Drilled Before Drill

After another grueling week, I was ready for bed. Even though the days started getting longer, something about the long stretch of winter at the beginning of the year made me want to curl up in bed with my sweatpants on, my favorite shows on my laptop, and a hot cup of tea. So, that’s exactly what I was doing when my phone rang.

It was my best friend, and as much as I wanted to let it keep ringing, I had to answer. “What are you doing tonight?” Haley asked before I could even say hello. I looked down at myself, wrapped up in blankets at the late, late hour of 6 pm. “I’m not really sure yet...” “You should come out! I’m house-sitting while Madison and Kyle are at drill, and I’ve got free range of the liquor cabinet.” I guess I hadn’t been out in a while, and maybe a night of drinking could be fun. If it was just me and her, what’s the wildest thing that could happen on a Friday night?

When I got there the bottles were all lined up on the counter. “Party of two?” I asked my Haley as I walked in, “Two’s company!” she responded. I felt a little uncomfortable in their apartment. I’d known Madison for a while, but I had never met Kyle. Honestly, based on the pictures I wasn’t sure I wanted to. He was a big, muscular military guy. Pretty average. Probably around 6’2”, blonde hair in the typical military cut. I’m not a huge fan of the military, but I wouldn’t bring that up around Kyle.

But, that was all fine because I figured I would never have to worry about that… until he walked through the door. Holy fuck. He was much hotter than the pictures. I always had a thing for military guys (I can hold my views and still objectify them), but seeing him walk in dressed in his fatigues made my stomach twist in knots. I couldn’t stop staring. Haley went up and talked to him for a little bit. I gathered that he decided to leave for drill in the morning instead, but he was fine with us being over and asked if he could hang out for a little bit.

I thought I was going to have to bite my tongue the whole time he was around, but he was such a smooth talker. He had a sexy, deep voice and I couldn’t stop staring at his lips, at least, until he took his jacket off. His biceps stretched out his green t-shirt, and it seemed like every time he moved I could see his triceps flex. I was embarrassed to have a raging hard-on the whole time I was around him. The conversation flowed for about an hour until Haley decided to go to bed. That’s great. I came out tonight for an hour of drinking, I definitely wasn’t sober enough to drive home, and now I was going to be alone with Kyle? Sure, as soon as he walked in I would’ve thrown myself on him if I could, but he and Madison had been together for at least three years, so I was going to be stuck here in more ways than one.

“Hey, that’s alright! We can hang out down here!” Kyle walked over and put his arm around me. If I could have gotten any harder, I would have. Even after PT, he smelled like fresh cologne though it was still mixed with a little sweat. “Kay!” Haley said as she was already walking up the stairs. Before I knew it, it was just me and Kyle.

I sat down on the couch, and he sat close enough for our legs to be touching. He looked me in the eyes, but I could barely hold eye contact. “Can I ask you a question?” Ugh. Here it comes. The straight boy picks up on obvious clues I’m gay and wants to feel proud about his “Gaydar.” “Sure,” I said, trying to hide my eye roll.

“When was the first time anyone asked you to have sex?” The question came out of nowhere so I choked a little. “Uh, I guess in college this guy and I had been talking for a while, but when he came over he just wanted to have a threesome with him and his boyfriend.” Kyle’s eyes got wide, “Dude, that’s awesome! You lost your virginity in a threesome?” This time I didn’t hide my eye roll, “No. I didn’t go for it. I wasn’t really-” He cut me off, “Honestly, I would love to be a third. Me and two guys?” He stuttered, “Uhm. I mean. Me, a guy and his girlfriend, uh, you know…” he trailed off.

Then, it all happened fast. He put one hand on my leg, the other behind my head, and started to kiss me. He was a strong kisser. I took a minute to savor his lips on mine before I started to kiss back. He let out a few soft breaths, then pulled me on top of him. I straddled his hard body and could feel that his ripped muscles weren’t the only thing that was hard. Fuck! Was I about to hook up with a straight(ish) military boy?

I pulled his shirt off and started feeling his chest. He was moaning for a while until he leaned up and whispered in my ear, “I want you to fucking suck my dick.” This was it… I started kissing his neck, then kissed my way down his chest. I unbuttoned his pants and pulled down his silkies.

His dick was basically throbbing. It was about 7 inches and thick as fuck. I wasn’t sure how much of it I could take, but God, I was ready to try. I leaned in and licked the pre cum off the tip of his dick. He let out a deep sigh. This was going to be fun. I wrapped my mouth all the way around and worked my way up and down. I licked his shaft, playing with his balls, and jacking him off. He was moaning louder and louder, so I decided to see how much I could take. As I started to move his dick down my throat, he put his hands on top of my head and shoved me down. I couldn’t help gagging but he held my head there and fucked my throat, grunting with every thrust.

He pulled out and I gasped for air. “Get on the couch. I’m gonna fuck that ass.” I couldn’t think of anything I would rather do, so I laid down. He pushed my legs back. I thought he was going to be slow, but he immediately pushed his dick all the way in. I felt an intense pain followed by a lot of pleasure. His dick was easily the biggest and best I had ever taken. I tried to keep quiet, but he was moaning so loud it echoed through the room. “Fuck! God! Your ass feels so good. God. I’ve never fucked an ass like this!” He started going faster and faster. I winced a little, but I kept my eyes on Kyle. He was starting to sweat, his face was red and I felt like every muscle on his body was flexed at once. I hadn’t even started to jack myself off, so I was surprised when I came all over my chest. It felt amazing, but I’m pretty sure Kyle enjoyed it more than me.

“God. You’re so fucking hot,” he said in a low voice. “I’m gonna make you fucking swallow my cum.” He pulled out, wrapped his legs around my chest, and held his dick over my face, “Suck my balls. Stick them in your mouth.” It was amazing. I could taste the sweat and the sweet musk of his body. I licked his balls, played with them on my tongue, and tried my best to fit his huge sack into my mouth. That wasn’t enough for me, and honestly, I knew it wasn’t enough for him either. I started to move down until I got a look at his hole. It was hairy and ready for me to stick my mouth on it. I started to lick it slowly to take in as much of his taste as I could, but I couldn’t help myself. I started to move my tongue all around and in and out. Kyle really got into it. I could hear him breathing faster and faster and he started to move his hips to really make sure I was tongue fucking his ass.

He started to moan again, and he lifted his ass off my face. He put his dick right next to my mouth, jacked off for a few seconds, and shot his load. He was practically yelling, “Oh god, oh god, oh GOD!” He came a little on my face, then stuck his dick in my mouth to empty out the rest of his load. His cum was hot, and it felt like he kept shooting in my mouth. I felt it moving down my throat faster than I could swallow. Kyle pulled his dick out, slapped my face with it a few times, and smiled at me. 

I could tell he was satisfied, and I was satisfied with how the night went as well. It turns out some pretty wild things can happen on a Friday night…