Femboy Anal Training Novels & Stories

she asked, the skin between her brows creasing beautifully. I stepped forward, cupping her face gently. "I know my finger hurt you slightly last time. So we want to use the plugs to do some anal training, one day at a time, so that when the time comes, you won't feel a lot of pain while we claim you in both holes at the same time." "Oh god," Delaney moaned, her body visibly trembling a bit. "When you say it like that," she breathed. "I can't imagine feeling you both inside of me," she finished, letting out a nice hiss.

Then I stopped a second, realizing I might be pushing this a bit too far. "Have you ever had anal sex?" I asked her. "No," she answered hesitantly. "Mmmm," I pondered, "As tempting as that little brown eye is, this isn't the way to break you in." I slipped my cock back inside her, and smacked her ass again, not too hard, but hard enough to feel it. "Fifteen," she sighed, "thank you, Sir." "Although this is not the time," "Sixteen." "...I think we should start training your ass,"

I was going to be safe, but I was going to be brave. I wanted to be perfect for him. I needed to show him I was serious, that this wasn't just a game to me. I opened a private browser and found a sex toy website. I felt my cheeks get warm as I looked at the things they sold. I needed things that would show him I was ready for his kind of play. I found a section for anal training and saw a big plug made of black silicone. It was bigger than I thought I could ever take, but I wanted to be ready for him, ready for anything he might want to do.

“Tell Daddy who you belong to. she answered I belong to you! I’m Daddy’s little submissive mate. My holes are yours to train and ruin! He rewarded her by slamming his cock back inside and finally letting her cum. Monalisa screamed as the orgasm crashed through her, walls passing violently around his thickness. He fucked her through it, then flipped her onto her stomach and took her ass again — slower this time, training her to relax and take him deeper. The filthy sounds of lube mixed with her juices and his pre-cum filled the room as he worked his knot against her stretched rim. When it finally locked inside her bowels, he flooded her with another massive load, belly slightly distending fro

Damien trying different positions, training her body: Monday: Bondage training. He tied her to the bed in different positions, fucked her while she was helpless. Tuesday: Deepthroat training. He spent two hours teaching her to take his entire fifteen inches down her throat without gagging. Wednesday: Endurance training. He fucked her for three hours straight....multiple positions, multiple orgasms, pushing her stamina. Thursday: Toy training. Vibrators, dildos, plugs....he used them all on her, sometimes alone, sometimes while fucking her.

I shrug and grab Nova’s hand. Nova finds a book on gay sex positions and gay sex for beginners and suggests we read it. So into the basket it goes. We each get our own anal training kit…I am not sure what some of the things are but Cade explains that one of them is to get the lube up in there and the bulb with a hose is an anal douche, which can make for a cleaner experience, but isn’t necessary all the time. “Best used occasionally, over usage can cause you to dry out and cause tearing.”

"No, sir." "Then it's time to begin your training." I inserted the penile projection of the Slave Trainer into her pussy and secured it with the straps. I'd previously downloaded the app and inspected it's features and so it only took a few moments to start it up. Julia moaned when it started. I left her secured and went into the kitchen to make supper, essentially reheating leftover pot roast Julia made on Wednesday. I could hear her in the living room, alternatively moaning and cursing when the device shut itself off. Apparently, she was quite close to orgasm as I heard her curse twice while I was preparing the food. My timer went off and I went to her and removed Julia's nipple clamps.

groaned Keily as she rubbed at her virgin twat. "I'm going to fuck your asshole with this Pink Anal Delight!" I groaned, grabbing a dildo out of my bag. It was a slender, pink shaft design for anal masturbation. "And while I'm doing that, my dick is going to be slamming into your virgin pussy. I'm going to pump your snatch full of all my seed. Just like I did to your mother." "Thank you, Mr. Miller!" Keily squealed and hugged me. She rubbed her small breasts on my chest as the girl kissed me.

I would never see Him as Leonardo. I raised my legs on the counter, spreading my feet apart so my cunt could take the 7.5 cm bottle and 12-inch-long bottle. It was not my first time. I was trained for this. I grew up just for the sake of making men happy. Hence, that woman did not hurt me. Not this way. “hm… damn…” I mouthed, leaning into the wall. By this time, the bottle was well coated and was ready to invade my walls.

Clench again… and when you release, imagine me growling softly: “That’s it… let your greedy cunt flutter and drip for me. I can already smell how desperate you are, pretty girl.” Do you feel that fresh rush of wetness flooding your folds? The way your clit is getting so puffy and sensitive, begging for a touch you’re not allowed to give? Your hands stay exactly where they are — by your sides or above your head. No touching. This is no-touch training, baby. Your orgasm will come from my voice and your helpless obedience alone. I know how hard that is for a weak, horny girl like you… but that’s exactly why I’m doing it.