Date: Fri, 10 Dec 2021 01:47:16 -0800 From: puppybooze@gmail.com Subject: My High School Journal - Entry #6 The names in this story are real... but locations and last names are left out for obvious reasons. The things that occur in this/these stories are 100% true to the last detail and I wouldn't have it any other way. I hope you enjoy... let me know what you think... and as always...Please donate to Nifty at https://donate.nifty.org/ Your donation will allow stories such as this to be published. Christmas Day Christmas day and nothing to do, exactly how I wanted it. My parents are out visiting the family and I have had way more then enough of that scene. Donny, my best of the bestfriend, and I have already set the plan to just kick it over his house for the night, his parents are out of town at his grandmothers and this will allow us to be alone. Donny and I have been sucking each others dicks now for about two years. It's a weird relationship we have, we go out and he always tries to get with a girl. On very... very few occasions he actually gets one. Not that he doesn't have the looks, he's way cute, but sometimes I think he doesn't really want them. Anyway, when he doesn't get a chick he's always willing to suck my dick. I'm usually the one to initiate things but lately he's the one making the first move. We never talk about it after, so I'm not sure how he's felling. Would I like to be more then friends... I'm not sure.. are we more then friends, well I guess so, but then that means I'm more then friends with most of my boys. Gathering up a few things to take with me, and I'm still managing to put a few things down in this journal. I'm kinda sad, I mean Christmas is taking on an all new meaning. It's not just family and gifts anymore. Maybe it's time I think about a serious relationship. Who would that be? I really need to put some thought into that. It would mean I would have to be committed to one person and I love having a variety of partners to chose from. They all have their special space in my life. Could I do it? Have I even met the one? James?... I just don't know. Oh well ... Fuck it... I'm off. Donny only lived a 5 minute walk from my house so I was soon walking in the front door. "Hey ... where you at" I yell looking around the house. The place is quiet. The T.V. is on but muted, gift wrap paper still on the floor from the night before, I assume. I took my things to Donny's room and placed them on his bed, that's when I heard him singing. I started giggling to myself, he couldn't hold a note for the life of him. He's in the shower I thought to myself, the sound of running water was now apparent. "What's up dude" I spoke walking over to the toilet to take a piss. "Hey!!! Nothing when did you get here" His voice from behind the curtain says. "Just now, I put my shit in your room and had to piss" "Hey my dad was in the holiday spirit and bought us a shit load of beer, it's in the fridge, his only request is that we didn't go out anywhere if we were drinking" Donny says. "That's cool I don't feel much like going out anyway" I stated while flushing the toilet. He started singing again and just then the water temperature changed resulting in a few screechy notes. I just laughed walking out, headed for the kitchen. Thats alot of beer, I thought to myself. Three cases on the floor next to the fridge and at least another two cases already chilled. I was confused, we would never be able to drink this amount I said to myself. Donny walks in, covered in only a towel. "Merry Christmas" he says walking up and wrapping his arms around me. "Merry Christmas... you look all happy today" I replied. "Well Ya, Spending Christmas with my best bud, beer, no parents. What else can you want" I just smiled. It seemed as if I had no reply to his little speech when in fact I was speechless and just stared into his light brown eyes. "Save it" he says laughing. "We have two days all to ourselves, while almost" he giggles as he taps my ass and heads for the living room. "What do you mean almost" chasing him out to the room. "I invited a few of the guys over tonight, I thought we would get drunk and just kick it. I put the heat on in the pool, ordered some pizza that will be delivered later tonight, but forget about that right now it's just me and you" he says hopping on the couch. My mind was racing, who had he invited over, I knew that I would get sex tonight, it was without a doubt, but the thought of who could be over kinda excited me. I laid on the couch next to Donny placing my head on his lap like many times before. It was again an unspoken ritual with us. Immediately I felt his dick begin to grow, with only a towel wrapped around his waist, there was no hiding the fact. I slid my hand between the ends of the towel and grabbed his balls. They were so smooth I could just play with them for hours and nothing more. After a few minutes Donny spoke. "Suck it... suck my dick" he whispers. "Swallow my dick, take it all the way down your throat" he says. This was a little unusual for him. He was usually quiet during sex, outside of the moans and groans. "I wanna fuck your face, hold on" as he flips me on my back. I could feel his dick entering my throat just after he climbed on my chest. Slow thrust, sliding in and out of my mouth. He had a great dick, 8 inches and pretty thick. His balls were softly tapping my chin as the taste of precum took over my taste buds. Slowly his face fucking took speed. The look of pure lust shined from his eyes as little drops of sweat beaded on his forehead. I reached around and grabbed his ass sliding a finger into his hole, something that I would not normally be allowed to do. This time I meet no resistance. As I began to finger his tight hole he grabbed my head and slid down my throat. Gush after gush of his sweet boy cum warmed the back of my mouth. His eyes, glossed over, staring straight into mine.. waiting for the acknowledgement that I had indeed swallowed his load. Slowly he pulled his dick out of my mouth and tapped it on my lips a few times. Without saying a word, he wrapped the towel around his waist once more and headed for the fridge. "You want another beer" "YA I'll take one" I was use to this almost military... don't ask don't tell... relationship we had, and I also knew that at some point during the next day and a half I would get my turn to shoot my load deep into his mouth. The one thing that was so hot about this was watching his throat gulp my boy juice down, his eyes would be always closed and his face filled with pleasure. He didn't know that I liked watching his throat react to my cum. I liked the fact that a part of me was deep inside him, further then my dick could reach and... he always swallowed. The door bell rang.... "Hey... get that" Donny yells. I got up off the couch and tried to reposition my stiff prick. "Daymn.." I say as my hands hit the wet spot on my crotch. I looked around the room real quick and grabbed the beer I was drinking earlier... splashing some on my pants. I open the door... "Hey, Homo" Mark says entering the house. "What... did you piss yourself" he says laughing. "Na I spilt a beer" relived that I had thought about using the beer excuse. Mark was HOT!. A skater friend of Donny's, someone that I usually didn't hang with but would love to get alone one night. 6'3'' Blond hair, blue eyes, face of a God and the body to match. He caused me some grief in the past when he was spreading some rumors about me being bisexual, which are "totally false" I replied when asked. Funny how no one ever asked me if I was Gay. He was cute as hell so I put up with him. Late one night I watched him beating off, I couldn't see much it was dark and I was pretty drunk. He thought that I was asleep, but I was watching every movement he made, even up to him licking the cum from his fingers. "Where's your boyfriend" he asks. "He's getting us a few beers" I replied. "Get me a beer too Bitch" This fucker is cocky.... I thought to myself. I would so love to bend this bitch over and fuck the shit outta him. "Who you calling Bitch... fucker" Donny says throwing the beer hitting him in the stomach. "I was just fucking around" he cowers down. "Fuck its hot in here. Turn down the heat or something" as he pulled off his shirt. It was like it was in slow motion. The first ripple of his abs showed and one by one the other three appeared. My eyes were glued on his body until I noticed Donny looking at me with this smile. He shook his head from side to side and tossed me a beer. Mark popped the tab on his can and it burst out over his body, we all started laughing, "Dude I need to jump in the shower before this shit gets all sticky" "Go for it, there's towels on the counter" Donny replied. Another knock at the door... "That's the guys" Mark shouts, "they weren't to far behind me" Donny heads for the door as I waited in anticipation to see who was coming over. Sounds of laughter and greetings came from the front room and one by one they came pouring in. Jonathan... 15 sophomore. The smallest of the group and my neighbor. Well we lived on the same street. Way fucking cute! Short about 5.5 skinny blond hair, blue eyes... we've felt eachother up and us getting together is only a matter of time. He's got a small dick at this point but he's a little delayed in development I think. It will catch-up at some point. Van... Now talk about HOT! This is Jonathan's bestfriend. He just lives around the corner from us. Korean American... and I must say the perfect mixture. 15 years old, black hair, dark almost black eyes, olive skin.. 6 foot skinny skater. Just perfect! The kinda guy that has no body fat so the definition of his mussels are incredible. He, to.. has played grab ass with Johnathan and me... and is completely the opposite of Jonathan. His dick is big and I would die to lick it. Steven... cute mexi-boy! 16, black hair, brown eyes, cute but don't know much about him. Brandon and Kenny... the dream team! Both 16. Kenny and I have been going to school together since kindergarten. Absolutely beautiful and I have no doubt he's ready to play. Sandy brown hair, light brown eyes.. very cute, but what makes him so attractive is his personality. We've played football together for the past couple years now. He would always call me over to block him in cause he wanted to stroke just a bit to chub it up before we got into the showers. Just imagine what that did for me. But we're good friends so it's one of those things that we have to enter into fully together and that just hadn't happened yet. Brandon... is like the walking Ken Doll. Medium brown hair, brown eyes, the cutest smile with his braces. Always impeccably dressed, the girls just die for him, I just wanna eat his ass. "Well, there's beers in the fridge, Danny and I are going to put the rest in the ice chest outside and jump in the pool. You guys can join us or just kick it, what ever you want" Donny explains. "I'll help you guys" Kenny jumps up. Being Christmas day, I didn't bring swimming trunks with me, I mean it's pretty cold here in the winter even for California. But the pools heated and all the outdoor heaters are on so it's pretty comfortable. "Donny, you didn't say anything about swimming, I didn't bring anything to swim in" I said knowing that I could just borrow some of his stuff. "Ya neither did I" Kenny says. "It's a heated pool... what more do you need" Donny exclaims. Just then he drops his towel and all you see is his cute little ass as he jumps in the pool. Kenny and I were no strangers to each others bodies. And without thinking about the other guys in the house I dropped my jeans and jumped in, followed closely by Kenny. The water felt great. Suddenly, with the Mark steps out, I was reminded that there were other guys here. They all stood at the edge of the pool just staring at us. Marks towel drops to the ground , and then there were four. Four guys in the pool all naked. One by one the remainder of the guys jumped in, I was in heaven. I sat on the steps of the pool with my legs drawn to my chest drinking a beer, but really to try and hide my hard on. What a Christmas, I thought to myself. If nothing more then just to see all these boys, without a care in the world, nothing but flesh. I was in heaven. The guys were playing pool hoop, when Donny swam over to me. "Merry Christmas" he says and actually kissed me on the cheek. Shocked, I looked around to see if anyone had seen his display of affection, relaxing when no one reacted. We swam around for about an hour or so when the sliding door opened and a guy walked out with a pile of pizzas. I thought to myself. "OMG... here are all these guys naked in the pool and he's bringing pizza" "Hey Brian... Jump in" Donny shouts. I cocked my head back to see Brian, another of my football teammates and the hottest red head in the world. `Now it's a Merry Christmas" I thought to myself. Call it a fetish if you will, but I have a huge thing for red heads. After awhile and after my initial hard-on, being naked in front of each other was no big deal to the guys. I had many beers down, got super buzzed (Mark brought the weed) and was just having a good time. We got out of the pool, no one covering up and had some pizza. "Did you bring it Brian" Donny asks. "Hell ya I brought them" Brian smiles. What's that... the rest of the guys ask. "Porn....." Donny gets up and shouts. Fuck ya.... Lets go check it out... No shit.... Is all you could hear from the group. We all headed back into the house. Kenny and I were the last to walk in. "Here we go" he says. "Are you ready for this" he smiles. "Just sit next to me, we'll get this party started" Donny puts the disc into the DVD player, turns around and addresses the guys. "This is a full on Circle Jerk. If any of you have a problem with this then you might wanna leave now. One thing that I will say is that what happens in my house, stays in my house, and I will fuck you up if I hear that anyone was talking" he looks in my direction and winks. "Shut the fuck up and hit play" the guys respond. "Any one need a beer, last chance" Donny exclaims. "I'll just bring a round" Donny passes out the beers and sits next to me. Kenny on the other side. It's straight porn, nothing I could do about that but my porn is sitting around me and of course I'm the first one hard. Donny, Kenny and I were seated on the couch, the perfect position to glance over the other guys positioned around the floor. The movie started. Brian was the first one of the guys on the floor to get hard, the sex hadn't even started. I was just looking down at his red patch of hair and that 7 inch uncut cock. Kenny and Donny were up as well, glancing around the room as if willing the other cocks to stiffen up, and shortly there after, they did. "Fuck she has big tits" ... "Look at that Pussy"... "He's huge"... were the sounds around the room. Every one was stroking their dicks. All the guys on the floor were glued to the screen, not a glance at another cock from where I was watching, but the three of us on the couch were loving it. Kenny reached over and grabbed my dick. I was reluctant to allow him at first, not sure how the others would react,, but no one was interested in what we were doing so I went with the flow. I reached over and grabbed both Donny's and Kenny's cocks. My hand that I wrapped around Donny's was cold from my beer and it shocked him. "Sorry" I laughed. Just then the other guys looked over to see what we were doing, I froze. Kenny just kept stroking my dick. I just sat there looking around. There was an awkward stillness to the room, then suddenly I began my stroke on both of their dicks again. Brian got up off the floor and came to sit next to Kenny. I was caught up in the moment. I released my hand from Donny's dick and went in for the suck. My lips wrapped perfectly around his cock, as they had for the past two years. Donny grabbed the back of my head and guided me up and down his shaft. Suddenly I felt a warmth around my dick, I had to see who it was. Van! Van was sucking my dick! Kenny had Van's hair in his hand and pushing him down on my cock as Jonathan was sliding his cute little piece of meat in and out of Kenny's mouth. Brandon, Steven, Mark and Brian were all just watching, stroking. I move over to Kenny's dick. I've been waiting for this my whole life it seems and it's just about to happen. All I taste is sweet... sweet pre-cum. I'm stuck at the head of his cock running my tongue in and around his foreskin and I have already decided I'm latched to this one till it shoots. Brandon sits back alone and is stroking his dick, watching all that was taking place. Donny motioned for Brian to move over to his side of the couch. All the excitement was bringing me to the point of explosion. Donny knew I was close so he grabbed Van from my dick and started kissing him. Kenny slipped out from under me, grabbed my head and guided it into Brian's crotch. Starting with his nuts.. I licked, he tasted sweeter then the others, it had something to do with my infatuation with red head cuties. They're a different flavor then another guy's. Kenny started fucking my ass with his tongue and Donny joined in on the action. Both of them fiercely eating my ass like I have never experienced before. Brian was up on his knees at this point, fucking my face, his thick cock beating my mouth. Brian pulls out sitting on the couch holding his thick rod, waving it in the air waiting for me to take a seat. I was not going to pass this up! I Positioned myself so that I could see the rest of the guys. Mark, Steven and Brandon were still going solo as I bounced around on Brian's dick for what seemed an eternity. Van was fucking Jonathan and I made a mental note to get me some of that. Donny and Kenny were in 69. I motioned for Brandon to come over, I was hoping to get him to suck my dick while I was being plowed. He did one better. He placed his hand on my chest and eased me back onto Brian. Slowly he placed his dick next to Brian's and started fucking me I could feel both dicks entering me at different times and I was loving it. Brandon shoved his tongue in my mouth and then bit on my bottom lip. I knew he was cumming. Almost immediately I felt the warm breath of Brian's moans on the back of my neck. "I'm Cumming...." he whispers. Both Brian's and Brandon's cum began to seep from my ass as Kenny positions himself to lick up the pleasures given to me. He slides his tongue deep in my punished hole, enjoying the spent cum from these two hot boys. I couldn't take it anymore my legs started to vibrate slowly at first then uncontrollably. My first shot rocketed straight up into the air and landed on my chest. Quickly came the 2nd... 3rd and 4th squirts of my semen covering me from pecs to belly button. One by one, starting with Donny, stepped up and shot his load all over me. Donny and I have always shot our loads in eachothers mouths and this would not change this time either. He aimed the head of his cock, just about 1/2 an inch from my lips. I opened up and stuck my tongue out and swallowed my 2nd load from him today. Up next was Kenny, and he fired all over my chest and neck... mixing with my own load. Van and Jonathan stepped up with Van plastering my face and Jonathan soaking my dick and balls. I look over to Steven and he's creamed himself. It looked hot! Some dripping from his chin as he covered his own face tring to catch a bit in his mouth. And finally Mark. He stands between my legs which are still in the air and quivering as I lay back on Brian. He's vigorously beating his monster. It was 6.5 inches but this as hell... he gets down on his knees and I'm ready to take it on my ass but he has other things in mind. He shoves it in me and gives me a couple quick pokes and cums hard. "Your my bitch now" he says. Still sliding in and out of my ass, Cum dripping down my inner thigh, and a smile on my face I asked the boys, "Anyone need a beer"... "Lets get back in the pool" they all sounded out. The swim was a little different this time. We all looked around trying to figure out the sleeping arrangements for the night. Donny had a king size bed so that would fit at least 4 and the others would have to take the pull out and the floor. There were 9 of us. Me and Donny along with Kenny and Brandon headed to Donny's room and climbed into bed. We were pretty spent and started passing out pretty quickly. I was almost out myself when I felt someone shaking my foot. It was Brian. "There's not much room for me out there.. you guys mind?" "Hell no! Climb in" He squeezes in-between Kenny and myself. "So tell me something" he asks. "Are you gay, bi?" "Let's not do labels" I say. "I just love sex! Let's let tonight be what it was and leave it there." I say He wraps his arm around my chest and cuddles in for the night. "But I will say this" I add. "If you ever need a little help, let me know! Tonight was great." " For sure.. bud" he says as I fell his hard dick again pressing against my ass as we doze off to sleep. When we woke the next morning the other guys were gone. So now just the 5 of us. I was up first and noticed a letter on the counter from Mark. "Last night was a blast! Thanks for having us over. If you guys are gonna do something later today give one of us a call... and remember.. what happens here stays here!" I'm feeling a little hung over so I grab a beer. And Go out to sit by the pool and have a smoke when Brian comes out to join me. "What a night that was .. I was so buzzed." He says. "Yeah, that's for sure" I say with a smile, thinking to myself that he's looking for a way out. He asks what our plan was for the day and I say that we were just planing on doing the same... we had the house to ourselves for another couple days and plenty of beer. I didn't even realize that we were still naked until I saw his half hard dick staring at me. "Can I tell you something. Just between us... Promise...." "Sure... I keep good secrets" "I've been having these dreams lately. Kinda like what happened last night. And there's always the same 2 people, you and Donny. I've never done anything like that, like what we did last night, but I'm willing to explore it a little further. Just to see where I'm at with this whole thing." "Just remember this, you don't have to be anywhere with it. It can be just... fun. It really doesn't have to mean anything other then that, unless you really want it to. We're guys, horny teenagers. I believe it's called friends with benefits. Just go with it for now and see where it takes us. With that said he gets down on his knees and takes me into his mouth. His first blowjob. He pulls of for a second and says. "If I'm doing something wrong just let me know, I've never done this before." He slides his lips back over the head of dick and it feels great. "Yeah right there... lick the head a bit. Use your tongue a bit more." He scapes his teeth along my shaft as he tries to take me all the way down to the root. "Ahhh... watch the teeth. You don't have to take it all the way... just take what's comfortable." He's hard as hell.. and its bobbing up and down with his heartbeat. It feels so good and even better that I'm looking at this hot red head sucking and licking my shaft. "lick my balls for a bit.. yeah... Luke that. Can you take them in your mouth? Suck on them! Fuck yeah... take them both in your mouth." Oh my god... he's driving me crazy with his hot mouth devouring my nut sack. "Yeah that's it... lick a little lower. Ohhhh that's a sweet spot for me treat that spot right and I'll do anything you want." I say, bringing my knees up to my chest. His shoulders are speckled with freckles and it's turning me on even more. God I love red heads I'm screaming in my head. Then he goes a bit lower and his tongue just flicks my hole. He must have like what he was testing cause he all of a sudden dove in. I love having my ass licked and he was into it. I again started to shake just like last night. He was moaning into my hole as his tongue penetrated me as deep as it would reach... then one more moan into my ass started the vibrations. He recognized what was going to happen from last night when I was laying on my back and his dick had pumped a load deep in me. He quickly grabbed the base of my cock, aimed it downward and just got the head into his mouth when I fired a steamy load of cum. I could see his throat swallowing my juice and that's a total turn on for me. He kept sucking me till it was to sensitive to take and I had to slowly but reluctantly pull him off. "Fuckkk! That was awesome. Now let me take care of that for you!." "To late" And he holds his hand up covered in his sweet juices. "God your hot" He had to run home and do a few things around the house. "I'll be back in a couple hours, let Donny know. You'll still be here right?" "Oh yeah... ill be here." He gives me a kiss, just a peck at first but then a little more passionate. Our tongues mixing and I could taste a mix of my cum and ass. HOT!. And he was gone.. I jumped in the pool to clean myself up a bit... lite the fire pit... and turned on the heaters. The area started to warm up quickly. 30 minutes or so... the guys started coming out and joining me. Donny had told me that Kenny had finally hit puberty cause he was horny as fuck now, and I guess he was right after last night. I was still naked and Donny came out like that as well, but Kenny and Brandon had clothes on so I suspected that they would be leaving soon. We chatted for awhile had a few more beers and off the two of them went leaving me and Donny. I told him about Brian coming back in a few hours and about the note Mark left. He said that he was hoping today would be just the two of us... but that Brian would be fun... Donny and I spent the next few hours alone, We had lunch, swam a bit and had a few beers..... I finally got to fuck him.... Something that has evaded me for quite some time. It was incredible and I finally got to plant my seed in both ends of my bestfriend. The ultimate friend with benefits. New Years Eve was one for the books! The ultimate replay. I'll have to tell you about it in the next chapter.