8/12/22 Football player gets what he wants

Football player boy came over for the first time in quite a few months. So I knew his ass was going to be tight, and I wasn't mistaken.

When he first arrived I was sitting in my rocking chair wearing only a pair of boxers. I had been playing with myself so not only was I already heard but I had pre-cum oozing down my cock.

We've been getting together for quite a number of years, so he doesn't even have to be told, he strips as he walks through the door. As he was stripping there he exchanged a few pleasantries, how have you been, it's been a while, sorry I'm a few minutes late. I just pulled my cock out from my shorts and said, come take care of this.

He got down on his knees and took my cock in his hand. He saw the precum dripping from the tip, and licked it off. Then he immediately latched on to my cock taking it all the way to my balls.

He has an outside job so he's been in the sun a lot. I don't think I ever remember him looking this tan. His hair is cut extremely short this time. His broad shoulders have a new tattoo since I saw him last. The view looking down at him is incredible.

I rested my hand on the back of his head feeling his rhythmic bobbing up and down on my cock. He knew exactly what he was doing, I didn't need to guide him in any way. Although a few times I just wanted to hear him choke on my cock, so I applied pressure on the back of his head until I felt my cock head bottom out in the back of his throat.

This went on for a few minutes, but I remembered something he told me during his last visit. He wanted to expand his repertoire again. Originally many years ago he had a girlfriend who would peg him. They broke up and he couldn't find another girl to peg him. That's when we met. And at the beginning all I was allowed to do wish of toys up his ass.

Years later, many patient years later, he said he wanted to try sucking cock. Months after that he wanted to taste my load. It has been fun watching him change over the years. And now he wants FUCKED by my cock. This is what he told me at the end of our last session quite a few months ago. Today was the day.

We went downstairs and he climbed into the sling. I secured his ankles high into the air as he scooted down in the sling to give me plenty of access to his hole. He doesn't like the roughness of my fingers, so I slipped a pair of rubber gloves on, applied some lube and started playing on the outside of his ass. Normally I just dive in with one or two fingers, but today I wanted HIM to WANT IT extra bad. I wanted him to yearn for it.

I teased the outside of his hole and I could feel him lunging in the sling by grabbing the chains and trying to push himself onto my finger. But I was just teasing him at this point. I reached up and stroked his cock a few times, and then went back to teasing his hole.

Eventually I gave him what he was yearning for at the moment, I slid my finger deep into his ass with one swift movement. My finger landed on his hard prostate. Some days his prostate is kind of soft until I get him sexually excited at which point it gets hard as a rock. Today, it was hard as a rock the moment I touched it. I applied a little pressure and noticed pre-cum ooze out of the end of his cock.

With one finger still up his ass massaging his prostate, using the other hand I smeared his pre-cum over his cock head and started stroking it. He threw his head back and looked in the mirror above us on the ceiling of the basement. I was watching his face and his eyes as he intently focused on every movement I made.

As expected his ass was tight. Wonderfully tight. But eventually I worked a second finger into his hole. I don't know where he learned to clean his ass out, but he does a better job than anyone I know. He's definitely a pro at cleaning himself out, and that means I can use larger and longer toys.

But for now I was just working him over with one and then two fingers. Occasionally sliding a third finger in. I watched as he gazed into the mirror above us and I gave him a bit of a show. I pulled my fingers out and put my index finger as deep as I could. Then I would pull it out and replace it with only my middle finger twisting my hand around as I played with his prostate. Then I pulled my middle finger out and replaced it with my ring finger and little finger at the same time, I spun my hand around again.

I pulled my fingers out and replaced them with my index and middle finger, the easy way. Vertically, aligned with his ass crack. But then with a twist of 90?, he was getting my fingers the hard way. But he was doing just fine. He was enjoying it as much as I was.

His cock was hard and I continued to play with it. And then I did something I usually don't do. And you would think I was doing it for his benefit, and I want him to think I was doing it for his benefit, but this was just a little treat for myself. I took the head of his cock in my mouth and started twirling my tongue around his piss slit. I glanced up and saw him throw his head back, I think his eyes might have rolled backwards a bit toward his skull.

I continued sucking on his cock until I had his entire cock in my mouth. I bobbed up and down a few times and he started to moan incredibly. I know from the past experience that once he orgasms were done for the day, as with most guys. And there was no way I was going to risk that. So I popped my mouth off his cock and continued working on his ass putting a third finger in.

He loves CBT so with my fingers still firmly planted inside him, I grabbed a wooden spoon. I started smacking his balls lightly at first but rhythmically. As I increase the rhythm I increased the pressure of the smacks. He continued to moan and then I heard him hiss the word, "Yessssssssss."

I think I terrorized his cock another time or two by sucking hard on it but it wasn't long before he let out that moan again that sounded very dangerous to me. We were far from done playing today, there would be no orgasm at this time for him.

I pulled my fingers out of his ass and grabbed one of my favorite toys that I love to use on him. I've used it on one other guy as successfully but he has now moved to Knoxville Tennessee and the odds I've ever seen him again are slim to none. It's a 13 inch long toy. It's almost like Ben-wah balls except it is one solid piece of rubber. It starts with a small ball at the end and the balls increase in size larger and larger and even larger. So far only my Tennessee boy and football player boy can take it all the way.

The first few balls popped in quickly and easily, somewhere around the 4th or 5th ball it became slightly difficult. But I forced it in. As the larger ball popped in, he let out a moan. This piqued my sadistic side and my cock twitched. I hope it would, I knew it would. It did.

I pushed one more ball in and then started to stroke his cock with my hand. That caused his ass to clamp down on the ball so there was no way it was coming out. I now let go of the toy, even though more than 50% of it was still hanging out of his ass. But there was no way it was going to slip out the way his ass muscles were hanging on to it. As I continuing to stroke his cock, I grabbed the wooden spoon. I bent his cock down against his leg, tapping the wooden spoon against his cock. I watched as he looked up into the mirror knowing what was about to happen. And without any additional warning, I smacked his cock hard with the wooden spoon. His entire body convulsed. "Yessssssssssssss" escaped his lips again.

I've learned not to smack the same place over and over, I've learned that I can smack all over his cock eventually turning most of it black and blue, sometimes even before our session is over. So I twisted his cock up against his belly, exposing that ultra-sensitive spot right under the head of the cock, tapped a few times so he knew what was coming, and then struck hard.

Even though he was in the sling with his ankles in the restraints, his knees bolted together trying to protect himself. Which of course did him no good. Whack whack whack. A few more just for the fun of it.

When he caught his breath he said, "Can I ask something this time? Can I ask for you to do something?"

Sure, what do you want?

"Secure my hands and put a blindfold on me." He definitely didn't have to ask me twice. I wrapped his wrists in velcro restraints and attached them to the chains hanging from the ceiling holding the sling in midair. I slid a blindfold over his eyes.

As I walked down to his feet again, I slipped my boxers off and started playing with my own cock. With my left hand I was playing with my cock, with my right hand I started playing with the huge toy in his ass once again. Pop pop pop as I pulled three balls out of his ass only to push them back in with a brutal disregard. Every time he moaned it made my cock twitch even more. I think there were only four balls left.

Right now his ass was loosening up a bit, and the next ball went in relatively easy leaving only four balls hanging out. I stroked his cock again to tighten his grip on the balls inside his ass. While still stroking my own cock with my left hand, I grabbed the wooden spoon and smacked his balls, one and then the other, back and forth, back and forth. He was grimacing in pain which only brought out more of the sadistic side of me. It was making my cock even harder.

You must understand that I do respect my boys limits. And until now I've always respected his request but he did NOT want fucked. So my brain has been programmed for many years that I wasn't going to fuck him. The game was changed today. My brain had been reprogrammed. I was going to get to fuck him. He wanted fucked. I wanted to fuck him.

I pushed the next ball up his ass. Two more remained. It wasn't easy, that ball had a hard time making it into his hole. I yanked it and a few more back out of his ass, only to shove them back in. It went in a little easier this time. So I yanked nearly all of them back out and just to hear him moan shove them back in rather quickly. And when that ball went back in his ass I heard it again, "Yessssssssssssssss."

Only two balls remained. Obviously the most difficult because now at least 10 inches of toy was up his ass and the diameter of the balls were getting larger. And I'll say it again, he cleans out like a professional. As deep as I am in his ass as I pulled them out they're sparkling clean. It's truly incredible.

I start to push the second to last ball into him. It meets with much resistance but after a few strokes of my own cock, realizing I don't care about him at this moment, I forced that ball up into his ass and started playing with his cock to lock it in place. And that's exactly what happened. As I stroked his cock I actually watched it pull deeper into his hole. Fuck it was so hot.

I looked up at him, his wrists restrained and his eyes blindfolded. Completely mine to do with as I please. Trusting in me entirely. Yet moaning in delight, actually both him and I moaning in delight. I popped a few balls out and pushed them back in again. Back out, back in.

I told him only one ball left, I gave him encouragement and told him he was going to get it. I have no idea if he realized only one hand had been working on him and my other hand had been stroking my own cock. But for once I was moaning rhythmically along with him. "Fuuuuuuckkkkk.... that's so damn hot," was occasionally escaping my own lips.

I told him to take a breath and bear down as I pushed the final ball into his ass. It wasn't easy, but he took it. The only thing left was the base. Now I'm not shoving the base up his ass, but I did use my fist and pound against the base a few times to make sure all 13 inches were deep inside him.

DAMN! We hadn't talked about condoms. I wasn't going to ask now. I didn't want him to change his mind about being fucked. I didn't want to lose this opportunity to fuck him. But to err on the side of caution, while using my right hand playing with the toy in his ass, my left hand groped the nearby table for a condom. With my teeth I ripped the package open, and I swear to God with my tongue I was able to pull the rubber out of its package. A quick glance to see which was inside out or outside in and I slipped it over my cock and applied more lube to it.

My cock was still hard, my left hand keeping my own cock rigid. My right hand popping a few balls out of his ass only to push them back in. He was moaning, I was moaning. I pulled almost all of the balls out only the stuff then back in. Remember, he's blindfolded and has no idea what's going on.

I pulled the toy all the way out of his ass, and pushed it back in about halfway. I have been sitting on a three-legged milking stool while playing with him, I now kicked the stool out from under me and stood up as I pulled the toy out of his ass and dropped it to the towel waiting on the floor.

I lined my cock head up to his waiting hole and slid in quite easily. If you've been reading my stories, I enjoy fucking, but this was golden. This was virgin territory, at least I think it was, as I think I'm the only guy he plays with, and I'm almost certain I'm the only guy who has ever fucked him as of today. It was definitely virgin territory for me, my cock was finally in his ass, after all these years.

I'll be honest, I really don't remember what I said or did next other than fuck him. I might have asked, "do you like my cock?" Or maybe I just thought of it in my head and didn't verbalize it. I looked down at him. I leaned back a bit so I could see my cock going in and out of his ass. I alternated between going slow, and then leaning forward grabbing the chains behind his head and pounding him hard, really hard, and really deep.

I pulled all the way out and slammed all the way back in again. I thought about doing stealth raw fucking for a minute, but I didn't. I behaved. I continued fucking him with the condom on. I reached down and started playing with his cock as I fucked him. Of course this made his ass squeeze onto my cock even more. This was fucking incredible.

I didn't last very long, and eventually I felt myself shooting into the condom wishing I was shooting into him. I let out a roar like a bear in the woods. But I stayed hard so I continued fucking him for a while longer. I imagine that I was mixing my cum deep in his ass which made me stay hard even longer.

I pulled out and grabbed the milking stool and pulled it toward me again sitting down on it. I plunged two fingers up his ass without warning and started pushing hard on his prostate while stroking his cock. I started barking in order, "Do it boy! Cum for me! Make it count! I want to see a huge load come out of you."

Between my fingers working on his prostate, my hand working on his cock, and the barking of my orders he shot a huge load.

I purposely left the condom hanging off the end of my softening cock. I wanted him to see that I had fucked him with a condom on. I guess I was hoping he would say, "you didn't need that" or "next time let's not use one." But hopefully this too will come in time. Just like everything else has progressed over the years.

We cleaned up, I threw the used condom on the table, and we went upstairs and debriefed for a few minutes.

I've been saving my cum in a plastic syringe, so after he was gone I went downstairs and drained the condom into a shot glass. From there that cum, that cum that should have been in his ass, was added to the syringe. I'm not sure which lucky boy yet, but someone is going to get the syringe full of cum as lube when I fuck him, whoever it will be. Stay tuned to learn more of who's going to get the syringe of cum.