High School Seniors: The Road Trip
submitted December 3, 2008
Categories: Tales From School
Toward the end of the football season, it came time to start thinking about college pretty seriously. My two closest friends and I had gotten our applications in all over the place in the first few months of our senior year. Now that we wouldn’t need to be anyplace on Friday nights, we had some time to go and visit a few universities where we had sent applications.
Andy wanted to be an attorney like his dad. Since they had just relocated to California from New York, we all thought initially that Andy would want to go back east. But Andy loved it out here and had become as much a California boy as Will and I since the big move over the summer. Andy thought his dad’s job was cool and no matter how much Will and I teased him about how much lawyers were scum—and told him every attorney joke we came across—Andy’s mind was made up. Just law. Nothing else. Andy didn’t want to be a defense attorney helping defend the unfortunate who were unjustly accused of crimes and he didn’t want to go into family law helping couples negotiate their way out of a bad marriage or some other personal situation. Nope. Andy wanted to be a corporate attorney representing Microsoft or Nabisco or some other huge industrial conglomerate. Though Will and I never really said it outright, this image of Andy helping to screw the little guy fit perfectly with our image of him. Andy was indeed a New Yorker through and through; in fact, Andy was a lot more the Wall Street shark than the Greenwich Village bohemian.
Will on the other hand had absolutely no idea what he wanted to do with his life. He was pretty much good at everything he did so we were all sure it didn’t matter what he chose, he was bound to be successful at it. Everyone liked Will and he was easily the most popular kid in school. Even during our junior year, Will had won the majority of class awards handed out at the end of the year picnic, including ‘Most Likely to Succeed’, ‘Best Eyes’, ‘Best Kisser’, and so on. In real life, all of that would probably come in very handy for Will. It was common knowledge that whatever Will put his hand to would turn golden. Andy thought that Will would make a great politician and urged him to get a law degree in order to make that happen. I thought Will should go into the Peace Corps helping feed starving ducks in Bangladesh or something.
For me, I was pretty sure I wanted to be a doctor. I had totally loved my Bio classes in high school and was even working weekends as an orderly at our local hospital. I had seen some amazing turnarounds in people who had entered the hospital sick as hell who later went home just fine—that seemed pretty cool to me so that was what I wanted to do. So medicine seemed to be it, but along the way I wanted to try and get an education that was a little broader, maybe a History or an English minor or something.
There we were, three 18-year old high school seniors setting out to tackle the world in three different ways.
Andy was about 6’1” and lanky with wavy dark blond hair and incredible green eyes. He filled out a pair of cords just right. He had a crazy streak and always seemed to be on the giving end of a joke. He had more balls than just anyone I’d ever met; even grabbing my dick the very first time we met while I lay in Will’s extra bed after a sleepover.
Will was maybe an inch taller but had dark features, dark eyes but a constant smile on his face as if his Prozac prescription was just a little too high. Will was a friend to everybody and didn’t have an enemy in the world. He and I had been best friends since we met in AP English when we were sophomores. He had size 13 feet with huge hands to match that had tortured me forever until I finally got a chance to see Will’s cock (with Andy’s help, of course). Early in the football season, Andy invited us over when his folks were out of town one weekend, got us all very high on some killer grass, and then insisted we all bond by shaving our balls. Since Will was far too gone from pot and expensive cognac to shave himself, Andy came to the rescue and shaved my best friend’s scrotum for him, getting Will’s enormous cock hard in the process. “Scary big” was the phrase that Andy used at the time. I remember thinking what an understatement that was.
I was the scrawny one in our group. Just 5’9” and with light brown hair and blue eyes, I was pretty much known for nothing in our high school other than being a nice guy and being Will’s best friend who was always by his side. I ran on the track team but I hadn’t won any races all season (or last season either) and there was no point in thinking that a college might be interested in my legs more than my brain. I was sort of a geeky brainiac teacher’s pet so that was that.
My greatest triumph in high school was a personal one that I hadn’t been able to share with anybody. Somehow I had gotten hooked up as the personal History tutor to our extremely hot starting varsity quarterback, Joey Collucci.
Just a few weeks after starting our after-school sessions, and completely unbelievable to me, Joey and I had sex. Just two 18-year old guys helping each other out. At first, I was just supposed to be giving him a massage to soothe his aching muscles after practice, something I was very inexperienced at, but all too eager to help out with. But then Joey the fucking starting quarterback grabbed my dick and sucked me off. It had been my first blow job (in either direction) and it was like a life-changing event. I tried to return the favor on Joey’s very nice very thick dick but we progressed next to me fucking Joey on the locker room floor one quiet Sunday afternoon. Me fucking Joey! In time, Joey and I were kissing and sucking and screwing whenever we had the chance. It was amazing, but I couldn’t tell anybody. I tried to tell Will a few times, but never had the guts. And he probably wouldn’t have believed me anyway. Imagine this studly quarterback, maybe the only guy in school who could hold a candle popularity-wise to Will, and that half the girls in school wanted to suck face with, getting it on with his History tutor. Clearly I was delusional.
Sadly, our school football team was not going to make the playoffs. We had only won two games.
Before the last game, Andy, Will and I were over at Will’s house getting ready. At Will’s urging (of course), we had agreed to move the yardage and first down markers along the sidelines of our school’s Friday night football games. It required these ridiculous orange jumpsuits so that we could be visible to the players on the field and not get tackled by accident too often. Buying the uniforms one afternoon at Penney’s had been quite an adventure also, with Andy spanking me on the ass so hard that I nearly blistered.
“You know, I think these stupid outfits can probably been seen from outer space,” Andy said, pulling up the one-piece over his tight ass and tucking his t-shirt into his underwear.
Will and I both laughed.
I slipped off my jeans and folded them into a bundle for my backpack. I always wore white boxer briefs but my mom had recently bought me some colored ones. Of course Andy noticed and had something to say.
“Man, T.J., you’re really stylin’ today. Look at that Will, T.J.’s got red underwear!”
“Shut up you fag!” I said, smiling. After all the attention Andy had paid to my mid-section since I’d met him a few months ago, I hardly needed him saying something that might get me hard--like he usually did. Will looked over with disinterest, mostly to try and figure out why I would ever say something so mean to our good friend Andy.
“Red, eh?” he continued. “Did you have to special order those? I’ve never seen any that color.” Andy cracked up and leaned against the wall to support himself. Will smiled and concentrated on unzipping his jumper. His mom had ironed it and folded it neatly into a package for our last game.
I stared Andy down silently as I tugged my orange jumpsuit over my underwear. When my red briefs were out of sight, Andy left me alone.
Once Andy and I were dressed, we both sat on Will’s spare bed to wait for him to be done getting dressed. If Andy knew I had a crush on Will, he had the good sense not to mention it.
Both sets of eyes undressed Will for him waiting for him to do it for real, mine in lust, Andy’s probably just for something to do to pass the time. Will did no exercise but had a great body. He said it came naturally but I also knew what a fanatic skier Will was in the winter. He was great and had even been on some kind of pre-Olympic qualifying team. After a minute studying the zipper on his jumpsuit, Will seemed to sense that he was being watched.
“What are you guys doing? Cut it out.” he looked over at us, more amused than anything. If Will minded being secretly gawked at by his best friend and by this crazy New York transplant, he would never tell us. In fact, Will is so nice he’d probably offer to stand still for just a little longer so that we could memorize all the fantastic parts of him we wanted to.
“I’m just wondering,” Andy said, “if you’ve been keeping up with your shaving.”
“Andy, you are such a pervert,” I said, punching him in the arm. “If Will wants to shave his balls, that’s his business. Right Will?”
“T.J., I’m surprised at you,” Andy said in mock horror. “A clean and tidy scrotum is one of the most precious gifts we can give to people. To lick a nut sack coated heavily with pubic hair is totally disgusting!” Both Will and I looked at him in disbelief. “I’m told!” he added.
Whether or not Andy was gay was not really a big deal to any of us. In fact, Andy was probably the sexual equivalent of an omnivore, whatever the word for that was.
While I was reasonably certain of my own sexuality, and therefore driven to do all I can to keep the secret to myself (at least for the time being), Andy’s sexual yearnings were a common topic of conversation in our little group. There wasn’t one being on this earth--Andy kept reminding us--that Andy didn’t think he could have sex with successfully--if he wanted to.
At lunch one day, Will and I played a game where we’d introduce every possible homely dog in our senior class and ask Andy to find some redeeming feature that turned him on. For every single person Will and I brought up, from the cross-eyed Lisa Newman, to Sandy Boverstein who walked with a terrible limp, and even to Mort Feiffer who was a dwarf with a cleft lip, Andy had managed to tell us how he’d get off on (or in) whoever we mentioned. Actually, Andy’s description of what he would do to poor little Mort caused my stomach to toss and I almost puked my sandwich. Will just about fell off the bench laughing so hard.
“Boys, you will be very glad to know that I was indeed inspired by our show of team spirit.”
Andy and I looked on wide-eyed, waiting for Will to show us his shaved balls I guess. “Yes. I have kept my scrotum hair-free since Andy showed me the light. Besides, Peggy seems to dig it.”
“Yahoo!” Andy hooted. Peggy was Will’s on-again off-again girlfriend. I was bored to death hearing about her.
“Does it itch?” I asked, knowing full well that it did. Mine did.
“No, my mom gave me some kind of cream to use after I shaved, and that seems to work pretty good,” Will explained.
“Wait a minute Will, you told your mom you were shaving your nuts?” I asked.
Will chuckled, “Not exactly, but I asked her what she uses after she does her bikini wax and she bought me a bottle of this stuff.”
Andy doubled over again and fell to his side laughing. I still wanted to see Will’s wiener again; that time over at Andy’s house was weeks and weeks ago, and I needed a fresh fantasy. But, Will was his usual careful self and turned away at the critical moment when I might’ve seen his giant penis get scrunched up by the jumpsuit he was pulling up from the bottom.
“What about you, T.J.? Are you keeping the lawn mowed?” Andy asked me.
“That’s it, just yep? No funny stories about your dad catching you in the act or your dog licking you more?”
“Nope,” I answered, hoping to change the conversation.
“Actually his dad licks him more now,” Will said and we all laughed again.
In truth, Joey had already been shaving his balls, and once I started shaving mine too, we kind of made a game out of it. It was totally hot when Joey stuck my whole soft scrotum in his mouth and whacked me off with his hand. I could feel his hot breath at the base of my cock, and the combination of all those sensations at once would put me over the top.
“So, now that that element of team spirit is still going strong, let’s talk about my next order of business,” Andy said.
“What’s that?” Will said. I wasn’t sure I really wanted to hear what Andy’s mind had come up with next.
“College, what do you mean?”
Andy stood and puffed out his chest. “College trips, boys. It’s time for us outstanding seniors to visit the schools on our list that we have a good chance of getting into so that we can make the best possible decision for our futures.”
Andy showed us a folded piece of paper he’d had crinkled up someplace. “According to my official list here, Will, you applied to 11 schools. T.J., you applied to 18 schools, and I saved my parents a great deal of money by only applying to 4. So…I’d say we should get on the road the next couple of weekends and go visit a few of them.”
“Sounds good,” Will said.
“Yep,” I said. It would be nice to do these college visits with my friends instead of with my mom and dad.
“First on the list, of course, would be the four that I applied to. Both of you applied to three of those. Then if my interest holds up and I can come up with the dough, I can tag along to the ones you guys applied to. Maybe I’ll even fill out an app while I’m there!”
“Okay, let’s do it,” Will said.
“Great,” Andy said. “T.J., your folks will be cool with this?” My parents were easily the least likely to go along with their precious eldest kid going off on his own to pick out a college.
“All I can do is ask,” I said.
We had a plan. Road trip!
At the football game later that night, we got beat again. It wasn’t really even a very good game, too bad for a final game of the year too.
In truth, I had stopped watching the entire team anyhow. It was easy to just focus on Joey. He was technically the center of the action on every play, so nobody could fault me for keeping my eyes glued to the quarterback. When the defense was on the field and Joey was on the sidelines, my mind was always elsewhere I just let Will drag me along to each position where we had to move the first down markers.
Once our team had been drubbed and the game was done, our side of the field sang the fight song for the last time of the year and then began to leave the field. I got a little glassy eyed but held it together; after all, it was just a game of course. Starting to pack up our gear for the last time, I was glad when Joey came over to me to talk.
“Pretty fuckin’ awful game, don’t you think,” Joey said.
“Yep, pretty fuckin’ awful,” I agreed. “I mean, you did all right, but it’s like you’re alone out there sometimes,” I added.
“Yeah,” he said. He leaned in closer to me and lowered his voice to practically a whisper. “I think you look pretty fuckin’ hot in this one-piece orange thing,” he smiled.
“You’re kidding right, I’m like a total orange Popsicle here,” I said.
“Yeah, a popsicle that I want to wrap my lips around all night.” As usual, comments like this from Joey (or anybody for that matter) made my underwear a little tighter.
“Okay, settle down, Mr. Quarterback, we’re still in the middle of the field, with the eyes of hundreds of your adoring fans glued to your cute ass.”
Joey laughed. “Hey listen, T.J., we’re gonna do some kind of party to celebrate the last game of the season with the whole team. The cheerleaders and yell guys are coming too. Do you and Will and Andy want to come along?”
“Um, I don’t know,” I said. “Probably not, I know I’ve got a big paper to write for English this weekend and I need to be up early.
“Too bad, I was going to introduce you to a couple of the guys,” Joey said.
“More guys with sore muscles that need massages you mean?”
“No way, dude. I get those hands of yours. No, just more guys who could probably use some help with History.”
“Um, well, maybe that’d be okay,” I said. “I could use the money. My first tutoring student hasn’t exactly made me rich. My face cleared up, but I haven’t made any money off of you.” Joey laughed again and put his helmet back on to run across the field.
I had been thinking about my earlier conversation with Andy and Will. “Hey Joey, where are you going to go to college next year?” I asked him once he got a few feet onto the turf.
He turned to face me. “College? You’re kidding right? The only way I’m getting in is if somebody gives me a football scholarship. And after this doggy season, the odds of that ain’t too good.”
“Oh,” I said, and then added, “have fun at your party.” But he didn’t hear me. He turned around and ran after his teammates.
The following week, Andy and I worked out a schedule for visiting the schools we’d applied to. Andy had applied to Cal and Stanford and UCLA and Chico State (his safety school, and the one me and Will avoided). Will and I had applied to the first three (Will’s grades were almost as good as mine), plus a few others in California and then a few around the west coast. I had also added in a few Ivy League schools back east—it was probably a long-shot but I thought, well what the fuck!
We took a super-discount late-night flight up to San Francisco and then hopped on a bus out to Berkeley to visit Cal. Andy’s dad had found us a cheap motel to stay in with 2 double beds.
Being the smallest, I expected to have to share a bed since Andy and Will were just too big to fit together. The sleeping arrangements had been a huge area of concern for me since I knew I got hard if even the wind blew across my cock, and the idea of sleeping right next to either one of my friends was an obvious formula for disaster for me.
Andy had already man-handled my cock quite a bit that one afternoon in my room when he asked to measure it hard, but I had never actually seen his dick. Then, later, during that evening he had shown Will and I his shaving handiwork on his ball sack, he hid his dick with one hand as he bragged about the smoothness. So what would happen if I had to sleep with Andy, I had no idea. I was game to find out but I was scared all the same.
With Will, he and I had been best friends for a couple years now so I expected that he and I would be the one to share. But after I had seen Will’s fucking huge dick the night of our shaving party, I had barely been able to stop thinking about. Sleeping just inches away from the damn thing would probably be impossible for me.
I had worked myself into quite a panic, and I even brought the subject up with Joey during the week after the final game of the year.
“So let me get this straight,” Joey said, as we sat at the desk in my bedroom, trying to actually study History for a change instead of each other’s bodies. “Andy measures your dick with a tape measure. Hard. And you’ve never even seen his penis, soft, hard or otherwise?”
“Yep,” I said.
“And Will has never seen you hard but knows that you are eight and one third inches long?” I blushed beet red.
“Because Andy told him,” I said, “I would never…”
“Please, T.J., you’re proud as hell that your weenie is eight and one third inches. You tell everyone except your grandparents, I think. You couldn’t wait to show it to me that first day in the locker room.”
“Joey, that’s not true,” I protested. “I only got semi-hard in front of you that first time, and it’s only because you were naked.”
“Uh unh. Semi-hard or not, you told me flat out that it still had some growing to do within like seconds of seeing me in the showers.”
“What are you getting at?”
“And besides, I was not naked, I was in a towel.”
“Which, I might add: you casually threw aside as you walked away a few minutes later,” I said, giggling.
“Butt is my best part,” Joey said smugly. “I get told that all the time.”
“Not by me, dude. I’m pretty happy with what’s in front.”
“Oh really, I thought you liked my ass. You sure like fucking me.”
“Joey, shhh. My mom’s downstairs.”
“She thinks we’re studying.”
“Right,” I said, “and I haven’t had a chance to mention to her that we’re fucking too.”
“Wanna do it right now?” Joey stood up and unbuttoned his jeans. He had no underwear on and his fat dick fell out immediately.
“Joey! She could come in any minute.”
“Yeah, then you wouldn’t have to have that conversation with her, would you?”
I leaned across my desk and licked the tip of Joey’s cock.
“Ooh,” he said. “See? Was that so bad?”
“Hello? I still need them to pay for college. If my mom walks in and sees your dick in my mouth, I’m toast. On my own. Disinherited. Homeless.”
“ Poor baby,” Joey said, walking around the desk to give me easier access. “Just for five minutes, it’s what you want,” he teased, sticking it in my ear.
“Well, you’re right, but…” Joey slapped my lips with his hard-on, wiggling the head through my lips and to the back of my throat. It never stopped amazing me how he could go from zero to sixty in like two seconds, getting hard even faster than I did.
“Just for five minutes, okay?”
I mumbled something that neither of us understood since my mouth was full.
“Oh god, T.J., you’re really getting good at this.”
I said ‘thank you’ but he didn’t hear that either.
So 20 minutes and five anxiety attacks later for me every time I heard a sound from downstairs, Joey and I had both come, exploding in each other’s mouths and swallowing every drop.
“Should we study some History now?” Joey asked, innocently, snapping his jeans. “Can you spend the rest of the afternoon without my dick in your mouth?”
I grinned. “I’ll see what I can do. I’m not sure you were really much help with my problem about the hotel room bed arrangements though.”
“Yeah, sorry, I guess I wasn’t, was I? Want to punish me?” I smiled and pushed him back into his chair. He kissed me open-mouthed, exploring my teeth with his strong tongue.
The shared taste of each of our sperm was a turn-on, but I thought it best to try and get some work done. We read a few pages, and then Joey looked up from his book.
“So, we never finished discussing what you’re going to do with Will’s monster cock if you wind up having to share the bed with him,” Joey said, trying to bait me into getting hard again.
I sighed loudly. “We’re not talking about this anymore. Thanks for the generous offer of advice. I think I can handle the situation,” I said. Joey laughed and decided to finally cut me a break. He blew me a kiss from across the table and we went back to reading.
Once our motley got off the bus in Berkeley the following weekend in northern California, we still had to walk a few blocks to find the motel that Andy’s dad had rented us.
“Nice part of town,” Will said, kidding of course.
“Yeah, minus one point for ambiance,” Andy said. “This place is gross.”
Once we found the motel, it was a true dive. And, of course since none of the three us had a credit card to check into the motel with, we had to pay cash in advance, plus a security deposit in case we trashed the room. We guessed that the night clerk had seen other kids doing the same college visit thing we did and thought he’d better get some kind of protection. Andy was still up in arms about it after we walked down the smelly hallway, pushed open the flimsy door and flipped on the light. It was a naked bulb hanging from the ceiling.
“I mean, seriously, what the fuck are we going to do to this fleabag shithole? Piss on the walls?”
“Andy, it’s like standard policy,” I said. “My parents told me we might have to give a security deposit.”
Will ignored the conversation and threw his bag on one of the double beds and Andy threw his bag on the other. “I’m beat,” Will said, falling onto his chest across the bed.
“Who gets T.J.?” Andy asked.
“I’ll take him tonight,” Will said, not lifting his head up . “Tomorrow night, he’s yours.”
“I feel like such a piece of meat,” I said as sadly as I could.
“You are, dude, you are,” Andy answered. “Just keep that eight and one third inches of virgin baby meat on your side of the bed tomorrow night.”
“Fuck you Andy!”
I tackled Andy and we fell onto the bed. There was a terrible creak deep inside the springs and we stopped.
“Maybe T.J. should sleep on the floor,” Andy suggested. “Two people might be more than these stupid beds can handle.”
“It’ll be fine,” Will said. “We’re a lot skinnier than a lot of people who’ve probably been in these beds.”
“Yep,” I said.
There was no way I was taking the floor--at least not for tonight. Tonight I got Will.