This is Lost Requiem, with a new awesome fuckin’ series. Thanks to Ikataii for helping me make this awesome series. As a disclaimer, I want to say that none of this was acted out in real life in any way. I do not condone the creation, use or distribution of real life child sex slaves. Only read on if you are of legal age in your jurisdiction, or you can tolerate or you like this kind of shit.
Bondage Princess May
Chapter 1: The New Slave
Max was walking back from school, carrying his book bag in his left hand. He was 8 years old, bronzed skin and a mess of oil-black hair on his head. In the heat of the summer, he was wearing a blue t-shirt and black shorts. Sweat was sliding down his face as he walked home.
Last thing he remembered, someone called his name and as he turned around, the world flipped on its side, and his head hit the ground. Now, he was laying in a dark cell, chained to a bed and stripped of his clothes. It was cold and damp in the cell, and he couldn’t see anything except for a small crack of light coming from the door at the othe side of the room, where the door lay slightly ajar.
The door swung open with a sharp flash of harsher light. An older woman of 34, wrapped in a plain black dress that shone oddly, stepped into the room and bent down over the boy. In her left hand she held a small, crumpled, frilly pink dress that looked like it might fit him. Her fingers stroked lightly at his hair as she smiled warmly down at him, her short brown hair handing around her face. “Hello there. You awake now?”
Max struggled against the bindings, pulling his head away as she touched him. “NGH! Who are you?!” he asked. “Why am I naked? What do you want with me?!”
“Oh shh shh. Be a good boy, won’t you?” I’m Beth. I’ll take good care of you.” She said, bending down and kissing gently at his forehead. She set the frilly thing near his head and sat up. “I’m going to undo your restraints now, okay? Do you promise to be good and do what I say? If not, I’ll have to leave you down here, and you’ll never see your parents ever again.”
Max looked at her with an alarmed expression and slowly nodded his head. “Please… I don’t want to be here forever.” He said. “I’ll be a good boy.” The 8-year old still struggled against the binds, wanting to be freed as soon as possible. Beth undid the bonds smoothly buy quickly and sat back on the bed, then pointed to the dress.
“Be a good pet and put that on.” She said, smiling and waiting for him to comply. Max sat up and looked at the dress before quickly backing away to the edge of the bed and shaking his head.
‘N-no!” he exclaimed. “Boys aren’t supposed to wear girl’s clothes! And I’m not going to dress up for you!” While Max defended himself, secretly, he always wanted to dress up in the girl’s outfits. However, it was hammered into his head by the vast homophobic society that it was wrong, and that conflict raged in his mind.
“Oh, don’t be like that.” She said with a hint of disappointment in her voice. “You’ll look so pretty in it! Haven’t you ever wanted to try on some nice pretty dress? I promise not to make fun of you for it. I just want to see how pretty you’ll look.” She slid across the bed and rested a warm hand on his back, rubbing softly at his smooth skin. “Besides, it must be so cold in here without any clothes. That’ll warm you up. Go on and try it on for me, won’t you?” It’ll make me very happy.”
Max shivered a bit at her touch. He didn’t want to dress up for his stranger who abducted him, but she was right. It was a bit cold in the room, and he found himself actually leaning into the warmth in her hand.
“I… alright… I’ll try it on…” he said, picking up the dress. He threw it over his head and pulled it down over his body, putting his arms through the sleeves and cuffs. It felt awkward and drafty… but it felt… almost comforting… NO! Max shook his head. This was wrong, no matter what he thought. Society had deemed it wrong, and if he was to be accepted, he couldn’t dress like this, and he couldn’t like being dressed like this!
The woman pulled him into a tight hug, her arm rubbing softly over the boy’s shoulder. “There, see? It’s not gonna hurt you. You look lovely in it, Max.” she said before bending down to kiss him softly on the cheek. She briefly nuzzled against his head before releasing him. “Why don’t you stand up and show me how good it looks on you?”
Max blushed heavily as the woman hugged him. He know it was wrong to be touched by complete strangers, but still… it felt comforting to be in her arms. “A-alright.” He said, slowly standing up. He turned to her and straightened out the dress. His blush strengthened as he stood there in a frilly pink dress in front of a woman he never met before in his life.
Beth clapped her hands together and beamed at him. “Lovlier than I imagined!” she exclaimed. “Why don’t you show me all of it, hmm?” She slid to the edge of the bed and watched him closely. Her eyes were drinking in his shape beneath the little dress.
“Sh-show you all of it?” he asked. “What do you mean?” Max held down the front of the dress, hoping that she didn’t mean what was underneath it!
“I mean you should turn around and show me the back of it. I wanna see how it looks back there and on your sides.” She said. Something seemed to stir beneath her own dress as she watched him curiously.
Max nodde his head slowly and rotated his body so she could take in the full 360 view of him in the dress. He stopped as his back faced her so she could see the entire back. “Like this?” he asked. She nodded again and smiled, standing up and walking the few short steps to him. “You’re a beautiful pet.” Her arms slid over his shoulders and down to the front of his young belly. “Do you feel pretty in your dress, Max?”
Max froze as she hugged his small frame. It was wrong, he knew, to be in her arms like this, but it felt so… comforting. “Y-yes…” he whispered. “I… feel… at home in this…” Slowly, his mental barriers began to crumble as she embraced him from behind.
“Do you want to stay here with me and get to dress up like this every day?” She whispered to him. “Do you want to be a good girl?” her fingers pressed gently at his hips and slid smoothly over the line of his waist.
“Stay here?! But what about my life?! What about mom?! I… can’t leave mom… I love her…”
“Oh alright alright. Shh. Maybe I’ll just talk with her and help her understand, okay?” she pulled the boy slowly back to the bed and onto her lap. Her arms wrapped warmly around his waist and pulled him close as she kissed again at his cheek and neck. Max straddled her hips as he sat down. He moaned as she kissed at his neck, and he could feel his cock growing hard. “I… I don’t want to leave her…” he said. “I’ll come back here… but I don’t want to leave mom!” His hands placed themselves on her shoulders as he leaned into her kisses.
“I’ll take you back to your mom, I promise. I’ll help make it so you can come back here whenever you want, okay?” she kept kissing gently along his neck and cheek. Max was about to nod when he felt something hard in her lap, and it wasn’t his own penis. “AH!” he exclaimed, pulling back and looking down. “What is that?!”
She slid him down towards her knee and pulled up her own dress, revealing a large, thick, erect member. “I have a penis, too. Why do you think I wanted you to be so happy with your dress?” she asked, pulling his back close and settling his thigh against her hardened member.
Max looked down at the penis with wide eyes. It was quite a bit bigger than his. “Wh-why?!” he asked. “Girls aren’t supposed to have penises!” he struggled a bit in her grip.
Beth kissed him on the cheek and held him tight, subduing his struggles. “Some girls are special and born with a penis along with a vagina. It’s not going to hurt you. Stop struggling and be a good boy, Max. You want to see your mom again, don’t you?”
Max slowly stopped struggling, letting the girl’s penis rub all over his thigh. “Yes… please don’t hurt me…” he whimpered. He quivered in her arms, trying not to think of the dick pressing against his naked leg.
“You want to be a girl, don’t you?” she asked as she turned around slowly and lay him down on his back. She climbed up onto the mattress over him and bent down to kiss delicately at his lips, sliding the dress up around Max’s waist. “I’ll show you what happens to good girls.”
Max gasped as the woman slid the dress up. What was she doing? “Y-y-y-yes!” he squeaked. “I want to be a girl! I want to be a good girl!” Despite what he just said, he had no idea what she was about to do to him. Beth’s hands gripped at his knees and pressed them up to towards his shoulders as her shaft pressed gently against his tight, young rear. “Then I’m going to do to you what boys do to girls. You’ll love it.” She said as she pushed into his asshole.
Max let out a loud scream as he felt her cock press against his asshole. Slowly, the shaft slid in, and he screamed louder, thrashing about in her grip. “NO! IT HURTS!” he shouted, gripping the bed sheets. “TAKE IT OUT!!! TAKE IT OUT!!!” Beth moaned and pressed deeper into him.
“Relax, dear, relax.” She said calmly to him, holding him close. “The first time always hurts. You’ll be a good girl and take it, won’t you?” she worked her shaft carefully deeper into him, pinning him against the bed and moaning softly. She reached down quickly and pulled her own dress fast up over her head, exposing her soft, round breasts to him. Max looked up at her with tear filled eyes and nodded.
“Yes… I want to be a good girl…” he said. “I’ll take it all in.” His ass muscles tightened in protest, but somehow, she was able to slide her whole dick into him. It was a tremendous feeling within him, a feeling that, while painful, kind of felt good. Beth moaned loudly and held still fully inside him, trying to get used to the feel of his tight pucker. She grinned and reached down to wrap her fingers around his young, hardened cock and began stroking him slowly. “Such a good girl. You like being filled up, don’t you?”
Max whimpered as she gripped his cock. As if he wasn’t humiliated enough. “Y-yes! I love being filled up!” he cried out. It was almost unbearable discomfort in his ass. He wanted nothing more right then and there than to get away.
“Are you lying to me, little girl?” Beth asked. “I don’t want you to lie.” She kept her hips completely steady, still giving him and herself a chance to adjust to the feel of her being so deep inside him. She stroked faster and faster on him, aiming his shaft up at the rumpled, shoved up pink dress. “N-no!” he cried out. “I’m not lying!” on the contrary, he was lying. His body felt weak, especially from the combined stimulation in his cock and prostate gland. And having the girl’s dick inside him like this was both painful and uncomfortable. Tears began to leak down his face. Beth bent down and licked up the tears streaming down his cheeks. She nipped lightly at his neck and stroked his cock faster and faster. “I think you are lying. I think you need to be shown what happens to naughty little girls.” Her hips slowly pulled back until only the head of her cock was still inside the boy, and then she slammed hard into him. Max screamed and thrashed about underneath her.
“NO! PLEASE STOP!” he shouted, tears streaming down his face. “IT HURTS IT HURTS IT HURTS!” His ass was in serious pain from the initial stretching as well as the ramming he now had to endure. Beth pulled him in close and slowed her thrusting, but didn’t stop. “Oh shhh… relax, little one. It’s going to hurt the first time. Now you see what happens when you lie to me. You need to be honest with me, little slut.”
Max didn’t know what the words means, but he was hurt by the word slut for some reason. “Mmmmnnn… Y-y-yes… Miss…” he whimpered. “Please stop. It hurts so much.” As he spoke, he could feel a strange sensation building up in his cock.
Beth slid back into him again and stopped once more. “Since you asked so nicely, I will, but you still need to be punished. And call me Mistress.” She pumped his cock harder and faster now with the intent to bring him to release. She slowly thrust into him again, moaning softly in pleasure. Max’s head swam as he felt his first ever orgasm building up. Finally, he bucked forward into her hand, squirting white fluid all over the mattress below him. “AHHHH! HUH! HUH!”
The woman trembled and held him close, her own release near but not at its peak yet. She slid slowly, almost completely, out of him and slid her fingers over the soft curve of his ass. “You’re such a beautiful girl.” She cooed. “I’m sorry, dear, but I’m not done with you yet.” Grabbing him by the hips, she pumped into him again, harder than ever before. Max fell forward on the bed, his body rocking back and forth. He moaned loudly as the woman rammed into his ass. At this point, however, he was too far into his own bliss to be able to register the pain. All he could so is lay there and literally take it up the ass.
Beth thrust harder and harder into him, groaning hard, then suddenly pulled out and rolled him over onto his back. She grabbed her cock and aimed herself at his chest and face as her shaft erupted, splashing seed over the soft fabric of the dress along with his cheeks and neck before she collapsed over him on all fours, panting hard. Max curled up next to her, glad that the shaft was finally out of him. He kissed her on the lips and cuddled against her body. “M-mistress.” He whispered. “What is this feeling?”
“You mean that wonderful welling that bursts out and decorated the bed? That’s an orgasm, pet.” She pulled him closer to her own body. Their seed was still smeared over Max and the dress, but she didn’t seem to mind it rubbing off against herself as she bent down to kiss him more deeply. “I take it you enjoyed it?” she asked.
“I-it felt good… but… my butt hurts.” He said, moaning into her kiss. “It really hurts.”
“Your butt will relax in time and you’ll be taking my dick much more easily.” She told him. Max reached down to pull off the dress he was forced to wear. He was starting to feel uncomfortable in it. Beth’s hands grabbed his and stopped them from stripping off the frilly thing. “What are you doing pet?” she asked. “Are you done being a good girl?”
Max looked up at her and shook his head. “N-no!” he protested. “I want to take this off now. It’s starting to feel uncomfortable!” his hands shook in fear as he stared into her eyes. She cupped his face with one hand and gently started sliding the dress up. “So you still want to be a good girl for Mistress? And what’s so uncomfortable about your lovely little dress?” she asked. It sounded like she was trying to guilt him into continue wearing the dress.
“I’m hot… and it… it’s starting to get a little itchy.” Max shivered some more as she put the dress back onto him. He could still feel her cock rubbing up against his ass, and it made him feel very uneasy. Beth nodded and helped him out of the dress, tossing it aside. She bent down and kissed gently at his lips again. “There. All better.” She hugged him tight against herself, her shaft rubbing tighter at his rear. “Mmmhh, such a good girl you are.”
Max loved the feel of them kissing, and it made him lean in and kiss her on the lips again. Slowly, he got into a deeper kiss with her until they were French kissing. Beth’s tongue slid into his mouth as soon as his lips parted willingly, swirling her tongue hungrily in his small mouth. She held him tight against her body, wrapping her arms around him, and moaned softly into his mouth. Max moaned back in the kiss, and her response gave him all the incentive he needed to continue kissing. His cock grew again and pressed into her chest, and he humped a little against her body.
Beth suddenly broke the kiss and laughed. “are you horny again, little pet? Do you want Mistress to fuck you again?” she bent down and kissed delicately along his neck, teasing him, and traced over his chest with her fingers. Max shivered at her feel.
“I… I don’t know what this feeling is.” He said, grabbing his cock. “But I don’t want to have anything in my butt… isn’t there anything else I can do?”
“Only if you’re done being a girl.” Beth answered. “If you want to do something with your penis, you’ll have to admit you’re a boy.” She bent down again to kiss him, petting him gently on the head and smiling.
“I-if I admit I’m a boy…” he began. “Will I still be a girl when I’m not?” he kissed her again, not being able to get enough of it. “I really love kissing you.” He added. Beth laughed softly and kissed him yet again. “If you’re good, you can be whatever you want. You remember how Mistress fucked you when you were a girl? How would you like to be a good boy and fuck Mistress in her pussy?”
Max gently pushed her on her back at his side, where he lifted up her cock and looked at the female part underneath. “You mean… put my penis in there?” he asked. “But it looks so small!”
“It’ll expand, like your ass did. It’ll feel nice, I promise.” She said, pulling him over herself and aiming his shaft at her entrance. “just put it in there, then start sliding it back and forth, just like what I did to you. Be a good boy for Mistress.”
“O-ok.” Max grabbed his dick and guided it to her slit, where he gently pushed it in. He then slid deeper into her, gasping loudly when it squeezed his cock. “OOOOOOHHHHH!!!” he moaned. “it’s so warm… you’re so warm, Mistress!” The two leaned in to kiss once more.
“So were you. Now fuck me, boy.” She growled. “Fuck me nice and hard.” Her fingers dug at his skin and pulled him closer, guiding him forcibly into herself. Max got on his knees and began to ram in and out of her with such youthful energy. He could feel the churning insides of the woman’s body, as well as her throbbing member, which hardened and bounced between them. Hot, slick juices poured around him as her folds clenched tightly around him. She clung tightly to him and kissed him hard. “Good boy!” she cried out. “Harder!”
Max felt his cock tensing up in her vagina, and his mind urged him to continue; To fuck her harder and faster. His tiny boy frame slammed into her as hard as he possible could, each thrust his dick would throb and grow a bit larger until it peaked at 8”. Beth screamed in lust, her own hardened shaft bouncing between the two of them from the strength of his thrusts and her hips rocking back to meet his. She clung to him and moaned loudly, pulling him down to guide his head to her breasts. “M-mistress!” he cried out. “I’m going to cum!” his body was dripping with sweat. And his hair was matted down. His balls began to tighten up as he prepared to shoot his load into her.
“Do it, pet!” She cried out, clinging to him. “Fill me up with your cum!” her lips found his cheek and licked away his sweat, enjoying the flavor. Max arched his back up as he came deep into her, filling her up with several spurts of his sweet juices. “MMNNNN!! MISTRESS!”
Beth shuddered underneath him, her vaginal walls gripping at his shaft as she had her orgasm. “Nnnnnhhhh… good boy! Oh… such a good boy…” She slowly relaxed and held him close to her sweat-covered body. Max shivered in her arms, feeling content and tired. He slowly moved up and kissed her on the lips again. “Mistress… I felt good…” he moaned.
“I know you did pet.” She replied, smiling up at him. “I felt good, too.” Her fingers slid gently along his bare back and over his rear. Slowly, Max wiggled out of her grip slid out of her pussy. Looking down at his dick, he saw small amounts of a white fluid coming out. He then wiped it off using a part of the bedsheet.
Suddenly, Beth grabbed him by the hair and growled. “On the good sheets? Boy, there’s a rag for that Look at that mess!” She reached out with her other hand and grabbed a rag from beside the bed, then shoved it into his hands. “Clean it up.” She ordered. Max flinched as she snapped at him, quickly said “Sorry”, and began cleaning off the stain that he made, as well as any that remained on him.
Beth watched him for a moment, then snatched the rag away. “NO! No! Blot it, don’t rub. Rrghh… Well, I hope you’re happy. Now I’m going to have to wash the sheets again.”
Max flinched again and crawled away from her towards the edge of the bed. “I’m sorry! I’m sorry!” he cried, curling into a ball. “Please don’t hurt me!” Despite his pleas, Beth grabbed him and lay him across her lap on his stomach. “You did a bad thing, boy.” She said. “And you need to be punished.” Her hand lashed across Max’s bare ass, which caused him to cry out in pain.
“NO! Stop! Please stop!” he screamed. “It hurts!”
Beth growled and swatted him again and again. “Of course it hurts! How else would you learn if it didn’t hurt? Now I want you to say ‘I won’t make a mess of Mistress’ things’ each time I swat you.”
Max whimpered, repeating her words. “I won’t make a mess of Mistress’s things!” SLAP! “I won’t make a mess of Mistress’s things!” SLAP! “I won’t make a mess of Mistress’s things!”
Beth continued to do this until the palm of her hand stung sharply and Max’s ass was raw red from the blows. She rubbed the tender flesh, which was stinging painfully. “There, I think you’ve learned your lesson, boy.”
Tears still streamed down Max’s face. Not even ten minutes before he was being analed, and now this… his ass was going to hurt for weeks! “I’m sorry, Mistress!” he cried.
She didn’t seem entirely interested in letting his abused ass heal as she turned him around and sat him down in her lap. “Now, you’ve been such a messy, bad boy. Wouldn’t you rather be a girl forever? I’d still have to spank you if you were bad, though.”
“Y-yes…” he answered truthfully, feeling her cock rub against his asshole. “But I can’t… it’s wrong to act like a girl.” He rested up against her, trying to keep the cock from going in his ass.
Beth lay him down across her lap and bent down to kiss at his lips. “I can make you a real girl, if you want, but you’ll have to promise you’ll be good and do what I want you to. I’ll also be able to fuck you in places other than your poor ass.”
Max thought about it for a while. What would his mom say about him being a girl? What would his girl name be? Would he like being a girl? If he didn’t, would it be reversible? “I… I don’t know.” He said. “I mean… I want to… but…”
Beth kissed him again and smiled. “If you don’t like it, I could change you back, but you’d still have to do what I say. If you want to be a girl, this is your chance, alright? Otherwise, you’ll just be a boy wearing a dress.”
“Then yes.” He said, responding to that last part. “I want to be a girl.”
End of Chapter 1