Alex kidnaps an amateur porn model and bring her to his private island where he can enjoy her night and day.
The next day, after making some arrangements, I thought I would take a little break. It wasn’t that my life was terribly challenging, but when you live your life dealing with organized crime, the stress level could be high at times. So, I was on the way to my private island in the US Virgin Islands. The irony was not lost on me since no women left the island as virgins, that was for sure. After flying into Saint Thomas, we boarded the boat I had stored there. This time, I brought along my French maid, Avril. I asked her to dress less conspicuously for the flight, so she was wearing closer to business attire. White blouse, short skirt and high heels. But I made sure she knew to change once we got to the island. Once we were on the boat and on our way, I kicked back and relaxed on the back deck as we made our way to my island. I slowly smoked a cigar and had some Pappy Van Winkle's Family Reserve bourbon I had been saving for this day, the sun shining down on me. When my glass was empty, Avril strutted over with the bottle to fill my glass.
“Avril. Sit down for one minute. I need to ask you a question.”
She seemed a bit surprised, but sat down next to me, placing the bottle on the nearby table.
“I’ve been wanting to ask you. Why did you hold down that model last night? What were you thinking?” I asked, taking a drag from the cigar.
“Je ne sais pas.…I am not sure. I have…Had anal sex before. I know it hurt. For me, the worst parts was when he tried over and over to get it in. It still hurt, but was better once it was in. Then, he kept going on and on. I thought that if I held her, you would get in quickly. Then, I thought I would do anything to make it as short as possible.”
“I see. So, no other motivation? Nothing else going on in your head?”
“I don’t like what you do. But I…can’t go against you. I can see that.” She bowed her head and looked down at the deck. “So, all I can do is try to make it easier for any of the women.”
“Interesting. Well, I’m telling you now, I plan to have some fun on the island with a new woman.” Her eyes opened wide. “I expect you to treat her well. You can do whatever you feel will make her more comfortable. But I plan to have a lot of fun with her, just to be clear.”
“I…I see. I will do my best.”
Not long after our conversation, we arrived at my island. I like to keep my circle small, so the island had very few people there. Almost everything was automated. Security was tight and access was limited to each floor and room based on key access. In many ways, it was the most beautiful prison you ever would see. Big living space with an indoor and outdoor pool. The only staff there were for food, cleaning or armed security around the perimeter just in case. When we arrived, I told Avril to change back into her French maid uniform. I went much simpler and put on a comfortable bath robe and nothing underneath.
I picked up a nearby tablet and checked the security camera. The boat I was waiting for was pulling up. Both a man and a woman got off the boat. I watched as he spoke to the woman and sent her up the walkway alone. He turned around, got back on the boat and got ready to leave. As she would approach a gate or door, I would automatically open it. You could tell she was nervous, trying to figure things out. Eventually, she made it to the front door which I opened for her with a press of a button.
“Hello, is anybody here?” She said, slowly walking into the house.
“Please, come join me in the living room” I said from my chair.
As I sat there, I saw her walk in. Her name was Lily. She spent some of her time modelling but also did a bit of porn on the side. A couple of scenes with her boyfriend and then a number of them with women. A smaller girl, amazing body, beautiful face, nice blond hair with a tattoo across her thigh. She was wearing a skimpy white bikini that barely covered her, high heels and a matching sarong that really made her look fantastic. What I really liked about her is that she looked innocent, but from her videos, was a complete tiger when she got going. First time I saw her in a porn movie, I knew I had to have her. So, I arranged through a fixer I used before for her to have a “once in a lifetime” modelling opportunity in the Caribbean. We got her on a plane, on a boat, erased her tracks and now she was here in front of me.
“Umm…Hello. I’m Lily. Are you…are you the photographer or something? Who are you?” She said, cocking her head to the side in confusion.
“Not quite. My name is irrelevant at this point. As you can tell, we are quite alone here. Nobody here who will save you in any way. This is my island and, in many ways, you are my prisoner. Don’t even try to escape, I can tell you now, it won’t happen. Now your next question is, what are my intentions. Quite simple. I want to fuck you every which way possible. This will happen. How much suffering you go through is entirely up to you. If you obey me and do what I want, I will pay you a good amount when I’m done with you. Resist me, I will hurt you. If you try something really stupid, like try and escape, you will regret that for the rest of your life. I will ship you to China where they will make you a sex slave for some old man, to be used whenever he wants. There is quite the market for beautiful women like you.”
“This is a joke, right? I’m calling my boyfriend and getting the fuck off this…” she reached down into a small purse by her side, fumbled for a minute looking for something.
“Yes, your phone. See, we took that off you on the way here. It was easy to swipe it out of your purse when you were being fed oysters and champagne on the way over. Which I can say, there is more where that came from. You can treat this experience in a few ways. While you are here, you will be treated like a princess. Best food you can imagine, great cocktails, lounge by the pool and so on. But to be clear, you are my sex slave. I will use you whenever and however I please. You may even enjoy yourself. But if you don’t obey, I will simply handcuff you to the wall and fuck you anyways.”
“This..this is crazy. You can’t be serious. I…I will tell the cops. You can’t do this!” She yelled.
“Tell them what? Do you know where you are? How much attention were you paying on the boat trip over. Was it 1 hour? 2 hours? Maybe the driver went in a circle? Do you know where you are? You won’t even know which police to call. But you don’t need to. Do what I want, it will be over when I am done with you. You will have a little uncomfortable vacation and even get some money in the end. Do we have a deal?”
“No fucking way. My boyfriend is going to hunt you down and kill you. He is going to beat the shit out of you!” She yelled.
“You mean, Carter Beauregard, the 25-year-old scrawny prick from Maine that convinced you to be in porn when you could have been a legitimate model? That one. Pardon me if I don’t concern myself.” I said, slowly standing up and walking closer to her. “Enough talk. Take off your clothes off right now.”
She waved her finger at him. “I said, no way man! I’m not letting you any where near…”. I had enough. I had been looking forward this moment for some time and my lust had hit it’s peak. Just looking at her beautiful body was getting me so excited. I reached down, grabbed the front of her bikini in one hand and ripped it off in one quick tug with her sarong falling off at the same time. She quickly tried to cover herself in shock, dropping the purse with a thud.
“What the fuck man! Give me that back!” She yelled at me. Instead, I simply opened my bath robe and let it fall to the floor, revealing my nakedness to her. By this point, my rock-hard cock wanted her so badly. I couldn’t wait to pound her long and hard. As I walked towards her, she backed away slowly but her high heels and that she was still trying to cover herself didn’t let her move quickly. I wrapped my arms around her, lifted her up an inch and then threw her onto a soft rug I had in the middle of the room, knocking the wind out of her. I quickly got on top of her, pinning her arms above her head. I squeezed myself between her legs and looked down at my prize. Her breasts were still in the white bikini, but my eyes traced down her flat stomach to the little pubic runway that was above her pussy, inviting me in.
I put my dick just outside her lower lips, rubbing myself up and down her slit. “Please..please don’t do this. My boyfriend. He will be so pissed. I beg you please don’t.” she started to babble. By this point, there was no holding back. I aimed for her and with one swift motion, jammed it into her cunt in one, hard thrust. This caused her to bite her lower lip and try to push me out with her thighs. But she just didn’t have the strength to get me out of her. She felt exquisite, like a soft glove around me. I pulled out most of the way and then slammed it back in to the hilt, causing her to give a short yelp.
“Please mister. Stop this. I can’t believe this.” She babbled. I held my dick all the way in, just feeling her wet pussy. For somebody with no foreplay and being raped, she was surprisingly moist.
“I have to say Lily, for somebody who says she is not wanting this, your pussy is sopping wet. I think you like this.” She turned her head to the side, not wanting to look at her rapist.
I pulled back out, and slid in slowly this time, enjoying every moment. She was still trying to push me off with her thighs, but couldn’t do much because I had her wrists pinned to the floor. I picked up the pace a bit, starting to fuck her in earnest now. Every once in a while, she would give out a moan or a small yelp. The room was filled with the sound of flesh on flesh as I began to pound her. Occasionally, she would take her high heels and try and dig into the floor or even me sometimes, but she couldn’t move much in this position. Looking down at her, her head was still turned to the side, probably praying for this to be over, but I was enjoying her for as long as I could. Her ample breasts were moving back and forth every time I thrust into her. Letting go of one of her wrists, I reached down and tried to rip her bikini top off. But instead, that gave her a way to get some leverage. She slammed her elbow into the side of my head, forcing me off of her. In that moment she scrambled to her feet and ran for the door as quick as she could, with her high heels clicking on the hardwood floor. She was trying the door, but it was locked electronically the moment she stepped in.
“Help! Somebody, please HELP ME!” she started to bang on the wooden door.
Once I recovered, I reached into a nearby table and found what I was looking for. Walking up to her, I couldn’t stop looking at her. Her naked ass and legs were perfect. Before she could realize I was behind her, I grabbed one of her wrists and slapped on a pair of handcuffs I had just grabbed. After a short struggle, I got her other hand as well and cuffed them together behind her back. Spinning her around, I pushed her up against the door with one hand, grabbed the middle of her bikini top with the other and ripped it off of her in one quick motion, throwing it over my shoulder. Underneath, were two amazing breasts. This was my first chance to really look at her close up and I was not disappointed. I noticed that she actually had quite a few piercings. A small nose ring, lip ring and small barbells in each of her nipples. Each one was small and looked good on her. Looking further down, she actually had a fairly natural looking blond bush. I had noticed this in her porn videos, but thought that maybe it was just a phase. Holding her against the door with one hand, my hand started to wander over her body. First, stroking her breast, playing gently with the nipple piercing. Her tits were firm, but clearly natural. My hand started to travel down her flat stomach, I ran my fingers through her pubes and then cupped her pussy gently, causing her to let out a small whimper. I took one of my fingers, traced the outside of her lips and then began slowly sliding it into her.
“No…no…” she yelled out and tried to get away again. Pushing me away with her body, she tried to make it to the other side of the room, maybe hoping there would be an exit there. I quickly followed her, watching her sculpted ass bounce as she tried her best to move quickly in her high heels. I easily caught up to her, grabbed her by the arms and threw her stomach first over the couch in the middle of the room with a loud thud. With her arms still handcuffed behind her back, she was struggling to get up, but I would just easily push her back down. I ran my hand over her butt, stroking it gently. Taking a hold of her butt cheeks, I spread them open until I saw her little brown anus.
“So, Lily. I’ve noticed that you’ve never done anal in any of your movies. What’s the matter, don’t like it?” I said, looking directly at her butthole.
“Oh god no. Please. Don’t. I’ve never done that. Please don’t! I beg of you!” She was still trying to get off the couch, but there was no way she could get any leverage. I pushed her legs aside with mine and then positioned my dick so that it lay in the crack of her ass, making her struggle even more. Leaning my body over hers, I took one hand off her butt, leaned forward and took a firm hold of her dangling breast. “Not today Lily. We are going to save your asshole for a special occasion.” Pulling my body back a bit, I repositioned myself and instead slid back into the pussy I had been in moments before. She started to cry into the couch cushions. I leaned closer to her ear.
“Lily. Thank me for fucking your pussy. Thank me that I didn’t ram this dick into your ass.” By now, she was fully hysterical with her face in the couch cushion. I played with her great feeling tits for a bit, while continuing to feel her pussy around my cock. Every time she whimpered; she involuntarily gave my dick a little squeeze. It felt great. She was clearly not going to say anything. I decided to stand back up, took a firm grip on her hips, pulled out and slammed myself back into her with a loud grunt.
“Please mister. Please don’t do this. Please…please…” she cried out. I started to bang her long and hard. In this position, I was able to really give it to her. I watched my wet dick slide in and out of her. She felt wonderful.
“You like being fucked over a couch like a slut? I can tell. Your pussy is so wet!” I said, not slowing down at all. She was still trying to get up, trying to dig her high heels into the floor, trying to roll to the side or lift her body, but I was able to keep her in place just by holding her hips down. I was thrusting in and out of her and the room was filled with the sounds of sex again. Every time I slammed into her hole; her tight butt cheeks would give a little wiggle. She was a sight to see. Her handcuffed hands were tight fists, balled up in frustration. By now, I could see her back was starting to get sweaty from all the fighting she was doing.
I could feel myself getting closer to coming, but wanted this first time with her to last longer. I pulled out and looked down at her, rubbing my hands all over her butt, kneading her cheeks like dough. I reached down and took both of her tits in my hands. Once I felt the impeding orgasm go away, I slowly positioned myself at her opening again, gave her breasts a quick squeeze and then pushed myself back in. She groaned in surprise, probably not sure why I had stopped in the first place.
“Oh Lily, you feel so good.” I started to slide slowly back in and out of her, using her breasts as hand holds. Although I enjoyed how her tits felt, it was an awkward position. My other thought was this girl was too pretty to be face down, ass up. I pulled myself out of her and she looked back in surprise and fear. I grabbed her arms again, lifting her up off the couch. Looking down, I could see the couch cushion was soaked with her tears.
“What are you doing?” she said, voice cracking. I guider her around the other side of the couch to the side with the cushions and threw her down onto her back. I would have loved to force her to give me a blowjob, but I was so close to coming already. Instead, I pushed her legs open again and stared at her vagina. Her stomach was moving up and down as she tried to catch her breath. I needed a break to stop myself from coming too quickly. So instead, I got down, took a deep look at her pussy lips and then started to lick them up and down. Lily started to squirm uncomfortably, not really sure how to react. I wrapped my arms around her legs, lifting her a little bit so I could my mouth in there. Normally, I preferred being on the receiving end, but for some reason, I really wanted to go down on her. I gently licked around her clit, which was already engorged from the sex we were having. She was still trying to get away, just not as strongly now. I mostly spent time on her clit, but would occasionally travel down her vagina and then back up. She had a musky smell from all the sweat and I loved it. There would be the occasional moan but it ended with a whimper. So, it was hard to tell if she was enjoying it or not.
“Please…stop…please.” She started to whimper again.
“Stop?” I said. “You want me to stop? OK, then.” I lifted myself back up, keeping myself locked on her legs. She was now positioned so that her back was on the couch cushions, her arms will still behind her back, but I had a firm grip on her legs so they were partially on my shoulders. Like this, my dick was once again aiming at her cunt.
“Wait…that isn’t what I…” her sentence was cut short when I thrust into her with a mighty thrust, causing her to yell out again. I took a firm grip on her thighs and started to pound into her again. She was shaking her pretty head side to side in frustration, whimpering with tears streaming down her pretty face. With each thrust, her perfect tits would swing back and forth. Sometimes they looked like they would knock her out. I could see her flat stomach flexing every time she cried. I loved watching my cock slide in and out of her.
“Oh, Lily…you feel so GOOD! This was worth all the effort it took to get you HERE.” I yelled out, timing the last word with a particularly powerful push into her.
This was much easier than having her doggy style over the couch. I could also see her angelic face and body. I was enjoying the show as my dick slid in and out of her. Sometimes, I would bring it almost all the way out and then shove in as hard as I could. I started to fuck her even harder, grunting and moaning each time. I took an even firmer grip on her thighs, lifted myself up off my knees so that I was pushing her legs almost up to her own shoulders. I’m sure she was uncomfortable being almost folded in half, plus I was really banging the hell out of her now.
“Yes, Lily. Yes, you beautiful thing! I am going…I am…I am.” With a final hard thrust, I buried myself to the bottom and started coming deep in her. I held her down on the couch, but by now she didn’t seem to have much fight left. I looked down at her face, which was now red and puffy from the crying. “Still coming…” as I let another load. And then another and another.
“Fuck…that was great!” I said, slowly getting up off of her. I first kissed the inside of her smooth legs and then let them down until they fell to the floor. She was a pile of sweat and breathing hard. I slowly pulled out of her and looked down. There was a small trail of cum leaking out of her. She wasn’t even moving anymore, probably in shock. I casually played with the cum that was trickling out of her. I picked a little bit of it on my finger and then moved my finger towards her mouth. She immediately turned away. So instead, I just wiped it off on her pubic hair.
I stood up, walked over to my tablet. Pressing a few buttons, I called up Avril. “Please come to the living room. I have somebody you need to take care of.” Reaching into the table, I took the key to the handcuffs. “Stand up” Lily looked at me, but then slowly stood up. I noticed more cum leaking out of her. Turning her around, I unlocked her handcuffs. At that moment, Avril stepped in the door that was previously locked in her usual French maid outfit.
“Oui monsieur?” She said in her beautiful French voice.
“Please take care of Lily. Show her where her room is, give her anything she wants to eat or drink and show her where she can and cannot go. I have left her some clothes on her bed to wear. Make sure she puts it on for dinner tonight.”
She motioned to this recently raped woman who was wearing nothing but high heels to follow her. Lily rubbed her wrists, took a suspicious look at me and then followed her out of my room.