Daddy's Little Butt Boy Pt. 02

My finger had slid through his tight ass ring so that it was buried inside of him and he clamped his muscles around it

He was teasing Bobby's hole with the plug, making him thrust his hips back to try to get it inside him. When he moved his hips back this time, the clerk pressed the plug forward at the same time and the fat toy slid into Bobby's ass in one move.

"Fuck, that feels almost as big as dad's dick." Bobby said. The clerk, holding the base, rotated it around his ass walls so that every surface inside was stroked.

"Damn, if you could move your dick like that you'd be an expert ass fucker." Bobby said.

"What makes you think I can't and that I'm not an expert ass fucker?" the clerk replied.

Bobby climbed down from the counter and walked around for a moment. There was a chair in the corner and Bobby sat down on it, gasping as more of the plug was forced up his butt.

"This one would be strictly for home use." he said, bouncing on the chair. "This feels just like getting my ass fucked." He got up and strolled around a minute more, then climbed back onto the counter.

"I think the next one is probably going to be my limit." he said.

The clerk slowly drew the thick plug out of Bobby's ass while I greased up the next candidate. When the plug popped out of the hole, the clerk slid two fingers deep inside Bobby's ass and felt around for his prostate, and then began to massage it.

"Oh, fuck, that always makes my ass burning up to get fucked." Bobby said.

I handed the clerk the third plug. Both hands were coated with lube so while I finger fucked his hole with one hand, I slowly stroked his stiff dick with the other. He looked like he was ready to pass out.

Even though Bobby's hole was stretched, it took a couple of minutes to get the third plug inside of him. His ass ring stretched around it, deep red from the exertion. Bobby's body was tensed and he was holding his hands in fists but he didn't ask to stop. The clerk patiently fed the rubber toy into his hole and when he finally cleared the thickest part, Bobby let out a yelp of, "Well, fuck!"

The stem alone on this one was as thick as the widest part of the first plug. It took a little effort for Bobby to climb down this time.

He walked around a bit, slightly bowlegged, getting used to the thick, long toy buried in his guts. The base jutted out over the edges of his ass cheeks.

"This one would be really good to beat off with it in me." Bobby said. "That, or if my daddy wanted to suck my cock while I was wearing it."

"I'll suck your cock with it or without it, you already know that." I said.

Bobby came over and wrapped his arms around me and said to the clerk, "I have the best daddy in the world."

When he had climbed back up on the counter, it took just as long to back the big plug out of his hole. It was a good thing that the clerk was wearing his cock ring or he probably would have blown his load during the operation. His thick dick was pulsing in my hand with every heartbeat.

The plug finally slid out of Bobby's hole, leaving it standing open slightly so that you could see into his dark hole. The clerk slid his fingers inside again and stroked his prostate and his pucker tightened down around his knuckles.

"How's this hole feeling?" he asked Bobby.

"Like it needs a big cock in it, right now."

"You've got two big cocks to choose from today." I said. "Which one do you want first?"

"Can I?" Bobby and the clerk said simultaneously.

"You go first so I can watch." I said to the clerk.

I turned Bobby sideways so that when the clerk climbed up behind him, I had a perfect view of his fat cock and Bobby's ass. I spread more lube over the vein covered dick and guided it into my son's ass hole. It took a moment to get the fat head inside but it finally disappeared. Bobby was looking back at me smiling and the clerk's eyes were glued to his red dick gliding up my son's hole.

When his cock was sheathed up to the balls in Bobby's hole I said, "Okay, yours is only the second cock he's been fucked with. Show him what you can do."

The clerk started out slow, sliding his cock in and out to its full length. For a while, he kept just the head inside Bobby's hole and slowly fucked him with just the first couple inches of his cock. Bobby moaned with pleasure and I filed that maneuver away for future use.

I leaned down to where Bobby's head rested on the counter and I asked, 'Does that big cock feel good, baby?"

"Yes, daddy, thank you for letting me have it."

'My baby boy gets whatever he wants." I said.

I moved back so I could watch the clerk's dick spread Bobby's hole. He was getting more excited, his strokes had sped up and he was pounding Bobby's ass harder. I lubed my fingers up and slid them between the clerk's ass cheeks. When I found his hole, I sunk two inside him. After feeling around for a moment, I located his prostate and began to play with it.

"Oh, fuck, you're going to make me cum." the clerk said.

"Shoot your load in me." Bobby said. "Mix it with daddy's cum."

That made the clerk fuck even harder and I rammed my fingers farther up his hole. I pressed and poked at his swollen gland and he hollered, "Oh, shit, oh, shit, I'm cumming!"

The gland inflated even more for a moment, then gradually shrunk back to normal size as the clerk's balls drained into Bobby's ass. The clerk fell forward on top of Bobby and I slowly drew my fingers out of his hole. After resting for a minute, he rose back onto his knees and I watched his long dick as it slowly reappeared out of Bobby's ass. Even soft, it was pretty impressive and when the big head popped out of the hole I expected it to sound like a champagne cork.

"Okay, daddy, now I need your dick. You know how to fuck me just right without even trying." Bobby said.

The clerk climbed down and I took his place. Bobby's ass was raised in the air and spread open, the tight furl of his ass hole flushed red and wet with accumulated cum. Pearly droplets ran down his taint and dripped off of his balls.

I put my cockhead against the well fucked hole and Bobby said, "Fuck me, daddy, make my ass feel so good.'

The clerk was standing by and he watched as my stiff dick disappeared up my son's ass.

"You two are hotter than fuck." he said as he fondled my ass. "Fuck my cum all the way up his hole."

I got into my familiar groove, fucking my son's hole the way we both liked best. Bobby was making little noises that sounded like a kitten each time my cock bottomed out in his ass.

The clerk moved around behind me and I momentarily lost my stroke when I felt him prying my ass cheeks apart. I was just about to tell him, "No way." when I felt his face on my ass and then his hot tongue lapping my ass hole. I had never been rimmed before and I wasn't at all prepared for such an exquisite feeling.

"GODDAMN!" was all I had time to shout before another huge load of cum came blasting out of my balls to join all of the rest in Bobby's ass.

"What happened?" Bobby asked.

"Your daddy just got his ass hole tongued, for the first time, I take it." the clerk said.

"Oh, that sounds hot. I'd like to try that some time." Bobby replied.

I was so turned on from my first rim job that my cock wouldn't go down, even after I pulled it out of Bobby's cummy hole.

"Man, you guys really fucked me good." Bobby said.

"It ain't over yet." the clerk said. "I'm just guessing but I'd bet you've never fucked another guy's butt."

"I've never fucked anything but my hand." Bobby said, laughing.

"Well, we're about to change that. There's no way you're getting out of here without shoving that pretty young dick up me and leaving me a load of your cum."

Bobby looked excited and his already stiff dick bounced in front of him.

"May I, daddy?" he asked.

"I'd be disappointed if you didn't." I said. "There aren't many asses as pretty as this one." I was stroking the clerk's hard buns.

The clerk bent over the counter so that his ass faced us and he said, "Come on, Bobby, time to lose your ass fucking cherry. I want that dick in me."

I lubed Bobby's cock up and then lubed up the clerk's hole some more. Bobby stood behind him, his cock head resting against the tight pucker. He looked at me and I smiled and nodded.

As he applied pressure, the clerk's hole slowly opened to allow his cock inside. It was obvious that the clerk wasn't used to taking cock, or at least such a big one. He kept his eyes screwed shut and grimaced until the whole long shaft was inside of him.

"Jesus, that thing feels like a watermelon." he said.

"You'll loosen up, I ought to know." Bobby said. "Just be glad it's not my dad's dick opening you up."

My cock was still stiff, even after all of the use it had been put to in the last 12 hours and I saw the clerk staring at it as Bobby began to lay his first fuck into his ass.

"It's really tight and hot, isn't it?" he said. "I can see why guys like to fuck other guys in the ass, now."

"And your dick is making me remember why they like getting fucked." the clerk said.

Bobby was having the time of his life exploring the tight ass with his cock for the first time. He tried different strokes, different speeds, and different angles. Needless to say, the clerk was enjoying every second.

"If I'd known Bobby was such an expert fucker I might have been tempted to let him pop my cherry." I said.

"Who knows what the future might bring." the clerk said.

He was really getting into the fucking now; slamming his hips back against Bobby's to get more of the big cock into his ass. Bobby was feeling the urge to fill a man's ass with cum for the first time and he was plowing away at the tight hole like he'd been doing it all of his life.

"Shoot that virgin load up my ass." the clerk told him. "I want to feel your juice in me."

Bobby was watching as his stiff dick slid in and out between the hairy buns.

"I'm going to shoot." he said.

"Give it to him, baby." I said. "Fill his hole."

I stroked Bobby's smooth ass as he unloaded his first load into a man's guts. His buns tightened with each shot and I could almost feel it myself.

"Damn, that was hot. Did I do alright?" Bobby asked the clerk.

"You're a natural." he replied. "You can have my hole any time you want it."

Bobby slowly slid his cock out of the clerk's ass and I said, "I guess it's time to be getting home."

"No way, daddy." the clerk replied. "I'm getting a load of daddy jizz, too, before anyone goes anywhere. I want to feel the daddy and son cum in my ass all day."

"Fuck him, daddy." Bobby said. "He's got a really nice ass."

"Do you really want me to?"

"I want you to show him how good you fuck me, how lucky I am to have a big dick daddy."

"Bobby is the only guy I've ever fucked before, so I might not be any good at it." I told the clerk.

"Holy fuck, my ass is only your second? There's no way that you're not going to give me that dick now." he replied.

Bobby had the jar of lube and feeling him massage the grease over my stiff dick just made it harder. When he decided that I was slick enough, he grasped my cock and directed it to the clerk's waiting fuck hole. Looking down and seeing those wide spread muscular ass cheeks, the tiny hole in the center still dripping droplets of my son's jizz and my son's hand grasping my cock...well, it's a real surprise I didn't shoot my load right then. If my balls hadn't been wrung dry already, I might have.

Bobby aimed my cock head and I moved forward. The clerk's freshly fucked hole was still tight and I had to press hard to open it. When it started to bloom around my cock head, Bobby moved over so that his head was directly above and he could watch every development.

"I want to see your big dick in action." he told me.

I pressed forward until all of my long thick cock was buried in the clerk, just my pubic hair visible between his ass cheeks.

"I think your son is right, your dick feels even bigger than his." the clerk said, gasping.

When I began to slowly stroke my cock in his hole, I could tell it hurt. But it made him clamp his ass muscles around my dick harder, so I was loving it.

Bobby sat down on the floor to the side of us so that he was at eye level with my cock and the clerk's hole. The clerk's big cock and balls swung back and forth in rhythm to my fuck strokes.

"Fuck him hard, daddy. That makes it feel so good." Bobby said.

I slam fucked the tender hole for a few strokes and the clerk made a moaning noise.

"Do you like my daddy's big cock?" he asked the clerk.

"You both fuck like pros." the clerk replied. "No wonder you can't get enough of daddy's dick."

Bobby looked up at me and asked, "Can you feel my cum in his hole?"

"I sure can." I said. "It feels as smooth as satin and I can feel it coating my whole dick. It feels like it's even going up my piss hole."

He moved his face so that it was inches away from the ass being fucked and then he said, "I can see my cum on your cock when you pull it out. It looks really hot."

It felt really hot, too, hearing my son describe it and ask about it.

I started banging away in the clerk's ass. Because I had dropped so many loads in the recent past, I didn't feel any inclination to shoot again immediately. The clerk's ass felt different, tighter and like there were more ridges inside to tease my cock. As I drilled my cock into him, the clerk was tossing his head around like a frisky stallion.

Looking down and seeing my cock with the reddened ass hole stretched around it was almost hypnotic and I lost track of time. I do know that by the time I even felt a stirring of cum in my balls, both the clerk and I were dripping in sweat and there was a puddle on the floor around us.

"Jesus, his hole is going to be sore for a week." Bobby said to me.

The clerk was zoned out in the world of ass ecstasy, he didn't say anything.

"It's your fault." I replied to Bobby. "I've blown so much cum up your sweet ass, I can't shoot."

"Maybe I can help." he replied.

He got up and stood behind me and I soon felt his stiff dick cradled in the crack of my ass, sliding in the groove as I fucked.

"Damn, that feels good." I said.

I could feel his fingers probing in my crack as his cock slid up and down and when his finger penetrated my hole, I almost shouted.

"Oh, yeah!" I said. "Finger fuck your daddy's hole."

Bobby did as told, his fingers sliding in and out of my virgin ass. My balls started to rise in the sack.

"Spread your fingers.' I told Bobby. "Open my ass wider."

When he did so, the two fingers rubbed against opposite sides of my ass walls. Cum started climbing my cock channel.

When the juice began shooting out of my cock slit, I thought my head was going to blow off, too. It felt like one long stream instead of spurts, like my orgasm was continuous until the last few drops of cum cleared out of my balls.

I fell over the clerk, covering his back with my torso.

"Wow, your ass hole clamped so tight I was afraid I was going to lose two fingers." Bobby said, easing them out of my hole. That didn't feel so good but it was worth it.

The clerk was sprawled over the counter and didn't move. My cock rapidly deflated, probably desperate for a break. I let it soften inside of him and then I slowly pulled it out. When the head cleared his hole, big drops of cum fell out of his hole and landed in the mess on the floor.

"Goddamn," the clerk finally roused to say, "I feel like I was just in the Olympics of ass fucking. You two make an unbelievable pair."

"I told you you'd love my daddy's dick." Bobby said.

"This has got to be the best fucking I've ever gotten." the clerk said, straightening up. "I hope you two will stop by in the future and give me more dick."

We all three were soon dressed again and Bobby said, "I never did decide which butt plug to buy."

The clerk swept them all off of the counter and into a shopping bag and said, "My gift. Take them all."

"You have to let me pay." I told him. "You might get into trouble."

The clerk smiled and said, "This is my business, I can't get into trouble with myself. I can write them off as damaged packaging, we get a lot of that here."

Bobby grabbed the bag and said, "I can't wait to get home and play with them."

The clerk and I just looked at each other. No words were necessary.

We said our goodbyes and went out to our car, Bobby clutching his new bag of goodies.

When we were seated he said, "You really liked that, didn't you?"

"It looked like you were having a pretty good time yourself." I replied.

"He's a really hot guy and a pretty good fuck. Not as good as you, but not bad." Bobby said.

"And his ass sure knows how to take a dick. A few more years and he might be as good a fuck as you." I told him.

Bobby looked at the store and watched as the lights came on and the "OPEN" sign lit up.

"Hang on, I've got an idea," he said and jumped out of the car before I could ask what.

He walked across the lot and went back into the store. After a few minutes he came back out and got back in beside me.

"What was that?" I asked as I wheeled out onto the street.

"I gave the clerk our number. His name is Evan, by the way. I told him that we would like to have him come over and spend the night some time real soon." Bobby said.

"You'd better give my old dick a few days to recuperate." I said.

"I already thought of that." Bobby replied. "Besides, I think it's time to start breaking you in to get ass fucked. How does that sound?"

"Like I'm in for a long night already." I said.

I reached over and fondled his big cock through his jeans.

"I can't wait." I told him.