I took hold of Owen’s hand and led him to my bedroom. I was trembling. No matter how hard I tried, I couldn’t stop my hands from shaking, my heart from pounding, my entire body from breaking out in a sweat.

We stopped at the door.

“You’re sure you want to do this?” he asked, leaning in close to me. He looked so good it wasn’t like he was giving me that much of a choice. I’d wanted it last night, I wanted it now.

“I really do,” I breathed, shocked to hear the words coming from my mouth. We were really going to do this. “I’m nervous,” I said before I opened the door.

“Me too,” he chuckled. “We’ll go slow. I…I haven’t exactly done this a bunch of times. We’ll take it easy.”

I kissed him lightly on the lips. I enjoyed doing that. I enjoyed instigating that instead of being the one being kissed. It made me feel a little bit more in control, a little bit more like an alpha.

We entered the room and I shut the door behind us. I sort of wished I’d tidied up a little. If I’d known this was going to happen, I would have at least made the bed, or maybe not let there be yesterday’s clothes just lying in a pile on the floor.

I hurried over and made the bed, which made him laugh.

“What?”

“You don’t need to make the bed for me,” he said. “It’s very sweet, but I’m not here to see how clean your bedroom is.”

“Maybe our bedroom,” I said with a smile. He smiled back.

“I like that,” he said. “More snuggling.”

“Now I like the sound of that,” I said. “What now?”

“Um.” He shuffled in place near the door. “Nudity?”

I took a shuddering breath. “Wow, fast.”

“Too fast?”

“No,” I said. “Necessary speed. Can’t do this with clothes on.”

He walked towards me. “Maybe we can work up to clothes off then.”

Owen was so much more comfortable doing this than I was, so much more comfortable in his own skin. It was admirable really. I needed to learn that from him, even if it was just to make me stop doubting myself and stop being such an insecure wreck.

He reached his hand up behind my head and pulled me into a gentle kiss. It was easy. I opened my mouth and let our tongues dance and place. When I felt his hands moving to my button down shirt, I let him. He undid the buttons one at a time, without stopping, without looking, without breaking the kiss, even for a second.

I was rock hard and I was pretty sure he knew it. He knew exactly what he was doing to me and I think he liked that.

It wasn’t long before my shirt was unbuttoned and his hands were exploring my body, feeling every inch of it, digging his fingers in and massaging me. He pulled my shirt from shoulders and I was standing in my bedroom, kissing him with my shirt off. It was the easiest thing in the world and I loved having his hands on me.

I reached for his shirt, suddenly aware that everything so far had been focused on me and I lifted it up. We broke the kiss, but only for a moment, as we set his t-shirt free.

I wanted to hug him. So I broke the kiss again and I did. Our bodies touching, his hands on my back, my arms wrapped around him, these were the moments of contact I craved, the moments that I had inadvertently missed.

“Dante, your shirt is off,” he whispered into my ear.

“I know!” I couldn’t stop smiling. “So is yours.”

“What next?” he asked, pulling out of the hug and looking into my eyes. He was eager and he was happy and him being happy lifted my spirits so high. He was letting me lead. He may have been more experienced but he wanted to go at my pace and I loved it.

“Pants,” I said.

He grinned so broadly I thought his face would split in two. “Pants then.” He waggled his eyebrows comically and I almost cracked up laughing. “Allow me.”

He reached down and undid my belt buckle, sliding my whole belt out of the loops and throwing it onto the floor. I was pretty sure he could see my dick pressing hard against the fabric of my jeans. It wasn’t exactly subtle.

He then undid each button slowly, and I slid them off obediently and tossed them to one side, stood there in my boxer briefs, my hard length pressing against the fabric. My cheeks flushed, suddenly my room was a few degrees hotter and I didn’t really know what to do with my hands so I just kept them at my sides.

“Are you okay?” he asked.

I nodded. “Sure.”

“We can stop if it’s too much.”

“It’s not too much,” I said. “Just don’t know what to do next.”

He smiled. “Then allow me.”

He slowly went down to his knees, steadying himself by putting his hands on my hips. The contact was so welcome, having his hands on my bare skin made me shudder, the closeness was everything I craved and, in that moment, I was so beyond glad that I was sharing this moment with Owen. I could think of no one better to share it with, actually.

He leaned forward and started licking at my cock through the fabric of my underwear. I was leaking through it so he could no doubt taste me at this point, and the thought of that made it all the hotter. This was the closest I had ever been with anybody and Owen’s mouth was on my penis. I wanted to scream, I wanted to shout it out loud, my knees were desperate to buckle from the thrill of pleasure it sent through my whole body.

Owen reached for the waistband of my boxer briefs and this time I didn’t stop him. Slowly, he pulled down my underwear and my dick bounced out, almost hitting him in the face.

“Holy shit,” he said, looking it up and down.

“What?”

He looked up at me. God there was something so unbelievably hot about him looking up at me with my cock next to his face.

“It’s quite a dick you’ve got there, Dante,” he said, winking at me.

“You’re just saying that.”

He shook his head. “I’ve seen a couple and this is quite a specimen.” He licked his lips. “Do you mind?”

Holy shit.

“Be my guest,” I said back.

He took hold of the base of my dick with his right hand, tightly closing around it and started jerking it back and forth. I’d never had anyone but me touch my dick before and this was truly something else. Every downward motion sent a thrill through my body that made my knees feel weak.

Then, without warning, he wrapped his mouth around the head.

“Oh, fuck.” It came out before I could stop it.

He started bobbing his head up and down, taking all of me into his mouth and down his throat, all while jerking the base of my dick in rhythm. I was already getting close, which felt really fucking dangerous. I didn’t want this to be over yet.

“Wait, wait, wait, wait,” I panted.

He quickly got off, even backing up a little. “Did I do something wrong? Did I hurt you?”

“No, no, Owen, it wasn’t that at all.” I smiled a smile that felt some kind of delirious and tried to catch my breath. “I was just…”

“Getting close?” he said, apparently pleased with his own handy work.

“Uh-huh,” I said, sheepishly. “Plus, you’re still clothed,” I added. “Aren’t you uncomfortable?”

He got to his feet. “Do I look uncomfortable to you?” he said, keeping his voice soft, sultry. “Do you want me to get more comfortable?” I wanted to laugh at him because what he was saying was so cheesy, but I also wanted him to get more comfortable so was pretty wary of what it was I was going to say next.

“Get more comfortable, Owen,” I said, my voice low, trying to mimic the soft, sultriness that seemed to come so easily to him.

He smiled and undid his belt buckle, then the buttons on the front of his jeans and turned around as he took them off. He made sure to bend right over so I got a full view of his beautiful bubble butt all tucked away in a pair of navy blue briefs. When he turned around I got a full view of his package, his dick already clearly hard and waiting to be released.

He pulled them down and his cock stood to attention, pointing directly at me like it needed me for something. Seeing Owen fully naked was one of the best things I had ever seen. He was a little bit broad, though not as broad as me, and had a lovely chest and abs that showed through a little bit. He even had those gorgeous divots at his hips that usually disappeared into a man’s underwear. Seeing all of him all at once made me want to be close to him, I longed to be close to him.

“Like what you see, Dante?” he teased, playing with his cock a little, stroking it in front of me. He turned around, showing me his ass. “Or is this more to your tastes?”

“It all looks great to me,” I breathed.

“You charmer.”

He walked over to me and pulled me into a kiss, our hard lengths rubbing together as our bodies got closer. He cocked his leg up and forced me closer to him still and, before I knew it, I’d lifted him right up into my arms and was kissing him hard, his legs wrapped around my back.

My dick was right by his asshole and I could feel myself getting nervous about what was to come next. I so wanted to do it. I wanted to be as close to him as I could possibly be and I knew he wanted me to be. I so didn’t want to fuck this up.

We’d stopped kissing. He was right there in front of me, his legs wrapped around my waist, completely naked.

“What?” he said.

“What’s next?” I asked.

He shrugged. “It’s totally up to you.”

I took a deep breath.

“We can stop here if you want,” he said. “We can make out some more, maybe do a little touching, we don’t have to go all the way tonight.”

“I want to,” I said, trying to keep any sort of desperation out of my voice. “I want to do this with you,” I said. “Just you, Owen. I want to have sex with you. Can I?”

He smiled. “God I was hoping you’d say that.” He leaned down and kissed me again before hopping out of my arms and going over to the bed.

I pulled a bottle of lube and a condom out of the drawer, enjoying the freedom of bouncing around my room with my dick hard.

“Gosh, you’re prepared!” Owen teased.

“Yeah,” I said. “All that wilderness training,” I added, my voice shaking a little. “That preparedness is built in”

He nodded and smiled. “You’re…You’re absolutely sure?”

I nodded and climbed back onto the bed, putting the condom packet to one side. I covered my index finger in the lube and smeared some of it onto Owen’s asshole. He gasped at how cold it was and I apologized, which made him laugh.

Slowly, I eased my index finger into Owen, enjoying the look on his face as it slid in, enjoying the feeling of warmth as he contracted around my finger. He was so tight. I could feel his heartbeat, his pulse, against my finger as I slid it slowly in and out of him. He gasped and my dick twitched at every noise, at every moan.

I looked down at my leaking member, noting it was quite a bit thicker than my index finger; I didn’t want to hurt him.

“Wow,” he said, laughing a little. “Add another.”

“What?”

“Come on, add another, I’ll be fine.”

I lubed up my middle finger and added that in too, watching his face twist and hearing him groan as I opened him up.

“Everything okay?” I said. “It doesn’t hurt?”

“It stings a little,” he said, “But I’m okay.”

I eased my fingers in and out of him slowly, watching him writhe under my power, speeding up sometimes, slowing down at others, watching his hard dick leak precum onto his stomach.

After a moment or two, I removed my fingers and dried them on the bed sheets. I opened the condom packet and slid the condom onto my hard, leaking dick. It was throbbing, my heartbeat humming in my dick as I covered it in lube and got ready to have sex with Owen for the first time. To have sex with anyone for the first time for that matter.

“Are you okay?” he said, looking up at me.

“Yeah, yeah, I’m fine,” I replied quickly.

“If at any point you’re not fine, just say,” he said. “If you feel weird or you want to stop, just tell me and we’ll stop okay?”

I nodded and smiled at him. “I will. And you do the same. If it hurts–”

“Oh, think you’re some big man and you’re going to hurt me, do you?” He winked and it made my knees feel weak.

“I’m serious.”

“I’ll keep you updated,” he said with a smirk.

I covered my dick with lube and lined it up with his asshole, his ankles leaning against my shoulders, his ass propped up on some pillows. I could feel the warmth radiating off him.

“I’m super nervous,” I said, actually shaking, visibly shaking.

“We don’t have to do this,” he said. “We can wait, I don’t want to pressure you into this.”

I took a breath. “I want to. I’m sorry if I’m not good at this.”

He snorted. “I think you’ll do just fine,” he said. “Deep breath,” he added. “Ease it in nice and slowly, okay?”

I pressed my dick against his lubed up hole, using a little bit of pressure to get the head to go in. He gasped as it went in and I moaned at the feeling of warmth around my dick. I couldn’t believe it was actually happening. I held onto his calves to steady myself, just the head of my dick in his ass, and I was already losing myself.

I looked down at Owen and he was biting his lower lip.

“You okay?” I whispered.

“Uh-huh,” he winced.

“You sure?”

“No,” he said. “You’re pretty big and my ass isn’t used to it. Can you lube up again?”

“Of course!” I pulled out a little too quickly and he groaned. “Sorry.” I grabbed the lube and massaged a bunch of it onto my dick, lining myself up again. Owen was already panting.

“Ready?” I asked.

He nodded.

I pushed my dick back in, just the tip again, and he looked a lot more comfortable. Slowly, I pushed further in, feeling him wrap himself around my cock, feeling him taking the full length of me, watching his face as it twisted between a place of slight pain and a place of pleasure. I buried myself to the hilt, his legs on my shoulders, and he opened his eyes to take me in. He was already sweating, I imagined I was too.

He smiled.

I smiled back.

I couldn’t believe this was happening. It was so much more than just a first time, it was a first time with Owen, it was a first time with a guy I cared about and a guy who I think cared about me.

I’d never done this before, but I’d watched enough porn and seen enough movies to know what I needed to do next.

I slid my dick out and then pushed it back in, almost all the way out and then burying myself back to the hilt. The way his face moved and changed with every thrust was a thrill, an absolute thrill.

I started to really push now, moving in and out, quickening my pace, listening to him as he couldn’t keep the moans inside anymore, getting louder and louder with every thrust.

His dick was hard and leaking onto his flat stomach. I reached around his thigh and started to slowly jerk it in time with my thrusts. I saw his eyes roll into the back of his head as I used his own precum as lube and jacked him off.

“Oh my god,” he muttered as I thrust. “Oh my god, Dante.”

“Is it…” I panted. “Is it alright?”

“Is it alright?!” he exclaimed. “Are you kidding me? It’s wonderful. Please don’t stop.”

“I don’t want to stop.”

“Then don’t,” he said. “Keep on going.”

I did as he asked and kept thrusting in and out. He was comfortable now, comfortable with me inside of him and I was sweating profusely, practically dripping all over him, my balls slapping against his ass as I fucked him.

He batted my hand away and started jerking his own cock now, which was an arousal all its own. It was one thing seeing Owen’s face as I fucked him, it was a whole other thing to see him while he pleasured himself. I couldn’t stop looking, I couldn’t break my rhythm. I didn’t want this to be over.

“God, I’m getting close,” he said, opening his eyes and locking them with mine. “Are you?”

I was. I could feel it tingling in my legs, in my stomach, convulsions in my whole body as I got closer and closer to coming.

“Yeah, I am.”

“Are you there?” he said. “Are you nearly there?”

“I am, oh my god.” I could feel it happening, feel the ecstasy taking over me like it never had before. God it felt good to be inside him, god it felt good to be doing this with him.

“I’m gonna come, Dante,” he whimpered and, before I could respond, white ribbons of cum flew from his dick and splattered across his chest, wave after wave of it. And in that moment I felt his ass tighten around my dick, like it was willing me to join him. And join him I did.

“Me too.”

I kept thrusting as I came, over and over until I was tired, until I couldn’t bring myself to move anymore. We were both panting, both out of breath, both sweating. I was still inside him, the condom no doubt full to bursting, my dick getting steadily limp.

“Sorry,” I said, suddenly.

He blinked. That woke him up. “What are you apologizing for?”

“I’m sorry if it was too fast or wasn’t quite what you wanted or–“

He reached up and put a finger to my lips. I kissed it. It suddenly felt like an instinct to kiss him at any given moment. I wanted to kiss him now, I wanted to kiss him always.

“Don’t apologize,” he said. “It was amazing.”

I pulled out slowly, completely spent and out of breath, sweat dripping across my entire body. I looked down at him and he was smiling. He was smiling a happy, delirious sort of smile that lit up his whole face. He seemed to be glowing. I half wondered if I was glowing too, but I’m fairly sure I was just sweating.

I took off the condom and tied it, putting in the trash can so it didn’t leak all over the place. Then I leaned back down and kissed Owen softly on the mouth, a kiss he returned. How was it possible that, even like this, even completely spent and hot and sweaty, he could still look so damn perfect?

“That was…” I said, still out of breath. “That was wonderful.”

“You’re surprisingly good at that for someone who’s never done it before,” he said, still smiling. “You’ve worn me out Dante.”

“Sorry.”

“Please don’t apologize for wearing me out with sex, you’ve got to be kidding me, you cannot be that nice!”

I laughed and he did too. Gosh I needed a lie down. But first…

“I’m going to jump in the shower,” I said. “I feel super sweaty and gross right now.”

“Can I join you?”

I blinked. Now there was another thing we’d never done before. I could feel my dick twitching at the mention of us doing that together. Wow.

“That would be amazing,” I said, laughing a little.

“What?”

“Just a whole lot of firsts tonight, Owen,” I said. “I’m enjoying this taking a risk thing we’re doing. If every risk feels this good, can we take risks forever and for always?”

He laughed and so did I. I couldn’t keep the smile off my face. I could feel the joy of doing that with him, of being here with him, running through my body. If he was open to us trying the relationship thing, open to the idea of us being together long-term then maybe this could work. Tiny little risks and we’d get there.

We had a shower and I washed him. I don’t know what brought it on but, before I knew what I was doing, I was lathering up his body with shower gel, kissing him occasionally, rinsing the suds off him. There was something about it that felt so tender, and made me feel closer to him. And I loved that I was starting to feel like I could kiss him when I wanted to kiss him. Little pecks here and there, the occasional longer kiss, all while the hot water rained down on us.

We dried off and went back to my bed. I changed my bedsheets so they weren’t all lubey and covered in cum, and we climbed in, snuggling close. And there he was in my arms all over again, everything I ever wanted right where I never thought I’d find it, in a Lakeshore boy. This could work. This was working. I was falling and I didn’t want to stop.