“We need to get Isaiah” my mom said as we pulled into the parking space. “He’s the best server they have here.” We walked in, the hostess seated us in Isaiah’s section, per my mom’s request. Isaiah walked up. “Ah my favorite customer! And she brought a guest” he said looking over to me. I say over instead of down as Isaiah is short and I’m rather tall. But he was seriously cute. He looked to me about five foot four or so, probably weighed one thirty or so. And he was young. But that didn’t stop him from having a thick beard and chest hair sticking up slightly from his button up. He hazel eyes hid behind long, thick eye lashes. He also seemed to be into me, looking me up and down like I was a piece of meat.
Granted, I’m probably twice Isaiah’s age – I’ve been called a DILF more than once. But with my greying temples and greying beard, I was probably older than his dad.
“This is my son, Roman” my mom said, directed towards Isaiah.
“Well. It’s good to meet you, Roman” he replied, his grin seemed calculating. “Your mom’s my favorite customer” he reiterated.
“So I’ve heard” I replied as I studied his flat stomach and decently shaped chest under his shirt. I’m not usually into young guys like this, but he was different. I found myself almost instantly lusting over him.
We ordered and he swiftly delivered the food and drinks. Once we were done, my mom excused herself to visit the restroom. Isaiah seemed to materialize out of nowhere.
“So I haven’t seen you before” he said, pouring me another water that I didn’t ask for.
“I’m from out of town. Just here for a week visiting” I admitted.
“Oh that’s a shame. Your mom never told me she had such a handsome son” he said. I wasn’t sure if he was flirting or trying to get a big tip.
“Well, she told me about you. But never mentioned how cute you were, either” I replied, causing him to smile.
“Maybe you can come back again before you leave?” he asked.
“Maybe” I said as my mom returned. “Ready?” I asked her. Isaiah left and returned with the check.
“Hope to see you soon” he said to mom. Then, turning to me, he said “Was good to meet you.” With that, he turned and left me with the bill. I watched him walk away and. For a small guy, that’s a nice ass I said to myself. I signed the bill and, for a lark, I left my number and a message on the other ticket. If he wanted more than a big tip, he’d text me. Otherwise, I would know it was simply a farce.
Later than night, I left my mom’s place and headed for the hotel. She hated me not staying at her place, but it was small, and her shower was pathetic – I never felt like I was clean after taking a shower there. At the hotel, I could hang out in my boxers – or nothing – and feel clean after the shower.
Around ten that night, my phone buzzed. I received a text from a number I didn’t know. It was Isaiah. It said he was done with work and if I wanted to ‘hang out’ to let him know. I wasn’t sure what that meant for someone so young, or if I even wanted to do it. But, to be honest, he had me turned on all night and I took the bait.
Being the town was so small – there was only two traffic lights and one main road; the hotel was fifteen minutes outside the town by the highway – I told him I was in and didn’t want to go to the city. “We could just watch some tv at your place” he suggested. I was intrigued and gave him my location. He said he’d go home, shower, and then be over around 10:4PM. That gave me enough time to shower.
He arrived a bit before 10:45PM. He was wearing a t shirt, shorts and sneakers. I took immediate notice of his hairy legs, toned and muscular, like the legs of a runner. I invited him inside, noticing he smelled quite good.
“Quite a different look from earlier today” I mentioned.
“That uniform is not a cute look” he said.
“Well, I wouldn’t say that” I replied. “Granted, shorts would be nice, but everything else worked quite well. I particularly enjoyed all this” I said, pointing roughly to the base of my neck.
“This?” he asked, pulling his shirt down, showing his hairy chest.
“How old are you?” I asked.
“Twenty-two.”
“Damn. I’m old enough to be your dad!”
“I know. Why do you think I sent you a text?”
“You into older guys?”
“Very much. You into younger guys?”
“It all depends. Not normally, but you’re kinda’ sexy” I said.
“So I’ve been told” he replied, rather honestly.
I grabbed the back of his head and pulled him to me, our lips meeting. I felt his beard, which was thick for someone of such an age, I thought to myself. But he wasn’t a good kisser, so I decided to teach him. I pushed against his lips harder, punching my tongue into his warm mouth. He moaned as I held him in place allowing my tongue to explain the depths of his mouth. I pulled off him slowly. He groaned.
“I’ve never been kissed like that” he admitted.
“Have you been with many guys?” I asked.
“A few, but mostly from the app and around my age. I can’t seem to find an older guy interested in me.”
“That’s their loss” I said as I moved back in on him, pushing him back to the arms of the sofa, my six foot three inch body covering his small frame. I could feel his cock pushing into my stomach through his shorts. He grabbed a handful of my hair and pulled my head back off his lips.
“Damn” he said, trying to catch his breath. I smiled.
“You said you wanted an older guy?”
“Yes Daddy” he replied. He wrapped his arms around the back of my neck as I saw up, pulling him with me. I reached down and tugged at his shirt. “Time to take that off” I whispered. He raised his arms and I pulled it over his head.
“Fuck” I hissed, as he sat there, shirtless. His flat stomach was covered in a triangle shaped mass of brown hair – just enough that I could make out the outline of abs. Not that he worked out, he was just naturally shaped that way. A trail of coarse hair traveled up to his chest and blossomed into a giant patch of pleasure, hiding his little pink nipples. If I wasn’t hard before, I sure was now.
“You’re hairy for your age” I said.
“Is that a good thing?”
“Definitely a good thing” I said as I ran my hand over his stomach and up to his chest. I watched my hand parts his hair. I felt its coarseness and the soft skin underneath. My hand covered almost his entire pec muscle. I relished in our size difference. This is the first time I’ve been with someone so much younger than me as well as so much smaller than me. I wondered how delicate I would have to be.
I moved my eyes from his chest to his face and noticed his eyes were closed. He seemed to be enjoying my touch. I grabbed the back of his neck and brought him to my mouth, clamping down on the side of his neck. He went limp in my arms like a vampire victim. I kissed his neck, moving down to his collarbone and the base of his neck, where his hair seemed to stop growing. I ran my hand down his back and felt his smooth skin all the way down until I felt hair right above his waistline of his shorts. I pulled him towards me enough to allow me to cup his ass. It was round and firm just like I thought it would be from when I scoped it out at the restaurant. He moaned, still rather limp in my arms. I pushed him away from me. “Let’s go in there” I said, motioning to the bedroom. I picked him up in my arms, and carried him to the room, laying him on the bed.
“The guys you’ve been with…what do you like to do?” I asked, removing my own shirt.
“I’ve topped a couple” he replied.
“Really?” I asked, grabbing his hard member. It was decent size for his size, I thought. Not enormous but not small either. “Did you like that?”
“It was OK. But I really want to try something more” he admitted, running his hands across my own hairy stomach, then down to my swollen piece.
“That’s very nice” he said as he squeezed and rubbed it.
“Well, before you get that, I need to prep you” I said.
“Prep how?”
“Here” I said, pulling off his shorts and underwear. His hairy member sprung to life. Its upward curve could be ideal for topping, I thought. But that’s not on the agenda tonight.
I pulled him to the side of the bed and pushed his hairy legs up in the air, exposing his hairy, round cheeks. I pushed him hanging hairy sack to the side and explored his hairy crack until I found his tight pucker. I ran my finger around the edge sizing him up. He moaned and groaned, calling me ‘daddy’ a few more times in the process. I have to admit, that turned me on more.
I licked my finger and push it back against his hole, meeting a lot of resistance. I slowly pushed more and more, my finger fighting him. “Just relax” I whispered, and the first digit popped in. He gasped, his body tensing up, so I stopped, allowing him to become comfortable. Once I felt him relax, I pulled it out and, parting his hair, inspected it best I could with the light of the living room. It was pink, perfect and begging for more. I pushed his legs back further and took one of his hairy balls in my mouth, feeling it with my tongue. I pulled away from it with a pop, then licked his taint heavily. He squirmed as my tongue met his hole.
For the next several minutes, I worked his hole with all I had. The bedroom was full of wet noises, heaving breathing and his moaning. He grabbed the back of his own legs and presented himself to me for more inspection, which I happily obliged, pulling his cheek apart more, allowing me more real-estate.
My own cock was begging to be released so I pulled my shorts down without my mouth ever leaving his hole. My own rod was happy to be free and begged my brain to be put inside him. As Isaiah’s legs began to shake, I pulled off of him and took his curved dick into my mouth. He had so much precum oozing out of it, I sued it for lube between my lips. It tasted sweet. I buried my face into his crotch, his bristly bush pushing against my forehead, while my chin pressed his rather large hairy sack down against his wet hole. He started to thrust himself into my mouth. But that wasn’t going to happen yet.
I stood up, my own cock sticking straight out, swollen large and ready for action.I pulled a condom and lube from my backpack I had on the chair, tossing the rubber onto his hairy body that laid there in front of me. His eyes, wide, were focused on my bouncing dick.
“That’s big” he said. Even though I’m a tall guy, I have a bigger than average piece, though by far not the largest I’ve been with. But it gets compliments all the time.
“You want Daddy like that?” I asked.
“Yes Daddy. I want it. Inside me” he replied, eyes never leaving its gaze as I walked back to the side of the bed. I squeezed a good amount on his hole and reached for the rubber.
“No. Bare please” he begged.
“You sure?”
“Yes. Breed me like a daddy” he replied.
Happily, I lubed my own self with one hand, working his lubricated hole with the other one. I grabbed his ankles, held them together, and pushed them back against his chest. I looked at his wet hole, it’s hair now plastered against his skin. I could see it better now. I placed my wet, mushroom head against the hole and pushed. His hole bent but didn’t open up. I pushed harder. Nothing.
“Damn boy. You’re tight” I said, repositioning myself. I pushed harder and he hole relented. I felt my head pop in and I stopped and he screamed.
“Just a little bit more. You OK?” He nodded a yes. I pushed in further, his chute trying to hold me at bay. But I pushed harder and I a couple more inches slide in quickly. He buckled and slapped the side of the bed, groaning in a way I’ve not heard before.
“More” he demanded. With that, I fell into him, completed, my balls resting against his hairy cheeks. I squirmed and twisted. Fully in, I stopped and allowed him to relax. He looked up at me, his face contorted in a mix of pleasure and pain.
“That’s so big. I’ve never had someone this big before” he said before his head fell back on the bed. I watched his hairy chest move up and down as he tried to breath, his own rod gushing clear, white liquid all over his stomach.
“This what you want, son?” I asked.
“God yes!” he yelled.
“Good. Let’s see how you so” I replied as I pulled back, leaving only the head inside him. I watched my shaft pull his wet hair along itself before slowly pushing back in him. Then again and again, slowly, until I saw his body relax. He raised his head up. “Do it!” he commanded. And I did.
I grabbed his hairy thighs and held them against my chest, closing them together, causing more tightness around me. I pulled up a bit further off the edge of the mattress and started pounding him. He was so tight. And the harder I pounded him the more he moaned. The more he moaned, the harder I hit it. I looked down and watched my work. I could see lube splattering off his ass with every slam. His balls and dick bounced, seeming enjoying the thing that was pummeling their neighbor.
I leaned him, grabbed his arms and pulled him up to where I was cradling him against my body, still inside him. He looked as if he’d pass out and I bounced him up and down on me. It wasn’t the most ideal position since my dick doesn’t curve up, so after a couple bounces, I slid out of him, causing his to gasp.
I turned around and lowered myself to the bed, him on top of me. His wet dick now leaking clear liquid on my hairy stomach as I guided my happy pole to his happy hole. I pushed him had as his hole enveloped my hungry cock. He sat on me for a minute, breathing hard, his eyes rolled into the back of his head. Then he started riding me.
He seemed to like this better, his cock flopping around, twirling as he started to go faster and faster, throwing his juice everywhere. His once hanging nuts were now drawn up to him and I knew he was close. I grabbed his dick and immediately he blasted out ropes and ropes of white liquid. The first two shots went over my head on to the wall. The next three of four hit me on my face. With each shot he screamed and bucked like he was being electrocuted. I could feel his hole squeeze with every shot. As he continued to shoot – I don’t know where all this cum came from – he screamed ‘daddy’ and that’s when I lost control of my body.
I started dumping my own load into him. I met each of his drops with the hardest upward thrust I could manage, driving my seed as deep into him as I could. I, too, was screaming by this time.
As my unloaded subsided, he slowed himself. I noticed I was still latched on to his shaft. It was red and veiny as I held it in a death grip. He just about drowned me with his own seed. As he caught his breath, he looked down at me and pulled off of me. My very happy member dropping out of his hole on to my thigh. My own cum flowed out of his hole, dropping on to my softening meat. He collapsed next to me.
I felt the heat of his juice on my skin and loved it. But I knew I had to clean up. I stood up and headed to the bathroom. I returned and tossed him a towel.
“You might need this” I said. I looked at him, his hairy body laying naked on the bed, breathing heavy, his cock still hard. “Thanks” he said.
A few minutes later, he was dressed and I had my shorts back on.
“That was amazing” he said.
“Yeah it was” I said with a chuckle. “I might have to come back here more often” I mentioned.
“Well you have my number if you do. I’d love to return the favor. Maybe you can teach me your moves?” he said.
“I don’t live that far away. Maybe we can work something out?” I asked.
“I’d love that. Like, really really love that!” he said as he stepped out into the hallway. “Can I text you again?”
“Absolutely.”
“Have a good night” he said.
“I already did” I replied, closing the door behind him. I wondered if he’d actually text me again.
The day before I was to leave, I got a text from him. He wanted to come over again. I happily agreed. An hour or so later, a knock came to my door. I opened it to see Isaiah standing there, as cute as ever but looking more experienced. I invited him in and closed the door behind him.
