The Night I lost My Virginity - Part 5

Hi everyone,

This is the final part of the story, and I wanted to share it with you here on Patreon first. I hope you enjoy it! If you haven’t already, you can check out Parts 1–4 here.

Everyone in this story is 18+

Mike pushed his seat as far back as it would go, tugging his pants down to his ankles while I removed mine. I stood as much as I could in the cramped car—it was lucky his car was so big—and positioned myself over his thighs, straddling him.

We laughed again at the absurdity of it all, but we quickly got back into the groove. I helped him pull off his t-shirt, and he helped me with mine. Now we were completely naked, and I could feel his dick pressing against my stomach, leaving a sticky trail of precum and spit from earlier.

I shifted slightly, positioning myself over his dick, grabbing it to guide it to the entrance of my hole.
“Spit on it,” Mike said suddenly.
“What?” I blinked at him.
“Spit on my dick,” he repeated. “You know, for lube. I don’t want to hurt you.” His tone was almost dorky, tinged with concern.

I did as he said, spitting into my hand and using it to coat him as best I could before guiding myself back over him.
“Are you ready?” he asked, grinning.
“Yes, Mike. I’ve waited for this.”
He winked at me. “I know you have, A.J. Let’s make it count.”

He grabbed my waist as I steadied myself, one hand on his broad, strong shoulder and the other guiding his dick. I felt him push between my cheeks, nudging against the tight ring of my hole. My breath hitched as I applied more pressure, forcing his head in one swift movement. I gasped loudly.

“Oh, fuck. You’re so tight. Are you okay?” Mike’s voice was raspy yet filled with concern.

Not gonna lie—it hurt. But my body was buzzing with hormones, adrenaline, and sheer want for my best friend. The pain was secondary to everything else I was feeling.
“It’s... fuck! It’s okay. Just gimme a second,” I managed, waiting for the initial sting to fade.

The stretch was intense, but I wasn’t going to stop. I eased more of him inside, desperate to take all of him. Pain be damned. Clenching my teeth, I closed my eyes, forcing myself to relax.

“Careful. We can stop if it’s too much,” Mike offered, his concern making my heart clench.
“Don’t worry, Mike. You’re just girthy as fuck,” I teased, and we chuckled together.

Finally, I felt it—his hips pressing against me. All of him was inside me, filling me to the brim. Mike, my best friend, had taken me. My virginity was his now, forever.

“I can’t believe it,” he said, incredulous. “You’re taking it like a champ. I’ve never seen anyone take it so well.”
“There’s no one like me,” I shot back with a grin.
“No, there’s not,” he agreed, moving in to kiss me again.

His lips met mine with renewed passion. Him filling me, in so many ways, felt unreal.

He broke the kiss, his eyes searching mine. “Are you ready? Now that I’ve taken your virginity, it’s time to fuck.”

“Mike, fuck me,” I breathed.

As I shifted slightly upward, giving him more leeway, it was time to let him take control. Mike started moving beneath me—slowly at first, careful and tender—but his movements became more insistent as he grew confident. The pain had faded by now, replaced with something much better: pure pleasure.

This was what I’d craved for so long. Bliss. Each time he thrust up into me, his dick hit places inside me I didn’t even know existed. No dildo or finger had ever come close to this feeling.

His breathing grew heavier, and his low, raspy moans sent shivers down my spine. His hips began to move with more intensity, and I placed both hands on his shoulders, meeting his movements with my own. It was like we were working together to push him deeper into me, reaching places no one else ever could.

His strong hands gripped my waist, guiding me up and down his rod with ease. The heat between us built to a fever pitch, leaving us both sweating and panting with raw desire. One of his hands slipped to my ass, and then—he gently slapped it.

“Yes!” I cried out instinctively, my voice trembling with pleasure.

“You like that?” he asked, grinning with playful mischief.

“Yes,” I cried again, this time sounding even more wanton.

He smirked, then smacked my ass cheek again, the sting blending perfectly with the overwhelming sensation of him deep inside me.

The car was filled with the sounds of slickness, skin slapping, and our combined moans. Mike’s hands gripped my waist, guiding me up and down his length as sweat slicked our bodies.

“You’re so tight. Can you feel my big dick stretching you, filling your hole?” he groaned, his voice rough with lust.

“Mikey! You know I do—I love it,” I gasped.

Mike’s rhythm grew relentless, his hips slamming up into me with an intensity that drove me wild. My dick leaked pre in thick streaks down his abs, and when I reached for it, Mike beat me to it.
“Let me,” he said, gripping me. “You’re big too, A.J. Do you get this hard from me pounding you?”

“Yes, I do! Fuck, this feels so good!”

“Yes, I do. Fuck. This feels so good,” I cried out, matching Mike’s increasingly ravenous movements.

The car was filled with the sounds of slickness, skin slapping, dirty talk, and moans. The windows fogged over, and it felt like we were on a wave—just like the Titanic scene. Only this time, Mike was sinking me, undoing me completely.

I pushed down on him as I felt the pressure brewing deep in my balls, my whole body tensing up.
“You’re cumming, I can feel it. Hold it. I’m so close. Let’s cum together,” Mike purred in my ear.

I held on for dear life, using every ounce of strength to keep from spilling over too soon. But Mike wasn’t far behind me. His hips pounded into me with such precision, hitting just the right spot every time. It sent me over the edge—my dick started to hose down his abs, the first two violent spurts coating his beautiful skin.

As I gasped and trembled, I felt him tense beneath me.
“I’m cumming. I’m fuckin’ cuuuuu…!” Mike cried out.

I didn’t think I could feel any hotter, but then I did. His dick twitched with such intensity as I buried my face in his shoulder, his fingers digging into my waist. We rode out our orgasms together, our bodies locked in perfect sync. My cum filled the space between us, sticky and warm, while his filled me up, his warmth spreading deep inside.

We moved together, grinding and gyrating to draw out every last ounce of pleasure. I don’t think it’s normal for two guys to have such a long orgasm, but I’d never experienced anything like it. Judging by Mike’s shaking and gasping, I doubted he had either.

Finally, we came down from our highs, both of us grinning like idiots at each other.
“Fuck, what a mess we made,” Mike said, his voice still ragged.
“Yeah. Sorry,” I said sheepishly, feeling his dick twitch inside me one last time.

“I guess we need to clean it up before we return this car to your folks,” I added, smirking.
“Yeah, I think so. I really filled you up good, didn’t I?” he said with a proud grin.
“Yeah. Fuck. It’s gonna leak all over the seat,” I said with a laugh.

“Hold on, I’ve got an idea.” Mike opened the car door and motioned for me to hold onto him. The slickness between us made a wet, squishy sound, but I wrapped my arms around his neck as he grabbed my ass and, in one smooth motion, carried me outside.

His dick finally slipped out of me, and a weird, gushing sensation followed.
“Fuck, that’s a lot!” Mike said, looking thoroughly impressed. “Good thing I got you out!” He pointed at the globs of his cum, illuminated by the moonlight as they splattered on the ground.

I couldn’t help but laugh at the ridiculousness of the situation.

Mike leaned in and gave me a small peck on the lips. “I hope you liked it, A.J.,” he said, grinning.
“What do you think? Look at me—I’m a mess!” I said, feeling my own cum start to cool and dry on my stomach.

“I think you loved it,” he teased. “And it might’ve been your first time…” His voice trailed off as he ran a finger through the cum on my tummy.

Then, without warning, he licked it off his finger, grinning mischievously. “...but it’s not gonna be the last.”

And that’s the story of how I lost my virginity to my best friend.