Our First Fuck

My best friend Logan told me to come stay with him when I told him my wife and I were getting a divorce, and I was looking for an apartment. It was less than ideal with only one bedroom, but he reminded me of the money I would save if I took my time to research a new place properly.

We’d become best friends in college when we rushed the same fraternity, and both moved to the city after graduation. While I quickly got married after college, Logan seemed perfectly content to enjoy being single in the big city. As the cracks in my marriage became more obvious, I’d become more envious of the freedom my buddy had.

After moving into Logan’s place with my two suitcases and a box of crap, I quickly realized he didn’t have a sofa. The most bachelor of bachelor pads, Logan had two lazy boys with a small beer fridge in between.

“So I was wondering where I’m going to sleep,” I asked Logan as we both stood in his bathroom in only our underwear.

He crossed his arms and made the cute little smile he makes when he finds something amusing.

“With me,” he replied as he looked at me for a reaction.

“Oh, OK,” I said remembering back to our college days when it was common for us to crash in each other’s beds. “It’ll be like the old days.”

“Yeah, sorry,” he said still smirking. “I promise I’ll try not to spoon you like I used to.”

I laughed before getting serious while staring at the bathroom floor, “maybe a good spoon would help cheer me up.”

A big smile now spread across Logan’s face, “I was hoping you’d want to cuddle with me again.”

“Shut up and spoon me,” I laughed as I left his bathroom and walked to a side of his bed.

“That’s the side I sleep on,” Logan said.

“But I like this side,” I protested playfully.

“Ugh, fine,” Logan countered in the same playful mood, “but I’m still the big spoon.”

“You just like your cock snuggled in my ass,” I laughed as we got under the covers.

Logan wrapped his arms around my bare torso from behind as I felt his cock makes its way between my tight ass cheeks.

“Mmmmm,” Logan’s warm, minty breath felt good on my neck and face as he moved in cheek to cheek.

“Your cock is really in there,” I said before he pulled me tighter.”

“Shhhhhh,” he hissed as he held on for dear life.

I have to admit, it felt good being wrapped in Logan’s arms again. It felt safe and normal. I immediately fell asleep only to be awakened by a few tender kisses on my cheek.

“Logan?” I asked softly as he continued to kiss my cheek and then my neck.

“Hmmmm,” he moaned as he continued to kiss me.

It didn’t bother me that Logan was kissing me. I didn’t even really think anything of it until I felt his hard cock against the thin layer of material separating his cock from my ass.

“Logan,” I said a little louder as I was now more alarmed.

“What Matty?” He whispered back his nickname for me.

“I … I can feel your dick on my ass,” I stammered. “You’re hard.”

I felt Logan’s hand on my bulge and I froze.

“You’re hard too, Matty,” he said before kissing me again.

I realized he was right. My cock was rock hard and trying desperately to free itself from my underwear. I froze as I tried to figure out my next course of action — break free from Logan or let it happen. I let it happen.

I felt him working to get his underwear off and then I felt his leaking cock drenching my own underwear as it worked to find a way in. Without realizing what I was doing, I found myself pulling my own briefs down my legs before kicking them off my foot. Now Logan’s hard, leaking cock was in between my butt cheeks on a search mission to find my hole. Again, I let it happen.

“Oh fuck!” I said loudly as Logan’s cock made contact with my virgin hole.

“It’s so warm, baby,” Logan whispered before pushing his cock head against the entrance to my pucker.

I was terrified of how horrible this was going to hurt, but I wanted my best friend deep inside me. I wanted to feel him in me.

“Just go slow, I’ve never done this,” I warned in an unintentionally harsh tone.

“Matty, I’ve … never mind,” Logan said.

“What?” I asked.

“I’ve … wanted to do this for a really long time,” Logan confessed. “I’m in love with you.”

I pushed back against his cock as his confession washed over my body. I realized in that moment that I’ e always wanted it too.

“Fuck me, babe,” I whined as his precum-covered cock slowly entered me.

I whined some more … a lot louder, but Logan naturally quieted me with his kisses. He waited a little bit after each push inside me as I got used to the feeling. It hurt, but it felt better the more I got used to it. It took a while, but he was now slowly fucking me.

“You feel so good inside me,” I said turning my head and kissing his lips at an awkward angle.

“It feels so fucking good,” Logan said before kissing me again. “But can we change positions?”

“YES!” I said loudly before starting to pull off his dick.

“Hold on,” he said. “Go slow.”

Finally, off his cock and wanting to be back on it, I asked how he wanted me.

“Get on your back so I can kiss you while I pound that hot hole,” he said.

I’d never heard him talk like that, but I was instantly into it. The vulgar nature of what he was saying was intoxicating and freeing.

“Pound me hard, babe,” I said trying desperately to get on his cock.

Finally, back inside me, Logan and I properly kissed. It was hot and sensual. The hard fucking was making us sweaty, and the sheets were quickly soaked. Like I’d been riding cock for years, I was telling Logan how I wanted his cock, how fast and to go deeper.

“Fuck, take that cock, stud,” Logan moaned. “I’m going to shoot soon.”

“Cum inside me,” I begged with urgency.

“Are you sure?” Logan asked hoping I wouldn’t change my mind.

“Flood me, babe,” I begged. I want to take all of your loads.”

And just like that, our first fuck ended when Logan squirted a huge load inside me. The warm new feeling quickly had me spraying my cum all over both of us. It was the biggest orgasm and load I’d ever experienced.

“You OK,” Logan asked after a minute of silence.

“Fuck me again,” I said as his big smile returned to his face.