The Paper Boy Grows Up

By Todd Carlos (ToddsTop)

Published on Nov 23, 2009

Gay

It was a little less than a week later when I saw Jimmy again. I was in the basement working out. I was trying hard to concentrate on my form and wondering how I could tell my ten-year-old niece to let up on her text messaging. It was her latest obsession and she was texting me every minute once school got out. The doorbell rang, startling me out of my thoughts.

I raced up the stairs to find Jimmy on the other side of the door. He was wearing a dress shirt, the top buttons undone, and a tie that was loosened. He gave me that bright smile of his and I couldn't help returning it even as I wondered what he was doing at my house.

"Hey, Tony. You ever notice that you're always half-dressed when I come over?" Jesus, I felt the blush on my cheeks. I was only wearing a pair of nylon shorts and sneakers.

"Hey, Jimmy, come on in. I was just down in the gym room. Sorry, I wasn't expecting company." I don't know why I felt like I had to apologize. I led him back into the kitchen and grabbed a bottle of water. After I'd taken a long drink I asked if he wanted anything. He asked if I had anymore beer and I pulled one out for him.

"Did you just get off work? How's it going?" I asked him as I handed over the drink. He popped the top and took a quick swallow. I watched his neck work and felt my cock filling.

"It's not bad. I'm more of a glorified errand boy than anything else. But Mr. Holloway is showing me around, showing how stuff works. It's not like what I expected." I was a little bit jealous that he and Mike were spending time together. I just wasn't sure which one I was jealous of.

"You'll do fine Jimmy. I'm sure. Is there, uh, something I can do for you?" I still wasn't sure why he'd come over although I was beginning to hope it was for more than talking.

"No, I just wanted to thank you again. Let you know how it's going. And get away from my parents. I never would have guessed how hard it would be to move back in with them. Especially since we all work the same hours and are home at the same time. I had to get away for a few minutes. You know?" I chuckled, imagining his plight.

"Yeah, I get it. You can come over anytime, Jimmy. I was just curious, I didn't think I'd be seeing you again. I thought maybe you wanted... something, or something." I felt like a stupid eighth grade girl with all the stammering and nonsense coming out of my mouth.

"Why, is there something you're offering?" My eyes flew up to meet his and he was giving me a sexy little smirk. Something about his cocky attitude turned me on. I grinned even as another blush spread over my cheeks.

"Could we maybe do it sitting down this time?" He was talking as he stood and rounded the island. "I almost fell over last time, when I came." I didn't move as he came to stand in front of me. "I mean, if you are offering?"

I nodded, trying not to think about what I was doing. I grabbed his shoulder and steered him into the living room, to the couch. He plopped down and made himself comfortable, spreading his legs wide. I knelt before him and made eye contact as I rubbed my hand over his crotch. He was already pretty hard. I kneaded his growing shaft and began undoing is belt. When I had his pants open he pushed them and his underwear down past his knees and scooted lower.

I grabbed his dick, it looked bigger than I remembered. I squeezed the base and breathed against the head. Snaking my tongue out I lapped all over the wide head and licked below the crown. When he was moaning and his cock was wet enough I pulled it into my mouth. He tasted salty and masculine. I gulped him down, remembering too late how hard it was to swallow his big cock.

When I pulled off I stared at his cock. It was so strange to see it, feel it. I had grown so used to Mike's dick that Jimmy's seemed alien. I marveled at how it was bigger, so much wider and longer. The head more of a mushroom shape compared to Mike's torpedo sleekness. The veins bulging and curling under the smooth skin, giving it a menacing look. The deep purple/red of the head and top of the shaft, it was so different from Mike's. He even smelled different; it reminded me of leather and used motor oil, like the essence of Man. He nudged his hips up, silently commanding. I brought his cock back to my lips and kissed the head thoroughly before enveloping him.

As I worked him in my own cock grew unbearably hard. When I had most of it I looked up at him. His eyes were slitted and his skin flushed. I began unbuttoning his shirt as I bobbed my head. With the shirt parted I ran my hands all over his torso, tweaking his nipples, and really going to town on his cock.

"Take your dick out and play with it." I did as he said, trying not to cum. "Yeah, that's it. I like how much you get off on it." I used my other hand to fondle his balls, pulling on them. He moaned and mumbled words of encouragement as I took him deep over and over. His hips started thrusting up to meet my lips. As he started cumming he held my head and fucked up into my throat. It was another big load and I did my best to swallow it. What didn't go straight down my throat I savored.

I came hard, shooting all over the couch, his pants and underwear. Slowly pulling off his cock I looked up at him grinning. Completely at ease, he said, "Another ten, buddy. Maybe even an eleven." He winked and I smiled back, licking my lips before responding, "I came all over your pants again. Sorry." He laughed and clasped my shoulder.

"It's all good. For what you just did I don't mind doing a load of laundry. Thanks, Tony."

He stood and fixed his clothes, getting put together. I walked him to the door and he paused, staring down at the floor. I folded my arms over my chest and waited by the open door, wondering what was coming.

"Listen, Tony, if it's okay with you... I mean if you want to, maybe we could do this again? You know, regular." He finally looked up at me and he wasn't as sure of himself as he always seemed to be.

"I'd like that, Jimmy. I'm not seeing anyone, and if you're okay with what's going on... well, I'd be crazy to turn you down." He relaxed visibly and patted my shoulder as he walked by.

"Great, see you soon." He went to his car, parked on the street, and I closed the door. What had I just agreed to? ***

I saw Jimmy two more times that week. He would stop over, we'd talk for a few minutes then head for the living room so I could suck his cock on the couch. The more he was around me the more assertive he got. He really liked to watch me stroke myself while I blew him and it made me hotter knowing that he did. If I answered the door fully clothed he'd tell me take off my shirt before I got on his cock. The last time he'd shown up I was surprised when he gave me a sort-of-half-hug on his way out, thanking me yet again.

On my way home that Friday I was astounded to get a text from Jimmy. He must have saved my number from when I called him about contacting Mike. He texted me: Got any plans? Pizza and beer My treat? 6?

I did my best to text him back one-handed saying sounds good', and a minute later I got nice' back. I wasn't sure what to think, it almost felt like a date. I couldn't help but wonder if Jimmy thought he had to wine and dine me. He didn't, I was getting addicted to his big dick.

By the time I got home it was already five so I took a shower then straightened up the place. I wore a pair of baggy shorts and an old wife-beater for easy access. I was already envisioning how I would take my time and suck him for a long time tonight. My cock was half-hard the whole time I waited for him to show up.

Just after six I heard the doorbell and found Jimmy with two six-packs and two pizzas. I asked him about work as we made our way to the kitchen. He gave me the latest update on what he was doing as we got out plates and napkins. We ate at the island again and the conversation was smooth and easy. I hate to admit I was tempted to see if he knew anything about Mike, like if he was seeing someone. But I held back and we talked about stupid stuff, like the pending Olympics and movies. He'd remembered to get me a veggie pizza and I was determined to make him really happy.

As we finished off a second beer each and a few more slices of pizza we both got kind of quiet. I couldn't stand it, "You don't have to bring me dinner, Jimmy. I'll be glad to see to your needs whenever you want." He grinned guiltily.

"I like hanging out with you, Tony. And yeah, the blowjobs are a perk."

"Okay, I just didn't want you to feel obligated or anything."

"Thanks, man. But I had to let you know that I really do appreciate what you've been doing for me. It's been harder than I thought with Jen gone. If I didn't have some kind of release I'd probably be cheating on her and I don't want to be that kind of guy."

"I understand. I guess getting head from another guy isn't the same as hooking up with some chick. I suppose if I'd found out that Mike was getting blown by a woman I wouldn't have been so upset, just surprised. I mean, he's so gay." We both laughed and Jimmy stood to put the dishes in the sink. Turning back to me he looked serious.

"Can I ask you a question, Tony? It's kind of personal and I don't want to offend you but I've been wondering..."

"Ask away. You can't get too personal with the guy who's been swallowing your loads all week."

"I just was thinking, now that I've met Mike and hung around with him, you know? Well, when you two were together, how... I mean which one of you was the woman?" I choked on my beer, coughing hard. Jimmy came over and thumped on my back. Contritely he said, "Oh, I'm sorry. Man, Tony, I didn't mean anything by it. It's just that you both seem like normal guys. I was just curious, that's all. Just tell me to fuck off." I recovered and just stared at him. Did he really want to know?

"It's not like that, Jimmy." I smiled and shook my head before continuing, "When two gay men are together, usually, they both fuck and get fucked. It's a stereotype that one always bottoms, or acts like the `woman'. Me and Mike switched it up, it just depended on how we were feeling."

"Oh, I guess that makes sense. Sorry to sound so stupid. I've just never been around gay guys."

"It's no big. Probably TMI, huh?"

"So you like to get fucked too?" All I could think was that this couldn't be going where I thought it was going.

"Yeah, if I'm in the right mood. I know you probably can't believe it but it does feel good."

"I can't even imagine it, wouldn't want to. But Jen has let me do her... uh, anally. It was so good. You're already sucking my dick, I just thought maybe..." He held his hands up in the air, waiting for me to say something. Fuck, I didn't have any clue. My ass twitched and throbbed at the idea of getting fucked by Jimmy's big cock.

"I don't know, Jimmy. It's pretty intense. Are you sure you'd really want to get that intimate with a guy?"

"What's to think about? I put it in and fuck, right? I gotta tell you I've been thinking about it since the last time. I even jacked off last night thinking about it." He rubbed his crotch while he eyed me.

"Yeah?" It came out of my throat dry as a bone. My own cock was rapidly getting hard.

"Yeah. It would be hot to fuck a big, hot guy like you. Make you take it and like it. You let me fuck your face, like no one has ever, and you get off on it. I bet I could fuck you really hard in the ass and you'd beg for more. Right?"

Fuck! I felt my face go red, my ears hot and my cock hard as a rock. The kid knew what to say. "I um, I guess." I shrugged and stared at the tent his cock was making in his khakis.

"You guess? What does that mean, Tony? I wanna hear you say it. Tell me what you want." He approached me as he spoke. Putting his hand on my shoulder he looked me straight in the eyes. I was a goner.

"I want you to fuck me. I've been thinking about it since the first time you pulled out your dick. I'm just not sure you'll like it, `cause I'm a guy."

"Seriously, Tony, what's not to like?" He ran his hand up and down the back of my bare arm, the touch tingling all through me. "I think maybe we should move this to the bedroom." He turned me around and urged me forward. I walked straight back to the bedroom, turning on the lights. When I got close to the bed I turned around to find Jimmy right up next to me. He smelled so good.

"Take off your clothes. Jen doesn't like taking it in the ass, she says it hurts. Tell me what to do." When I pulled my shirt over my head he started undoing the buttons of his own shirt.

"I can get myself ready. Give me some time when you start, your dick is really big, let me adjust. I'll give you to go ahead when I'm ready for more." He nodded and grinned at my hard cock as I pulled my shorts off.

"You really do want this, huh? You ever had anyone as big as me fuck you?"

"No. You have the biggest dick I've ever seen in real life." He'd pushed his pants and underwear down. He toed off his shoes and socks. Holding the base of his cock in one hand he slapped it into the palm of the other hand a few times, smirking at me.

"Let's get started or this won't last long." I nodded and stepped over to my bedside table. I took out the lube and searched for some condoms while Jimmy stood next to me, stroking himself. Shit, I realized I didn't have any condoms. I'd bought some a few months after the break-up but I'd thrown them out one night when I was drunk and lonely, thinking I'd never need them again. Fuck, how could I be so stupid?

"I don't have any condoms." I looked him in the eye, hoping he could tell how disappointed I was.

"You've got to be kidding me. I should have stopped and got some. Christ, I can't believe this." He actually looked pissed and it had me a little worried for a second.

"Come on, I'll just blow you and get some tomorrow."

"Ah, come on. I was really looking forward to this." He put his hands on his hips and leaned way back, drawing in a deep breath.

"I'm sorry, Jimmy. I just haven't needed them in a long time. I wasn't expecting this, you know?"

"Nah, I'm sorry. But listen. You haven't had sex with any one since Mike, right?" I nodded, dreading where this was going. "And I haven't had sex with anyone since Jen and I got together. We both have been tested for everything from HIV to genital warts. I know I'm clean. Aren't you?"

"Yeah, I'm clean. I even got tested after me and Mike broke up, just to make sure. But how can you trust me like that? How can I trust you?"

"Listen, Tony, you're already swallowing my load. What's the big difference? I swear I'm telling the truth. No one but Jen and you have even touched my dick in the last two years. Scout's honor." He raised his hand in salute even as I shook my head. God, it was so tempting with his perfect body and that amazing cock sticking out at me.

"Jimmy, we can't."

"Fuck, dude! Why can't you see that this doesn't have to be a thing? Do you really think I'd fuck a gay guy without a rubber? I trust you, Tony. Now trust me." He slid his hand over my chest and down to my ass. I'd known I was going to give in to him all along. But that caress just made me want it more. When he squeezed my cheek, hard, I moaned. He rubbed his fingers in the crease of my ass and eased me back to the bed with his other hand.

I didn't agree or disagree. I grabbed the lube as I laid back. I squirted some onto my fingers, a big dollop. I handed the bottle to him saying, "Use a lot. Cover your dick in it." I spread my legs and reached under my balls to rub the lube over my hole. I eased in one finger while I watched him pour the lube over his cock. When he poured some more into his right hand I pushed in another finger, trying to breathe deep. He stroked himself, coating his dick. I fucked myself with my fingers and eased in a third. Forcing myself to relax, I watched him while he watched me and stroked himself.

Not wanting to wait anymore, I nodded. He climbed into the bed and waited in front of me on his knees. I gave him a few minutes and wondered what he was waiting for. Thinking back to his unenlightened comments I realized he probably thought doggy-style was the only way to do this. I pulled out my fingers and rolled around so I was on my hands and knees in front of him.

He didn't waste any time, grabbing my hips and nudging his cock into the crease of my ass. I felt the familiar pressure and pushed out with the muscles of my ass as I leaned back and he shoved in. Two things became quickly apparent: I hadn't done enough prep-work to take on a cock like Jimmy's and almost nine months without being fucked left me feeling like a virgin again. As the wide head of his cock plunged through the rings of my hole I gasped and moaned loudly as he seated his dick fully inside me. There was no let up until I was fully impaled. I stuttered in a breath and squeezed my eyes shut as the muscles in my ass pulsed rhythmically around him.

"Fuck, that's tight. Fuckin' squeeze my cock." He didn't give me much time to adjust before he began pulling out. It was only a few inches before he slammed it back into me but it felt like a foot of cock was dragging my insides out.

"Easy, Jimmy. Fuck, take it easy." He was thrusting with short strokes that were getting longer. I buried my face in a pillow and flexed my hole as he withdrew. He rewarded me with a violent shove back in and a pained groan. He adjusted his knees between my calves, spreading my legs more, and gripped my hips more tightly. He started pounding his cock into me and I couldn't catch my breath. He was killing me, going so deep I imagined I could feel him pounding into my chest.

Just when I thought I couldn't take anymore and I was going to say something he stopped, holding deep. He leaned over and rested his front against my back. His smooth torso felt hot and wet against me. He kind of wiggled his hips and his big cock stirred around inside me. He bit into the muscle between my neck and shoulder. I almost screamed because it was so unexpected and intense.

"God, Tony, you feel so good. You like that?" He'd released his hold on my flesh.

"Yeah." It came out as a long sigh while he continued to rub his dick along every inch of my insides. I didn't want to hurt his feelings and it was actually starting to feel good. He was slowly screwing his cock out of me, widening my hole. The head suddenly rubbed over my sweet spot and I shuddered, wavering a moan, taken off guard. He repeated the move then thrust against my trigger softly. This time the moan came out fully voiced as I rose up beneath him, raising both our upper bodies parallel to the mattress. My dick went rock hard.

"That's it, huh?" I could feel the smile in his voice. "Your G-spot, or whatever." He thrust at that perfect angle again, using just half his cock.

"Yeah, that... that's it." I couldn't catch my breath as he worked my ass. "God, let up, Jimmy. You're gonna make me cum." He shoved his cock back into me and I gasped as his balls slapped up against my cheeks.

"Let up fucking? Or let up on that spot?" He was getting a kick out of my reaction. I was beyond rational thought and could only nod my head. He held still, raised his body off mine, and my brain caught up with the situation.

"No, don't stop fucking me." I twisted my head around to look at him. He had that cocky grin on his face

"Just tell me what you want. I wanna make this good for you too." He flexed his cock inside me, my body clenching all over.

"Fuck me, Jimmy. Just fuckin' do it." With my words he went back into action. My body was ready for his use and he started long-cocking me. I felt like my limbs would turn to jelly as his big dick sawed in and out of me. The head popped free a couple of times and Jimmy expertly fucked back into me.

I was begging and moaning, not even conscious of what I was saying as his thrusts picked up speed, urgency. He angled his cock down and was rubbing over my prostate. I think I did scream a little, then. With each pounding drive into me I felt the pleasure wash up my spine, pouring into my skull, making lights flash behind my eyelids. And before I knew it I was there, at the pinnacle, jetting cum into the sheets below me.

"I'm coming! Fuck me, oh God, fuck me hard." I didn't even recognize my own voice as I lost it. My ass spasmed around his cock, the friction burning through me as he plunged into me over and over. Caught between the pain and pleasure of his rough fucking I spilled more cum until my balls ached. Distantly I heard him growl and felt the hot geyser of his cum pouring into me. He rode me through it and collapsed shuddering over my back. I dropped to the mattress, stretching out my arms and legs. I tried to catch my breath, my heart pounding.

"Oh, man, I think you killed me." His voice was gravelly, whispered against my ear.

"That makes two of us." He sort of barely laughed, catching his own breath.

We lay like that for awhile, bathed in each other's sweat. When both our hearts were beating like normal Jimmy gently rolled off me, his soggy cock easing out of my soggier hole. He collapsed beside me, staring at the ceiling. I turned to face him.

"That wasn't what I expected. Thanks, Tony." He turned his head and met my eyes.

"I should be thanking you, I think." I felt absolutely boneless. "Was it better than you expected?"

"Better and... different. Just, I don't know. I really liked it. I mean a lot." I wasn't sure what to say, if I even understood what he was saying. I nodded, my eyes still felt glazed.

"I better get home. See you soon?" So maybe I was a little disappointed that he wanted to leave so soon but I did my best to hide it.

"Yeah, Jimmy. Anytime. Could you lock up on the way out?" He just smiled and shook his head as he rolled out of the bed. I was passed out before he was even dressed.

Next: Chapter 3


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