Holding the Fleshlight for a Friend — Finale

Everyone is 18.

Chapter 4: Easter Weekend [Finale] 

The weekend after the spring fling party, where I had a thrill ride of learning to enjoy multiple guys filling me up, I did not feel like going out again. A "quiet" night inside was all I needed. Of course, I busted out the fleshlight and some big titty milf porn. I was just getting into it, while watching some hung college studs sharing a horny mom-type when my brother surprised me by randomly opening my bedroom door. I jumped in fright and barely started to cover myself when I saw it was him.

"Oh shit! Lyle! Are you home for Easter break??"

"Yeah bro, surprise! I told Mom not to tell you!"

I looked around at my awkward situation, my crotch covered with my blanket, shirt off, just so obvious what I was doing.

Lyle burst out laughing as soon as he saw the situation. “Dude. Classic,” he said, casually shutting the door behind him. “Didn’t expect to walk in on a live solo session, but honestly? Kind of proud.”

I groaned into my hands. “You could’ve knocked.”

“Where’s the fun in that?” he replied, flopping onto the edge of my bed like nothing was weird. “You’re a full-grown man now, using the ol’ deluxe model. Brings a tear to my eye.”

I peeked at him from under the blanket. “I was watching something… intense.”

He raised an eyebrow. “College guys? MILF? Wait, a double team?”

I nodded reluctantly.

“Respect,” he said.

After a second, he glanced at the blanket and grinned. “How's she holding up?”

“Fantastic.”

He laughed again, then leaned back on his hands. “Man, I remember the first time I used it with Jacob. We had no shame. We were dumb and bored, and it just sorta became this hilarious, weird tradition.”

I rolled my eyes. “Yeah, I gathered that from the video you sent.”

“Right, right. Hey, if it ever gets weird, just remember: growing up is supposed to be weird. As long as you’re honest and not hurting anybody, you’re doing great.”

We sat there in the quiet for a moment, both of us smiling like we were sharing some unspoken joke.

“You want the room?” he asked.

“Nah. No reason to have secrets from you anymore."

I pulled myself out from under the blanket, and started stroking lightly. "Tell me about what you've been up to in college."

He beamed at me, and we made eye contact. He looked down at my cock as I stroked it, and he scratched his nuts, and I could see his package growing. He didn't say anything about me continuing to wank it.

"It started out hot as hell, then went through a cold patch when I dated this girl, but we broke up and it's been fire again since then."

"I bet the girls love your big cock," I said, shamelessly pulling on my hog right in front of him.

He chuckled, and reached into his pants. "That they do, buddy."

He went on, "I got laid on my first night there. She told all her friends about me, and I got to bang some of them over the next couple weeks."

"You have any jerk buddies in college?" I asked.

"Only when we drink before water polo practice," he said, chuckling. He was rubbing himself now over his pants.

"Take it out," I said, having no idea where I got this confidence.

"You wanna see my cock?" he asked, smirking.

"Let's share the thing," I said, trying to sound casual, but my breath somewhat shaky.

He got excited. "Okay!" he said, and pulled his pants down to mid thigh, letting his half hard member flop out onto his thigh.

My mouth watered as soon as I saw it. His downstairs was much larger than mine. I already knew from the video, but seeing it in person was kind of shocking.

We both hesitated for a second, not quite sure how to proceed. But then, almost in unison, we reached for the fleshlight, our fingers brushing against each other as we fumbled with it. It was awkward at first, the kind of awkward that made us both laugh nervously. But as we got into it, the laughter faded, replaced by a strange sense of focus.

"Here, sit on the bed," he said. I did as I was told, naked from the waist down, my slimy cock jutting up into the air. He stood over me and slid the toy onto me while I leaned back on my elbows. It felt so good having him put it on me. This was the last thing I was expecting to happen tonight.

"Now hold it," he said. Again, I obeyed.

He dropped his pants to his ankles and kicked them off, now matching me in half nakedness. His rubbed his cock for a second, and it was hard. He squatted down, our legs touching as he pressed his cock into the opening that I was already occupying. I never thought of doing it this way, I thought to myself.

The moment he slid into the fleshlight, I could feel the heat radiating off him, the way his body tensed as he sank in. We were shaft-to-shaft, and it was a strange feeling, watching him like this, so close and yet his eyes were staring a million miles away, lost in the sensation of it. His breathing quickened, and I could see the way his muscles tightened with each thrust.

I followed suit, positioning myself so that we were both humping up into the fleshlight at the same time. The feeling was unlike anything I had experienced before. The way our bodies moved in sync, the way the heat built between us, it was both exhilarating and unnerving. I could feel the pressure building inside me. I laid still while he continued to thrust into the toy, the friction giving me intense pleasure as I watched his muscles tense. He looked at my mouth, then reached up and stuck his thumb between my lips, feeling my tongue while he moaned. I just looked up at him while he stretched my mouth open to one side, then leaned down and spit directly onto my tongue. I didn't know what the fuck was happening, but I had learned that more fun is had when less questions are asked.

"You feel my big cock rubbing against yours?" he asked, sort of dominantly.

"Yeah," I said, "it's like you're fucking me. I'm like one of your college girl sluts."

"You're better," he said.

I lifted my legs up, showing my hole to him. In this position, our balls slapped together firmly as he thrust into the toy, and he reached down and gripped my ass. I got a flashback to the previous times Zayne had gone "overboard" and ended up fucking me. If I was right, Lyle was going to enjoy the same thing.

He reached down further and groped harder, his fingers digging into my skin as he leaned over me, his breath hot against my face. I could smell the cool, minty gum in his mouth. He was looking at me like a kid on Christmas, like he was already imagining what came next.

I nodded, my heart racing, basically telling him to go for it.

He didn’t waste any time. One finger slid into me, testing the waters, and I bit my lip to keep from gasping. It was weird, the way it felt familiar and new all at once. Lyle wasn’t Zayne or Teddy, but he wasn’t a stranger either. He was the guy I grew up across the hall from, and somehow that made it even more thrilling.

“Fuck,” he muttered as he added a second finger, stretching me open. “You’re tight.”

I grinned up at him, trying to play it cool even though my nerves were on fire. You should’ve seen me last weekend. I was a pro.

There was something hungry in his eyes as he pulled his fingers out and lined himself up.

When he pushed in, it was rough, just like I’d wanted. His cock stretched me out differently than Zayne or Teddy. It had different curves, and I had to bite down on my lip to keep from crying out. He didn’t hold back, slamming into me with force.

The fleshlight was still on my cock, and he grabbed it to give me a couple quick pumps, and I nutted immediately. I was so overstimulated, I didn't even notice I was about to finish. I looked down at the clear fleshlight as it filled with my white load around my shaft.

“You like that?” he groaned, his hands gripping my hips a little too hard as he fucked me roughly. "I'm not done yet."

I reached up and grabbed his shoulders, pulling him closer. “Show me how you fuck the girls at school,” I said, my voice shaking with the effort of keeping it together.

He didn’t need to be told twice. His pace quickened, his cock slamming into me with a firm rhythm as his body slapped against me. In my post-nut clarity, I was worried they might hear us downstairs, but that fear was quickly supplanted as I felt every inch of him bury balls deep in me. He held it in there, like he was unlocking a new hole in my body. He filled me completely as his body grinded against mine.

“Like that?” he asked, his voice strained as he started pounding into me fast again. “You like getting fucked like one of my college sluts?”

“Yeah,” I managed to choke out, my nails digging into his back. “Just like that.”

He groaned, his hips jerking forward as he buried himself deep inside me. For a moment, everything froze. His body tensed, his breath held, and then he came, his cock pulsing as he spilled himself into me.

I laid back and he sort of collapsed on top of me. We were eighteen, a tangled mess of sweat and cum, and the fleshlight finally fell off of me, my load spilling between us. He pulled himself out of me with a wet plop, and I felt his cum run down my ass.

He let out a low whistle and grinned at me. “You’re as good as the girls.”

"You said I was better."

He chuckled. "That's 'cause I love you bro."

I laughed, my chest heaving as I caught my breath.

"By the way," he said, "I know you're not much of a partier, but you guys should come check out the campus next weekend. You're gonna be applying soon anyway. We're having a party at our frat."

Then a voice came from the doorway. "Sounds fun!"

It was Zayne.

I jumped again, second jump scare of the day, and then exhaled in relief. “Why do I keep getting startled today?”

“Your mom let me in. You weren’t answering my texts,” he said, stepping into the room with that same easy grin he always wore when he knew something funny was happening.

“I forgot you were coming over! Lyle’s home for Easter break,” I explained, as casually as I could, considering the situation.

“Hell yeah,” Zayne said, eyes flicking between the two of us with zero discomfort. I guess after everything in the past couple weeks, seeing me half-naked wasn’t shocking anymore.

“You guys… hanging out or…?” he trailed off.

Lyle smirked. “Pretty much. Wanna join?”

Zayne raised an eyebrow, then glanced at the bed. “Only if I can get that spot right there,” he said, pointing vaguely toward the center of the bed, whether he meant the fleshlight or just between us, I couldn’t tell. But something inside me responded with quiet, undeniable excitement.

I nodded. “Room’s yours too, man.”

Zayne dropped his pants, joining us in being naked from the waist down. "Guess we're shirt-cocking it tonight!"

"Damn it's even bigger in person," Lyle said, looking at Zayne's fat hog.

He plopped down between Lyle and me on the bed, and leaned back on his hands. And just like that, the three of us were exactly where we were meant to be, naked thighs touching on my bed, bodies pressed close.

Zayne turned to Lyle. "He show you any of his new skills yet?"

I put my face in my hands. "Here we go."

Zayne grinned and grabbed my legs, lifting them up to spread my ass wide open.

“Look at that,” he said, “already been used today?” He ran a finger along my asshole, and I quivered slightly as I felt the cum leaking out.

Lyle chuckled and reached over to press play on the porn again, the sounds of moaning adding to the mix. “Might as well set the mood,” he said, his eyes glued to Zayne's cock.

He went quickly, rubbing his cock against my ass, teasing me until he was fully hard. Then, without warning, he shoved himself in mercilessly. I gasped, my back arching as he started pounding into me.

“Fuck, you love it, don’t you?” he growled, his hands gripping my ass cheeks tightly.

I nodded.

Lyle watched for a minute, his cock twitching as Zayne got rougher and harder. Then, he hobbled over and squatted over my face, lowering his ass onto my mouth. “Eat it,” he said, and I did. My tongue worked its way around his asshole, and I could hear him moaning above me. Crazy that I’m doing this with my the guy who taught me how to jerk off, I thought, but it only made it hotter.

Lyle leaned down, taking my cock into his mouth. His lips wrapped around me, and it felt like heaven. I couldn’t hold back. I came almost instantly, my cum shooting into his mouth. He pulled off, spat it onto Zayne’s cock, and I watched as Zayne used it as lube to pump furiously inside me as I got another load squirted up into my guts.

Lyle wasn’t done yet. He climbed back on top of me and shoved his cock into my ass again, fucking me quickly and roughly. By the time he was done, I was completely spent, my body limp and my mind hazy. I felt like a zombie. They seemed winded from the quickie double fuck, and started playing on their phones, not even saying anything.

I managed to drag myself to the shower, leaning against the tiles as the warm water washed over me. I fingered my ass to get out the cum, and there was even more than I had realized. When I came back, I found Lyle and Zayne sitting on my bed, their cocks still out, munching on the snacks Zayne had brought. They were watching regular TV, their sweaty asses still plopped onto my sheets.

It was perfect.