Disclaimer: This is adult oriented original fiction depicting explicit sexual situations and graphic sexual situations between adult men. Some of the things depicted here may be considered unsafe sex. These acts are in the context of a fictional story and not recommended in real life. Always play safe. By reading further you are accepting this as natural behavior, and claiming to be of legal age to enjoy such material.
If you like what you read here you may send feedback to mnhowler@aol.com or docswain@aol.com You may also check out my slash fiction at: http://docswainslounge.warped.com
Jerking With Jason: A Day with Dooley By R. A. Swain
"Wednesday's a boring day," Dooley said as he pulled his jeep into the mall parking lot. "I'm glad you were around."
Jason shrugged. "I get lucky sometimes and can get off early, from work I mean." He caught the snickering looking on Dooley's face. "Man, you think about sex more often than even I."
"I think about sex twenty-four seven," Dooley replied. "Hey, I meant to ask you, what are you wearing under your slacks?"
"Oh sure, that's a normal question a guy asks another guy," Jason replied. He had just gotten home from work and was heading to his condo when Dooley caught sight of him in the parking lot and had asked if he wanted to go to the mall with him for an hour? So Jason hadn't changed, instead opting to just loosen his tie, and ditch his jacket in the back of Dooley's jeep.
"I'm freeballing under these shorts," Dooley said, referring to the loose fitting khakis he was wearing.
"It figures," Jason said. "I'm wearing boxers."
"What kind?"
Jason paused. "Why?"
"Just answer the question," Dooley pressed.
"Tasmanian Devil print cotton boxers," Jason answered reluctantly. "What are you thinking?"
"Nothing, I was just asking." He pulled into a parking space and the two buddies walked across the parking lot to the mall. As they approached the door, Dooley turned to Jason and said, "I dare you to pull your fly down and leave it down while we're in the mall."
Jason hesitated. He looked around. Go on, he thought. You know you want to do it. He made sure no one was looking his way, and he quickly opened his fly. "You're on."
As they entered the mall Jason was more self-conscious of his open fly. Dooley kept glancing toward Jason's crotch and smiling. Jason hadn't realized it, but when he opened his fly he spread it slightly, perhaps out of habit, and his boxers, being a dark blue, showed very plainly through the open fly of his light tan slacks. He noticed a couple people giving him extended stares, as they walked to the electronics store where Dooley needed to go.
Inside the store Jason stood waiting while Dooley checked out stereos. As was Jason's habit, he stood with his hands in his pockets. Dooley kept glancing toward him, and Jason just thought Dooley was trying to psych him out. He noticed the salesman also kept glancing toward him, which he figured was because his fly was open and noticeable. He didn't realize that by standing with his hands in his pockets he was spreading his fly wide open. Nor did he realize how much he was enjoying the fact his fly was open until he stopped to think about what kind of dare he was going to give Dooley in return, and realized he was growing a semi.
"Nice boxers," Dooley whispered as he passed Jason. "I dare you to keep your hands in your pockets for the rest of the time we're in the mall."
Jason looked down and realized what he had been inadvertently doing. He looked up and caught the eye of the salesman, who was smiling at him, and felt himself blush. He nodded to Dooley, and stepped over next to him. "You're on."
He continued to stand around the store, following Dooley up and down the aisles, fighting the consuming horny feeling that the act of exhibitionism inspired in him. He was essentially flashing, sort of, and enjoying it in a not so innocent way. He realized he usually enjoyed showing himself off, but this time he was showing himself off on a dare from someone else.
Dooley finished browsing the stereos, and they left the store, with the salesman looking after both of them. Now as they walked back through the mall it was very evident Jason was getting looks. Finally a teenage guy who passed them circled back and said, "Hey Mister, your fly's open."
Jason stopped and looked down. "Um, so it is. Thanks."
"No prob," the kid said and walked away.
"Should I zip up?" Jason asked Dooley, glancing around to see who might be watching.
"No, keep walking. We're almost out of the mall. In the parking lot you can zip up."
Jason did as Dooley told him, waiting until they reached the parking area. "Now can I zip up?"
Dooley smirked. "Yeah, you completed the dare."
Jason zipped his fly and turned to Dooley as he climbed into his jeep. "I dare you to take your shorts off for the ride back home."
Dooley's eyes widened. "You know I'm freeballing? I told you, right?"
Jason smiled. "Your t-shirt should be long enough to hang down over you sides."
Dooley looked at his open door jeep, without the top on. He climbed in, and quickly shucked his shorts, arranging his t-shirt. "I'm taking the back roads back home."
Jason laughed. "Suit yourself, but you have to exit onto the highway from the mall." Dooley snarled and started the jeep. The minute he began driving he realized he couldn't hide his nakedness, as the breeze blew his t-shirt up his belly. Jason laughed. "I dare you to keep your hands on the steering wheel the whole way home."
Dooley looked at Jason and tightened his grip on the wheel. He felt the thrill of being exposed running through his blood, and coursing through the veins to his growing cock. "Man, I'm getting wood from this. I just hope I don't pass any cops."
Jason sat admiring Dooley's cock, which was now sticking straight up against his belly. "I hope not too, but this is worth the sight."
Dooley looked around as he exited the mall parking lot onto Route 18. He floored the jeep and made it through the light to the first turn off. "I dare you to strip down to just your boxers for the ride home," He said to Jason.
"You're on." Jason replied. He opened his belt and shucked his pants as Dooley buzzed along down the suburban streets, and then opened his shirt and pulled it over his head, leaving him in just his boxers, socks and shoes.
Dooley slowed down for a traffic light. "Damn," he muttered.
"I dare you to stroke yourself while the light's red," Jason said.
Dooley glared at Jason, dropped his hand to his rock hard cock and stroked himself for about one minute. It was just enough excitement to start his dick drooling precum. He could see the cars on the opposite side of the light lining up. "We could get into real trouble doing this," he said.
Jason smiled. "Yeah, I'll go easy on you from here on."
"Me too, Dooley said, adding, "I dare you to hang your cock out of your fly for the rest of the ride home." He stepped down on the gas pedal as Jason fished his semi-hard cock out of his boxers.
"Are you enjoying the feeling of the breeze whipping against your cock as much as I am?" Jason asked, as Dooley made a left onto Highland Avenue.
Dooley laughed. "It's the best. I love this feeling." He approached the condo complex entrance and made a right. "I've got a few things to do right now. I dare you to meet me at the Parkview Diner at eleven tonight, wearing only your boxers and a t-shirt and sneakers."
"You're on," Jason replied.
Now Jason stood in the parking lot of the diner, reflecting back on the earlier part of the day and enjoying the memories. It was almost eleven, but the time didn't matter. He was wearing a pair of slightly baggy silk boxers, a wife beater t-shirt, and sneakers. The weather was warm enough not to really stand out, yet his attire was more then enough to stand out if anyone really took notice of the boxer shorts.
He felt a slight thrill of excitement run up his spine and through his cock. He only hoped he didn't get an erection before he got seated. Mustering up his nerve, he walked across the parking lot and into the diner. The hostess didn't seem to notice anything out of the ordinary. She was about to usher him to a booth when he spotted Dooley sitting in the back booth. "Never mind, I see my friend," he said, pointing to Dooley.
He walked back past a table of guys near his own age, also wearing warm weather clothing, but none in boxer shorts. He did get a couple glances from them, but tried to play it cool. He stopped two booths later in front of Dooley. "Well, I'm here."
"I can see that," Dooley said.
Jason took notice of Dooley's attire. He was wearing a similar t-shirt, but had on a pair of baggy khaki shorts, and sneakers. A bit less exposed than him, but okay. He took the seat opposite Dooley. "Now what?"
Dooley smiled. "You know the rules. I owe you a dare."
Jason smiled. "Are you wearing anything under your shorts?" As he spoke the young waiter stopped at the table.
"Hi guys, I'm Pete and I'll be your server tonight. What can I get you tonight?"
"I'm Dooley, and this here's Jason. I'll have a coffee," Dooley answered.
"Iced tea," Jason said.
Pete turned to leave and glanced back at Jason before heading for the counter. Jason and Dooley both noticed how Pete checked them out. "Do you think he realized what I'm wearing?" Jason asked.
"That's the risk," Dooley said. "And to answer your first question, I'm still freeballing under these khakis."
Jason smiled. "I dare you to hang you cock out of the fly and place your napkin over your lap."
Dooley glanced around, noting the young guys two tables behind them were laughing and talking and not paying attention, and the hostess was engaged in a tabloid magazine, and no one was paying any particular attention to them. He casually dropped his hand to his lap, and slowly opened his fly. He got it wide open and reached in just as Pete came around the counter carrying the drinks. He quickly pulled his cock out and placed his napkin over his lap before Pete got to the table.
They waited while the drinks were placed before them. "What else can I get you guys?"
"Nothing right now," Dooley said.
"Nothing for me," Jason said. He watched Pete turn to walk away, and noticed him stop and glance back again.
"I guess you owe me another dare," Dooley said, gesturing toward his lap.
Jason shrugged. "I guess. What'll it be?"
Dooley smiled. "I want you to get your cock hard, but not cover your lap."
Jason looked around. If his got hard his boxers would tent up very noticeably, and he knew it. Well, he thought, that's the risk. He dropped his hand to his lap and slowly, as to not attract attention, began to grope his cock through his boxers. As he did so, he noticed Pete behind the counter glancing toward them. "Damn, Pete saw me groping myself," he whispered.
Dooley laughed. "That's the fun of dares. Are you hard yet?"
Jason shook his head, "Almost. It's gonna be really noticeable."
Dooley smiled, "All the better."
Jason brought his hand back up on top of the table. "Done," he said as Pete approached the table.
"Here you go," Pete said, placing a bag with Dooley's cheesecake in it on the table. He glanced toward Jason. "Those are really cool shorts you're wearing," he said.
Dooley smirked, while Jason blushed. "Thanks," he said.
Pete casually glanced at Jason's lap, and the tenting boxers, "Really hot cool shorts. Can I get you guys anything else?"
"Not at the moment," Dooley answered.
He watched the young man walk away. "I dare you to get yourself hard," Jason countered, also watching Pete's tight hot ass walking away.
Dooley dropped his hand to his lap. "This is gonna be interesting," he said. He gestured with his eyes toward the counter where Pete was standing watching them. "If I do this, the waiter is gonna see me."
"That's the risk," Jason replied.
Dooley casually slipped his hand beneath the napkin covering his crotch and began to slowly play with his exposed cock. It didn't take long for the napkin to tent up with is boner beneath it. He glanced across the diner to the counter and saw Pete standing there, smiling. "He watched me," Dooley said to Jason.
Jason looked toward the counter. "He's coming over."
Pete approached the table. "Are you sure I can't get you guys anything else?"
Dooley shook his head. "I don't think so."
"Can I ask you guys something?"
Jason and Dooley both nodded.
Pete took a breath. "What are you guys doing?"
"What do you mean?" Dooley countered.
"You know what I mean," Pete answered. "I've been watching you two playing with yourselves over here. Don't deny it."
Jason cast his eyes downward, and noticed Pete's crotch was also tented a bit. "And have you enjoyed what you watched?"
Pete paused before answering. "Yes," he finally replied.
"Would you like to see more?" Dooley asked.
Now it was Pete who looked around before answering. "Yeah, I would."
"What time do you get off work?" Dooley asked.
"In an hour."
Jason leaned forward in the booth. "If you want to party with us, you have to do a dare," he said, staring at Pete's crotch.
"Uh, not here. I mean, I can't do much at work," Pete said.
"You'd be surprised," Dooley said with a smirk.
"Okay, just nothing to get me fired," Pete replied.
Dooley and Jason exchanged glances. "Are you wearing underwear?" Jason asked.
"Yeah."
"What kind?"
"Briefs."
"White?" Jason was guessing.
"Yeah," the young waiter replied.
Dooley smiled. "Go into the bathroom and take your underwear off. Leave it in a stall, hanging on the back of the door. I'll collect it and you can have it back when you meet us later in the park down the road, at the basketball courts."
Pete paused for a moment and Jason and Dooley wondered if the hot young man would accept the dare, and if he would show up in an hour? They didn't have to wonder long. Pete smiled and laughed. "I'm in. Excuse me."
The watched as he walked away from their table, stop at the desk for a moment and then cross to the restrooms. A few moments later he reemerged and winked at Dooley and Jason. Dooley nodded and turned back to Jason. "You'll have to get them, since you've got me sitting here with my cock poking out."
"I don't have any pockets," Jason said.
Dooley smiled. "Yeah, you don't. That's your dare. Go get Pete's briefs."
As it was, Jason was boned up from the previous dares, but the thought of finding Pete's briefs hanging on the back of the door of a bathroom stall got him even harder. He stood up and tried to shift his cock a bit so it was less obvious tenting out the front of his boxers, but it wasn't all that possible. He did get a few glances from the college guys who sat a few booths back, but he moved quickly to the restroom.
Inside he relaxed for a moment, and adjusted his cock so it wasn't tenting out the front of his boxers so noticeably, then he went to the stall and pushed open the door. Stepping inside he closed the door and found a pair of medium sized white bikini briefs hanging front the hook. He grabbed then and held them to his nose, inhaling deeply with his eyes closed so he could imagine Pete pulling his pants down and standing where he now stood, naked from the waist down, his cock puffing up from the excitement of accepting the dare. His own cock pulsed in his boxers. He balled the briefs up in his hand and reluctantly left the restroom and returned to his table.
"Did you find anything in there?" Dooley asked.
Jason smiled and pushed the briefs across the table toward his companion. He caught sight of Pete standing behind the counter, and let the briefs out of his hand more visibly so Pete could witness the exchange. He wondered whether Pete was excited by the thought of two customers he sort of knew in a professional way handling his briefs while he stood watching?
"Ready to leave?" Dooley asked, drawing Jason back to the moment.
"Yeah, you can slip your cock back in your shorts, but leave your fly open while you pay and leave,' Jason replied, still thinking of Pete and what they were going to do in an hour.
A short time later the two men sat on a bench in the park near the basketball court. "Do you think he'll show?" Jason asked.
"Oh yeah," Dooley answered. "The kid is turned on by bets or dares. You could see it in his eyes. I'll bet he was popping a boner the entire last hour."
"So what should we make him do?" Jason asked. He leaned back on the bench, his cock jutting out of the fly of his boxers; another dare from Dooley.
"I know what I'd like to see him do when he gets here," Dooley said, glancing at Jason's stiff cock.
"Yeah, but I want to see him do more than just go down on me," Jason said.
"You're right," Dooley agreed. "You can put your cock back in your boxers before he gets here."
They sat a few more minutes in the warm evening air, before they saw a man walking down the path and across the grass toward the basketball courts. It was Pete. They could tell from a distance, and as he got closer they saw the young man, his white shirttails pulled from his pants and the top three buttons undone.
"Well you had the courage to show up," Dooley said when Pete reached them.
"Yeah, I couldn't resist the urge to find out what you guys are all about," Pete said. He pulled a pack of cigarettes from his shirt pocket and withdrew a cigarette, placing it between his lips and lighting it. He drew in a deep breath before speaking. "So do I get my briefs back?"
Dooley looked at Jason. "What do you think?"
Jason shrugged. "Tell us about yourself, Pete? How old are you? What turns you on? What made you accept the dare tonight?"
Pete took another drag of his cigarette. "I'm 20, working my way through college in a crappy job, and everything turns me on."
"Everything?" Dooley repeated the word in a lascivious tone.
"Well, almost everything," Pete corrected.
"I owe you dare," Dooley said, "since you accepted my dare."
Pete eyed him. "So that's all there is to this? I do a dare and then I get to dare you?"
"Yeah, just a simple game of dare," Dooley replied. "What kind of dare do you have for me?"
Pete paused to think. "I don't know, I'm new at this."
"So you've never done dares or bets before?" Dooley asked.
Pete shook his head. "Not really. I mean, I did whip my dick out on a school bus once on a dare from my friend Robbie, but that's about it."
"And you never thought about dares or bets aside from that?" Dooley probed.
"I didn't say that," Pete replied. "I just never did much."
"So hit me with something easy," Dooley said.
"No, hit him with your best shot," Jason spoke up.
Pete laughed. "So how old are you guys?"
"Not much older than you," Jason said. "I'm 25."
"I'm 28," Dooley answered.
Pete looked at the two men with a sparkle in his eyes. "Reach into Jason's boxers and take his cock out and stroke it for one minute."
Dooley moved before Jason could react and Jason found himself enjoying the feeling of Dooley's hand groping around through the fly of his boxers and gripping his semi-rigid shaft and stroking him as he pulled Jason's cock from his fly. Jason leaned back on the bench and enjoyed the feeling of his friend stroking him in front of the younger man.
All too soon the dare ended and Dooley leaned back on the bench. "Join us, Pete?"
Pete smiled and sat down between the two men as Dooley moved and motioned to the spot on the bench next to him. He leaned in and whispered something in Pete's ear. Pete tossed his cigarette down and crushed it out beneath his shoe, then he finished unbuttoning his shirt and he began to play with his nipples while Jason and Dooley sat on either side of him enjoying the show.
"Yeah man, that's hot," Jason whispered. "Open your pants and pull them to your knees."
Pete did as he was dared, glancing around before reaching for his belt. The slight sweat on his tanned skin reflected in the moonlight, showing a fine trait of jet black hair running down his almost smooth chest to his stomach and disappearing below the waist of his black uniform pants. His fingers fumbled with the belt and then the button, before working the zipper open. He let his pants fall open without revealing his cock to the two horny men watching him.
Slowly he reached in to his pants and began massaging his semi-hard cock, knowing the two men were waiting to see it. He brushed his thumb against the cut tip as he bucked his hips up and quickly move to push his pants down to his ankles before letting his bared ass hit the cool wood of the park bench. He spread his legs to get comfortable and allow his smooth balls room to dangle as he put on a show for Dooley and Jason.
He slowly tugged at his cock, running his hand up and down the shaft of what he knew to be seven inches, rubbing his thumb against his piss slit, playing with himself in the moonlight like he would when he was alone in his bed late at night or early in the morning. He closed his eyes and got into the moment, pausing only when he felt two sets of hands begin to explore his stomach and chest, feeling both his nipples being pinched and twisted.
He opened his eyes and looked at Jason. "I dare you to enjoy this," Jason said.
Pete smiled, leaned forward and allowed Jason to stick his tongue in his mouth as their lips touched. Pete felt a tingling in his stomach as he kissed the other man. He reached with his hands for the crotches of both men, working his left hand around Jason's long hard shaft, and opening Dooley's zipper and pulling his thicker cock out into the night air and stroking them both as they took turns stroking his cock.
Dooley licked his way down Pete's chest and stomach to his neatly trimmed pubes, and then licked his way up the length of the waiter's cock to the tip. He swirled his tongue around the crown and engulfed the tip in his hot mouth. Pete shivered and bucked his hips as he felt Dooley's lips run down the length of his shaft and enjoyed the sucking feeling as he bobbed his head.
Jason slowly pulled from Pete's grip and stood up, wagging his cock in Pete's direction. Pete knew what the man was expecting, and he was willing to give it, leaning forward and taking the long thin cock in his mouth all the way until his nose was buried in Jason's hairy pubes. He hummed slightly as the tip of Jason's cock tickled the back of his throat, and moaned as Dooley did the same to his cock.
"Yeah, suck it," Jason moaned, as he thrust his hips forward and gently placed his hand on the back of Pete's head.
Pete bobbed his head in rhythm with Dooley's oral skills, bucking his own hips and thrusting into Dooley's mouth while he jerked Dooley off. Jason pulled his cock from Pete's mouth.
"I'm gonna cum man," he said.
"Do it on my chest," Pete moaned as he looked down to see Dooley sucking him off, and Jason's fist pumping his cock a few inches from his face. It only took a few pumps, and Jason was erupting in hot streams of cum across Pete's tanned chest. Pete moaned and bucked his hips again, pushing Dooley back. "I'm gonna shoot."
He grabbed his cock and stroked himself several times before unleashing stream after stream of hot cum to join Jason's coating his chest. Dooley stood up and pumped his cock, watching the two hot men shooting their loads on Pete's chest. The sight was enough to trigger him as well, and he felt his cum shooting up his shaft and bathing Pete's chest in another load.
All three men shuddered with pleasure as Pete sat there getting coated with the cum of his new friends. After a few moments of heavy breathing and sighing, the men regained their senses.
"Damn," Dooley said. "That looks hot. I dare you to wear that home."
Pete looked at both men. "I dare the two of you to meet me here tomorrow night at the same time."
Jason and Dooley looked at each other and smiled. "You're on," they replied.
End Chapter 7
If you like what you read here you may send feedback to mnhowler@aol.com or docswain@aol.com You may also check out my slash fiction at: http://docswainslounge.warped.com