Me On CD In Havana

by Vanessa Evans

Caution: This Sex Story contains strong sexual content, including Exhibitionism, .

Desc: Sex Story: A simple courier job should not have ended like this.

Hi there, I know it's been a long time since I wrote up any of my experiences, but Jon's been keeping me busy, and happy, and hasn't been telling me to take time out to write them up.

We've had lots of fun in the last year or so since I last wrote anything but I haven't got time to write them all. Jon's been so pleased with our last experience / adventure that he's told me to find time to write about it.

Right, Jon had to go to Miami on business (computer software). It was a bit of a rush job but he told me that I was going to go with him because he wanted me to get some sun on my 27th birthday.

As usual Jon had more clothes with him than I did (well he was going to business meetings and I was expecting to spend most of the time by hotel pools or on a beach). Jon decided that I would wear just a coat and shoes until we got onto the plane so off we set with Jon driving down to Heathrow. Once the car got warm I had to unfasten my coat and keep it wide open. No excitement on the journey (it was dark), but Jon did get me to give him a blowjob half way down the M40.

No problems going through the airport either, Jon got me to remove my pussy rings a few months ago so the metal detectors didn't have anything to bleep at.

After we'd taken off Jon opened his briefcase and gave me a little package. He told me to take it to the toilet and put it on. It contained one of my thin cotton mini-dresses and one of my remote controlled vibes. As I put that in I got a bit wet with the anticipation of what I was expecting Jon to do to me without actually touching me. As I got back to my seat Jon told me to take the coat off before I sat down. As I climbed over Jon to get to my seat (middle one of three) the woman on the other side of my seat looked at me and I saw her eyebrows rise as I leaned over Jon. I guess that she'd noticed that the top of my dress was hanging down (it's a bit baggy, especially as I never fasten the top two buttons) and she must have seen my breasts. As I sat down I made sure that my dress wasn't between my pussy and the seat. I didn't want to get off the plane with a big wet patch on the back of my dress.

The woman smiled at me and said, "I expect that it will be quite warm when we land." I said that I hoped so, and got myself comfortable for the long flight.

It was about 30 minutes before Jon gave me the first blast from the vibe. He'd waited until a few minutes after the woman next to me started talking to me again. She was a bit of a stuck-up bitch who fancied herself. She started telling me about herself and her servants, how it was nice to get them to run around after her. When Jon switched the vibe on it caught me by surprise a bit and I gasped and grabbed the seat arms. Both Jon and the woman asked me if I was all right at the same time. Jon went on to ask me if he could get anything for me. Not thinking too well I said, "No, I'm fine than you Master."

After a few seconds the woman said, "Your husband seems to care for you a lot." Oh, he's not my husband, he's my Master, and yes, he does care for me a lot." I replied. "You mean..." she started to say, but I interrupted her saying, "Yes, he is my Master, and I am his slave. I am his, I am devoted to him, and I obey his every command, without hesitation." "Blimey!" she retorted. "That's freaky. Really freaky, I thought I was the lucky one with servants, but to have someone who's a, a submissive, your err. Master is a very lucky man. Do you do everything that everyone tells you?" "I obey only him." I said. "Pity," she said, looking at me with a funny but naughty expression on her face. She was staring at my legs and short dress. "So if I were to ask you to do something for me, your Master wouldn't allow it?" she said. "I obey only my Master," I repeated, "I'm forbidden, to touch anyone else, or have anyone touch me unless my Master tells me to it."

Just then Jon interrupted and asked me if I wanted a drink. I said, "Yes please, I'm starting to get a bit warm." With that he switched the vibe off. I guessed that he'd realised that the vibe was starting to do its job. Jon got me a glass of wine and it wasn't long before I was feeling sleepy. I dozed off and when I woke up the next top two and the bottom two buttons of my dress weren't fastened, Jon had undone them while I was dreaming about him fucking me on a gorgeous beach with about half a dozen people watching us. There was then only four buttons left fastened. If it hadn't been for the seat in front of me and the fact that I was in the middle seat of three, I would have had a minor problem of people being able to see my bald pubes.

"I see that your Master likes to keep you ready for anything," the woman next to me said. I looked at her in a puzzled way and she continued. "The lack of underwear, I couldn't help but notice when you were sleeping and leaning on your 'Master'. It must have been a nice dream, you were obviously enjoying it."

My pussy was quite wet, and Jon must have heard the woman because he switched the vibe on again.

Jon had woken me up because it was time to eat and just then the 'cabin attendant' asked me what I'd like to drink with my meal.

The rest of the flight was quite uneventful — unless you call 2 orgasms as I pretended to watch the film eventful as Jon brought me slowly to, and over the brink twice. I'm sure that the woman knew what was going on, she kept giving me these strange, knowing smiles.

It was fantastic getting off the plane into a very warm, gentle breeze.

When we arrived at the Hotel it was great, very big and posh, our room was on the 15th floor and had a great view out to the sea (looking sideways). It was late at night so we went straight to bed. Jon let me ride him to my 3rd orgasm in the last 24 hours.


Next morning, my birthday, Jon woke me up by playing with my pussy for a while then lifting my legs over his shoulders and ramming his dick hard into me. I'd woken-up while he'd been fingering me (fantastic way to wake-up), but I pretended to be asleep right until he rammed into me. There's no way I could sleep through that, and Jon knows that.

It was just a light, thin cotton skirt and tight tube top for me to breakfast, and Jon's juices running down my legs and onto the restaurant seat. The skirt is very short and low slung, if I pull it down as far as it will go you can see the top of my pubes — not that it's easy to tell cos I don't have any hair there.

After breakfast we went for a long walk, it was great feeling the warmth of the sun. Jon had to go and meet a business client in the afternoon so I spent it by the hotel pool. I wore a Wicked Weasel bikini that Jon got over the internet from Australia that's so small that a Band Aid would cover more. The material is so thin that you can see the different colour of my nipples and it hugs every contour of my crack and protruding clit.

The atmosphere round the pool was a bit formal and I didn't feel like going topless, but I did get quite a few looks in that bikini.

That evening Jon took me to a posh restaurant for a big birthday dinner. Candles, wine, the lot. I was wearing nothing but a very small, white backless dress and shoes, the back of the dress is so low cut that you can see the top of the crack of my ass so it was obvious that I had nothing on underneath. I was half expecting Jon to tell me to wear a vibe or Ben Wa or something, but he didn't. Instead he got me drunk and had to half carry me back to the hotel.


Jon was gone when I woke-up and I grabbed a bottle of water and went out onto the balcony in my usual sleep attire — nothing. I sat there for about an hour soaking-up the sun not caring who — if anyone could see me. Later I put on a bikini skirt and top (no bottoms) and went to a fast food place next door for some breakfast before going for a swim in the hotel pool. I'd only gone back to the room to collect a towel, not to put anything else on, so I had the pleasure of swimming virtually bottomless. The place seemed more relaxed and I flashed a couple of the waiters by lifting my knees up on the sun lounger as they walked towards me. One waiter even went round the pool and came back for a second look. He adjusted the chairs and loungers near my feet so that he could get a longer look. To reward him I opened my legs a bit. I smiled at him as well, but he only saw my lower lips smiling at him.

That afternoon I decided to go to the hotel gym. I needed to get some exercise, and besides, I'd seen a nice 6 pack go in there and I wanted to tease him a bit. I took a pair of Jon's unlined running shorts and a crop top with me to wear. The shorts are way too big for me, so they leave my pussy well exposed when I open my legs. I managed to have a bit of fun and left the place with a couple of men with bulges in their shorts.

That evening we had dinner in the hotel and then stayed in the hotel bar. We sat on this large very soft sofa that we almost disappeared into. My bum was lower than my knees and as I never cross my legs, just about everyone who walked passed and looked could see my pussy. We got amazing service from the same waiter who stared at me by the pool. Poor bloke, his trousers must have been real uncomfortable that night.


Jon arranged for me to go on one of those sightseeing tours. I suppose it was interesting, but a bit boring at times. By the end of it I was getting a bit fed-up with an old man who kept trying to get near me and touch my leg. I know it was my fault for letting him look up my skirt, I suppose I should have scared him off by saying, "come on then, get it out and fuck me right here, you've been trying to for long enough," loud enough for the others to hear, but I didn't.

When Jon came back to the hotel he told me that he'd got a bit of a problem, the job there was going to take a lot longer than he'd expected and he was supposed to be flying over to Havana the next day, but he wouldn't be finished Miami. He had to get some software to a client there and they were having problems with their internet connection and they weren't convinced that they'd manage to download it on time. He'd arranged for me to take a copy over there just in case. I was a little nervous as I'd never flown on my own, nor been to a foreign country on my own. Jon told me that I didn't have to do much, just fly in, go over the road to the domestic airport and wait until about 2 pm when the Santiago flight got in. The client would find me. I'd give him a CD and then catch the 3:40 pm flight back. When I asked Jon how the man would know which woman to approach he laughed and told me that there wouldn't be many slim, blond white girls there showing lots of flesh.

We had a quiet night in the hotel bar.


Next morning we were up early. Jon told me to wear one of my light, short cotton 'A' skirt and thin white halter-top. The skirt is a low slung one that relies on the size of my hips and stomach to stay up. I did manage to lose it once when I really held my stomach in when I was in a dress shop. No one was around so the effort was wasted — except for knowing that I could do it if I wanted to. I also wore sensible shoes, sunglasses and my Ben Wa Balls (Jon's orders).

After breakfast Jon gave me my tickets, the CD, some money, and put me in a taxi to the airport. Before he shut the taxi door he gave both my nipples a tweak and said, "don't get your white top dirty playing with them too much." I smiled at him and we drove off with 2 bullets pushing out my top and a little tingle between my legs.

No problems at Miami airport except that Ben set off the security alarms. This security man moved this wand thing close to me all over, smiled at me then let me go.

The short flight was uneventful except for the vibrations of the airplane bouncing Ben about a bit. It was a good job that I'd made sure that my skirt wasn't between my pussy and the seat.

It was still early when I got to Havana so I went to a snack bar and had a coffee before walking over to the domestic airport. The main airport was quite nice, but the domestic airport is a bit of a run-down dump. I wasn't looking forward to the long wait.

I was wandering around looking for somewhere to sit down and wait when I was approached by a security man. He asked me for my passport and travel documents. After he'd looked at them he pointed his gun at me and directed me to an office that had a man, who looked as if he could be a sergeant, working on a PC. The guard who took me there said some thing to the sergeant then left.

The sergeant kept me waiting for ages before finally looking up at me. His English wasn't as good as the guard who had taken me there. He told me that there was a problem with drug smuggling and that they'd had a tip-off that some drugs would be coming into the country that day. He apologised for interrupting my journey and told me that I must understand that he had to check-out everything unusual and that a beautiful blonde girl, on her own, coming into the country was unusual. He said that he would have to satisfy himself that I had no drugs on me.

He told me to put my bag on the desk and then told me that he was sorry, but he'd have to search me. After being scared a bit by the guard pointing his gun at me I was a bit more relaxed with the nice sounding, apologetic sergeant. When he said that he'd have to search me I have to admit that I got a little excited and my nipples went hard. I could feel them pushing my top forward. He got up and walked round to me and told me to put my hands on my head and spread my legs. He then ran his fingers through my hair and then ran his hands all over the rest of me, and I mean all over me. My nipples tingled as he lingered on my breasts, and when he ran his hands up my left leg he stopped dead when he realised that I wasn't wearing any knickers. He brought his hand up to his face and looked at my pussy juices on the side of his hand for a minute before running his hand up my other leg. This time he lingered at my pussy before putting the palm of his hand on my pubic bone and putting a finger slightly inside me. I shuddered and nearly came but he removed his hand before I did.

Next he went to my bag and tipped it out onto the desk. He looked at my passport and then counted the money. Next he picked up the CD and asked me what it was. I told him but he opened it and 2 CDs fell out onto the desk. One has Jon's company logo on it but the other only had the letter 'V' written on it. "What's on this?" the sergeant asked. I told him that I didn't know (which was true), and after a few seconds staring at it, he put it in his PC and worked on the keyboard. All of a sudden his eyes opened wider and then he said, "There's laws about pornography in this country, and you have just broken them." I hadn't a clue what he was talking about until he turned the monitor round so that I could see what he was looking at.

It was a video of me on our 'fucking machine'. For any readers that haven't read part 6 of my journal, the 'fucking machine' is a machine that Jon got someone to build in the back bedroom, or 'punishment' room at home. My hands are tied above my head and the machine raises then lowers me onto a dildo over and over again.

About 8 months ago Jon bought a video camera and taped me on all the machines in the punishment room, and being punished in various ways. I knew that Jon had loaded them onto his PC but I didn't know that he was giving copies to people.

As I watched, the video ended and with a click another video started. This one was of me spread on the whipping-T with Jon administering a well deserved, and gratefully received whipping. We watched Jon whipping my backside and pussy as I counted the strokes out loud. At 30 I could clearly hear myself moaning with pleasure as I had a fantastic orgasm.

When that video ended the sergeant looked up at me and said, "Maybe I'd better search you a bit more thoroughly, take your top off," he said. I didn't respond quick enough and he shouted, "Now." He sounded angry and I wasn't about to get him more upset so I took my hands off my head, un-tied and removed my top. My nipples were really hard and tingling.

The sergeant stared at me for a while then got up and walked round the desk to me. He stood in front of me then started mauling my breasts. He kept pulling and rolling my nipples between his thumb and finger. I had a real problem keeping from moaning with pleasure.

After a few minutes of this he stood back and said, "Now the skirt!" What choice did I have? My only real concern was that he might fuck me and give me some horrible disease. Jon doesn't get too upset if men (or women) force me to do things just so long as I don't let them fuck me. Not that I would have had much choice this time, I was on my own with a man that had a gun strapped to his waist.

Anyway, I unfastened my skirt and stepped out of it. I was totally naked. The sergeant told me to put my hands back on my head and spread my legs again. Of course I did. He then started to slide his hands all over my backside and pussy. He spent a lot of time feeling my bald pubic mound, I guess that he'd never come across one before. Eventually he pushed a finger into me and quickly pulled it out when he felt my Ben Wa Balls. "What's that in your cunt?" he said.

I said, "Ben Wa Balls," but he just looked blankly at me as told me to take them out. I squatted down and squeezed them out onto the floor before standing up again. He picked them up, smelt them then squeezed them. He then threw one of them back onto the floor. When it didn't break he looked at me so I said, "solid steel." He picked it up and had both of them in one hand. He was rattling them about in his hand and obviously trying to work out what they were for. They were knocking into each other and after about a minute or so a smile came on his face and he pushed them back into my pussy.

He turned to me and grabbed my pubic bone again. This time when his finger went into me there was no resistance, it went straight in. He moved it all around inside me. I couldn't help it, I let out a moan and shuddered as I orgasmed. After he'd had enough with his finger he pulled it out and stood back. "Bend over the desk," he said.

Oh no! I thought, he's going to fuck me. I was getting scared. I could hear him doing something and it sounded like he was undoing his trousers. I thought 'brace yourself girl'.

The next thing I felt was a finger going into my ass. It waggled round and pushed quite hard into me. Then it came out. A few seconds later I felt a thumb going into my ass and a finger going into my pussy. I was then lifted up by that hand. That hurt.

He moved me about a bit then pulled his hand out and told me to stand up and turn and face him. I then had to spread my legs again and put my hands on my head. He then went round to the desk and got out this lump of plastic with 2 metal bars coming out of one end about 2 inches apart. At first I didn't realise what it was, but I soon found out.

He kept me standing there for a couple of minutes before coming up to me and rubbing the device up and down my front. He was saying something about not wanting women like me in the country, but I wasn't really listening to him. Every time the device went over my breasts or lower stomach I got a tingling in my nipples and pussy. It wasn't from the device, it was just where it was being rubbed. I could feel my juices starting to run down the insides of my legs.

Then it happened, the device was on my right nipple when I got this incredibly strong pain all over. I've had the odd 240-volt shock by accident at home before, but this was like hundreds of times stronger. My knees buckled and I screamed out in pain. Somehow I managed to stay on my feet, but I'm not sure how. After the initial pain my nipple was rock hard and hurting like hell. My pussy was responding too, I could feel an orgasm coming on.

Readers of my journal will know that pain is something that gives me pleasure, the more the pain, the more the pleasure.

I looked at the sergeant and saw the smile on his face, and the bulge in his trousers.

The stun gun moved to my left nipple and I watched and waited. I think I saw his finger move a bit, then I saw the blue arc of electricity as it jumped from one prong, through my nipple then to the other prong. This time I did collapse to the floor. The incredible pain took me over the edge and I moaned and shook as I had one of the best orgasms that I'd had for weeks.

The man just watched me, and when I stopped shaking he told me to stand up again. While I was standing there he cleared just about everything off the top of the desk then told me not to move. He disappeared for a couple of minutes then came back with another guard.

The new guard had a good look at me then explored my breasts and pussy with his hands. When he touched my nipples and clit I just about came again. My nips were harder than they've ever been before.

The sergeant told me to lay on my back on the desk. When I was there he told me to put my hands on my head, and to open my legs again. By that time my pussy was gaping open and I could feel their breath inside my hole as they bent down for a close look.

I felt the stun gun prongs on my clit and got scared. I know that my pussy can take being whipped, but I didn't think that it could take the stun gun. I tensed-up in anticipation and my face showed that I was scared.

It hit me. I've never screamed so loud and cum so hard. My clit felt like it was a burning lead football. I'm sure that I was squirting cum out over the desk. I was shaking and sweating for what seemed like hours. I vaguely remember seeing the big grin on the two men's faces.

Then it happened again. I thought that Jon's whippings had taken me to the limits, but I was wrong. I came over and over again. I was shattered.

The third time it happened I just felt a bit of pain then the next thing I knew I was waking-up in a heap on the floor. The two men were still there, but there was a middle-aged woman there as well. I guess that she was their superior as they jumped when she shouted something at them.

The men grabbed my arms and dragged me out of the room and out into the open air. My wrists were tied together and the rope was slung over a beam at the side of the building. I was pulled-up until my feet just touched the ground. Ropes were tied to my ankles and my legs were pulled apart.

I've spent many hours restrained in that position so I didn't need to try to support my weight on my feet. I was too knackered anyway. You get used to being having little blood going to your hands, and your shoulders get used to the pain.

One of the men got a bucket of water and threw it over me. It felt nice, and it woke me up. The man who spoke English then told me that they didn't have a prison cell there and that I'd have to stay there until my flight out of the country.

Little did he know that I like being naked out in public, especially when I have no control over it. Even if I had just about been killed with the pain and pleasure.

After a minute or so I started to take in where I was. I was at the side of some sort of service road to the airport. There were what looked like airport workers walking up and down the road and the odd lorry going passed. The road was about 3 metres from where I was and most of the passing people were looking over towards me. Most just looked and kept walking, but a few stopped for a while and had a good look.

After about an hour or so some teenagers (boys and girls) saw me and came over to me. They were talking to each other, but I couldn't understand what they were saying. Eventually one of the boys put a hand on my left tit. When he touched the nipple I winced, it was VERY tender and still rock hard. His hand pulled back for a second but soon came back, and had a good grope. The hand then went down to my pubes and he gave a slight smile as he held my bald pubes. Only for a second though because it soon went in between my legs and into my pussy. When he touched my clit I really winced and tried to pull back. My clit still felt like a burning football.

They all had a grope of me, even the girls who seemed very interested in my lack of pubic hair and large clit.

Eventually they left and I was left to soak up the sun. My pussy was leaking juices all the time, but the sun was drying them before they dripped off my feet.

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