Mostly the same start to the day, except I was still held in Sir's arms when I awoke and had to be carefully extricated before Reggie dragged me through his morning ministrations. I was still sore from the gang bang in Pirate's cove. He found a scrub brush with a handle on it and was using that on me. It stung as it touched the whip marks. My ass and cunt were throbbing from all the guys who fucked me yesterday. He added to the pain by fucking me in the cunt and ass with the handle of the brush. My throat and jaw ached from all the cocks that mouth raped me. He added to that by shoving the brush in my mouth as much as he could. The welts on my ass and back and tits stung horribly as Reggie scrubbed them with the stiff bristles. A few of them opened and bled, so he put alcohol on them. He warned me if I screamed he'd punish me more, so I stifled my yelps as best I could.
The pain felt different today. It was the same pain, but I remembered being tortured yesterday, the whips, the fist punching my pussy, the spanking. It hurt at first, but then I started floating and it was...better? Still painful, but the floating felt really good. And now today, with Reggie hurting me, scrubbing me hard, stinging my wounds, I felt some of that floating again.
When he dragged me into the bedroom for the morning gang rape session, he started with spanking me, harder and still harder. When I started to squeal, he shoved his fingers inside me and started plunging my pussy. Which was wet and getting wetter. Smack, smack, plunge, plunge. Just as I thought I was going to cum, he stopped and handed me over to the other men in the room. The first one drove his massive cock into me hard, one thrust, and started slapping my ass. I came all over his cock, shuddering as he continued to beat me. He came a few slaps later, shooting a massive load in me. They traded off, ass fuck and then another cunt fuck, but all of them slapped my ass and I came again and again, changing the pain they gave me into heat and light and clenching and release. When Reggie stuck his fat cock in my mouth to finish me off, my ass was throbbing and hot, probably bright red. I NEEDED his cock more than I could imagine. I had to have something in me. I sucked so hard he popped almost immediately. I wanted to swallow so badly, but I knew I had to keep that pearly puddle to show Sir.
Reggie had me kneel by Sir's bedside, naked, with my mouth open to show the sperm in my mouth. We'd done this every morning of the cruise, but it felt...deeper this time, after our time together last night. Sir looked at me and stroked my hair a minute before shoving his cock down my throat. He turned me over on the bed and ran his hands over me, probing the bruises and welts, before jamming his cock up my spunk-covered ass. After he came in me, he stayed on top of me for a few minutes, petting my hair again. At breakfast, rather than just reading while he fed me, he really watched me as I ate. He played with my tits.
We stayed in the cabin that morning. I sat, naked, at his feet and we watched a movie. He kept petting me, like at breakfast. We had a light lunch from room service before he told me to get ready, and he didn't even have the servers fuck me.
The outfit du jour was another "fuck the whole fleet" piece. Or pieces. The "skirt" was two triangles of black, silky fabric held at the waist, but not really connected to each other, just sort of hanging down over my cunt and ass from the band around my hips. Barely hanging down over my cunt and ass. And all it took was a strong breeze to lift either triangle. The one in the back was cut differently than the one in the front, but a triangle isn't the best shape to cover the ass, if that's what you're going for. The "top" was basically a black push-up bra, with the same fabric as the skirt so it didn't look like I was walking down the street in lingerie. No, I just looked like a true whore, with the makeup to match -- bright red, teased hair, heavy eye makeup, stiletto heels. I was glad Miranda made me practice walking so much when she was pepping me, so I had time to build up calluses.
It was almost 4pm when Sir escorted me of the ship. He hailed a cab and gave directions in Spanish to the driver. We were lucky we didn't get in an accident because Sir took advantage of the skirt configuration to flip the front up and expose my naked pussy to the driver. He was a young guy, with dark red-brown skin and huge hands on the steering wheel. They had a conversation in Spanish -- I didn't realize Sir was so fluent. The only words I understood were "chinga" and "puta".
We stopped on a side street, so I still wasn't sure where we were going. Which was fine because Sir had plans before he took me to our destination. He had me straddle the driver while still in the driver's seat and put my hands behind my head so the driver could feel my tits. While he was groping me, they kept up a conversation. The driver was begging for a "chupada, por favor, amigo!" Sir looked at his watch and finally said OK. He ordered me to kneel on the curb, somewhat hidden by the door of the car, while he stood on the other side to keep watch and prevent any casual glance from seeing. The driver wasted no time in freeing his massive cock from his pants and jamming it down my throat. He was so hard and pent, it only took a few strokes. Sir said something sternly and the driver pulled out before he came, leaving huge globs of cum all over my tits. I think it was a year since this guy last came.
Of course Sir didn't let me wipe any cum off to make myself more presentable. Fortunately, we just had to go around the corner to the main street to get to the bar he was planning for. A strip bar -- I could see nude and nearly-nude women writhing on a stage to loud music and giving lap dances to patrons. Sir had another conversation with the door keeper at the bar, who laughed when he saw my tits. He dragged a finger across the still-wet cum and then put his finger between my lips, making me lick the cab driver's seed. Sir talked to the bouncer at the door and laughed some more. Sir turned me around and bent me over one arm while he raised the back skirt flap with the other hand. He gave me a few swats, slowly at first, but gradually getting harder and harder until I was squealing. Then he pushed me over to the door man who rested his hand on my flaming hot ass.
The door man rubbed my cheeks a few times, which felt good after that spanking, but then he added some whacks of his own, making me cry out. A song had just ended, making everyone very aware of the noise. They all turned to look at me, so what did he do? He turned me the other way, so my bare ass and cunt were pointed at the crowd in the bar. He bent me over his arm while he worked my sore cheeks some more. I was crying by the time he let up on my butt so he could jam his fingers in my cunt. He alternated between finger fucking me and swatting my ass. The other hand was playing with my nipples, tweaking them hard. Damn, I could feel the pain working on me again, lifting me up. I felt my cunt tighten, gripping his fingers as he plunged into me, and then I exploded. Louder than the spanking, I heard myself crying out my orgasm for everyone to hear. And I gushed. I could hear everyone laughing and cheering. I'm sure my face was as red as my ass. With all I had endured so far, you'd think I'd be beyond embarrassment by now, but apparently not.
