Vanessa
Saturday August 8
I woke up a couple of hours later to the smell of bacon cooking and the pleasure of Vicky playing with my clit. I opened my legs a bit wider and Vicky said just “make the most of it girl.” I didn’t get much chance to because Jon came in and told us that breakfast was ready. Thank god for freezers.
We eat breakfast on the patio, still naked and enjoying the unusual British sunshine. It was nearly as warm as it had been in Ibiza. Vicky said that it seemed strange being naked outside in England, that she had never even thought about doing it, but that she was getting to enjoy being naked anyway.
After a few minutes she said that she was puzzled by the scaffolding, and asked what it was. Jon said that he would show her after we had finished breakfast. I cleared up and Jon told me to get the ropes. It wasn’t long before Vicky realised what it was and remembered that I had told her about it. Jon asked her if she wanted to try it and when she said, “yes please,” he helped her get onto it laying face up while I got the ropes. As we tied her on she said that she was a bit nervous about being so helplessly tied up, but it was me that re-assured her by saying that Jon wouldn’t let us come to any harm. Pleasure yes, but no harm. After tying her firmly in place, Jon told me to get a stool and proceeded to attach my wrists to the top bar facing Vicky. He then moved the stool and tied my ankles to each upright. I looked at Vicky who was straining to see what was happening to me.
Jon took his belt off and gave me 5 strokes on my butt. The first I knew of what was happening was when the first one landed. Automatically I said, “One - thank you Master” and wondered what I was being punished for. It was only afterward that Jon told me it was because it wasn’t me that had cooked breakfast; Saturday wasn’t my day off so it should have been me.
Jon asked Vicky if she wanted to try being spanked. She told us that she was worried that she couldn’t take the pain but the idea did excite her a little. Jon told her that he would spank her, but wasn’t sure when. And just to ‘help’ matters he put a blindfold on her and started cracking his belt on the scaffolding poles. Each time one landed Vicky jumped a little (not that she could move far). I could tell that the anticipation was turning her on because I could see her pussy lips swelling and opening a little. I could also see her juices starting to sparkle in the sunlight. Jon was obviously having a bit of fun with us because he then untied us and told me to go inside and up to the punishment room. He also asked Vicky if she would like to join us. I guess that she did because she ran upstairs long before Jon and me.
Jon restrained her by tying her wrists to the top corners of the bed then bent her body double and tied her ankles to the same top corners. Her butt was up in the air with her legs apart and her still hairy pussy smiling at us. Jon told me to sit on a chair in the corner so that Vicky could see me and I was to masturbate when he started caning Vicky.
After flexing the cane and swishing it through the air a couple of times, he landed the first stroke. Vicky screamed loudly and I started. I did the counting for Jon. After the second and another loud scream, Jon decided that he has better gag Vicky and he put the ball gag on her. She struggled a bit as he put it on but it didn’t stop him. After the third I could see tears running down the side of her face and the red wheals on her ass.
Jon moved so that he could get her from a different angle. I recognised the position; he was going to see that the end of the cane caught her pussy and maybe her clit. The fingers of my right hand were working hard and it wouldn’t be long before I was cumming. Jon’s a good shot with the cane and the expression on Vicky’s face told me that the fourth stroke was on, if not very close to his target. When the fifth stroke landed her orgasm was unmistakable. Her entire body spasmed, her widespread legs quivered uncontrollably and her hips undulated up and down as wave after wave of agony and joy coursed through her ravaged body. It took her the best part of ten minutes to come down from her pain-induced high. She remained almost motionless throughout the orgasm, save for an occasional “twitch” of her thighs or abdomen as the after-shocks diminished in intensity.
I had cum just as the fourth stroke landed and after the fifth both Jon and me just watched her. It was amazing; I don’t think I have ever cum with intensity like that. I stood up and went over to her. She was covered in sweat. The skin on her butt wasn’t broken but the red marks were glowing, and you should have seen her pussy. The lips were swollen to about three times their normal size and her clit was twice as big as normal. Her juices were running both over her ass hole and down her back and down onto her belly. Jon untied the ball gag and she let out a big sigh.
When Jon untied her ankles and wrists her legs came down onto the bed and she gasped, but didn’t move. It was a good 5 minutes before she got onto her feet and finally said, “Wow that was amazing, I’ve NEVER had an orgasm like that. It was fantastic. My ass hurts like hell and I need some cold water but the pain was / is nothing when you think about the pleasure it brought.”
“You want some more then?” Jon said. “Not right now.” Vicky replied. After a long, slow, cool bath, Vicky joined us downstairs. She didn’t want to sit down but kept pacing up and down. Finally she said, “I don’t understand what just happened. On the one hand I wanted to experience some bondage and corporal punishment and I never expected it to hurt so much. On the other hand I was a little ‘excited’ at the thought but I never expected to find it such a turn-on. I have never ever had such a strong and deep orgasm. It was amazing. I just don’t understand why, what’s the link between the pain and pleasure?” Jon told her that he also couldn’t explain it, but its there and well established.
Then he asked me what I thought. Well what could I say, I don’t understand a lot of things so I just said, “Who needs to understand it, and it works for me, though I’ve never had an orgasm like you did.” Then I asked Jon if he thought that some more pain would make me cum like that. “Well try that some time,” he said before turning to Vicky and asking her what she was thinking. She said, “I can’t explain it, and it’s not logical, but I want you to give me more.
I will do anything just as long as you promise to do that to me again.” It was getting late in the afternoon and Jon decided that he was hungry. He sent Vicky and me to the Chinese for a take-away. We each put just a dress on and took Jon’s car, Vicky getting in very carefully. The Chinese had long benches for customers to wait on and they were covered in plastic. Vicky kept standing up, moving along, lifting her dress up a little and sitting down again so that her bare bum sat on cold plastic. “Still on fire?” I asked her. I haven’t a clue what the young Chinese girl behind the counter was thinking. Jon decided to take us to a quiet country pub that evening and nothing interesting happened. I think that we were all a little tired and when we got home we went straight to bed.
Sunday August 9
I woke up next to Vicky in the ‘spoon’ position with my right hand cupping one of her breasts.
I could hear Jon moving around so I thought that I had better get up and get breakfast ready.
As I walked to the bathroom Jon walked out of his bedroom and grabbed my pubes. “Think you had better have a shave today girl” he said. Just as he started to go down stairs he turned and said, “I’ve got a better idea, wake Vicky up and get the shaving things into the punishment room. You can shave me, then yourself, then Vicky.” “Yes Master” I replied.
I didn’t tell Vicky that she was going to be shaved. She sat silently as I started on Jon. It wasn’t long before he got an erection and unfortunately I nicked the skin on his balls. “Twenty strokes with the tawse for that later” he said. I finished off and cleaned the shaving cream off with a damp cloth. The bleeding had nearly stopped and he told me to get on with myself.
Vicky still sat silently as I got into every little nook and cranny and made sure that I had got every little hair. I was getting a little moist by the time I had finished.
When I turned to Vicky and told her that it was her turn she said, “but I’ve never shaved before, and what will my flat mates say when they see me?” Jon told her that there’s a first time for everything and so what if her flat mates do see her, she could tell them that it’s the ‘new’ Vicky and that they should try it. “In fact” he said, “make sure that they do see you, and walk around naked whenever you can.”
“I’ll have to think about that one” she said, but she didn’t object when I asked her to lay on the bed with her legs wide open. I did a little bit of trimming with the scissors and then started with the razor. Vicky kept telling me to be careful but it wasn’t a problem, I’ve had plenty of practice shaving my pussy so I knew where I had to be extra careful. What was a problem was the fact that Jon still had his erection and he was stood behind me as I was bending over the bed to get at Vicky.
The inevitable happened and just after I had told Vicky that she was in safe hands those hands were bouncing about as Jon thrust in and out of me. I managed to avoid cutting her and I have to admit that my finger did ‘slip’ inside her at one point. Jon didn’t last long before he came with one final hard thrust that nearly sent me across the bed on top of Vicky. After that he went and had a shower while I finished Vicky off - in more ways than one.
I got breakfast ready while Vicky was in the shower. After breakfast Vicky asked Jon if he would take her home as she had a few things to take care of before going back to work. On the way Vicky said that it felt strange without pubic hair, then immediately asked if she could come and visit us again soon. Jon said, “OK, but there are 2 conditions, firstly you arrive with no clothes, other than short dresses and shoes (unless otherwise directed), and secondly when here you will obey my every command without question, you will follow the same rules as Vanessa. Is that understood and agreed?” After a pregnant pause Vicky said, “OK, I agree.”
We dropped Vicky off outside her flat which was in a big terraced house in the centre of Nottingham. She had to climb up about a dozen steps to get to the front door and I could see her butt up her short dress. As we drove back Jon told me to stick my feet up on the dashboard with my legs apart and to play with myself but to stop before cumming.
Back home Jon told me that it was time for me to receive my punishment and told me to strip then go and bend over the scaffolding frame. It must have been 30 minutes before he came out to me by which time I was starting to get aroused with the anticipation. My legs were already apart waiting in the position that Jon liked and although I could hear him come outside I wasn’t expecting the first stroke so soon and I involuntarily jumped up - just natural reactions.
Jon wasn’t amused and told me that it would cost me another 5 strokes. We started again and I counted them in the usual way. By the time we got to 20 I was crying and only just managed to stop myself from screaming as the last one landed. The tawse maybe about 3 inches across, but it can hurt nearly as much as the cane. Jon left me out there still bent over the scaffolding, and as he went in he told me to get cleaned up when I was ready. In the shower I gave myself the relief that I needed.
After that, Jon spent the rest of the day going through the mountain of mail that he had received, both physical and electronic and I hardly saw much of him.
Week commencing August 10
Monday and Tuesday may have been my days off but I had a lot to do, so I just got on with it. The weather was very warm all week so I only wore clothes when I had to go out to the supermarket. I wanted to show-off my tan so I only wore my short wrap-round skirt and a baggy crop top. This caused a couple of lads in the supermarket to follow me around. At the freezer section. I just had to show them how far up my legs my tan went. After that I decided to wear my Ben Wa balls for the rest of the day. In fact I kept them in until the Tuesday morning when my period started.
Thursday evening Vicky rang to ask if she could come over for the weekend and asked if we could meet her at the bus station on the Friday evening. Jon said okay but remember the condition that she was to wear only a dress and shoes and bring nothing with her other than her purse. By Friday lunchtime I had finally managed to get this journal up to date. I just hope that I’ve remembered everything as it happened. Jon tells me that my keyboard skills have improved tremendously this week. Since I typed that song on Wednesday I haven’t been able to stop singing it. I just can’t get it out of my head.
Friday evening we met Vicky at the bus station and it brought memories back to me of the first time that I met Jon there, only I think I was a lot more nervous than Vicky was when we met her.
We went straight to this big pub that used to be a bank. It was still early and we were able to get a table and some food. Jon asked her how her week had been and what she had up to. Vicky said that the week had been very quiet and dull compared to the last few days in Ibiza and then at our place. Work had been a right drag but it had been a little livelier on the Thursday, after she had decided to go to work at the building society without underwear. She said that it had been strange talking to people and wondering what they would say if they knew what she wasn’t wearing. I then told her all about my short job at the shoe shop which made us all laugh.
Just as I was finishing the girl arrived with the food and as she was putting it on the table Jon asked Vicky if she had been shaving every day, walking around in the nude, and what her flat mates had said about her shaved pubes. Vicky blushed, I smiled, and the poor girl serving the food nearly tipped Jon’s food on his lap. Vicky waited until she had gone before saying that it had taken until the Wednesday for her to pluck up the courage and she had walked from her room through the lounge to the bathroom when both her flatmates had been there. Kelly (one of the flatmates) had noticed the lack of pubic hair and asked what was going on. Apparently, Vicky had then told both Kelly and Liz a little bit about us and a little bit about the fun that she had had on holiday with us. She had told them a little bit about her holiday on the Sunday night, but had not mentioned us until the Wednesday night. Both had been interested in what she had said and neither of them had tried to criticise her.
After we had finished the food and had a few more drinks, Jon asked her to prove that she had nothing on under her dress. When she asked “How,” Jon told us to go to the toilet and swap dresses. “Vanessa would not lie to me,” he said. “Nor would I” said Vicky, and just as we were about to go, Jon added that we had to do it in the open area near the sinks, not in a cubicle, and we had to do it as soon as we got in there and not wait until the place was empty.
When we got in there, there were 2 teenage girls talking and touching up their makeup. I looked at Vicky and said, “OK let’s do it” and we just lifted our dresses over our heads. The 2 girls just couldn’t believe their eyes and stopped talking and stared at us. I decided to give them something else to think about and said to them “Our Master just ordered us to do it.” With that Vicky and me swapped dresses, put them on and walked out. As we were walking back Vicky said, “That told them.”
When we got back to Jon I told him what had happened and he said, “So, Vicky isn’t wearing any knickers then.” “No Master.” I replied. After that we had another couple of drinks (Jon was on cokes - driving), before heading for home where Jon asked Vicky if she was ready for some pleasure. I think that both Vicky and I were a little drunk because we both giggled a bit as we took our dresses and shoes off.
Jon told us to “assume the position” and then made us wait like that while he stripped off and then went and got the tawse. First he told me to put Vicky over the back of the sofa and give her 20 strokes and then Vicky had to give me 20. I actually gave Vicky 23 because she didn’t count the first 2 so they didn’t count then she jumped up after the 19th so that didn’t count as well.
We both had red bums but there were no wheals like you get when the cane has been used. After that Jon took us up to the ‘punishment’ room and ‘restrained’ us together. It was certainly different first our own ankles were tied together then we had to lie facing each other but with our faces in front of each other’s pussy. Next we had to bend our knees and open our legs so that the others head could get between our legs and our mouths were on the others pussy.
The next bit was more interesting because Jon then tied our hands behind the others back then tied our thighs together behind the others head. This meant that we were locked together and couldn’t get our faces far from the others pussy. Neither of us needed any encouragement for what Jon said next, which was “the one that makes the other cum first can sleep with me tonight.” Well, we both started licking and sucking. I was glad that Vicky had shaved; I hate getting a pubic hair in between my teeth or stuck in the back of my throat and tickling me.
We were both doing our best and I’m sure that we were close. I had Vicky’s juices all over my face and even started gently biting her clit. Trouble was, the more I went for Vicky the more she went for me. I was trying to resist cumming by concentrating on giving Vicky everything I could and trying to ignore the pleasure that Vicky was giving me but you can only ignore that sort of pleasure for so long and in the end I think that we came within seconds of each other. Jon decided that it was so close that he would call it a draw. We were both going to sleep in his bed. The question was, ‘which one of us was he going to fuck?’ Jon untied me and told me to untie Vicky and then follow him into his bedroom.
As it turned out he didn’t fuck either of us, well not with his dick. He had us get into the bed on either side of him but with our heads at his feet. He wanted to use his hands on us. He told us not to move while he started working on me with his right hand. I could see the bed quilt moving over where Vicky’s pussy would be so I presume that she was getting the same treatment. It was only minutes since Vicky had made me cum and Jon wouldn’t let us clean up before getting into his bed so I was still very relaxed and wet, in fact my juices were all down the inside of my legs and I’m sure that I was getting the bed wet as well.
It wasn’t long before his fingers were inside me. Gradually he put more and more fingers into me until it felt like he had all 10 of his fingers in me but he couldn’t have because I could still see the quilt moving over Vicky’s pussy and judging by the expression on her face she was getting the same treatment as me. I was pleased that I had had the drinks earlier and was quite relaxed otherwise I’m sure that it would have been painful. It was a bit, but that pleasurable pain.
After a few very nice minutes Jon said, “Vanessa, you win, I managed to get my whole fist in you a full 30 seconds before I could get my other fist into Vicky. Now I want you to wank me until I cum and catch it your other hand. Then I want you to let it drip into Vicky’s mouth before licking your own hand clean.” It didn’t take long, presumably because he had had a hard-on since tying us up and watching us and then playing with us must have made him close to cumming before I started. Anyway, I caught just about all his cum and let it drip into Vicky’s mouth. She didn’t seem keen at first but as soon as she tasted it she opened her mouth even wider. I wasn’t going to miss out and as soon as it stated to stop dripping I licked my hand clean.
I went to sleep with Jon’s hand still inside me.
Saturday August 15
When I woke up Jon’s hand had gone but I was still soaking wet, it couldn’t have been gone for long. I turned and looked at Vicky and then Jon, they were both still asleep. I lifted the quilt and looked down to see that Jon had a morning erection and that his left hand was still inside Vicky. I thought that I would take advantage of his erection and slowly lifted the quilt off us, got up, and slowly squatted down onto him with one foot in between his legs and the other on his right side.
I held his dick upright and eased myself down on him. I didn’t intend to disturb him but I guess that I should have known that I would because his right hand suddenly came round my right side and pulled me down very quickly. The shock and pain of him suddenly being into me ‘right up to the hilt’ made me gasp loudly and Vicky woke up. She tried to sit up but was stopped by Jon’s left hand that was still inside her and she shouted “Ow.” “OK Vanessa” Jon said, “now that you’ve started that you may as well finish, and I’ll punish you later for taking advantage of me.”
As I was going up and down on him I heard a big ‘plop’ as his left hand came out of Vicky. She stood up and looked down at her pussy. She couldn’t see that her hole was still gaping wide open and I told her to go and look in a mirror quick. A few seconds later I heard Vicky say “Fucking Hell!” She came running back into the bedroom and said, “look at my pussy, my hole’s never been that big before,” but Jon and me had other things on our minds and within seconds Jon was cumming in me. When he stopped jerking he told me to get off him. I hadn’t managed to cum.
I went downstairs and started breakfast while Jon had a shower and got dressed. After that, Vicky and I had a shower together (and a shave). While we were there Vicky gave me the relief that I needed. After breakfast I dressed in Vicky’s black leather skirt and a baggy cropped top while Vicky put on a thin cotton dress but left all the buttons below her pussy undone. As she walked along I could just make out her bald pubes.
Jon decided that we would go shopping in Birmingham. We drove there, got parked and went to a pub for a drink. Unusually, the warm weather had lasted reasonably well and it was a warm day. We wandered round a few shops before deciding to try on a couple of dresses in a little dress shop a bit off the main shopping area. The shop sold mainly cheesecloth clothes and I picked a dress that was even baggier than my existing cheesecloth dress. Vicky chose a short baggy skirt and tank top.
We went into the changing room and within seconds we were naked and putting the clothes on. When we went out to show Jon the girl assistant came over and said that we both looked good. Jon wasn’t so sure and told us to try the others clothes on. Vicky turned to go back to the changing room but Jon stopped her by saying, “get changed here.” The girl looked a little surprised as I lifted my dress over my head, leaving me naked in the open shop and right in front of her. She stated to say something but Jon cut her short by saying “It’s alright, they’re both used to it.” “But what if someone comes in?” the girl said. “So what!” was Jon’s only reply. By that time Vicky was naked too and we were swapping clothes. Fortunately or unfortunately, no one came into the shop while we were changing and trying the clothes on and we left without buying anything. We did however leave the girl assistant something to think about as she seemed a little flustered by our antics.
Just down the street was a ‘love aids’ shop and Jon took us in. It was the first time that Vicky had been in such a shop, and she was amazed at what she saw. She kept saying “come and look at this!” or “what are you supposed to do with this?” Jon bought 2 things, a set of Ben Wa balls for Vicky and something else that he wouldn’t show us, but he promised to show us later. In the end Jon had to drag Vicky out of there and she wanted to put Ben to work as soon as she could, but Jon told her to wait. From there we walked back to the main shopping area and went into a big department store. Jon wanted to go up all the escalators and insisted that he went up in front of us. By the time we had gone up most of them I was sure that we had a little group of men following us around.
On the way home we stopped at a country pub for some food. With it still being so warm we sat outside and enjoyed the evening sun. Jon told me to sit facing the way that everyone was coming from; and with me not being able to cross my legs I was sure that one or two men going into the pub saw what I wasn’t wearing, but no one said anything or came back for a second look.
After a couple of drinks Jon went onto soft drinks but Vicky and me stayed on the white wine. By the time it got dark and we left, us 2 girls were getting quite happy and Vicky didn’t say a word when Jon told us to take our clothes off before we got into the car. I wouldn’t have cared a bit even if there had been anyone else in the car park at the time, but there wasn’t so we got in and drove home. Fortunately or unfortunately, we didn’t have to stop at any traffic lights or roundabouts so the journey was uneventful.
When we got home we were sent straight up to the ‘punishment’ room and had to lie on the bed one at each end. First of all we had to play with each other’s clit until we were both wet. That didn’t take long. Then Vicky was tied spread-eagle to all four corners. After that things got a bit more interesting. Jon passed me the package that he bought that afternoon and told me to open it. It was a double-ended dildo and I had to work it into Vicky. After that I had to put my left leg under Vicky’s right leg and my right leg over her left leg and then ease myself onto the dildo.
Once it was in as far as it would go and our pussies were just touching, Jon tied my ankles to the same posts that Vicky’s wrists were tied and my wrists to the same posts that Vicky’s ankles were. This left us with our legs interlocked and pussies just touching with the double-ended dildo half in me and half in Vicky.
Jon then switched the light off and said, “See you in the morning.” We managed to shuffle round a bit so that neither of us had much weight on the other but each time that one of us moved the other ‘suffered’ as well. I quite enjoyed trying to push my pussy against Vicky’s.
For quite a while we were both trying to fuck each other but in the end I think that I got the better of Vicky because she came first. I think that my pussy muscles must be stronger than hers. I kept fucking Vicky until I came as well and I guess that my jerking as I came must have pushed Vicky over the edge as well because she came again. I imaging it was quite a spectacle, the 2 of us cumming like that, the more we came the more we jerked, which meant that we were both getting fucked more and more. It seemed like it took hours for us to calm down. Vicky and I spent ages talking about everything and nothing before finally falling asleep.
I have to admit that it I enjoyed being restrained with Vicky like that although it wasn’t much was fun waking up in the middle of the night and being unable to move without disturbing both Vicky and me.
Sunday August 16
We were both still asleep when Jon came in that morning and he decided to take a photograph of us like that before releasing us. We got up to see that there was a big wet patch on the bed where our pussies had been. I went down stairs to get breakfast ready while Jon and Vicky got showered and dressed.
While I was down there, there was a knock on the front door and without thinking I answered the door to find the paperboy (young man actually) with a bill for the papers. Apparently Jon had forgotten to pay for them so the newsagent had sent the boy to collect the money. I don’t know which of us got more of a shock.
It was the look on his face that made me remember that I was naked but by that time it was too late so I invited him in while I went for some money. Just to try to tease the boy a bit more I took my time and made sure that he could see me while I was getting the money out of my bag. The poor lad just didn’t know where to look; his eyes were jumping from my breasts to my pussy. The bulge in his shorts told me that he was old enough to understand what he was seeing.
When I gave him the money he had real problems saying ‘thank you’ and he just stood there staring. In the end I had to tell him to go. Just as the door shut Jon came down stairs and asked who was there. When I told him he said, “You realise that he’ll be back every week now don’t you?” Before I had time to answer Vicky came downstairs and asked what was for breakfast. Vicky finished getting it ready while I showered and shaved then we all ate breakfast with me still nude. After Jon finished reading the papers he decided that we would go to the gym for a quick workout.
Vicky didn’t have any gear with her so Jon leant her mine and I had to wear my green shorts and my white baggy crop top. The only piece of equipment that I had to worry about was the leg stretcher. As it turned out Vicky got more attention than I did, the white Lycra was stretched a bit more on her than me and I could see it cutting in between her pussy lips quite a bit.
Vicky wanted to do a bit of weight lifting and lay on a bench with her head at one end. She had the weight bar on her chest and was lifting it up to arm’s length. When she started struggling a bit Jon told me to ‘spot’ her. Well I think that’s what he said. I had to stand at her head and hold the bar lightly so that if she was going to drop it I could catch it. It wasn’t long before her arms gave way and I had to try to hold the weight. The problem was that it was going towards her stomach and the angle was all wrong. We ended up with the weights bar on her stomach and me lying on top of her with my legs either side of her face. The weights were obviously not hurting her because she suddenly gave my clit a quick lick which was easily accessible to her because of the baggy legs in the shorts. This caught me off guard a bit and I rolled off her onto the floor. Only problem was that when I landed my legs were wide open leaving my pussy clearly visible. This poor old man looked as if he was having a heart attack. After I had got up and helped Vicky get the weights off her I looked at Jon; he was laughing quite a bit.
From there we went for a swim, me in my white bikini and Vicky still in the shorts and top. We messed about in the water for about 30 minutes and both of them kept pulling my top off my tits. In the end I didn’t bother pulling it back down until we got out. There weren’t many other people there and I think that nearly all of them must have been either blind or gay.
After the swim we went into the sauna for about 15 minutes. We were the only ones there and Vicky and I lay on the benches. While we were talking I noticed how pronounced Vicky’s pubic bone is. When she’s laid on her back it sticks up higher than her hips and with the thin white Lycra I could easily see every detail of her pussy. When I told her about it she told me that I should look at myself. Apparently the narrow crotch of my bikini bottom had been off centre ever since I had put it on and all one side of my pussy and my clit had been uncovered, and when I was lying on my back it was clearly visible. Jon said that he had noticed as well but he wasn’t going to tell me, and when I went to adjust it he wouldn’t let me and I had to stay like that.
After a while a middle aged man that had been in the gym came in and spent the rest of the time that we were in there looking from Vicky’s crotch to mine. His staring was so obvious that I started to feel uncomfortable and I was glad when Jon said that we were leaving.
On the way home Vicky was asking me if I would do absolutely anything that Jon told me. When I said, “yes” Jon said that he would prove it and when we got home he told me to go in and get a blindfold while he and Vicky waited in the car. When I got back in he put the blindfold on me and we drove off. We drove for about 30 minutes before the car stopped and we got out.
Jon told Vicky to say absolutely nothing while I was led up some steps and then onto some grass. I could hear cars and people talking but I had no idea where I was. When we stopped Jon said, “Right, now you will see just how obedient Vanessa is” and then to me he said, “Take your dress off, assume the position, and masturbate.”
There I was naked, on my knees, and frigging myself with my right hand for all I was worth. I couldn’t see a thing but I could hear people talking. I could even make out what they were saying. I just had to trust Jon and hope that non-of the people could see me. It didn’t take long for me to cum, I think that it was the excitement of where we were (where ever that was) and the fact that I knew that Vicky and Jon would be watching me.
After I came Jon told me to get up and he gave me my dress back. I put it on and I was led back to the car. I had to stay blindfolded for the first 10 minutes of the journey. On the way I asked where they had taken me, but neither of them would tell me.
On the way home we stopped at a pub and had some lunch. The pub was one that had a beer garden and some equipment for the kids to play on. After the food Jon told me and Vicky to go and have a go on the swings. She was pushing me quite hard and I was going quite high. It was fun, but every time that I went forward my dress would blow up and my belly was exposed. It was a good job that I was sat down otherwise my pussy would have been on display and I wouldn’t have been too happy about that as there were too many young kids around.
After the swing we had a go on a wooden see-saw and I got a good view of Vicky’s pussy each time her end of the see-saw went to the ground, leaving her with her bum virtually on the floor, her feet flat on the floor and her knees up in the air and wide apart. I suppose that I must have been showing as much as her, but I wasn’t thinking at the time. “Leaving your snail’s trail again” Jon said as we got off. I looked back and saw the wet patches that our pussies had left on the wooden seesaw. I was really in ‘big kid mode’ and wanted to have a play on the climbing frame but Jon wouldn’t let me, said that my lack of underwear would be too much for that place. But he did say that it gave him some ideas.
When we got home, Jon told us to take our dresses off and then to put our Ben Wa balls in. He told us that we both had to wear them for 3 days without letting them come out even once. Vicky said that she might have a few problems at work, especially when Jon told her that she wasn’t to wear knickers as well. I knew that I could manage for 3 days, but I remembered when I had first started wearing them for a long time when I wasn’t concentrating on keeping them in. I had had to push one of them back in a couple of times and could just imagine the embarrassment if one dropped onto the floor in the middle of a place like a building society. The problem I had found was that if I concentrated on keeping them in by gripping them with my muscles I get turned on and it can be really difficult not to have an orgasm. If I just relax and try to forget them they can drop out. I guessed that Vicky was going to look a bit strange to the people she worked with.
We all sat in the lounge with a glass of wine and started talking about nothing special. The subject of orgasms came up and Vicky talked about the incredible one that she had had the previous weekend when Jon had caned her. I had never had one so intense and I looked at Jon and said, “Master, I want to have an orgasm as intense as the one Vicky had last weekend, please beat me until that happens.”
Jon reminded me that he had caned Vicky quite hard and that he thought that my pain threshold was a lot higher than Vicky’s. He said that it would take a lot more pain for me to go ‘over the top’, and even then I might not react in the same way as Vicky. I told him that I was willing to try it so he told me to frig myself up to the starting point of an orgasm and then stop and wait for 5 minutes then start again.
While I started this Vicky was saying that she didn’t know if she could manage the full 3 days with Ben in. She didn’t think that not wearing knickers would be a problem though. Jon told her to try and see how she got on. The subject of the conversation changed away from sex but even so it didn’t take long before I had to stop frigging myself.
After the third time Jon told me to bend over the back of the sofa and spread my legs. Vicky went for the cane and the tawse. They took it in turns to give me 6 strokes each. Vicky had the tawse and she didn’t put the same conviction into it as Jon. I was starting to get worked up again and managed to avoid screaming out. I was crying by then but I still wanted more. J
Jon told me to get off the sofa and get on the floor on my hands and knees with my knees as wide apart as I could. He then had Vicky lay on the floor in such a position that I could suck her pussy while he started caning me again. Because I had to suck Vicky Jon let me off counting the strokes. This time Jon was stood by my side and when the next stroke landed the end of the cane flicked round my ass and hit my pussy. That did make me scream. After 3 of them I was starting to cum and I started shaking but Jon didn’t stop.
If anything he went faster. My pussy was throbbing to such an extent that I thought it must have swollen to the size of my ass cheeks. Well it felt like it. After 2 more strokes which both found my clit, the pain didn’t seem to matter anymore. I was still screaming but with pleasure. Before the next stoke Jon put one leg either side of Vicky’s waist and I could see his body move as the cane came down.
It hit me in the crack of my ass and went right down the length of my pussy. Its one thing the end of the cane getting just one part of my pussy but this one seemed to get every bit of it at once. The entrance to my ass as well. Well, it hurt so much that I bit Vicky’s little clit and the shaking that I had been doing erupted into a violent shake. I fell over on my side and shuddered as I came. It seemed to go on for hours but Jon said it was less than 2 minutes. As I calmed down I realised that I was sodden with sweat. After a while Jon told me to go and take a shower before we took Vicky to the bus station. We both put just a dress and shoes on and left.
On the way Jon told Vicky to telephone every evening to let us know how she was getting on with Ben and no knickers. It was real painful sitting in the car and when we had dropped Vicky off I asked Jon if I could get in the back and lay on my side. Back home Jon went to work on his PC, and I watched TV lying on my stomach on the floor.
Week commencing August 17
In a way I was glad when Wednesday came round. I had lost count of the times that I had had to stop doing whatever, either to delay an orgasm or to have one. I got some real funny looks in Tesco and as I was getting on the bus. Fortunately the weather wasn’t too bad and it was still warm enough for me to wear just a thin dress and shoes. As usual there were a few young shelf stackers following me round Tesco. One was even a young girl and after I realised that she was deliberately watching me I decided to go to the toilet to see if she followed me in there. She did, and I had to do a quick bit of thinking to see what I could do to expose more flesh to her.
After a sudden burst of inspiration I turned both taps on at full blast and the water came flying out of the sink and all over me. I pretended to be surprised and ‘slowly’ rushed to turn them off. By the time they were off all down my front was wet. I swore and said out load “what the hell am I going to do now?” The girl took the bait and said that she would help me dry my dress, so before she had chance to do anything else I reached down, grabbed the hem and pulled it off over my head.
She just stared at my now naked body as I held the dress out towards her and said, “Thanks love.” After a few seconds she woke-up and started to say something about holding it in front of the hand dryer. “Haven’t you got a bigger dryer somewhere out the back” I asked, and she started to say something about me being left without any clothes. “Don’t worry about me” I said, “this is the ladies room.” With that she walked out looking a bit puzzled and back at me.
So, there I was naked apart from my shoes in a supermarket toilet. After a minute I started thinking about who could walk in, would the girl come back, what would I do if she didn’t come back and would anyone pinch my trolley while I was in there? I started getting bored and excited. After a while a girl of about 10 came in, stared at me and went into a stall. When she came out she had trouble washing her hands as she kept looking at me. As she went out I could hear her telling her mother that “there was a woman in there with no clothes on.” As they moved away I could just hear her mother say “Don’t be silly.”
Just after that another couple of teenage staff girls came in and were giggling as they both went into the same stall. I could hear then whispering about me but couldn’t quite make out what they were saying. When they came out they both kept looking at me but didn’t say anything. Shortly after they left the original girl came back in and gave me my dress back. Nice and dry too. As I was putting it back on she asked me if we could meet for a drink sometime. I quickly wrote Jon’s number on the back of her hand (her pen) and left her standing there.
My trolley was still there when I got out and I finished my shopping. When I got to the checkouts there the girl was on one of the Tills. I went and joined the queue at her Till and as I got closer to being I could see her getting red in the face. As I paid I smiled at her and said, “You’ve got my number” and left.
On the Thursday evening Jon came home a bit early and said that we were going jogging before tea. He told me to put my tennis dress and trainers on, and off we went. I had a bit of trouble keeping up with him and the wind was causing me a bit of concern. There were too many people around and my dress was threatening to do a ‘Marilyn Monroe’.
We headed off down this path across a few fields and I was able to forget about my dress, which ended up around my waist a couple of times. Fortunately there was no one around to see anything. Out in the middle of nowhere Jon decided that we would stop and have a rest, but it wasn’t much of a rest for me and Jon decided that he wanted to watch me do some cartwheels. I hadn’t done any of those since I was a kid and it took a few attempts to get it right again.
He also had me doing handstands against a big tree and got me to stay upside-down for as long as I could. Because of the dress I was wearing I couldn’t see a thing when I was upside-down, and when I collapsed after my last attempt there was an old man walking his dog stood right next to Jon and only a few feet from me.
My dress was still up round my waist when I landed and I was so shocked to see him that I just froze in a heap with my legs wide open and my pussy staring at him. He must have thought he had died and gone to heaven. After what seemed like hours he smiled and walked on. Jon just said, “get-up” and “let’s go,” and we were off heading home. When we got back to the road I had to keep turning every time I thought that the wind was going to ‘flash me’ to try to avoid it happening. I didn’t want to risk Jon seeing me hold my dress down as I knew only too well what that would result in.
I’m sure that I nearly cause at least one accident as I heard the screeching of car tyres behind me at one point. When we got home Jon told me to take my dress off and tied me to the scaffolding frame for half an hour “to cool down” he said, but with him stood between my legs and giving “a good seeing to” I didn’t cool down much until he got the hose pipe out afterwards.
He gave me a good soaking outside and inside (pussy and arse). With the practice that Jon has been giving me I can now squirt the water back out ‘on demand’ front and back, providing that I don’t get too full. The problem this time was that it had been a while since I had been to the toilet and some brown lumps came out as well. I was getting a bit cold by the time Jon finally untied me but I still had to use the hosepipe to wash away the brown bits before he would let me go inside and dry myself before getting tea ready.
Saturday August 22
Vicky didn’t ring this weekend and I was a little disappointed. I wanted to find out how she had got on with her 3 days wearing Ben. Never mind, I had a good weekend anyway. Jon dragged me out of bed at 7:00 am and told me that we were going away for the rest of the weekend and we packed the car and drove to Skegness, that wonderful (!) little seaside resort.
When we got there we drove round until we found a Bed and Breakfast place, it was a little Hotel with its own little bar. Jon had me wear one of my cut-of tops with a flared skirt (no underwear of course). Fine until I start reaching up or bending down, or it gets windy. I’d forgotten all about these problems until it came to me getting the bags out of the car and taking them up to our room, a group of teenage boys whistled at me showing them my ass. I was dead pleased that Jon got us a double room even if it was the cheapest in the Hotel and didn’t have its own bathroom, but it did have a window that covered most of the outside wall. The view out was onto a bigger Hotel.
We left the car at the Hotel and walked into ‘town.’ Skegness is a typical English seaside town, geared-up for tourists who want to enjoy themselves and drink too much. We went into the amusement arcades and had a go on the fruit machines. Jon saw some ‘bumper’ cars and we got one each. It was only after about 5 minutes of what seemed like every male driver bumping into me that I realised that with all the bumping and me being very active with the steering wheel, that my top had risen up and both my nipples were showing. No wonder all the men were trying to bump into me. I pulled my top down when Jon wasn’t looking but it wasn’t long before they were out again. After the second time I gave up and just ignored it. What the hell!
Further down towards the sea we came across a fun fair. Jon wanted to go on one of those machines that are like a cage with giant elastic bands on it. You get in and then the ends of the bands are extended high into the air. When a lever is released the cage (with you in it) catapults you high in the air. That made me scream like hell. As we were coming down each time my skirt was blown up round my waist but I guess that no one saw anything because I was sat firmly in the chair.
I say no one saw anything but that’s not true, when you get into the cage you’re strapped in with a belt round your waist and one that comes-up between your legs. The young man that strapped me in must have had a right eyeful. I don’t know if he was supposed to, but he didn’t pull the strap between my legs tight. I think that that was why my skirt blew up. As the cage was settling down I noticed the video camera that was fastened to the front of the cage. It was pointing directly down at us and had a little flashing red light on it. When I told Jon about it he just said, “I guess that they’re recording people’s expressions.” “And the girl’s skirts going up round their waists” I thought to myself.
When it came to get off I had a little trouble getting my balance and the attendant grabbed hold of me to steady me. It was only after I got my balance that I realised that his arm was about a foot higher than my waist and that his hand was on my left tit. He let go of me when he saw Jon looking at him. Silly man, he should have realised that as Jon wasn’t going to say anything.
From there we went into a cafe and had some ‘traditional English Fish and Chips.’ They tasted good to me and Jon said that they “weren’t bad.” After that we went down onto the beach and walked a fair way south. We came to a relatively quiet stretch and Jon decided that we would soak up some sun for a while. It wasn’t that hot, but it was warm enough to lie out in our swimming costumes. Jon stripped-off to his undies and lay on a towel. He was wearing one of his pairs of fine net mesh undies and because I was close to him I could clearly see his dick through the thin material.
He told me to put on just the bottoms from my white cotton bikini. I had to strip naked, then put them on, then lie (on my stomach), on my towel. I’m sure that none of the few people who were there noticed that I was naked for a minute or so. After a while I got tired of lying on my stomach and turned over onto my back. Don’t know if it was the distance that we were from other people, or my short hair, or my small tits, but no one seemed to notice, not even when I propped myself up on my elbows.
Shortly after that Jon decided that we were going to go into the sea for a swim. Boy was it cold. My nipples were like thumb ends and they ached with the cold. We were messing about and Jon pinched my bikini bottoms and then decided that we were getting out. He only picked a time when a group of teenagers were walking by. I had to walk out of the water and up to our towels stark naked. There were a few comments from both boys and girls but I’m getting used to that and I just smiled at them and kept walking.
When we had got dried and dressed we walked back to the Hotel where Jon decided that we should relax in the room before getting ready to go out for the evening. We stripped-off and lay on the bed and it wasn’t long before I was fast asleep. When I woke up Jon was lying there looking out of the big window.
We could see into the windows of rooms in the other Hotel about 50 yards away. Apart from 2 young women in one room walking about in just their knickers. There was nothing else of any interest. Jon told me to go and take a shower before getting dressed. I wrapped one of the Hotels towels round me but it wasn’t very big and I had to hold the two ends together as I didn’t have much confidence that it would stay in-place on its own.
When I found the bathroom it wasn’t locked so I went in. It looked as if it had been a bedroom at one time and was quite big. There was a bath, two showers, and a toilet, all with curtains round them. It was then that I discovered that the door wasn’t locked because the lock was broken. I’d taken my towel off and was just about to get into one of the showers when the door opened and in walked a middle-aged man.
He just stopped and starred at me. I just said, “Hello” and got into one of the showers. After a minute or so I heard the curtains for the other shower open and close, but as they closed the curtain between the two showers opened about two feet. I don’t think that he realised at first because I was watching him have his shower. He had masses of black pubic hair and a tiny little dick peeking out of it. I stopped looking when he turned my way, but from the corner of my eye I could see that he was looking at me. I pretended to ignore him but made sure that I gave him a real good show. I even washed the inside of my pussy lips in full view. I noticed that his dick had grown and was now an almost reasonable erection. When I was finished I dried myself and then just before wrapping the towel round me I pretended to ‘just’ notice him. I looked at his face then down at his erection and then said, “Naughty, naughty!” and walked out.
When I got back to our room Jon was still laid on the bed looking out. It was starting to get dark by then and there were lights on in some of the rooms in the Hotel out the back. When I got into the room Jon turned on our light which meant that anyone from any of the rooms in the other Hotel would be able to see us if they looked. Jon told me to drop the towel and get myself ready to go out but not to put a dress on. He wanted me to give anyone looking a good display.
I walked back and forth getting things out of our bags and then taking them over to the dressing table, rubbing moisturising cream all over me and various other things to keep me active. All this time Jon was stood at the side of the window trying to see if anyone was watching me. He said not but I suspect that he wasn’t telling me the truth because he told me to lie on the bed with my legs wide open facing the window and to masturbate until I had cum. Just before I got there he climbed on the bed and had me ride him until we both came. I actually came twice before he came, not sure if it was the excitement of knowing (suspecting) that some strangers were watching us.
After Jon had calmed down he wrapped a towel round his waist and went for a shower. He told me not to get dressed until he came back. After he left I lay on the bed looking out of the window. All I could see were the rooms that had lights on and one or two people moving around, but it wasn’t very clear because the light was on in our room. I decided to turn the light off and have another look. I wasn’t really surprised to see 2 rooms in almost darkness with people looking over our way. I couldn’t see enough to work out any ages or sexes but I decided ‘what the hell’ put the light back on and brought myself to a third orgasm.
Jon had me wear my lacy net mesh dress that night, and after a good meal in a Chinese restaurant we went to a pub down on the sea front that was a real fun pub called Idols. It had a dance floor, DJ (who was a real nutcase) and a little stage; and the bar staff (men and women) were all scantily dressed. There wasn’t anything actually showing but it wouldn’t have taken much for them to be really exposing themselves. One hunk of a young man was only wearing a pair of cut-off denims with lots of cuts in them. It was obvious that he had nothing on underneath them.
I didn’t feel at all out of place with only a thin dress that was full of little holes. The place was crowded and the DJ was making the night go with a swing. He was cracking some really crude jokes and everyone was really enjoying it. When I mentioned to Jon about the crude jokes he told me that he would take me to see someone called Chubby Brown who was even worse that the DJ.
We were both drinking beer and I was getting happy. Some of the bar staff were putting on little ‘suggestive’ shows that were going down well and the DJ was getting a few people onto the stage to dance at times. He asked if anyone was celebrating a birthday and Jon told me to go and tell him that it was mine. I didn’t really want to but I did. The DJ told me to go onto the stage, and have a little dance with some of the bar staff.
When I got on there, two of the male staff came onto the stage with me. One of them was only wearing this rubber chicken (guess where) and he got lots of cheers from the girls in the audience. The other one (who was just wearing a pair of CK boxer shorts told me to stand between them like the jam in a sandwich. He told me to ‘thrust’ back and forward with them in time with the music. When the record started it was the one that has the words ‘we’re having a gang-bang, we’re having a ball’ etc. and we were going backwards and forwards. I guess that the rubber chicken was bouncing up and down as I could see the girls in the audience pointing at the man in the front part of the sandwich.
When the record finished, the man in front turned to face me and said that we were going to do it again, but this time with us clapping our hands above our heads. We started again, and after about a minute I noticed that I couldn’t feel the man behind me. Then all of a sudden, with me with my hands high in the air, the man behind me grabbed the hem of my dress and whipped it up and off. Before I could do anything the man behind put his arms round my waist and lifted me off the ground. My feet had hardly left the floor before the man in front turned round, bent down, opened my legs and pulled them round his waist. I grabbed for his neck to stop me from falling over, but we both went over.
We ended up with him on his back with me laid on top of him. But with my legs bent double under his shoulders. I couldn’t move because he was holding firmly onto me. When I think back I must have been giving some of the people at the front of the stage a real eyeful. All I could do was listen to the cheering and the DJ saying something about ‘that was the best one yet.’
When I finally managed to get up the man in the CKs gave me a bottle of champagne and a T-shirt and thanked me for being such a good sport. To hold those I had to stop trying to cover myself and I started to hear comments from the audience. My dress had been given to the DJ and I had to go and get it. There were lots of roaming hands as I tried to squeeze my way through the crowd to get to the DJ and I’m sure that some of those hands were female ones.
When I got to the DJ he asked me if I usually didn’t wear knickers. It was only after I said, “never” and there was a big cheer from the audience that I realised that the question and answer were both going out over the PA system.
I grabbed my dress and ran back to Jon who took ages to stop laughing. But he wasn’t laughing enough to not stop me from putting my dress back on for about five minutes. A couple of drinks later Jon decided that we would have a dance and we went onto the floor. It really was crowded and we could hardly move. There were a couple of times when I felt a hand groping my bum as people squeezed past me. One cheeky youth managed to get a finger in my pussy and when he got past me and Jon he turned and looked at me. When he knew I was looking he stuck a finger in the air and made a big deal of licking it. Guess where that finger had been.
When we went back to our seats someone was sitting there Jon had been so he stood in front of where I had been with his back ready to sit down. He turned me so that I could sit on his lap but before he actually sat down I could feel his hands doing something near my bum. As we sat down I got one hell of a shock. As I was bending down my dress rode up and I could feel his dick touching my pussy. It was a good job that I was still very wet otherwise it would have been painful as he went up to the hilt in the one movement. If anyone had been looking, the gasp and look on my face would have told them that I was being fucked, right there, in public, with people sat either side of us.
The excitement was incredible, I wanted to move up and down but Jon was holding me firm. With my back to him my legs were open about six inches, but it was probably too dark for anyone to have seen up my dress. But anyway, they had all seen me naked a short while before. It was a good job that his trousers had a button fly as I guess that a zip could have been a little painful for either of us. We stayed like that for about twenty minutes with me passing Jon his drink at times. I did manage to rock back and forwards a bit and I could really feel the juices flowing. In the end I suddenly felt Jon tense up and then he came inside me.
After another ten minutes or so he started to go soft and then he told me to stand up, but stay in front of him as he fastened his trousers. When we got outside I could see the big wet patch on his trousers where both our juices had leaked out of me.
We staggered back to the Hotel, me more pissed than him and stripped off and collapsed on the bed. Before I knew it, it was next morning and the sun was shining in through the window. We hadn’t bothered to close the curtains and the lights were still on. Us two naked people asleep on top of the bed would have been easily visible to anyone in the other Hotel who cared to look.
Sunday August 23
When Jon woke up he decided that we should do some exercises before breakfast. Jon stood me right in front of the window looking out and he told me what exercises to do. I really had trouble with my co-ordination as I moved my arms and legs. In the end Jon gave up and put me across his knee and gave me 50 spanks with his hand. When I got up (with tears in my eyes - Jon is getting too good with his right hand) I looked out of the window and saw a young couple staring at us. When they saw that I had seen them they clapped their hands and disappeared from view.
After that we went to have a shower and we didn’t bother to close the curtains. With the door lock still not working the inevitable happened. As I was shaving my pubes (still in the shower), a teenage girl came in on us. We all stared at each other (I could see her eyes going up and down both our naked bodies) for what seemed like ages until Jon said, “Don’t mind us, just carry on doing whatever you came to do” but she declined and left. We looked at each other and laughed.
Jon told me to wear a cheesecloth dress that day and when we went for breakfast. I saw both the man from the shower the previous evening and the girl from the morning shower. I could see the man looking at me, but whenever I looked at him he turned away. The girl ignored us, but I could see her pointing to us and telling her mate something. When we booked out of the Hotel we drove round until we found a big leisure complex. Jon decided that we would ‘give it a whirl’ and we went in.
It was clearly designed for holidaymakers who were suffering from the poor English weather. It had just about everything that anyone could want. We (Jon) decided to have a game of squash first and we went to the ‘dry’ changing rooms. I put on just my tennis dress and trainers and went to wait for Jon. The court they gave us had a glass rear wall so that an audience could watch you play. In a way I was glad that no one was watching any of the courts. I never was any good at squash and it wasn’t long before Jon had me running all around the court and he even gave me a bollocking for not trying hard enough.
He is very good at giving me shots that I have to either bend down or stretch high to get at and my dress was riding-up to show my bum, or my left shoulder strap was going down my arm quite a bit and my left tit was hanging out. It was only after we had been playing for about 30 minutes that I noticed that we had gained an audience of about four teenagers. I had to ignore them and concentrate on my game otherwise Jon would