I turned myself into a cock sucking fag. Part 1.

My name is Timothy L. Jaines, but people call me Timmy. I was born and raised in the suburbs of Los Angeles. I was born in 1967, raised on rock in the 80s, and discovered a whole new world of sexuality years after I had become a man. I am undoubtedly the proverbial California surfer boy—tall, thin, with blonde hair, and blue eyes. I am very social in almost every situation and learned how to talk to women at a young age.

I was, without a doubt a player, a womanizer, a cheat, and someone who thinks with their dick. Well, at least I was. I learned how to talk to women. More importantly, I knew how to talk them out of their panties. I knew what they needed. The attention they craved and the more I honed my skills, the more frequently I was getting them into bed. I was the neighborhood hero to all my friends because I could pick up any girl I wanted and most of the time, sleep with them quickly. I accumulated a pretty good list of names entering into my 20s.

College was even better for me. Nights of drinking, young girls away from home for their first time, and meeting someone like me, who had experience… Well, you get my point. But all of that changed over the years and after giving a blow job to my neighbor after losing a bet; the development of the internet, openly accepted gay relationships, gay porn, and transexual women, changed what turned me on and what I wanted. And let me tell you, it turns out I like sucking dick more than eating pussy.

It was a slow change, something I never saw coming, but one I wouldn’t trade for the world. Throughout this story, I will tell you how my feelings, desires, and ambitions changed me. How my lust for dick, having online boyfriends, erotic pictures, texts, and emails, and trans porn made me long for men, more than women. How I transformed myself from a straight male sex fiend to a cock sucking sissy. And how one hot summer night when I was 28 started me on a trajectory of homosexuality, that has yet to disappoint. So, for this chapter let me tell you about giving my first blow job.

I graduated college with my degree in business and landed a job almost instantaneously. After 4 years of freedom from my parents, there was no way I was moving back home to be under their rules or their expectations of how their son should live. I wasn’t a wild child or some drunken, drug-addict kid, but I liked my independence and my ability to come and go as I pleased while away at college, and I didn’t want to let that go. I crashed with a college friend until I got some paychecks saved up and within three months of my graduation, I rented a nice one-bedroom apartment in a four flat in an area closer to the city limits.

I didn’t have much, but I managed to acquire what I needed over the first few months. I found some second-hand furniture, dishes, tables, and chairs and made that little apartment my home. I lived on the first floor, apartment 1A, while other renters had units 1B, 2A, and 2B. The building was on a lot and a half, so there was a nice backyard and a long side yard. The building had a back staircase and a cemented patio from the back of the building butting up against the two-and-a-half garage. The yard was fenced in and had adequate room for any outdoor activities. Long-time friends, co-workers, new acquaintances, and a host of girls came in and out of that apartment. And just like in college, I was sleeping with one right after another.

As the years passed, new tenants would come and go. I’d try to be friendly and sociable with them all and be a good neighbor. However, a couple of years after being there I met and truly befriended a guy who moved upstairs in 2B. His name was Charles. I called him Chuck. Chuck was 15 years older than I was. He was never married, had a thick full head of black hair, and looked like the consummate 80’s gay guy. Back then I don’t even know if I realized, or even asked him about his sexuality, but now I know he was a closeted gay man. Chuck worked as a mechanic and was knowledgeable about things I couldn’t even comprehend. He was someone who tinkered with everything and could fix anything. A mechanically inclined dork, would be the best way to describe him. He was very friendly, very funny, and was always easy-going, but wasn’t as socially accepted in some groups as he probably would be now.

As we got to know one another more occasionally we would sit out on the back patio, having a beer or two after a long day of work, or we’d catch each other in the foyer of the building and talk for a while. Our friendship developed into us even hanging out in each other’s apartments occasionally to catch a sports game on TV. He met my friends, and I met his. And on occasion, we’d all party at the building. In all reality, he was my apartment buddy, for lack of better words. He never hit on me or led me to believe he was gay. I just figured he was one of those guys who wasn’t lucky with women, and just lived his life.

The landlord didn’t live at the building and the garage was off-limits to the tenants. I had always wondered why the landlord didn’t rent out parking spaces in it. I asked Chuck about it and he informed me that the owner kept a late-model Corvette and a small motorboat on a trailer in there. I didn’t believe him, I thought he was fucking with me. I thought to myself, who keeps a classic car and a boat on a trailer, in a garage, at a place where you don’t live? So, I told Chuck, he was full of shit. And just went about my day.

However, what Chuck said, aroused my curiosity and it got the better of me. One day when throwing out the garbage, I tried looking into the windows of the garage, but they had this black film over them, so I couldn’t see inside. The service door had a handle lock and a dead bolt and the overhead door was solid, with no windows. One night I even tried looking into the windows with a flashlight, but I couldn’t see inside. I was perturbed that I couldn’t see what was in the garage, and I still didn’t believe what Chuck had told me.

A few weeks later I was hanging out with Chuck at his place and I asked him again. He swore up and down that he had seen the old car and the boat in there, and bet me they were in there. Neither of us had any money, so what bet were we going to make? But here’s where things got interesting. Chuck told me he could pick the locks and get the door open, so I could see what was inside. I didn’t believe him and told him I’d give him whatever he wanted if he could pick the locks.

Chuck’s exact words to me were, “If I pick the locks and get us in, you owe me a blow job.”

“Okay big guy,” was my response. Being overly sarcastic. I followed up with, “You know what! If you pick the locks and get us in, I’ll blow you right in the garage.”

“Chuck raised his shoulders, and tilted his head slightly, speaking aloud, “Okay Tim, a blow job it is.”

We waited until dusk when Chuck and I walked out to the garage. Chuck had brought some form of a lock-picking tool out from his tool chest and began fiddling with the locks. He told me to keep an eye out for anyone coming out, or walking by, because as much as he wanted to prove to me the car and boat were in the garage, neither of us wanted to go to jail or get evicted from our apartments for entering into an area we weren’t supposed to go.

As I looked around nervously, Chuck fiddled with the deadbolt, suddenly he softly gasped, “Got it” and I saw his hand turn the pick tool and unlock the lock. He then moved onto the handle lock, fidgeting harder and more impatiently until I heard the lock pop and saw his hand reaching to the handle tuning it open. The garage door opened with a loud crack as if it hadn’t been open in years. The dust in the door jamb lofted through the air as Chuck walked inside, followed by myself.

“Shut the door,” he barked out quietly. This sent me into a panic because I knew at that point we had just broken into the landlord’s garage and were now inside a place we shouldn’t have been. After closing the door and taking a moment to calm myself, I realized Chuck was not lying. There was an older model Corvette parked adjacent to the doorway. It was grey, and sleek, sitting there covered in dust, parked where it was left, so long ago. On the other side of the garage was a smaller white, outboard motorboat, mounted onto a trailer. I was awestruck. I walked around the car several times, just in amazement that someone would leave a beautiful car, such as this to rot away in the garage. Now, I’m not a car guy, but I can appreciate a great older model automobile when I see one. My focus turned to the boat as I stepped over the trailer hitch to get to the other side of it. As I got to the rear, I had to squeeze past the motor, which was closely pinned up against the wall. Just in disbelief that this piece of equipment was just left sitting unused.

“See I told you,” Chuck said as he was wandering around the car and the boat himself.

“Yes, you were right,” I replied, as I was taking in the majesty of these two machines.

Our conversation in the garage revolved around our disbelief that someone would leave these fine instruments of engineering inside a garage in LA. More importantly where we would go, or what we would do if they were ours. Instant examples of driving the “Vette” to the beach, or heading out onto the big blue Pacific Ocean with girls, for fishing and partying. A world of imagination between us. But as the sun started fading more and the nervousness of being in there started to diminish reality hit.

“Well, I guess you need to pay up on that bet you made,” Chuck spoke out, as he stood closer to the front of the boat, in between it and the car.

“Yeah, I guess I do,” I replied.

I’ll be the first to tell you at that point in my life, I don’t believe I ever had thoughts of giving head. I had loads of women by then. Had received numerous blow jobs, had a few threesomes, and even had fucked several girls in the ass. But I had never given a blow job. Never wanted to and never intended to. I wasn’t gay, or bisexual. Lord knows I had seen a host of men’s cocks in porn videos or porn magazines, but never thought about sucking on one. It was always the pussy I wanted. I wanted to be that guy, fucking that girl. But yet here I was locked inside a garage with my neighbor; after betting him I’d suck his dick if he got us in here. And the moment of truth had arrived.

I wasn’t scared, or emasculated by the thought. I had gone to UCLA and I had met and befriended people from all walks of life, so sexuality or someone’s preference never mattered to me. But I wasn’t one of those guys who wanted to be on my knees sucking dick when I was nailing one girl after another. Yet at that moment, even though, I still wasn’t sure it was going to happen, I wasn’t too leery about taking that step and trying something new. I figured even if I did do it, I would just chalk it up to a new experience.

And truthfully, I thought he was talking out of his ass. I didn’t suspect him to be gay or even want a blow job from me, so I figured he was just pulling my leg and being facetious. But, before I could even get nervous, or believe he was for real, Chuck walked himself to the front edge of the trailer hitch. He unbuckled his pants, unbuttoned and unzipped them. He motioned me to come over by extending his index finger on his right hand and flexing it back and forth in that “come here” motion. As I started walking towards him, he lowered his pants, standing there in his white underwear. He kicked his right shoe off and removed his right leg from his pants. At this point, now the fear set in. Here he was standing there in his undies, one small item of clothing away from his dick pooping out and I was the one who was going to be sucking it.

“You okay with this Tim?” He asked.

I thought about it for a few seconds, not quite sure I was ready for this but curiosity took over and I thought, what the hell.

“Yeah,” I replied. “But it’s got to stay between us.”

Chuck nodded his head yes and sat down on the A-frame of the trailer hitch as I stepped in closer. He lifted his ass off of the hitch and pulled his underwear down. When his torso came upright again, I could see his dick sticking outwards, partially hard, encased by a thick mound of black hair. To be honest, I didn’t know if I was more scared that I was about to suck dick, or more tuned on because I was seeing another man’s dick, but either way, there were all sorts of jitters and sensations running throughout my whole body.

Chuck spread his legs open further as if to give me the invitation to come suck his cock. I knelt before him, just gawking at his dick. It was shorter and thicker than long and sexy. But it had a nice shape to it. I reached out and put his dick in my hand. As soon as I did, I felt him get harder. I was shaking like a leaf on a tree, I was jittery and very uneasy. Yet, it was wild holding his dick while looking at it and as much as I tried to veer away from the thoughts of being gay because I was holding his dick, I subconsciously licked my lips as I watched it getting bigger in my hand.

When I was ready, I leaned down and put the tip of his dick right at my lips. I held for a few seconds because I knew in the minutes that followed – new experience or not – I was about to give a blow job.

I opened my mouth and slid his dick deep inside. It was a unique, different, exciting, yet terrifying moment feeling his cock slide across my tongue. I had never done this before and my stomach was turning. I couldn’t figure out if it was sickening, or arousing, but I knew I didn’t feel normal.

I slid his dick in and out of my mouth a few times letting my saliva wet his shaft. I slid back and forth and up and down picking up my pace more and more, deeper and deeper with every thrust. His pubic hair, would hit the tip of my nose on occasion and tickle it, as I went back and forth. And for a few seconds, I thought about stopping and telling him I couldn’t do it. But, something inside of me, wanted this. I wanted to give him head. I wanted to give a blow job. I had numerous amounts of pussy and I loved sex, so for me at that moment, it was a different form of sex, something new to try. And if this was going to stay just between us, and no one would know that I sucked his dick, then I was going to finish what I started. At a minimum, it would be my little secret.

I knew he was completely hard because he felt firmer, more ridged, solid, and longer than he had when I started. I believed he was excited that I was sucking him off because his hips were moving and his breathing was getting louder. The ambient noise of the area quieted and all I could hear was the sounds of my breathing, the gasping sucking sounds my mouth made, which were now coupled with his light moans.

As the moments went on, I tried to pleasure him the way I liked my dick sucked. To mimic how I liked it done to me. How deep or how fast, using my hand in combination with my mouth to pleasure his hard dick and the more his cock slid in and out of my mouth, the more intensely I was getting into it. Chuck was surely enjoying the moment, because now and then he whimpered, or moan louder than he had before.

After a few minutes, I pulled his hard dick from my mouth and just stared at it and I slowly jacked him off with my hand. I wanted to see what his hard dick looked like. I wanted to see how it looked to be on the other end of a blow job, hand job, or playing with it, like so many had done to me. And I must say, the more I held his dick, the more I felt how hard he was, and the more I stroked him off listening to him moan, the more I wanted to make him cum.

I slipped his dick back into my mouth and sucked as hard and as tight as I could. He gasped when I clamped my mouth tighter around it and I started sucking it hard. I was bobbing down, to where his hard dick was hitting the back of my throat. I was lifting and sinking my head as fast as I could. I was, at that moment, really getting into it. The more time went on, the more comfortable I became. The more it slid in and out of my mouth, the more I wanted it. The more I felt that hard bone strike the back of my throat, the more I liked it. It felt taboo, yet exhilarating to have a hard dick in my mouth. To be doing something I never thought I would have done. To be pleasing a man, instead of being pleased in the same way.

All my nervousness was gone, my stomach was back to normal, and my mind was racing. It was like I was emulating being a girl in porn sucking her man’s cock. I was enlightened, I was engaged, I was doing it and most importantly, I realized I was getting turned on.

I felt my dick start to get hard deep in my pants. I was getting a hard-on blowing Chuck and that was all the proof I needed. Especially when I heard Chuck start moaning louder and louder. I wanted to open and pants and stroke myself, or stand up and let him suck mine. But I just kept focusing on sucking his cock. My mouth was watering and I could hear myself moaning as his dick slid in and out. Chuck kept moaning and shifting his legs, his hips, and his hands. He whimpered out my name a few times and I knew he was close to cumming, because I know those sounds, I’ve made them a hundred times. As my focus turned more back onto him than my dick, my desires or being enlightened and aroused. I started to fear him cumming.

I had never had cum in my mouth. I mean I may have tasted it from a kiss after a blow job from a girlfriend, but I never had a full load, so I wasn’t sure how to handle it. Before I could figure out what I wanted to do, Chuck started moaning out he was going to cum. He uttered those words about three or four times when suddenly I felt warm gooey liquid inside my mouth. Surrounding my teeth and tongue. His hands grabbed the top of my head and he kept pushing my face downwards taking every inch of his dick, while he was cumming in my mouth. It was forceful, yet controlling, and as unusual and unsettling as it was at the time. I later realized how much I loved it!

I didn’t want to swallow his cum, because I was scared, but I already had a mouthful and I wasn’t sure how much more he had to eject. I lightly opened my lips and started letting his cum drip from my lips as I started to slow my pace. I know it ran down his shaft and onto his hair, or along the sides of his balls, as he finished his last little bits of squirts. His lungs filled with and emptied air, as he took deep breaths. I knew I took every drop inside my mouth and I could taste him.

Sweat had started forming on my forehead and I could feel my lips numbing. I wanted to keep sucking. I felt like it all went by too fast. Like I needed to do more. But as his cock rested hard and long in my mouth, I knew he had gotten off because all I could taste was his cum all over my taste buds. A sensation I will always remember.

When his hands finally lifted from my head, I stopped my motion but left his dick in my mouth for a few more seconds. Because I knew what it was like to cum in my girl’s mouth and to have her let me finish cumming, keeping my dick in her warm, wet mouth for a few more seconds before she pulled away. And I wanted to give him the same satisfaction.

When I lifted my head and opened my eyes the garage had gone almost pitch black. I could see the wetness around his shaft and I don’t know if that was all from my saliva or his cum, but his cock was lightly glistening in the last remainder of light.

I licked my lips and swallowed the last bit of his cum and the saliva I had in my mouth. I was still on my knees but came upright. Chuck was sweating and was still trying to catch his breath as he sat naked from the waist down.

“How was it?” I asked.

“Perfect,” He replied.

We both stayed in our positions for a few moments, just trying to let the excitement calm down before jumping up and heading out of the garage. I guess fear or anxiety of getting caught hit him suddenly, because he sprung up, and pulled his underwear and pants back quickly, saying; “Common we need to get out of here!”