A Freaky Couple at the No-Tell Motel

I was still working at the No-Tell Motel and keeping an eye out for down-on-their-luck guys. There was a couple that I frequently saw together around town, and they would  occasionally get a room at the NTM. They were obviously a couple, and obviously homeless: they had a lean, sunburnt look that spoke to a life lived rough. When they would get a room, the foot traffic in and out suggested that he was pimping her out. A stranger would show up, and the boyfriend would leave him alone in the room with his girl for about thirty minutes. Then the boyfriend would return, and the stranger would leave. It was a pattern that was repeated every time they stayed. They never had any fights, and never caused any disturbances, so I didn’t give a shit how many rides she sold every night. As long as they paid their bill, they could do what they liked. 

They were due to check out one morning while I was working on the front desk, and the boyfriend came into the office asking for a favor. “Hey, man, we need our room for another night but we won’t have the money for another few hours. Is there any way we can stay on and just pay you guys later today?” My boss had pretty strict rules about this, but I had just gotten my first paycheck and was in a position to step in. 

“Well, we’re not supposed to do that, but I might have a solution for you. I know you and your girl have been turning tricks out of your room…” His eyes got big and he started to protest but I cut him off. “...and I don’t really care. But if you want your room for another night, I can cover it for you, but it’s going to cost you.”

A look of recognition dawned on his face as he realized what I was suggesting. “Oh yeah man, my girl got some good pussy. She can take care of you!”

“Oh yeah?” I asked “And what about you?”

He looked confused then. “Oh it’s cool man, I’ll clear out and you can chill with her for 30 minutes or so.” 

I shook my head, “No, what I meant is do you have some good pussy? I’d rather fuck you.”

The full recognition of what I wanted showed in his eyes and he swallowed hard a few times before answering, “You sure you don’t want to fuck my girl? She’s got a real sweet pussy…”

Again, I shook my head. “No. I want you.”

“I mean...I can suck you off…”

“Nope. I want your ass. The only way you’re going to get another night for free is if you let me fuck you. What’s the big deal? You pimp your girl out all the time. You should be okay taking one for the team.”

He considered his options and said, “Okay, let me send my girl out for a while, and we can--”

“She can stay and watch. You’re okay letting her use her pussy for money, she can watch you do the same.”

Again, he swallowed hard, but after a few moments of consideration, he nodded his head and said “Alright man. When do you get off?”

Smiling wickedly, I answered “Not long after I stop by your room. I’m done with work at 3, and I’ll be up there a few minutes after that.”

He nodded his head like a condemned man accepting his sentence and told me he’d be ready. 

A few hours later, I knocked on their door, ready to wear his boy pussy out. He opened the door, and I could see into the room past him. His girlfriend was lying on the second bed in the room, watching passively as I entered. Her eyes had a glazed, bored look that suggested she’d gotten high before I arrived. He fidgeted nervously then said, “I ain’t never done nothing like this before. You gotta be gentle. You want me to suck you some? To get you hard?”

By way of an answer, I unzipped my pants and pulled out my already-hard dick. I could feel both of their eyes getting big as they took in the dimensions of my throbbing cock. The girlfriend murmured a low “Fuck…” when she saw my hard 9.5 inches. The boyfriend reached out tentatively and grasped my erection, gripping it in his calloused hands. 

“Why don’t you take off your clothes and show me what I’m getting for my money.” He let go of my dick and lowered his sweat pants. He wasn’t wearing underwear, and the stale smell of his pubes filled my nose. He gingerly sank to his knees and stroked my dick. He seemed to be debating if he really wanted to go through with this. But after a few seconds, he took a deep breath and lowered his mouth onto my dick. I could feel him suppressing a gag reflex as he bobbed up and down on my cock. Looking across the room, I could see that the girlfriend’s full attention was on the sight of her man slobbing my knob. I gripped his scraggly blonde hair as I pumped my dick in and out of his mouth. Long ropes of drool began to leak from the corners of his stretched out mouth as I began to fuck his face in earnest. 

While her boyfriend went down on me, I noticed a slight movement coming from the girlfriend’s crotch: she’d slipped her hand into the waistband of her shorts and was busy flicking her bean while she watched old boy getting punked. I’m not really into women, but the idea of her getting off while watching his humiliation got my gears turning. I didn’t want to come too soon--I wanted to get my money’s worth--so I took my dick from his mouth and pulled him to his feet. 

“Turn around, let me see that pussy.” He flinched but obediently turned, showing me his pale hairy ass. I cupped one of his cheeks, squeezing hard and delighting at the handful I got. I worked a finger into his musky ass crack, exploring his puckered pink hole. He reflexively pulled away, but I had my other hand on his shoulder, and used it to hold him still. “Just relax. In a minute you’re gonna have something much bigger than that in your hole. Might as well get used to it.”

He whimpered slightly as my finger penetrated his asshole. Judging from the sounds coming from the girlfriend’s shorts, it sounded like she was liking what she was seeing. The best comparison I can think of is someone angrily stirring a hot pot of macaroni and cheese. Her fingers were creating a wet sound and she was starting to subtly arch her back with pleasure. She briefly made eye contact with me, and blushed deeply at being caught masturbating. I smiled to let her know I liked her part in the show, and she resumed her self-love. I could tell she was enjoying the scene: once she saw that I wanted her to watch, she locked eyes with me and didn’t turn away. Her face flushed with passion as she watched me turn her boyfriend towards the bed and bend him over. He started breathing hard as he realized this was what I was here for. I’d brought a travel-sized bottle of lube with me (I always have one on hand--I like to be prepared) and poured a liberal amount into the crack of his ass. I slid a couple of fingers into his sphincter, loving its grip on my digits. He bucked and pulled away from me, but once again I held him firmly in place. I worked two fingers in and out of his asshole until I felt the walls of his anal canal begin to loosen up.

“Oh God...please go slow. And don’t cum inside me!” I laughed at that last part, answering, “Nah, you’re gonna take this dick while your girlfriend watches, then she’s gonna watch you take my load. I’m going to get my money’s worth!”

With that, I pushed the engorged head of my dick against his brown eye and slid it in. “Fuuuuuuuck…..” he moaned as I drove my dick deep inside him. He was writhing in pain, but I gripped his hips and held him tight while my shaft sank fully into his ass. Just as I felt my pubes brushing against his ass cheeks, he tried to buck and began to cry out, “Oh God...please stop! I can’t take it…..please….” 

Ignoring him, I leaned forward until my upper body was laying on his and used my weight to keep him pinned to the mattress. I wrapped my left arm around his torso, clamping his arms to his side, and used my right hand to cover his mouth and keep his bitch-like whining to a minimum. I’d almost forgotten about the girlfriend, until I heard her gasp, “Hell yeah, fuck him good!” from across the room. I looked over, and she had pulled her shorts down and was actively masturbating, shoving three fingers in and out of her wet cunt. She really seemed to be enjoying this turnabout, with her man taking a dick to provide some money for the two of them instead of her. 

His grunts began to keep pace with the thrusting of my hips, and I knew it wouldn’t be long before I was painting the walls of his boy pussy white with cum. I was already bush-deep in his ass, but I used my feet to push myself a little further into him. His cries hit a new high note, and I could tell I was hitting truly virgin territory. Even if he had turned tricks before, it was clear I was plowing parts of his ass that hadn’t before been touched by dick. I held him firm and thrust as hard as I could into him, knowing I was about to cum. Looking over at his girlfriend I asked, “You ready to watch me make him my bitch?”

“Hell yeah!” she gasped. “Cum in his ass!”

He looked up as if surprised. “Damn, baby. It’s like that?”

“What? You make me take cum all the time. Now it’s your turn to see what it feels like.” 

Tiring of their back-and-forth, I gripped his greasy hair and pulled his head back so my mouth was right over his ear. “You can consider your room paid...in….full….” With that I blasted six shots of cum deep into his cunt. A single tear rolled from his eye and his humiliation was complete. I pulled my deflating dick from his asshole and said, “Man. If I was into girls, I’d give her a quick ride to see who has the better pussy. My money’s on you, though…” I slapped his ass and said in parting, “You’re good through tomorrow morning. If you want to pay for another night with your ass, stop by the front desk to see me. And thanks for staying here...whore.”