The Best Man

All characters are 18+

This is a story from the word game. Justin Hauck: Dare, Bi, Groom.

"Are you nervous?" Daryl asked, laying back on the sofa and swigging from his bottle of beer.

"Of course I'm nervous" I scoffed, reading over my Best Man speech for the thousandth time, "what if nobody laughs?".

"You just need to get drunk enough that it doesn't matter" he laughed, and took another gulp, "that's my plan, anyway".

He was right. My nerves had been shattered for the last week. The idea of standing up in front of hundreds of people and trying to be funny made me squirm, but Daryl had been my best friend since kindergarten, so I wasn't about to let my anxiety get the better of me.

"So" I said, joining him on the sofa, "your last night of freedom".

He smirked and shrugged his broad shoulders.

Daryl had always been an athletic guy, but he'd gone even harder over the last year in preparation for his big day. It was clear to see.

"Hey" he said, setting the bottle down, "remember when we were kids and we used to play truth or dare?"

I nodded.

"How about a game for old time's sake?"

I raised a brow. It had been a long time since we'd done anything of the sort. I wondered if this was Daryl's attempt at holding onto a piece of his past as he stepped into the future tomorrow.

"Sure" I shrugged, and he sat up in the chair.

"Truth or dare?" I asked him with a grin.

"Dare"

I couldn't remember the last time I'd dared anybody to do anything. Rather childishly, the first things that came to mind were very juvenile dirty ideas. I quickly decided that as a twenty-three year old man, I was far too mature to suggest such things.

"Ring Lisa and ask her if she really wants to go through with the wedding tomorrow" I laughed, grabbing my own beer, and the two of us cracked up when he did, and his wife-to-be chewed him out.

"Alright, alright" he said, as the laughter died, "truth or dare?"

"Dare" I said calmly.

"I dare you to let me fuck you".

The beer shot back into the bottle, some of it spurted from my nose, too, and I guffawed as I lowered it and rubbed my chin with the back of my arm. Daryl had always been a jokester.

I turned to him, ready to laugh along with him, but his face remained stoic, and suddenly I cocked a brow.

"What?" I asked, staring.

"I have lube" he said, "and I wanna fuck you".

"I think you've had too much to drink" I replied, forcing a laugh, but I knew he'd only had a few bottles.

"I'm serious" he said, and now I could see that he was, "I'm never going to get the chance to do this again, so it's now or never".

I gawped at him. He was extremely attractive, and I'd always envied him for that. Growing up, it was always Daryl who got the attention, but it wasn't hard to see why. Never, however, had I ever considered this.

"Dude" I scoffed, "don't be stupid".

"Are you refusing a dare?" He asked with his cocky grin, "after all these years, you're finally refusing a dare?"

I never had before. It was something I had always been better than Daryl at, and the idea of losing now made me cringe.

"You fucker" I laughed, and I couldn't quite believe that a simple nudge of pressure from my best friend was forcing my hand.

"You really wanna do this?"

Daryl finished his beer and stood up. He looked at me with his perfect blue eyes and nodded.

"Yeah" he said, and left the room.

It made no sense. I'd known him for years, and suddenly I was learning that my best friend wanted to fuck me? Neither of us was gay. Not that I knew of anyway. Sure, I'd had ideas over the years. I may have even thought about some questionable things in the throes of self passion, but this?!

When Daryl returned, my eyes widened. I'd seen him naked a thousand times. Neither of us had ever batted an eyelid throughout our years of friendship, but when the young man walked toward me with a bottle of lube and nothing else, I couldn't help but stare at his manhood in a different light.

"Ready?" He asked, and pulled his fleshy pole away from his shredded body.

I must have been out of my damn mind. A few minutes before, the idea of this would have made my skin crawl, but as I stared at the sharp muscle and bulging cock of my best friend, I couldn't help but stiffen in my pants.

"I... I um... I guess" I said, "what do I do?"

"Turn around for a start" he laughed, "unless you have another hole I can fuck".

I laughed, but it was more out of nervousness. I pulled my knees under myself and turned to present Daryl my ass.

"Um... You'll have to take your clothes off, too" he sniggered, "that's how sex works. You see, when a man and woman love each other very much–"

"Ha ha" I growled, and quickly slid the back of my pants down, revealing my ass.

Daryl stepped closer and my hole clenched at the thought of what was about to happen. I heard the bottle squeeze and felt the coolness of the lubricant as it slid between my cheeks and coated my hole.

"Go slow" I gasped as I felt his soft cock head slide up and down my hole.

I listened to his heavy breathing and tried my best to relax. Perhaps I could have blamed the alcohol if I'd had more than a single bottle of beer, but this was all me.

He reached around me and pulled my pants further down, I was mildly embarrassed when my erection bounced out, but he didn't seem bothered.

Daryl was pressing against me. I could feel his cock become engorged and the pressure slowly build in my hole. He added more lube, drenching his stiffening cock with the stuff until his helmet pushed inside me, and I grasped the fabric beneath me.

"Fucking Jesus!" I grunted, jerking forward.

Daryl sniggered and angled his cock downwards as it pushed further inside me. Everything had happened so fast that I hadn't even taken a moment to realise that the pain was quickly subsiding in place of a strange sort of pleasure.

It felt like he was playing with my cock from inside my body. Feeling him in me should have made me feel weird, but suddenly our friendship had taken a very interesting turn.

"Oh fuck, bro" he groaned, "you're so fucking tight".

I felt my own cock swell.

"Never let me hear those words come from you ever again" I gasped, and he laughed as he slid slowly from my hole and pushed back in.

Against every attempt, I moaned like a freshly fucked virgin. I guess I was a freshly fucked virgin, but it still made my cheeks burn.

He did it again, smoother this time, and harder, too.

"Oh fuck" I breathed, wondering why I'd never tried fingering my own asshole before.

The feeling was electric, and filled my body with pleasure. Daryl kept hold of my waist, dragging me back onto his hard cock with force, and a moment later, we were in perfect rhythm.

I was sweating. He was sweating. The two of us gasped and moaned as we shared the most unexpected experience of our lives.

I felt like I shouldn't be enjoying this as much as I was, but Daryl had unlocked something in me. It felt like everything before this had been a life. Straight, gay, bisexual? They were all useless fucking labels. This is what it was all about.

The orgasm came from nowhere. I hadn't even touched my cock, yet suddenly it was shooting ribbons of thick cream all across Daryl's couch. My body tensed, my tight hole clenched, and Daryl whimpered as his grip tightened.

"I'm cumming in you, bro!" He moaned, and I knew it was true.

I felt my rectum fill with warmth. His seed splashed deep inside me, filling me with the most amazing feeling as he fucked the rest of my sperm from my cock.

The two of us shook and trembled, and a moment later, Daryl pulled out of me and fell back on the sofa, breathless.

"Holy fuck" he said, wiping his forehead, "that was pretty hot".

I turned back to him, the orgasm still washing over me and nodded.

"You're telling me" I gasped, falling forward.

"Hey" he said a few minutes later, "it's not really cheating if it's with a guy, is it?"

I laughed into the cushion as I felt his load begin to dribble out of my used hole.

"I don't know, man" I smiled, "you should ask her".

The two of us laughed, and now I wasn't so nervous about my speech anymore.