Femboy Anal Training Novels & Stories

I'll find a way to save you. Lily whimpered with her face to the ground, feeling more humiliated than ever in her life. She felt like she was doing something wrong, something dangerous and unwholesome. She was with Xavier behind the university gym, enjoying the privacy. Buzzing inside her were two large vibrators, one in her ass and one in her pussy, with Xavier stirring them to further intensify the tidal wave of sensations sweeping through her. He was training her in anal play, having convinced her that it would be a great method of bringing her joy and physical pleasure, as well as let them break down the physical and emotional barriers between them. In reality, he was doing this to weake

Training Training activities will include: domestic skills training, offering of self when requested on bended knee, proper answers, orgasm control, anal training to increase my ability to offer every hole as he wishes, learning to present myself as a submissive full of poise, grace, and beauty in public and private, learning protocols and rituals throughout this contract on needed basis; any other training activities as Nathaniel Madden deems fit. 5. Orgasm Control I am to achieve orgasm only by express permission of my Dominant.

I change out of my clothes quickly, throwing my sweats and a white tee on before giving Baby Doll my full attention. I kneel behind her and massage her ass cheeks. God, I can’t wait to discipline her again. I love seeing this ass red! “Okay Baby Doll, I’m going to start training this cute little back hole of yours. I need it to be able to take my cock someday soon, so I’m starting with the smallest plug first.” I squirt some lube down her crack and watch her jerk from the coldness. Using my finger, I rub it around her pucker and then dip my thumb in to lube a little bit inside. Making sure the plug is well lubed as well, I put the tip against her entrance and push a little at a time.

What happened to respecting boundaries and using safe words when needed? And What will they teach me? Can’t I choose my trainer? I don’t want to be trained by a male Dom. Will they expect me to suck his cock while training? I don’t want to do that. I think I would prefer some women to be my trainer. Then I frown. What if she straps a cock and pegs me to increase my endurance? Do I want to be fucked by a girl? It feels equally unappealing and very uncomfortable. Respect boundaries…. There must be some catch.

I climbed behind her and began to fuck Jay's wife again. Jay joined us on the bed and placed some lube on Eva's asshole while she was servicing me. He told me the secret to anal sex is plenty of lube. He began to finger fuck his wife's ass then asked me to help get her ready to be sodomized. He poured more lube onto her ass and I began to finger her butt as I continued to fuck her. I was fascinated with her ass as I watched my finger push in and out. Jay gave me more lube and told me to use two fingers now. Jay seemed to enjoy letting me help prepare his wife's ass so I could lose another part of what was left of my innocence.

I came with a broken moan, thighs shaking, pussy clenching around his fingers while he watched my face the entire time. When it was over, he didn’t pull out right away. He kept his fingers inside me, feeling every aftershock. “Tomorrow,” he said quietly, “we start your real training. You’ll learn how to take my cock. How to beg for it. How to crawl. And if you’re very good…” He finally slid his fingers free and wiped them on my lips again. “I might let you come on it instead of just my hand.” He stood up, adjusted his obviously hard cock in his pants, and headed for the door.

“But we’re not done.” He kept double-stuffing my ass, stretching me wider than I thought possible, while three of his fingers pumped into my neglected pussy. The fullness was unbearable. I was crying, drooling, and cumming repeatedly. After what felt like hours of brutal training, he finally pulled the dildo out but kept his cock buried deep. “On your back, legs over my shoulders. Daddy’s breeding this womb now.” He flipped me and folded me in half, driving his massive cock into my pussy in one thrust. The new angle hit my cervix with every savage stroke.

Her body felt heavy and used, her heavy breasts marked with red fingerprints and bite marks, her thick thighs slick, and her pussy and ass still throbbing from being stretched and filled for hours the day before. Jax stood at the foot of the bed, arms crossed, watching her with dark satisfaction. Marcus, Theo, and Cole were scattered around the room, already hard, their eyes roaming over her exposed curves like she was their personal feast. “Morning, toy,” Jax said calmly. “Today we’re not asking your preferences. We’re training you.” Lila’s breath caught. The word toy sent a shameful rush of heat straight between her legs. They started slowly but mercilessly.

I moaned at the intrusion. "I'm going to train this body to crave pain," he said, working his fingers in and out. "To need it. To only come when you're marked and bruised and owned." He added a third finger, stretching me. "Would you like that?" "Yes, Sir, please—" He withdrew his fingers, and I heard a drawer opening. Then something cold and slick pressed against my ass. "Have you ever been taken here?" he asked. "No, Sir," I gasped, equal parts terrified and aroused. "Then we'll start small. Training you." He pressed what I realized was a plug against my opening. "Breathe and push out." I did, feeling the plug breach me. It burned, stretched, felt impossibly full. He worked it slowly, let

Another girl sucked on my tits, biting and licking my nipples until they were swollen and aching. I came hard against the fingers inside me, moaning into Riley’s pussy as my body shook. They didn’t stop. Trainer Marcus stepped forward again, his cock already hard once more. He flipped me onto my stomach on the bench, pulled my hips up, and slammed back into my pussy in one brutal thrust. He fucked me hard and deep while the girls watched and touched themselves. “Such a good little cum dump,” he growled, spanking my ass in rhythm with his thrusts. “Taking your trainer’s cock in front of your whole team.”