Breaking Free [M/M] (closed for garajd)

Simon barely touched the coffee himself - he was quite contented to have started his morning by downing a nice big load of cum. He was happily distracted making the four men happy, his eyes drinking in the sight of their bodies as they drank their coffee.

At Mr. Dalton's question, Simon grinned and pressed affectionately against his side. "I see lots of things I like. Four things in particular. And I don't think I'm nearly dirty enough."
 
"I am quite sure that we can take care of all your naughty desires, Simon," Allen replied with a smile. "I have a feeling that Shorty got the benefit of your talented mouth earlier this morning, so that leaves Charles and Frank. I know that we are all interested in seeing if you can handle Pencil Dick's length; we know you can take it in your pussy; let's see if you can take him in your throat. OK with you Frank? Let our young slut here get a taste of your sweet cock; tell us if he can suck it as good as your wife."

Frank set down his cup, gave his cock a couple of strokes, then leaned back and waited for Simon to tackle his long, thin dick.
 
Simon suppressed a laugh at the nickname and gamely knelt down in front of Frank. He wasn't sure how far he might be able to take a cock down his throat, even a skinny one, with his limited experience. He was, however, more than willing to give it a go.

He started by thoroughly licking the length of it to excite him, and then began sucking around the tip as he wrapped both fists around the shaft. He took his time sucking down the long, slender cock little by little, to let his body grow accustomed to it. He managed to avoid the gag reflex when it hit the back of his throat, and after letting his throat get used to the invasion, he repositioned himself at a better angle to take Frank deeper. Blinking rapidly, and furrowing his brow in determination, he attempted to swallow back the sweet flesh, fighting his way forward.
 
The three men stood by, sipping their coffee, watching Simon approach Frank . . . each of them had seen Frank's wife swallow her husband's sword with ease, his balls bouncing on her chin . . . and they had each given it a try, getting close but always have to struggle for that last half-inch or so.

As Simon took it in, bit by bit, the other three could feel their cocks rising at the display in front of them. Soon, the small kitchen was quite a show for anyone who could view it . . . Simon getting close to swallowing Frank . . . Frank breathing hard and caressing his balls as Simon brought him close to his first orgasm of the day . . . three hard cocks being stroked in unison.

As Simon worked on Frank's dick, Allen, Charles, and James formed a circle around Simon, ready to shower him with a full blast of hot cum when Frank unloaded in the young man's throat.
 
Simon was battling his gag reflex hard, and tears were now streaming down his cheeks as he began to take inch by gradual inch down his throat. It was a painful process, but he was still getting off on the pleasure he was able to bring Frank, and that of the other men gathering around, stroking themselves. He had never attempted this before, but he was determined to be an expert as soon as possible.
 
As the group of three stood around, it was obvious that Simon was struggling with Frank's dick . . . the group all knew that Frank's length was the top of the group . . . Allen and Charles were about the same in length and thickness . . . and then there was James (Shorty); only about 5" in length, but much thicker than any of the group. Simon had already struggled to get his mouth around James, and succeeded.

While Simon may not quite be the expert cocksucker he wants to be, he is definitely making progress this weekend. With a gasp from Frank, the three realize that Simon had indeed swallowed Frank's length . . . and Frank's balls are resting on Simon's chin.

Frank took a deep breath, then started slowly fucking Simon's face . . . and within a couple of minutes, the signs of an impending release were all over Frank's face. The other three increased the intensity of their stroking . . . ready to let three loads fly onto Simon's naked body.

Allen looked at Frank, "Whenever you are ready, Pencil . .. we are all ready to shoot our loads all over our slut."
 
Simon struggled hard, pushing past the discomfort in pursuit of the pleasure of the man he was swallowing down, as well as the pleasure of his spectators. He wanted to achieve something both he and Mr. Dalton could be proud of.

When he'd started out, he had been certain he couldn't do this, but unexpectedly he found Frank's public hair tickling his nose, and a warm set of balls beneath his chin. He held onto the tall man's hips as he began to fuck, not giving himself the option of pulling off. He wasn't sure if he would feel Frank cumming, buried far down his throat as he was, but he certainly did feel the man's long cock grow even more painfully rigid, even expand a little as Frank reached the edge. Simon's streaming eyes grew wide.
 
Just when it looked like Simon would not be able to take all of Frank, the three looked over and saw Frank give them the thumbs-up; not only was he balls deep in Simon's throat, but the intense look on his face indicated that he was close to unloading his hot seed in the young man's throat.

Allen looked at the other three, "Let it go, boys. Let's give this slut a treat he won't soon forget." With a gasp, Frank felt his cock start sending spasms of cum down Simon's throat; as Simon began to gag again, Frank pulled out and sprayed the rest of his cum over Simon's face. The other three began shoot ropes of hot cum on Simon's back and shoulders.

Looking down, Allen could see how hard Simon was . . . how soon would he cum?
 
Taking a load directly down his throat was a singular sensation, and Simon was thrilled he was able to do it even while the tears poured more freely down his cheeks. His strained throat was relieved when Frank pulled out, and Simon could barely see now - he closed his eyes and leaned back a little, taking the rest of the tall man's load all over his face as the other three painted his upper body. He felt the heat splattering his bare flesh and slowly dripping down.

He wasn't sure he'd be able to speak for a while after what he'd just subjected his aching throat to, but Simon leaned back a little further, opening his eyes slowly and smiling drunkenly up at the four men, displaying his rigid, upstanding cock in tacit invitation, twitching in the hopes of some relief.
 
As the semen assault on Simon came to a conclusion, four cocks creating a new layer of cum on Simon, Allen looked down at him, "It appears that you are ready to blast out another load yourself, Simon. Lie down on your table. We would all enjoy watching you jack off and add your own cum to the collection on your body. Let's see how far you can shoot that load up your chest."

The four gathered around Simon as he lay before them, reaching down to grasp his hard cock and began to stroke. "Take you time, Simon. Let's see how long you can make this last."
 
Simon smeared the mess on him all across his chest and teased his nipples as he lay back on the padded table in the living room, getting himself extra hot and bothered as his audience gathered around to watch him pleasure himself. He imagined his uptight, ultra-conservative Republican Senator dad walking in on this scene, and it would have almost been worth giving up everything just to see the look on the bastard's face.

This is who I am, like it or not!

He grinned at each of the men in turn, eyeing their different bodies and finding them each of them appealing in their own way. He took his time slowly stroking himself, easing off whenever he felt close to cumming, blissfully edging and continuing to tease his cum-smeared nipples in between.

"I can bust anytime," he murmured. "Just say when."
 
Although each of the four had just cum . . . Frank down Simon's throat and the other 3 all over his chest and nipples, the sight of Simon lying back, stroking his erection to the point of eruption and then backing off was having its effect on each of the older men and four cocks were starting to show some "life".

Allen looked down at the stroking Simon, "Go for it you little slut. Let's see if you can reach your nipples with that cum."
 
Simon's resilient young body was more than ready to release a substantial load. Watching four older men, who had just cum all over him, get hard all over again watching him jerk his hard cock was the biggest turn-on.

When Mr. Dalton gave the word, Simon jerked harder and faster, and very shortly let out a loud groan, arching his back and spurting a spectacular fountain of white that reached all the way to his chin.
 
As Simon's blast tracked up his belly and chest, and a spurt or two landed on his chin, he earned a collective gasp from the group circled around him.

Charles spoke for the group, "Well done, Simon. I think the rest of us need a little more recovery time before we can continue any of the games today. And, I am sure that Allen will want to lead us on his naked hike around the lake this morning. Say in about 30 minutes?"
 
Simon lay back on the table looking rather spent and very satisfied as he languidly licked up a little of his most recent cum. His expression brightened when Charles spoke of a naked hike.

He sat up, intrigued. "Seriously? You guys go outside... like this? What if someone sees...?"
 
Everyone just smiled; James explained, "Yes we are. I don't think anyone else is up here this weekend. But if they are, they have probably seen us in the past when we take our naked hike . . . and a few have actually joined us. So don't be surprised if there are more than five when we finish our hike. Damn, we've even had a couple of wives join their husbands on this trek."
 
Simon's eyes went very wide at this. It was an exciting thought, but also a bit nerve-wracking. "Aren't you worried about seeing someone who knows you out here? Someone who might blab?"

He smiled almost apologetically. "Maybe it's just me who thinks of these things. I've been raised to be concerned with little else than public image."
 
The four just chuckled at Simon's concern for their public image. Allen explained, "Obviously, you missed the sign when we turned into this area that said "clothing optional area. Private property." All of the cabin owners up here have agreed to this being, basically, a nudist camp."

After a second cup of coffee, and trips to the bathroom to piss off the first cup, the five grabbed their sandals and headed out for their morning hike. Allen took the lead, but the men actually walked as a group. They did walk past a few cabins before reaching the path leading around the lake; apparently, they were the only group up at the cabins this weekend.

From time to time, one of the men would reach over and grab a handful of Simon's ass, just to see him jump at the attention. By the time they were just a quarter of the way around the lake, Simon was walking with a full hard-on, much to the delight of the other four.
 
Simon found it very strange to be outdoors nude at first, with the breeze tickling every inch of his bare, cum-stained skin, but soon he was loving it. He'd grown fond of showing off for the men, and the possibility of others seeing him and knowing what was going on in their cabin this weekend was becoming more and more exciting.

As they walked, Simon now and then drew close to one of the men, rubbing up against them, being sure to spread his affection around, and enjoyed the groping as he grew harder and harder.
 
As they came close to a wooded area on the far side of the lake, Allen led the group into the trees, effective shielding the group for anyone watching. "Gentlemen, there is one thing we need to take care of before the weekend is over. And it looks like Simon is in a condition to complete this. Simon, it is time for you to take your first man cunt. Having discussed this with the group before starting out this morning, we have all agreed that Frank will be the one to give you that honor. Frank, assume the position here on the ground."

With a giant smile on his face, Frank quickly found an area covered with leaves, giving him a comfortable cushion for his hands and knees. James had been carrying a tube of lubricant; he stepped forward and after smearing a glob on his hand, coated Frank's tight opening and also smeared a heavy coating on Simon's erect shaft.

Allen looked at Simon, "OK, Simon, it's time."
 
Simon looked around at the group, surprised. He had considered himself the men's designated cum dump, and hadn't expected to be put in a position of fucking another. He wasn't sure how he felt about it at first, but quickly realized what a huge honour this was. He was more than just a toy to be used - he was being initiated into manhood.

He smiled around the group, particularly when his hard, throbbing tool was lubed up, and approached Frank with a pounding heart, reminding himself not to get too big for his britches - this didn't mean he was an equal. He was only just getting started.

It was strange, getting behind a man who had had his extraordinarily long dick in both ends of him so recently, and Simon hoped he could satisfy.

He started to kneel down, but discovered before he got halfway there that Frank was so tall, he wouldn't have a hope of properly fucking him if he were on his knees. Simon instead widened his stance, and bent over Frank, bracing himself with a hand between the man's shoulder blades. With his other hand, he reached down to point his cock in the right direction. He heard and felt Frank take an anticipatory breath when his glans met the man's pucker. Simon glanced around, taking in the expressions of the three men watching with great interest, and grinned before pushing forth with his hips, firm and direct, trying to drive his entire length in at once.

Hot, tight flesh squeezed his cock as he felt his balls press right up against Frank's ass.

"Ohhh!" he groaned loudly.
 
The men had all agreed that Frank would be the best for Simon to fuck first; from all their experience together, Frank was usually most able to accept any cock that approached him, even the sparkplug that James brought to the game.

As Simon approached Frank, the others stood around and kept their focus on Simon and his body language; everyone was quite sure that Simon was more submissive and not likely to be looking for someone to fuck, but rather, for someone to fuck him. That being said, once Simon decided to follow thru on the direction from Allen, Simon literally jumped at the chance and focused all his efforts on being successful.

As soon as he was balls deep in Frank, everyone had their own guess about how long Simon would last before busting his nut in Frank!
 
Fucking was a very different experience than being fucked, and while Simon did his best to fuck Frank hard and fast, to give them all a good show, it took him a while to get toward a climax. He was distracted away from the physical pleasure by the pressure to perform well, though his cock was still rather enjoying the experience.

He looked around at his spectators again, and finally let loose, spurting his load deep inside Frank with a grunt. He pulled out for his last few spurts, letting them splatter all over Frank's ass and lower back.
 
Allen watched as his young soon to be son-in-law fucked one of his closest friends,, noticing a hint of fear on Simon's face; a look that definitely indicated that Simon was definitely a submissive, more comfortable in that role.

As the activity in front of him intensified, Allen was pleased to see that Simon was able to complete the act and explode his hot seed into Frank's tight man pussy . . . a pussy that every man in this group had enjoyed at one time or another.

And, as usually happened when Frank was fucked, his cock was now fully erect; Frank loved to be fucked and showed his appreciation for a good fucking sporting a solid erection when he felt the hot cum flood his ass.

As Frank stood and turned to face the group, Allen said, "Simon, it looks like Frank has a prize for you as a reward for fucking him. Think you can handle it?"
 
Simon stood shakily, looking very proud of himself. He gazed over Frank and his state of arousal, grinning.

"Oh god, yes," he exhaled, hastily assuming the position Frank had just been in - down on the leafy ground, on all fours, with his ass eagerly presented. Though he had just cum, he was raring for what would be his real satisfaction - having a nice big cock buried deep inside him.
 
Back
Top