πŸ“š brief encounters Part 15 of 17
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GAY SEX STORIES

Brief Encounters

Brief Encounters

by Bjsroxxs
19 min read
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Brief Encounters Anthology

Chapter 15

The Road Trip

As we drove north on the 5 freeway in California, cumulonimbus clouds were ahead. The sun was setting. We were halfway through our trip to San Francisco for a concert my friend Owen and I were attending. Owen sat in the passenger seat, and we alternated driving when one of us got tired. The trip was supposed to be six hours. However, there was heavy traffic before entering the dreaded famous Grapevine portion of the 5 freeway.

Owen and I were 25 years old and graduated college two years ago. We were friends for a few years and had much in common, especially music. I was gay and single, while Owen was straight and single. I came out to him in college, and his response was, "Right on," which I found funny.

Owen was from Orange County, a heavily religious right-wing area, but despite that, he didn't care that I was gay. He told me once that he didn't share many of his family's beliefs, which made me happy.

Despite him being straight, I still dreamt about Owen. He was a stunning man, after all. He stood at 6'2 with a gym-going body, a short trimmed bronze beard, and short brown hair. His eyes were green like a verdant forest. His teeth were pearly white, and I loved seeing them whenever he showed his gorgeous smile.

I had a similar build, albeit a tad shorter at 5'10. My shoulder-length hair is black, which was usually kept in a ponytail.

In the years of being friends, we've never had sex though. I've dreamt of it, but I always feared rejection. The two of us changed in front of each other a multitude of times; I had even seen his penis a few times while at the pool or in the locker room at the gym. But never had I had the opportunity to play with his circumcised cock.

For years, I felt the burden of having a crush on someone I called my best friend, but never could I muster the courage to tell him. I'd play the scenario in my head, and it always ended badly. Perhaps it was best not to do so. I fear it would alter, if not end, our strong friendship.

"Those are storm clouds off in the distance, Henry," Owen said.

I lowered my head to see the dark clouds. The rain hadn't fallen yet, but I did notice the strong winds. They weren't as strong as when we went through the Grapevine, but still required cautious driving.

Owen took out his phone and looked at a weather app.

"It looks like it's going to be raining all the way to San Francisco."

An alert went off on his phone. He clicked on the notification, "Severe thunderstorm warning. Strong windows. Flooding, blah, blah, blah!"

"Uh, what were the other 'blah, blah, blah' please? I think it's important if we're going to be driving through a storm."

Owen rolled his eyes, "Bro, it's bad. What else do you need to know? There will be Sharknados, earthquakes, flying cows..."

I tuned him out and chewed my lower lip as he continued his tirade. I was a confident driver, but if the storm was going to be bad, I didn't want to drive through, especially at night. The next portion of the 5 freeway was rural, and I didn't want to get stranded during a storm like this.

"Might I make a suggestion," I said.

"What?" he spat out.

"How about we stay somewhere for the night?"

"Dude, the concert is tomorrow. At noon! We'd have to leave early in the morning to even make it up there in time. What about traffic?"

"I understand that, but what if something happens on the road? We're about to enter the farmland, and there is nothing up there for miles. I'm suggesting it for safety. Look, I'll drive us up there tomorrow so you can rest up."

Like a sign from God, lightning struck off in the distance. Owen stared out the window, looking at the clouds growing darker. He sighed, "Fine, I'll book us a place."

It was as if someone had turned on the shower on the road. For a few seconds, there were sprinkles, and then the downpour came. The windshield wiper moved side to side at a fast pace. The tail lights from the cars ahead blurred from the heavy rain. The strong wind caused me to grip my steering wheel. I did my best to control the car on the road while Owen sat in the passenger seat, calm, looking for a place to stay.

"Any luck?" I said.

"No, a lot of these places have no vacancies. We might have to endure the weather."

"Dude, I'm fighting with the wind and the wet road. We might not be able to endure it. Find a place, or we crash!"

"So fucking dramatic," Owen mumbled.

He thought I didn't hear it, but I did.

Owen and I rarely fought, and even when we did, we quickly got over it. But today, Owen was testing me. We were in danger, and he didn't seem to see that.

"Bingo! I found a place. It's called the Neon Nights Motel. It's about ten miles. Booking now."

I breathed a sigh of relief.

We finally got off the 5 freeway and headed to the Neon Nights Motel, a few streets away from the freeway. The lonely-looking hotel had a parking lot full of cars. We were lucky to even get a room by the looks of it. As I parked, I asked, "You got us two beds, right?"

"Yeah, of course. I wouldn't want to share a bed with you."

I rolled my eyes.

The sun had gone down, and it was dark outside. The heavy rain continued. We stepped out of the vehicle and were immediately drenched. We grabbed our bags from the trunk and rushed inside to the lobby.

The small lobby was warm and cozy, but it looked damaged. The lower parts of the wallpaper were stained.

"I hate this rain," Owen cried.

I rang the bell, and from behind the bead curtain appeared the motel clerk. He looked the same as us. He was tall and thin, with pale skin, short blond hair, and crystal blue eyes.

"Good evening, sirs. How can I help you?" he said in his soft voice.

I had a feeling he was a fellow gay, but I wasn't interested in hooking up tonight, especially with Owen as my roommate.

"We have a reservation," Owen said, and then he showed the clerk the barcode on his phone.

"Let me get you set up," the Clerk said. He raised his head and looked at us for a brief moment then returned his eyes to the screen.

"That was odd," I thought to myself.

"Room 107," It will be at the far end of the complex," the clerk said and then handed us the keys. "If you need anything, there is a phone in the room. It's 24 hours."

"Thank you," I said. I glanced around the room and then asked, "May I ask what happened here? The walls look damaged."

"We had a flood last year. Unfortunately, the location of this motel is at the bottom of a hill, so it could flood. However, the city built a canal in the back to help with the flooding. It was chaotic when it happened. Thankfully, it was just me and a tenant that had to endure it. And thankfully, it hasn't happened again." He crossed his fingers.

"Ah, I see," I hoped this canal worked because the night couldn't get any worse.

"Do you guys, Doordash?" Owen said, "I'm starving."

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"There is a pamphlet in every room, sir. If you need anything you can call. My name is Christopher, but you may call me Chris."

Owen flashed a smile, "Thank you, Chris."

Unfortunately, our walk from the lobby to our motel room was a wet one, thanks to the wind blowing water at us. The motel was a single-floor building, and all the parking spots were in front of the rooms.

Owen quickly opened the door, and we rushed in.

"Oh crap!" he cried, "I hope they don't bitch about the drought after this amount of water." Owen looked out the window.

The two of us were soaking wet.

I looked around the room and saw a mistake, "Owen."

"What?" he looked away from the window and looked into his bag, "Crap! My bag was open and all my clothes got wet!"

I pulled on his shirt as he hadn't seen the problem I was looking at, "Owen! Look!"

"What?"

Owen looked at what I looked at; a single bed.

"I thought you booked a room with two beds?"

"I did! What the heck?" he cried.

"Come on, let's go fix this," I said.

"Fuck that! I don't want to get drenched again, call him on the phone!"

I could feel the anger emanating from his body, "Fine, but I will talk to him, because clearly you can't do shit correctly."

"Piss off!" Owen grabbed his bag and went into the restroom.

I sat on the bed with the phone in my ear as I watched Owen wring out his wet clothes in the bathroom sink.

"Lobby desk," the soft voice answered.

"Yes, Chris, it's Henry from room 107. It seems my friend wasn't paying attention and booked us the wrong room," the second sentence I said with a raised voice.

Owen flipped me off.

"Ah, I see. Well, unfortunately, we do not have any spare rooms. Right after you two arrived, another pair of guests showed up and took the remaining room with two beds. My apologies for the inconvenience."

"One moment," I pressed the phone to my chest, "They don't have any more rooms. What do you want to do?"

"Fuck!" Owen yelled.

"Dude, it's just one night."

"But I have no dry clothes, you moron!"

I cleared my throat. Owen was understandably frustrated, as was I, but he wasn't improving the situation with his attitude. I brought the phone back to my mouth, "Okay, thank you Chris. We'll share the room."

Then I hung up.

I leaned against the doorframe and watched my friend angrily wring out his clothes over the bathroom sink, "Hang them over the heater, and they'll be dry in the morning."

Owen said nothing.

I sighed, "What do you want to eat?"

Silence again.

I was going to leave him, so I stayed until he finally spoke up, "I don't have any dry clothes."

"You want to borrow some of mine?"

"I'm going to have to."

I went to my bag and pulled out a pair of sweats, a shirt, and underwear. Owen didn't wear briefs like I did, but tonight, he was going to. I returned to him with the clothes, and he shut the door.

While he changed, I ordered food and knew what he would want. Then I changed out of my damp clothes. I had slipped on a long-sleeved green shirt, red-checkered lounge pants, and a clean pair of briefs.

The door to the bathroom opened and Owen walked out wearing my clothes and carrying his damp clothes. I watched him as he hung the clothes over the heater. My clothes were a bit smaller than his, so they hugged his body very well. He wore my white H&M sweatpants. His ass looked amazing in them and his bulge was visible. What made it hotter was the fact that his brief lines were visible. I somehow got this straight man to wear a pair of briefs; my briefs! He also had on an American Apparel long sleeve, that looked more like a compression shirt. If he lifted his arms up, his stomach would be easily exposed.

"Where do you shop? The toddler section at Target? This shit is tiny."

I rolled my eyes, "You can walk around naked or in your wet clothes instead."

"Ha ha! I bet you'd love that!"

I ignored the comment, "I ordered us burgers; I got you a bacon double cheeseburger" I said.

"Thank you," he said calmly, "Look, I'm sorry for getting heated. I shouldn't have yelled at you or called you a moron."

I grinned, "Are you apologizing to me because I got you a bacon double cheeseburger."

Owen's bright white teeth shined through his smile, "Maybe."

I shoved his shoulder, "Jackass! I accept your apology."

"By the way, your tighty-whities are a bit snug."

"They're not even white! They're gray!"

"Yeah, whatever. Why do you even wear them?"

"They're comfy, plus I'm gay."

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"Oh yeah, I forgot you're cumguzzler," he said with a grin.

I shoved him harder this time, causing him to fall to the floor, "How can you forget when you just mention it two-seconds ago, you fucking asshole!"

Owen laughed on the floor, "I'm messing with you."

"You're paying me back for dinner."

Thunder shook the motel which caused the lights to flicker, and the heavy rain pelted the windows and the ground outside. The burgers arrived a short time later. We ate our burgers on the bed while we watched a movie.

"You know, I think the actress shows her tits in this film," Owen said.

"Oh yeah? Do I have to give some space?"

Owen laughed, "No. So, who's going to sleep on the floor?"

I took a bite from my burger and chewed, then swallowed it with some soda, "I figure it would be you."

"You know I have a bad back right?"

I rolled my eyes, "You're 25."

"Why can't you sleep on the floor?"

"What if there's cockroaches? You know I'm grossed out by those things."

Owen grinned, "Scared one might go into your mouth while you sleep?"

I began to gag, "Dude, I'd like to keep my food down!"

"My bad. Well then, what then? How do we decide who sleeps on the floor?"

Although we had been friends for years, Owen and I had never shared a bed. I understood he wasn't comfortable with the idea, but it was only for one night. I didn't see the big deal.

I crumbled the wrapper and finished my soda, "Why is this even a debate?" I said, "We share the bed."

Owen's eyes widened, and he quickly shook his head, "No way, hombre. I ain't sharing a bed with another man. Especially with..." his voice trailed off.

I raised an eyebrow. Was he about to bring up my sexuality? "Especially with what?"

"Nothing," he stuffed a fry into his mouth.

I moved my hand across the bed like a spider to his thigh, "You scared I'm going to grope you in your sleep?"

He jerked, "No!"

"Then why are you scared to share the bed with me?"

He scoffed, "I'm not scared to sleep in the same bed as you."

"So, then it's not a big deal that we do?"

Owen drained the rest of his soda and set the cup on the bedside table, "Fine. But if I feel anything, you're sleeping on the floor with the roaches."

I put my hands up, "I wouldn't even dream of it."

I lied. I had dreamt of sleeping with Owen many times. It was always the same: Me and him lying side by side in the bed, my bottom pressed up against his groin, gently grinding it. His strong arms would be wrapped around my chest. I'd feel his breathing against my neck as we cuddled. Eventually his erection would be pressed against me and I'd turn him onto his back. My hand would gently go down his well-built chest; tickling him slightly. A smile would be on my face as my fingers dug into his underwear.

The thought of it got me aroused. But I had to remind myself that it was just a fantasy.

After we finished eating, we cleaned up and brushed our teeth. While doing so I thought about what could happen. Honestly, nothing would likely happen. Owen was straight and I doubt I could sway the man. But this was the first time we would ever do something like this. The chances of having sex with him were never zero in my mind. Straight men were curious creatures after all.

We climbed into bed and turned off the TV and lights.

The heavy rain pelted the ground outside and rumbles of thunder shook the building. It would be a hard night to sleep through, but I had to. It had been half an hour since we turned off the light. I wasn't sure if Owen was even asleep. I doubt it, who even falls asleep that early.

The room wasn't entirely dark as the light from the lamppost outside provided some illumination. Not enough to disturb my sleep.

I was laying on my back with my head turned to the window. The blinds were closed of course, but the flashes of light from the lightning could be seen. We had a long trip.

I turned my head the opposite direction and saw the back of Owen's head; he was sleeping on his side. I couldn't hear any snoring. Then again, I didn't know if he snored. We rarely slept together in the same room and usually I fell asleep before him. But right now I was wide awake.

The urge to check if he was asleep came to me. There was another itch however, to check his groin. This felt like an opportunity to see the goods. But should I? Should I compromise our friendship for the sake of horny curiosity? What would I do if he wakes? There were too many variables in this path.

But for some reason I felt compelled to do so.

I waited a bit longer until I heard light snores. So he does snore! I thought to myself. The snores sounded so cute, it was light but enough to recognize it was a snore. Thankfully, Owen had shifted in his sleep onto his back. His head was turned in my direction so if he woke, he would see me. But I couldn't let this opportunity fly by so easily. If he woke up, I'd figure it out. I just wanted to take a peak.

I lifted the bed sheet off his body; the man was still clothed. His avocado shaped bulge pressed against the fabric of the sweats. The mere sight sent blood flowing to my member. I began to tremble from being in the opportunity I was in. Slowly, I moved my hand towards his crotch. It looked like something from a movie, as the shadow of my hand slowly crept over the sheets and moved to his groin. I was about to touch it when a rumble of thunder shook me to my core. It scared me to death, but thankfully it didn't wake Owen. Was that a sign to stop?

I shook my head, now was not the time to take in superstitions.

Gently I rubbed his bulge to see if he would react. Nothing. I pressed my luck and slid my hand up to the drawstrings and undid them. Again, nothing. The next step would decide if I should continue or not; pulling open his sweats. The movement could wake him, but it was a risk I was willing to take.

The fingers of my right hand dug under the waistband of the sweats. Cautiously I lifted it and looked up at him; no reaction. I pulled the waistband down to expose his briefs. Owen continued to snore. I wondered if he was pretending to sleep.

With my left hand I caressed the bulge. The briefs were so snug on him that you could see the outline of his cock. I was erect and felt the urge to take his cock out. That would be a disastrous mistake if he woke to that. My hand moved across the soft fabric feeling the lovely bulge. The movement caused his member to grow. I wondered if he was dreaming of something sexual during this?

Thankfully the briefs he wore had a fly on them, so I didn't even have to pull open his underwear. With my left hand, I parted the fly open and used my fingers to pull the semi-erect cock out. There it was, Owen's cock. I finally had the opportunity to view it. I wrapped my fingers around the shaft and gently stroked it. The urge to kiss it came to me, but would that be too much? I was already overstepping boundaries by doing this.

I had to take my victories when I could.

But still, I wanted to see it erect. I applied a bit more pressure and began to stroke his cock more in an attempt to get it erect. Owen made no reaction to my strokes, and within a few minutes the cock had grown in size. I sat there in awe at the girth of his cock; it rivaled a beer can. I couldn't believe Owen had such a thick cock. The length was impressive too; 7 inches.

Who would've thought Owen was packing such a monster of a cock. A cock that I was desperate to please. But I couldn't go through with it. I had achieved my goal. The last thing I wanted to do was make him upset.

I continued to stroke the cock. A bead of precum surfaced from his urethra. I wonder what he was dreaming about. But suddenly my stroking stopped and I released the cock. Owen moved around in the bed, still asleep. I quickly lay back down and rolled over to my side. I hoped he didn't wake.

After a few moments, Owen stopped. My heart was beating out of my chest. I thought he woke up. Turned out he just adjusted himself in bed. His cock was still out of his fly! I told myself. I had to fix it, if he woke up and saw his cock was out. Owen would know I did something to him in his sleep. And who knew how upset he would be.

I waited a bit then reached over to his cock. It was decreasing in size. My plan was to tuck it away, but I felt the urge again to play with it. Gently, I wrapped my fingers around the shaft and stroked it mildly. Being careful not to wake him. The strokes were doing something to him as I could hear light moans coming from him.

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