Hot Anal Training Session…. Your Place?

Story Written by Chatter: Diana Desire


I wake up every morning, feeling horny and curious. There’s something that’s been lingering on my mind for quite sometime…. I’ve been yearning to know what it feels like to have my anus stretched. I watch anal porn, but over time, I’ve found that I become more curious about what a nice hard cock feels like inside of my tight ass. Will it hurt? Will it feel magical? Will I want more?

I want nothing more than to experience hard cock deep inside of my butthole. I don’t care who does it. I just need it inside me. The feeling only gets more intense and my tight hole is throbbing with each waking thought. I turn on my hot water and dip my cold body into the shower, close my eyes and flex my hole.

After my shower, I pick out the shortest skirt I can find and carefully slip it over my hips. I put on my spaghetti string top with no bra to keep my hard nipples exposed. Pulling my long thick black hair into a ponytail, I add some red lipstick on my thin juicy lips and start heading out for my day.


At the coffee shop, I spot you. You see me, and stare down at my hard nipples, licking your lips. I notice you and where your eyes are angled. I look down at my nipples, smile, and look back up at you. 

All I need for you to do is look into my eyes so I can wink at you. Finally our eyes meet. You walk over to me and ask me where I’m from. With a smile, I softly say; “Let’s cut to the chase. Are you down to fuck me?” Taken aback by my bluntness, you nod, yes. I lean in closer to you and whisper, “Will you train my tight asshole? It’s one of the things I have on my bucket list. I want it, S-T-R-E-T-C-H-E-D. Can you help me?” I lean back and look at you. Your eyes closed, you lick your lips again and nod, yes. “Good, where can we go?” I ask. 

“My place.” You utter, wide smile on your face. You pay for my coffee and take my hand as I follow you to your place. 

When we arrive, I place my coffee down on your counter, you grab me by my hips and begin kissing me. Rough but passionate. “mmmmm, yes, put your tongue into my mouth.” I whisper in between kisses. Your hands make their way under my skirt. “Oh baby! You’re not wearing any panties!” You say, eyes wide. “mmmm, yes baby, easier access.” I say.

“Turn around, let me taste you.” You tell me while you usher me around and you get down on your knees. Your warm tongue going down the crack of my tight brown ass as you spread my cheeks apart and you lick my virgin butthole. I moan with pleasure in having your wet mouth buried in between my cheeks. “Yes, baby, lick me up so good. Get me nice and wet. Slobber on my hole. Worship my ass.” I say. You hum on my ass hole and kiss it. Your cock growing harder and harder with each lick. You slap my ass and hear it jiggle. “Ohhhh yes!” I moan. My clit throbbing, ass yearning more and more for your hard cock to enter. You stick your tongue into my ass hole and fuck me with it. I moan louder…… and louder. “mmmmm yes, fuck my tight ass hole with your wet, sweet tongue baby, yes, you feel so good!” I say. While you fuck my ass with your tongue, you stroke your cock and feel your own wetness accumulate as you prepare to train my anus. Thick and clear, you rub your precum over your head.

“You want my cock baby?” You ask. Veins running through it, busting out, still throbbing.

“I want your cock baby!” I respond. I look up at you as I’m bent over, pouting, my own tongue out, grazing over my lips. “Give it to me, baby. Don’t hold back."

“Where do you want my cock?”

“In my ass hole.”

“Beg for my cock to be in your asshole.”

“Mmmmm please baby, can I have your cock in my ass hole?”

“You can, but that’s not the proper way to ask. Do better.”

“Ohhhhhh, baby, you’re so hot, MAY I have your cock in my ass hole. PLEASE?”

“That’s more like it. How do you want it?”

“May you go slow baby?”

“Tell me you want the head in slowly.”

“I want your head in slowly. Pretty please baby.”

“Mmmmm, that’s right. That’s my good girl.”

You slowly spit on your cock, and on my ass hole before you stick the head of your cock into me.

“Ohhhhhhh, fuuuuuuuuck, you feel so good. Your head feels so good baby!” I exclaim. My eyes closed, pussy walls and clit throbbing. I begin to finger my clit and pinch my nipples. 

“You like it like that baby?” You ask.

“Yessss…..!!!”

“How about we bring it in a little deeper? Stretch your hole just the way you asked. Isn’t that what you wanted?”

“Ohhhhhh yesssssss…. Please stretch my hole!”

You slowly push your hard cock deeper inside my tight ass, captivating the experience watching your cock stretch it and seeing my tight ass hole cover your cock hugging you, snugly. You moan in great pleasure and utter, “fuuuuck”, eyes rolling to the back of your head. You begin to stroke my ass hole faster, and faster, eventually pounding out my tight ass hole.

“Oh, oh, oh, oh, oh, yes, yes, yes, yes.” I begin to yell out in pleasures and pain. “It hurts soooooo fucking good.” I say. You hold my hips and watch my ass cheeks clap against your pelvis. I flex my ass hole tighter around your cock, my tits now out of my top and swinging front and back with each pound. My toes begin to curl, your balls slapping my clit. I pull my pretty brown pussy lips apart to feel your balls slap my clit directly. “Oh baby, I feel like I’m going to squirt.” I say.

“Oh yea baby, squirt on d*ddy’s dick, make d*ddy cum. Where do you want my cum baby?” 

“May you please make my butt leak?” I ask. 

“Ohhhhhh fuckkkk, keep saying that baby!” 

“May you please make my butt leak? Please make my butt leak…. Oh fuck daddy, I’m about to squirt, may you please make my butt leak? Fuuuuuuuuuuuuuuuuuuuuuuuuuuuuccckk….” Before we know it, I’m squirting and making a huge liquid mess all over your balls and floor. I feel your cock throbbing deep inside me with your load filling me up. You follow suit with your heavy, creamy, warm, load, deep into my rectum. I grind my ass and hips, tighten my hole to suck the rest of your cream and empty you out. I turn around and stare up at you with my pretty brown eyes. I whisper “That was so fucking good. Thank you.” Out of breath, you nod and whisper “no problem, can we do this again?” 

“Maybe” I say.

“Well, what’s your name?” 

“Diana…. Diana Desire."

Comments