Chapter 1: Chapter 1
"You must be careful with those long dildos, they can get lost up there."
"I don't use them for penetration, Jane ', Samantha, my anal trainer said, 'I use them for stretching. Stretching is key to being a great anal acrobat, you must know how to relax your sphincter so that it stretches properly.That way you won't get hurt.'
I nodded, but I didn't really understand what she meant. "It's a muscle just like any other, you have to work it to get it strong.
Now, I'm going to push you hard. I want you to feel the power of your ass ', she told me. "Ouch!" I whimpered, but I knew she was right. My ass was powerful, it could take a lot without breaking a sweat.I just needed to learn how to relax my sphincter so that I could take more than my share of deep dildos.
"Relax, my love," my trainer said, stroking my back as she did so. "Let your body take what it needs. It knows how to do it."
Samantha was stunningly beautiful.She had a cute little nose, full lips, and smooth skin. Her breasts were big, round and firm, obviously with breast implants, and her nipples were the size of a pea. She wore shiny latex dress which hugged her figure tightly like a second skin. Her long legs ended in extremely high heels, and her hair was long and shiny. She was a walking, talking, orgasm machine.
"How do you feel, Jane?" Samantha asked in a husky voice. "Ready for round two?"
"Yes, ma'am," I said, unable to deny her request. I felt wonderful, I could barely keep my hands off myself. I felt powerful, as if I could take anything she wanted without breaking a sweat, but I also felt stretched. I could barely move after taking that huge dildo up my ass. "Give it to me, I panted, gasping for air. "Harder, Sammi, harder!" She increased the speed and force of her thrusts, hitting the right spot every time. It felt like I was in a cloud, floating among the stars.The longer she went on, the more I felt like I was in a trance.
"Oh, yes, baby, yes, oh, fuck ! I groaned, barely able to control my voice as waves of euphoria shook me from time to time. My eyes closed tightly, tears streaming down my face like a river during a downpour.I felt my pussy open, juice dripping from my cunt. I was losing control, my voice was getting higher and my breath was getting heavier.
"Oh, yes, baby," Samantha said, grabbing my ass cheek and pulling me closer to her. "Take it, take it all the way in!"
"Oh, God," I gasped, "It's too much, I can't take anymore!"
"You can, baby," Samantha said
stroking my back with her long fingers like she was trying to soothe me. "You can take all of it. Just relax and let it happen."
I tried, I really did, but it was no use. I couldn't relax my sphincter enough to take more than my share of deep dildos. My ass was on fire, but I couldn't stop myself from taking more and more. I felt the dildo bulge my belly then pop out of my ass like a cork from a bottle. Samantha catched it with both hands and quickly pushed it back into my gaping ass hole.
"Let's try again, baby," she said. And she pushed the dildo even deeper inside me.
I was trying so hard to control my breathing, but it was no use. I felt like I was going to pass out, but I didn't want to stop. I needed more, I needed to cum, it was driving me crazy not to cum. I needed control, I needed to stop myself from cumming, I needed to cum, damn it, I needed to cum."Fuck, yes, baby, yes, oh, fuck, yes, baby, yes, fuck, yes, baby, yes, fuck," I grunted, unable to hold myself back from cumming. My whole body jerked, twitching like a rabbit caught under a hunter's glare.My hips bucked, squirming against the bedding. The room spun, colors bleeding together until they became indistinguishable blurs. My ass hole pulsed, squeezing the last of the dildo, my whole body going into a spasm.
Finally at one moment I felt the dildo slip all the way in and disappear deep inside my bowels. I screamed, I really did, it was that intense.
Samantha held it deep there with her palm, and I felt every inch of my body tremble from the feeling, it was the biggest orgasm I had ever had, and it was long, drawing out, torturous. "Oh, God, I'm coming, I'm coming, I'm coming, I'm coming," I screamed, unable to stop myself. It was painful, and it was long, and it was torture, and it was fucking wonderful. And then I passed out.
When I came to, I was still on the school table, my legs spread out wide, and Samantha was hovering above me. She gently rubbed my butt hole with her palm.
"Oh, God, yes, baby, you did so well today," Samantha said, stroking my bum. "You took everything I gave you and more. I knew you could take it, I knew you could handle my deep dildo better than most girls. Such a nice belly bulge, honey, mmm... Now don't push it, baby, I need you to hold it inside. Now stand up and take off your dress, we need to replace it with something sexier. Let's make you a living latex anal doll, baby, I'll help you get ready."
I stood up, slowly unbuttoning my dress. Tilting my head to the side, I looked at her, admiring her figure once again. She was tall, long, lean, and sexy as hell in her shiny dress. The latex was so magnifying, it just screamed sex! Her dark hair fell past her shoulders in loose curls.
"Now what?" I asked when finished getting naked, unable to keep myself from staring at her gorgeous body. Samantha smiled, showing off her perfect teeth. Her lips were red, plump, and full. This is going to be so fun, I thought, letting my mind wander while I waited for my next turn. I was turned on, but I was also hungry. I wanted her so badly, but I knew I had to wait.
That's why I let my mind wander, thinking about her while I waited. In a few minutes she came back, holding some some pieces of latex clothing in her hands.
"Now, baby, I'm going to help you get into this. Wearing latex is not an easy thing to do. And we still need you to hold that long dildo inside your bowels. So this garment will help."
The garment she showed me was a long, full-length gown made of soft, malleable, living latex. The kind that stretches and molds to your body. The kind that feels like second skin. The top part was cut away, leaving only a small opening for my head. I loved it. I wanted to wear it. It was beautiful, and sensuous, and perfect for this purpose. I put it on, grateful for her help.
She then guided me into a sitting position, instructing me to open up my legs so she could see my anus better. The double-ended dildo was still inside my bowels.I did as she said. I still felt the long, narrow dildo which was inside me, stretching me beyond anything I had imagined. It was so big, so long and so deep inside me that I could feel my insides being pulled apart, stretched, elongated. It was a wonderful feeling, and I closed my eyes, enjoying the sensation as she put her palm near my bum hole. Then I felt my tight, warm anus open up a bit, releasingits grip on the invading tool. "Open up, baby, let me see that pretty toy you are hiding in your hole," she said, teasing me. I felt so naughty, so exposed, yet I loved it. I felt like a freak, but in a good way. I felt free, and sexy, and wanted.I gently pushed it with my anus, releasing just the tip of the long double-ended dildo from my ass.
"Yesss, baby! Now try to suck it back inside just with the forces of your bowels and ass muscles. I know you can do it, baby. Imagine you are breathing in with your anal hole and exhaling all that pent up lust through your mouth, just like I do when I masturbate with my strap-on. It makes me cum so hard, baby, just like you did today with that monster dildo up your ass."
I tried to imagine I'm breathing with my ass, but it gave me no result. The dildo kept sliding out from my hole slowly Samantha pushed it all the way back inside me with her hand.
"Let's try again, baby. Push just a tiny bit out of your assand try to suck it back in. I know you can do it, I know you can take my long dildo. Samantha continued to work my ass, massaging it gently with her hand while she spoke to me. She was right, I could take it, I could handle it. I had been trained, it was true.I was a good little anal whore. But I also knew I could take more than she was giving me. I was greedy, I wanted more.
"Now push, baby, I'm waiting for you. I know you can take it, I've seen you take it. Just let's train your ass to do that without the help of my hands. Push it out and then suck it back in. " Till I tell you to stop, baby."
Samantha had been training me for this for weeks. I pushed just a little bit out. I sucked it back in, and pushed a little bit more. Then sucked the dildo back inside again. I felt so powerful, I felt in control. I could take anything, I knew I could. This was my life, this was my body, I could do what I wanted with it.I pushed out with my anus, feeling the long, tapered end of the dildo slide past my tight sphincter. I sucked it back inside me, taking deep breaths with my ass as I did so. I pushed again, this time all of it, the whole twenty inches, out of my ass and then with a single move of my anal muscles I sucked it back inside my bowels. I did this several times, taking longer and longer ass breaths with each attempt. Finally I felt my pussy open up, my juices flowing, my orgasm building. I was becoming a pro at this, and I felt so proud.
"Oh, baby, you did it! That's my girl! You took it all the way out and then sucked it back in again. That's my girl,"she said, squeezing my buttock as I did so. I felt her fingers caress my anus as she did so. I felt so proud, I felt like I could take on the world.
"That's the way, baby!" She patted my buttock, making me feel like a prize. "Now I know you can take it all the way in your ass. So we can go further in teaching your bowels stretch and make a big level up on the next lesson. Keep up the good work, my girl."
"Thank you, ma'am," I said, a little breathless.
Chapter 2
The next day I woke up full of energy and got myself well-prepared for my daily ass-training. First, I needed to take off my latex gown, take a shower to get all the lube off my body and clean myself up. Enema was an essential part of my daily routine, it was obligatory. I had to be cleaned out thoroughly before I could attend lessons, otherwise I would have big problems. After that, I needed to apply some makeup and get ready. My girls were waiting for me in the dressing room. They were dressed in their leggings and tank tops, ready to go out and play.We were a tight-knit group of girls. There were four of us in our little group. We called ourselves the Academy of Performing Arts and Techniques. Each of us had our own specialties. Jasmine was the muscle queen, she could bend you over backwards with her elbows and force you to take deep breaths with her nose.Sandra was the skin queen, she could make you look like you had a face-lift with her makeup and skin-care products. And finally there was Selena, the fashion queen. She could dress you in anything you wanted, as long as it was leather, latex or plastic. I was the youngest, at twenty-three, but I had the most experience, having been with them for three years.I was the best at what I did, I could make anyone cum just by using my mouth. And finally there was our anal teacher Samantha, the oldest at thirty three, but the most beautiful. No one could compare to her, not even me. She was drop-dead gorgeous with long legs, big round tits and a shapely ass that didn't need to be padded to look good. And her latex costumes looked so cool and sexy on her. She was the only one who could get away with wearing those in public, outside the academy campus. Everyone else had to stick to cotton or Lycra. I was in love with her, I had been ever since my first day at the Academy. I wanted to look like her, I wanted to be like her. She was my idol, my role model.
"So how did your day go?" Sandra asked, her face close to mine as she adjusted my makeup. I nodded, and she kissed me on the lips.
"It was great. I've learned how to control my anal muscles, so now I can really stretch my ass. It feels amazing. Now I can take a full twenty inch double-ended dildo up my ass. And I even learned how to use my bowel muscles to push it out andtake it back in again." I said, smiling and patting my buttock, making sure she saw me doing it. "That's great, baby. Now I know you've been working hard. Sandra gave me a hug, which I returned, and then she pulled away to look me in the eyes. "And I know you want to impress our academy headmistress. So what you have to do is practice every day.Practice makes perfect, my girl."
"You're right, Sandra," I said, hugging her back.
"I really wish to master anal acrobatics to be able to carry anything in my butt, just like Samantha. And I mean, just anything! I said, picking up a manila folder and opening it, revealing a drawing of our Headmistress Leticia on the front and a list of instructions on the back. "Do you have any idea how hard it is to get an appointment with her?"
Practice makes perfect, my girl."
"You're right, Sandra," I said, hugging her back.
"I really wish to master anal acrobatics to be able to carry anything in my butt, just like Samantha. And I mean, just anything!" I said, picking up a manila folder and opening it, revealing a drawing of our Headmistress Leticia on the front and a list of instructions on the back. "Do you have any idea how hard it is to get an appointment with her?"
"Well, Jane, it's a thing of far future, let's just leave it there for now and talk about today's activities. What lessons does every one of us girls have today?" Sandra asked cheerfully.
"I have a day of Anal Stretching," Selena said.
"And I have Deep Colon Cleansing classes," Jasmine said.
I looked at my timetable. "Seems like I have Deep Throat Dildoing. Sounds a bit scary. Wonder how they are going to teach me... Oh well, all part of the learning process, I guess," was my answer.
"And tomorrow is our day of group lessons, remember? Advanced Facial Expression Classes, Lingerie Modeling Lessons and then some Group Sex Practice. So we are going to have some fun tomorrow," Sandra said, flashing me a smile that took up half of her face. "And the day after, we have another round of lessons. It never ends, does it?" "No, it doesn’t seem to. Well, let's get it started, girls," Sandra said, clapping her hands together loudly before waving energetically towards the main entrance to the main academy building. As soon as everyone stepped inside, we wished good luck to each other and went to start our learning day. The Deep Throat Dildoing room was on the third floor of the building. I walked up the stairs and found the place. There were two large mirrors set behind glass doors along the wall. In between them stood a long table with lots of various plugs and dildos and other sex equipment laying on top of it. "The teacher will see you now," Sandra said, touching my shoulder gently as I passed her on my way to the door.
"Welcome to the Deep Throat Dildoing Room," the voice of my instructor, Ms. Page, greeted me when I opened the door. "Please, take a seat," she said, gesturing towards the chairs in the middle of the room, "I'll be back in a few minutes."
I did as she said, staring at the toys scattered across the surface until I felt brave enough to touch one. Afterall, these things had been used by many people already, I thought, so I studied them for a while, getting used to their size and weight before deciding to try one out. When I picked one up, however, something stopped me from putting it into my mouth.
"First lesson: Don't panic if something big goes into your mouth; relax and enjoy yourself. You can always spit it out later, or even swallow it whole, but only if you give it a chance.Relax, breathe, and feel free to explore. That's why we brought you here, after all. ” I sat back in the chair, taking in her words and letting my hand hover above the table, ready to grab whatever I wanted if I felt brave enough.“So, this isn't actually my size..." My fingers trailed down the side of a realistic dildo toy, feeling its material softness against my palm. Suddenly I felt brave enough to take it in my mouth, so I did. It was big, but not unmanageable. I sucked it gently, feeling it grow in my mouth until it was as big as my fist.My gums stretched around its huge head, making sure I didn't choke myself trying to fit it down my throat. Once again, nothing happened except my mouth watering at the taste of rubber and lubricants. I was beginning to think I was doing this for show, that she wanted me to prove I could take it, but I kept going, hoping something would happen.Finally, I felt the dildo press against the back of my throat. "That's enough with this toy. It's too wide you yet," Ms. Page said, pulling me out of my chair. "Now get the pink double-ended one. I want you to practice deep throating it. Start with just the tip, and work your way up."
I nodded, and grabbed the toy from the table. I put it in my mouth and sucked it gently, feeling it tickle my tongue as I did so. When I pulled it out, its tip was slick with my saliva. I lined up the toy in my mouth, using my tongue to move it around before letting it go back down my throat.I did this several times, getting used to the size and weight of the thing before taking it further into my mouth. Finally, I felt confident enough to push as far as I could and took about a quarter of its twenty inch length down my throat.
"Not bad for the first time," I heard her say, and I smiled. "But truly mastering the Deep Throat Dildoing means taking the whole twenty inches down your throat and into your stomach without gagging. First let's try half of that length." I nodded, and pushed the toy deeper into my throat. I felt a little sick but I forced myself to keep going. Afterall, I had to prove to her that I could do it.She nodded, and pulled the toy out of my mouth. I felt the warm liquid drip from my lips and chin, and I smiled. I did it! I took half of the twenty inch toy all the way down my throat, and I didn't gag! What a relief. Taking it all the way in my mouth was a little sick, but it was a wonderful experience. Deep throating was an art, and I was determined to master it.
"Now let's try something a little different," Ms. Page said and I knew what that was. She reached under the table and pulled a long, tapered tube from a box. "Open up.I want you to practice taking this thing in your mouth." I did as she said, opening my mouth and pushing the end of the tube into my Jaw. I could feel her hand move behind my head, and I heard her whisper, "Good girl. Now take it all the way in your mouth and out again. Slowly.That's my girl." I did as she said, opening my mouth as wide as possible and pushing the long end of the tube into my throat. My girl. I liked that. It made me feel submissive, which I loved. I felt eager to please my mistress. I licked my lips as I worked on taking the long, tapered tube in and out my mouth.
"Now let's return to the double-ended one. One of your goals is to be able to kiss with another girl while you both take both ends of the double-ended toy down your throats. Let me be that girl for now. You can practice with this one.\" I nodded, and closed my mouth around the long end of the dildo. Tilting my head back, I took it as far as I could, and then swallowed it whole. I coughed a little, but it was worth it. The feeling was electrifying, and I wanted more.I wanted to be that girl. I wanted to be able to kiss another girl while I took a giant dildo down my throat.
"Now, as you know, 'practice makes perfect' and I mean it. Every day I worked on my Deep Throat Dildoing, and by God, it paid off. Let me show you, " with these words Ms. Page took the other end of the dildo in her mouth and let it slide into her throat easily, moving her head towards mine. Her lips touched mine, and she pushed her tongue into my mouth, filled with the other half of the dildo. Tongue twirling, lip smooching, heaven. After some kissing with the dildo in our mouths, she pulled away and said, "Now we have another thing to do. It may be kinda surprise for you, so get your ass ready. And I mean your ass, Jane." "But today is a Deep Throat Dildoing day, why the ass?" I wondered, and she smirked. "Well, we'll test how good are your daily enema skills, and we'll check it by putting this dildo all the way in your ass, then taking it out for us to see if it is clean enough to go in the mouth. Do you understand?" I nodded. "If it is clean, I'll let you practice with another girl. And if it isn't clean..." No Play for You!' is my motto, and you will clean your feces from the dildo with your mouth and tongue every time until you get it right." My eyes widened. "You mean