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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For the following week all the two boys could think of was the other.
Randy ran the feeling of Brian's big cock being in his ass and that big load of cum that had been in his ass. When he first began having sex Randy never used a condom, unless he was topping someone who insisted he wear one. He loved the feeling of someone cumming in his ass and he loved cumming inside another person. There was nothing like it.
Randy had no interest in a relationship. He had ended up out of his home and on his own at 15 and he wanted to experience life. In fact, he had adopted a rule he would only every sleep with someone twice. The guys he fell for that were around his own age never felt the same way and he always got hurt and the guys who fell for him, which were usually older guys, would get suddenly possessive or too emotional (which probably had to do with him only being 15 and these guys being older).
So after about a year and a half being on the gay scene and now selling drugs he decided to set himself the rule never to see the same guy twice or, if the sex was amazing, a third time as that risked opening up a relationship.
One night, when selling at the club, one of the older guys who he had tried dating when he first emerged on the scene, came up to him and told him he had learned he was HIV positive and recommended he get tested. Randy went and got tested and had tested negative but the scare and his bad experience with dating meant that Randy only did one night stands and he always used a condom. Even using a condom vigilantly Randy got tested every six months to be safe.
So being fucked bareback by Brian had been a treat. Brian had a huge cock and he had shot a huge load in his ass. Randy also suspected that he was Brian's first and he loved that he was still in high school and he had looked so cute in his school uniform. Randy was starting to understand why the older guys became so possessive as he found he was starting to develop feelings for the boy even though they had only had sex twice.
Randy knew this boy was straight and had to remind himself this only about selling the boy drugs. As for the sex, Randy's rule was that they shouldn't get together again but he had invited the boy to have sex again the coming weekend and he was so horny for it to happen he had no capacity to call it off. So when Brian called he quickly suggested come over on Friday at the same time.
Brian too couldn't stop thinking about Randy though for him there was no emotional connection whatsoever. It was all about lust. He loved seeing Randy naked and he desperately wanted to suck on that cock again.
Sure Brian had loved fucking the older boy. Fucking Randy's ass was nothing like fucking his girlfriend. It was so tight and warm, it squeezed his cock so hard and Randy kept moving his ass. He had cum far quicker than he ever did with his girlfriend. But Brian wanted Randy's long thin cock with that big head in his mouth again and wanted to feel the boy cum, knowing he had made this stranger surrender his juices almost against his will because of the work he was doing with his mouth.
The previous year, in the locker-room, he began to look at his teammates in their briefs, jockstraps or naked and wonder what their cock was like hard and what it would be like to suck on it. The person he looked at and wondered about the most was Abbey, the quarterback. He had been with him a few times the year before when they were both being sucked by skanky girls from down the hill. He had seen Abbey hard and he imagined it was him sucking on his former friend's cock the way those girls had.
Brian had all summer long jacked off thinking about Abbey and when the school year started he wondered how big Abbey might be now (when they changed first time for gym in September he had noted that Abbey, based on how he looked soft, had clearly gotten bigger since the year before). Abbey was a bit of an obsession, in part because they had ceased being friends.
But ever since he had sex with the boy Randy from the sex shop that was all he could think about. As Brian walked down the hill towards Randy's apartment he was thinking about sucking his cock. But Brian was also thinking about other things. He wondered, having seen how much Randy had enjoyed being fucked (by what he knew was a large by any standards cock), what it would be like to be fucked. By the time he had gotten to Randy's place he had decided he was going to ask this boy from the sex store to take his cherry.
Asking a boy who he barely knew to fuck him might seem weird and dangerous. But Brian was too sheltered and straight to worry about the risk and the fact this boy was a stranger made it feel safer as his family and friends would never find out which was his only fear.
When Brian arrived he was committed to getting fucked but was also nervous. So he asked Randy what other drugs he had than weed. Randy told him the list of things he sold: weed, ecstasy, special K, GHB and cocaine. He also explained the effects of each.
GHB was the one most conducive to sex, but Randy convinced him not to try it as it could be dangerous, especially if you didn't know how much to take. Randy tried to convince Brian to stick to what he knew, weed, but Brian wanted to try something more. So he insisted the dealer sell him cocaine. It was, after all, the drug of people in the financial and business industries which is where his father had worked.
Reluctantly Randy sold Brian some coke. He even did a couple lines with him, if only to control the amount he was inhaling.
A few minutes later Brian was coked up and had gone from thinking he wanted Randy to take his cherry to begging the boy to fuck him.
The two boys stripped and got on the bed. Randy was reminded of how impressive this younger boy's athletic body was and couldn't take his eyes of cock (which, while soft, was still huge and his ass had memory of just how big it got). But Randy also found himself staring at the boy's ass which was hard and smooth and round (Randy didn't know that the reason it was so firm was because of football).
Randy so wanted to fuck this boy (especially when he understood that this was the boy's first time) and as soon they were naked he had Brian face down on the bed and was applying lube to his ass.
Randy lay on Brian's back and worked is cock into the high school student's virgin ass.
Whether it was because Brian was horny (his cock was now rock hard pressing into the bed in anticipation) or coked up, as soon as Randy's cock pressed against his hole and then the mushroom head parted it and entered, Brian was loving it and pushing up with his hips to force the older boy to get all the way in his ass quicker.
Using the weight of his body Randy let his cock sink all the way into this cute teen football player's tight virgin ass.
Randy intended on going slow, as this was Brian's first time, but the boy was horned and coked and he kept demanding that he fuck harder and faster and before long he had Brian up on his hands and knees and he was pounding into his ass.
The fact he was fucking a 17 year old virgin, combined with how tight Brian's ass was, meant Randy was cumming buckets into his ass not long after he was encouraged to fuck hard and as fast as he wanted.
Brian, coked up, needed more and he spent the next 20 minutes sucking on Randy's soft cock which was covered in cum, lube and some of the remnants of Brian's own ass, getting him hard to fuck him again.
Turned out Brian's mother was out of town with his brother so Randy decided to forgo selling at the club and spend the entire weekend having sex.
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