Though there is some basis in reality, this story is embellished. Any resemblance to individuals or places is purely coincidental. Copyright 2024
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Tommy and Terry 6
Terry kind of chuckled when Tommy said that he doubted he could go for a third. Terry knew better. He wasn't that much older than Tommy, and sometimes when he was especially horny, he could do it multiple times. He figured he'd give Tommy a few minutes and then ask again.
"Have you ever worked naked?" asked Terry. "NO!" Tommy replied emphatically, amazed that anyone even thought of that. "Why not?" asked Terry. "What if someone came in?" said Tommy. "The door is locked," said Terry. "But what if someone else has a key?" "Then you'd hear them coming in and you could quickly put your clothes back on. But that won't happen. No one ever comes back here." Tommy, still sitting on the folding chair with his pants and briefs around his ankles just shook his head, almost in disbelief.
"I tell you what," said Terry. "It's my day off so I have time. You are going to work naked for a few minutes until you recharge." "Huh?" said Tommy. "You have to beat off for me at least one more time, but I know you need to recharge, so I'm going to give you a little time. But until you are ready, I want you to work naked. So take your pants and briefs off and take off your shirt." Tommy was incredulous at what was being asked and hesitated. "Do it," demanded Terry. Tommy was still a bit under his spell, so he stepped out of his pants and briefs and took off his shirt. Now he was just in his tennis shoes and sox, but was otherwise naked. "You look good," said Terry. "Why don't you show me how you do your work here?" So Tommy went over to the shelf and started going through the records, taking old files off the shelf, checking against the rubric, separating those to toss and those to keep, etc. Terry watched intently. Probably fifteen minutes went by and Tommy was blissfully unaware of any discomfort about being naked in front of Terry. It seemed kind of natural as he did his work not to have any clothes on.
"See?" said Terry. "I told you that you'd like it." Tommy kind of blushed again. "Well, it's not what I normally do," said Tommy kind of matter-of-factly. "Who knows?" said Terry. "I might come to visit you another day and find you naked while you work." Both kind of chuckled at that scenario. Terry walked over to where Tommy was standing and ran his hand down Tommy's back, squeezing his butt at the very end. Then he moved his hand to the front, swirling it over Tommy's stomach before reaching down and groping him. There was no way that Tommy could control himself. He began boning up again. Terry continued to fondle him, playing with his balls, running his fingers through Tommy's pubes, squeezing and stroking Tommy's cock into full hardness. "I knew it wouldn't take too long," said Terry. Do you want to stand right here and do it, or do you want to sit back down in the chair?" Clearly, Terry had already decided that Tommy would cum again, but was giving him options. "I think I'd rather sit down," said Tommy. Terry walked over and grabbed the folding chair and brought it to where Tommy was standing. "Sit," he ordered. Tommy did so. "Spread those legs wide," he demanded. Tommy did as told. "It's time for your next show," said Terry. "Without touching your cock, I want you to play with your balls. Lift them up--show them to me. Pull them apart so I can clearly see that you have two of them." Tommy did as instructor. After a minute or so, Terry said "play with your pubes. Pull on them a little bit, run your fingers through them." Tommy did exactly that. "Squeeze your cock, but don't stroke it," said Terry. Tommy did that. All of this had clearly turned Tommy on again, despite having shot two loads within the last hour. "You are really hard again," Terry said, clearly stating the obvious as Tommy's teen cock throbbed excitedly.
Terry walked around behind Tommy and squatted down on his haunches. He reached around Tommy's torso and grabbed his rock-hard cock and began stroking it slowly. Tommy did an involuntary gasp. Terry whispered in Tommy's ear as he continued to slowly stroke him. "You like this, don't you?" "Yesssss," whispered Tommy back, clearly caught in the throes of pleasure as Terry continued to stroke him. "And do you promise that you'll do this whenever I ask you to?" asked Terry. (Actually, it was more of a demand than it was a question.) "Yesss," said Tommy softly in reply. Terry let go of Tommy's cock, stood up and walked around to the front of the chair. He unzipped his pants and pulled out his majorly-long dong. Though he wasn't fully hard, it was clearly aroused. "Don't touch yourself," he said. "Look at my cock." Tommy couldn't take his eyes off that big meat just hanging there. His cock had a life of its own, visibly throbbing and bobbing, even though Tommy wasn't touching it. `Reach out and grab it," ordered Terry. Tommy did so. "Pull my skin back so you can see the head." Tommy did so. "Suck it," said Terry. Tommy balked. As Terry pushed his cock towards Tommy's face, Tommy turned away. "No, I don't think so," said Tommy hesitantly. "Are you sure?" asked Terry. "Yes," said Tommy emphatically. Okay," said Terry understandingly, not wanting to push his luck.. "Then I just want you to look at it while you beat off, okay?" "Okay," said Tommy. His hand started to stroke up and down his turgid tool as Terry watched and continued to wave his huge cock close to Tommy's face. Tommy's face was literally inches away from Terry's cock, which had grown some but still wasn't fully hard. Tommy's hand was racing up and down his cock frantically as his eyes were transfixed on Terry's monster cock.
Terry squatted down in between Tommy's outstretched legs. "I want a close-up view for this third cum shot," he said to Tommy. That almost made Tommy blast right then, and if he hadn't already recently shot twice, he would have again, but his hand continued to pummel his sixteen-year-old cock as Terry's face was now inches away from his stroking hand. Tommy could feel Terry's breath. He thought for a second that Terry might suck him again, but Terry just watched. Tommy's breath became ragged as he got closer and closer to his third orgasm in front of Terry this afternoon. "Shoot on my face," whispered Terry as he got even closer to Tommy's stroking hand. A couple of pumps even touched the side of Terry's cheek. Tommy started that low moan that is so familiar as he got closer and closer to number three. "Shoot it," said Terry, and Tommy obliged. Oh, it wasn't a mega-squirt like his first cum today, but it still shot out about a foot and covered the side of Terry's face with a steaming dollop of boy sperm. "Yeahhhhh," said Terry as Tommy continue to stroke and shoot until he was done. "Nice job," said Terry, as he used his hand to wipe Tommy's cum off his cheek. He held it out to Tommy's mouth. "Want to taste it," he asked lasciviously. "NO," said Tommy. Terry licked off his fingers and said "your cum is so sweet Tommy. Some day you should taste it." The look on Tommy's face suggested he wasn't interested, but Terry seemed to like it. He grabbed the paper towels at his side and wiped off the mess Tommy had made on himself, lovingly patting Tommy's deflating cock until he was reasonably cleaned up. Then he wiped the rest of Tommy's cum off his own face and even cleaned up the drops that had fallen on the floor.
"Stay just like that," said Terry, encouraging Tommy to continue to sit naked in the chair with his legs spread. "This is a sight to behold." He reached out and fondled Tommy's balls again. Though Tommy had gone mostly soft, his cock made a post-orgasmic thrust and another droplet appeared at his slit. Terry reached out and pinched it between his thumb and forefinger, bringing it to his mouth. "You are a stud," said Terry. "Good thing you like to beat it for me. I look forward to the next time you do it. I'd love for you to stay naked, but you can get dressed now. I know you have to do at least a little work today."
Terry watched as Tommy put himself back together, finally tucking his teen junk back into his briefs and pulling his pants up, then putting on his shirt. "You are definitely a stud," said Terry again, as he reached out and groped Tommy's crotch. He stood up, put his own mammoth cock back into his pants, and made sure everything was cleaned up so Tommy wouldn't get in trouble. "I've got chores to run," said Terry. "That's mostly what I do on my day off. But I'm glad I got a chance to do this, too!" He turned and walked toward the door. "Don't do anything I wouldn't do," said Terry with a leer. Then he walked out and disappeared.
Tommy didn't know what to make of what had just happened. Three times! THREE TIMES! All within the space of an hour. He thought this might be a new record for him. It wasn't his all-time, all-day record (that was five times), but certainly was a record for one hour!
As he started back to his file work, his mind buzzed with the feelings that were generated whenever Terry ordered him to beat off. He didn't get hard again at work for the rest of the day, but the feelings never left him either.
When he got done for the day, he walked the key back to the office and dropped it in the safekeeping location. No one was around, so he simply left after dropping off the key. He walked out to his car and got in, still somewhat dizzied by what had happened today. As he pulled out of the parking lot, he decided to do a slow drive past Terry's place. He didn't plan to stop, but something drew him that direction. As he slowed in front of Terry's apartment, who should come walking around the corner but Terry himself, carrying a bag of groceries!
Terry immediately saw Tommy and motioned for him to roll down the window. "Well, well," said Terry. "Look who's back for more!" "I don't know why I drove by here," stammered Tommy. He blushed mightily. "Want to come up to my apartment for a soda?" asked Terry. "No, I think I should head home. Don't want the parents asking any questions," said Tommy. "Pull over in this parking place for a second," said Terry. Tommy did so. Looking all around to make sure no one was looking, Terry reached in Tommy's window and groped him, rubbing his hand on Tommy's junk. "I love touching it," said Terry, "and I can't wait to watch you beat it again. Sure you don't want to come up to my place?" "I don't think I've got another one in me," said Tommy with a smile. "What time is it?" sked Terry. Tommy told him. "I tell you what, come up to my apartment and have a soda anyway. I won't make you (and then he whispered) beat it again today." Tommy figured what the hell and followed Terry up to his place.
Terry fixed the sodas and they both sat next to each other on the couch but didn't say anything for a minute or so as they sipped the fizzy drink. "Sure you don't want to beat it again today?" asked Terry in that lascivious way he had of asking. Tommy just chuckled and shook his head no. "Then here's what you have to do," said Terry. "Watch me. I only came once, and since it's my day off, I want to cum again. So I'm going to put on a show for you." Tommy kind of squirmed in his seat with a bit of awkwardness. "I won't make you do it to me," said Terry. "Just watch, like you did the first time." Terry shucked his pants and briefs quickly, spread his legs and started to stroke his massive cock as it got harder and harder and harder. "You like watching me beat it as much as I like watching you beat it?" asked Terry as his hand stroked. Tommy nodded, though his eyes were transfixed on the action taking place before him. Terry continued to masturbate as Tommy watched. His oozing cock glistened as his foreskin slipped over and off over and off over and off his cockhead. "Watch this," said Terry. His cock erupted. A massive shot of steaming cum flew out and onto the coffee table before them. Terry moaned as he continued to stroke, finishing up what was an orgasm he really needed, especially given what he had made Toomy do today. When he was done, he grabbed tissue and began to clean up. Tommy's eyes never left Terry's cock. Terry reached over as he had done on that very first visit Tommy made to his apartment and squeezed. Dammit if Tommy wasn't rock hard again!
"Okay, I don't care what you say," said Terry, "but you are going to squirt #4 for me." Tommy said no kind of sheepishly, but Terry insisted. He reached over and started unzipping Tommy's pants. Though Tommy protested a bit, he let Terry have his way. Terry reached in and slipped his hand inside Tommy's briefs and grabbed his cock. "I bet this never goes down," said Terry as he began to stroke Tommy's cock. Tommy, giving in to the pleasure, lifted his hips and slipped his pants and briefs down. He didn't take them all the way off, but he left room for Terry's efforts. "Yeah, you want it, don't you?" asked Terry. Tommy just thrust his hips up into Terry's stroking hand. He leaned back on the couch and surrendered to the feeling, closing his eyes as he was consumed by pleasure. Then it happened again. He felt the hot wetness that indicated his cock was now in Terry's mouth. Terry sucked and stroked as Tommy moaned and squirmed. Though it took a little longer than before (this was Tommy's fourth cum of the day), Terry soon felt that Tommy was approaching the end. He took Tommy's cock as far down his throat as he could and pushed underneath Tommy's balls as Tommy let loose an impressive cum for someone who was doing multiples. Terry slurped it all down as Tommy moaned in pleasure. When all was done, Terry gently patted Tommy's crotch with tissue and said "you taste so sweet. I don't think I would ever get tired of tasting your cum. You should try it sometime." Terry straightened himself on the couch, looked at the naked but sated teen next to him and said "you can stay that way the rest of the day if you want!" But Tommy pulled up his briefs and pants and said in a quavering voice, "I really do need to get home."
Terry also pulled his pants back up and walked Tommy to the door. He patted him on the butt as he said "until next time." Tommy walked out, still wobbly on his feet, but thoroughly satisfied with the day.
As he drove home, he relived every moment of this day. Four times! He thought three was impressive, but four? He didn't know so much pleasure existed. As he pulled into his driveway, he saw that his parents weren't home yet. He wondered. "Five?" But then he laughed out loud. There was no way. But as he got inside and stripped, getting ready for his shower, his cock suggested he might try. On its own, his cock began to fill out once more. It was still sensitive, but fully awake. It demanded almost as much as Terry did! And as he thought of Terry, his cock throbbed. He knew what he would do. He grabbed the extension phone from the hallway and took it into his bedroom. He punched in Terry's number. Terry answered. "Guess who this is?" Tommy said with a chuckle. "Some stud calling me," said Terry. "Guess what?" asked Tommy. "You are beating off again," said Terry. "CORRECT!" said Tommy with glee. "Listen while I do it. I don't have much time but my parents aren't home yet." "Do it," said Terry. "Tell me what it feels like while you beat it."
Interestingly, Tommy had no problem sharing the erotic feelings he was giving himself as he beat his meat for the fifth time today. "I like beating my meat while you watch," he said to Terry. "I know you do," said Terry. "It makes me hard every time I think about it." And being hard feels good doesn't it?" Yes, it does." Terry instructed him. "Tell me you like to beat your meat." Tommy responded, "I like to beat my meat." "Tell me you like to cum while I watch you beat your meat." "I like you to watch me cum when I beat my meat." This banter went on seamlessly for a couple of minutes until Tommy's breath gave out the obvious. Number five was close at hand. "I'm going to shoot my fifth load for you today, Terry," he said. And shoot he did. More than he might have expected after four previous orgasms. Hot teen cum covered his lower stomach and crotch. Terry's response on the other end suggested that he was proud of what Tommy had accomplished. "You can shoot your cum for me any time you feel the need to cum," Terry said. "I will," responded Tommy. "I've got to go take my shower." "Later," said Terry, "and often...." Tommy hung up and gingerly walked toward the shower, trying not to let any of his teen cream drip off. He had matched his all-time record!