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Chapter 3: Extra Holes

Drake said fine, and that was that.

Colin was still on the edge of the bed, watching. I was standing near the window with Drake's hands on my hips, and the three of us had just negotiated something that would change everything.

“You really want to fuck us?” Drake said.

I turned around.

“Yup,” I said, biting my lip.

Drake was looking at me with an expression I hadn't seen on him before. He was almost nervous. He’d never fallen into the submissive role in anything, unless I had gotten enough leverage in a sneaky wrestling attack. He was processing. I could see him doing it, running the math on what he had just agreed to, reassessing.

"Okay," he said.

Neither of us moved for a moment.

I told him to lie down, and he did, which was its own small surprise. Drake did not typically take direction. He stretched out on his stomach on the bed, arms folded under his chin holding a pillow, and looked at Colin. His back was broad and pale and his shorts were still on, and I sat on the edge of the mattress beside him and put a hand on the center of his back.

He didn't tense up. Not yet.

I ran my hand down slowly, tracing the line of his spine, feeling the muscles on either side of it. He had muscles in his back. I never really “felt” them before, not with my hands, only if he leaned against me on the couch or something. It was interesting to let my curiosities out as I learned what the dense curves felt like under the skin. I felt the years of actual use, the wrestling and pushups and lifting. I reached the waistband of his shorts and rested my hand there.

He tensed up a little.

"Is it ok?" I said.

"Yeah," he said, then, "Actually, hold on."

I waited.

He turned his head and looked at me over his shoulder. Something in his expression was working something out.

"Just give me a second," he said.

I sat there with my hand on his waist, just barely dipping inside, feeling the tension of the waistband holding my fingers against his skin, and gave him his second. Colin was quiet but watching intently on the other side of the room. The TV was still on low from earlier.

"Okay," Drake said with an exhale. "Go ahead."

I started to move and he shifted under me.

"Actually…"

"Drake," Colin said.

They looked at each other.

I kept my hand exactly where it was and waited. I was not going to rush this. Whatever he needed to get through in his head, he could take the time to get through it. I mean, I had made the same decision the night before, and made it quickly, but it obviously wasn’t something he could decide easily. He was more of a horny, happy-when-my-dick-is-wet type, and he was going along with this to be a good sport, which on its own made me hard as hell. 

I sat there on the edge of the bed and kept my fingers warm against the top of his butt cheek, and eventually his shoulders dropped about half an inch, and I felt the tension go out of him.

"Ok," he said quietly, turning his face toward the pillow. "Go."

I went slowly. I took my time with every step, giving him room to adjust, watching his back for any change in his breathing. He kept his face buried in the pillow, which I took as a good sign.

I worked his shorts down slowly, pausing at each inch, and he lifted his hips just enough to let me pull them past the curve of his muscular ass. I left them around his thighs. I sat back and looked at him for a moment, the broad pale back tapering down to his waist, the round firmness of his ass, the vulnerability of the position he had put himself in for me. I had seen this body a hundred times. This was not the same as any of those times.

I put both hands on him. One on each side, feeling the shape of him, the muscle under the skin. He exhaled slowly into the pillow and I felt his body make a small adjustment, settling. I ran my thumbs along the inside of where his legs met his hips and he made a sound that he immediately suppressed.

I leaned forward and couldn’t resist the urge to bring my face to his ass, making him tense up for a moment, then relax. I kissed the cheeks, surprising myself, the closeness of the moment overwhelming me, feeling the way his body gave way under the weight of my face against it. 

I sat up and pulled my shorts down, letting my weight come down against him gradually, my chest against his back, my face near his shoulder. He was warm. I stayed there for a moment, not moving, just letting him get used to the weight of it, and his breathing slowed from the held-breath tension it had been and evened out. 

I pushed my hips against him, but I didn’t feel it “go in”. It felt jammed. I had a nebulous idea of what I needed, but wasn’t sure. I looked over at Colin.

"We need something," I said.

Colin was already getting up. He came back from the bathroom thirty seconds later holding a bottle of hair conditioner, turning it in his hand like he was reading the label.

"I jerk off with this in the shower," he said. "Maybe it'll work."

Drake lifted his face out of the pillow. "Dude, same."

They looked at each other. Colin reached his fist down and Drake bumped it without hesitation, and I sat there on the backs of Drake's thighs watching two lookalikes fist bump over shared conditioner habits in the middle of the strangest afternoon of my life.

Colin handed it to me.

I took my time with it, being generous, and Drake made a low sound into the pillow at the cold of it and then went still again. I shifted my hips forward and felt the warm pocket of ass immediately envelope my pole. This was the good stuff, I thought to myself.

When I reached the entrance, I felt the resistance immediately, that first point of contact that made both of us pause. He pulled in a slow breath through his nose. I kept my weight steady and let the pressure build gradually rather than pushing, and his body made the small incremental decisions on its own, adjusting, opening for me.

Colin was cross-legged on the floor beside the bed, his chin nearly at mattress level, watching with a focused expression, studying what none of us had ever seen before from this angle. His mouth was slightly open. He wasn't blinking.

I felt the moment it happened. A give, sudden and total, and Drake's whole back arched up toward me once before flattening back down. He made a sound that was not quite a word, muffled hard into the pillow, and his fists twisted the fabric. I stopped moving entirely and just stayed there, my hands flat on his lower back, feeling his breathing work through the shock of it in short tight waves, while his body’s warmth emanated into mine.

The tightness around the head of my dick was like a vice grip of pleasure. The specific sensation of being inside someone for the first time and understanding immediately why people make such a big deal of it was overwhelming.

I looked at Colin.

Colin looked back at me with his eyebrows up. He pointed at Drake, then at me, then gave a single slow nod like he was confirming a scientific observation.

Drake's breathing started to even out under my hands. I kept going, and he never stopped me.

When I was all the way in he went completely still.

A long pause.

"You actually liked when Colin did this on you?" he said.

I adjusted him subtly, and reached around his hip. I found his half hard meat with my hand and wrapped around him and gave a couple of slow strokes, and I felt him react immediately, his whole body shifting slightly, a low sound coming from deep in his chest.

"Oh," he said. Then: "Oh wait, yeah. I get it."

I stayed still and let him have that moment, my hand moving slowly, and I felt him release tension again, this time from the inside. His hips shifted back toward me, almost involuntarily, and I took that as permission to move.

I went slowly. I kept my hand where it was and found a rhythm, and Drake's breathing changed from controlled to loose, his face toward Colin, his body telling me everything.

I started working him, in and out, and the sensation was a lot.

“You’re so tight,” I said.

“Fuck that pussy,” he said jokingly, making Colin and me both chuckle. 

“I don’t want to finish yet,” I said.

“I’m just barely getting used to it.”

I pulled out slowly, looking at Colin. “Can I do you now?”

Colin had been watching the whole thing.

He was still on the other side of the room, sitting on the floor with his back against the wall, and his expression showed that he was surprised but quietly revising his position on it. When Drake rolled off the bed and stood up, stretching like nothing had happened, Colin looked at me.

"My turn, I guess," he said, trying to sound unenthusiastic, but I sensed a little hidden excitement.

There was something different about how Colin approached it. Drake had been apprehensive, but I sensed that Colin was curious. He wanted to know what it was like.

I liked that about him.

He lay down on the bed where Drake had been, and took down his shorts himself. I stared at the hairless ass that was going to be my next hole, and I took my time crawling toward him, while Drake sat down on the bed next to us, ready to watch from up close.

I ran a hand along Colin’s side, feeling under his shirt and then touched his ass. He was leaner than Drake, the muscles under his skin closer to the surface, and he was warm. He turned his head and looked at me directly rather than at the wall, which was already different.

I brought my face up over Colin’s shoulder as I rubbed conditioner between his butt cheeks. I liked the feeling of our faces touching, and I went slowly with him as I pressed myself into the forbidden zone. His breathing was steady and controlled as I popped past the entrance. 

I braced for him to react, but he didn’t seem bothered. His hole didn’t clamp down on me like Drake’s had. I waited a moment anyway, just to be sure.

“Keep going,” he said.

He was just more open than Drake had been. I pressed into him, and within a minute or two, I was all the way inside. There was an intimacy to it that surprised me, quieter and more mutual than it had been with Drake, and I stayed in it. It felt like we were working together, and Colin didn’t have any fear associated with it. I even thrust a few times, gently, and he only leaned into it. 

I was already edging, and found a sweet spot where I knew I could hold my orgasm at bay for a while, but honestly, something was missing. Now that I had tried both sides, I actually liked it better when I was taking it than giving it.

Drake watched from the edge of the bed as I performed the slow, intimate dance on Colin’s body. I registered Drake’s presence in my peripheral vision, leaning forward with his elbows on his knees, his eyes on us. After a while he stood up.

I felt the mattress shift.

He came up behind me without a word. He didn’t ask as he put his hands on my hips and positioned himself behind me, and I held still, knowing instinctively what this was turning into.

And suddenly, there were three of us participating in this newly found pinnacle of male bonding.

Colin's eyes opened wide for a second when he felt the extra weight on him. Then he laughed, short and surprised.

"Okay," he said. "Okay, this is a lot."

I was running short on coherent thoughts as Drake's hands held my hips and Colin's hands had found my arms and the three of us found a rhythm that took about thirty seconds to establish, and then it was just there, steady and warm and almost too much. The pressure inside me only added to the warm tightness on my front, and it felt like the “edging” of it all had lost the focal point. Whereas it was normally a concentrated feeling directly on the head of my cock, I could feel some sort of orgasmic power spreading through my entire lower body, from the nerves doing flips in my stomach to the tension in my legs from holding the position. It was all a powerful, pleasurable feeling.

It lasted until Colin shifted under me and winced.

"Okay," he said. "Okay, I need a minute. My ass needs a break."

“Aww,” I feigned, “Drake and I were just about to double stuff you, baby boy.”

“No,” Colin said quickly, managing a laugh. He knew I was kidding. 

Drake pulled back out of me and I sat up. Colin turned to his back and stretched out flat on the bed with a long exhale, staring at the ceiling.

The three of us stayed there for a moment, catching our breath. We had done a lot of stretching, but none of us had actually finished yet. 

Then Colin started laughing. Not at anything specific, just the pure absurdity of the afternoon, the three of us tangled up in Drake's room on a Saturday with the TV on in the background, and once he started I couldn't help it either, and then Drake made a sound that was as close to a genuine laugh as he usually got, and we lay there for a minute just being stupid about it.

The laughing died down and the room went quiet again, in a comfortable way.

I looked around for a moment and then I said it.

"You guys should touch each other."

Colin turned his head toward me. Drake looked over from where he was sitting.

"What?" Drake said.

"Just," I said. I gestured vaguely between the two of them. "You know."

They looked at each other. One of their silent conversations. This one took longer than usual, a full five seconds of eye contact that I could not decode, and then Drake looked back at me.

"That's weird," Colin said.

"You just watched him do me while you were underneath me," I said.

Colin opened his mouth. He closed it.

Drake looked at Colin for another moment. I watched their nearly identical faces watch each other, reading each other’s minds. Colin looked back. Whatever they worked out between them in that look, it was enough.

"Briefly," Drake said.

Drake moved first, which surprised me. He shifted on the bed and reached over, and Colin watched him move his hand toward his shaft and give it a light squeeze.

“Not too crazy,” Drake said, shrugging. 

He squeezed a little harder, and worked his tightened fingers to the tip of it, watching it flinch.

Colin grabbed him back, as much out of his own curiosity as mine.

It was quiet in the room. I watched as they sort of just played with each other for a moment, then leaned forward. They deserved a reward for doing everything I had asked today.

I put Colin’s dick in my mouth, feeling Drake’s hand slip away as I dropped down the shaft. 

“Damn,” Colin said, shakily, like it got hard to breathe suddenly. 

Drake put his hand on my head, giving me a rhythm, helping Colin in a way. 

“He loves dick,” Drake said, watching my motivated head bounce up and down on his lookalike’s dick.

Drake started playing with my ass again, and I just shifted positions. It was time to get these boys off, both of them. 

I felt my inner porn star break free, and in that moment I really wanted nothing more than for these two male friends of mine to deposit all the cum their balls could produce, in and around my body.

Colin stayed in front of me and pulled out of my mouth while we shifted positions, and I kept my hands on him while Drake moved forward to penetrate me once again. He had an intensity built up from basically edging for hours, and now he could finally let loose. He went rough on me, and the pangs actually felt good in a weird way.

He reached over and moved my head back onto Colin’s dick.

Drake pounded me fast, and suddenly slowed down after a minute, his breathing ragged and his grip tight on my hips, and then he pulled back.

"Your turn," he said, and Colin pulled out to take his place.

Colin went slower, deeper, his hands spreading across my lower back, and I pressed my face into the mattress and breathed through it. He had the patience he always had, steady and unhurried, and he brought himself right to the same edge Drake had found and held there, just barely, for a long suspended moment before he pulled out.

Drake went again.

They took turns like that, back and forth with varying intensity, each of them going until the edge was right there and then handing it off, and I stayed in the middle of it and let the whole experience collect in my body, every accumulated hour of it, going all the way back to when I saw one of them naked getting into the shower. It had all meant something, and it was leading to this. 

The temperature in the room was climbing, the three of us down to nothing but breathing and motion, boy sweat and dicks.

Drake was behind me again, moving hard, his hands locked on my hips, when he slowed down again.

His rhythm changed. His mind had shifted. He was focused on something else.

"I'm sorry," he muttered.

I turned my head slightly. "What?"

"Not you," he said.

He picked the pace back up. Hard. His hips snapping forward.

"Colin." Three hard thrusts. "I'm sorry." plap-plap-plap. "For the thing." plap-plap-plap. "With your PlayStation."

I looked over at Colin. I would’ve chuckled if I wasn’t already in an overstimulated state.

Colin's face had gone completely red. Something complicated was happening between them, something that had nothing to do with me, but was still happening because of me. He looked genuinely, unexpectedly touched, in a way that all the nudity and sex and shared hair conditioner of the entire afternoon had not managed to produce. His jaw worked for a second.

"All good, bro," he said quietly, clapping him once on the ass.

Drake thrust twice more, hard, then pulled out.

"Your turn," he said. "You should finish inside the good boy again."

Colin moved behind me and I felt his hands settle on my hips, familiar now, and he went with everything he had left, which was considerable, and I pressed my face into the mattress, bracing, until his breathing broke completely.

“Wait,” I said, making him pause.

I pulled forward slightly, letting him slip out. Colin looked concerned.

I turned around and got off the bed, down onto my knees on the carpet.

"On my face," I said. "Both of you."

Drake chuckled as he grabbed himself. “He’s like a pornstar. A girl.”

“Maybe I am,” I said as I reached for his hip to bring him closer. 

Colin approached my other side as I grabbed both their dicks, trying my best to rhythmically bring two dicks to orgasm at the same time.

They stood in front of me, hip to hip, Drake's arm going around suddenly Colin's shoulder, Colin leaning into it, and I worked them back and forth with my hands, and eventually my mouth, back and forth, my tongue out, looking up at them, and they looked down at me, two lookalikes with their arms around each other, and I held that image for a second before the first shot of gooey seed surprised me across my cheek. I turned my face to the offending dick, Colin’s pink rod of steel, as it pulsed in my hand. My tongue was out and luckily I caught the next squirt directly into my open mouth as he sighed.

“Damn,” Drake said, “Here I come too.”

I pulled their dicks as close together as I could and let them both release their loads onto me. The smell and texture and even the taste was a culmination of… just a lot. I swallowed what I could while they caught their breaths above me, until they were both spent. 

Drake sat on the bed while Colin rubbed my hair, watching my messy face, letting me hold his dick some more. 

The room was very quiet.

I stayed on my knees. Colin made a sound above me that was half groan and half laugh. Drake scooted off the bed and reached down, wrapping his hand around me. He was ready to finish whatever this was, quickly and thoroughly stimulating my dick. I got the feeling he had done this before, on another guy.

“That feels so good,” I said, just as I started to spray onto myself. Drake kept his hand on me, moving slowly and milking out my load until my last squirt dripped down onto my abs.

When it was over, he pressed his thumb to his lips and gave it a single unhurried lick without breaking eye contact with me.

I sat back on my heels and sort of just looked at their dicks.

This had started as two friends developing a fascination with my ass, two guys who wanted it and crossed a taboo boundary to take their pleasure from it. But what happened when I let them have it became more than that. Drake had just apologized to his genetic lookalike for something, mid-thrust, in front of me, and it meant something.

I was the glue between them. Maybe I had been naive to that fact for a long time. I had always been the glue. I just hadn't known it until now.

We were barely done spewing our copious loads when we heard the front door.

It was fast. Drake grabbed his shorts from the floor. Colin found his from somewhere near the foot of the bed. I pulled mine up from my ankles and got them on and dropped onto the couch between them in about four seconds flat, all of us working in an instinctive tandem. Drake grabbed the remote. I pulled the blanket over my lap.

Then I looked down at my bare stomach. The big puddle of cum was still there. My eyes went wide. I looked at Colin and Drake. They had noticed at the same time. We heard footsteps coming down the hall. My heart raced.

Colin produced a small wash cloth out of nowhere, and threw it at me. I wiped my stomach, and finally rested.

“YOUR FACE,” Drake whisper-yelled kicking me as he stayed lying down. 

I wiped my forehead and cheeks as best as I could, just as their mom stepped into the living room.

She looked at the three of us arranged on the couch, rumpled and still and staring at the TV.

"You boys look tired," she said.

"Long day," Drake said.

She nodded once and pulled out her phone, just standing there while checking her messages or something like that, and the three of us sat there in the silence she left behind, and I stared at the TV, and Drake stared at the TV, and Colin stared at the TV, and nobody said a single word.

When she finally meandered out of the room, into the kitchen, the three of us shared a look, then started cracking up. We celebrated internally the quiet victory of “getting away with it”, whatever you would even call it.

—[]—

They weren’t always that friendly about it between each other, since boys are still boys at the end of the day, but that wasn’t the last time they shared me. If anything, I started coming over even more.