10 years ago he trashed for no good reason other than he was a pompous asshole was ironic. The universe had an odd way of coming full circle and tonight was no truer realization of that. He keeps stimulating Ellie just as he tilts his head towards Billy, raising an eyebrow for the swift moment their eyes meet. Without thinking much about it, he leans down brings himself closer to Khan's cock. He opens his mouth slightly, enough to stick his tongue out and lap it over Billy's head, focusing on his slit as he keeps stroking him in his hand. He only remains at the tip and does not go any further, pulling away grinning as he watches both of them in sexual bliss at the moment.

"Are you both gonna cum for me?" He asks them in a tone that was both serious and almost teasing, oozing in that cocky demeanor that Ryan carried when it came to anything sexual. The man knew where his talents lied and having both Billy and Ellie on the brick of simultaneously reaching orgasm was a badge of honor.

Ryan is aware that his dating and sex life was common knowledge to the public. He didn't lack experience in that department at all but he was also very conscious to never share the intimate details of his past as it was moot given his focus on Ellie since they reunited. Right now his attention was on making her cum yet again, whilst multitasking with Billy's cock in his other hand. The sight of her losing grip of her usual composed self when he worked her body was something he never will grow tired of. "That's it, baby. Let yourself go. Squirt for me." He smiled as she moaned out, encouraging him to continue on as she inches closer to her next climax.

In his mind, there was a line that he personally was not going to cross and while taking another man's balls in his mouth was not specifically on the list, it did catch him off-guard at the mention of doing so. He was far too into this to back out at this stage and was a pleaser at the end of the day. It would put a damper on the night and have everyone lose their current state of sexual bliss if he now rejected the proposal. "You're pushing your luck, Khan. I'll let that be the last request that comes out of you mouth." Ryan says, a grin cracking at the corner of his lips. He squeezes his shaft a bit harder for the next few strokes, teasing him as he makes his way down his length with warm breaths on it. Ryan keeps tugging at his cock as his mouth finally makes it to his balls, lapping his tongue over them. He figures a similar approach to when he is going down on Ellie will do the trick. Opening his mouth, he takes one and starts suckling on it, each time his tongue making contact with his sensitive skin. The jerking becomes less frequent, but more prolonged as he twists his hand around the bulging hard cock each time.

His sexual fortitude at the moment allows him to tend to both at the same time. Sensing that Ellie was closing in to reaching her peak, he increases the pace of his thrusting fingers inside of her, adding to the sounds that were taking over the airwaves in the room. It was not messy untimed motions, somehow able to suck on his new friend's balls while making sure his girlfriend was tended to as she deserved. His thumb rubbed over his clit in a gentle manner, knowing less was more to get her where they both wanted her to be.

Watching her carefully, he could tell from a mile away that Ellie was trying her best to hold off. It was something that she was simply not as talented as the boys present in doing. It would be to no avail as soon she was screaming and buckling in a fashion that he has yet to see before in the many times that Ryan has made her orgasm. The feeling of her contracting around his fingers was incredible, able to feel how intense her peak was going to be. His fingers and hand are immediately soaked, once she squirts he feels up to his forearm sprayed, knowing well that she had made a mess of their sheets. He was thankful that she was out of head enough at this moment to not apologize for it as she typically does. “Holy shit…” Ryan sighs out almost speechless at the sight of his girlfriend entirely letting go of her inhibitions. “That was too fucking sexy, baby.” He says with a grin, pulling his fingers from out of her and seeing them glistening post-orgasm.

Now that Ellie was set, he was free to focus on Billy and get him there too. He had no idea what to expect from him as he was a tad bit unpredictable in his book. After bringing Summers to an earth shattering orgasm, he wanted to do the same for Billy for the sake of his pride and to prove a point that he was uber skillful. He stops sucking on his ball for a moment, teasing him for a few seconds and only stroking him. Introducing his other hand on Billy’s body, he gropes his balls softly as he tugs on his shaft. He traces his tongue over his friend’s slit once more, adding it on to the mix. Catching Ellie’s eyes as she lays in postcoital bliss, he winks at her and moves back down to his balls.

Trailing a hand to caress his torso, Ryan starts alternating his mouth between each ball, sucking on each more eagerly. He continues to jerk him off at the same time, feeling every inch of his cock as it pulses in his hand. While he could sense his young friend inching closer to his own orgasm, he aims his cock upward towards Billy’s tone stomach to avoid any accidents. As much as he was being open minded tonight, he would rather avoid getting a facial for his first time helping a male friend get off.