Homeless

For a state that's very cold in winter, our city has a surprising amount of homeless people. Living near a large park, I was often approached by street people looking for a hand out. I didn't have much at the time of this story, but if I could spare a buck or two, I'd give it.

My friends would scold me for this. Saying they would just spend it on booze or drugs. I'd shrug it off. So what if they bought booze or drugs with the money I gave them. If it made their lives better for even just a night, I felt it worth the few bucks.

One evening, after going to the nearby Mom and Pop grocery, I cut through the park with my groceries. I'd decided to treat myself to a bag of Doritos. (This was early in my twenties, I was going to Art school and money was really tight, and ramen noodles was a staple of my diet. So even a bag of Doritos was a luxury.)

I passed a scruffy guy on a park bench. I had just pulled open the chips and started munching as I walked. For some reason I locked eyes with the guy. His eyes looked at the chips in my hand with longing.

" Those sure look good. But, been a while since I ate, so suppose anything resembling food looks good." He kind of blurted out.

I gave him a once over look.

Worn dirty clothing. Matted hair and short beard of an indeterminate color. Painfully thin. Yet? Under all of that dirt looked to be a pretty good looking dude. Good enough looking that in this particular park, he could have made decent money turning tricks. So either he had too much pride to sell his body or he was new to this area.

I've always had a soft spot for those in sad situations. I dug into my bag of Doritos for a handful. Held the handful out to the guy. You'd think I'd offered him manna from heaven, he was so excited.

About a piddling handful of Doritos.

" Thanks man.... I don't suppose you can spare some money for food?". Regretfully, I'd spent nearly every spare penny on groceries. But, he looked so lost and alone, it tugged at my heart strings.

" Sorry dude. I just spent all of my money on food. I don't have any to spare. "

He sighed. "Well, thanks for the Doritos, at least I got something in my stomach. At least you didn't just walk on by and ignore me.".

He looked so hopeless in that moment.

I made a spur of the moment decision.

" I don't have any spare cash, but if you want to come to my place, I can feed you one hot meal. It won't be fancy, just hamburger mac and cheese, but it should fill your belly."

(Yeah yeah, I know. Taking a big risk inviting some homeless guy home. Might rob me, might be some serial killer. But really? Isn't every trick a guy takes home just as risky? Any one of those tricks could be a thief. Or worse, a Jeffrey Dahmer. )

He hesitated. I could almost see the thoughts going through his head. After all, there's always the chance , I was the serial killer, luring homeless people into my lair. I could see when hunger overrode caution. He nodded and popped off the bench to come up beside me.

Whew! He definitely needed a shower. I resolved to offer up my shower when we got to my place. We set off together. Learned he went by Danny. That he was thirty years old. Nine years older than me. He hailed from some small town further north. Got tired of small town living. Had come to the city trying to find a new job and life. Hadn't been prepared for the expense of city life. Or the lack of jobs for a man who'd only graduated high school. His money had run out. He'd ended up too proud to return to his hometown, with no other choice but the streets.

Soon, I was ushering him into my studio type apartment. He looked around at my goodwill furniture. (Another reason I wasn't too afraid of theft. Nothing to steal.) As I started putting away my groceries, I offered him the use of my bathroom to clean up. One extravagance I had was a stackable washer and dryer. The studio had the hook ups in the bathroom, and I hate laundromats. It's one of the things that sold me on the studio in the first place. Cost me a lot of ramen suppers,but so worth it. I offered him the use of the washer and dryer too.

He was almost pathetically thankful for the chance of being clean and having clean clothing. It was kind of heart rending. Being from a rural background I felt his pain. I hadn't been prepared for the expense of city life either. I was lucky. I had my art scholarship and had found a job the first day I looked for one. My luck kept me from being in his shoes or dragging my ass back to the farm.

I climbed into the loft that held my bed, pulled some sweats from the dresser. Gave them to him to wear while his clothes washed and dried.

I had just finished cooking up supper, when Danny came out of the bathroom.

Whoa! Did he clean up nice. Under all of that grime was a good looking dude. That indertiminate hair and beard was a pretty chestnut . At the same time he kind of broke my heart. I'm a real lean guy. Yet my sweats were baggy as Hell on the man. Even though he was my height. Poor sod definitely wasn't getting enough to eat.

We sat next to each other on my futon couch/ spare bed to eat. No conversation, just the sound of forks scraping plates and slurping as we drank. I ate just enough to take the edge of my own hunger, leave the majority of the hamburger mac for Danny.

The washer buzzed as we finished. Danny went to the bathroom to load the dryer. I went to the kitchenette to wash up our dishes.

When he came back out, I turned on my little t.v.. There was some awkward silence as we sat on the ends of the futon watching t.v. as we waited for his clothes to dry.

Finally, I asked him where he planned to sleep that night. Danny told me he was going to try for a shelter, but if they were full up, he'd look for a park bench or something on the streets. It was still warm enough to sleep rough.

I made another snap decision. Offered him the futon for the night. He was heartbrakingly, pitifully, thankful for a decent safe place to sleep.

That's when he shocked me.

He offered to give me a blowjob to pay for all of my kindness.

I'd assumed he was straight.

I told him I hadn't brought him home because I expected payment. (Besides, honestly? I'm not a big fan of blowjobs. I have a real fat prong and a lot of guys have trouble getting their mouths around it. Not a fan of teeth scraping my skin. Plus? I don't cum easy. Most guys get tired of blowing before I'm ready to blow. Besides I'm an ass lover. Much rather prong a nice bunghole, than someone's mouth.)

Danny was adamant that he repay my kindness. That's when he made an offer very hard to refuse.

He offered up his ass!

Once again I told him I didn't expect such a thing for a plate of hamburger mac, a bed and a shower.

That's when he admitted he offered because he was horny. Hadn't had sex in a awhile. Thought I was a hot dude. That his main reason for the move to the city was because he was bisexual . While getting it on with a woman was easy, finding a willing man in a small town? Not so much.

And that he really loved a dick in his ass.

Okay... My good Samaritan part of my brain?

Took a hike.

While, my usual type of man was stocky or muscular, thin Danny was Very pretty. And those borrowed sweat pants that hung so loose, crept into his crack, separating two nice cheeks. And since he wasn't wearing underwear, the front of those sweats poked out in an impressive manner.

When I hesitated, Danny stood, turned his back to me, and slid down those baggy sweats. I swallowed hard. His little ass was covered in hair. Just the way I love an ass to be.

He bent forward and spread those cheeks.

By now my cock was so cramped in my jeans, it was hurting. I could feel a burble of cum push from my piss slit.

Danny backed up until he was between my legs. His pretty ass right in my face.

I did what came naturally to me in the situation. I grabbed a cheek in both hands and spread them wide.

And took a nice long lick.

"Fuck yeah!" Danny moaned. "Eat my hairy hole, stud. Get my hole nice and wet."

I went to town then. Slathered that pretty pink hole in spit. Dug my tongue into it, parting those eager little hole lips.

Danny urged me on, reaching back to pull my head into his hairy ass crack.

" Finger my tight little hole, Rusty. Want to feel your finger as deep as it can go!"

I wet my fingers in my mouth and rubbed my index finger over his ass lips.

"Stop teasing me dude! Slip it in me! All the way in. Gotta feel it now!"

Excited, I jammed my finger in to the hilt.

" Fuck! Hell yes. Finger fuck my hole. Give it to me hard."

I began to ram my finger in and out of his hole. All of the way out, then jammed in as far as I could. Danny was panting and begging me to jam it in as hard as I could.

Obviously, the man liked rough play.

"More." He begged. One finger became two. Then three.

Three spit soaked fingers, pumped into his loosened hole. Danny cursed and moaned, thrusting his ass back to swallow my fingers.

Then? With a pop he pulled away. Turned to face me.

I got my first real look at his long dick. Lean, but approaching nine inches.

I didn't get to see much of it before he was crouching in front of me.

He reached for the zipper on my jeans. Once opened, he tugged out my dick.

His eyes widened and he licked his lips, as my uber fat seven inch uncut cock came free.

He knelt between my thighs, his hand pulling down my foreskin to expose the fat purple head.

Then my exposed cock head was in his hot wet mouth. Pretty mouth stretched wide by it's girth.

Danny sank his mouth down my shaft until he gagged. Pulled up and sank down until he gagged again. Grabbed my hands and put them on his head. Pushed on my hands to force his head down on my dick. Conveying a wordless demand.

Fuck my face, Rusty.

I began to thrust gently. Danny protested around the flesh filling his mouth. His hands grabbed my hips and yanked them up. Forcing my cock deep into his throat.

Message received.

I held his head and began jamming my dick into his mouth. Deep. Hard. Choking him on it. Him? Reveling on my dick making him choke. Making encouraging sounds as I ratcheted down his throat.

When I began to feel my cum churn I yanked his head away. He looked at me with glazed eyes. His lips red and puffy, a string of spit connecting them to my dick.

I pushed him down on the futon. Walked over to my desk, hard dribbling cock leading the way. Fished out a condom and lube.

Turned and looking Danny in the eye, tore open the condom wrapper. Squeezed a dollop of lube on the exposed head of my dick. Slowly eased the condom over it.

Walked back to Danny, fat condom covered cock bobbing with every step. His eyes seemed mesmerized by the up and down motion.

Roughly, I positioned him on his back. Shoved a pillow under him to raise his ass. Shoved his leg over the back of the futon, exposing his hairy taint and the hole between hairy cheeks.

Just being man handled had Danny moaning.

I swiped the head up and down his crack. Teasing him.

Danny growled at me. " Bury your big cock in my hole, man. Shove it all in at once. Fill me up. Make me feel it stretch me open."

Bossy bottom!

As commanded, I lined the fat head to his pink crinkled slit. Pushed. Felt that head pop through his tight ring. Kept sliding right in. His hot insides welcoming the intruder. Balls deep,I held him in place. Loving the feel of his ass lips clenching the base of my dick.

Danny had bitten his lip as my girth stretched his hole and gut open. I could tell it was hurting, but there was no begging me to pull out.

Soon he was rotating his hips, stirring up his inside with my dick. He gasped when it slid over his prostate.

" Want you to take my ass, Rusty. Pound my hole. Pound it hard. Jam your huge cock inside me."

I began to pull out slow until his asshole was a tight ring around my cock head. Then jammed my hips forward hard, slamming my hips against his ass. I continued long slow pull outs, followed by slamming thrusts, that jolted his whole body.

I couldn't pound Danny's hole hard enough. God! Was he vocal. Order begging me to ram my cock in his hole. His whole body jerking when I slapped into his ass. A stream of cum was forced from his dick to dribble over his hip.

He let out a yell, moan. Cum shot from his cock slit in a gush. Painted his hairy belly and chest.

I continued pounding into him. Forcing out every cum dribble.

Danny kept urging me to pound away.

Then I reached the end of my control. I grabbed his hips and held his ass to my hips, as buried deep I filled the condom lodged inside him.

My cock stayed hard in his stretched out hole. He didn't ask me to pull free. So I stayed there, his legs splayed over my thighs, buried inside his sweet ass.

Danny was insatiable. When I didn't go soft, he began moving on my cock again.

To shorten this story.

Danny stayed with me for a few days. I managed to get him a job at the Mexican restaurant, I worked part time at.

Those few days? I plowed Danny's sweet ass or throat so many times, we lost count.

Danny couldn't get enough.

Danny filled out with some good meals inside him.

Danny's got a woman now. One who likes to watch Danny get fucked. Surprisingly, she doesn't have any trouble finding "straight" men to plow both of them.