I stood, looking down at the small, bright pink chastity cage that had just been locked around my dick and balls, in complete shock. Moments earlier, Bella, the smoking hot ex-swimwear model, had been on her knees sucking my dick whilst wearing a leopard print bikini that barely covered her perfect breasts. With a wicked smile on her face, she was now slowly standing up.
“What the fuck, Bella! What have you done?” I stammered out, still in shock.
“Did you really think I could be attracted to skinny little white boys that masturbate over my panties?” she purred back in her sultry French accent.
“Look, I’m sorry about that. I just got caught up in the moment, and you’re so hot I couldn’t control myself. But please, you’ve got to take this thing off me,” I begged whilst pointing down at the little chastity cage.
“No. You are mine now, and if you want me to take that off your puny little dick, you are going to have to do exactly as I tell you.”
“Fuck. Fine. Just tell me what I need to do so that you will take it off?” I responded, annoyed at how I had gotten myself in this situation.
Bella stepped closer towards me now. I could smell my cum on her lips from when she had blown me moments ago.
“For now, nothing. Just enjoy the rest of the party. But when you leave the yacht later, I want you to pack up all your bags. If you ever want the ‘cage’ to be taken off your little dicklette, I want you back here tomorrow at 9 am,” she whispered with that wicked smile of hers. “Understood?”
Defeated, I solemnly responded the only way I could, “Yes.”
“Good. Now enjoy the rest of the party.”
Bella leant forward and kissed me on the lips. I could taste my cum on her and was initially repulsed, but she pulled me in tight, so I had no option but to keep making out with her cummy lips. To my surprise, I could feel my dick getting hard again. Only this time, the little pink chastity cage was crushing my erection.
Bella pulled back before inspecting the cage and giggling in her French accent, “See, I knew you weren’t a real man.”
With that, she turned around and left me in the master suite as I stared at her perfect ass, enclosed in the leopard print bikini bottoms, wiggling out of the room. I pulled my swim shorts up and over the little pink cage and looked at myself in the mirror. I had never had a big dick, but even with the cage now on me, I could barely see any bulge in my shorts.
The rest of the party passed in a blur. I sat in a corner on the rear deck with my legs crossed, hoping no one else knew about what had just happened to me. My mind was rushing at a million miles an hour, contemplating what I had gotten myself into. As the superyacht pulled back into the marina, I said my goodbyes and headed straight back to the hostel I had been sleeping at.
Back in the hostel dorm alone, I started packing all my belongings. When I began my travels a few months earlier, I had packed light, so thankfully, it didn’t take long for me to have everything in my large rucksack.
As I was finishing up, I thought to myself that this was ridiculous. Why was I blindly following the instructions of Bella? In my anger, I gripped hold of the pink chastity cage and tried to rip it off. It didn’t budge. I got a shooting pain in my balls from where the ring of the cage had yanked down on them. I crumpled onto my bed, crying in pain. It was then that I realised I was completely under Bella’s control.
That night, as I lay in the hostel bunkbed trying to sleep, I tossed and turned, unable to find a comfortable position as the little pink chastity cage squeezed my dick and balls. I managed to grab a few hours of light sleep before my morning alarm went off. Not wanting to wake the others in the hostel dorm, I quietly got dressed, grabbed my rucksack and checked out of the hostel before catching a taxi to the marina where the superyacht was moored.
As I approached the superyacht, I heard Bella shout down from the deck to me, “You came back! Well done, girl, for doing as you’re told. Now come aboard. We’re about to have breakfast.”
I thought it was odd that Bella had just called me ‘girl’, but I did as she said and boarded the superyacht with my rucksack and headed up to the rear deck, where breakfast was laid out on the dining table. The superyacht was already pulling out to open waters as Don and Bella appeared from inside before sitting down. Don, a huge, muscular beast of a mid-forties black man who was bald on his head except for a salt and pepper coloured goatee, was wearing a tight-fitting tank top with baggy trousers. Bella was no longer wearing a bikini, but white linen loose-fitting shorts with a tight white cami top that clenched around her tiny waist and her perky, round boobs. They both sat down at the table as a Latina stewardess followed behind them and started plating out their food.
“Don, you remember Ollie from the party yesterday?” Bella purred out in her French accent.
“I sure do, ahaha,” he responded, chuckling, as he pulled his sunglasses down to inspect me.
The Latina stewardess had finished plating their breakfast and was standing in the background, staring at me silently. Another stewardess joined her to see what was going on.
Turning to me, Bella spoke again, this time much more authoritatively. “Welcome to your new life. From now on, you shall only call me Mistress Bella. Understood?”
I nodded back silently.
“Good. Now, you will do whatever I tell you to, whenever I tell you to. Ok?”
“Yes,” I whimpered back.
“Yes, what?” she snapped back.
“Yes, Mistress Bella,” I obediently replied.
“Good girl. Now give me your passport for safekeeping,” she ordered.
There, she called me ‘girl’ again. Regardless, I passed her my passport before returning to stand by my rucksack.
“Now strip,” Mistress Bella ordered.
At that moment, I was very aware that she, Don and two unknown Latina stewardesses were all looking at me. I protested with my eyes, but Mistress Bella glared at me with such authority that I slowly began to undress myself in front of everyone. I paused just before pulling down my boxers, before letting them drop to the ground and stepping out of them. I was now standing on the rear deck completely naked, except for the little pink chastity case locked around my limp dick. I could feel the fresh sea air breezing against my naked body as I saw the two stewardesses giggling at me. I must have looked so pathetic at that moment.
Mistress Bella clicked her fingers, and one of the stewardesses came over to stand next to her.
“Our friend won’t be needing any boy clothes again.” She paused for a moment before speaking again. “Collect them all up and throw them away.”
The Latina stewardess nodded before walking over to me, bending down to pick up my clothes from the floor and my big rucksack that had all my possessions in the world. She took another look at my chastity-locked little dick before giggling again and walking to the side of the deck. As I stared at her with all my possessions in her hand, the stewardess threw all my belongings overboard and into the sea.
I stood there in complete shock at what had happened, not knowing what my life had come to, naked as Mistress Bella and Don finished their breakfast. Once breakfast was over, Don disappeared to the gym on the superyacht, leaving me with Mistress Bella.
She stood up, and as she walked inside, she turned around to me and spoke softly, “It’s time for your makeover. Come with me.”
Just happy to leave the rear deck, I followed her quickly inside as I felt the little chastity cage bounce around as I walked. Mistress Bella guided me into the same master suite that she had locked my dick up in yesterday, and into the adjoining ensuite bathroom.
“Now, the first lesson of your new life is that you are to keep your body hairless from the eyebrows down at all times. That means you will need to shave yourself daily. Understood?” she spoke to me.
“Yes, mistress.”
Picking up a razor, Bella looked back at me. “I assume you’ve never shaved your body before?”
I shook my head.
“Well, today you are in for a treat. I’m going to shave your body for you. Just remember how it is done, as you will need to do it yourself starting tomorrow. Now pass me your leg,” Mistress Bella ordered as she knelt in front of me.
Cautiously, I put my left leg forward. Bella had wetted the razor and started by shaving down my shin. I had never been a hairy man, but as I stood there looking down at all my body hair being removed, I quite liked how sexy my hairless legs looked. In almost no time at all, she had finished my legs and now pulled on my chastity-locked ball sack to ensure the skin was tight before she expertly shaved all the hair off.
Taking a moment to inspect her handiwork, she said, “Your clitty looks much prettier locked and shaved. So much more girly now, ahaha,” she added, speaking softly. “Now turn around and bend over.”
I was enjoying how my body felt having the razor running against it, so I gladly obliged. Bella began running the razor along my ass cheeks, before spreading them, and shaving deep into my crack. I could feel her running the blade past my sphincter, which made me clench a little.
Speaking soothingly, she purred, “Just relax, sissy girl. Now, the second rule of your new life is that you are only to be called Olivia. Your old life as a boy is over. Do you understand, Olivia?”
I was in shock from her latest sentence, as I was bent over and the razor was being run along my gooch. All I could muster up was a meek, “Yes, mistress.”
Finally, she allowed me to stand up straight again, then progressed in shaving off the little belly fluff and chest hair I had and then finished up with my armpits.
Bella slapped my hairless ass before telling me to hop into the shower to clean myself up. My hairless body felt electric as I scrubbed my body clean with some shower gel and a loofah. As I stood there with the hot water raining down on me, she passed me the shampoo and conditioner for me to clean my shoulder-length blonde hair.
Satisfied I was clean, I stepped out of the shower and was surprised to see how effeminate I looked as I stared back at myself in the bathroom mirror. Mistress Bella passed me a towel to dry off quickly, as she began moisturising my clean body.
In her husky French accent, she gave me her next sissy lesson to live by. “So Olivia, whilst you are living on the superyacht and I have the key to your chastity cage, you have one purpose in life.” With a wicked smile on her face, she spoke again. “A sissy like you exists to please cock. You are at the bottom of the sexual order, and if you ever want to have your clitty unlocked, you will do whatever you are told and never say no to the advances of horny men. You understand?”
I gulped for a moment, thinking about what Bella had just said. I was suddenly aware of the predicament I was in. Bella was turning me into a girl, and if I ever wanted to get my little dick free, I had to play along with her. I had never been with another man before, and to be honest, the thought had never really crossed my mind. I hadn’t had much luck with women to date in my life. Who knows, maybe she was right. Maybe I would be more successful in life as Olivia.
Realising I had just been standing in front of her, I nodded my head in response to her statement. “Yes, Mistress.’
She smiled back at me approvingly. “Good girl. I knew you would take to the sissy life like a fish to water. Now let me finish making you pretty.”
Whilst the moisturiser sank in, Bella painted my finger and toenails hot-rod red, before applying makeup to my face.
As she was applying mascara to my eyes, she spoke again in her husky French accent. “From now on, when you aren’t pleasuring men, the main responsibility in your life is to make your body as sexy and girly as possible. That means going to the gym to work on your booty, working on your tan, practising your makeup skills, and dressing like a slutty whore wherever possible.”
She had moved on to applying some lipstick, so I couldn’t respond, but confusingly, the thought of what she was saying was getting me excited, and I could feel my little dick pressing hard against the pink chastity cage locked around me.
Evidently, Bella noticed and giggled a little. “Oh, that is cute. Your little clitty is getting hard from the thought of being a sissy girl.”
I sat there red-faced, unsure what to say next.
Thankfully, she broke the silence. “I have a gift for you to wear today.”
She walked over to her closet and pulled out a bikini before throwing it at me. I caught it and inspected the leopard print bikini before I realised that this was the same one she had been wearing at the boat party the day before.
The leopard print bottoms had straps on each side. As I pulled them up my newly hairless legs, my body felt fuzzy in excitement. I was surprised by how snugly the bikini bottoms fit around the chastity cage and how they slightly rode up in between my ass cheeks. Next, I picked up the top and tied it around my chest before pulling the leopard-print triangles around to the front and pulling the straps over my head.
Satisfied with how the bikini felt on my body, I looked back at myself in the mirror to inspect my body and was surprised by how much I looked like a real girl.
“Wow, you look hot, Olivia,” Bella complimented me. “Come on, we’ve got a few hours to kill. Why don’t we go upstairs and work on our tans?”
She quickly pulled off her tight-fitting cami top to reveal the white bikini top she was wearing underneath, then dropped the shorts she had been wearing to the ground. I stood there speechless as I realised she was wearing a matching thong bikini bottom. I followed her up to the front deck, staring at her perfect ass. I knew with my clitty locked up, I could never satisfy her, but I just wanted to bury my face in her perfect ass. Bella’s friend from the beach, when I met her, was lying on one of the loungers on the front deck that we were walking towards.
Bella shouted out to her friend, “Lexi! Let me introduce you to the newest sissy on the superyacht. You remember Olivia?”
What did she mean by ‘newest sissy’, I thought to myself. Regardless, we exchanged pleasantries before I lay down on the free sun lounger next to Bella.
Surprisingly, I felt excited to be sunbathing in my new leopard print bikini, and I loved relaxing on the superyacht whilst I got the opportunity to tan. After a while, I could feel my belly starting to burn. As I flipped over onto my belly, I took the opportunity to look around the superyacht, and that was when I realised all the crewmembers, except for the two Latina stewardesses I had met earlier in the day, were black men. Occasionally, I could feel one or two of the black crew staring at me and ogling me wearing the bikini. As uncomfortable as I felt being the object of their perving, I did my best to ignore it and just concentrated on my tanning.
After an hour or two, Bella sat back up. “Olivia, I think it is time for us to go inside. Lexi, we’ll see you in a bit, but keep working on your tan whilst we’re gone.”
Instinctively, I responded by saying, “Yes, Mistress.”
To my surprise, Lexi said the exact same thing. In shock, I turned my head and stared at Lexi. Was she also like me? I did wonder when I met her on the beach if I had seen a small bulge in her bikini bottoms, but she had boobs, even if they weren’t the biggest; she still had perky boobs.
Lexi just knowingly smiled back at me. Before I got the opportunity to ask Lexi, I saw that Bella had started walking off, and not wanting to get into trouble, I ran to catch up with her. She guided us back to the master suite, where she had turned me into a girl earlier in the day. Only this time, Don was lying on the bed, in a towel, having recently gotten out of the shower.
He stared up at us as we entered the suite. “Wow, Bella, you sure know how to find and make a sissy girl.”
“Thanks, Don.” She smiled before giving me a quick twirl for Don to inspect my bikini-clad body, “I think we’ll make a cum guzzling cock slut of her yet.”
I just stood there red-faced, awkwardly, as they inspected me.
Bella turned to Don and spoke again in her sultry French accent. “Although all this feminisation has made me really horny, and now I need a proper man to show me a good time,” she said, suddenly pointing at me, “sissies like this could never satisfy me.”
Bella climbed onto the bed and seductively crawled over to Don, before pulling his towel down to reveal the largest black cock I had ever seen. He wasn’t even hard, but it was the size of a large can of beer. Bella took his big black cock in her hand, spat on it and started jerking his monster off.
She turned around and looked at me whilst she still had his black cock in her hand. “Olivia, I want you to get my pussy nice and wet so that Don can fit in me.”
She abruptly turned back around, wrapped her lips around his black dick and started wiggling her ass, signalling me to come over. I was mesmerised by her perfect peachy, white thong bikini-covered ass and crawled onto the bed behind her. With both my hands, I grabbed hold of her thong bikini bottoms and gently tugged them down.
Hidden underneath was her perfect-looking pussy. I couldn’t remember the last time I had seen a woman’s vagina in real life, let alone one belonging to a woman this hot and sexy. I knew I wasn’t man enough to pleasure her, but she looked so godlike kneeling in front whilst sucking on Don’s black python.
I stuck my tongue out and started licking her sweet pussy. It was delicious, and I lapped at her lips, trying my best to slip my tongue in between them, getting her as wet as possible. I started sucking on her clit, to try to pleasure Mistress Bella, but she paid me no attention. I could spy her engrossed, sucking on Don’s huge black cock. He was hard now, and I couldn’t believe how big and chunky his black dick was. I didn’t even know other men could have such large dicks.
I could feel my clitty rock hard and being crushed by the little pink chastity cage I was still wearing underneath the leopard print bikini. Was I getting aroused by licking Bella’s pussy or by Don’s black cock? I was so confused, but also loving the heat of the moment.
Don sat up and got onto his knees, whilst laying Bella on her back. “Watch this, Olivia. Your puny whiteboi dick could never compete with black alpha cock.”
As he shamed me, whilst I knelt there wearing the leopard print bikini, he pushed his thick black cock into Bella’s wet and juicy hole. She had one leg in the air, which Don leaned on as he forced his black dick further and further into her. I could see Bella closing her eyes as she focused on the sensation of being stretched out by him.
Watching Don take Bella’s pussy was so amazing. My locked clitty was poking hard against the bikini bottoms as I stared engrossed, as he worked his way in and out of her.
“You like what you see,” Bella moaned at me in between thrusts.
I just nodded as he kept bouncing in and out of her pussy. I was amazed her pussy could take a cock so big. Don almost completely took his black monster out of her before ploughing himself balls deep into her again. Bella was moaning uncontrollably at his rutting.
He pulled out of her one final time before grabbing hold of my arm and chucking me down onto the bed face up. As I lay there dressed in the leopard print bikini, Bella climbed on top of me, on all fours, so that her pussy was inches from my face. I was trapped underneath her as Don approached her pussy from behind. He, too, was now inches from my face, and I could smell Bella’s pussy juice on his black dong.
He picked his cock up again and lined it up with Bella’s pussy and entered her again. As he slammed in and out of her hole, his huge black balls swung underneath, brushing against my nose. I could hear Bella moaning and, in my eagerness to please my new mistress, I stuck my tongue back out and started licking her clit. Her moaning became deeper and deeper, as Don ploughed her and I sucked on her clit. Every once in a while, Don would plough in extra hard, shoving her body forward, and in the process, my tongue touched the base of his manhood. I tried my best to ignore it, but I kept accidentally licking his cock.
Finally, Bella came, and her body started convulsing as she dropped down, lying on top of my bikini-clad body. Don wasn’t letting up, and he kept ploughing her like a train. Only this time, his black balls were rubbing firmly against my face as I lay trapped. Now, Don started grunting. He grabbed hold of Bella’s hips and buried himself deep in her as he came too.
Once Don had caught his breath, he started pulling out of Bella. I couldn’t believe what I had just witnessed so closely, and as he pulled out of her, my mouth was slightly ajar in shock. Just as he pulled out of Bella’s used pussy, he plunged his softening black monster into my mouth.
As he had shoved his cummy black cock into my mouth, I couldn’t get out from underneath Bella.
“Lick me clean, bitch,” Don grunted.
I had to do as he commanded, so I started sucking on his black dong. I thought I would hate it, but I was pleasantly surprised, and the taste of his cum wasn’t nearly as bad as I thought it would be. I could feel his salty, bitter gloop coating my tongue as I did my best to clean him up.
Finally, he pulled out of my mouth, and I could breathe again.
Bella looked back at me and spoke. “You look like you enjoy sucking black dick and eating cum, Olivia.” She sat up straight and then lowered her ravaged pussy onto my mouth. “I have one final present for you.”
Out of her stretched pussy dripped Don’s seed. It started slowly, but within a moment, his cum was running out of her cunt and into my mouth. I sucked what I could out of her and poked my tongue in her loose hole to claw as much of his cum out of her as possible.
Don’s cum had filled my mouth, and I swallowed as much of his seed as I could. I went to lick Bella’s pussy clean again and managed to get a little more of his spunk into my mouth.
Finally, a satisfied Bella clambered off of me and left me lying on the bed, wearing the leopard print bikini, with Don’s cum coating my mouth as I savoured the taste.
