Fun and Games Ch. 05

As they pulled out, pulled off and essentially stopped fucking me, I lay on my back on the floor and immediately began to masturbate. Seeing this, Tim and Ron both rushed over and moved me to a sitting position on the couch. They took turns sucking my hard cock and seconds later Ron let it erupt into his mouth. A fellatio virtuoso, he let my semen splash in and out of his mouth and I nearly blacked out from the pleasure. Tim's descrption of Ron's ability was accurate; in two outings I'd had the two best fellatio in my life with Ron at least as good as Tim as sucking my penis dry.

Ron obviously loved the taste of come and swallowed as much as he could as my hard cock slipped over his hand, giving the head of my penis a special cocksucking treat as the semen jetted out of my body and into his mouth. Moments later we began to wind down and realized that all of us were pretty spent. We relaxed and took turns getting cleaned up.

*** "This evening was a lot of fun", I said. "I'm up for doing it again."

Ron and Tim looked at each other and sort of nodded and then I added, "And again and again..." and we all laughed. I love talking dirty so much I just couldn't resist. Before I left I wanted to say a few naughty things.

"Well, before I go I have to say, Ron, that you have a nice hard cock and I loved it in my mouth and up my ass. I was wondering if it would hurt, but it actually felt pretty good. I mean, right now I can feel I did something and I'm sure tomorrow it will be a little sore, but it's not so bad."

"Glad to hear that", said Ron. "I liked everything we did tonight. For a beginner you are great at sucking cock."

"I loved it all" said Tim, looking at the walls. "But I know I will be out of this mode in a few weeks. Soon as I find another girl, that'll be it for me probably for quite a while. But for now I guess I can tolerate you two."

We all sort of laughed and soon I headed home. I naturally beat off furiously several times and was achingly sore. My cock was red and raw and my asshole felt like it was burned with a cigarette. It was stretched, red and fucked raw. My prior experience had been limited to playing with nice little silicone toys, delicately and precisely manipulating their motion as I masturbated in a totally controlled environment. That was quite unlike horny men sliding their hard penises in and out of my asshole and mouth for a collective few hours. This experience was radically different and now that the endorphins had worn off it was becoming quite painful. As I masturbated thinking about the experience my anus was twitching and sore. I put some cream on it and that helped a little but only time was going to cure my quite literal pain in the ass.

I had put my phone on vibrate and didn't notice the text message on it until I went downstairs to charge it. Ron sent me a text about 15 minutes after I left.

Ron: What's up? Me: Nothing, just beating off and quieting down the pain in my ass. Ron: Yeah, you got reamed pretty good tonight. Me: Sure did. I loved it at the time but wow it hurts like a mother. Sort of like a hangover! Both of you put the tool to me. Ron: Yeah, Tim and I put the meat to you pretty good. Me: Can't wait til I am feeling up for another go. Ron: I'm up for it right now. Me: I'd be up for a suckoff but it would take some real convincing to let you fuck me up the ass again. Ron: Can I try? Me: Go ahead. Ron: I'd need to do that kind of convincing in person. Me: You know where I live. Ron: Be there in 15

*** Ron showed up and we didn't waste any time getting naked. His cock was red and raw from fucking his buddies' tight asses and I told him so. I got down on my knees and sipped at his thick cock and let it slide into my throat. I felt his balls up and rolled them around in my hand. For as thick a tool he had, my balls were bigger, but his tool filled my mouth and stretched my throat something fierce. I had to let it pop out of my mouth and then got to work again on it. I was obviously getting better at this, as he said he needed to pull out or he was going to pop. I was so excited that I suddenly, without thinking, turned around and offered my ass.

I was sore as hell. Looking back, I have no idea why I did this and it was a mistake. I was so keyed up I just let him put on a condom and ease inside me. I got down on all fours and he slid inside me doggy style. My asshole was so raw that it hurt even when he penetrated me gently and I should have just stopped then, but I didn't. I was so excited I just wanted to fuck and get fucked again and again. My pain and discomfort didn't factor in nearly as much as it should have.

Ron started slow and then built up his pace. He began to be less gentle, giving it to me hard and fast. Eventually he got to pulling out and slamming me all the way, deep and hard. His balls were banging mine, slapping hard and loud as he rammed his huge rod inside my body. He was thicker than ever and my anus was raw, the pain mounting. I asked him to lube up and take a break which we did. When he returned to fucking me up the ass, my asshole was so sore after only a few minutes more I had to stop. Enough was enough and I laughed out loud saying that I simply could not do anal any longer and that he had to pull out.

"Dude, I can't take any more of your cock in my ass", I said. "It's your turn."

He reluctantly laid down on his back with his big dick hard and pointing up. I put a few pillows under his back and lubed his asshole and pointed my condomed cock at it. Wow he was so tight! No wonder he didn't like anal sex.

"Dude your asshole is really tiny!" I yelled. "It's fantastic! It's so fucking tight!!!", I yelled.

"Yeah, I don't loosen up much. Just go easy if you can."

I said that I doubted I could go easy for long. As I began to pick up the pace his big dick began to bounce off his stomach and big Ron let out some big moans. I couldn't tell if it was pain or pleasure and didn't really think enough to ask at the time. I simply kept re-lubing my penis and slipping my thick cock into his extremely tight asshole, which felt great. "Yeah, bitch", I muttered.

"What did you call me?" he asked, obviously annoyed.

"Bitch. I called you bitch", I said as I continued to slide deep up his ass.

"OK, you don't need to say that sort of thing."

"Yeah, I don't. But turnabout is fair play, no?"

He sort of glared at me a little then turned his head to the side as I continued to drill his tight-as-a-drum asshole. I was getting pretty excited and I got close to coming quickly.

"You like to fuck with that big dick don't you?"

He just looked at me.

"Well, I'm just giving you what you gave to me, a hard ass fuck. Jack off that big cock while I come in your ass", I suggested. What earlier repulsed him suddenly seemed to excite him; apparently he wanted me to take control dominate him a little.

Without a word he started to jack his long, thick dick, and it appeared to widen and lengthen. "Yeah, that's it!" I said. "Make that cock spurt while you get your ass fucked! I'm going to fuck your asshole raw!"

"If you're going to fuck my ass, then do it HARD!" he yelled. He was really stroking his own cock hard now, the slippery sounds of flesh echoing against the walls. He sprang a "come leak" then suddenly huge blobs of come rocketed out of his big cock. A fountain of semen began to flow and spurt out of his pipe, the smell of come instantly overpowering me and filling the room. That was enough to make me pop, and I hammered and drilled his ass like a cheap whore. He yelled out loud as my cock drove deep, deep into his body, my balls slapping hard against the mattress, his ass pitched high in the air on the pillows. He grabbed my ass cheeks and pulled me in, slamming my cock even harder and deeper into his tight little asshole.

"Yeah, you love cock up your ass don't you? You just didn't want to admit that you like it up the ass did you?", I taunted. "You like fucking guys in the ass but you LOVE getting your asshole drilled, isn't that right Ron?"

He was still shooting come and whimpered out, "Yes, I love getting my ass fucked hard. God it feels so good so deep in my ass. Just keep fucking my asshole! Fuck it hard, I love cock in my ass, I love getting in the ass!" he continued as one hand jacked his cock, the other attached to my ass cheek, trying to pull me ever deeper into his tight asshole.

He calmed down a little and talked in a lower, sultry tone in a near whisper. "Yes, oh, please stretch my ass. Teach my ass how to flower and flex around your thick cock. I love it. It feels so good inside me. It feels so warm and tight inside me."

"You *needed* it in the ass, didn't you?", I muttered.

Again, Ron said in a low voice, "You are so right, I needed it. Fuck did I need it", he said, his eyes rolling back in his head as his meat softened. I continued to slip and slide into his body, occasionally pulling out past his super-tight anal ring and he took it like a champ.

His orgasm continued to subside and he was muttering things about anal sex for another minute or two. This was a special moment for him, one in which he really enjoyed the receiving end of anal sex. It was like his personality was transformed, or more accurately, revealed.

I began to pick up the pace, packing his ass full of my cock as I began to climax. With no regard for Ron's physical limitations (that is to say, his relatively inflexible anus) I began to hammer and pound his tight ass until I was on the verge of orgasm. Then I really let him have it. Ron screamed a good bit, poor fella, as I unloaded a few ounces of semen into my slippery prophylactic. I heard a second scream, my own, as His Royal Tightness gripped my cock and milked out the last of my semen.

I slowed down and slid deep inside his body, jabbing him a few more times then slid my cock out of his cherry red asshole. I was totally and completely drained.

Between that giant thick tool of his and his ridiculously tight asshole, he was a great fuck buddy. I could get used to both aspects of his body, I thought! He was fun to fuck!

*** "What a great session", I said as I made my way toward the bathroom. When I got back I was surprisingly aroused again and so was Ron. My asshole was beyond simple pain at this point; I knew if I did anything more it wasn't possible to sting and burn any more than it already did so I decided to take him on.

"I liked watching you get fucked in the ass while your big dick was slapping off your stomach. I want to lie down on my back so you can go inside me that way."

His big thick dick jumped at the thought as I lay down on the bed. Wow, what a total whore I am, I thought. I just asked a guy with a really big penis to fuck me missionary style. I found the tube 'o' lube and applied copious amounts to my confused ass as Ron lowered his massive prick into my mouth. It was rock hard and I worked to suck some preseminal fluid out of its thick tube. I didn't want him to come in my mouth, so I slipped my mouth off his cock and lifted my balls off to the side, sending an unambiguous nonverbal cue that it was time to pound my ass. I arched up my knees a little and Ron got between me, his hard, long penis stiff as a board and thick as my wrist it seemed. I shuddered at the thought of it as he slowly nudged the disgustingly thick head of his cock at my tight little asshole.

"Here I come", he said under his breath as he slid half his tool up my ass. My head reflexively slammed back against the pillow in a futile attempt to straighten out my body. His massive tool continued to inch inside me, sliding along my canal and stretching my thin, anal membrane wide open. After several inches penetrated my body it finally began to feel really, really good!

"Oh, yes", I hissed quietly. "Put that big penis all the way inside me. Show me what you're doing." I craned my head to look down as he moved my balls to the side. I could see his big cock bottoming out in my bottom. He bumped against a kink deep inside me and I shouted out loud at the surprising feeling. "Aaaaah!!! What the fuck is that!" I yelled.

"Just deep up you. I'm deep inside your body. Just relax and start jerking that penis. I want to see it shoot while I fuck you."

I descended into a series of submissive moans and groans as his cock worked in and out my body, but I honestly can't say exactly what happened aside from the fact that Ron was plowing his massive tool into my body. The sensations were rippling through me like waves as his penis made its way in and out of my tight, unwilling rectum. I was fully stretched now and it actually felt pretty good so long as he didn't pull out and tap it back in past my sore anus. He was considerate and lubing me often, so even though his enormous cock was long and thick it was very greasy and moving within me me with surprising ease. This fact was shocking to me given that a week ago I had never had anal sex. I grimaced and sort of smirked at the thought that I was no longer an anal virgin and, in fact, had become pretty good at taking a big cock right up the ass.

I started to jack off hard and it wasn't going to take much because his cock deep inside me felt awesome. Still deep inside me, he leaned to one side and took my cock in his hand and started to slide his hand over my hard dick. While he was still fucking my ass he pointed my cockhead toward his open mouth, furiously masturbating me. That was about as much as I could take and I unloaded a monster-sized moon shot of come. A huge blob landed on his right cheek and he groaned out loud. I continued to come and then he swelled even more and began to come, too. Both of us were shooting at the same time, me right at his face and him, deep up my ass, his balls slapping the small of my back like a bell clapper.

After a few seconds I was surprised to feel that I was beginning to come a second time! I had only had multiple orgasms a few times and the feeling is almost beyond words. His cock was still lodged deep in my ass as I spit out another, much more watery load of semen. It coated my cock and balls and stomach as his glans deep within me pumped out its final streams of semen.

Ron and I separated and both of us had had enough. I remember feeling odd that it was now possible for me to engage in homosexual sex recreationally, enjoy it, walk away from it and do it again. It physically felt good and I was not regretting it at all, which in a strange way concerned me. But there wasn't much time for concern because my next encounter was only two days away.