The Babysitters

by MattR

12 Aug 2016 1223 readers Score 7.7 (20 votes) PDF Mobi ePub Txt


=== December 16, 1996. 9:00 pm. Easton House. Jeff from 2016 narrates. ===

When I was 10, my parents trusted me enough to leave me with a babysitter (parents, right?). They were going to a Christmas Party in DuPont, and they wanted a male babysitter, because, they still didn't trust me enough with a girl.

Anyway, we lived in one of the best houses in Steilacoom, just down the street from the beach. Not the rocky beach with a ton of rocks and scraps, the beach with sand and a volleyball court.

The babysitter sure didn't hide his impressment.

Scott: "Uh..."

Ashley: "Thank you for agreeing to watch Jeff. He's already eaten, so just get him in bed by midnight. Help your self to anything in the house, except on the third floor. That's ours.

Scott: "Th... Thir..."

James: "Oh, and don't go into the basement unless Jeff invites you. That entire floor is his.

Scott: "Wha..."

James: "We'll be back in 12 hours, and we'll pay you $200. $250 if he gets sick."

Scott: "Two... huh..."

Ashley: "All right. We should go before you faint. Bye!"

After Scott finally calmed down, I invited him down to the basement to play video games on my 45" personal TV. And after he woke up from his faint, we were able to.

Scott: "So, are there any girls at school you like?"

Me: "No. To be honest, I'm more into boys."

Scott: "Really? Well, I've been dating boys for a while now, maybe I can give you a few pointers."

I paused the game.

Me: "Ok."

Scott: "Well, don't think I'm being creepy, but do you know how to kiss?"

=== December 10th, 2004. 7:00 pm. Historic Downtown Steilacoom ===

I'll skip ahead 8 years so we can finish this story without making it too long.

Mayor... Something: "As soon as I plug in this extension cord, the Town of Steilacoom's Christmas Tree will be lit!"

And it was. The crowd applauded, the band played, and I was headed to the cafe. But when I got there, guess who was behind the counter?

Scott: "Hi! Welcome to... oh, no."

Me: "You've got to be kidding me."

Scott: "Hey, Mary! Can you cover for me for, like, 5 minutes?"

Mary: "Sure!"

Scott pulled me into the men's bathroom, and locked it.

Me: "What are you doing here? I thought you worked at a law firm in Lakewood."

Scott: "It shut down. But we'll get to that later. Look, we have got to stop this 'awkward' stuff. That little scenario happened 2 years ago."

Me: "Little scenario? I confessed my love for you, and you shot me down in the middle of a huge crowd!"

[Knock knock knock]

Boy: "Hurry up. I need to use the restroom."

Scott: "Use the women's. No one will catch you."

Me: "You broke my heart, Scott. It will never stop being awkward between us!"

Scott: "What do I have to do? What do I have to do to get us back to being friends?"

I thought for a moment.

[Knock knock knock]

Boy: "Someone's in the women's restroom."

Scott: "Then use the one at the post office! Walking across the street won't kill ya!"

I guess before we get any further, I should tell you what we look like.

Scott is 6'3", about 185 lbs., has a 10" cut cock, caucasian, with blue eyes and blond hair. He was muscular in 2004, but got just a tiny bit skinnier by 2016. He's 40 now, so he would've been 28 in 2004.

I am 5'11", 178 lbs., with a 9.5" cut cock, black hair and brown eyes. I would have to say I'm 50% Scandinavian, 50% South African. I am muscular, just as I've been since 2000. I'm 30 now, so I was 18 in 2004.

Back to the story. I thought of what I wanted.

Me: "Lay me down and fu..."

Scott: "You got it. Just... not here."

Me: "Yeah, we might get caught. Besides, people pee in here. I've got it. My parents live in Florida now, so I've got the house to myself. Meet me afer your last shift."

[Knock knock knock]

William: "This is the manager. Finish up in there; a line is forming."

We walked out, and everyone stared at us.

Me: "I know what you're thinking, but no... and stop picturing it."

=== December 10th, 2004. 10:00 pm. Easton House. ===

I answered the door, wearing nothing but boxers.

Me: "You made it."

Scott: "Yeah."

Me: "Come on."

I pulled him up to the third floor, which was mine now, and shut the door. Then, I pushed him against the door, and kissed him.

I got down on my knees, and unbuckled his belt. I pulled down his pants, yanked them off along with his shoes and socks, and threw them into the bathroom. I zipped down his coat, and threw that and shirt in there, also.

I licked his nipples, and he groaned, sliding down agianst the door.

Me: "I can't beleive it. I'm about to have sex with my babysitter."

Scott: "You'd better believe it... baby."

A shiver ran down me. I really was. Lots of kids have dreamed of doing it with their babysitters, but I actually was!

I crawled down, and found his briefs. He was so hard, his cock was strecthing the fabric to unbeleivable lengths. I kissed through the fabric down his shaft, before gripping my teeth on it and pulling it down of his legs. After spitting that out, I got down, and sucked the throbbing cock.

I couldn't have been more than half a minute before he sprayed endless jets of cum into the back of my throat. He pulled me up, and stuck his tounge in so he could get a taste. I couldn't blame him. Imagine the best dessert you've ever had, and thet doesn't even compare to the taste of him.

I pulled him into the bathroom, and yanked off my boxers. I turned a knob on the wall, and in a seperate room, water started spraying from the walls.

Scott: "Whoa. That's your shower?"

Me: "Sex now, questions later."

We went in, and he shut the door. I got down on my knees, and bent over onto the bench. He kneeled down, and pulled my butt apart. He licked the crack, and I moaned, which echoed through the shower. With every lick, he got deeper. I couldn't take it any longer. I nudged him out, and turned onto my back. He got the hint, and rubbed some shampoo on his cock, which was getting hard once again.

I was over the moon. The man I've had a crush on for 8 years was finally here, about to pound me.

Scott: "Are you sure you're ready?"

Me: "I'm so ready, that if you hadn't stopped us, we would've been doing this in the bathroom of a 19th-century restaurant. I've been ready for 8 years. Go as hard and fast as you can."

And that he did. He plunged in and I screamed at the pain, but I eventually got used to it. He pulled all the ay out and then straight back in. Out of all the men I've done this with, no one compares to Scott, not even Derek (see "The Babysitters 2").

I jerked my cock in rhythm with him. After I don't know how long, we both came, and I pulled off, so that I could lick my cum off of Scott's chest before the shower rinsed it off, and then plunge into his mouth for an epic make-out session.

I turned off the water, and we went out and collapsed on the bed.

=== December 9th, 2011. 7:30 pm. Historic Downtown Steilacoom. ===

Scott: "Will you marry me?"

He was on his knee, holding the ring, and the entire town was watching.

Me: "Yes!"

And the tree lit up, the crowd cheered, and the band started playing.

We agreed, as soon as the marriage bill passed, we would be the first married gay couple in Steilacoom.

And that's our story.