The Sissy Transformation of Christian

Throughout my life, I’d always been picked on for having my slender body and blonde hair. My friends would often tease me and say I’ve got an ass that could rival the most popular girls in school. That would always make me blush, and there were moments when I would purposely stick my ass out towards them, hoping they would make comments about my body.

Once I had turned Eighteen, my friend’s sister took an interest in me. She started complimenting me, saying I was adorable and cute. This made me curious because I didn’t know if she was being friendly or had an attraction towards me. Eventually, Jessica made her motives towards clear. On one faithful night on December 11th of last year, Jessica pulled me into her arms and kissed me with incredible passion. To my surprise, she started to run her hands all over my body. What shocked me more was that Jessica grabbed onto my ass and squeezed it firmly, she said “That ass is incredible. It’s so juicy, I’ve always thought that since you were 15 and first became friends with Jake. I’ve wanted you for so long Christian, I’ve wanted to grab this ass and make you mine.”

Needless to say, I was shocked by Jessica’s advances but as her hands continued to squeeze my ass, I couldn’t help but become turned on. She noticed me blushing and took her opportunity. Jessica grabbed my neck while still holding onto my ass and told me, “You’re going to be my boyfriend now. But there’s one condition, I’m in control of our sex life. You have zero power in the bedroom. That ass is mine to own if you agree but understand I’m going to turn you into a little slut. So Christian, what do you say?”

My body was furiously burning with excitement and my mind was racing, what did Jessica mean by turning me into a slut? What sort of things would happen to me if I agreed? But there wasn’t any stopping this, and Jessica knew it. She kept squeezing my ass while lightly choking my neck, her tongue licking at my lips and teasing me. Without even realizing it, I said “Yes Mistress Jessica , I’ll be your boyfriend.”

What happened next shocked and surprised me, as Jessica smacked my ass and face simultaneously. She said, “Did you just call me mistress? Fuck that’s hot. You’re making me soaking wet with that thick ass. I think it’s time you get your first lesson Christian.”

Just like that, I’d become the whimpering little slut of Jessica. She pulled down her pants without any warning and presented her ass towards me, “Eat my fucking ass you little bitch. Do your job like a good little boy”. Mistress Jessica’s words penetrated my mind, and I could already feel myself changing. I knew it was my job to do whatever this woman said, to make sure her every sexual desire was filled. So, my hands grabbed onto Jessica’s perfectly round ass and spread her cheeks. I could smell the scent of her tight asshole, and immediately my cock got harder than I’d ever thought possible. Mistress Jessica immediately noticed as well. “Mhm, does my little bitch boy like the smell of my ass? I haven’t showered in three days in anticipation of this happening. Now, get to work.”

My face moved towards Mistress Jessica’s beautiful ass and instinctually, my nose ran against her asshole. I couldn’t help but smell her intoxicating scent. But then I finally got my first taste of Jessica’s ass. My tongue wouldn’t stop licking her, trying to go deeper inside her tiny asshole. Every part of me wanted to taste her filthy juices and make her cum. Then Mistress Jessica started talking, “Fuck yes, you’re such a dirty little bitch. Look how small that cock of yours is Christian. You think you’ll ever be able to fuck me? That your cock will ever make me cum? Absolutely not. My little slut will watch as big black men pound my little pussy and ass. When they’ve deposited their thick cum into me, you’ll be told to lick it out of me. Then you’ll suck their cocks clean, wouldn’t you like that Christian?”

This thought grossed me out, I’d never once considered sucking cock, let alone eating cum. But my response wasn’t to the approval of Mistress Jessica, as I said “No I wouldn’t like that. I’m not gay.” Jessica removed her ass from my face, turned around, and smacked me so hard I fell to the ground. Immediately I got scared and curled myself into the corner. She said, “If you ever want to eat this ass again, if you ever want to kiss me again, if you ever want me to touch that pathetic little cock of yours, you’ll do exactly as I say. You will eat cum, you will suck dick, and you’ll be fucking happy about it. Now, are you going to obey your Mistress? Or should I tell everyone at school about how small that cock is?”

Never once did I think Jessica was think kind of woman, but her ass tasted delicious and I’d never smelled anything so good in my life. I’d already become addicted to her scent and needed more of it. So, I admitted defeat. “Yes Mistress Jessica, I’m going to obey you”. But my response wasn’t good enough, she wanted to hear me say it. “Yes Mistress Jessica, I’m going to suck cock and eat cum for you. I’ll watch those black men pound you and be happy you’re receiving more pleasure than I could ever give you.”

Mistress Jessica was thrilled, she immediately threw me down to the ground and shoved her ass onto my face. This time, I wasn’t in control. This woman grinded into me, making me taste every inch of her ass and pussy. “Smell my fucking ass you little bitch. It’s going to make your mistress cum”. I kept on smelling her tight little ass while licking her pussy. Within two minutes, Mistress Jessica was cumming all over my face. Honestly, I felt so proud to make my mistress cum. It was like a submissive reward, and I loved every second of it.

“Now, tomorrow you are going to come over and we’re going to start your training. Don’t ask any questions bitch boy, you’ll find out tomorrow how I’m going to train you. Just make sure that when you come over tomorrow, every ounce of body hair has been shaved off. I want you smooth for me.” And with that, Mistress Jessica kissed me and pulled her pants back up. Needless to say, the next twelve hours would drive me crazy until I could see her again.

My Sissy Training Begins

When I woke up the next morning, every part of my body was craving Mistress Jessica. All I wanted was for her control and domination. Luckily, I wouldn’t have to wait for then 30 Minutes to see my mistress. I was supposed to be over first thing in the morning. So, I jumped into the bathroom and started shaving off all my body hair. When I finished and looked in the mirror, I’d noticed for the first time what my friends had been saying. My body looked slender to the touch, with my hips shoving unexpected curves like a woman. My ass seemed thicker than normal after shaving, even I thought that being smooth was hot. Once I’d finished up in the bathroom, I’d got dressed and headed over towards Mistress Jessica’s house. When I opened the door, everything changed.

She opened the door and immediately presented me with lingerie panties. Mistress Jessica told me this was the only thing I’d need to be wearing today. My whole body blushed but I didn’t dare disobey. So, I started walking towards the bathroom but with the front door still open, Mistress Jessica said to change right here. This was embarresing but incredibly intoxicating. I’ll admit, the idea of her neighbours seeing me change was quite the turn on. So, I took off my clothes and slide on the black lingerie panties that Mistress Jessica had demanded I wear. “Ohhh Christian, you look so fucking cute and sexy in those panties. Any man would love to have that ass.” And with that, Mistress Jessica smacked my ass hard. She made my booty bright red and without any warning, took a picture on her iPhone. “OMG Mistress Jessica, what are you doing?” But I was caught off with a smack to my face. “Shut the fuck up Christie, be grateful your mistress is taking pictures. I’m sending it to our new friend. He’ll be here very shortly. Now run upstairs to the bathroom, there’s makeup. Go turn yourself into a girl.”

Shamefully, I listened and started walking upstairs to the bedroom. Every part of my brain was thinking about how Jake could come home at any moment, how my friend would find me being used by his sister like a little slut. It was so embarrassing, but I was learning that humiliation made every part of my body hot. So, I applied the makeup that was in Jessica’s bathroom and for my first time, did an amazing job. This was shocking because I’d looked like a hot little girl getting ready to fuck her boyfriend for the first time. I knew that Mistress Jessica would lose her sexual mind upon seeing me back downstairs. And once I’d gotten downstairs, my whole world changed. There was Jake and Jessica standing together in the living room. Jake was rock hard, looking at me with the biggest grin. Mistress Jessica was standing beside him, moving her hand up and down her brothers massive cock. I’ll admit, my eyes couldn’t stop staring at Jake’s cock. It was 8 Inches and far bigger than mine. He said, “What’s wrong Christian? Cant help but state at this massive cock of mine eh? I know buddy, it’s much bigger than your small little clit. Oh wait? Did I call your Christian, I meant to say Christie.”

Admittedly, his teasing was pissing me hardcore and without thinking about it, I changed towards my friend. That was foolish of me though, as Jake grabbed me and spun me around. He threw me down onto the couch, with my ass high in the air. Immediately Jake started spanking me while Mistress Jessica came in front of me and started talking, “See Christie, this was our plan for months. We’ve wanted to fuck you forever and make you our little cum slut. We just needed you to admit defeat first, to dress like a little girl in heat. Now here’s the fun part, Jake is going to fuck you now. He’s going to spread your virgin hole and make your ass into a little pussy. After this afternoon, the only thing you’ll want is cock inside your hole.”

I started freaking out and throwing my body off the couch, but Mistress Jessica held me down from the front while Jake held me from the front. Jake spoke up, “From now on Christie, I’m your daddy. You’ll say thank you every time I present you my cock”.

“FUCK YOU JAKE, I’LL NEVER LIKE YOUR COCK” and I continued screaming, praying that this was all some insane prank. But then I felt Jake spit onto my asshole. He lined his massive 8 Inch cock up against my hole, and slowly started to slide himself into me. “AHHHH OH MY GOD IT HURTS SO BAD, JESUS CHRIST TAKE IT OUT JAKE!!!” But Jake didn’t stop, he slide himself slowly into my asshole, bottoming me out until I felt his balls resting against mine.

“Why Jake, Why would you do this to me?” He started laughing, “Because Christie, I’ve always told you that ass is perfect at school. You think I didn’t notice you purposely sticking that ass out towards me? Think I didn’t notice you blushing whenever I complimented that ass? Of course I noticed, and fuck that turned me on. Knew deep down inside you wanted my attention. Isn’t that right Christie?”

My Mind and Body Break

Whimpering against his mighty cock, something changed in me once Jake had spoken up. My body started feeling amazing sensations all over and pressure was building from inside my hole. It was starting to feel insanely good, and for the first time since Daddy Jake slide his cock into me, I’d pushed back against him. “Look Jessica, Christie is loving my cock. She pushed back against it. Does daddies cock feel good inside that boipussy??”

Finally I let go and started moaning like a bitch in heat. “YESSS DADDY JAKE, OH FUCK IT’S SO GOOD. POUND MY LITTLE PUSSY.” I couldn’t believe these words were coming from my mouth, but Jake had broken me easily and he knew it. My body started rocking against his, with every trust of my ass meeting every trust of his cock. I looked like a little cumslut working for her meal. This was turning both Jessica and Jake on like crazy, with Mistress Jessica feeling left out somewhat. She came over to my face and spat on me, telling me I’m such a little slut. I couldn’t help but moan and shake my ass against Jake’s cock. Mistress Jessica turned around and presented her ass to me. Without thinking twice, I started licking her beautiful holes. Fuck they tasted so good, I was in heaven. The feeling of Jake’s massive cock spreading me open with every thrust, and the smell of Mistress Jessica’s ass was making me drunk. I didn’t even realize but my cock started spurting round after round of cum onto the couch. Daddy Jake spanked my ass and said, “Look Christie, you had your first girly orgasm. Aren’t you so proud, tell our audience your proud.”

My face moved away from Mistress Jessica’s ass and turned around towards Daddy Jake. He had an evil smile wrapped around his face, and then Jake pointed towards the camera. He had been filming me and my brain immediately went towards the worst. “Ohhh don’t worry my little bitch, it’s for OnlyFans. Jessica and myself have an OnlyFans. Hundreds of men are going to see you being pounded into submission. Now, why don’t you tell them thank you??”

My body flustered with embarresment knew that saying no meant Daddy Jake would remove his cock from my hole, and Mistress Jessica wouldn’t let me eat her ass anymore. So, I turned towards the camera and said, “Thank you everyone for watching me get fucked by my best friend and his sister. Please cum hard for us.”

That’s when my slutty side truly came out. Without telling Mistress Jessica or Daddy Jake, I started throwing myself onto his ass. “OHHH FUCCKK Yess. Daddy this cock feels so good. You’re stirring up my little hole so good. Pound me even harder daddy, please fuck your little bitch.” Mistress Jessica and Daddy Jake started laughing knowing that I’d fully submitted to them.

To my surprise, Daddy Jake removed his cock from my tight hole. Immediately I felt needy and like something was missing. I’d even pushed my ass back hoping to find his cock again. In my mind, I knew what he wanted. “Daddy Jake please give me your cock, please let me bounce on top of you and make you cum. Please fuck me whenever you want. Fuck me at school, fuck me in front of our friends. Do whatever you want to me. Just please, put that cock back into my boipussy”.

Daddy Jake obliged my request and slide every inch back inside my little hole. However, Mistress Jessica came around towards my face again. But this time she was wearing a seven-inch strap-on. “Suck my fucking cock while my brother pounds your ass, you little fucking bitch”. My mouth opened wide for Mistress Jessica, and she started fucking my throat with vigor. The continuous pounding against my prostate from Daddy Jake’s massive cock, and Mistress Jessica using my mouth was to much for me. My body had an explosive orgasm that caused wave and wave of cum to hit my Daddy. My mouth started drooling all over Mistress Jessica’s cock as I whimpered and moaned like a little whore. Apparently the image was to much for Daddy Jake, as his glorious cock erupted into my boipussy. I could feel every spurt of his hot cum against my prostate. It made me feel complete, made me feel like a proper slut. I collapsed into Daddy Jake’s arms as he continued to cum inside me and pound my little hole. Without even thinking about it, I kissed Jake and looked passionately into his eyes. We both knew that from now on, I’d forever be his. Jake kissed me back while squeezing my ass and told me I’m his little girl now, that I’ll always wear panties for him and be ready for his cock at school or home. My head nodded in anticipation of our future sessions. We continued to kiss as Mistress Jessica slide a butt-plug deep inside my hole. She said, “You’ll always have this plug inside you to make sure none of daddies cum is lost”. That made every part of my slutty body happy. I ended up falling asleep against Jake’s chest, and right before dozing off, I could’ve sworn I heard him say. “I Love You Christie.”

This was my Daddy and I loved him to, from now on there wasn’t any going back. I’d forever be a cumslut for Jake or anyone else that presented their cock to me. Ill admit, being raped into submission wasn’t what I had expected from my December. But I loved every second of submitting to this brother and sister. For the last year few months, I’ve been used by them countless times and I hope it never ends. I’m so grateful for Daddy Jakes yummy cum.