Foray into Freedom

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#144 of Commissions

Commission for Ephemeral_Dreams

A college-bound exveemon has been having a lot of fun cruising but he's looking for something different. More specifically he's looking for someone who can provide a new kind of pleasure and excitement.

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Posted using PostyBirb


It was a whole new world for Liam. The flamedramon would be going off to college soon. He was excited about the whole thing: a new life on campus, the new friends he would make, and the education that he would receive. But of all the possible experiences, there was something in particular that really made Liam excited.

From all the movies about college, to the "true" stories he read on sites, and the videos that were filmed on slightly shaky cameras... Liam was most excited about his possible sex life on campus. He could only imagine the other hot digimon guys he would meet when getting there. Given his passion for running, it was safe to assume that he would be spending quite a bit of time at the college's provided gym. No doubt there would be all kinds of attractive guys for him to meet.

Liam just couldn't wait for the time to come. He had needs that had to be taken off for the time being and that led to him downloading an app for hookups. After making his profile and writing out a bit about himself to be displayed under a photo, it didn't take long for him to get some messages from some nearby guys looking to have some one-time fun. That was just fine with him. Sometimes he would get picked up and other times he would simply run to where his sex partners were located.

This was his form of exploration within the adult world. He would hook up with strangers and bask in the feelings that came from having his tailhole filled. For him it was self-discovery and it quickly became apparent that he preferred to be on the receiving end. Liam was always left satisfied when the sessions were over, not even minding if he had to walk back home. He especially loved the guys that gave it to him rough. The first experience with a buff Leomon that looked to be nearly twice his age was something that still made his body tremble. The feline digimon had been a trucker passing through town and cruised the app for some tail to drain his seed into.

Liam had given him that and more. In exchange the blue lizard digimon was moaning out the entire time and he came three times. The Leomon was talented and he didn't mind the soreness that persisted for some time after their fun. Instead, Liam sought to replicate the experience by seeking out men that looked strong and dominant. Sometimes it took a bit of digging but when finding a guy that looked good, they would chat and he would charm them into having some fun with him.

At this point, Liam was just a week away from college and all of his stuff was packed. Now it was just a matter of waiting for the day to come. He would soon be on the drive to the campus and away from home. It seemed the days couldn't pass fast enough. Halfway through the week, Liam was in a state of desperation. He was looking up videos of amateur college videos and it didn't take long for him to find a video of some jocks having fun in a locker room. One of them was lying on the bench while the others were having a turn with him. Those not currently inside of him were jerking off all around his body and some released ropes of cum that clung to his skin.

Liam wished so desperately that he could be in that position. Surrounded by good-looking, horny jocks. All of them wielding big cocks that would either be inside of him or shooting thick loads that he would feel clinging to his scales. Biting his lip and moaning out within his packed-up bedroom, Liam was furiously jerking his cock. His eyes were glued to the screen, putting himself in the place of the one jock being used by the others. As the video played out, he was being fucked over and over again. Cum was leaking out of his overly used hole and his body was a mess with cum as well. Their moans and the sounds of the jocks pleasuring themselves came from his laptop, making the video all the hotter for him.

In time, Liam was stifling his moan so his parents would hear him from downstairs. He reached his peak and was cumming underneath his desk. Panting hard as he did, the flamedramon basked in the blissful feeling that overcame him. Even after cumming he still wished to be in that submissive jock's position. After cleaning up and going to sleep, Liam's dreams were filled with all kinds of smutty scenarios that left him with a raging erection upon waking up.

It would be the last day before the move to college. The ride there wouldn't be long, just to the other side of the city but Liam would be taking all of his stuff there and starting his new life as a college digimon. Being already packed up, there wasn't much for him to do but wait for the time when he was meant to be on the road. He spent some time getting some things loaded into his car ahead of time, but after that he was then sitting in an empty room without much to do.

Still being filled with so much excitement, it didn't take long for the video he watched the night before to replay in his mind. Almost immediately, his erection returned and Liam felt that sense of need coming over him once more. This time the flamedramon didn't hesitate to unearth his phone. He was already on the hookup app and seeking someone that could scratch that itch for him. Luckily it didn't take long for Liam to find something promising. It was a profile that had no images but the description was very promising and checked off many boxes that Liam had been looking for.

He engaged in a message with the stranger and after asking if they were interested in having some fun he proceeded to wait for the reply. About a minute later, the stranger had responded and from there they engaged in some back and forth. Liam told a bit about himself, making sure not to reveal anything personal and the other male did the same.

After breaking the ice, Liam was more upfront about what he wanted. His desires to be dominated and treated roughly. The other male assured that he could do that and more. Liking the sound of that, Liam then asked if they could hook up. When an agreement was made, the two established a meeting place. From there, Liam was up and off to meet his latest hookup. When his parents asked where he was headed off to, Liam lied and told them that he was going to say goodbye to some friends. That worked and they let him go without any further questioning.

Liam had a usual place that he liked to set up the meetings. He couldn't take strangers back to his house so he ran the risk of going to his hookup's place or within their cars. Nothing bad happened so far and Liam was too excited to consider any repercussions at the moment. He only cared about having his needs taken care of. This would be the last time if he could help it. Being surrounded by hot guys at college would mean that he wouldn't need some app anymore...

When reaching the area he found a truck waiting for him. He approached it and the guy inside knew it was him as well, asking if he was Liam. The flamedramon nodded and confirmed that it was him. He was told to get inside and when doing so he was finally able to see who the other guy was. From the way he talked over their messages, Liam expected a big and buff guy. Well, he was right but it still wasn't what he expected.

Driving the truck was a large guilmon that looked to be in his mid-thirties. He was wearing a tank top and shorts that showed off the thickness of his arms and legs. Contrasting his muscle was a stomach that looked soft and a bit wide. He had a smile on his face when finally meeting Liam in person.

"So we finally meet," the guilmon said, speaking in a husky voice that matched his age. "Liam, huh. You can call me Byron."

The truck pulled from the street side and they were heading off for the guilmon's place. During the ride they talked and Liam found that this guy was very charming. Byron was intrigued by Liam going off to college and understood why the younger digimon was so excited. He told a bit about himself, doing odd jobs for the summer. The app was something he only just started using and he was still getting the hang of it, hence his lack of profile pic. Byron then revealed that Liam was his first hookup using the app and that clearly excited the younger male.

"Nearly there now..." Byron told him. The flamedramon was fidgeting in the passenger seat. Spending more time with the guilmon had him all the more excited to be with him in a more intimate manner. From what he could tell, Byron was a nice guy but their talking on the app led to him promising a good time that would lead to Liam being dominated.

"Here we are," Byron said, stopping the truck in front of his house. It was a nice looking home and Liam said as much. Together they got out of the truck and Byron led the way up to the front door and inside after unlocking the door. "Uh, don't mind the mess."

Indeed, when stepping inside of the living room, Liam could see a few clothes on the floor. Sometimes his room got a bit messy so he could understand and decided to not draw any attention to the state of the living room. Instead he and Byron made their way straight for the bedroom. In there were even more assorted clothes that were tossed about all over the place. They were clearly dirty and there was a light smell of musk that hung into the room, already leading to Liam gaining an erection in his pants.

"Ever heard of bondage?" Byron asked. The question took Liam by surprise and he honestly answered that he never had. "You're gonna love it. Just give me a moment to set things up..." The clothes on the bed were quickly tossed into a pile and Liam stood aside while the guilmon reached under the bed to pull out a box.

When opening the box, the flamedramon could see some handcuffs. The sight intrigued him and so did the sturdy looking straps that were being tied to the lower ends of the bed. After some more waiting, Liam could see that the bed was set up. He didn't understand all that was in front of him. Bondage was something he had heard of but never went out of his way to look up or experience in person beforehand.

But he figured the best way to learn was to experience it firsthand. Byron had been nothing but charming and nice so far. He was even starting to talk Liam through it when the time came. The guilmon watched the younger male undress and saw the erection between his legs. He smiled and guided Liam onto the bed. The flamedramon laid down and Byron started out with his legs. They were spread and his feet were tied with the bondage straps, keeping them apart.

"Looking good so far. Ready to kick things up a notch?" Byron asked, having the pair of handcuffs in hand.

"Yeah, I'm ready," Liam agreed. He did feel a bit nervous about having his hands cuffed but Byron assured that he would be there the entire time. Having done this many times before, the guilmon promised that Liam was going to enjoy this. With that, the handcuffs were put on and the flamedramon's hands were kept suspended over his head.

Being nude and bound by both his hands and feet, Liam was ready for the fun to begin. He watched as Byron began to undress. First his tank top came off and then his shorts did as well, making it quite clear that there had been nothing on underneath. This entire time, the older male had been going commando. The red and black digimon was fully nude as well, showing off his semi-hard cock to Liam. The blue lizard gasped upon seeing it. Even in its current state, the other male's length was thick and promised to be long as well.

Sure enough, Byron brought a hand down to tease his cock and Liam watched the flesh expand before his eyes. The guilmon proved to be a grower and when his cock reached full mast, it was a full 9 inches and its thickness was even more than before. The sight was more than enough to make Liam gulp. But rather than any semblance of fear, the flamedramon felt his hole aching and the desire to get started had taken over.

Byron didn't keep him waiting and he was on the bed and in between the younger digimon's legs. He chuckled when seeing Liam's privates, seeing that the future college student was of average size when it came to his cock but he had an appealing ass that caught Byron's attention. He wasted no time grabbing and kneading the smooth scaled cheeks. While Liam was bound, the straps had some give and his lower body was being lifted up a bit.

After reaching over to grab some lube, Byron applied the substance to his fingers and touched them to the soft. Liam shivered from the cold lube touching his tailhole but pleasure took hold soon after with two fingers being eased inside of him. As they slid in the rim itself was made to expand around the entering digits and a moan came from the younger male upon feeling those fingertips prodding his walls.

"There we go..." Byron said as he eased his fingers inside. Once having them reach a certain point, he began to twist them around, making sure that they were pressed down on the pink walls. Doing so made Liam arch his back, reacting to the feeling of having his ass teased and prepared in this way. The fingers reached in even deeper before being tugged backwards. From there Byron began to prepare Liam by pumping the thick fingers in and out. The pace was faster than the flamedramon expected and the feelings that came from this were stronger than expected.

"Ooah..." Liam moaned, feeling his hole starting to become a bit stretched from the fingering. The lube also made his insides slick and all the easier to penetrate. The back and forth motions made with Byron's hand were simple but it did so much for the younger male. His cock was throbbing and precum was leaking from the tip, making it clear that he was wanting for more.

Byron didn't intend to make him wait much longer and the sudden removal of his fingers left Liam with a literal empty feeling. The flamedramon strained about the cuffs keeping his hands bound and the straps that did the same to his legs. His movements were severely limited and that was something he had yet to get used to. And the sight made Byron chuckle as his hand drew back, being planted on the softness of the lizard digimon's rump. He was back to squeezing and groping it and Liam was left to squirm and bite his lip.

"Don't worry, I won't leave you hanging for long," the guilmon said. He was again pausing to get something from the nightstand. The wrapper of a condom was opened and the bigger digimon slipped it onto his hefty cock. As a final touch, the rubber-covered shaft was given a layer of lube before attention was back on Liam. He was in between the other digimon's spread legs and the tip of his cock pressed against the awaiting hole. The first touch alone was making Liam moan but his noises grew even more intense from the sudden penetration.

Byron was finally putting his words to action. Those promises of rough sex guaranteed to satisfy the younger male. It started with that first thrust. Thankfully the lubrication provided made it so that Liam took the thick cock without much issue but he still felt his tailhole being stretched wider before the sensation of being stuffed full made itself apparent. His back arched and his toes curled as the thrusting continued. Right out of the gate, the large guilmon was rocking his own hips and pushing his cock into the snug hole. Pumping back and forth, the lube allowed the condom-covered shaft to slide against the warm walls.

Joining Liam's moans were a few grunts from Byron. His hands were on the flamedramon's hips, keeping a good grip on them while his lower body was making repeated forward surges. The bed was already creaking and even moving a bit in time with the guilmon's movements. He was reaching in deep and enjoyed the squeezes of Liam's hole around his cock. Striking spots like the prostate caused that hole to clench down on him.

"See, I knew you would like it," Byron said as he continued thrusting. There was a smile on his face as he took notice of Liam's expression. On his face was a look of pleasure but Liam continued to strain against the cuffs and straps, clearly still not being used to the restriction they put him in. Moans came out load and a bit pitched, being a reflection of what the blue and white scaled male was currently feeling. That encouraged Byron to keep going and he made a few stronger forward surges to purposely thrust harder and reach even deeper inside.

Byron's strong hips slammed into the younger male's backside repeatedly and the sounds of their bodies smacking together could be heard alongside their own moans and pants. Liam was responding to the sensation of his hole being filled more than usual. The guilmon's cock was so thick and it pressed against his anal walls, guaranteeing that he could feel it.

"Is this what you were looking for?" Byron asked, still taking notice of the other male's expressions. Liam was clearly going through a lot at the moment, being unable to control his voice and the tightness of his hole.

Being unable to respond with words, the college-bound lizard nodded and strained against the bindings. He still wasn't used to having access taken away like this. His cock was straining and leaking from all of the prostate stimulation. At this point he was used to reaching down to stroke it. When things were getting intense during anal sex, Liam would often wrap his fingers around his length. But he couldn't do that right now, it only then occurred to him that Byron was the one in control. The most he could do was just lie there and let this all play out. Luckily for him, the guilmon was providing everything he wanted. Taking deep breaths to steady himself, Liam could feel the pleasure rising in real time.

Feeling something so big sliding back and forth inside of him was enough to bring pleasure but this was the first time he could really feel it climbing. His cock was steadily pulsing harder and precum was leaking out in heavier amounts. The warm fluid could be felt oozing down his shaft and even down the curvature of his balls. He could do nothing to clean it up and even as it started to dribble onto the bed, neither of the digimon minded. Byron let the stuff flow out as well, instead focusing on his own pleasure.

Even with the condom on, he could feel the slick and warm walls caressing his cock. It felt so good to grind his dick against them. His sounds of delight weren't as prominent as Liam's. He was continually groaning and panting, letting his huskier voice be heard. The thirty-something year old showed his experience by touching just the right spot each time. Not only did he touch the prostate, but he struck other spots that forced a bigger reaction out of Liam. This earned him more of those tight squeezes down on his shaft, much to his own delight. Byron humped against them, sliding his inches into the deeper part of the flamdramon's tailhole. They both enjoyed each other and the pleasure between them was only rising higher as time went on. The motions of Byron's hips were getting faster, the smacking of their bodies making contact was heard at a faster rate as well. Precum was collected in the reservoir of condom, being a plentiful amount like Liam's.

The pace was getting faster and their voices were getting louder as well. It was clear that the both of them were getting close to their limits. Liam raised his voice and squirmed against the bindings around his wrists and ankles. Panting hard and clenching his teeth, the lizard digimon was ready to shoot his load but he suddenly felt a grip on his balls. Byron had a hold on the other digimon's ball sack but it was in a certain way. The guilmon's fingers were wrapped and keeping a pressure that didn't feel entirely pleasurable but the continued thrusts into his ass were getting him all the closer to his limit.

He was ready to cum but Liam found that he couldn't. That feeling, being just on the cusp of his orgasm, never left him. At this point the guilmon was pounding away into him without letting up and he was sounding close to his own orgasm. Of course, Liam couldn't do anything to change his situation. Being stuck in this state of near-climax left him unable to form proper words and struggling did nothing to help him either. For a moment he forgot that he was pretty much at the older male's mercy.

As the flamedramon continued to struggle, Byron was still going strong and he was ready to blow his own load. With a few more hard humps to round it out, the musclegut digimon was groaning deeply. His humping had ceased and his cock was buried into Liam's depths as it pulsed and spurt cum into the awaiting condom. Liam could feel the throbs and warmth of the rubber being filled up with seed. While he did find enjoyment from the sensation, he was really looking to get off as well, still awaiting the removal of Byron's fingers from his balls. The younger male still didn't understand how he was prevented from cumming but he hoped that it wouldn't last much longer. When the climax came to an end, Byron pulled himself free and at the end of the condom was the cum spurt from the tip, weighing the expanded end down.

"Damn, that was some good hole..." Byron said aloud.

"Y-yeah. Uh, can you-"

"Just give me a moment, Liam. I'll just be a minute," the guilmon said. To the younger male's surprise, he got up and walked out of the bedroom.

Still bound by his wrists and ankles, there was no way for Liam to free himself or even touch himself at the least. His cock was straining and he could feel the mess of excess precum that leaked from the tip. He could feel the sensation of his orgasm ebbing away but that made him no less desperate. It was only then that he realized his mistake. How could he be foolish enough to let some stranger cuff him like this? There was nothing he could do until Byron decided to release him. The longer he was by himself, the more the flamedramon started to panic, fearing the worst for himself.

Byron did come back but he returned with a few things. There wasn't a condom on his cock now and the cum had been cleaned from it. But Liam was more focused on the ring looking thing in the guilmon's left hand and the handheld camera in Byron's right hand. And as for the guilmon himself, there was something different about him. The look of his face was eager but carried something darker behind it that made Liam feel unease.

"Sorry for making you wait so long but I just had to be sure about something," Byron said. He set the camera down on the nightstand but kept hold of the ring. His hands were then on Liam's privates again, gripping and tugging his balls with one hand while fastening the ring around the point where his balls started, just underneath the cock. It was tight there and a bit uncomfortable, feeling close to a persistent pinching.

"For some reason your name just kept bothering me. There was something about it that I couldn't recall. But then I remember approving a Liam's college application a few months ago. And come to think of it, he was a flamedramon as well," Byron explained.

Liam gasped upon hearing this. So this guilmon worked at the college he went to and even approved him. He didn't know what to make of this sudden information. Byron said that he was a truck driver for the summer. Had that been a lie or was the guilmon working another job during the summer months. He would be heading to college tomorrow and if Byron still worked there, it was possible that they would see each other again... But until then...

"Now listen here," Byron said while getting the camera. "I can make your college life a living hell. But if you just do what I said you could cruise through your four years without ever needing to worry about anything. I have that kind of power. But we're gonna have to work together."

"W-what would I have to do?" Liam asked, feeling as if he already didn't have a choice in this matter.

"Nothing you haven't done before. You see I'm also a professor and it can get pretty stressful. So you're gonna be my little stress reliever. And every time you're gonna be tied down and I'm gonna film all your moans and struggles. You be a good boy and keep my balls empty and I'll make sure that college will be the best four years of your life. Oh, and you'll be servicing me even during the summer breaks. Seeing as we don't live very far apart, there's no reason you can't drop by to 'catch up,' right?"

Liam nodded and agreed to all of the guilmon's demands. He was called a good boy and Byron moved himself by his head. Taking hold of the back of it, Byron shoved Liam's head down onto his thick cock and was moving back and forth. The whole time he filmed the younger male taking all of his inches. Every moan and gag was caught on film. Byron was like a whole other person, calling the flamedramon a good cock sucker and a perfect slut. And despite how wrong it was, to be used and blackmailed for regular sex, Liam couldn't help but feel a sense of thrill. In a way, he was one of those guys in the porn videos he liked to watch. He was being used by someone bigger and stronger, all while it was being filmed...

The time soon came for Liam to go to college and he adjusted to the life and newfound freedom it provided. He had a roommate and made new friends. And one of his classes just so happened to have a familiar looking guilmon as the professor. Liam could only guess that Byron pulled some strings to get him in his class or perhaps he was already the guilmon's student and never knew. Either way, at the end of every class, Liam was asked to stay behind. While others assumed that he was flunking, the calm and kind demeanor of the professor would change into someone who was dominant and sexually cruel.

It wasn't long before Liam was bound up again, given no access to his own cock. It wouldn't have mattered anyway. He was at the mercy of Byron's whims and the guilmon had fastened his cock and balls with a chastity cage. Its effects were much more than what the ring [ut him through, keeping his balls full but his cock confined as well. While he strained from the need to touch himself or from the swelling of his balls' building need to release, Byron only cared about his own pleasure. His fucking was rough and brutal, filling the room with the smacks of their bodies and his deep grunts of satisfaction. Sometimes he would wear a condom and other times he went in bareback, plunging his cock along the softness and tightness of Liam's insides. But every time there was a camera filming him. He could do nothing to cover his face or keep himself from making noise, the camera would capture it all. And when the professor came inside of him, the camera would pan out to show the load spilling out of his stretched and used hole.

The filming would continue, showing Liam in a state of desperation. He would strain and groan from his own need to cum. But Byron would continue to edge the needy college student, never allowing him to blow his load. Even after being used, Liam still wasn't allowed out of the cage and Byron made it clear that he wanted to keep the flamedramon confined for all your years of his college attendance. Liam couldn't object to this; his reputation would be over. There was not only that first video but many others that Bryon filmed, and with his power the guilmon could easily send them all to any of his other professors or any of the higher-ups in the college.

It wasn't exactly as he expected it, but Liam was enjoying the newfound freedom that college provided. He was given exciting sex on a regular basis and as promised, Byron made sure he sailed through college without much trouble. He found himself looking forward to "extracurriculars" with his professor and the limited pleasure that came from it. And when attending his classes, it was hard for Liam to focus because Byron always had that look in his eyes...