Streets to Sheets E6 | I give what I can to the cute homeless guy

Everyone is over the age of 18

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This is the first time I've woken up before Carter. When I woke up with my usual alarm ringing, I thought maybe he had already left without saying goodbye.

He looks like an angel sleeping on his side. The blanket is pulled up to his nose, and he's curled up in a ball. 

The door creaks as I open it further and Carter’s eyes shoot open in panic. He sits up in a rush and then he visibly registers where he is. 

“Mornin’.” The blanket falls off his naked upper half. His clothes didn't dry in time before he went to bed last night. “What time is it? Do I have to go?” 

On a regular day, I would say yes, because I need to get to work. However, tonight, I leave for a work conference. My manager wouldn't mind if I took the day off to prepare. Plus, if I'm not here, that means Carter will be … 

“No,” I say. “Day off for me.” I close the blinds in his room to block out more of the rays. “I'll turn up the heat.” 

“I should get out of your way,” Carter says sleepily while wrapping the blanket around himself. His black hair is a mess. I think it wasn't totally dry before he went to sleep, so it stuck out dramatically from the left side.

“I'll wake you up if I have to leave.” He looked grateful for that and laid back down. By the time I got back to the door, he looked like he was drifting back off to sleep. 

Shortly after, I took his clothes out of the dryer and folded them. Then, I looked in my closet for clothes I could give him. I'm taller than he is, so they’ll hang off him a bit. Still, I figured it was better than nothing. I put them through the wash before starting breakfast. 

I checked in on him from time to time, and he just kept sleeping. I thought he would wake up by noon, but he didn't. Poor guy must have been really tired. 

By 1 pm, I decided that I should get packing for my trip that night. I stored my luggage in the room where Carter is sleeping so I snuck back in and opened the closet slowly. 

“What are you doing?” He wakes up despite my best efforts to be quiet. I look back and see him sit up, stretching his thin arms and yawning. 

“Hey,” I say. His green eyes look a lot brighter than before.

“How long was I asleep?” 

“A long time,” I grunt as I pull the luggage out of the corner of the closet. “Looks like you needed it.” 

“I did, yeah.” Carter yawns again. “Are you going somewhere?” His armpit hair is as dark as the hair on his head.

“Yeah, it's a conference out of town. 3 nights.” 

“Oh,” he says. Then, he smiles and continues. “Sounds fun.” 

“I wouldn't use the word fun.” I pull some stored clothes out of the suitcase and it reminds me of the stuff I want to give him. “Hold on, I have something for you.” 

I went to grab the pile of clothes from the dryer. When I got back to the room, Carter was laying down again, staring at the ceiling. He lifted his head to see what I was doing. 

“Whoa.” He leans on his elbow to raise his upper body. “Wait, that's for me?”

“I don't know if they'll fit right. Alright, not this one.” I take away a shirt that has a hole at the neckline that I didn't notice. 

“I like that color,” he says as he takes the shirt from me. The blanket slides off him again, this time revealing his naked body. His freshly shaved pubes makes his morning wood really obvious. Afternoon wood, I guess. “It smells great.” Carter takes a big sniff from it. 

“Don't wear that one. It's got a hole.” He puts it on anyway and it's long enough to cover his erection. 

“Thank you so much, Wilson. You're a real one.” His eyes drift to the pile of clothes on the bed and I give him some space to sift through it. He looks through each one like he's pulling out the next piece of gold and it brings tears to my eyes. They’re all clothes I barely wear anymore.

He pulls on a pair of underwear and pants, looking like any other young guy on his way to college. Actually, the oversized shirt on him is pretty cute. 

“Why are you sad?” he asks and I quickly blink away my tears. 

“I’m not. Do you want a bag or something to carry all this in?” 

“Don't be sad,” Carter moves the pile of clothes to the end of the bed and motions for me to sit down next to him. I do, our thighs touching from how close we were.

I thought he was going to talk to me but he simply laid down on the bed again, placing his head on my lap. 

“Thanks, Wilson. I know you said I should stop saying that, but I don't know what else you say to the magic man giving you free stuff.” 

“You stay away from his van.” Carter laughs loudly at my joke, shaking the thigh he’s on and making my chest swell. 

“Too late for that.” He plays with my knee cap through my pants. “Went home with him and everything.” 

Inexplicably, I start combing his dark black hair. It's probably because it’s sticking out in such a funny manner, but it feels right to do with his head on my lap. Despite it being unkempt, his hair is very soft from being washed yesterday. 

“Can I return the favour before you go?” His hand creeps up my thigh. “I know what you're going to say: ‘You don't have to.’ But I want to. I promise.” 

“Only if you want.” I feel myself getting excited by his touch by my inner thigh. My pants have been a little tight since he laid down on my lap but his fingers creeping around is an additional touch that is pushing my desire.

It could be the last time.

He unzips my pants and feels around for the orientation of my cock. Meanwhile, I continue to comb his hair, unable to see what he's doing but anticipating the impending warm and wet feeling. 

“Oh…” I close my eyes as he suckles the tip. 

“Don't be shy, ok big man? This one's for you.” Carter reaches back and stretches my fingers on his head until my hands form a grip around his skull. I push him down lightly and he swallows my cock. 

Oh fuck….

Carter's head responds to my tactile command, bobbing faster or slower as I lead him to do. 

“You can talk dirty to me too, if you want. If that helps you.” Carter hums before going back to sucking my dick. You can tell he's trying really hard to please him with the way he sucks without taking any breaks.

It doesn't feel right to talk dirty to him, and I wonder what kind of degradation he's had at the hands of countless strangers that's picked him up before me. He's too sweet for that. 

“Oh fuck…” I groan as he takes me in deep. His saliva is dripping down to my balls, making my whole shaft incredibly slick. 

“MmM…” Carter grunts as he picks up the pace. 

“Oh…”

“Yeah, give it to me, Wilson.” He grabs my base and strokes me while he says that, and then plunges my cock back in his mouth.

“Oh!” 

“Yeah, cum in my mouth,” he says, punctuating his sentence with another deepthroat. “I want it.” 

“You want it?” My shoulders scrunch up as he brings me to the teetering edge. 

“Yeah, give it to me. Feed it to me.” My cock plunges into his wet mouth again. 

“FUCK!” I lose control of my body and push his head down, ejaculating straight down his throat. He chokes but quickly composes himself, going down even further down than where I'm pushing him. “Oh fuck!” I feel him swallowing my seed, fulfilling his promise. “Oh…oh…fuck…yeah…swallow it…” The little movements of him eating my cum are so intense against my throbbing shaft.

He stays there until I stop moaning, and then he pulls off slowly. 

“How was that?” 

“Excellent.” I lean back against the wall, catching my breath from the intense orgasm. “Really good.”

“I think I can fit a lot of this in my bag. I can’t take all of it. It'll be too much to carry around,” Carter says while wiping his mouth. 

No, don't go. You can stay.

“Hey, Carter…”

“It's okay, Wilson. I know what I got myself into. It's really okay.” He reads my mind and stops me from speaking further. 

And I know he's right. What can I offer? I can't take him with me. And he can’t stay here. 

“At least let me drop you off.” 

“Deal.” Carter flashes me a smile.