Hi pussy lips are soft and tender and it's trying not to let my fingers in. I keep applying pressure until I get past it's tight little opening and he begins to moan very quietly. "Good boy, do you feel my finger in you?" I ask. "Yes Sir," he replies. "Does it feel good?" "Sir, it hurts but also feels good." So I take my finger and place it all the way in which makes him exhale deeply and raise his body a little. I take my finger out and offer it to him to clean and wet and I include another finger for him to get wet as well. "Get them good and wet because you know they're going back inside your pussy," I encourage him. I then place the two fingers at his opening again and push until they're both in and he's whimpering and moaning, dealing with all his mixed emotions and a little pain. "Sir, it hurts, please take them out. I don't know if I can do this. Sir.....," he's pleading with me until I go further and hit his prostate and then his breathing gets harder and he's moaning and his dick is hard and leaking like crazy. "What is that? Why does that feel good, Sir?" he asks between breaths. "Just enjoy it. That feeling is what's going to make you want to get fucked. That's what's going to make you want to be a pussyboy," I whisper to him. He just lets himself go and writhe and enjoy all these new feelings.
I take my fingers out and I look at him and he looks like he wants them back. His pussy is winking at me and looking so beautiful. "How about some more?" I ask as I shove three fingers into his mouth and he sucks them like it's a cock and gets them good and wet. I shove them deep in his throat getting them coated with as much saliva as possible. I yank them out of his mouth and start in on his pussy again, now he's really going crazy with lust. Moaning and writhing begging me to fill his pussy with my fingers. I don't want to scare him so I gently enter him but then I slide the three in him until I hit his prostate again and he's almost screaming he's enjoying it so much. "Look at yourself boy. Look at how much you really love having your asshole turned into a pussy. You want to be fucked so badly but you don't know how to tell me. What you better think quickly or I'm taking my fingers out and not putting anything else in you," I say tauntingly.
"Oh please Sir. Fuck me, fuck me, fuck me with your fingers or a dildo or a plug or best of all your beautiful cock. Sir please.........," he's pleading now, overcome with lust. I just keep finger fucking him, watching him go wild with pleasure. I loved watching him and now he's pushing back to meet my fingers and get them in as far as possible. I love how tight his pussy is and couldn't imagine how good my cock was going to feel buried in him. One last plunge and I withdraw my fingers and shove them in his mouth. He licks and sucks like he needs to prove to me he wants to be a good boy.
I announce to boy I have to piss so he gets up and goes to the bathroom while I follow him so I can watch his ass. I tell him to sit and I place my cock in his mouth and unleash a torrent of piss in him. He gulps greedily not wanting to waste a drop of his new favorite liquid. When I'm through he thanks me and I tell him to pee if he needs to. Now I tell him to get in the bedroom and wait for me. I make him wait a few minutes and smoke a cigarette so he can anticipate what coming next. I return to the bedroom and find him standing by the bed waiting for me like a good boy. I place my body next to him and kiss him passionately, playing with his luscious nipples and slapping his balls lightly. I tell him to get on the bed on all fours and reach into the nightstand for the lube. I grease myself up as well as his pussy which makes him moan with pleasure. "OK boy, it's time for you to feel the real thing. You and your pussy will love this," I tell him and he just breathes heavily.
I place my cock at his entrance I push until just the head is in and he's already going crazy with lust. I leave it there teasing him and he's trying push back to get more of me in but Ii hold him still and slap his ass. "Don't push yet. You'll get it all when I'm ready," I tell him. I cannot believe how tight he is. He has the sweetest tightest pussy I've ever had. I'm sure my cock my leaking precum like crazy. I start giving him a little more of my 8 inches and each time I give him more I pull back and start again. He's loving this, his breathing is ragged and is dick is leaking. Before too long I've got all of me in him and hitting his prostate. He's moaning and loudly and telling me how good it feels but he feels likes he;s going to shoot his load. "Good boy, you can shoot anytime I'm fucking you as long as you don't touch your dick," I tell him sternly. By now I'm giving him a good fucking, not too hard but deep and long, savoring every moment. To be honest, I wasn't going to be able to hold off too long. His pussy was just that good, normally I can go for a long time without shooting off.
"Boy, your pussy is so tight and so warm I'm going to give you a present you'll never forget," once that is said I feel him start to cum and his orgasm lasts for a few minutes. He's out of his mind with pleasure. He's breathing hard and lost in his new feelings but I'm still fucking him and feeling myself getting ready to blow. One last shove and I stop and tell him here's his gift and I unload into him. "Sir I can feel your cock pulsing and shooting inside me, inside my pussy. Oh Sir, it feels like nothing I've ever felt before. Thank you Sir, thank you," he's says while he's crying. I shudder and give out a loud moan and collapse on top of him. After I come down from my orgasm I wait until I'm soft before I pull out. When I do he's so tight nothing seeps out. I tell him to turn around and put my cock in his mouth and tell him to clean it. While he's doing that I place a finger in his tender just fucked pussy and he flinches because it's so tender now. I feel my cum in him and it feels like I shot quite a bit. I withdraw my cock from his mouth and my finger from his pussy, then place my finger in his mouth and tell him to enjoy. He licks and sucks like he needs it badly.
"Boy you did a very good job tonight. Just to let you know your pussy's going to be sore for a few days but I'll show you what to do to help with that. But soon you'll get used to me fucking you and before you know it no more pain. Now get some sleep and we'll see what tomorrow brings." Before we get settled in I have him clean his cum from the sheets with his mouth, which makes my cock twitch. I think to myself I am going to have so much fun with this boy.
(Thanks for all the feedback you guys have given me. Love hearing from all of you.)