True Story – Pegging a Boi

* Mid-action. True story *

I speak softly to him… no aggression yet, just sweetness. Nasty, deviant, sex-filled, wet and swollen sweetness.
“It’s ok, baby, I got ya. Fuck, you’re adorable, you know that?
(moan)
What’s that? I didn’t hear you. Do you know how cute you are, in this very compromising and vulnerable position, hmm?” (I push in as deep as I can with my hands around his hips pulling him into me, and then leaning over him as the front of my body lays on his back, so he can feel my body on his, and hear me better.)
“uhhhh god… yes Ma’am”
“That’s right, feel me deep, my little whore. Feel me fill and stretch your sweet hole with each looong, slooow stroke, you adorable ass slut. Jesus, you’re such… a… little… hottie.” (I grab his hair, and move my hands down his neck and onto his shoulders. I give his shoulder a little massaging squeeze and then use them to pull him back into me again.)
“It’s ok, you can moan, baby, no one’s around to hear us. I know exactly how you like it. Mmm hmmm. And it’s ok, I’m not gonna let you fall off the bed… I gotcha.” (he’s trying to scootch back so his knees are further to me because we’ve moved forward and close to the edge of the bed.)

I pull my silicone cock out slooowly, sit on my haunches and get real close to examine his beautiful shiny, gaping hole… then I slide in two gloved fingers deeply as he moans again, and I twist them around inside him as his ass begins to tighten up around them. I finger fuck him as my other gloved hand grabs his rock-hard cock, and I just squeeze it at the base and slide my open palm hand along the underside of his cock, wrapping my whole hand around the head after a few minutes.
“oh god, oh fuuuck…. you’re gonna make me cum, i’m gonna cum…”
“No, I’m not, and NO YOU WON’T. You do NOT come until I tell you you can. Do you understand me!?”

I quickly stop touching his very swollen cock, so close to orgasm, and pull out my fingers from his asshole at the same time. I blow cold air onto his asshole with my mouth, then gather saliva and spit on his ass cheeks. I take my left hand/arm and wrap it around his waist, while I rub my spit evenly in a circle with my right hand, and then SMACK SMACK!! I spank him as hard as I can on both cheeks and he jumps, COMPLETELY in surprise and pain.
“There, that should bring you back to me, you selfish… little… fuck.
Who do you think you are?? You don’t come when YOU want to, you ungrateful little child. This is MY time, and you’re MY fuckhole… MY cock… MY toy. DO you UNDERSTAND ME?! Cmon… what the fuck??!!”
“arhhh.,.. jesus! yes yes, yes. i’m sorry. fuck… i’m SO sorry. yes Ma’am, yes Ma’am, i’m yours. i’m so sorry. god.”

His face is now buried in the sheets, from way too many feelings, emotions, surprises, embarrassment, whatever. It’s expected. I just sit there, letting his cock go soft again, in silence, making him uncomfortable not knowing what’s happening.

Then I rub my fingers on his asshole again and loosen him back up, getting him back into wanting. I slowly slide 1 thumb inside his hole and pull it to the side… then I slide in my other thumb and I pull them apart sloooowly, as far as I can, and watch his slippery fuckhole open back up for me again. Opening up even more than before, as I pull my thumbs apart as far as possible. I know it hurts.

“Bear down, push out for me, my little whore…. I wanna see inside you. Yes, yes… that’s right.. push as if you’re taking a shit. There you go……. oh yeah… oh fuck, that’s niiiice…. ooooph, that’s fucking hot. Good boy… yes… you’re such a good boy”
He’s grunting in between holding his breath, as he’s pushing out as hard as he can while I open him up, so I can literally see inside his hole. His pink wrinkly hole that I want to pull inside out.

“Aww fuck, this is so hot. You should see it. Such a good boy, you are.” (I know it’s uncomfortable and blissful at the same time.)  He moans an ‘oooww god…. oowww’ while I stretch him out.
“Ooooph… god, just look at that beautiful glistening pink hole. Fuck, you make me wet, you pathetic little sissyfag. Imagine what your girlfriend or your boss or best friends would say if they ever saw you like this. Hmmm? With your chest pressed into the mattress and your baby-smooth, tight, round ass in the air, all exposed and gaping for ME? Hmm?”
I move around by his head, my knees on the floor now, so I’m eye-level with him, and I take off my gloves. His head is face down in the sheets, he’s breathing heavy and sweating, so I lift his head gently and stroke his hair and face, and he looks into my eyes with adoration and says ‘i don’t know, Ma’am. i pray no one ever knows. only you.’

“Don’t worry, precious, this is ours, and no one will ever know unless you tell them.”
I kiss his sweaty cheeks, as he closes his eyes and I kiss his eyelids, barely touching them. He moans with anticipation and pleasure, as I rub his lower lip with my thumb, gently and lovingly, him kissing my finger as I move my hand. I rub his upper back with my ungloved hand, fingertips, nerve strokes, going back to his neck and squeezing it as i lean my face into his ear and breathe.
“You’re a good boy, <his name>. You want to make me happy, dont you. Hmm?”
“god, yes Ma’am, yes, so much.”  He tries to kiss and nuzzle his face on any part of my body he can touch (which is mainly my arms). He knows NOT to ever try to kiss or touch my face, unless I explicitly tell him he can. I tell him to get up on all fours, and he does. I kneel up straight, and we’re now face to face. I give him a smirky smile and stroke his hair again, and put his chin up to kiss his nose and then I kiss his open mouth – EVER SO GENTLY and slowly. He remains still, his breathing getting deeper now.

“please keep touching me. do whatever you want.”
“Ah, but you really mean you want me to fuck you some more, don’t you, you sneaky little whore? Right?”
He smiles and we both laugh a little, and I hold his face in both my hands and study his entire face. He really is adorable, and I really love our interaction, his body, his baby-face, perfect teeth, lovely cock and adoring yearning for me. But I certainly can’t let him know how yummy I find him, so I now just kiss him fully on the mouth, my hands moved up and onto his hair again, to grab fists of it in my grasp as we kiss each other passionately.
Once he knew it was ok to reciprocate his tongue in my mouth, both our breathing deepened and I was more than ready to open this sweet young pet up again. I left the kiss with my tongue lapping his lower lip in one sweep, my pussy as slippery as ever, soaking through my boy shorts. He let his head hang down when I pulled back, keeping his eyes closed, as I walked around back onto the bed and into my position behind him once again…. my hand never leaving his back, never breaking contact with him.

I grab some more lube and drip it all over my 9″ flesh-colored rubber dong and his ass crack, and I lean over and kiss his lower back along his spine, laying my cheek on his skin for a few seconds. I can feel him arch like a cat and moan quietly whenever I touch him. He lifts his head now, as I press my cock up against his assflesh and wait. He’s panting and I’m waiting, not moving.
Then, as anticipated, he starts to grind his hips once again, his cock growing while he moves himself back into me. I take my hands and put them on his ass cheeks and spread them wide and slowly push myself into him.
I LOVE the feel of the ‘pop’ when my dong head breaks through his tight sphincter as he moans low and happily again. Then you can feel (if the dong is long enough), when it reaches the ‘second sphincter’ deep inside, where the depths of the bowels awaken. Men moan differently when that happens… I’m literally straightening his colon, his prostate swollen, and everything raw and ready. There is NOTHING like this. I’m happy he found me. He had no idea it could be like this.

I bite my lower lip, grab his hips and lean over him, much more intimate than before. This time will be faster and hard… this time will wear out his hole and hurt my knees. He knows this, and can’t wait. Fuck, he’s adorable.

I love what I do. L O V E… ♥
And so it continues…

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This is a one of my true stories with someone who was NOT my person, but a very special client. I never had sex with him, he never touched me, and our mouths never touched anything other than each other’s mouths. I loved seeing him, and I’d think about him after he’d go home. Such a sweet boi.
He moved away to go to grad school.
I miss him sometimes. ♥