Getting to Know You Better

By Donald

Published on Mar 20, 2016

Gay

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The alarm clock went off with a loud buzz. Will groaned, realizing that he had forgotten to turn it off Friday night so he could sleep in today. He lazily climbed out of bed and unplugged it. Will went into the bathroom connected to his room and looked at his skinny young body in the mirror. His wavy blonde hair was a mess, but it was Saturday and he didn't plan on going out, so he didn't care. He brushed his teeth and stepped over to the toilet and pulled out his uncut 5 inch morning wood. He let loose and his piss came out like a firehouse and sprayed everywhere due to his erection. He considered wanking afterwards but wasn't really horny at the time and just wanted his dick to go down and stop making a huge tent in his sweatpants due to his lack of underwear. He decided to take a shower.

Meanwhile in a house a few streets over, Matt was sneaking out through his window to avoid having to do the homework his parents discovered he'd been putting off. After he was out he set off down the street, with no particular location in mind. He took out his phone checked on Facebook. He had one new friend request. It was from a boy named Will who went to the same school. At first he didn't recognize him, but when he went onto his profile and looked at a couple of his pics he remembered him from English class. Will had helped him with an essay before. Matt remembered thinking that he was pretty cute and wanting to hang out with him, but at the time he was occupied with two other boys.

He kept browsing Will's photos until he came along one of him from summer a month ago in clingy swim shorts, shirtless and soaking wet. Now he definitely wanted to get to know Will better.

Matt accepted the request and messaged Will.

"Hey. :) You helped me with a paper in English once, right?"

Will was singing along to his favorite vinyl, In The Aeroplane Over The Sea, when he heard his phone buzz. He grabbed it off his nightstand and read the message. His face lit up with a smile. He had been infatuated with Matt since school started. He had three classes with him, English, Gym, and Biology. But Matt had always seemed to have a boy(or two) he was busy with and Will didn't think Matt even noticed him until he needed help that one time. He wasn't sure whether to send him a friend request at first and only went through with it after deliberating on it and mustering up his courage. But now he had accepted and even wanted to talk to him and Will was ecstatic.

Will replied.

"Yeah, that was me, what's up?"

"Just walking around, don't really have anything to do. You live near me right? Wanna hang out?"

Will's smile grew even more. Now the boy he'd been crushing on actually wanted to hang out with him.

"Yeah, that sounds good. I live over on Emerson street, just a few houses down from the brick sign."

"The Homeowner's Association thing? All the houses over there look kinda the same. You have a car or something in your driveway?"

"Nah, my parents are away with the car right now and won't be back for a while. I'll just message you the address, use your GPS."

Matt smirked. No parents home. He'd have Will all alone.

"Alright, cool. I'll be there in a few minutes."

Will's breathing quickened. He couldn't believe Matt was actually coming over. He put on a shirt and looked at his hair in the mirror. It was messy, but he thought it looked good in a casual, nonchalant type way. He considered styling it with some gel but didn't want to give Matt the impression he was trying too hard to impress him. Besides, it usually took him more than a few minutes to get his hair right, and Matt would be over soon. He went downstairs to the living room and waited on the couch.

Matt pulled out his phone.

"I'm here, this the right place?"

Will looked out the window and saw Matt. He went to the door and opened it.

"This is the right place." Will said with a grin. Matt stepped up to the doorway and the two boys momentarily looked each other over.

Will was thinking that Matt was hotter than ever. At 6'0" Matt was a full 5 inches taller than him, and had dark emerald green eyes and black hair.

Matt was thinking that Will has even cuter than he remembered with his light blue eyes and sandy blonde hair and tight little body, and mentally kicking himself for not approaching him sooner.

Matt broke the silence. "Hey, thanks for letting me come over. I've been wanting to get to know you for a while, just been busy."

Will blushed and invited Matt in.

Matt stepped in while Will closed the door.

"So, how long are your parents gonna be gone for?"

"All day, actually. They're out of town for my dad's job, he has to attend a meeting."

"Any siblings"?

"Nope, just me." Will wondered to himself why Matt was so concerned about who else was in the house. "Why do you ask?"

Matt responded in a reassuring voice, "Like I said, just wanna get to know you better. By the way, thanks for that help with my English paper. I owe you one."

"Nah, it was nothing. Let's go up to my room, my ps4 and Wii U are up there. You play Rocket League or Smash?"

"Not really, but you could teach me."

"Alright. "

Will smiled enthusiastically and led Matt up the stairs to his room.

After 45 minutes the tension and awkwardness had died down and the two boys were laying on the bed while Will coached Matt in his game of Rocket League. It wasn't Matt's sort of game, but Will seemed to really be enjoying it based on the way he jumped and shouted when Matt managed to score a goal, so Matt went along with it and showed enthusiasm.

Matt's game finished, the first one he had managed to win.

Will beamed and said sarcastically "My Rocket League coaching skills are truly amazing."

Matt laughed and handed Will the controller. "Why don't you show me what you can do in this game?"

Will accepted and started another match. "Watch and learn, Matt."

Matt got up and positioned himself so he was sitting behind Will on his knees, with his arms around Will's neck and his chest against the back of Will's head. He nuzzled his chin against the top of Will's head. Will's smug grin turned into a sheepish, comfortable one.

5 minutes later the match was over and Will had floored his opponent 4 to 0.

"I guess you weren't lying about being good, haha".

Will was feeling a bit more confident around Matt. "Nope, I'm even on the all time top leaderboards."

Matt scooted back onto the bed. Will turned around to face him.

Matt suggested they play a game.

"Like what?"

"Just something for us to get to know each other better. How about Truth or Dare?"

Will's cheeks turned red. He had never been played truth or dare before, especially not with a cute boy on his bed. But he had read about it.

"Sure, that sounds fun."

"Alright, you go first."

"Okay, truth or dare."

Matt responded. "Truth".

Will thought about what to ask.

"Do you like anyone at school?"

Will momentarily daydreamed about Matt professing that his crush was him.

"Yes."

Will tensed up. "Who do you like?"

Matt smiled and responded. "Nope. You only get one question and I already answered it, if you wanna know WHO my I like you'll have to ask again."

Will sighed and rolled his eyes. "Fiiiiinne."

"Now my turn. Truth or dare?"

Will responded "Truth", too scared to go for a dare just yet.

"What color underwear are you wearing?"

Will blushed a deep red.

"Uuuuuuhhhh...."

"Well?"

"...I may or may not actually be wearing any underwear at the moment."

This surprised Matt, and made his libido start to flare up. Thankfully he was wearing jeans and tight boxer briefs at the moment and they were pretty good at hiding erections.

The same couldn't be said for Will, who had been turned on by his crush asking him a question like that. He shifted to try to hid his oncoming erection.

Matt could tell what Will was doing and it amused him.

"I guess that means it's your turn again then."

"Right, right. Truth or dare?"

Matt responded "dare", not wanting to answer truth and have to reveal that we was into Will but instead to toy with him for a while longer.

"I dare you....

Will took a while to come up with a good dare, not being too experienced with the game.

But Matt had made Will horny, and he decided to press his luck.

"I dare you to take off your shirt."

Matt did it immediately, yanking his shirt over his shoulders and playfully throwing it onto Will's face. Its scent of sweat and body wash hit Will, and made his erection grow even more. The way he was sitting hid it well, however. He removed it and looked at Matt. His abs were very well defined, and he obviously took great care of of his body. His hips formed a slight v shape leading to his waist, where his underwear peeked out above his jeans.

Matt could see Will was impressed and flustered. He enjoyed making Will blush, and he could tell from the way Will had adjusted himself earlier and how he was sitting now that he was trying to hide an erection.

"My turn, Will. Truth or dare?"

Will was still nervous about doing a dare, and said "Truth" again.

"What's something about yourself you don't want anyone at school to know?"

Will thought about it for a while.

"Promise you won't tell anyone?"

"Of course, my lips are sealed."

"I'm in the boyscouts."

"Why wouldn't you want anyone to know that?"

"I don't know, it's just kind of dumb. The uniforms are pretty embarrassing too."

"I used to be in the boyscouts.", admitted Matt.

Will looked surprised. Matt really didn't look the type.

"Really?"

"Yeah, but only because my parents made me. Like you said, it's kind of dumb. I did learn how to tie knots and start fires though." Matt smirked. "Anyway, your turn again."

"Okay. Truth or dare?"

"I guess I'll go with truth this time, but you better pick dare soon." Matt said slyly.

Will was feeling comfortable around Matt and already knew what he wanted to ask. Something he'd wanted to ask since he'd first met Matt...

"Can I touch your abs?"

Matt let out a laugh. "Go for it. It'd be a waste to let these bad boys go unadmired."

Will blushed, again, and leaned forward. He hesitantly reach his hand out to Matt's stomach, but Matt grabbed it and placed it against him. His abs felt smooth and hard. Will moved has hand over them.

"You like them?"

"Maybe."

This certainly wasn't doing anything to make Will's erection go down, but he wasn't worried as long as he remained sitting.

Matt wanted to take things further and see Will become flustered again, and already had a dare in mind.

"Truth or dare?"

Will built up his courage and put aside his nervousness. "I guess it's only fair I choose dare this time."

Matt smiled mischievously.

"I dare you to do 10 jumping jacks.

Will's face become redder than ever before. He knew that doing jumping jacks would make his erection extremely obvious, and he suspected that that's why Matt chose this dare. And although he would never admit it, he found the idea of Matt forcing him to display his erection highly incredibly hot. He almost let out a whimper but caught himself.

"Well? Get on with it. 10 jumping jacks, now." Matt said in a dominant voice.

Will slowly scooted back to the edge of the bed, trying to preserve his dignity for as long as he could. Finally he turned around and got off the bed.

"Face me." Matt commanded.

Will bit his lip slightly and turned around. His erection was pitching a fairly large tent in his pants.

Matt looked at it for a while then looked at Will in the eyes. Will was embarrassed, but he didn't turn away and held the stare.

"Wow, Will. It's almost like touching my abs turned you on."

Will closed his eyes and started doing the jumping jacks one by one without responding. Matt laid back against the headboard and enjoyed the show as Will's penis flopped up and down in his loose fitting pants. After Will was finished he quickly climbed back onto the bed and got back into a sitting position. Although he was embarrassed, he was enjoying this immensely and his erection showed no sign of subsiding. Matt kept laughing under his breath at Will's embarrassment.

Unbeknownst to Will, Matt also had an erection. But it wouldn't show even it Matt got up thanks to his tight underwear and well fit jeans.

"Alright, very funny, now truth or dare Matt?"

"Dare."

Will wanted to get revenge on Matt and give him a taste of his own medicine.

"Take off your jeans."

Matt smiled. He was glad Will was finally getting a bit more forward, but he wouldn't let Will get to him.

He removed his jeans immediately, making his erection clear and obvious. But he didn't seem embarrassed at all. If anything it was Will who was embarrassed, setting Matt's huge dick of at least 7 inches, which was a full 2 inches bigger than his.

Matt interrupted Will's staring. "You like what you see?"

Will just responded with a low whimper.

Matt smiled. "Truth or dare."

Will was getting restless and chose dare, wanting Matt to tease him more.

"Take off my underwear for me, slut."

Will whimpered. This was the first time he had ever done anything like this and he was nervous, but he couldn't deny that he was also turned on. He obeyed, kneeling down in front of Matt.

"You like it when I call you slut?"

Will just nodded.

He put his hand on the seam of Matt's black boxer briefs and slowly pulled them down. First to be revealed was Matt's well trimmed bush. Then the beginning of his thick shaft. Will's eyes stared straight ahead, transfixed, as he pulled Matt's underwear down and revealed more and more of his shaft and balls behind it.

Finally, he got down to the head. He pulled the underwear down the rest of the way suddenly, and Matt's thick 7 inch penis jumped up, slinging precum onto Will's face.

Matt just laughed, and Will scooted back, but remained slouched down while Matt remained setting up on his knees, towering above him. Matt removed his underwear entirely and threw them across the room.

Their eyes met as Will licked his lips, tasting some of the precum that had landed on them. He chose to let the rest remain on his face and not to wipe it off.

"My turn." Will said suggestively.

He was hornier than ever and wanted to just put his lips around Matts dick right away, but he didn't want the game to end. He enjoyed being teased by Matt and wanted it to continue. Matt felt the same way, and as much as he wanted to shove his dick inside of Will's sweet little mouth, he knew that he would enjoy playing with Will even more.

"Truth or dare."

"Dare."

Will had an idea.

"You said you learned how to do knots in boy scouts, right?"

Matt didn't know what that had to do with anything but answered anyway

"Yeah?"

"I have some rope for boyscouts in my nightstand. Practice them on me."

Will wanted Matt to tie him up.

Matt beamed with excitement and jumped down to open Will's nightstand. There were 3 lengths of rope there. He grabbed them all.

"Lay down, faggot. You're gonna enjoy this."

Will whimpered and obeyed, laying flat on his back.

The first thing Matt did was tie Will's feet together. As he looked at Will deciding how he should tie the rest of him up, he noticed that the top of Will's headboard had cast iron decorations attached, which would be good places to tie a rope.

He grabbed Will by the shoulders and dragged him up so that the top of his head was against the headboard.

Then he grabbed Will's legs and lifted them up, and put a pillow underneath his back so his butt was raised up into the air.

At this point Will could see what Matt was going to do and whimpered his approval.

Matt scooted up so his crotch was directly against Will's butt. He took another piece of rope and used it to tie his hands together and raise them up along with his feet.

He then took the last piece of rope and used it to tie his feet and hands together, and to tie both to a piece of cast iron at the top of Will's bed. Now Will was entirely immobile, laying on his back with his butt raised up by a pillow, and his hands and feet above him. Will's ass was very exposed to Matt, and even through his sweat pants Matt could see its curves and contours easily.

Matt smiled. It was his turn.

"Truth or dare?"

Will responded "dare" immediately, wanting to progress things as fast as possible.

"Take off your clothes." Matt laughed after saying this.

"I can't. You tied up my hands."

Matt had a wide grin. "I guess I'll just have to take them off for you then."

Matt put his hands on Will's back and slowly sneaked his fingers under the seam of Will's pants. He kept moving them up until eventually he had Will's buttocks cupped in has hands.

Will had let out a small moan throughout this. The thought of Matt, strong, hot, sexy Matt, having his way with him and stripping him as he lay on back helpless and immobile drove him mad with lust.

Matt finally removed his hands from Will's butt and lifted his pants all the way up his legs.

He couldn't remove them completely due to the knots so he just pulled them partially over the rope to get them to stay up and out of the way.

Matt did the same with Will's shirt.

Will was now completely naked before Matt. Matt took a minute to admire Will's small pink asshole sitting between his smooth white buttcheeks spread open because of the position of his legs. And his hard little nipples, and cute 5 inch cock resting against Will's stomach, which looked tiny compared to Matt's thick 7 inches.

Matt then moved forward and wrapped his arms around Will's thighs, and rested his penis right between Will's buttcheeks.

The contact caused Will to let out a very loud whimper and tense up a bit in lust. The head of Matt's penis was resting on Will's ballsack, which was considerably smaller than Matt's.

"You like this don't you fucking faggot?

Will responded by moaning.

"Don't just moan, answer me. Say 'Yes sir, I like how your cock feels against my ass.'"

Will, still shy, said it in a quiet voice barely above a whisper. "Yes sir, I li-"

"Louder.", Matt interrupted.

"Y-yes sir, I like how your cock feels against my ass."

"Mmmmm. Good boy."

Matt began to grind against Will's ass, moving his erection up and down between his cheeks. Meanwhile he put his face to Will's inner legs and started kissing them sensually. He worked his way down, licking and kissing and sucking until he was at Will's thighs, and then his crotch. He licked Will's scrotum, eventually taking one of the smooth little orbs inside his mouth. While he was doing this he put his hands on Will's ass and rubbed it.

Will was moaning and purring all throughout, until Matt moved his thumb to the area between his cheeks and made contact with his little pink hole, and Will let out a sharp cry of pleasure. Matt moved his tongue down to Will's taint while he pressed in with his thumb, not quite penetrating Will but still putting enough pressure on him for it to be pleasurable.

Matt then removed his thumb. He was enjoying the foreplay, but getting restless. He moved his head further down until he was licking around Will's entrance and Will was whimpering in pleasure and anticipation. He suddenly shoved his tongue in, tasting his soft, clean ass and making Will let out a loud and deep moan. He moved tongue around swiftly in circles, thrusting in and out and all around.

Will had never felt pleasure like this before, he squirmed around in his bondage and instinctively clinched his cheeks only to have Matt's tongue dart into them.

Matt was tired of playing around. He took his index finger and middle finger and raised them to Will's entrance and shoved them in without warning. Will let out of cry that was half pleasure and half pain from having his virgin hole penetrated. Matt was experienced and found Will's prostate right away and put pressure on it, overwhelming Will with pleasure. He swirled his fingers around and worked Will's ass, crisscrossing them and spreading Will's rectum open and taking them out and then penetrating Will again and again.

But this was just preparation, and Matt was too horny to hold himself back any longer. He briefly shoved his tongue into Will's ass once more to get it wet and well lubricated and then sat up and put the tip of his cock on Will's tight hole. He pushed it forward just a few centimeters and Will whelped. Before he continued he took one last look at Will, tied up with his legs spread apart in the air and his penis leaking a pool of precum onto his belly.

Then he pulled back his foreskin and shoved the head of his dick inside Will. The sound of Will's shriek was drowned out by Matt's own moan and the pleasure finally spreading through his body. There was a hint of pain in Will's voice, but Matt was insatiable and couldn't hold back, he shoved his thick 7 inch cock all the way into Will's exposed virgin hole until his balls hist Will's back. He could feel Will's asshole repeatably clench from having such a large length enter it, but that just increased Matt's pleasure. Although Will was feeling a significant amount of pain from having his virginity teared away from him, the pleasure he felt quickly overwhelmed it and Will screamed in ecstasy.

Matt was oblivious, and at this point only cared about the pleasure emanating from his dick as he repeatedly thrusted into the helpless boy who was unable to move or resist. He pounded in again and again, his balls slapping Will's back and the head of his penis gliding over Will's prostate, which made the boy let out a loud and deep whimper every time Matt thrusted. It was a good thing nobody else was in the house, because both boy's screams and moans could be heard in all rooms.

Every time Matt hit Will's prostate, both boys came closer to orgasm. But with Matt being the more experienced one he managed to last slightly longer.

Will had never orgasmed from the prostate before, and it was like no other orgasm he'd ever had. Pleasure erupted everywhere in his body as the head of Matt's dick slammed into him and triggered Matt's explosion of cum. He could feel the sticky fluid traveling from his balls through his shaft and finally into the air in spurts of thick strands that landed all over face and chest. He had his mouth open and screaming as he covered himself in his own cum, quite a bit of it landing inside his mouth. His mind went blank and all thoughts other than pleasure went away.

Seeing this happen combined with Will's clenching asshole massaging Matt's dick made his own orgasm come immediately after, as he thrusted violently into the small boy's ass as far he could and shot out what felt like gallons cum in the depth of his bowels. He collapsed onto Will's legs, and the two boys remained a sticky mess whose only thoughts were of pleasure for several seconds.

They laid together like that for a few minutes, letting their breathing calm down and the last drops of cum leave their dicks.

Finally Matt made eye contact with Will, his softening dick still inside Will's ass in a mess of thick white fluid.

"...Whose turn was it again?"

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