Road Trip with My Big

by Bill Drake

9 Aug 2020 5887 readers Score 9.3 (177 votes) PDF Mobi ePub Txt


Two days after classes were over, Adam Banes, my Big, and I were embarking on a summer road trip from State College to his girlfriend's college in Oregon. We had a week to take our time, stopping along the way, doing some hiking, and seeing some of the American West we'd never seen.

I had figured something was going to happen this trip. The last year had been one long buildup to this. I had thought college life would let me figure out the questions I'd been having about same-sex attraction and embrace a hetero lifestyle, but it raised more questions than answered. My fraternity "big brother" Adam was great, and maybe because he had a lesbian sister, I knew I could broach the subject, first with an off-hand comment about what it would be like to be gay, then slowly admitting to my Big that I'd been thinking more about dudes.

"Yeah, Hoss?" he asked with a conspiratorial mischief as we smoked weed in his room, and he asked if I'd had any experience yet.

"A couple of blow jobs," I admitted. "It was hot but it was just sex. No real spark, you know?"

"Well, those dudes are lucky," AB said, taking a hit and passing it to me. "Don't forget that, Hoss."

I wanted to object that this was just an experiment for me, that I wasn't looking to be exclusively with guys. But I figured why pretend? I didn't need to with Adam.

Finally, one night before a big keg party, I'd admitted to my fraternity brother one night I wanted to lose my anal cherry.

He clasped my shoulder reassuringly. "Cute guy like you's not gonna have any trouble," AB said. "If that's what you want."

"It's gotta be someone I trust," I said. "Not sure I'm ready to take that step."

AB just shrugged and said. "You'll find him, Hoss."

I felt ten pounds lighter getting that off my chest. Like AB said, I'd figure this shit out in time. College was about having fun. So I got the surprise of my life when Adam walked up to me at the party with a fresh drink in his big mitt and leaned over to say to me. "You know, Hoss, I'd honored to be the one to take your cherry."

"Fuck!" I muttered in surprise. "You playing with me AB?"

"Naw, Hoss. I'll let you in on a secret. I've done it before. Broken a guy in. Twice, even." He was a little drunk and grinning big as he boasted of his conquests. He poked his finger playfully into my strong chest, conditioned by my competitive swimming. "When the time's right, bro."

"What do you mean when the time's right?

"You'll know, Hoss," was his cryptic reply and he ducked out to dance with a drunk sorority girl.

So I knew something was going to happen. But I was still taken aback when my Big and I were stocking up at Target for our road trip and I saw in the cart a big container of lube, a 12 pack of condoms, and a 6 pack of enemas. I didn't say anything but it weighed on my mind the entire drive that first day.

I had thought maybe it would be a couple of days into our trip before anything happened but around 5 o clock Adam started pulling his Acrua off the highway exit to a college town. "OK if we stop here for the night, Kyle?" he almost stated more than asked.

"Yeah, sure." The way he kept looking over at me made me think something was up.

Sure enough, we'd barely checked into the hotel room, when Adam unzipped his bag and tossed me an enema box. "Why don't you get ready, Hoss? I could use a good lay," he chuckled.

I laughed nervously but caught the box and went into the bathroom to use it. I showered up and when I got out, AB was nude, and I don't know how else to put it: my Big was big all over. Strong muscular frame, extra girth from his partying, and a really fucking thick hardon sticking up from his hairy crotch. Beneath it, his fat nuts clung to the stalk, clearly AB was charged up and ready to go.

I was horny and turned on by my fraternity brother. But I was nervous as hell, too, and shaking head to toe.

"Come 'ere," he said, leaning back and welcoming me into his arms. I wasn't sure if AB would want to kiss, but he grabbed my head and planted his lips on mine and it felt just right. Maybe I was crushed out on my Big, but I melted right into that kiss, meeting his tongue with mine and feeling a whole lot of tension leave my body.

"God, you've got a hot bod, Kyle," he said, running his hands along my body. I shivered again, now downright quaking. "It's OK, Hoss, your a Kappa Sig, and I got your back."

It was a corny thing to say, but at that moment it felt like the most reassuring words in the English language. I figured if there was any man I could trust it was my Big. He'd had my back this last year, and I had him to thank for my social life taking off my sophomore year.

Our lips met once more as Adam rolled on top of me, and I felt his hairy beefy body rub against my smoother, taut one. He was gradual but as he flipped open the lube and teased my hole with his fingers, first one, then two and finally opening it up to three, I knew I wanted it. Wanted to get fucked.

AB never broke the spell, it was like he would just silently read me to see if I was ready for more. And finally he leaned up and picked up a condom and rolled it down his fat prick. Slicking it up with more lube, he got in place, pushing the fat head against my tight pucker.

"This is gonna sting a little, Hoss, when I enter you, but don't freak out. After that, it'll feel good I promise."

That's pretty much how it played out. It hurt like hell when AB's extra thick cock penetrated me, but he held still and rubbed my body, complementing me on being his main man and a hot fucker to boot. And slowly he slipped more inside me. "I'm in ya now," he announced as the last of his prick bored into me and I felt his heavy nuts against me. "I got your cherry bro. I'm so fucking honored."

My prick now was jerking excitedly on my belly. I'd never felt more sexual or more alive. My Big fucking me was a dream come true. Especially now that I was accommodating his size and feeling pleasure at each inward thrust.

Soon I was the one urging him on, begging him to fuck me harder, faster. He did, too, putting all the power of his muscular ass into each thrust, and soon it got too much for him, as I saw his face scrunch into the telltale signs of orgasm and then a couple seconds later, he let out a loud grunt as he came.

The sight of my Big getting off, and the feel of his rod against something inside me made me spew all over my smooth chest.

"Damn Kyle," AB said, laughing and rubbing my sperm into my skin, "That's one hell of a load."

He kissed me one last time and slowly pulled out. When his cock cleared we both realized he'd shredded the rubber, which clung to the base of his prick, leaving an unprotected dick covered in his sperm.

I was a little freaked out, but Adam swore he was clean, and I knew I could trust the guy.

I was afraid to speak, afraid to break the spell between us. So I gave myself a quick rinse off and slipped on some clean shorts and a T. As Adam got cleaned up and dressed he checked the time. "I'm fucking starving. You want to grab a bite?"

* * *

So there I sat on the wooden picnic bench, eating a casual dinner, and wondering if anyone else in the place knew I'd just been fucked for the first time.

AB sat across from me, his hairy knees brushing against mine, with a big dopey smile on his face. It was a look that combined it all: sexual satisfaction, brotherly affection, concern, and pure pride. "You doing OK, Hoss?"

"Yeah, AB, I'm good," I said. "I'm pretty sore, but in a good way, ya know?"

He looked around surreptitiously and then picked up my empty iced tea cup, dumping out the ice on the gravel and pouring half his beer in it. "You deserve this, bro," he said. "Don't think I've seen a virgin take it that well. Sorry about the rubber."

I took a swig and at that moment the sudsy brew tasted amazing. "It's all right," I said. I rubbed my knee back against his playfully. "Actually, AB, it was kinda hot."

"Yeah?"

"Made me feel I got taken by a real stud," I explained, blushing a little.

I thought Adam would make a wise crack but instead he smiled proudly. "Well, you were the best, Hoss." He said in a deep voice. "So tight. Dude you almost make me want to dump Amanda," he said in a half joking way.

I wished he wouldn't say shit like that. Maybe he could play with a bud on the side for relief, but I was worried my emotions were finally coming into play. Especially staring across from the big beefy senior, seeing the evening light catch the hairs on his powerful arms or the scruff on his five o'clock shadow. Hell, maybe it was impossible to lose your cherry and not fall for the guy who took it, I surmised. I didn't know how this gay stuff all worked.

I took one last swig of my half beer, polishing it off. Adam did his too, and leaned back clapping his hands on his legs. "Want another?"

"Yeah, my round," I said, standing up. God, I could feel the cool wetness at my stretched pucker, where AB's load was starting to ooze. "Time to test out Old Reliable," I said using my nickname for the fake ID I had made up in January. So far it had served me without fail.

Sure enough, I got two pints without issue and returned to the table.

"Here's to road trips," Adam toasted. There were so many things I wanted to talk to my Big about. So many things on my mind I wanted to say. But for now, I was happy to share this beer with my Big and enjoy the summer evening. I clinked his cup.

* * *

The next morning we slept in, much like we did at the fraternity house. We weren't in a rush anyway. We showered, had some breakfast at a Denny's and by 11 were on the road again.

I thought we might be talking about what happened the previous day, but I guess there was nothing really to talk about. My Big took my cherry, I loved it, and here we were back to our normal friendship.

Which mostly meant talking shit about a couple of our fraternity brothers and arguing over what music to play. For a big masculine guy, AB had shitty taste in music... sappy pop and country ballads and that kind of shit.

Since we got a late start we decided to drive later today, trading off driving duties as we crossed some pretty flat parts of Ohio and Indiana. By 10 that night we were pulling up to a budget hotel.

"You know what I'm looking forward to most?" Adam asked as we grabbed our bags. "A long hot shower and a shot of tequila. That should send me right to bed tonight."

I agreed with him. I was tired from the day too. But a part of me also wished there was a repeat of the previous evening. We hadn't talked about what would happen on this trip. Maybe the cherry busting had been a one-time thing. A favor from my Big. But I also thought about the 6 pack of enemas we'd brought along. I'd used only one so far.

I showered off first, a quick one since I knew Adam was waiting. He took his time and had a look of pure relaxation when he stepped out, a towel over his shoulder and his big body nude, his thick cock swinging soft from his hairy crotch.

"I don't have the energy for much of a session tonight, Hoss," he announced. "But what do you think of treating me with a blowjob?" He gave a gentle tug at his genitals which made him plump out a little.

It was so matter of fact, his request caught me off guard. But I stammered a reply. "Um, yeah."

Adam smiled and tossed aside the towel. His dick was firming up as he stepped toward me. I loved his facial expression, friendly but knowing and confident. Most of my attention, though, was on his prick. It was incredible to see AB pop his bone. He was more a shower than a grower, other than the length. That incredible fatness of his dick still blew me away and was going to make this blowjob challenging, especially for a novice like me.

Thankfully, AB didn't rush me. He seemed grateful as I licked his dick and took in a couple of his inches.

"Feels, good..." he sighed. Then, "Think you can take more, Hoss?"

I knew at that moment I'd try my best. I nodded and sucked in a deep breath and stretched my mouth. His dick felt huge as I sucked an extra couple of inches into the back of my mouth, nudging into my throat. It felt like too much until Adam muttered his encouragement.

"Oh yeah, Hoss, that's fucking awesome. Suck my cock, man."

So I did. Bobbing up and down slowly then, as I got used to it, faster. I don't think I had any special technique and I wasn't sure I was doing the right thing. But after a minute I felt Adam's strong hands grip the back of my head and hold tightly as he started coming.

"Oh fuck!" he grunted, and six or seven heavy spurts of semen shot into my mouth and down my throat. I found my self gulping it down as quickly as AB fed it to me. My Big was one hell of a heavy shooter, a thick cum shot that kept coming. I reflected that AB must have shot that much in my ass the night before.

The idea excited me and I jerked my own dick and came, my mouth still sucking the drooling remnants of Adam's ejaculation.

"I think you earned that tequila shot, HOss," Adam said, a satisfied look on his face.

* * *

The next morning we were both well rested even though Adam had us up a little after sunrise. He never woke up that early in the house, but he was eager to hit the road. "Want to get to the Badlands today." We had plans to spend a couple of nights in South Dakota, seeing the Badlands and Mount Rushmore.

We weren't an hour out of Naperville when Adam brought up the blowjob. "You've been holding out on me Hoss," he said with a sly grin. "I can't believe I have a grade-A cocksucker right under my nose."

He must have noticed me wince at that term, because he glanced over. "Sorry for the crude language, Kyle. It's a compliment really. You're really talented."

I felt a little better. I mean, I was glad I'd made Adam happy last night. "I didn't know what I was doing, actually," I admitted. "Just tried what came naturally."

Adam nodded, as if he understood. "Makes it all the better, man. Chicks require so much coaching in giving head. If you can convince them to even give you a blowjob."

I wanted to ask how Amanda was at sucking dick, but I knew that would come across as jealous and petty. So I just said "Thanks."

We drove a bit, not having too much to add to the conversation, when Adam reached down and adjusted his crotch. He was throwing hard now. He glanced over at me again and saw me looking down at his boner. "Think you can help me out again, Hoss?"

I was turned on by the thought of AB's erection but his request caught me off guard. "Now?"

He nodded and reach down to pull down the basketball mesh shorts he was wearing. Adam was freeballing that day and I was rewarded with the sight of his fat hardon. "Come on, Kyle, it'll be awesome. Been forever since I've had road head."

There was something about Banes, the combination of laid back charm and take-charge sexuality, that drove me wild. I looked around and saw little traffic on the highway. This was crazy, I thought, as I leaned over and started taking my fraternity brother's cock in my mouth.

Thankfully Adam knew how to keep us steady on the road as I gave him head. One hand on the steering wheel, another hand on my head guiding me up and down on his bone. He was keyed up and excited by the situation, so it didn't take long. He let out a loud cry and a few exclamations as he got his nut in my mouth.

I pulled up and wiped off my chin and leaned back into my seat, refastening my seat belt. Adam had a killer smile on his face. "God that was amazing, Kyle," he grinned. "That should last me till tonight."

I loved Banes' sex drive and his easy going approach to getting off. I could learn something from him, I decided, and vowed not to be hung up so much about gay sex.

* * *

We made better time on the drive that day and managed to get some dinner and check into our motel before sunset. Adam picked up a six pack, and we put it on ice when we got back to the room. I thought he'd pop one open right away, but instead he rifled through his bag and pulled out one of the enemas. Like our first night, he tossed it to me.

"Here you go, Hoss," he said. No question about whether I wanted to get fucked, no discussion of the fact at all. Just "here you go."

I took the box and went into the bathroom. I cleaned myself and rinsed off. When I got out I expected to find Adam on the bed again. Instead he was waiting right outside the bathroom door and with a growl he pressed me against the wall and kissed me, his beefy body feeling firm and warm against mine. Roughly his hands reached down and cupped my ass, digging into the cleft to touch my hole. I shuddered at the sensation.

"I wanna do you doggie, Kyle," Adam groaned.

I was a little disappointed. I liked the face to face connection and felt reassured by it. But I was also turned on by my Big and willing to make him happy. I nodded.

The smile on his face made me happy for my decision and we walked over to the bed. I got on all fours, a little nervous. But Adam knelt up behind me and started fingering my hole, applying lube and loosening me up.

"Here goes, bud," he hissed.

I felt that sting once more as his thickness penetrated me. But I knew what was in store. Adam's hands gripped my hips as he started fucking in me, slowly then harder. It felt amazing.

"Fuck me, AB," I grunted and he really got into it, pounding me silly. I didn't have anyone to compare him to, but God Banes knew how to fuck. He didn't take long to get off and soon I heard his loud growl behind me and then his hips slammed forward and held stationary.

I realized then he hadn't rubbered up, and my hole was getting the second of my Big's loads. I was too horny to care.

Adam pulled out and gave me a small put. "God, Hoss, that was hot."

I rolled over on my back as he lay down next to me. I was still hard, still hadn't got off. Adam smiled when he saw my hardon. "Gonna stroke off?"

I nodded and gripped my erection. It was hot jerking off while watching Adam's big body up close. He was a big brother in so many ways, I felt secure and yet turned on.

"You almost there?" he asked.

I nodded.

"I know what will get you there," he said and knelt back up, his dick still firm. He lifted my legs and scooted forward. Then his cock re-entered me.

That did it. A couple of pumps of his dick in my wet used hole had me shooting my own seed.

Matter of factly, Adam pulled out and went to open up a couple of beers. He handed me one. "Don't take this the wrong way, Kyle, but I think you really like getting fucked."

A few days ago I would have been defensive about that comment but now I just nodded me head. "Yeah, I do."

* * *

The rest of the trip went much the same way. Banes had a crazy sexual appetite and I had a crazy need to explore this side of my sexuality. I learned I really loved bottoming and each time I got better at it. And Adam said I was getting better at sucking cock, too.

Even beyond the sex it was awesome spending time with my fraternity brother and friend. We spent a few days hiking in Montana and had long conversations about Adam's plans after graduation, his relationship with Amanda, and where he saw himself in ten years. He let me open up about coming out and what it meant to fit in.

We reached Oregon on a Tuesday late afternoon. It was getting clear that we could reach Portland by 9 o clock or so. I was sad that our road trip was ending. I know what Adam and I were doing couldn't go on forever, but I wanted to last.

Only as Adam seemed absorbed in thought, he spoke up, quietly and deliberately. "So Kyle. You got any of those enemas left?"

My heart pounded. "Yeah, AB. I think there's one left."

He grinned and turned on the signal to exit the interstate. "I'll call Amanda and tell her we won't make to Portland until tomorrow."

My dick hardened. "Sounds awesome, AB."

by Bill Drake

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