"Ahh that's right. That's why you came back to me. My sweet, hungry boy." John whispered while he was enjoying the sensual feelings of having his cock grow in my mouth.
I felt the tip push into my throat as he hardened to his full size but as I already had all of him in my mouth it somehow went in easier as the cock snaked its way deeper. Soon I had him erect and completely in my mouth. I couldn't breathe and with my nose and eyes already running I struggled to keep him in but eventually I had to give up and come for air. The cock exploded from my mouth with a string of slime splashing on my face that I smeared around my mouth. I had done it. I had deepthroated a big cock on the second day of my cocksucking career. While it was resting against my forehead I wondered how it was even possible due to the impressive dimensions but as I had done it once, I was sure I could do it again. I grinned proudly to John who was now watching me with satisfaction in his eyes. I pushed back down on John's meat and tried to replicate the earlier action but could not quite manage it to the same depth so I gave up on stretching my throat for the time being and concentrated on giving the wet, rhythmic experience that I knew he would enjoy.
After only a few minutes he held my head back and said: "Not so fast, I want to teach you something else today. Let's go to the bedroom."
He led me on to the bed, where I was instructed to lay on my back and start massaging my hole with plenty of lube again while he was slowly stroking his cock. John told me to feel the pressure just right, not to push myself but to relax and the finger will slip in by itself when the time is right. That preparing like this is the best way to ease into the wonders of receiving anal sex with any partner but especially one with a large cock like his. I felt a little embarrassed due to my average sized penis but John said it was perfect for a boy like me. He told me that he enjoys watching it twitch and shudder with the feelings I was experiencing while running my fingers over my resisting anus. It was also constantly streaming liquid to add to the mix of lube and spit around my crotch. Slowly the ring of muscles started to give in to my curious finger tips and I could feel less resistance than before, and there was no pain when I pushed in a finger. John was now sitting on the chair opposite to me so he had a perfect view of what I was doing, and whispered encouragement and instructions to me.
Finally he had seen enough or just couldn't wait anymore, I'm not sure. He stood up and came to me. He gave me a wet kiss, turned me on my side, pushed his cock against my hole and explained it was the most comfortable way to ease into it. He didn't ask if I wanted it, but I didn't resist. He started with only a little bit of pressure and breathed heavily into my neck telling me what a good boy I was and how he appreciated me giving him this joy. He told me that this moment would make him my man and I would be his bitch. Talking like that only made me want to submit more and I pushed back against his strong shaft. Slowly I could feel my muscle stretch around him. I felt John who I only met the previous night for the first time, who was more than my dads age, enter me. I took another man inside me for the first time and it was the most intense sexual experience I had ever felt. John was careful and considerate, never going too fast, never causing me pain. He didn't even try to go all the way knowing where to stop. It was over all too fast. He had anticipated that I couldn't take too much for my first time so he was already close after the blowjob and fingering show I had given him. On his final thrust he stiffened, his cock swole even more and was rock hard. He went in just a little deeper than the other times to make me yelp a little but he was holding on to my hip so as not to let me escape. I actually felt his throbbing as he released his seed into me.
John stayed inside me, letting his cock relax. He reached around me and took my foreskin between his fingers and started to masturbate me with just two fingers, handling my sensitive member very gently. I came almost instantly. I had been so close to cumming for the entire time he was inside me. I sprayed my load on the bedsheets but he didn't seem to mind one bit. John finally pulled out of me and I instinctively held on to his seed as my hole closed tightly after him. I turned around to face my lover and he held me.
"How does it feel? You were amazing Marty. "It's such a long time since I felt a young tight asshole around my shaft."
"It was... Intense. I mean in a good way. It felt like nothing else. Man. I think I liked it a lot. I guess... We could do it again? I mean to make sure," I responded with a hopeful smile on my lips.
Our bodies had been pressed together for a while and both were showing signs of reawakening urges. John and I decided to clean up in between my "lessons" and headed to take a steamy shower together.