Chapter Eleven
That night, I stayed home and watched the 76ers play the Celtics on TV. The next morning at work, there was a box of Junior Mints and a note in my cubby hole. In beautiful penmanship, the note read, "Can we do our fun thing at morning break today, Oliver? Please!!!" It was signed, Your Friend, Pete.
I had to sit down. He gives me a little present and begs me to fuck him again. Reading the note again, smiling, Rocky comes up and squeezes the back of my neck. "Yo, Ollie, what's up?"
I started to say good morning to him, but he interrupted excitedly, saying, "We might be in for some bonus dollars. I just got the word from Brittle. It seems that all the summer goals have been met without using any overtime pay at all. It's just a matter of figuring out how much we get to split up. Christ, I had no idea we did everything we were supposed to."
He ruffled my longish hair and kept moving along so he could tell all his guys that we'd be getting some summer job bonus for a job well done. I'm on a roll now! If only Frankie was part of my good fortune.
Pete showed up early for the morning break. There were too many people around, so I took him into the nearly empty truck bed and we fucked in there, just pulling our pants down to our knees. It was hot in there, so we sweated a little, but that added to it if you ask me. I soon fired off my load in the condom that Pete once again had provided. While cleaning up in the lavatory, we thought about squeezing in another quickie during the afternoon break, but during lunch, Pete reluctantly told me that his hole was too sore for an afternoon fuck.
I swallowed the last of my lunch, and said, "My hole isn't sore". Pete looked up, "Oh, it will be plenty sore if I fuck you, Oliver." He hesitated, thinking about something for a second while I thought about the size of his cock again, and a shiver ran up and down my back. Then Pete said, "Still, my friend Ricky always tells me it's worth a sore asshole getting fucked by me, so there's that. I'd like to accommodate you, but just so you know what to expect."
First of all, Pete is quickly losing his shyness. Sex brings out the best in him, I guess. He added with a cute smirk, "A sore butt hole for the sexual thrill of a lifetime." I stared at him, hardly believing my ears. That was by far the longest speech I'd heard Pete make. It got me squirming in my seat, too. Nope, Pete doesn't sound shy when he's talking about fucking someone. Not arrogant or boastful, more like a matter-of-fact monotone, except confident, too. He was so sincere with his quiet voice, but his words certainly got my attention talking about his big cock and how he fucks rough and all that.
Apprehensive and a little scared, I said, "I really would like you to fuck me, Pete." He shrugged and said, " Okay, Oliver, you'll get the whole deal. I'll give you my best, 'Ricky special' fuck."
I was nervous all afternoon waiting for the late break. Then, before our afternoon break, Pete came by, and in kind of a bossy manner, he motioned through the cafe's glass door that he wanted me to go in the small lavatory now. He pantomimed me, taking down my pants, and then he mouthed, "I'll be in to fuck you shortly." It was as if he were a different boy. It was fun, though, plus it got me excited and my cock firming up.
Dropping my pants, I used a stall with a door in case, God forbid, someone came in. That was highly unlikely, so I wasn't worried. A minute later, Pete locked the door and said, "Take the rest of your clothes off and bend over with your hands on your knees. Don't talk unless I tell you to, and be especially quiet during your spanking."
Spanking? A little payback, I guess." I undressed the rest of the way, including my socks, and got in position. Pete took all his clothes off while I waited. Then, without hesitating, he wet his hand in the sink and began smacking my bare ass with his wet hand. I stayed bent over with my hands on my knees exactly like he'd instructed and tried not to react to the smacks. In between smacks, Pete fondled my nuts and dick, and my boner came right up and began bouncing off my belly with each new smack on my ass.
Pete's smacks were serious and they stung, but weren't what I'd call particularly painful. Mostly the spanking caused Pete's and my cocks to stay really firmed up. In Pete's case, he's firmed up to the biggest boner I'd ever seen. Mine was a bone-hard six inches as it normally is. After a minute, my ass was beginning to sting uncomfortably, but when I was considering saying something about it, Pete stopped and began pushing creamy-style Vaseline up my rectum. It felt so soothing, so very nice and the contrast to the smacks made it all seem that much nicer and made me look forward to whatever came next.
I started breathing regularly again, and I wanted to stroke my boner, but I thought I better not since Pete wanted me to stay still. He fingered my hole with one finger, then two fingers, and finally three fingers, which became too tight and a little painful, causing me to grunt. I just gave a small grunt, but Pete slapped my ass hard this time and said, "No sounds at all, Oliver, please. It ruins the mood for me." Whatever.
I suppose this was the "rough" part of the fuck, and that's fine, except I wish I could jack off. Pete's fingering of my hole quickly had me forgetting about the spankings, and I began squirming and pushing back on his fingers. All of a sudden, I realized I wanted Pete to do it right now. He had me ready and anxious for a fucking. It was that big boner of Pete's; I wanted it in me.
That last smack on my ass had hurt, and I didn't want another one. Pete didn't appear overly concerned about how I felt. He told me to stay bent over, then took his good old time wiping his fingers on paper towels, and when he was finally satisfied, they were clean enough, he roughly grabbed hold of my hips and said, "Get a hold of the sink, and stay still." He moved in position behind me and leaned his crotch against my buttocks with that long boner of his pointing down my crack and his almost shaved pubes scraping my ass. Looking between my legs, I saw the condom reach only halfway up the shaft. My boner was up against my belly, quivering.
He rubbed his big cock longways up and down my crack for a minute, moaned a little, and then backed up, and I couldn't see his cock anymore. Pete wrapped his right leg around my right leg and pulled mine to the side. The muscle in his calf against my leg was like smooth granite. I thought it wouldn't be long now. With my leg out to the side, it brought my ass lower. Ah, it's because he's shorter, and he positioned my asshole so he could drive his cock straight up inside me.
He wasn't rough pushing his large swollen cock head against my anus doing little, firm bumpy pushes. The fingering had softened up the resistance some, but not enough to allow the swollen head of Pete's big boner inside. He continued bumping my hole's entrance with the hard head of his boner until my hole loosened up. I'm full of creamy Vaseline up there, so soon it opened just enough to allow half of that big cock head to slip inside me. Then he had it inside me about three-quarters of an inch, and then the pain was immediately piercing. Pete held my hips in position, and then forcefully humped the entire head inside me.
I may have blacked out for a second because the pain was intense, a searing pain. It was both intensely painful and intensely sexy at the same time. To be used like this by the young mail-room boy who seemingly knew he was hurting me but didn't care. To Pete's credit, he did wait with just the head of his cock inside me before he proceeded. During that time, he talked quietly and massaged my shoulders, mumbling, "Now that my big cock head has us bound together, we're halfway there. Your hole feels pretty good on my boner. nice and tight. After I've fucked, you, you'll want me to do you again and again, like Ricky, and that's okay, but remember I like it when you do me too. We can take turns."
Another long speech for Pete. I gave him a short one, "So far, this really hurts. You've done this without hurting your friend, right Pete?" Without answering me, he smacked the side of my thigh, and in his quiet voice, he said, "No whining, please," and he plowed his long, fat cock all the way up my ass. It felt like his cock head was three inches wide, and I cried out as he forced it up, up, up, up until I felt like it was poking my lungs.
He smacked the sides of my head half-heartedly because I'd made a sound while he was impaling me. Impaling me on the largest boner I'd ever seen. Pete was methodical and deliberate, and I knew that nothing I said would get him to stop even though every thrust hurt like hell, but at the same time, I was also enjoying it, too. I had no intention of telling him to stop, not that he would. Like he said, this is fun.
More pain than even I expected, but still fun. It seemed that Pete was anxious to extract as much hot pleasure as possible for himself while, at the same time, he gave the impression he was doing me a favor. After a couple of minutes of painful thrusts, my rectum was continuing to expand, accommodating Pete's huge cock, and then it all started feeling much better, and then it began feeling oh so good like we all knew it would.
To be this filled up back there was something special. Pete knew what he was doing. His fat, long boner touched every nerve ending in my rectum and anus simultaneously. Highlighted by the constant stimulation of my prostate gland, the feeling of pleasure grew and grew. I looked back to see Pete's eyes lightly closed again and a determined set to his mouth, his big ponytail flying around as he fucked me with abandon. This had nothing to do with love; it was pure individual recreational sex for pleasure, and it felt pretty good.
My nipples were so hard and pointy that they ached with pleasure. I had to hold onto the sink tighter when Pete would bend low down and pile drive up inside me while all the time holding my waist to help give him leverage, driving his boner inside me, thrusting with the most force he could muster. I heard myself whimpering with pleasure just before I shot off my long, hard cum load. It fired off a few minutes before Pete's did. When I was shooting cum shots against the lavatory's wall and tightening my hole ring on Pete's massive boner, he would grunt with each contraction.
I was seeing points of black and white in my vision, sensations sizzling all over my naked body. My breathing was raspy, but my asshole felt so good. Pete humped me for about two minutes after I'd shot my load, and then I felt his cock began expanding, and he got frantic with his humping. Shortly, making a girlie-sounding squealing sound, he blew a large, creamy load of youthful spunk into that condom and then another shot and he smacked my ass with each one.
Pete was spent, and as soon as the cock head popped out of me, a lot of cool air rushed up my wide-open hole. I reached back there and felt how my ass hole was gaping open and painful, especially my hole's muscular ring, and now that there wasn't the pleasure feeling to go along with the pain, the whole thing began to seem wrong. Not to Pete, though; he took a deep breath and said, "Man, that was good! Oh, don't worry about how wide open your asshole is big opening, Oliver. It will close up in a while."
He was getting dressed, and I didn't say anything because I felt like I was going to shit myself, so I waddled into a toilet stall and sat down just in time to take a dump which hurt like hell coming out. When I wiped myself, I noticed some blood on the toilet paper. All of these things ganged up on me and fucked with my head a little, and I let it piss me off. I thought I'd never do that again! I staggered outside to find Pete on the loading dock, looking very pleased with himself. He was calmly drinking another Snapple, and he had one of my cigarettes lit and held loosely in his fingers. There was a bottle of Snapple for me on the dock, too. I took in the whole scene with a grumpy look on my face.
It was difficult to walk my normal way so I did a Frankenstein imitation over to where Pete was standing. He got a bemused, friendly look on his baby face watching me stagger over to him. Looking at him, it was hard to believe that he had a cock large enough to put me in this condition. The thought of sitting down was out of the question. Pete blew a smoke ring and asked, "Was I right, Oliver? You hope I'll do you again tomorrow?"
Then he must have noticed the look on my face because he asked, " Are you alright?" I shrugged, "I'll probably live." He said, "The first time taking a big cock can be traumatic, but you'll feel better about it in a short while. It was quite an experience, wasn't it?"
"Yeah, Pete, I'm alright," and I hugged his shoulders and went on to tell him that it was just that I wasn't used to feeling this way after sex. I asked, "How many times did you say you fucked your buddy?" Pete says, "At least fifty or sixty times." I almost choked laughing, then mumbling, "Holy shit, he must have a cast iron asshole." As we cleaned up, Pete said, "He was hurting like you are the first few times, but as I mentioned, after that, he's always nagging me to fuck him. You would too except our summer job is over in a few days,"
We bumped fists, muttering, "Dude," and he went off to do his mail run. I didn't do anything on the loading dock the rest of the day except smoke some cigarettes, drink some sodas, and take care of my sore hole. Unfortunately, there is no way to avoid sitting down when driving a car, so my ride home was not fun.
By Wednesday morning, though, my asshole was feeling okay, not great, but okay. I knew that Pete had a personal day off today to have an annual physical exam, and his dental check-up too. He needed to get these things done for his high school sports status. Pete will be starting his junior year of high school a week before I'll be starting my freshman year at the University of Pennsylvania. It's just as well Pete was out for the day because I wasn't much interested in fucking or being fucked. A rare day for me in that regard.
After an easy day's work Wednesday, I was driving to Frankie's house to visit my sick friend. I missed him more than I can tell you and I was hoping we might be able to swap some spit in his bedroom. Surprising myself, I found the house quickly and parked the Mini in front of his ranch-style house, wondering, which of the houses on either side of Frankie's is Darleen's...
Then I said out loud, "Oh fuck! She'll be with Frankie. That's the last thing I need." Right there on the passenger seat was my surprise-get-well present for Frankie. He always loved my Mom's lunches and we switched lunches just about every day at work. So, today I skipped lunch altogether and was giving Frankie my whole brown bag lunch along with our favorite drink, Kiwi-Strawberry Snapple. But if Darleen's going to be here it will just look stupid handing him my bag lunch. It's a personal thing just between Frankie and me. Shit! I hate her. Taking a chance, I brought the lunch along with me.
To be continued...
