The Sissy And The Superyacht Chapter 4: Olivia Pays For A New Wardrobe

"Olivia's sissy journey continues as Mistress Bella puts her to work."

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I had been living on the superyacht for two weeks now, as Olivia and I had settled into my new life with ease. I had an almost daily routine of going to the gym in the mornings with my sissy friend and roommate, Lexi, where she taught me exercises to grow my booty and tone the rest of my body. I still didn’t have much in the way of girl clothes, so at the suggestion of Mistress Bella, I performed my morning workouts naked, except for the little pink chastity cage that had been locked around my clitty since I had first stepped aboard the superyacht. Post-gym, I would shower and shave my body before applying moisturiser and makeup. The bulk of the day would then consist of sunbathing on the front deck. I had already been tanned, but I was beginning to form new little tan lines from the bikini that Mistress Bella had lent me.

Whenever Don, the owner of the superyacht, or Bella wanted a little entertainment, she would order me to suck the dicks of the superyacht’s Captain or his First Mate, Scott. Both were very well-endowed black men. Occasionally, she would order me to blow Lexi, too. My diet probably now consisted of about a third coming from semen, and I don’t know if this had caused some rewiring in my brain, but it just made me hornier and more eager to suck dick all the time. Whenever Mistress Bella thought I was deserving of it, she would peg my ass. It would feel amazing as she ploughed into my prostate. My only frustration in my new life was that with my little clitty being locked up, I hadn’t cum since I began my new sissy life on the superyacht.

We had left Corsica almost immediately after I set foot on the superyacht and had been sailing down the west coast of Italy. One evening, we were pulling into Positano and moored offshore. Mistress Bella had told me to rest up, as she was going to take me ashore the next morning to go shopping for a new wardrobe.

That night, I could barely sleep lying in the bed next to Lexi. I was so excited about getting some new girl clothes. I woke up early that morning, and once I had gotten out of the bathroom, having done my girl prep, I got dressed. The only bra and thong I had were the set Lexi had lent me on my first night. I also shimmied my body into the strappy burgundy mini dress she had lent me, grateful I would shortly have some variety in what I could wear. Finally, I stepped into my wedge heels and grabbed some sunglasses before heading up to the rear deck to meet Mistress Bella.

“You look pretty this morning, Olivia,” she greeted me with her French accent as the morning sea breeze gusted in between my hairless legs, “Come, our tender is waiting to take us to the dock.”

I followed her down to the back of the boat, where one of the crew helped us aboard the rib and also carried a large empty suitcase for my new clothes. Don, the owner of the superyacht, was a black guy who had made billions at a tech company and had a policy of only hiring fellow black men. As the deckhand drove us to the dock, I admired his muscles and how he carried himself.

Soon enough, we were on land, and a car was waiting for us with a driver. Mistress Bella and I sat in the back as he sped us through the touristy part of the town, and along the coast to another, less touristy, and slightly dingier town. We had been driving for about half an hour when the car pulled up next to a seedy-looking building that had a neon ‘Adult Cinema’ sign above it.

As we walked inside, I realised that the downstairs was a bar, which was surprisingly busy for this time of the morning. Bella instructed me to sit at the bar whilst she went and found the owner. As I sat there, I suddenly felt very self-conscious, alone in my tight-fitting burgundy mini dress. Most of the customers were single older men, who looked to be a mixture of locals and tourists. There was a sign pointing upstairs to the cinema, where there was a steady stream of men going to and coming from.

Finally, I spotted Bella talking to the proprietor, who was an older-looking woman. They were having an in-depth discussion, and then suddenly Bella pointed at me as they both stared and started giggling. Crap, what was she saying? Was I going to get in trouble?

Bella sauntered back over to me with a wicked smile, “So I have just been speaking to my friend, and we have made an… an agreement.”

I swallowed in trepidation for what she had planned.

Beginning to walk away, she spoke again, “Follow me, sissy. I know you were excited about getting some new clothes today, but first, you are going to need to earn some cash to pay for them.”

I thought quizzically, wondering what I would have to do. We had crossed the length of the bar now heading in the direction of the men’s toilets, and when we passed the owner, she gave me a knowing wink. 

Bella opened the door for me and led me into one of the cubicles and turning to face me spoke, “I want you to stay in here and suck every cock that pokes through there,” pausing to point at a hole in the side of the cubicle’s wall that was about waist height, “The owner has said that I’m allowed to charge every man who comes in here to use your mouth.”

I was speechless. In my previous life as Ollie, I had watched my fair share of porn, including gloryholes, but never did I once think that one day I would be the star of one. Before I could feign protest, Mistress Bella walked past me out of the cubicle and locked the door closed, leaving me in there alone.

I sat down on the edge of the toilet seat and inspected my surroundings. The cubicle looked like it hadn’t been cleaned in a few days, and there was graffiti all over the walls. Most of it was in Italian, but the ones that were in English were either jokes about sucking anonymous dick or phone numbers saying to call for a good time.

After what felt like an eternity, I heard some shuffling outside and the murmur of conversation between Mistress Bella and someone. Then I heard the door in the adjacent cubicle close, and sure enough, an already hard cock began poking through the hole in the wall.

It was tanned and about seven inches in length. I got off the edge of the toilet and squatted in my heels next to it, before gently wrapping my fingers around the shaft and spitting on its tip. I began slowly running my hand up and down the pole using my spit as lube. I couldn’t wait any longer, so I brought my lips to the stranger’s cock and kissed the mushroom head before wrapping my mouth around it. I pushed him in as far as the back of my mouth before easing off. He was a nice size for me to begin with, I thought as I bobbed my head up and down. I kept it up for a minute or two before pulling off entirely and decided to tickle the underside of his bell end with my tongue. It must have surprised the mystery man, as his cock instantly twitched and shot a rope of cum into my eye. Not wanting to miss anymore, I took him back in my mouth and sucked out the remainder of his load. As he pulled his cock out of my mouth and the hole in the wall, I swirled his cum around in my mouth, savouring the taste, whilst also scraping off the cum that had hit me in the eye and was slowly dribbling down my makeup into my mouth. 

I heard the man leaving the other cubicle and someone else entering. I tried to spy through the hole to get a better look at who had come in. All I could see was a silhouette of an old, overweight man. He dropped his trousers and shoved himself through the glory hole. His dick was pale white and couldn’t have been more than four inches, and I thought at that moment his dick would have been about the same size as mine before Mistress Bella had locked it up. I took him easily in my mouth down to the base and pressed my mouth and nose against the wall. With my lips wrapped around the entirety of his dick, I massaged him with my tongue, thinking he would enjoy that. I could feel his balls poking through the hole, so I peeled my face off the wall and took his testicles in my mouth, sucking on them, whilst his short penis lay on my face. I could hear the overweight man groaning behind the wall, and not wanting to make the same mistake as last time, I took him back in my mouth, lips pressed against the wall once more as his spunk flooded my mouth. Despite his unimpressive penis size, he was a heavy cummer, and I could feel some of it leaking out the side of my mouth. I had to pull back off so I could swallow his velvety spunk. Mouth empty again, I gave his wet tip one final lick to clean him up. 

My thighs were burning from the squatting. I had initially not wanted to kneel on the dirty floor, but the leg burn was getting too much to bear, so I grabbed some loo roll and placed it down on the floor below the glory hole and knelt on that. 

I had evidently not heard my next customer come in, as when I looked up, a black mamba was staring at me. He wasn’t as big as Don’s monster cock, nor the Captain’s or Scott’s, but he was the biggest of the three cocks so far. In my cock hunger, I put my slobbery cummy lips to the side of his dong and ran my mouth up and down the side of his shaft as I held him steady with my hand. I pulled back and admired his glistening BBC, then stretched my jaw and lowered my head onto the black mamba. He was filling up my mouth, and I could feel him pressing against my tonsils. I pushed him further down my throat, but felt myself gag, so I pulled back for air. Not wanting to disappoint, I launched back onto his slobbery dong and pressed him down my throat. I could feel myself beginning to gag again, but I fought the urge and finally managed to hit the base of his black cock and felt my nose pressing up against the wall. I had to hold my breath as I kept repeating this, taking his entire length down my throat. I heard a knock against the wall, and remembering from the past glory hole pornos, I had seen what that meant. I pulled off slightly so that I only had his tip in my mouth and rampantly jerked his shaft off until the black man’s seed poured onto my tongue. His was the yummiest load so far of the day. Finally, his balls were empty and his shaft clean.

As he pulled out of the hole in the wall, I giggled to myself and said in my best girly voice, “Thank you, sir.”

I didn’t get a response and only heard the door slam behind him. I don’t know how long I stayed in the dirty toilet cubicle sucking the cocks of strangers that morning, but I lost count of the number of cocks I saw in there, and by the end, my stomach felt full of spunk. I thought that I must have helped out pretty much every man in the building that day. Finally, Mistress Bella unlocked my cubicle door.

“You look like a mess, Olivia. Did you enjoy yourself in there?”

Smiling back at her with a mixture of slobber and cum on my chin, I responded, “Yes, Mistress. Did I earn enough for some new clothes?”

Bella opened her purse, which was overflowing with Euro notes. “Yes, darling. You did amazing. Now come with me, or we’ll be late for our next appointment.”

She offered her hand to help me back up, and as we walked out of the men’s toilets, I glanced at myself in the mirror. The makeup I had painstakingly applied this morning was smudged everywhere. I pulled down the hemline of my burgundy mini dress before continuing on my way out of the bathroom. As Bella and I walked out of the bar, I noticed that a lot of the men in there were staring at us. They must have been all the men I blew, and I tried to guess which cock belonged to which man.

We got into the back of the car and drove away, listening to the music coming from the radio. The car left the town we had been in and drove back towards Positano, before pulling up outside the front of a very fancy-looking shop. Mistress Bella stepped out of the car, walked around to my side and opened up the door. 

“You know I used to work with the lady who runs this shop back when I modelled,” she said.

I looked up at the elegant shop front as Bella ordered me in her husky French accent, “Now fetch the suitcase from the boot and meet me inside.”

By the time I had made it inside with the suitcase, Bella and the shop lady were already chatting away and catching up. Bella’s friend was a tall, slim Italian woman with long dark hair and glasses. She was elegantly dressed in a tight white blouse and skin-tight light blue jeans that hugged her thighs and bum. She had finished her look off with strappy stilettos, a brown belt and matching lipstick. I heard them joking about something before turning to face me. 

The Italian shopkeeper greeted me, “It’s lovely to meet you, Olivia. Bella has just been telling me all about you.” She paused for a moment to look me up and down, “I hear that you whored your mouth out this morning to pay for some new clothes?”

I was suddenly very self-conscious that my makeup looked in a state and that I had drying slobber and strangers’ cum on my burgundy dress, before sheepishly replying, “Yes ma’am, Mistress Bella told me that I had to earn some cash to pay for my new clothes.”

She replied, grinning, “I bet you loved every minute of it, you sissy whore. Now, before we begin, I need to take your measurements, so strip and stand in front of the mirror.” 

I went over to the mirror she had been pointing at, before stepping out of my wedge heels, removing the shoulder straps of my dress and letting it fall to the ground, then unclipping my bra, before finally pulling my thong down to reveal my little clitty locked in the tiny pink chastity cage. 

I could feel the cold breeze from the air con against my hairless skin as she pulled out a measuring tape and ran it against my body. As she squatted down next to me to measure my legs, she came face-to-face with my locked clitty.

Then remarked, “I can see why you’ve chosen to become a girl with that little shrimp.”

The insult stung a little as I stood there naked, legs apart as she measured my inseam. Finally, she stood back up and gently slapped my ass.

“I have everything I need from you, Olivia. Now, why don’t you go shower the semen off you in the back? I also have some makeup in the bathroom; you can do yourself up with.”

“Thank you,” was about all I could say as I headed to the back of the shop floor.

In the distance, I heard her call out to me, “When you come back, I will have some new outfits for you to try on.”

I washed as quickly as possible in the shower, but needed to wipe my cum stained makeup off my face, which took a few minutes. Thankfully, I managed to avoid getting most of my shoulder-length blonde hair wet. When I got out of the shower, I realised someone had been in the bathroom as they had left a white and blue cotton thong hanging next to a towel for me to dry off. Once dry, I pulled the thong on and opted to only apply some mascara and the brown lipstick that the shopkeeper had lying around.

As I tiptoed back onto the shop floor, Mistress Bella called out to me whilst signalling to a very full clothes rack, “Look at all the cute outfits we’ve picked out for you, Olivia.”

The clothes rack was about five feet long and was full of different outfits hanging from it. I grabbed hold of a silver metallic bikini and pulled the hipster bottoms up my legs, and then grabbed the top, which was tiny and barely covered my nipples. Once I had finished tying the knots on the top, I stared at myself in the mirror. The bottoms fit perfectly, with my ass cheeks hanging out of them. I bounced up and down a little on my feet to see my ass jiggle a little.

Mistress Bella and the Italian shopkeeper laughed a little, “Wow, sissy girl, you really could pass for a cockslut in that.”

I blushed a little before Bella spoke again, “Why don’t you try on a few other outfits and give us a little fashion show, Olivia?”

I nodded at her instructions and grabbed another outfit. Over the next hour, I tried on loads of sexy dresses, mini-skirts, tops, co-ords and lingerie as I did my best to strut my sexy sissy body in the new clothes for Bella and her Italian friend. If they thought I looked sexy enough in the outfit, I was told to take it off and place it in the suitcase I had brought with me, so that I could take it back to the superyacht. I was also able to try on a few different pairs of heels and stilettos, which I struggled to balance in.

As the suitcase had pretty much filled up, I was wearing a flower-embroidered baby blue lace bottomless body, alongside some white hold-up lace stockings, teetering in some four-inch platform stilettos. As I stepped towards Bella, my little chastity-locked pink clitty slipped free from the bottomless lace body and started bouncing about.

The Italian shopkeeper leaned over to Bella and whispered something, then Bella spoke up in her husky French accent, “I think this outfit is perfect for later today. Don is going to love you.”

I blushed a little as Bella threw something white at me, “Here, put this on to cover up a little for our way home.”

I unfurled the white thing I had caught and realised it was a pleated white micro skirt. As I pulled it on, Bella was zipping the suitcase closed. I looked in the mirror and saw that the micro skirt barely covered anything. I re-tucked my locked clitty to try and hide that a little and smiled at myself in the mirror, pleased by how hot and sexy I was looking.

I could see Bella paying her Italian shopkeeper friend in the mirror with the cash I had earned earlier that morning from sucking all those cocks. I couldn’t believe my mouth had afforded me a whole new wardrobe. It actually felt quite empowering. 

After we left the clothes shop, we got back into the car, and a short while later, we were back on the rear of the superyacht. Bella passed the suitcase with all my new clothes to one of the deckhands and told him to take it down to the room I shared with Lexi. I could see her speaking with another deckhand before turning to me.

“Don is down in the gym. Why don’t you go down there and show off your new outfit?”

“Yes, Mistress,” I happily replied.

In my excitement, I skipped along the deck, aware that the micro skirt was bouncing up and down, revealing my ass in the crotchless baby blue body to all the crew, and headed downstairs. As I reached the gym, Don was finishing his set on the bench press. He was topless and wearing loose-fitting gym shorts. His huge, muscular black body was glistening with sweat. I stood in the doorway admiring his manly body as he put the barbell back on the rack. As my eyes drifted to the outline of his huge black cock under his shorts, I felt something deep down stir in me. I could feel my blood rushing to my clitty, only for the tiny pink chastity cage to crush my little erection and sissy balls. 

I shifted a little from the pain the cage was causing, as Don sat up and spotted me staring at him, “Hey, Olivia, how was your trip this morning with Bella?”

I coyly entered the gym and shifted closer to him on the bench as I responded, “It was errr eventful, filling and errr tasty,” alluding to all the anonymous dick and cum I had eaten earlier in the day, “But the best part of it was that Bella treated me to a new wardrobe.”

I followed up by doing a little twirl in front of Don to show off what I was wearing. The little white skirt lifted up to reveal the baby blue crotchless lace body I was wearing.

Don’s jaw opened a little as he inspected me, “Wow, you do look sexy in that, sissy girl. Bella must have been impressed with you at the gloryhole for her to treat you to that sexy outfit.”

I stopped still in front of Don. I hadn’t known that he knew where Bella had taken me this morning. As I stood in silence, staring at his glistening, muscular body, I could see him inspecting my body, and a hunger in his eyes I hadn’t seen before. I guess my escapades earlier in the morning had given me a new confidence. I gently leaned forward until our faces were inches apart. Don, too, instinctively sat forward and kissed me. 

I had never been kissed by another man before, let alone a black Adonis like Don. I could feel his salt and pepper goatee bristling against my chin as he forcefully kissed me again, this time pressing his tongue into my mouth. It felt so girly kissing him, bent over in lingerie. I slowly crept my hand down to his gym shorts and felt the outline of his black dong. It was semi-hard and already about the length of my forearm. The warmth of his black python and feeling it stiffening in my hand felt so empowering.

I stood back up straight and giggled a little as I looked down and saw the enormous tent that had formed in his gym shorts. Turning around until my sissy ass was in front of his face, I slowly pulled my white pleated micro skirt down until it was just below my ass cheeks, which were framed by the bottom of the lace baby blue crotchless body I was wearing. Then I jiggled my ass in front of Don to tease him. 

Don’s firm black hand clapped my soft ass as he commanded, “Take that off bitch and help me out with this.”

I looked over my shoulder and saw this hard, big black cock, now flopped out on top of his shorts, almost reaching his knees. I dropped the white micro skirt to the floor and turned around, revealing my little clitty struggling against the tiny pink chastity cage. I was transfixed by his black manliness and could feel the saliva building in my mouth.

I knelt in between his legs, as Don sat on the bench, and I gently picked up his huge black weapon. His dong was so girthy that my fingers weren’t able to wrap around him. I now had his cock standing up straight and put my chin at the base of his cock. As I inhaled the smell of his sweaty, manly black cock and balls, I realised he was bigger than my head. 

I stuck my tongue out and licked his black lollipop from base to tip, as I locked eyes with Don. I paused at the bottom of his bulbous, circumcised bell end and flicked my tongue up and down it. I could see Don smiling back at me, encouraging me with his eyes to go even further.

Still holding his monster black shaft, I pulled my mouth back and then dribbled some spit on the top of his delicious black bell end, before opening wide and lowering my mouth onto him. My mouth was immediately full of cock, and as I stared down into his crotch, I could see that there was still so much of him not in my mouth. Don was so much bigger than even the biggest cock I had sucked that morning. I pressed him further into my mouth and could feel him pushing through my throat. I couldn’t fit anymore in, so I held him there for a moment and gurgled on his weapon.

I had to pull up for air and leaned back on my knees, as I continued to jerk Don off.

“I don’t keep much lube in the gym, so you better get the whole thing wet, bitch, or you’re gonna be squealing in pain when I fuck that little pretty pink sissy hole of yours,” he spat at me.

As I knelt staring at his glistening mandingo cock, I gulped. How on earth was I going to fit this in my ass?!? The dildo that Bella had been giving me my daily peggings with was barely half the size of Don. 

I knelt back up and this time ran my tongue up and down the side of his black cock. I was trying to coat every side of him with my saliva. He tasted so good, and somehow the taste of his sweaty, slobbery cock was causing me to salivate even more. I lowered my mouth onto him once more, sucking on his lollipop, then lurched down to take more of him in my mouth and throat. I reached as deep as I had last time and could feel my throat at its limit. I had to get his cock as wet as possible, so I pushed even further down. I could feel myself gagging on his black weapon as it violated my throat. I pushed down further, until I was about two inches from the base of his black dong. My body was convulsing from the gagging, but I didn’t want to displease Don. 

I couldn’t take Don’s monster in my throat anymore, and pulled off him, as my slobber erupted all over his glistening, big black cock. I had let go of his dong and was leaning back on my knees, coughing a little as I recovered. I suddenly felt very self-conscious as I knelt there in my lace baby blue body. I felt so pathetic kneeling there in front of Don.

Finally, he broke the silence, “You’ve done a good job at lubing me up, Olivia. Why don’t you get up on the bench and let me give you a not-so-little treat?”

I was still breathless, so I nodded gratefully at Don, then pulled myself up onto the bench. Looking back at him, I rested my elbows on the barbell and placed a knee on the bench as I stood with my other leg apart. From Don’s position behind me, he had a perfect view of the split in the crotchless body I was wearing, revealing my sissy ass, and dangling locked clitty.

Don spanked me a little, enjoying how I gently moaned and clenched my cheeks after each clap, before finally spreading my ass apart and burying his tongue in there. It felt odd initially as his wet tongue prodded in and around my ass hole. As I got used to him lubing my hole up, I could feel my sphincter twitching a little from the excitement. As I gently wiggled my ass on his face, I could hear Don grunting as he licked my hole.

I realised his soft, wet tongue was no longer buried in me, and instead I felt something firm and thin pressing into my ass. I turned my head around to see him pushing his finger in. With a wry smile, he pulled out and then wiggled two fingers at me before pressing them both into me. It felt great as he was gently stretching my hole. I relaxed a little and turned to face my front as he thrust his two firm fingers in and out of me. I moaned a little as he picked up the pace, and I tried to imagine what his cock would feel like.

“You’re almost ready for me, Olivia. But first, I need to stretch you out some more,” Don commented, before pulling out once again.

He spread my cheeks once again, before spitting into my sphincter, then pressing all his fingers into me. I squealed a little as I tried to relax my hole. Don didn’t let up as he continued to force his fingers and the top of his hand into me. I had to squeeze the barbell as I felt Don forcibly stretching my sissy pussy wide open. 

“Good girl,” He purred, “The more you relax, the more you’re going to enjoy this.”

“Yes, Daddy,” I sighed out as he pulled his hand out of my ass a little.

He pressed in again, and this time his hand squeezed in more easily. I felt so full as he held his hand inside of me. Then suddenly he yanked it out of me. I was empty. I could feel my loosened ass still wide open, begging to be stuffed again.

“Did you think that you’d become my new sissy bitch when you first met me, Olivia?” Don asked.

“No, sir,” I giggled back.

My sphincter was slowly closing up, but still loose as I wiggled my ass at Don, trying to entice him to use my hole. Don strode over to the other side of the gym, opened a cupboard, and pulled out an almost empty bottle of lube. 

As he neared me again, he smiled and responded, “Chastity cages do wonderful things to the brains of white beta bois.”

He reached under me and grabbed my little locked clitty and swollen balls before squeezing them firmly. With his other hand, he squeezed the bottle of lube and watched as it dripped into my ass. I was having an overload of sensations as Don continued squeezing my balls, and the cold lube dribbled deep into me.

I couldn’t take it anymore, so I blurted out, “Please just fuck me, Daddy. I want your cock so bad.”

Don chuckled a little, then let go of my balls and spread my cheeks. He spat once again into my sissy pussy, then lined his humongous, girthy black python up against me. His black bell end began burying itself into my pussy. My ass started burning as he stretched it with his manliness. How was his cock so thick?!?  I cried out in pain. Don grabbed hold of my hips and pulled my lingerie-clad body onto his big black cock as he continued forcing it in.

“It’s… so… big…” was all I could say in between breaths, as I tried to cope with the pain.

I backed off his pole to try to ease the pain. I had half a second of respite before Don shoved himself back into me. He ploughed into me with such force that both our bodies lurched forward. My hips were now pressed against the barbell, as he pulled his entire length out of me, before burying his black dick back into me. I had nowhere to squirm, as he stretched my ass wide. Don kept thrusting in and out of my sissy ass, as I bit my lip and closed my eyes. 

I could feel my guts being rearranged as Don continued his ploughing. The pain was beginning to subside, and in turn, was being replaced by pure pleasure. I could hear his body clapping against my ass cheeks as he grunted.

“You like getting fucked by black alpha dick, Sissy?” He asked as he paused with the thrusting deep inside me.

“Yes, Daddy. Please keep fucking me,” I eagerly answered him.

He didn’t need any further encouragement, as he resumed his merciless ploughing. I was now in pure ecstasy as his hard, monster black cock rubbed my prostate. He continued fucking my sissy ass like a monster for a few more minutes before pulling his weapon out of me. I turned around to see what had happened and saw Don standing behind me, muscular, naked, rock hard, and glistening in sweat. He looked magnificent in that moment. I stood up to face him and went to kiss the black god.

Before I could reach his lips, he pushed me back gently and spoke, “Your pussy has tired me out, sissy. Now it’s your turn to do the work.”

With that, he lay down on the bench. His glistening monster cock stood up perpendicular to his body, like a mast of a galleon. I clambered on top of him and grabbed hold of the base of his black rod. Dribbled all the saliva I had in my mouth onto his thick mushroom head, before lining it up with my now loose sissy hole, and lowering myself onto him.

He slid into me far more easily this time, and within seconds, I was sitting on the base of his black dong. I was so full that I thought I could explode. As I looked down at Don’s chiselled body beneath me, I noticed him staring at my tiny pink chastity cage resting on the bottom of his abs. 

“It’s so puny, isn’t it?” he chuckled at me.

“Yes, Daddy.” I sighed back as I began slowly riding him. 

I didn’t care that he was humiliating me about my tiny clitty anymore. I was having far too good a time with his big black dick inside of me. I quickened my pace into a canter, as I rode his cock up and down. Each time I dropped my ass onto his pole, my swollen, locked clitty whacked onto Don’s abs. It felt incredible having this black Hulk of a man beneath and inside of me.

As I quickened my pace even further, I grabbed hold of the barbell to steady myself. I was moaning uncontrollably now as I could feel his already monstrous black python somehow stiffen and grow inside of me even more. Don grabbed me by the hips once more and shoved me down one final time, holding me still as his cock erupted deep inside of my ass. As he let out his loud manly grunts, I could feel his cock twitching, and his warm seed, spraying inside me. 

I could feel the python softening inside of me as Don sat up, and I pulled myself off of him. I got onto my knees whilst he was still sitting and took his cummy cock in my mouth. I was so hungry for his cock that I sucked the last of his cum out of him and licked off my ass juice from his shaft too. I then slowly bobbed my mouth up and down his cock as I felt his seed dribbling out of my ass and onto the gym’s floor.

I heard someone clapping applause behind me, so I pulled my mouth off Don’s now clean and soft black monster to see Mistress Bella standing in the doorway of the gym with a big smile.

“Well done, Olivia! How does it feel to get bred by a real man?” she asked.

“Amazing, Mistress,” I contentedly replied.

Pointing beneath me, she spoke again, “You know a good sissy slut cleans up their mess too.”

I looked between my knees on the ground and saw a puddle of Don’s cum that had leaked out of me and onto the ground. Understanding what she meant, I bent over and slurped up the last of Don’s delicious cum. 

That day, Don’s cock converted me into a cum-guzzling sissy for black men, who finally knew where she belonged in life.

Published 1 hour ago

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