This story involves two characters that were first introduced in http://www.nifty.org/nifty/gay/athletics/first-rule-of-sex-club/
It is a back-story [so you don't have to read the other story to understand this one].
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This story is about how a 17 hear old rich kid, a high school football player, named Brian, who was a straight jock from a privileged home, discovered gay sex in a seedy backroom of a sex shop and how that discovery took him from innocent to cocksucker to bottom to top in a matter of a few weeks. The catalyst for this transformation was a streetwise kid named Randy who, while only a year older than Brain, was much more experienced when it came to the ways of the world.
Randy, now 18, had been out and gay since he was 15, which also meant he had been on his own since then, as his single parent (his dad) had disowned him. He had been forced to quit school and find his own place when his father came home and caught him sucking off his best friend. That night he went to a gay bar and hung out, even though he was under age, and was lucky in that he found two guys, one 18 and one 19, who were roommates and took an interest in him that was paternal and not sexual and let him crash on their couch.
Having found shelter, he then tried to find work. That involved starting as a dishwasher and then a busboy (the only jobs available for a 15 year old). By 16 her was doing and then selling drugs to his friends and eventually expanded into selling them in clubs as he got better at it and began to look of legal age.
Once he got more seriously into the drug trade, Randy had been told that he needed a real job because if arrested the police would ask where he got money from. Being a dishwasher and busboy didn't work because it was mostly night work and night-time was the best time to sell drugs.
Being part of the gay scene he knew of jobs that required no skill or education but some of these (like working in a bathhouse, being a stripper or turning tricks) were incompatible with his need to be free in evenings and at night to sell drugs. And he made good money selling drugs and as he liked drugs himself he didn't want to be working full-time in a bathhouse, strip club or as an escort and shilling out money to some other drug dealer for drugs at wholesale when he could get them retail or even for free by doing them with a customer (in exchange for sex which he loved as much as drugs).
Randy wasn't a 'pusher'. He never gave drugs to kids and never gave them for free to someone to get them hooked. He was a 'dealer' and would only sell drugs to people who wanted to buy them. And all of his drugs were recreational. They included weed, ecstasy, special k (ketamine), GHB and cocaine. He refused to sell crack or heroin. He also mostly stuck to weed for his own use because he liked it more than anything else, it cost the least so he wasn't consuming his inventory or profits and he functioned well on it (probably because he had been using it since he was 13). It may seem like a strange code but it was the one Randy developed on his own (he had to) and it had kept him safe and was making him some good money by following it.
Randy eventually settled on a job in a sex shop or 'bookstore'. He could work days there. The pay was crappy, basically minimum wage, but it gave him an income with a legal paystub and he also loved anything to do with sex so he felt comfortable in what others might find a disgusting environment. The store was in a crappy area of town (as people need to sneak off to buy sex toys and magazines). It was hardly attractive (the owners had no incentive to do leasehold improvements, they just needed a garish neon sign to advertise sex stuff was for sale) and four walls and racks for their wares.
Men, women and sometimes couples came into the shop to buy stuff, some of which was quite kinky but straight suburban standards (though none of it phased Randy and he had experimented with most things in the shop).
Where Randy was openly gay, experienced and wise to the underbelly of gay, divergent sex and bar/club/street culture, Brian was the opposite.
Brian was still in high school where, in his final year at only 17 years old, he was doing well and would go to college, a course path not in doubt since he came from a rich family and was a natural athlete and a good student. His mother was an heiress. His father, who had passed away, had been an influential editor of one of the country's most important business journals. He had two brothers. One was much older, and had moved away coincidentally around the time when their father had died so didn't really stay in contact as this event had caused him to engage in his new life and turn away from his family and thus painful memories. Brian's younger brother was at home, though had also found the father's death difficult, so had become withdrawn. The mother, not surprisingly, was spending all of her energies trying to get the youngest boy to engage with the world and thus largely left Brian to his own devises.
Physically the two boys were very different. Randy was almost 6 feet tall, very skinny, with dark hair and blue eyes. His eyes were the first thing you noticed since they were piercing and made more dramatic in contrast to his dark hair. Brian was only a year younger, an inch shorter and blond but these three things (plus how world wise Randy was) made him look like a kid whereas Randy could pass for a young adult.
Brian was a natural athlete who played centre on his private school football team and had powerful legs and good upper body strength. And, something that is central to the story, and something you are obviously are curious about, Brian was hung!
Randy's cock was cut, about 7" with a mushroom head which made him bigger than most men (the average in North America is about 5.5") and certainly bigger than most 18 year olds (boys stop growing in their early 20s). But Brian was huge. Even though he was a year younger and still in high school and looked way younger than Randy he was already over 8 inches (also cut) and thick.
Brian being a straight boy did not shave or trim his pubes; though at only 17 and blond his patch and the treasure trail from his belly button to his pubes were not really noticeable. His legs were transforming from peach fuzz to actual hairs. His upper body was sooth.
Randy, as a gay boy, shaved off all of the hair which included his pubes, his ass and every bit of body hair except for the hair under his arms. He didn't really have that much to shave as he was still relatively young but having dark hair he hated how it dominated his body. But he believed in being smooth front and back and shaved it religiously every day (not just when he was planning on having sex as most boys, even in the sex trade, tend to do).
Both had a thing for underwear, though this is coincidental and not central to the story. Brian was always checking out boys in his private school's locker-room, especially his mates on the football team, so he loved briefs, which was favoured by most boys in his school, and had acquired many different styles and brands mostly in response to what he thought looked hot on his team- and class-mates. Randy loved to look sexy so bought jockstrap, briefs, thongs and boxerbriefs that he felt made him look sexy (and working in a sex shop he got everything at an employee discount).
While Randy is key to this story it is about Brian so let us quickly consider his back-story (fell free George Lucas to turn this into a prequel). Brian was straight. He had never considered being anything else. He knew he would grow up, go to university, get a good job, marry, have kids and be a pillar of his community like his parents had done. By the age of 16 he was fooling around with girls.
Brian lived in a wealthy area of town near his prestigious boarding school. But right down the hill from where his home and school were was one of the poorest areas of town. He spent time there was there were no stores in his neighbourhood, as it was completely residential. And once he joined the football in grade 11, one before graduation, he began to notice some of the girls from down the hill would come to the games.
Brian knew he was attractive. He was blond, in good shape and looked good in his football uniform which accentuated his shoulders and slim hips. Being the centre, even if only on the second string during his first year, he could feel these girls' eyes upon him.
Before long Brian would, after a successful at home game, go over to some of these girls and chat them up. What surprised Brian was how forward these girls were. He had grown up around wealthy families and girls in that environment never spoke about how hot someone was and never used any words that were connected to sex. They had been taught that 'no one buys a cow if you can get the milk for free'. These girls from down the hill were unabashed and let him know that if he wanted they would be happy to suck his cock.
Brian knew he had a big cock, at 16 he was already 7.5", so was not intimidated by that proposition. He took every opportunity to pull it out. He even spent a lot of time changing before and after practice naked or in his jockstrap or underwear because he was proud of his big cock. So by the time he received such an offer the second time (the first one took him a bit aback) he convinced the girl to wait while he changed out of his uniform, showered and dressed.
Brian had been blown away, literally, when he went back to her place. It had been an experience simply in his seeing how poor people lived, as the place was tiny (she shared a one room apartment that consisted of a single room that had a kitchen, table and pull out couch, one bedroom that had two single beds in it and a bathroom with her mother and sister). The sister was off with her friends and the mother was working one of her two jobs. And while seeing how the other half lives was an eye opener, where the blown part came in was when she pushed him onto the couch, undid his pants and proceeded to suck his cock so expertly (and it stroked his ego when she kept pausing to comment on how big it was).
Over the next few months this became a routine. After practice he would go to the sidelines and chat with the local girls and once he found one who would flirt or out right suggest sex he would convince her to stay until he changed out of his football uniform and then go down the hill to her place and let her blow him.
Brian became fascinated at how these girls knew how to suck his big cock so well. He knew from the locker-room that he was large. Yet these girls, his age and he suspected some even younger, were eager to suck him. Some weren't as good as others, though he liked the fact someone was trying (sure beat jacking off).
One Sunday after a game he was chatting with a girl who had sucked him off before and she had obviously told her friend about him. The girl wanted a second time and her friend was eager too. Brian went and got his friend Abbey and brought him over to get him in on the action.
Abbey was a little shorter than Brian but was a much better athlete. He had broader shoulders and strong legs and was the second string quarterback. Brian was his center though neither boy thought Brian bending over and Abbey putting his hands between Brian's legs and asking for the ball was sexual. They both were straight.
With a little encouragement Abbey agreed to join in the fun. The first time was awkward, as while the two boys had been naked around each other and in jockstraps and briefs they had never been hard. But the girls were so keen that before long both were being sucked and in blissful heaven.
For the next few months, until the end of the school year, this became a routine. Brian would after a game held at their school go to the sidelines and chat up some local girls. He would find a couple who either he had done before or had heard about his big cock or who just were caught up in the game. He would line them up and then Abbey would come over, the star quarterback (even if the two of them only played part of the game as second string), and knock them down and they would end up in one of these girls' apartments both being blown.
The only weird thing was Brian was offended that Abbey didn't look over at his cock very much. Brian had a bigger cock than Abbey. Abbey was only about 6". This was still bigger than most boys in the school, but Brian knew he was the biggest and all eyes should be on his mammoth cock.
Brian kept watching his quarterback being sucked and found it hot. So why didn't Abbey look at him? He had the bigger cock.
When the school year ended Abbey went back to his home city and when he came back he was uninterested in their being sucked by the 'bitches' from under the hill (a label Brian had come up with over the summer as he continued to visit with some of them to get blown, though didn't enjoy it nearly as much as when Abbey had been his 'partner in crime').
Abbey had gotten a girlfriend early into their senior year. How could he not. He was now the starting quarterback. So it only made sense he would land the captain of the girl's school nearby.
Brian wooed and then bedded a girl in her class. She was equally hot and good friends with Abbey's girlfriend and Brian had fucked her on the second date and he knew she loved it because she would dig her nails into his back, but for some reason this didn't bring him and Abbey any closer together. Even though their girlfriends were best friends they didn't even go on double dates let alone go back to the fun joint sex parties they had the year before.
What frustrated Brian even more was his cock had grown over the summer. He was now over 8" and he wanted Abbey to see it and acknowledge he was his equal? Superior? His friend?
Brian didn't know what was going on but during his time with the 'bitches' down the hill had learned that in the back of the sex shop nearby that guys went to be sucked in the back video booths. Maybe there someone would appreciate his big cock.
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