My Night with Brandon

By Terry Green

Published on Dec 7, 2021

Gay

Adolescence is such a difficult time, and high school didn't make it easier. All of my subjects in 9th grade made my middle school work pale in comparison. I so struggled with English and earth science, plus remembering my locker combination was a Herculean feat. As a awkward geeky teen, there was the issue of girls too. They were developing breasts, and sometimes I got caught looking at their crotch lines in their tight jeans. Despite being fairly good looking, with my tall lanky frame and cut up haphazardly brown hair, my blue eyes defied the truth of the matter. Even in sunny and liberal California, I was more interested in boys. The previous summer I had given and received my first blowjob at scout camp. It was an incredible experience, and although that week had led to my sperm being in another guys mouth, I was desiring and literally on fire to have sex with a guy. Watching porn on the net, I so wanted to slide my erect 7 inches of fun in a boys ass. It looked so fun, as I watched twink videos and jerked off sometimes five loads a day. Learning from the videos I shaved my pubic hair, and my cut cock looked even bigger. It also felt so good too, as I liked the sensual feeling it and the lube my friend Jaime provided for me. She was in the 11th grade, and my next door neighbor. We had been friends since we were little, and one night I broke down in her presence. After confessing to my being gay, she held my hand and said "it's okay. I've been with women and guys, and knew you were anyway." Laughter ensued. "How did you know?" "A woman's intuition." Women always knew. This is probably why they detect lies better than anyone else, and her hugs on my omission was so helpful. Also she let me know how lube worked, as her and her boyfriend enjoyed back door activity. On her own she boosted my confidence, and also introduced me to my newest friend Brandon. Also she let me know he had gay tendencies. I noticed these too, as he spoke with a bit of a lisp, and was more feminine than my friends and I were.

As a baseball player, I was partly in the jock crowd, but still a geek. In my freshman year I was 6 foot tall but only 160 pounds, with a 32" waist that made getting the baseball pants on a cinch. None of the other guys caught, at least to my knowledge, looking at their cocks in practice. Yet I was wondering if they'd say anything about my shaved pubes, or send anti gay barbs my way. So far I had been able to hide this smooth as a baby's ass area in my private parts, and had been made the backup shortstop. I didn't get a lot of playtime in my position, but was often called in to pinch hit. Coach Timms reminded me to "be patient," as there were a lot of seniors on the team. Yet I was able to get some hits in, including some doubles and triples. The coach and his assistants were certain I'd start next year, and I appreciated senior outfielder Brock helping me to fit in. He had been a big help in batting practice, and was set to play for UCLA where he got a full scholarship.

The bus rides to schools in our district could be extensive. One high school we played was fifteen miles away. It was even more of a challenge playing the Falcons. Plus their fans were boorish. We were used to hearing parents and spectators yell at us, but they were particularly vicious. My last game I couldn't help but smile, as my pinch hit triple scored the two winning runs. Coach made sure to stand with me after the game, along with Brock due to our rivalry. Nothing bad other than some boos, but better to be safe, and I admit being relieved when the school and diamond were in the rear door window of that Bluebird. It's uncomfortable seats we're actually alright, as we all drank our sports drinks and relaxed after another battle.

When I returned home, mom and dad greeted me at the door. Apparently one of the assistant coaches texted them what happened, so they took me out to a pizza dinner to celebrate. My parents were always kind, and we had a good discussion recapping the hit. Dad was especially thrilled, as he played third base for his high school, college, and AA White Sox farm team before not being able to advance further. It was exciting to hear his stories of playing with and against major league legends. Sure he had become among California's most successful accountants, with a burgeoning firm, but I knew deep down it ate at him that he didn't make the majors. He let me know to just "play as well as I could," but part of me wondered was I supposed to complete his dreams? One time mom and I discussed it, and she thought he just enjoyed seeing me play, despite his many hours of being at work. I was saddened that they weren't at today's incredible achievement, but they often were at home games.

Upon getting home I started my math homework. The damn algebraic formulas would never be used after school, but I loved the beauty of figuring them out. It was my favorite subject. Yet after finishing it up, I heard another voice downstairs. Actually one I didn't recognize. It was her and Brandon, coming over to congratulate me on the win. Damn he was sexy, and Jaime was trying not to grin too much. My parents were talking with them, and Brandon's blonde hair was platinum. He looked so innocent, with a tie dye shirt on and shorts. I liked that he was a little shorter than me, and that he didn't look too hairy. Some of my teammates had Chewbacca like legs.

Jaime, Brandon, and I went to the living room. They wanted to hear more, and I wanted to learn more about this hot guy in my presence. Brandon went to a parochial school, but lived close by, and also was into my favorite game of "Magic." He had a emo vibe to him, as I noticed part of his platinum hair was dyed dark black. Jamie laughed with both of us, about our "nerdy role playing games," and soon she was a mere observer as the dice and cards came out. She played with some of the more unique dice like a cat does with toys, as soon Brandon and I were competitive with each other. In a hour or so, he finally beat me. We exchanged numbers, and when he walked out, Jaime gave me a silly wink.

That night I couldn't sleep. I was so attracted to Brandon. My penis wouldn't leave me alone, as I woke up with a throbbing hard on. Exploding to thoughts of him sucking me off, or taking me inside of him, the thoughts entering my perverted mind were overwhelmingly furious. I wanted him to bare his ass in front of me, and allow me to break my virginity. So wanted him to cum in my mouth too, as at scout camp I really was enamored with controlling a boy in my mouth. It was a kink for sure, and I thought of what it would be like to see Brandon's shaft, to go down on him with my soaking wet lips. The taste of my fellow scouts penis was pleasant, and I bet he was delicious. Already I not only loved sucking and getting a blowjob, but the feeling of another guys penis and scrotum in my palms was so sensually pleasing.

At scout camp the cots weren't the best. Same with the picnic table that Kevin I had used during our 69 session. Yet they had worked for our purposes. His penis was smaller than mine, but running my fingers through his black pubic hair, and his bright white untanned penis was desirable. He really knew how to go down on me, which is how our activities had begun, as how could I resist when asleep he went into my sleeping bag to slurp me up. He wanted me in him, but I had chickened out, yet remained turned on by the thoughts of this idea. Now I thought of Brandon. He looked so hot in those tight shorts, and I needed to get in them, so his buttocks could be felt up by my strong and desirous hands. That would beat the hot sweaty nights at camp, where Kevin shot his load into my mouth, or where I returned the favor in his. He told me no guy he had been with came as much as I did, and that he loved my sugary sweet cum. This made me horny. Yet Brandon really did, and nights of masturbating to him, made me want him even more.

Jaime, Brandon and I, went to the mall one Saturday night. We had Peets coffee in the quiet cove downstairs, and said something that caused my cheeks to flush red. " You know, Brandon is gay too." It was a shock. At first anger flushed as my life long friend gave my secret away. How could Jaime do this? I never told her it was "ok" to tell Brandon or anyone. Yet as frustrated and pissed as I was, looking in Brandon's eyes calmed me down. "It's ok." His words didn't register. "I'm gay too." It was if a thousand emotions with tentacles of passion were attached to this loaded statement. Seconds went by. Minutes. Jaime shrugged and I finally said "I'm also gay." And just like that, Brandon and I talked more openly. We played at the arcade, and Jaime went shopping for awhile.

A few rounds of video games were fun, but I finally asked him "how long?" "Since birth." This was a lot to take in. To digest if that makes sense. I couldn't wrap my head around this. Yet soon I was asking Brandon questions, and as my penis got hard, I realized Jaime had done us both a favor. He had only done mutual masturbation with a fellow gamer last year, but wanted to "explore further." Actually he had kissed which I hadn't done, so we went to the mens room, and our lips touched for the first time. All of our hormones were lit up. We didn't want to get caught. Yet it felt amazing. Our pecks on the lips soon became joined by our tongues, and as I held him closer to me, our cocks in pants met at the waist line. Next weekend his parents would be out of town, and I felt his penis up through his jeans, and liked the feeling of it. Eventually we somehow calmed down, and as we took a Uber back with Jaime, we all smiled as we just knew.

The next day Jaime visited. She asked me how it went, and I gave her a play by play of what happened. She admitted "this turns me on," which was something her and I never shared together. Yet she told me how her boyfriend came in her ass last night, and gave me tips on how to lube up if Brandon gave me the green light. She giggled when I told her "I'll seduce him to have me fuck him." "It's not like that honey." Not sure of what she meant, I was happy that she was, about Brandon and I becoming closer to finally have fun. She brought up how "all men and women, no matter what age have sexual urges." That it was normal. She didn't question or judge what was going on between Brandon and I. Rather she just listened. She was a great friend, and I made her laugh, with my initial anger to being "outed." Jamie told me "I found out he was gay, and just decided to speed up the inevitable." Laughing together, it was very funny now. She was the older pervy sister I had never had, and told me to "watch videos on the net she found, along with backside advice."

That night as I watched a porno tutorial of anal sex, I could feel my already low hanging balls become more heavy. They had always been huge, and with blood flow going to my sex organ, I was fully aroused watching a man finger and "warm up" a naked male on a steel table. He showed how to start with a pinky then move up to the index finger and more, as the guy thrashed around and ultimately came all over his belly. With his howl I blew a gigantic load, and the palpable relief was overwhelming. I watched another one a hour later, and again felt my smooth hard throbbing cock, with lots of my sperm flying out like a machine gun on full auto. Going to sleep, I dreamed of Brandon taking me inside him, and again was in my sheets whacking away to my sexual desires.

Finally we had time together. We had been texting each other for a week of classes. My GPA was dropping, but I didn't care. Yet what would I do if my teachers found his crotch picture that I was looking at, and quite often jerking off over in the boys bathroom. He had such a perfect penis, smaller than mine, but such a nice bell head and balls that could be described as low hanging. Brandon agreed to send me a ass picture, and him in front of that mirror drove me crazy. Such a nice rear end, smooth, feminine really but obviously with a manacaped cock up front that I wanted to play with. He texted his approval to my cumshot pic, and the one where my shaved dick was really standing up. Apparently I was much bigger than the guy he had jerked off with, and we texted back and forth about sucking and fucking. He was more enthusiastic about frot and sucking, but it didn't take a genius to figure out he was reluctant about being fucked. Yes he admitted to watching gay porn, and being turned on and cumming imagining being plundere. Yet there was reluctance, but I was happy when he sent me pictures of his shaved private parts and those pink nipples of his turned me on for some reason.

Finally our Saturday had arrived. I biked to his house, and my parents were happy that I was finally making friends other than people on the baseball team. They always wanted me, to get to know people of all walks of life. While I doubt they knew that instead of role playing games, I'd have a penis in my mouth, they were very supportive and never really brought up my desires I hid so well. One time at the pool that summer I pretended to look at a high school girl in a bikini. Dad gave me the friendly male punch of approval to the shoulders. Mom and dad had always been open about not knocking a woman up, but basic biology let me know I couldn't get James pregnant with my huge globs of sperm.

The tension after I knocked on the house door was thick. I could feel it, and as I heard footsteps and the cylinder make noises, my heart felt like it was going to fly out of my chest. In my backpack I had booze bottles, lube. Brandon was there in the foyer, wearing what I had told to. Very short tight orange running shorts and no shirt. Oh yes his thin lithe smooth chest. The door closed and we kissed, our tongues eagerly greeting this time. His cologne made me even desire him more, as the citrusy scents lit up my olfactory nerves and others. Hard as a rock I pushed him up against the wall, and massaged his soft and smooth legs. Reaching into his shorts he moaned, and I was where I belonged. His penis and balls in my hands, we kissed as I had him under my spell, and we went to his bedroom.

Soon we were both nude, and our penises rubbed together. As I gently massaged his testicles, and our lips connected, his blue plaid comforter felt so good on my legs. His bed and his sexy nude body next to me, fully exposed as I was with our vulnerability, such a heat searing moment of arousal we shared together. Brandon's citrusy smell as I kissed his neck, moving down to his nipples. Oh yes! He arched his back and spread his legs as my hands moved in. His hot man meat in my hands, his precum on my palms, soon he couldn't resist as I had his penis dripping into my mouth with this jism that was so sugary sweet. I loved his taste, and as he shuddered too, it had this effect. My lips were the first to make his cock disappear, and I did all I could to wrap around him with my tongue as my head bobbed up and down. With maximum PSI I took him in, sucked his balls, and as the videos showed my tongue met his rear end.

It was a monumental leap. Never had I done this, but his hole was being protruded by my tongue, and the smile on his face and closed eyes. I had him. Brandon was having the time of his life as was I, still tasting his manly juices as I licked his rear end, and faced no resistance when my pinky went in him. It slid in completely. He was writhing with a gritted teeth but angelic joyous look as soon my index was included, and then the warming lube was moving his insides to be probed. Soon he was moaning and just in another universe, as we definitely were going to cross the gay rubicon.

Yet there was hesitation. He stopped me. I thought oh no. So close. Yet not yet. A warm smile told me to lay down, and Brandon's first blow job of me was pretty damn good for a rookie. His warmth and wonderful lips made my penis create that clicking noise, and although he wouldn't look me in the eyes, deep down he was enthralled and enthusiastic. Watching my penis disappear and that black hair over the blonde, I was in a zone of bliss and contentment. He took my penis out, his palms gently massaging my eggs, I couldn't believe how badly I wanted him. So sexy, so hot, just irresistible.

"I want you in me." He didn't have to tell me twice, as I put the purple pillows under his stomach, and penetrated his hole. Nice and easy, centimeter by centimeter. Feelings of warmth plethoras of pleasure were throughout me. This must be what a drug high was like, as it turned me on more to see my penis now fully in his insides. Pulling back slowly, pushing with purpose, he was not crying in pain. Instead he was smiling at me, and now I could see his illustrious green eyes. I loved how his lips were pouty with each contraction, and soon I felt him pushing down. Perfect as I felt wetness, heat, a glove like grip on my penis as I penetrated him. He was breathing heavy and soon I felt myself lose control.

With sweat on my forehead, the scent of sweat and sexual release, the dizzy warmth began. Following this was this feeling of peace and then a eruption that was from my entire groin, as my deflowering was complete. I was now not a virgin nor was Brandon, who as he jerked his hard cock, I went down him sucking like a leech does on its prey. Taking him all the way down to his balls, his hands grabbed the blue blanket and his dna was in my mouth and rolling down my throat. Both of us were buzzing and sweating of primal heat. Soon we crashed but we did it again. While that night went by far too fast, this would be the first time we went all the way, and soon our relationship would become more meaningful and kinky.

Next: Chapter 2


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