Date: Tue, 25 Sep 2018 12:01:32 +0000
From: whipped@protonmail.com
Subject: Throated in an Alley

If you're not over eighteen, don't read this story. All characters are over
eighteen. This story is fiction and based on no real events or people.

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Throated in an Alley

When I was fifty, my wife decided we needed to do more to give back. Her
parents were poor when she was growing up and she had this whole social
responsibility spiel she liked to go on. It was like she felt guilty for
not living in a trailer park anymore.

I could care less about the poor, but since I liked peace at home I jumped
on the bandwagon. I was six foot tall, balding, had a beer belly, and
couldn't tan to save my life. Typical older Anglo. She was a Nordic
goddess. If she sucked dick, I'd say she was perfect because even at forty
she had a fit tight body.

Anyway, that's how I found myself talking to a young men's group at a
shelter for boys transitioning out of foster care. I gave a lecture on work
and school and fielded hundreds of questions. Then I gave mock job
interviews and was finally free to head home.

I saw the kid on the way to my car. He was in ripped up jeans by an
alley. Not fashionably ripped, but actually falling apart. His shirt was
the same. It was this dingy grey that matched the cheap hoodie he was
wearing. He looked like a rail. His hair was brown and past his chin, but
all knotted looking. It almost reminded me of how my wife teased up her
ponytail when we first started dating. It had this weird tangled volume to
it, like a cobweb of hair resting on a coat hanger body. I could see the
ripped band of his tighty whities where his jeans were falling down. His
sneakers were filthy.

It wasn't the first time I saw the boy. He had been in the shelter when I
first got there fighting with the manager of the place. Apparently, he had
gotten kicked out for smoking pot and was trying to get back in. The
manager was a hard no on that.

If I hadn't seen him there earlier, there is no way I would have believed
he was 18. He looked more my son's age and my son Robby was 13. No stubble,
no facial hair, just a baby face. And he was at most 5'3.

I wasn't asking for what happened.

He grabbed my arm when I was walking to my car and said, "Hey, help me
out. I know you got money."

My first instinct was to push him back, but I realized I was there to help
these kids out.

So I said, "I have money, but nothing is free. What can you do for me?"

He pulled back for a second and I started to walk away.

Then he said, "Fine. Forty bucks and I'll jerk you off."

I was shocked for a second. Then I started to tell the kid I wasn't a
queer, but something stopped me.

This was a great lesson about money and I hadn't had a blowjob since our
anniversary.

I shook my head and said, "For forty, I want your mouth."

The kid looked torn. Then he nodded.

I said, "Where?"

The kid led me to the back of the alley. I looked around and there were no
cameras or doors. The dumpster we passed on our way to the back blocked the
view to the back of anyone on the street.

We were as private as we were going to get.

The boy reached down and tried unzipping and unbuttoning my slacks. I
pushed his hands back.

I looked at the alley floor.

It was filthy. Discolored and sticky looking. There were beer bottles and
cigarette stubs everywhere.

I knew what I wanted though.

I said, "Get on your knees and look up at daddy."

He didn't immediately kneel, so I grabbed his shoulders and pressed him
down. Then I grabbed his head and tilted it up.

It was definitely hot seeing him down in the filth like that and knowing he
was about to suck my dick. His eyes were incredibly green and he had great
eyelashes for a boy. My wife's weren't as thick or black with makeup.

All I said was, "Get to work."

It was hot just feeling his hands fumble to undo my zipper and the button
on my jeans. My sex life had become boring and this was very not boring. I
had a teenage boy on his knees for me.

My pants fell down in the alley as he got the zipper undone. He gripped the
waistband of my boxer briefs and pulled them down too.

I was naked from the waist down. I took a second to enjoy the air on my
body.

Then I grabbed my dick and slapped it against his baby face. He flinched a
little and that made it leak.

I guided his head down and said, "Suck daddy's balls, son. Get my nuts nice
and wet."

His tongue was pink and I enjoyed looking at my dick on his face as he
slobbered all over my ball sack. It didn't take long before the constant up
and down of his tongue on my nuts had me moaning.

I grabbed his hand and had him start jerking my dick as he tongue polished
my balls

Then I closed my eyes and just enjoyed it.

It took about ten minutes before my dick was rock hard.

I reluctantly pulled the boy's hand off my dick and he leaned back. I think
he thought I was done or I was just going to jerk off on his face.

I told him, "I like to be in charge when a whore is sucking my dick. Put
your hands behind your back and keep them there."

He nodded and then I really enjoyed myself.

I put my dick in his mouth as he knelt there. Then I wrapped my hands
around his ears and pulled his head forward.

All seven inches slid into his throat. I could hear and feel him gagging
and choking, but I kept a tight grip on his ears and just soaked my dick.

Then I let go.

His head popped back and he started gasping for air.

I looked at him when he stopped and said, "Ready?"

He nodded.

This time, I didn't soak my dick. I rode his throat.

I gripped his head tight and started slamming my cock in and out of his
throat. He was making gulping sounds, but seemed to know his place. He
tried to hold still even as my balls were smashed against his chin and lips
every stroke.

Twice, it was too much for him. Once, he wretched and threw up in the
alley. That bought him a minute to recover. Another time, he forgot to
cover his teeth. He got a hard slap for that.

It wasn't the best blowjob I'd ever had, but it was close.

When I finally nutted, it was one of the biggest loads I'd blown in a
while.

I gripped his head hard and held it down as I came. I could feel his lips
pressed against my nuts.

The first shot he tried to gulp down and some poured out the sides of his
mouth. The second shot had my cum pouring out his nose. By the fourth, his
face and whole body were a mess.

When I pulled my dick out, I wiped it off on his face. His face was covered
in thick globs of my jizz.

I praised him, "You're good at this. Work on your teeth and gagging and
you'll be great. Now, lick and suck me clean so I can go."

He nodded.

In just a few minutes, all the globs of cum on my dick and balls was gone
in his belly and my dick was spit polished clean.

I pulled up my pants and underwear and zipped up.

Then I had a thought.

I had to ask.

I said, "Mind if I say something nasty and spit on you?"

He laughed, but it sounded strange. He was probably hoarse from me throat
fucking him.

He said, "Ten bucks."

I pulled out my wallet and decided to give the kid a really good tip. I
pulled out a hundred and handed it to him.

Then I hocked a big loogie and spat it on his face.

I watched it travel down his cum covered face and said, "No wonder you're
homeless and nobody wants you You deserve everything the world does to
you. You're a goddamned faggot whore."

Then I went home, took a shower, and told Robby goodnight.

As I went to sleep with my beautiful wife, I finally realized she was right
about the benefits of helping the needy.