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Everyone in this story was over 19 at the time, sorry this ended up being WAY longer than I thought it was going to be:
The summer between may Sophomore and Junior years in college, we had to go away to what they called "field training" for ROTC that was basically our equivalent of boot camp. I remember lots of moments feeling very homoerotic throughout the month we were there. They put us 4 guys to a room, where we all shared one bathroom and had very limited time to get ourselves ready in the morning. This meant my roommates and I saw each other naked quite a bit. I also never had much of any privacy, which also meant I hadn't jerked off the whole time. Even though I was still very deeply in the closet and dated girls, around the third week I became incredibly horny looking at all of these guys!
Fast Forward to one night with only about a week left at camp I got called to "staff duty" which basically meant another Cadet Jenkins and I had to staff the security cameras all night. Just before everyone started getting ready for bed I headed to the command post where I met Cadet Jenkins. He I got briefed on what to do if anything happened while we were on duty and pretty soon we were left to our own devices.
Once we were alone, we got to chatting. He was from another squadron, so we hadn't met prior to this night. He was around the same height as me, 6', but he was beefy and clearly spent a lot of time in the gym, and I eventually learned he played football when he was in high school. We sat behind the same desk, and when he started to man-spread to where his leg rested against mine, I almost jumped out of my skin.
"Jumpy, eh?" He asked. I laughed off my spastic reaction and eased my leg back into the side of his knee.
Naturally, the conversation drifted to talking about girls. We both talked about the girls in our squadron and back home. I had actualy just recently lost my v-card to a girl named Kristen earlier that summer, so I started talking to him about that whole experience, while conveniently leaving out the fact that it was my first time, or the guys who I had secretly hooked up with before trying a girl. LOL. Jenkins seemed really interested, and almost went the whole story without breaking eye contact with me. It was intense, as his leg pressed deeper into mine.
I'm still not sure if I imagined this or not, but I thought I saw his cock twitch in his utility uniform (this was back in the day of the digital camo print ABU uniforms.) I was pretty horny myself at this point, and after telling the story about Kristen and me, I finally admitted that I couldn't wait to get home just so I could jerk off. Jenkins laughed about this and admitted that the week prior, while we were "in the field" he managed to "relieve himself" in one of the porta-johns. He admitted this fact with a bit of a mischievous smile. I admitted that I was jealous that he had managed to find a way to get off amidst all of the chaos of the last month, and couldn't help but imagine him nutting, while trying to keep quiet.
Maybe it was just that I was tired, or the fact that this felt like the first time I had let my guard down around someone in weeks, but I quickly realized that my eyes had wandered down to Jenkins' crotch area.
"Jealous, eh. Of this?" He laughed and gave his crotch a squeeze through his pants. I was equal parts mortified that I had been caught, yet turned on and wanted to see where this would go. I finally snapped out of my daydream and looked Jenkins in the eye and said "How can I be jealous when I have no idea what you're workin with."
"Touché" he replied. We continued talking about jerking off, and eventually got to talking about techniques. He mentioned a reverse handed grip that a football buddy of his swore by. The idea of him talking about jerking off with his football firends and getting tips from them really set me over the edge. My cock started straining hard against my briefs under my uniform. In an effort to relieve some of the strain I tried to adjust my stiffening cock to the side. I thought I was being sneaky but as I did it my leg pressed deeper into Jenkins'. He shifted in his chair too, and at this point I was positive that I could make out the outline of his cock against his right thigh through his uniform pants.
"Everything okay over there little buddy?" Jenkins asked me. I could have melted in that instant.
I laughed nervously, "Yeah, sorry. I just needed to adjust."
"Yeah, me too. I don't know if it was just the nerves or the stress of this place but I feel like I went the first two weeks I didn't get a single boner. Now it's almost like my system's making up for lost time. Major miscalculation on my part but all I brought with me were boxers. I keep having to do the ole' Up-Tuck. You ever do that?"
I laughed again this time a bit more easily, "I don't think I would've survived Middle School without that move."
This time it was Jenkins's turn to reply with the nervous laughter. "Well then I hope you don't mind if I re-arrange some things down here," he said as he reached into his pants without even a moment's hesitation, fishing for his cock with one hand and pulling up his blouse and undershirt a bit. Naturally my eyes followed and I caught a flash of his hairy treasure trail leading to the top of his pants. Then, before I could blink, I caught a flash of the head of his cock as he did "the ole' up-tuck" maneuver. It wasn't super thick, but it was enough to catch my full attention. Jenkins paused for a moment before pulling his blouse back down. I had fully been caught, and he just smiled at me. "Like what you see?"
My face turned red as I nodded. All I could manage to say at this point was, "May I?"
Jenkins nodded and lifted his shirt back up, exposing the head of his cock again. I played with the tip with just my fingers at first before fully reaching into his trousers and stroking him. Jenkins told me about a cocksucker buddy of his who used to blow him when they'd get drunk, and admitted that he even fucked him once. The mental image of Jenkins pounding some guy's ass really got me horny. I got out of my chair and knelt under the desk and told Jenkins to keep an eye on the cameras to make sure noone was coming.
From under the desk I reached up and undid Jenkins's belt and pants. The smell of his crotch was intoxicating! I reached in through the fly of his boxers and pulled out his 6 in cock and started licking his balls, taking in his aroma in the process. He clearly hadn't shaved his pubes in a while, which I think added to the sensory experience as I started sucking up and down his whole shaft, burying my nose in his pubes every time I went down.
"Damn dude, you're even better than my friend!" Jenkins moaned. I looked up, winked at him, slapped his rock hard cock against my cheek a few times, then put it back in my mouth. "Fuck that's so hot!" He kept going. "I bet you've got a tight little ass too, don't you?"
"You don't know the half of it!" I replied, then slipped his hard cock back down my throat, gagging a little. I hawked a lugie in my hand and went back to jerking him off with it. At this point I was so horny that all discretion went out the door and I found myself saying, "Wanna find out?"
"Hell yeah!" Jenkins said. And before I knew it, he was scooting back in his chair and helping me up. The second I was on my feet, Jenkins was turning me around and bending me over the desk. He was a little forceful and it was VERY hot! And with one quick swoop my trousers and briefs were down at my ankles. I heard Jenkins spit and then felt his wet fingers down at my exposed asshole. I jumped just a little at first, but hey, at least I had a great view of the CC TV from here.
After lubing up the outside of my hole with spit, I felt a finger go in me. Then a second. It took every fiber of my being to not jump and moan. At this point in my life I didn't have much experience bottoming, but I at least knew how to relax so I could enjoy it after the initial shock. After a few seconds, he started massaging my prostate, and I let out a muffled moan. "Fuck me" I said.
"Gladly!" Jenkins replied. I heard him spit again and looked around to see him jerking his still rock hard cock. Thank god his head wasn't as broad as his shoulders, because he pressed the whole tip in me in one swift motion. I tensed up, and he stopped for a moment, letting me get used to the sensation of him inside of me. He reached around and fondled my cock and balls while I started to relax again. Before I knew it, I was pushing my hips back into him and felt his whole cock slide into me.
We stayed like that for a little while until I finally said "Okay, I think I'm ready." Jenkins started thrusting, gently at first. I distinctly remember biting the sleeve of my blouse just to keep myself from moaning or screaming too loud. It hurt, then it felt amazing! I think we were both so horned up that honestly, it didn't last for very long. Maybe a minute and a half tops.
"Oh fuck, I'm getting close." Jenkins leaned down and moaned in my ear.
"Cum in me" I wispered back. I was in heaven! Jenkins's strokes got more emphatic, and a little faster then slower inside of me. I could hear his breathing jittering, as mine started to match his. He forced himself all the way inside me, then pulled back and pused forward hard again, then back and all the way in a third time. He rocked his hips and I could tell he was cumming. It was so hot! I didn't even care that I didn't cum.
Jenkins pulled out of me and plopped back in his chair. I usually go soft when bottoming, although I didn't really know that at the time. He pointed to me as he pulled his pants back up. "Need me to help you with that?" He asked, pointing at my soft, still exposed cock.
"No, that's okay. We've only got another 30-40 min or so before people start getting up anyway. And I'm actually good!" I replied. And I was. I didn't quite have a full anal orgasm, but I was well on my way and I felt satiated.
We finished up our duty and returned to our barracks. I don't remember everything that happened for the rest of that day. All I remember is I didn't have time to get cleaned up before returning to my flight. I spent the whole day a little bit nervous that someone would smell the sex on me, and equally turned on that I had a fellow Cadet's load in me. I ran into Jenkins a few times through camp after that. I'd give him a wink as I passed on the PT field or in the chow hall.
We were facebook friends for a little while, but eventually he got married to a woman and we lost touch. It was by far one of the hottest sexual encounters of my life, and I'll never forget it or him.
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