Author's note: This is a semi-true story. Semi true because I embellished the truth from what actually happened, to what my fantasy of what I'd liked to have happened. This is my first attempt at writing, so please be kind with remarks.
TERRY AND ME
James had known he was gay from an early age. Not the term, but that he knew he liked boys, and what he could do with another boy. His fear was being found out. By Junior High School, which in Ventura County California, meant 7th and 8th grades, he's already almost been caught. He and a boy had snuck off to a shed, and dropping their pants, the other boy had lain on top of him, and they were 69ing, when the door abruptly opened, and his friends started to hoot and holler. Luckily, all they could see was what the other boy was doing, not what James was also doing. Life was miserable after that.
In 8th grade, the school decided to have a "slave day", similar to what the local high school had for the Freshmen. However, it was poorly planned out, so only a few of the lowly 7th graders actually got "bought". That's where this story starts. Terry was a new kid in school, having just moved to the area. A 7th grader, he was dark blonde haired, good looking, and fun to be around. After lunch., Terry who had wanted to be a slave, came up to James, and said " please. Make me do something. Anything!" James, being a normal horny boy, quicky thought of the implication of that statement. Thought of the broken lock on one of the baseball diamonds dugouts, and what he could have this boy do. But, he also quickly thought about his being almost caught, and decided against making his sexual thoughts a reality.
A few short years later, as a Sophmore, and at a VERY horny 16 years old, he was going crazy with lust for a boy. Having mandatory showers after P.E. class didn't help. Seeing all those boys, nude, with their delicious cocks, in the showers made things a bit, hard, to deal with. His mind kept thinking about what he could be doing, with who, and it always ended with a hard on. Having access to an older brothers porn stash only wetted his desire for cock.
Usually, James rode the bus home. It was only a mile, but it was the most convenient method to get home. But, this day, he chose to walk. He was passing the lemon orchards when he heard a " wait up". He turned to see Terry hurrying to catch up to him.
" Dude, why didn't you ride the bus", Terry asked, out of breath.
"Just needed some time to think", replied James. Think wasn't the entire answer. He'd gotten hard a few times during the day, and having boy of his lusty jack off sessions close wasn't helping things, AT ALL.
" What's the problem? Maybe I can help?" Terry asked. So, James made up a quick excuse. " That damn Algebra. I can't seem to understand it, and my grades are getting bad. If they keep getting lower, I won't be able to wrestle again this year".
" Well, why don't you let me tutor you, then. I'm a wiz at math. You can come to my house, and I'll help you with it"
OMG, thought James. Alone with God Terry? " I don't know", started James. Won't your mom have something to say about a stranger coming around?"
"No, both my parents work, so I'm home alone for a few hours, until they get home". James could feel his heart beat speed up, and the start of yet another erection. " Um, do you really think you could help me?" James asked, a bit of hope in his voice.
"Sure. I just need to change out of my school clothes, then we can get to your math problems".
As I've said, Terry was a good looking kid. About 5 ft 8 in tall, thin, blonde hair. James on the other hand, about the same height, was a bit on the chubby side. Auburn hair, freckled faced, and uncomfortable with the possibilities that were cropping up.
" Well, ok. Maybe you can get this shit through my thick head" and James laughed.
What James didn't know, was that Terry had wanted to see James without clothes, and to do things with him, since that day a few years before. Like James, the thoughts of being together fuelled his Jack off fantasies. They even lived on opposite ends of the same residential street, but with an elementary school bisecting it. Terry was glad that James had agreed to come over. He'd wanted this for a long time, but didn't know to go about it. Now, his secret crush was going to be in HIS house, and Terry had decided he was going to make the best of it, and to get his way. FINALLY.
As they got to the house, Terry unlocked the door, and motioned James towards the hallway, to the bedroom. " It won't take but a second to change".
Terry kicked off his shoes, and began to unbutton his shirt. He noticed that James was watching intently, staring as he stripped. Terry took off the shirt slowly, talking all the while about this and that, dragging out the "strip show", seeing that James had an obvious boner in his pants. Finally, as he unbuttoned his Levi's and unzipped them, he brought them down and off, standing in his white briefs, dick tenting out the front.
James stared at the bulge, completely enthralled at the sight. Terry noticed, and stood facing James, to give him a good look.
" What?" Terry asked. " Never had a boner before?" Terry made light of it, knowing that James liked what he saw, and seeing the perfect opening for some play.
" Um, uh, yeah. I've seen a boner before. Mine, that is". Terry didn't let on that he'd heard the rumors about James being almost caught, and figured that there was more to the whole story.
James' face had turned a beet red from being caught staring at Terry's briefs and bulge. " don't sweat it, dude. We all get them, like you, right now".
Terry had laid the gauntlet down. Letting on that he knew James had a boner, too. But didn't make a big issue of it, trying to make James a bit more at ease. He decided a bit of a joke would get things rolling in the right direction. " Just because you have a small dick, don't worry about it. I won't tell anyone" Terry joked.
" small dick??? Mine is bigger than yours is" James retorted. That was the opening that Terry had hoped for.
" Prove it!" Terry challenged.
" What? How?" James asked, knowing what was coming next.
" strip down to your underwear. Then, on the count of three, we'll both pull them down, and we can measure." Scared as he was of another embarrassing situation, James wanted nothing better than to be doing just that.
" OK, what does the winner get?" James asked, a bit more confident now.
" The loser has to put the others dick in his mouth"
" WHAT! Exclaimed James.
" Not suck him, just put it in his mouth" stated Terry, although a BJ was what he really wanted. At least, to start with.
James' face had turned even a darker shade of red. He wasn't opposed to putting a dick in his mouth, and he wanted to see Terry's hard dick. But, he couldn't come off as too eager, or the entire school would know about it, he thought.
"Um, ok." James began to strip out of his clothes until he was standing, facing, Terry with a bulge just tenting his briefs, too.
" Ok. On the count of three we drop them. And then we can see that I'm bigger. Lol. Then you can get down on your knees and put it in your mouth" Terry said confidently. James, felt that Terry was only bragging, so replied " No, it's YOU who will be putting MY dick in HIS mouth".
Once the briefs were down, it became obvious that Terry had a slight advantage of about half an inch. One was almost 7 inches, the other just short of that.
"shit!" James knew he was the loser. And what he had to do. Slowly, he knealt in front of Terry, opened his mouth, and took Terry's dick into it. Terry was in heaven. He wanted James to suck him, or even to face fuck him, but knew he had to take things slowly, or he'd frighten James off.
James took his mouth off of the hard dick, and stood up. Still facing each other, and only inches apart, they stood and stared at each other. As Terry began to say " that wasn't so bad, was it" he reached out, and began to stroke James's hard cock. James, then, took Terry's into his own hand, and also began to stroke it. Both knowing that neither one would say anything to anyone else, and that whatever happened would be their own secret.
Terry was beyond wanting a BJ at this point. He was so horned up, he needed to get off, and he wanted some ass. Having his cock stroked was almost too much. He backed off, releasing James's cock, and took a few steps back. James also took his hand off of Terry.
"Hey, want to try something else?" Terry asked. James was so horned up, he'd of done almost anything at this point.
"ok. What do you have in mind?"
"Kneal down on the bed. Spread your legs a bit. Lean towards the wall" Terry said, as he began to seek out a few things he'd need. He had an old towel he used as a cum rag, and a small bottle of Vaseline. James did as asked, watching Terry get his supplies ready. Not realizing what Terry had in mind.
James had, back when he was 8 yrs old, tried anal with a classmate. But not knowing about lube, they never were successful. Finally, the idea dawned on him what Terry was about to do.
" Dude, I've never done anything like that" said James, a bit of worry in his voice. Not that he didn't want it, but was unsure how it would hurt, and if it was even possible, after that one time years before.
" Don't worry. I'll go slow and help you get used to it". Terry added the Vaseline to James' ass opening, then some to his dick. " OK. I'm ready. When I start in, push out, like you're taking a shit" Terry told James. Terry lined up his hard cock, and began the intrusion into James' virgin ass.
"shit! Go slower" cried James. Terry complied. NOTHING was going to stop him from reaching his fantasy goal.
Slowly, inch by inch, Terry's hard dick slid into James. Finally, he was balls deep into that virgin ass. Tight wasn't the word for it. But, it felt so wonderful. Terry stood still, letting James get used to having a dick in him for the first time. Finally, he felt James relax a bit. He slowly pulled his dick out, until just the head was still inside, and slowly pushed it back in until his pubes were brushing James's ass.
" Are you ok? Asked Terry. James only grunted, but eventually said that he was.
"It hurts a bit, but not like in the beginning. Go slow":
Terry began the slow in and out fucking. As he continued, he could feel James relax even more, and picked up the pace. Soon, he was slamming his dick in hard and fast. Flesh smacked against flesh. Both boys groaning in pure ecstacy.
Terry could feel the cum building up in his balls, and his dick beginning to get harder and thicker. He knew it wasn't long until he'd unload a huge amount into James.
His pace quickened. He began groaning out " oh, shit. Oh my god. Fuck" as he felt his hot load of cum come rushing up his cock shaft, and rocketing out into James' tight ass.
Blast after blast of cum shot out. Terry held onto James' hips, thrusting his pulsing cock deep into James. Finally, his orgasm lessened and he pulled his only slightly softer cock out of James.
"OMG, dude! That was fantastic! Exclaimed Terry. James, turned slowly to face Terry, smiling and said " shit, that was the best thing I've ever felt. THANK YOU!"
They used the cum rag to clean up, and sat next to each other to catch their breath.
James spoke first. " Next time, I get to try that" making Terry grin like a Cheshire cat. He new that there would be a next time, and many more to come.