Home Alone …Sort Of

By Benjamin Winkler (BenWink19, BWink22)

Published on Jul 25, 2008

Gay

This story is based on the character in the movie, Home Alone, starring Macaulay Culkin. It is not the author's intent to pretend to know Culkin's real sexual preference. "Kevin" has Culkin's physical characteristics in this story, nothing more. If you like it, let me know. bwink22@rocketmail.com

Kevin McCallister was a nuisance in the eyes of his family, a trouble child if you will, and the type of kid who couldn't do anything for himself. He was eight years old with light brown, almost reddish hair, and blue eyes. He was cute in his own right but not cute enough to get away with the trouble he caused all the time. Lately, he's been a royal pain and even with Christmas a few days away, he has no desire to spend it with his family.

As it just so happens, he and his family are supposed to be going away for Christmas but somehow, in the chaos of it all, Kevin is left behind all alone in the house. At first, he's a little scared but then he realizes that his wish came true and suddenly he has plans of what he's going to do now that no one else is around to stop him.

Since he's only eight, he has no interest in the dirty magazine he finds in his older brother's chest full of "private stuff" but does make use of other nifty things kids his age are usually more interested in because they don't realize how good it really feels to use their hand on their own "private stuff." (catch the double meaning? lol)

When he gets hungry, he decides to do what his family usually does around the holidays when there's lots of people to feed. He picks up the phone, takes a deep breath (this is the first time he's done anything like this) and orders his very own cheese pizza. When he opens the door for the delivery boy, he realizes that he doesn't have enough for a tip.

"That's okay, little man. If you don't have cash for a tip, I'm sure I could think of something you could give me instead." The delivery boy got a wild look on his face but young Kevin was too happy about not having to pay cash he didn't really notice.

"What else could I give you? I mean what would you want instead of money?" Kevin wasn't sure he had anything the pizza dork wanted. He didn't understand that he was cuter than any money the guy had ever seen.

"You here alone?"

"No. My parents are upstairs. They don't feel good so they told me to order myself some dinner." Kevin was a natural-born liar and nine times out ten believed him; the pizza man didn't.

"You know what, kid? I don't think they are. I saw your whole family leave for the airport this morning while I was on my way to work. Nice try. I am glad, however, that you ordered pizza. I was looking for an excuse to come over here so this works out just fine."

"Umm, you're going to have to do without a tip. Bye." Kevin was getting nervous by the pizza dork's behavior and tried to shut the door on him.

"No, no, no, kid, that's not how it works. I ALWAYS get my tip and if you don't have any money, you're going to have to tip me with something else."

"Like what?" The first clouds of fear crossed over Kevin's eyes as his young mind began to realize, possibly, what kind of tip this horny teenage pizza dork may be interested in.

"Like the tip of your little dick, that's what kid. Now, are you going to give it me or am I going to have to take it from you?" The pizza dork suddenly looked evil and he quickly shut the door behind him as he invited himself into the McCallister's home. He blocked Kevin's attempts of escaping and began walking towards him.

Kevin made a few more attempts but then he noticed the dork had his legs spread so he made anxious dive between them to get to the door. He didn't make it.

"If you want to play with my dick, that's fine kid, but wait until I'm done with yours, all right? One thing at a time, sheesh. You still haven't answered my question; am I going to have to take your dick out myself or are you going to be a good boy and cooperate?"

"If you can catch me!" Kevin sprung for the stairs as quickly as he could but his legs were a lot shorter than the pizza dork's were and he was soon pinned on the floor. He began to buck his hips to try and escape, not realizing that the guy he was bucking was enjoying it.

"Hey, little man, take it easy. It's not like it's going to hurt. Trust me, you'll like it more than that pizza you just order if you would settle down and cooperate. Besides, I would never risk my job if I knew it would hurt some one, especially a little kid like you. I could go to jail that is something I am NOT going to do. Just trust me, it'll be fun and next time you're alone and you order pizza, we could do it again." The creepy personna the pizza dork had recently displayed had turned into a casual demeanor much more likely to win over the poor pinned Kevin. It worked eventually and Kevin stopped bucking his hips.

"Hey! What about your job? Don't you have other deliveries to make?"

"Nope. I saved your pizza for last. I'm off as soon as I'm done here but we're going to take a little while so I can get paid. The boss doesn't know how long it takes at each house so she has no idea when to expect me back. Now, where were we? I believe you still owed me a tip." The creepiness was smoothly sliding back into the pizza dork's voice but now Kevin wasn't quite so scared since he suddenly realized that the bucking he had done with his hips had made his little organ expand in spite of himself. He knew that Joe, the name on the pizza dork's name tag, felt it because he could feel the tip of it touching Joe's backside.

"Well now, it would seem as though you're more ready than you thought you were. I feel something poking me and I'm pretty sure I know what it is. Don't be embarrassed, I have one too and it's just as stiff as yours is. See?" Joe took Kevin's hand and placed it on his expanding tent in his uniform dress pants. "Go on, hold it. I don't care." He used his hand to close Kevin's around his inflated organ. When he felt that, he gave a sigh. "Now it's your turn little man." Without waiting for permission from Kevin, Joe slid off of him and gently grabbed the young boy's crotch.

Kevin didn't know what to do so he just lay there and let Joe do it. He had to admit, it did feel good. In fact, it felt better than anything he'd ever felt in all his eight years of life. He began to moan a little while Joe continued to rub him through his tight blue jeans.

"Now it's time for my tip." Joe said as he began to undo Kevin's pants button and unzip the zipper. He opened the flaps of the jeans to either side to reveal the front pouch of Kevin's tight white briefs. He could make out the form of the little stiff penis as he gently pulled the pants down to Kevin's thighs. Since Kevin obviously wasn't objecting, Joe pulled them all the way off. Now Kevin lay on the floor with only his shirt, his underwear, and his socks covering his young smooth body. "Here, let's get you to some where more comfortable. This hard floor must be bad on your back and that's not a good thing at your age.Where's your bedroom?"

"It's kind of far since this is such a big house. If you want, we could do it in the shower; there's a bathroom on every floor." Kevin, who had quite resigned from any attempt at escape, held out his arms to be picked up. Joe did so easily and particularly liked the feeling of young Kevin's butt through the thin underwear and the stiffness of Kevin's little penis against his abdomen.

"That sounds fun but I'd rather do it on a bed. Where's the closest bedroom?"

"That way." Kevin pointed down a hallway and his carrier brought him there, then plopped him on the bed.

"Now for my tip. Or should I say, you're tip to me...." Joe smiled at his own attempt at humor and Kevin smiled back. He was beginning to like the feelings in his groin and the fact that some one else was giving them to him was amazing.

Joe put a hand on each of Kevin's hips, slid his fingers under the elastic waistband and pulled the white underwear down all the way to Kevin's ankles. Kevin helped by lifting up his pelvis and when he did his little stiff penis bounced out of the underwear like a catapult launching some deadly weapon. (He was too young to launch anything from that cannon yet lol) Joe left Kevin's socks and shirt on because he thought it was more sexy to keep some of the clothes on. He especially liked the look of Kevin's perfect little feet wearing ankle socks; he had this thing for boys' feet.

"What are you going to do now? You've seen the tip of my dick so can I put my pants back on?" Kevin secretly didn't want Joe to stop but he still had no idea what they could do now. (he was innocent lol)

"Now just hold on a minute. The more you let me do, the less you'll have to pay in cash. If you let me do enough, you've got yourself a free pizza. If you want to stop now, you only got out of paying the tip."

"But what else could you possibly do? We're both boys so you can't do anything like what my parents do in their bedroom all the time." (Young innocent Kevin lol)

"That's what you think. So what do you say? You up to a free pizza or not?" Joe was getting a little impatient and the tone of his voice along with his throbbing member was proof of it.

"All right but you better not hurt me. If you do, I get the pizza free anyway, whether we've gone as far you want to or not. Deal?" Kevin may only be eight but he had a good head on his shoulders........and an anxious one between his legs.(and it wasn't Joe's lol)

"Sounds good to me because, like I said, it won't hurt. I promise." Joe began to undo his own pants and soon he was wearing nothing more than what Kevin had on.  He was pleased to notice Kevin staring at his member shamelessly; he began to rub it as he walked towards the bed. "Pretty big, isn't it? Don't worry, yours will get big too; just give yourself a chance to grow, little man." Joe made it to the bed and began to crawl across it to where Kevin was now looking down at his own little penis, sad by it's inferiority to Joe's.

"So, what are you going to do?" Kevin gave a sigh and after a silent moment acted as though the size of his penis was of little concern to him. He now wanted to know what plans Joe had to make it feel good.

"I want you to just lay back and relax. I'll take care of it. Gosh, you have no idea how long I've wanted to do this. I've been watching you ever since your family moved in here but I never dreamed I'd actually get a chance to do anything with you. I was very surprised last year when your older brother, I think it was Jeff, was also cooperative with me. He got really into it!" As he talked, Joe rubbed young Kevin's exposed stiff organ between his thumb and index finger. Kevin had his head back with his eyes closed, allowing little moans of pleasure to escape his lips. However, he opened them at the mention of Jeff's name.

"You mean Jeff let you do this, too?" Kevin was surprised; Jeff didn't seem like the type.

"I think it was Jeff. He had red hair like you but it wasn't short like the other kid. What's the other kid's name? Like Buzz or something?" Joe kept rubbing Kevin's organ as he talked very casually about his past experience with the family.

"Yeah it was Jeff then." Kevin smiled as he closed his eyes again, this time imagining it was Jeff's hand on him now instead of Joe's. He gasped when he felt his penis suddenly submerge into something warm and wet. He opened his eyes and looked down to see Joe's face buried in his crotch. He could tell that his small sac of testicles had also entered the same place and he began to moan a little louder. Then he felt his genitals slip out of Joe's warm mouth but very shortly thereafter, he had the sensation of Joe's tongue making anxious circles around his pink pucker of a hole. He instinctively closed his hole tighter, which eventually made Joe move his head up to whisper in his ear.

"You silly boy, you're supposed to push out like your taking a crap." Joe instructed and then went back to the hole he had left. This time, Kevin opened his back door and let Joe enter him. The minute he did, he was glad he hadn't found any tip money for the pizza dork.

After a few minutes of wonderful sensations in his netherlands, Kevin had his very first dry orgasm and it was something he would remember for a long time. He saw stars and it felt as though his crotch would never be the same again. He lay there on the bed defenseless to whatever Joe had planned for him next. Right now, he didn't really care.

The next thing he knew, his bare naked legs were draped over Joe's shoulders and Joe was lining up his monster cock to the same hole his mouth had just left. The next thing he felt was a searing pain as Joe pushed himself into Kevin's tight virgin hole. He cried out in pain and tears began to flow but he knew it was hopeless now; Joe wouldn't stop according their plan now that he had his throbbing cock inside of him. He knew there was nothing to do now but try to relax and just get it over with; then this nightmare would be over.

Of course, he only thought that for the first couple of minutes when the pain was making him sore. As he got used to the intruder inside of him, though, he began to realize just how good it felt. He didn't quite know what it was but each time Joe thrust himself in all the way, he felt something being tapped by Joe's probing member. Each time he felt that, he was in heaven again, in spite of himself and the fact that he had just had his orgasm so recently. (he was young lol) His own little penis was stiff again before Joe had finished.

Something Kevin wasn't expecting was the rocket stream of warm gooey cum that suddenly burst into his insides. He knew very little about such things and it scared him because he thought this meant he would get a disease. He began to cry again. This time, Joe noticed.

"Sorry, I know I told you wouldn't hurt and that I would stop if I did but I couldn't. Sorry, I'LL pay YOU for the pizza."

"It's not that." Kevin continued to cry.

"Then what is it?"

"Am I going to get a disease or something now?"

"No, don't be silly. I'll wash you off and you'll be good as new. Don't worry, you'll be fine. Now, where did you say that shower was? It'll be easiest to wash you off in there."

Kevin led his pizza dork to the bathroom and took of his shirt, feeling much better about not getting a disease. He slipped off his socks while Joe undressed beside him. Then they stepped into the shower stall, which was made for only one person at a time. The cramped space made them rub against each other and gave Joe little room to wash Kevin off. They made it work, however, with Kevin on his hands and knees with Joe sort of sitting on Kevin's back facing the young boy's butt. He leaned over and slid his finger along Kevin's crack, spending the most time on the hole so as to clean it thoroughly. In order to do that, he slid his finger inside of Kevin as far as it would go and when he was done, he stood up and let Kevin do the same. Now that Kevin was clean, they turned off the shower and dried themselves off.

"Well, I better get going. Don't worry about the pizza; I'll pay for it. Thanks for an awesome tip and maybe you could talk to your brother Jeff. I'm sure he wouldn't mind having some fun with you. He didn't mind doing it with me last year. Anyway, take it easy and merry Christmas, little man."

I may have to do that, Kevin thought to himself as the pizza dork drove away. Blast it, now I have to warm up my pizza! Oh well, it was worth it. Kevin rubbed at his little organ again at the thought of having fun with his older brother. Better get dressed I guess, even if no one is around to see me.

Next: Chapter 2


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