Cody - Kenny from AIM

I had recently turned 18 and am in the last few weeks of high school; a bit of a nerd but not the intelligent kind of nerd, the kind of nerd that is a late bloomer in every sense of the phrase. I had my growth spurt later than all of my friends and didn’t get nearly as tall, capping out at 5’6” and weighing in at 125 pounds with clothes on. Don’t even get me started on my lack of ability to grow facial hair. I didn’t get that pube mustache all my friends got at 13 until I was 17; even then, it was weak, so I shaved it to not be embarrassed. I dated a girl once, but we never had sex. I don’t think she was any more interested in sex with me than I was with her. Though, gun to my head, I wouldn’t have hesitated to claim I was straight, it never really occurred to me that I could be anything but.

I found my older brother's stash of porn videotapes in his closet and watched all three of them several times. I hadn’t realized it, but I was more turned on by the scenes where you were able to see and focus on the guy in the videos. I even had a conversation with my guy friends about porn and how they liked to watch girl-on-girl action, where I was bold (or stupid) and told them that didn’t do it for me, that I “need to see penetration to get off,” and my friends just shrugged and didn’t give it a second thought.

Internet porn wasn’t really an option for me since our family computer lived in the living room of our house, which was almost always occupied by someone watching TV. Thankfully, AOL chat rooms were popular amongst my friends, and they told me about the “cyber sex” they would have with “hot women,” or at least with someone online.

I eventually discovered the m/m chat rooms and made a few friends. Some were nearby enough that when they suggested we meet in person for innocent conversation, I was more than willing to do so. For the most part, I was convinced I was straight. In the chat room with these guys, we talked a lot about sex and my lack of experience. They explained how you can do guy-on-guy sexual stuff, and it didn't make me gay. That idea really sank in and turned me on. I didn’t get any of the romantic feelings towards guys that I…kind of got about girls, so I figured it was perfectly fine to experiment with the guys in the chat rooms.

Admittedly, when meeting up in person with two different guys from chat rooms, I was nervous as hell but also kind of excited. The first guy from the local college was only a year older than me. He was pretty shy, though, and nothing happened but grabbing a burger and fries at the McDonald’s. The second guy I met up with was 21, and he was really nice, too. Not as shy as the first guy, but he was also more fun. Before we went our separate ways, he did convince me to let him kiss me, after giving me a speech about how “he’d regret it if we didn’t kiss because he thought I was so attractive.” I reluctantly let him kiss me, and…ok, it was kind of hot, but only because he was so into it and groped my ass while he did it, which was hot.

My first two meetups, having gone so well, probably gave me a false sense of reality to the type of people the chat rooms are loaded with, which is how I met up with Kenny.

Kenny is in his early thirties and started talking to me in the chat room; then, we moved it to AIM, where we continued talking over the next couple of weeks. He lived kinda close, like 15 minutes from me. He always kept the conversation pretty casual. After I told him I was straight and just liked to chat, he would only occasionally ask me anything that was even borderline inappropriate. I wasn’t shy online, so I would always give the honest truth when he asked.

“Yes, I'm a virgin.”

“I wear briefs. Most of my friends wear boxers.”

“It's about 5” circumcised.”

“No, I've never tasted my own cum.”

“I would experiment with another guy, but I couldn't see myself doing more than touching.”

Around week three of chatting, he suggested we should meet for a drink some time and chat. Of course, I had to remind him I am under 21. He said he forgot because I “seemed so mature,” then Saud we could have a drink at his place, adding “No bouncers are checking IDs.” I thought it was funny and sounded like fun.

I agreed, he said he could pick me up, “so I didn’t have to drink and drive.” That also made sense to me, but I didn’t feel comfortable with him knowing where I live, so I told him to meet me at the nearby grocery store parking lot, which is within walking distance of my house.

He had a big Ford Bronco, an older model, and it smelled bad of cigarettes, some kind of cologne, and motor oil. He looked a little older than he said he was, but he was in pretty good shape, which was better than I expected.

Seated in the SUV, he looked to be close to 5’10” and maybe 180 lbs. His hair buzzed short with a bit of scruff on his face, probably not as a style but just because he didn’t shave this morning. I was feeling more nervous than when I met the other two guys, but I was still excited to go and have a drink with him; I had only ever had alcohol with my parents on New Year's Eve, never more than a swallow, so this was a milestone for me.

We got back to his house on the other side of town, and I sat on the couch. We talked for quite a while. He was nice, and we had some things in common.

He asked if I wanted something to drink. I agreed, and he made us each a rum and coke. The taste took more than a few sips to enjoy. It was not as good as it looked on TV, but I liked it—a little too much. Before I knew it, I had finished my third.

As we proceeded to get drunk, he asked me if I wanted to put on some TV, music, or a movie. I said sure, and he turned on his big console TV with the wooden case. He dug through a drawer filled with hand-labeled VHS tapes and popped one into the VCR. “You'll like this,” he chuckled, sitting back on the couch beside me. It quickly started playing gay porn which I had never seen before. I was instantly sucked in.

He noticed my body language change, and my eyes got big as we watched the setup for the first scene. He smiled, “Do you smoke weed?” The words triggered my gut reaction to say ‘no’ because D.A.R.E taught me better, but his smile and excitement to share his weed sold me pretty easily. Or maybe it was the three rum and Cokes; there’s no way to know.

“I tried it once,” I shrugged.

“Do you want to smoke with me?” He asked, pulling a small baseball card box from under his couch and opening it quickly to show his stash.

“Sure,” I said, probably a little too excited to sound cool.

I was feeling pretty buzzed, and once we started smoking while watching porn, I became uncontrollably horny. My dick was so hard it hurt. I was doing everything I could to hide it by leaning forward and keeping my elbows on my knees. This only made my shirt ride up in the back, and he put his hand on the exposed skin, rubbing my back. He probably thought I was leaning forward because I couldn't handle the weed or rum.

“You ok?” He asked, his hand rubbing higher up my back and then low enough his fingers accidentally went into the waistband of my underwear a little.

I chuckled, “Yeah, I'm just enjoying the movie,” I tried to sound sober.

He started removing his shoes and socks, “Why don’t you get more comfortable?”

I leaned further over, taking off my shoes. I was starting to sweat. There seemed to be no AC in his house, and with the unusually warm weather, it felt very warm in here, not to mention the rum and weed, which seemed to make me hotter as I drank and smoked every bit he offered.

The second scene had just finished with the jock pulling out and shooting his cum all over the twink's back and ass cheeks. It was a huge load, and…it was so hot. At this point, I was flying. The scene changed; this time, it was a slightly older guy and a delivery boy around my age. I couldn’t help but notice how much the ages seemed to match between Kenny and me.

I leaned back on the couch, forgetting I was hiding my erection by leaning forward, and now it was on full display, and Kenny clocked it before I could cover it back up. He quickly put his hand on it and started rubbing the knob from the outside of my shorts. He grabbed my right hand and moved it to his crotch, which was hard and bigger than mine, snaking down the leg of his jeans. I was nervous and trembling a little, but the weed helped so I could enjoy this. Wow, I never realized how good it would feel to have someone other than me touching my dick, even through the fabric. The sensation was sending me into overdrive really quickly.

It seemed to do it for Kenny, too, as he grabbed the hem of my shirt and pulled it up. I raised my arms to assist and found myself bare-chested in front of someone who found me attractive sexually for the first time in my life. The rush was overwhelming, and I felt a little dizzy but didn’t want it to stop. I just kept lazily rubbing the big knob of his cock through his pants while he went for the button of my shorts, exposing my white Fruit of the Loom briefs and yanking them down to my ankles, not stopping he came in for a kiss and started rubbing my cock and balls through my underwear. I was so turned on. I don’t know if it was the weed or the combo because I wouldn’t usually be into him or any other guy like this, but here I am, so hard my cock was hurting me, straining to be freed and stroked to orgasm.

We kept kissing slopily but sensual, caressing each other's bodies. His large, wet tongue licking down my neck to my chest and stomach drove me crazy. He kissed my belly button and then lower, pulling on the waistband of my briefs as he maneuvered them off, freeing me, and there I was on full display, completely naked. I was surprised more that I wasn’t panicking, the horniness had utterly taken over my brain, and his touch was stoking that flame.

He sat back down on the couch, “Take my clothes off,” he whispered, breaking the silence for the first time in a while. He was very excited; the bulge in his boxers was enormous. Once I slipped them off, I saw his big veiny oozing cock for the first time, and it looked impressive and intimidating. I had never seen another guy naked and hard before. I hadn’t even seen another guy naked in real life before. The sight of his cock and the musk from his balls was doing something inside me that got my heart beating faster and my blood pumping to warm me up even more. He pulled my head in a little closer to his cock, and the head smeared precum from one cheek to the corner of my mouth before I pulled back a little. He smiled at me with a twinkle in his eyes that I didn’t know how to interpret.

He rubbed the slick oozing hard cock on my lips, pulled my head down, and slowly entered my mouth. I gagged quickly but slowly tried my best to suck as much as I could. Imitating what I watched in the video we had been watching. He guided me as to what he liked, giving me little tips, knowing this was my first blow job, giving or receiving. I was struggling to take more than a mouthful of his inches when he pulled out a little brown bottle from his side of the couch and unscrewed it as I sucked him. I was already flying high, but then he brought the bottle closer to my nose, “Inhale,” he demanded.

Pulling his cock from my mouth, “What is it?” I was already high from the weed and rum, and whatever was in that bottle wasn’t discussed in D.A.R.E.

He smiled down at me, “It’s poppers; just inhale it like this,” he said, then showed me how to take a hit. The way he seemed to enjoy it was all the convincing I needed.

He put it under my nose again, and I did as he showed me, closing one side enough to inhale deeply. The immediate rush was incredible; I was suddenly so dizzy, so horny, so warm, so relaxed, all at the same time. He put the bottle under my nose again, “Take another hit, breathe deeper this time.” I did as I was told, fuck it was blowing my mind.

He laughed, pulling me back onto his cock, moaning as he was able to slide more inches into my mouth, now a few inches into my throat, without me gagging. He took his time, slowly pushing my head down, and I naturally sprang back up; then he’d push me down again, repeating for a while until he deemed it time for us to both take another hit of the poppers.

After several rounds of him feeding me poppers, I was putty in his hands. He then had us switch positions; he yanked my briefs off and engulfed my dripping cock in his mouth. I was in heaven, I had never had my dick sucked before, and this guy was enjoying my 5” of cut cock like it was his last meal.

He was kneeling on the floor in front of me as I was lying back on the couch, alternating between stroking and sucking my cock. While stroking me, he started poking my balls with his leaking cock and slowly maneuvered my legs up onto his shoulders. He was just caressing me and rubbing his cock against my ass crack and feeding me more poppers, reminding me to drink my drink so we didn’t get dehydrated.

I was so relaxed; I went along with everything he said and did. It all felt so good; I was so blown away by the amount of pleasure he was able to give me.

Sliding my legs further up his shoulders, his head dropped below my balls, and for the first time ever, I suddenly felt the magic of a tongue licking my hole. I gasped as he lapped at it and quickly clenched my ass in response. As my thighs clenched on his head, he chuckled, “Just relax, take another hit of the poppers,” he handed me the bottle. I took a big hit and then passed them to him. He took a hit and passed them back to me, “Take another hit.” As I inhaled, his tongue went deep into my hole. The rush of the poppers combined with the pleasure of his tongue in my ass had me unable to think. I squirmed and felt like I was having an orgasm, but I was just overwhelmed by pleasure and leaking precum like a faucet. This guy was a god at giving me pleasure. I couldn’t help but let out a moan, and it didn’t even embarrass me. Every little touch was pushing me closer to blowing my load, but he managed to keep from boiling over.

He spent quite a while lashing his tongue in my ass, and I loved every minute of it. He eventually stopped and then reached up and kissed me; even in my sex and alcohol-fogged brain, it grossed me out, pushing my orgasm back even further. I could taste my ass, weed smoke, and alcohol in his mouth; it was fucking with my head. It was when he began rubbing his cock against my spit-lubed crack that my brain started to forgive the taste and flipped back into pleasure mode. I didn’t even register that it was his cock at first. I felt the head cross my hole every few strokes, and it was terrific. It was just like his tongue, but it had a rigidity that added pressure to my hole, a new form of pleasure oozing out of it.

He held the poppers under my nose, I instinctively took a deep inhale, and he popped the leaking head of his cut cock into my hole, forcing me to inhale sharply, taking in even more poppers into my already popper-filled lungs. The sting was intense, but the rush quickly attacked it, helping my sphincter to relax slightly around his helmet. He held it still, just inside my clenching hole.

He took another hit of poppers. “Just relax,” he breathed out slowly. I promise you’re going to love this,” he said, putting the popper bottle back under my nose.

I tried not to inhale as I started realizing what was happening here, “You need to wear a condom.” My sex-ed class popped into my head as his head popped slightly deeper into me, causing me to wince, curious as to why the pizza boy on the TV was enjoying this same scenario so much.

“I will; I just need you to relax first,” he said as he handed me the bottle of poppers.

I felt like I should shut this down, but my body was on autopilot – sex, sex, sex – the only thing on my brain, even though this was not at all what I came here for. While I’m high, drunk, and reeling from poppers, I think my face lets him know I am serious about the condom.

His smile seemed forced when he pulled out of me and pulled a condom out of his little weed box, quickly rolling it down his cock and adding some Vaseline to lube it up, then put some on the ring of my hole and pushed his finger in, twisting it gently to coat my insides before putting his cock back at the entrance. He didn’t ask if I was ready; he just started sliding his cock up and down my crack, seeking my hole. I guess by telling him to wrap up, I gave the go-ahead to fuck me, but I was just running on binary brain signals.

“Take another hit of the poppers, two big ones…on both sides,” he said, sliding his cock up and down on my hole, adjusting his position to lean further over me and line himself up to push into my hole, adding enough pressure to pop the head in again.

I groaned and took another hit of poppers, then another. My head was spinning so fast I thought I might black out until he pushed slowly into me, one inch at a time. It hurt like hell; my vision blurred, and all I could focus on was the sting, but the poppers kicked in and made it a little less painful.

He pushed in slow enough to let the poppers do their job, and my ass slowly stretched around his girthy dick with as little discomfort as possible. He was soon balls deep, the root stretching me more than I could handle as his thick hairy bush rubbed my ass like sandpaper. He held it there for a few minutes. When I could finally breathe again, he slowly began rocking back and forth, and it felt a little better.

He seemed to be really enjoying it; his smile was huge, and his eyes rolled back into his head every time he pushed back into me. I was shocked by how much pleasure I was giving him. Hearing him grunt and groan in ecstasy with every thrust was turning me on.

Kenny shifted, getting into the couch with me, spinning me so my head was towards the armrest and he was right back, balls deep inside my ass, taking my virginity, my gay-anal-virginity; my head was spinning, and the pain was subsiding quickly as he gently pushed in and out. I can’t believe how…how good this feels. I moaned when he bottomed out and hit a deeper part inside me.

“That’s it, you like that, don’t you, Cody?” He grunted.

I nodded, ashamed to smile, but I couldn’t help it.

“You’re so fucking tight; you’re gripping my dick like a vise,” he grinned, thrusting hard up into me, pushing my head into the armrest of the couch, and I let out a little squeal.

“Oh, shit,” I grunted, trying to push myself away from the armrest, but he slammed me into it over and over again. Thrusting harder each time until I felt something inside me tear; it was suddenly wet inside me, and his cock easily slid deeper and easier into me. “Oh fuck,” I started to panic, thinking he broke my ass.

“Oh yeah, fuck that feels good,” he grunted, rolling his hips into me, gyrating once he couldn't get any deeper.

“Wait, ungh, I think…I uhh…”

He shook his head, knowing what I was unable to say. “The condom broke,” he grinned, thrusting harder, but fuck, it felt even better.

My eyes got huge, “It…what?”

“It happens sometimes; just enjoy it,” he grunted, leaning over me to get a better angle on his fucking. Laying flat on my chest, wrapping his arms under my shoulders and holding me tight. My left leg stuck up on the back of the couch; I wrapped my arms around his back, my other leg instinctively wrapping around his waist as he licked up his rhythm and really fucked me.

“Wait, shouldn’t we…mmmm…shouldn’t you put on a new one?”

He chuckled in my ear, not skipping a beat, thrusting harder, “I’m about to cum anyway; there’s no point now,” he picked up the pace, rocking my body with every push.

“Ummm, mmm,” I didn’t know what to say. It felt so good, I couldn’t think. My brain wouldn’t let me access the information I needed.

“Oh fuck, it feels so good, you feel so good, baby,” he whispered in my ear.

The words were like fire in my head; I felt a sense of euphoria, like love, but not.

“I’m cumming,” he grunted, pushing deep and holding his cock inside me, twitching as a slick warmth filled my insides.

“Oh, wait,” I groaned.

He slammed into me again, “Too late, mmm,” he twitched his cock inside me again, and it slid easily and freely, feeling so good I wanted more. Then he stopped suddenly and pulled out completely, leaving me feeling empty and used. “Oh man,” he huffed, sitting up against the back of the couch, grinning down at my naked spread-out body. “I wasn't expecting you to do that tonight,” he smiled at me.

“Me neither,” I shrugged, wondering if I instigated this entire thing.

I slowly sat up, looking around for my underwear. Kenny pulled them from under the coffee table and handed them to me. He went to the bathroom as I finished getting dressed.

When he came back, he was fully dressed and gave me some water. “You need to sober up before I drive you home.”

I nodded and chugged the water.

The ride home was awkward. We didn't talk at all, and I kept playing over and over what happened between us. An emotional Rollercoaster going from horny and hard to concerned about the broken condom, but then back to his good it felt and how confusing that was for me.

He dropped me back at the grocery store parking lot. "Next time you're online, let me know if you want to do it again, and I'll come get you,” he winked at me.

I had no intention of doing that again. I'll chalk this up to an experiment and try to lose my virginity to a girl next.