Sissy Cruise 3 free porn video

This is a FigCaption - special HTML5 tag for Image (like short description, you can remove it)
"We are going on a Caribbean cruise, in two weeks time......." stated my wife Penny. "Oh......Okay," I queried. "With Samantha and Tim," she finished. "Oh really." Samantha is a new friend in my wife's life. They have known each other for a couple of months, but they are already quite close and always scheming together. My relationship is mixed. It seems that the only time she talks to me is to point out my faults which is somewhat annoying. However she is very domineering which of course thrills me as a submissive. I have fantasised numerous time about her in leather subjugating me. Something I would love Penny to do but she is not interested. So the thought of seeing her in a bikini had my cock hardening and me ready to accept the cruise idea. Tim was quite timid not surprising judging by Samanath's personality and I had not spoken to him much. Whenever he was in his wife's company she did all the talking. The day of the cruise quickly arrived and Penny insisted on doing all the packing, which was a surprise as usually I do the packing. So we arrived at the port with our bags only two, which was a surprise because Penny normally has two large cases of her own. Two cases for both of us for seven days seemed meagre. "Only two cases, did you not bring me any clothes," I joked. "Of course silly, but it is going to be hot so we will not need much," she giggled exchanging a knowing smile with Samantha. The cruise ship was quite small and as it turned out only catered for fifty couples so it was quite select. We headed to the arrivals desk both Tim and myself struggling with the cases whilst Samantha and Penny swanned along care free. The woman at the check in desk smiled sweetly at the girls then scowled at us, waving us all to the boarding ramp. I noticed several big black men in the uniforms of the cruise line eyeing the girls up so I headed towards them and asked for help with the cases. They sneered at me and continued oggling the girls. I was about to berrate them when Tim caught my hand. "We have to do them ourselves.....look Mistress Samantha is almost on board." He dragged me after the girls and I followed wondering if he had actually said Mistress. My cock began to swell at the thoughts that flashed through my head. The girls had already disappeared on board when halfway up the boarding ramp we were stopped by a buxom woman in crew uniform. "Where are you two going?" she demanded. "To join our wives," I answered. "No your not, thoses cases go to the lifts and you two then go to the theatre for the cruise initiation ceremony," she stated simply. Again Tim grabbed my hand and pulled me in the right direction. "I take it you have been on a cruise before!" I quizzed Tim as we moved through service corridors. "Yes, I am sorry, I wanted to warn you not to come but Mistress Samantha said she would cut off my useless balls if I did," he whimpered. I gulped, my head in a spin, what was going to happen to me? I was however deep down a little excited, again he had called her Mistress. Was this some kind of Dom, sub cruise? If so I had a feeling I was going to enjoy myself! We dropped off the cases and then Tim guided us to the theatre. There, we were put into a line by another dominant looking female crew member and told to wait. As I looked down the line of men I could see the mix of emotions. Some nervous, some bewildered and a few looked excited. So one by one we were filtered through a door. Eventually my turn came and I stepped through. I followed a long dark corridor to emerge into the blinding lights on a stage. There was a ripple of female laughter as I staggered getting my bearings. I noticed a woman holding a microphone so I headed to her. "Well what do we have here girls.......such a fine figure of a man....NOT!" She smirked. The whole audience burst into laughter and I realised it was all females! I blushed bright red under their scrutiny. "So who is the unfortunate owner of this wimp," she continued. I blushed even redder but my cock swelled at the humiliation. "I do," I heard Penny shout. Great, I hoped that Penny would explain that I was a passenger.....her husband. "Do you agree that he is not man enough to warrant the name and will hence forth be called sissy?" asked the compaire. The audience hushed and I gulped in terror, yet still my cock was rock hard! "Yes......in fact he is quite a wimp," giggled Penny. "And he dresses up in secret," added Samantha. I gasped in surprise, not only was she accepting the statement, she called me a wimp.....and she had told Samantha my personal secrets! The audience in the mean time was laughing uproariously. "Okay well that was more information than we needed but it explains a lot of things," laughed the compaire, the audience laughing with her. "Since you are not a man you should not be wearing men's clothes..strip!" she ordered. I paused not knowing what to do, the the audience began to chant. "STRIP...STRIP...STRIP...STRIP...." I realised I was going to have to strip in front of fifty women. "Either you strip or the audience will do it for you," threatened the compaire. I hesitantly began to strip and was soon down to my underware. "All of it!" she growled. The underware came off and I blushed even redder, and to my shame my cock stayed hard at the humiliation I was receiving. "Oh my god!......you poor dear...." said the compaire to my wife. "Is that it! I can see it's hard.......but only just!" She smirked. "Yep this is definitely a sissy and so deserves her sissy uniform for the cruise." She brandished a pair of neon pink PVC knickers, the front of which read. "Cruise Virgin." She turned the knickers round to show the audience that the back read. "But not for long!" I noticed that there was an opening at the back for access to my bottom! She also had a strange pink device in her other hand. She swayed seductively towards me and deftly kneed me in the balls. Pain erupted between my legs and I fell to the floor. The pain caused my cock to shrink to nothing and as it did she fitted the device to my shrivelled cock. "Get up wimp!" she commanded. I staggered to my feet noticing as I did that my cock was now encased in a bright pink chastity device. The compaire brandished the keys in my face. "I believe these belong to your Mistress," she smirked pocketing them. She handed me the knickers and I reluctantly put them on. They easily covered my imprisoned cock and actually felt delicious. ," Even that tiny pair of knickers covers her tiny dick...." she laughed. "So from now on you will answer to sissy. You will call any woman Mistress, and the male staff Master......understood sissy?." "Yes Mistress," I muttered. "I didn't hear you." "Yes Mistress," I answered to the audience to which there was a murmur of approval. "Maid Tabitha, take her to her quarters then show her her tasks," ordered the compaire. To my surprise maid Tabitha turned out to be Tim, Mistress Samantha's husband! She minced onto the stage in tacky pink plastic high heels, far too high for her to be comfortable in. She was wearing a tight pink PVC maids dress that excentuated her girlish figure and thrust her adolescent breasts out. Yes Tim, Tabitha had a pair of tits.....not fake ones, real ones! She must have seen my gaze because she blushed as she took my hand guiding me off the stage and greatfully away from the jeering women. I had so many questions but just did not know where to start. Finally we arrived at our room, well broom cupboard! There was just enough room for two cots in the space provided. "This is where we will sleep," stated Tabitha. She allowed me a few seconds to take it in then grabbed my hand and started to pull, but I resisted. "Wait, what the hell is going on, why are we allowing this to happen!" I demanded. She looked at me sternly. "I don't have the time for tis, you are expected in the galley." "No......I won't go," I announced. She almost laughed. "Look let's face it we are both submissive wimps, and I can see by your stiff little cock that you're excited. So let yourself go, it will be the most humiliating and exciting experience of your life. And trust me you will be happy to cruise again," she winked. I blushed realising she was right, my cock was throbbing painfully. So I let myself be guided to my work station, the galley. Tabitha presented me to the head chef with a curtsey and then left. The chef was a big black Jamaican woman dressed in the whites of a chef. Even in chef whites I could see she had an ample figure, Hughes tits and a bum to match, again my cock throbbed! "So wimp, you are sissy seven, you will answer to this name with yes chef...understood?." "Yes chef." She nodded her approval and then showed me around the galley finishing at a leather chair in the centre. "This is my pleasure chair, when ordered you will lick my pussy to my exacting standards. Any mistakes and you will be punished." Now get to work, we have a banquet to prepare for the guests, she pointed me at a stack of vegetables that required peeling and chopping so I got to work. I had been working for what seemed like hours, my arms were certainly aching when Chef bellowed across the room. "Slave seven, pleasure me." I looked across the galley to see her lounging in the leather chair. Drying my hands I hurried across to her. When I reached her I found she had undone her cher whites up to her waist. I could see she was completely naked beneath her whites. Her thick thighs glistened with sweat, eagerly I got to my knees before her, the one thing I love is licking pussy. Hers would be a pleasure I could see her pussy juices glistening on her outer lips and my mouth watered. I started by licking the sweat from her meaty thighs to which I got a sigh of contentment. I then dove in licking languously along her juicey outer lips revelling in the taste, again a sigh. I then delved deeper to find her clit, which I then began to suck and tease. "Yes sissy make me cum!" She demanded. I gladly obeyed bringing her to climax within minutes. She squeezed my head with her thighs and mashed her pussy into my face. My poor imprisoned cock was mashed against the bars of the chastity device and leaking profusely! First climax over I began to build the next, slowly lapping at her pouty pussy lips. I brought her to four more climaxes before she pushed me away satiated. I return to work the taste of her pussy on my lips and the scent in my nostrils. Again I seemed to work for hours fist preparing food then washing dishes, as I worked I wondered what Mistress Penny was doing. No doubt enjoying the fruits of my labour! I marvelled at how easily I had come to terms with her being my mistress, but then it was what I had wanted for a long time. Some time later I heard the command. "Sissy seven follow me," from the chef. I followed her swaying bottom dreaming of worshipping it. She led me into the toilet and began to unbutton her whites. "Remember I said you would be punished if you displeased me....well this will be the punishment. Kneel and open wide......" I knelt and she positioned her pussy over my mouth. "Don't spill a drop!" At first the stream of urine was leak I had to lap it from her pussy to avoid spilling, then the stream grew stronger and I had to gulp quickly to cope. It was hot and acrid and so humiliating but my cock throbbed none the less! The stream slowed to a stop and I licked her pussy clean of the last few drops. "Displease me and you will be my toilet slave for the day.......that includes being my toilet paper!" She threatened. I shivered at the thought as I followed her back to the galley. . I think it was early morning before I was finished, I staggered wearily back to my room to find Tabitha waiting for me. "Follow me," she stated simply. Now what I wondered as we moved up decks, I realised we had entered the passengers area by the fancy decour. She led me to a state room and ushered me inside. "Kneel by the bed and wait," she then left without explanation! I adopted the position looking around as I did. The room was very elegant with a large bed, a seating area, wardrobes and an ensuite bathroom. How long I waited I do not know but my knees were aching when I heard someone at the door. In burst Mistress Penny and she immediately began to laugh at me. She was somewhat tipsey and looked dischevalled, it made me angry. "Penny........I." "Did I say you could speak!......." she demanded angrily. I shut my mouth and my cock jumped at her dominant nature revealed. "You pathetic wimp, you wanted this all along, dressing up and acting like a fag. Well guess what I have decided I like it......in fact I love it! I am going to let you be the sissy fag you always wanted to be....." she railed. My cock throbbed and my heart beat hard......yes....yes....this WAS what I have always wanted! "Yes Mistress Penny," I replied meekly. She softened. "And who knows maybe you will get some cock, like you've always dreamed of..." she smirked. My mouth dropped open and my eyes popped, my darkest secret revealed. "Speaking of cock this is Jamal......he is going to fuck me like you never could." A sneering well built black man stepped into the room, he was one of the black men I had seen when we got on the ship. He was wearing a tight T- shirt and shorts which seemed to be the men's uniform. "Sissy......I am going to take you wife...now Mistress to heaven!" He grinned. "And do you know what, you are going to get him ready," sneered Mistress Penny. Of course I would, another fantasy of mine was about to unfold, I was going to be cuckolded! I started by undoing his deck shoes and laying them aside. I stood and removed his T-shirt to reveal wash board abs and the physique of an athlete, I heard Mistress Penny murmur her approval behind me. I knelt and after undoing the button and taking hold of the waistband pulled down his shorts, behind me Mistress Penny gasped. I had to admit I was shocked, his semi hard cock was at least eight inches long. I stared at it mesmerised, Mistress Penny broke me out of my daze. "Go on then sissy fag...suck it......get it hard so he can fuck me." She sounded just as mesmerised as I was. As instructed and inhaled the manly odour of his crotch, sweaty and musky, causing my cock to throb and my mouth to water. "No you pathetic fag, I don't need you to give him a blow job, although I know you want too....just suck him hard!" Sneered Mistress Penny. I blushed with humiliation but knew she was right, so I took the head of his cock in my mouth and sucked. It grew instantly too and impressive ten inches. "Enough fag, I need a fuck.......leave us." I left somewhat unhappy, although I knew I would not have been allowed to participate I wanted to watch, gaining further humiliation, and frustration, but that was not to be. I was making my way down to my quarters when I was stopped by one of the male staff, another well built black guy. "Follow me he ordered." I was led to a bunk room containing three other equally well built black men. "Look what I found....." he laughed. "Our very own fag white boi......." I gulped realising what they were going to do to me, my cock of course throbbed with the humiliation to come. One of the others stood up and shuck off his shorts. "Suck!" He commanded. I fell to my knees before him and this time revelled in his musky scent. I knew I would be sucking his cock so I started by licking his balls. "Tsk....just like all white bois......hungry for black cock," commented one of the others. I sucked his balls and watched his cock grow to ten inches, pleased with myself that I had got him so hard. I kissed and sucked up his cock finally taking the plumb sized head in my mouth and revelling in the taste of his pre-cum. It was salty and very, very masculine.....the complete opposite of me I realised! "This hoe sure knows how to suck," he commented. "They all do," was the answer. I quickly realised I was not going to take the full length but he was insistant that I did. So with his guidance and a few choking sessions I proudly managed to take him down to the balls. Yes I said proudly, I was pleased with myself and my cock leaked sissy juice to prove it! The sight of me taking him to the balls was enough to get another involved and I was lifted to my hands and knees, I then felt a long hard cock slip into the crack of my bottom. It felt like a monster and I was worried that it would split me in two. I took my mind off this by working on the cock in my mouth. I felt a lubricated finger slip inside my sissy pussy and I wiggled my pleasure, this was greeted with a laugh and a slap on the bottom. A second finger followed, then a third and a fourth, I felt full but it was still pleasurable and my clit leaked profusely. Then I felt the tip of the cock against my pussy lips and I tensed. "Relax white boi, or this is going to hurt." I relaxed and the head popped inside, there was a sting of pain but since he made no other movements the pain subsided a little. Once he felt me relax again he began to bury the whole hot hard shaft inside me until his heavy manly balls met my tiny inferior nuts! I had to admit it felt good......so good. Full to bursting a cock in both holes, I felt like such a whore and revelled in the sensation. Yes I realised I was going to enjoy this cruise. The men then began to spit roast me, their thrusts slow at first but as I began to hump back on the cock fucking my sissy pussy they fucked me harder. My only regret was that I could not reach down and rub my sissy clit. My first load of manly spunk was delicious and I eagerly gulped it down relishing the salty, manly taste....I felt like such a fag! So I was fucked by all four men, I sucked clean cocks and the ones that had fucked my sissy pussy with equal relish and staggered from their room in the early morning. I was informed that I would be their fuck toy for the rest of the cruise, something I relished. Returning to my room I found Tabitha sleeping soundly and on my bed were another pair of pink PVC knickers, the words however were different. On the front they said. "Cruise Virgin, not any more...." The back read. "Now I'm a black cock whore!" I slipped off my old uniform and put on the new. I slipped into bed and fell instantly asleep only to be awakened a few hours later by Tabitha.I had just enough time to get a shower in a communal shower where I noticed to my embarrassment that all the other cruise virgins were still virgins. There were a lot of knowing looks when I slipped on my panties. I then spent the day preparing food and washing dishes. It turned out the chef was a nymphomaniac and had all the galley sissies licking her pussy during the day. One unfortunate sissy had the duty of being her toilet slave but she seemed to enjoy the position so I wondered if she had upset chef to get the job. After work I found myself again on my knees in Mistress Penny's suite. I waited and wondered what she was going to say when she saw my new knickers. I tensed when I heard her at the door. She again burst into the room and to my dismay she was followed by a different black man who again had a big grin on his face. "I don't believe it......stand up......" exclaimed Mistress Penny. "Turn around," she laughed having read the rear of the panties. "One night on the cruise and you are already getting you fag arse fucked...." she snickered. "Still I should have known you were a closet fag.....well I guess that settles it." I gulped as I sensed what she was about to say. "Oh don't worry dear I don't want a divorce, in fact is still love you.....well as my maid that is.." she grinned and I breathed a sigh of relief. "But since you like cocks so much you will now be my fluffer and anal slut. You know I don't give blow jobs or anal so I guess you will be pleasuring my future lovers." "Yes Mistress," I replied thinking of my life beyond the cruise. "So sissy fag, you know the drill...I need a good fuck," she leered at her latest lover and I started to undress him. I left Mistress Penny's state room with a skip in my step realising with a rock hard cock that my life had changed forever.....and for the better. I went eagerly to my black masters bunk and declared my need to be fucked like the white fag boi I was. Two of them took up the offer the other two declined saying that they had had plenty of real white pussy during the day. I wondered abscently as I sucked my first cock if either of them had fucked Mistress Penny. If not I was sure that I would eventually see them in Mistress Penny's state room and have the honour to prepare them to fuck her. . So this was my life for the next couple of days, the next major event was Mistress Penny turning up at her state room and eagerly showing me her new tattoo. It was placed just above her pussy and read. "Big Black Cocks Only." My cock throbbed as I realised I would never get to fuck her again. She must have seen the distress on my face. "Oh don't worry dear, l will always need my pussy licker, especially after it has been fucked raw," she sniggered. It turned out that the black man she was fucking that night was the man who had done the tattoo so when I left her state room I had made the promise that for a blow job I would get a tattoo of my own. The next night I went to his bunk and got my tattoo. It was placed at the base of my back across my tail bone and read. "Big Black Cock only," with an arrow pointing to my sissy pussy. I of course paid him with a blow job and in fact he also fucked my sissy pussy as per the instructions on my back! A few more days of galley work and cock worship at night then on the fifth day of the cruise I was called up on deck instead of to the galley. Me and the other five cruise virgins were to put on a sissy fashion show. We started in a room below decks were a very strict female crew member coached us using a crop to walk in high heels. We were all given a pair of six inch tacky pink high heels and made to first totter, then mince then finally sway across the room. My legs bore many marks of the crop before she was happy. So the fashion show could begin. We started with lingerie, I was given a matching pair of frilly pink bra and panties along with a pair of pink holdup stocking. I started with the stocking realising how soft my legs had become, I had little body hair but now it was fine almost none existant.......strange. Next the panties....they felt delicious against my soft skin. Finally the bra and it was here I realised that my body had changed! I actually had a pair of adolescent tits to fill the bra with! Something I had eaten or drunk was having its effects, then I remembered how the food and even the water had a strange.....almost......medical taste. I was secretly being fed female hormones, I thrilled at the prospect and perversely my cock throbbed. To my shock I now realised that even when hard as my cock was, it was not quite as squashed as it first was when it was imprisoned! These thoughts were cast aside as we were taken on deck and paraded before the Mistresses. There were jeers and catcalls and I scanned the crowd to find Mistress Penny. I caught her eye and she winked at me, beside her was Mistress Samantha she smiled a knowing smile at me and I realised she had planned this all along. The next round were swim suits and then finally special dresses. I nearly bawked when I saw what they had for me. It was a sissy girl outfit, complete with sissy bootees, sissy mittens and a bonnet all in shiny pink satin! The strict crew woman brooked no refusal so I started to dress. To my horror the first item was a pink nappy. I put it on blushing profusely. Pink plastic panties covered the nappy and white frilly knee high socks covered my feet. Then came the dress, it was a mass of pink satin frills and bows and a froth of frou-frou to lift the skirt displaying my nappied behind. I was given a wig of blond ringlets and my face was made up by another sissy. Pink lips, pale pink eye shadow and a bright pink circle on each cheek. The booties were placed on my feet and the mittens on my hands. When they were on I realised I was now helpless to take this outfit off! The finishing touch was the bonnet. I managed to catch myslelf reflected in the glass of the door and realised that I looked like a caricature of a doll.....a very sissy doll. I was herded reluctantly towards the catwalk and I blushed profusely knowing what was to come, the jeers of fifty or so women. To further add to my humiliation I found that with the bulk of the nappy between my legs I could not walk....only waddle. And so with my face bright red and my cock fit to bursting I waddled down the catwalk to uproarious laughter and jeers, I could see Mistress Penny and Samantha with tears of laughter running down their faces! We were paraded like this and the audience were asked to pick a winner. I won hands down at being the biggest, wimp of a sissy. I looked into the audience to see a look of disgust on Mistress Penny's face and a sadistic grin on Mistress Samantha's. After the show I was relieved to get out of the dress and then it was back down to the galley to work. When I returned to my bunk I found to my horror the outfit was laid on my bed with instructions that I would wear it for the rest of the cruise. Tabitha looked at me with sympathy and then helped me into the dress and mittens. I then waddled through the ship getting quite a few comments before I got to Mistress Penny's state room. I managed to kneel before the bed again wondering what she was going to say. She arrived with another black god in tow, when she caught sight of me she sneered. "You are so pathetic! I can't believe you would wear such a rediculous outfit......and I bet your tiny cock is hard....." she snickered. "Well is it?" She grinned sadistically. "Yes Mistress," I murmured pathetically. "See what I have to put up with," she commented to her lover. "Get out of my sight...I don't need you tonight, I think I will suck this big black cock myself," she said grabbing her lovers cock. I was laughed out of her room and made my way down to my black Masters bunk where I was again ridiculed as the pathetic wimp I had become, and taken by all four men. I wore the outfit to work the next day save for the mittens and realise that I could be further humiliated when I saw the look of scorn on the other sissies faces. I realised then that I was the lowest of the low.......my tiny cock? Well it was rock hard of course. On the final night of the cruise Mistress Penny brought two black lovers. "Well it is my last night," she laughed at my shocked expression. So both of us on our knees side by side brought her lovers to full erection. I could see Mistress out of the corner of my eye relishing the act of sucking cock, something she had never done with me! Once they were erect however I was dismissed. The last day of the cruise came and instead of work I was ushered up on deck. I waddled up the decks in my sissy doll outfit complete with mittens. I and the other five cruise virgins were paraded in front of the jeering Mistresses, I noted as I did that there was not a single virgin any more as unlike me most of them were displaying their sissy knickers. The compaire moved onto the stage and began to speak. "Welcome ladies to the last show of the cruise....and the sissy naming ceremony....." There was a cheer from the Mistresses. "Let's start with the sissy wimp who appears to be our limpest sissy on board...." To my horror and humiliation she pointed at me! Well I had won sissy fashion show. "Who owns this pathetic wimp?" she asked. "I do unfortunately," answered Mistress Penny. The audience erupted into gales of laughter and I reddened and throbbed equally. "Do you have a name for her?" "Yes I will be calling her sissy Davina from now on," grinned Mistress Penny. "So from now on you will only answer to Sissy Davina...understood?" "Yes Mistress," I replied loud enough for everyone to hear, there were nods of approval. All the other sissies were given their names in the same way. "OK on with the show ladies," quipped the compaire . We were led off stage and then told to stand in the wings. Then one by one we had to go back on stage a perform a karaoke song. The first unfortunate sissy had to sing the Madonna song "Like a virgin," much to the amusement of the Mistresses. I watched as each sissy was led on and humiliated and I realised I was going to be last. My cock was throbbing as I saw the humiliation the others had endured and I knew I would be getting the same. Finally my time came and I waddled on nervously. "And now for the final act......and boy is it a good one," smirked the compaire. As I moved onto the stage the compaire handed me a twelve inch black dildo, I realised I was going to be utterly humiliated. "Plenty of licking and sucking," she hissed in my ear. And then the lyrics came up on the screen and I knew I was going to totally degraded. "On the goo-od ship lollipop...." I sang in a baby girl voice. The Mistresses burst into hysterics and I could see both Mistress Penny and Samantha rolling around tears in their eyes, my cock throbbed even harder! I licked and sucked at the dildo and continued, noticing as I did that the backdrop was a sweet shop with a difference. All the sweets were in the shapes of cocks, all sizes all colours! "It's a sweet trip to the candy shop," I continued. At last I came to the end of my song and was told to curtsey to all the grown ups before I was led from the stage. Backstage the other sissies helped me remove the outfit and they all had a laugh at my expence when they saw the nappy was wet with my excitement. I quickly downed the knickers and with the others returned to the stage. "Well since the sissies have all been reasonably good I think it is about time we let them spurt their sissy juices," laughed the compaire. There were jeers of approval from the crowd and I wonder what torment awaited us. "Bring on the chairs," came the command. Six chairs were brought onto the stage, they were all shaped into the likeness of a black man. The backrest was the head and wash board abs, the arms and legs of course the arms and legs. However from the seat where the crotch was there protruded a twelve inch cock with large ground balls! "OK girls take a seat," smirked the compaire. We each took a chair and mounted the cock gingerly, rather embarrassingly mine slipped easily inside. When my bottom touched the seat I felt a squirt of fluid into my sissy pussy. The compaire must have noticed the shocked expression on all our face. "That's right sissies, every time you squash the balls you will get a squirt of lube so you can slide more easily up and down the cocks. Also at the same time you are dosing yourselves with a heavy dose of female hormones! That should make those sissy boobies even rounder, hips broader and that sissy clit.........even smaller," she laughed. "Ladies." I saw Mistress Penny come onto the stage and move towards me. She brandished the keys, then she bent to unlock my clit, as she did she growled in my ear. "Just make sure you don't spurt first you pathetic wimp." But as my tiny clit swelled I realised I was in trouble, I was ready to cum just by escaping the chastity device! I also noticed that my once average five inch cock was down to two inch hard! "Okay girls the rules are simple, fuck to the beat of the music. The first sissy to cum gets to clean up all the other sissies," she said with a wicked grin. The music started and we started to hump, it was a slow rythm but unfortunately after four or five strokes I was ready to shoot. "Looks like Sissy Davina is struggling, closely followed by Sissy Julia," stated the compaire. I looked across at Mistress Penny, her face was a mask of fury, Mistress Samantha on the other hand was laughing. At this and all the other humiliations of the week I shot my sissy juices. "We have a pathetic loser ladies.....Sissy Davina. I hope your Mistress didn't bet too much on you," exclaimed the compaire . "No.....I know the fag too well.....I bet on Petulia," laughed Mistress Penny. Red faced I had to wait for all the other sissies to finish. Petulia being the last one to Mistress Penny's joy. "Stand up Sissy Davina...but make sure you don't spill anything on my clean deck!" I stood cupping my sissy balls and then at the compaires command licked my fingers clean, scooping up any missed juices. I was then ordered to suck the cock clean. I then went down the line licking each sissy clean and then sucking the cock they had been impaled on. The one thing I did notice as the taste of sissy juices filled my senses. It was no were near as strong and masculine as the bulls spunk I had tasted over the past seven days! Finally we were made to stand in a line before the Mistresses. "One final thing before you go girls....." smirked the compaire. "I hope you enjoyed you last little.......and I DO mean little erection....." she smirked and the Mistresses burst into laughter. "You see the hormones you have just pumped into your bodies have another side effect...." She paused to watch the horror on our faces and gloat. I could see both Mistress Penny and Mistress Samantha doing the same! "You will no longer be able to get an erection. Even when you do cum, if your Mistress allows, it will simply drip out." The audience burst into gales of laughter and we were jeered off the stage. I returned to my room to find my males clothes save for underware. I dressed and collected Mistress Penny's baggage. As I left the ship I wondered where we would be cruising next!

Same as Sissy Cruise 3 Videos

1 year ago
  • 0
  • 12
  • 0

The Cruise

Jack Barnes was standing by the rail of the 72,000 ton cruise ship along with many of the two thousand plus passengers watching it pull away from the pier and head down the channel to the open sea. Jack wondered if taking this seven day Caribbean cruise was going to be all that it had been touted to him to be. Some of his friends at work had recommended a cruise as a great vacation to take during the summer months. At that time of the year they said there was an abundance of single female...

3 years ago
  • 0
  • 13
  • 0

Life Lessons Ch4 The Cruise

It’s been a month now since we started our lessons and workouts with Mr. Johnson. I could not believe the change in Frank, he has gained almost 30 pounds of muscles and I have moved up a couple of weight classes. With the weights, running and fucking Sharon, and Mr Johnson added last week some boxing lessons as well. He said as long as you walk this path with woman there will be times that you will need to protect yourselves. Seeing that Mr. Johnson has not steered us wrong yet Frank and I...

1 year ago
  • 0
  • 17
  • 0

Fantasy Cruise

Fantasy Cruise By Leslie Leigh I was totally burned-out. The feature project which I had been working on for the last six months was drawing to an end. Production was wrapping and the crew was saying its good byes. The production company was excited about the product, a futuristic action adventure film, shot in Atlanta, with two of the hottest box office stars in the world. Figuring that it would easily net in excess of $80 million in theatrical release alone, and grateful that we...

3 years ago
  • 0
  • 23
  • 0

The Timefull Cruise

I appreciate all scores, comments or feedback. I am looking for an editor, as well. I I’m not the type to go on a cruise, but there I was. I’m really more of a ‘see the old fort or castle, stay in the bed and breakfast, drive around the wilderness to see wild animals, go whale watching’ type guy. It was my thoughtful friends that had set me up for an ocean cruise. They arranged the whole thing and then sprung it on me. The girlfriend I’d been with for the last year and a half had suddenly...

2 years ago
  • 0
  • 10
  • 0

Caribbean Cruise

Don and Sue have been married almost three years. They got married when Don graduated with a degree in Civil Engineering and after Sue’s freshman year in college. Off and on, both Don and Sue jog a mile or two four or five days a week and sometimes enter 5K or 10K fun races. Don is 25, 5’11”, 160 lbs. He is a resident engineer for a large Architectural and Engineering Company. In high school and college, Don was shy and didn’t date much due to lack of confidence. His family was low income, but...

4 years ago
  • 0
  • 23
  • 0

Incest Cruise

Jack Blake had just celebrated his 16th birthday yesterday. Although a tall and athletic boy, he was shy and somewhat awkward. So here he sat in his room on a Friday night jerking off to pictures of naked or near naked women. He saved his favorite for last. It was a picture of his 32 year old mom Sara in a thong bikini on a beach in Mexico. Jack and his mom had always been close. He was the product of a one night stand that his mom had at the age of 16 with a sailor who was on...

3 years ago
  • 0
  • 14
  • 0

PATRICIA GOES ON A SINGLES CRUISE

Patricia decided she wanted to take a cruise but she could not decide where to go so she went to her favorite travel broker and asked him what he thought well he looked her over and Patricia had dressed extra sexy that day all black leather and big jewelry with these sky high stiletto boots she looked like a mad bikers dream but that was the way she felt that morning so she went with it the guy says to her listen I have this exclusive singles cruise only the hottest people can go on it you even...

3 years ago
  • 0
  • 11
  • 0

Ten Day Cruise

It all began on a normal summer day. As I did most days, I spent much of it sunning in the backyard and reading one of my romance novels. My brother left earlier to play ball with his friends in a park near our suburban home. Mom and Dad both worked. I turned eighteen a week before. My brother would be nineteen in a month. Glen and I graduated from high school a few weeks earlier. We were in the same grade because my brother failed the fifth grade. After that, he buckled down. Mom and Dad's...

3 years ago
  • 0
  • 21
  • 0

JamiLins Graduation Cruise

JamiLin's Graduation Cruise Hello again. I am JamiLin. I was born as James, but life has led me to the feminine side. I shall preview me in this early paragraph, buf for more insight into Jami, read, The Rebirth of Jami and What Now Jami? To make a link with the Rebirth and What Now Jami, and his story, I would first like to do a brief introduction. In my first story I introduced myself as James a high school aged boy. Although slight in build and not so macho, I was merely...

1 year ago
  • 0
  • 9
  • 0

The Love Cruise

This story is a story about a widow and a widower, who meet on a cruise ship and fall deeply in love. But what they don’t show on those mushy movies, that always end in a kiss, is the sexual journey two new lovers always take, as well. **************************************************************************************************** Chapter 1 “This is going to be so much fun this week. Just think of all the hot guys that might be on the ship. And where there is hot guys, hot sex is sure...

3 years ago
  • 0
  • 12
  • 0

Couples Life Altering Cruise

ashful or shy is not a word that could be used to describe either of us. Being nude outdoors is one of life's real enjoyments. When I am planning a vacation or a work trip I try to work in some nude activity. Although it is not encouraged at home it is accepted. Thirty years ago Susan did nude modeling for art classes while in graduate school in California and a small amount of freelance nude modeling during the same time period. I think her Scandavian heritage brings this trait to life. We...

3 years ago
  • 0
  • 10
  • 0

Through the YearsChapter 13 Getting Ready and Taking Cruise

Syndy, Wren, Tam and I started planning our cruise and decided we would take it in November. We were flying to Ft. Lauderdale where our cruise ship was leaving from the port. I was able to find a very adult cruise which allowed clothing optional sunbathing on the ship although I wasn’t sure if I would get the girls persuaded into enjoying it or not. Tam and Wren still owed me a payment on the bet they lost to me which I was planning on collecting to some extent. I had been looking through a...

2 years ago
  • 0
  • 16
  • 0

An August Cruise

An August Cruise It had been seven months now since my partner Helen had left. It was all quite sudden, for me anyway, I hadn’t seen it coming at all. It all came to a head in January when I arrived home from work to find Sarah, her 26 year old daughter having a blazing row with her in the living room. I could hear them before I had the key in the door, it was so loud, luckily we had a detached house and the neighbours would have not heard a thing. I put my coat over the banister and listened...

Incest
3 years ago
  • 0
  • 12
  • 0

SONNYMOON CRUISE

I gave him birth, I shared his berth by Oediplex 8==3~ She left him at the altar, she altered him. I gave him life at birth, I saved his life, and then shared his berth. It was supposed to be their honeymoon cruise. It turned into my sonny-moon cruise. It is our story, of our voyage; on the high seas, and our discovery of a new world, the land of incest. I don't expect you to believe this. I hardly do myself. But this is the tale of what happened, and how what was a near...

2 years ago
  • 0
  • 10
  • 0

Singles Cruise

Single’s Cruise My wife had been dead for long enough according to my children and friends. So I booked a week on a single’s cruise in the Caribbean for people over fifty. Then when I called back to make it two weeks, the lady talked me into a full four weeks. That way I would get to meet four different sets of women who usually come aboard for a week at a time and I would get upgraded to a suite that would be up much higher in the ship. Okay, why not! So I changed my vacation to...

4 years ago
  • 0
  • 23
  • 0

Cruise

Derek and I were watching TV when a commercial came on about a boat cruise. Surprisingly, he asked if I would be interested in going on a cruise for a vacation. I looked at him - and then kind of laughed, shaking my head in wonderment and amusement. What would we do on a cruise together? As it was, we hardly spoke to each other.  Cards on the table, our marriage was in trouble. We both knew it because we virtually lived separate lives, sleeping in our own bedrooms and, basically, just meeting...

Cheating
4 years ago
  • 0
  • 9
  • 0

Caribean Cruise

I do not own this nor do i take credit for it i found this story on http://www.asstr.org/files/Authors/eskimo1958/caribbeancruise.html I hope you enjoy it as much as I do.I walked up the gangway, one of the last ones on, along with my friends Steve and John. We flown in on a late flight and rushed like crazy to get to the port. I couldn't believe our luck, or mine, rather. I won this cruise two months ago, in September. A two week cruise for two. I only had to pay for air from Chicago.Since I...

2 years ago
  • 0
  • 8
  • 0

My Dream Cruise

The last of February my husband and I went on an all-expenses paid cruise to the south Caribbean. I want to share with you what happened on that cruise. All of the story is true, only the location where we live has been changed.To begin with, my name is Nancy. I am a 4th grade teacher in a community of about 2,000 so I have to be careful. I am bi and my husband David is well aware of the fact. He supports my lifestyle and wants me to be happy. We have a very open relationship and at least once...

1 year ago
  • 0
  • 10
  • 0

THE CRUISE

She left him at the altar, she altered him. I gave him life at birth, I saved his life, and then shared his berth. It was supposed to be their honeymoon cruise. It turned into my sonny-moon cruise. It is our story, of our voyage; on the high seas, and our discovery of a new world, the land of i****t.I don't expect you to believe this. I hardly do myself. But this is the tale of what happened, and how what was a near tragedy, became a break-through to a new understanding between myself, and my...

4 years ago
  • 0
  • 10
  • 0

The Cruise

The Cruise Janet L. Stickney [email protected] My mom just sat there staring at me and I wondered what she was thinking. My mom is usually talkative and always lets me know what she is thinking. But there she sat, just staring at me. I grew uncomfortable with that and left the table, going to my room to watch some TV. The next day at breakfast mom told me what she was thinking. "Your Aunt Janet asked me to ask you for a huge favor." "What?" "She wants you to pretend to...

3 years ago
  • 0
  • 10
  • 0

Cannibal Cruise

Notes: { This is a fantasy! Women are lovable persons and I would do anything to make them happy. I am a vegetarian myself. }Cannibal Cruise. Chapter 1.Year 2095 C.E. Cannibalism is now practised, to some degree, in nearly every country. The 2005 aviary influenza epidemic brought a dramatic change to the world's female population. Somehow the virus fired some, hitherto repressed genes in women and female animals bringing a sudden change in their behaviour. Mankind first noticed changes in...

1 year ago
  • 0
  • 9
  • 0

How I Came To Be Me Part 3 The Cruise

Tam and I unpacked in our stateroom after leaving mom in her room to unwind and get some sleep before dinner. Our room was more like a cabin than a stateroom. It was at least a third of the size of the hotel room we'd stayed in during our Paris stop. It came with a queen bed instead of a king so, Tam and I were going to be very close, which wasn't a bad thing.After unpacking, we took a stroll around the ship. Most of the vessels in the cruise line we prefer are relatively the same so, I knew...

Lesbian
2 years ago
  • 0
  • 31
  • 0

Booze Cruise

Caleb owned a boat that offered booze cruises up the river, in the small town where he lived. He made a reasonable good living and enjoyed all the free time this occupation allowed. Mostly, he did not operate from Mondays to Thursdays, unless a special booking of no less that ten people was chartered. On Fridays the booze cruise left at three in the afternoon, and on Saturdays and Sundays there were two cruises, one at eight in the morning and the other one at three in the afternoon. The...

Straight Sex
2 years ago
  • 0
  • 14
  • 0

Julia Goes on a Cruise

Julia and her husband decided to take a small vacation on a cruise from California to Hawaii and fly back, just because it had been so long since they had been on one. The k**s were out of the house and they wanted to make the most out of their free time. The cruise though would take longer if they didn't fly back and being on others in the past they understood that staying in a cabin can get a bit boring, no matter how luxurious it was. Julia's husband James was pretty successful in life so...

2 years ago
  • 0
  • 11
  • 0

Love on a Family Cruise

I was sitting on the deck of the cruise ship, by the pool, soaking in sun while watching the lovely ladies in their sunwear. My kids were both in their kids club, more than content to spend the day with their peers instead of with their boring old dad. Big Mouse runs quite a well-oiled machine, and there were lots of activities for them. As a result, I had plenty of time to sit around and do nothing but watch what sights there were to see. It had been one year since my wife had been killed in...

2 years ago
  • 0
  • 9
  • 0

Pleasure Cruise

Pleasure Cruise:Synopsis: A relaxing cruise on an innovative yacht with the perfect companyChapter 1: Setting sailI walked up the gangplank and boarded my private yacht, on which I intended to take a cruise throughout the day. It was a lovely day. The weather was just right. There were no clouds in the sky, yet it was not so hot as to be uncomfortable.Half-way up the plank, I caught sight of Captain Erica Prescott, who had been in my service from the time I had purchased my yacht, the...

1 year ago
  • 0
  • 8
  • 0

The Cruise

Introduction: The first guy I sucked after being married My husband and I wanted to get away and have some fun so we booked a 5 day cruise. We had never been on a cruise before and got a really good deal. Being an exhibitionist and my hubby a voyeur, I promised him that I would not bring any panties or bras and wear revealing clothes the entire trip. He also likes it when I act really slutty and let guys play with my tits and pussy and I play with their cocks till they shoot their cum all over...

2 years ago
  • 0
  • 13
  • 0

One Suite Cruise

I needed a vacation big time. The problem was, I never had the cash to do something big. Fortunately, I'd recently made a small fortune doing a private party. I was the only girl their dancing and there were great tippers there. Thanks to that party, I had enough to book myself a cabin for a two-week cruise to The Bahamas. As I looked up at the magnificent ship moored at the docks, I thought to myself, "I definitely owe Jason one for this." Jason was the friend of mine who threw the party for...

Lesbian
2 years ago
  • 0
  • 9
  • 0

Cruise Ship Cruise

I woke up and stretched my arms over my head. Then I twisted a bit to get the kinks out of my back. More than that I couldn't seem to find the room to do. I did sit up just a bit to look around. All in all, a much more satisfactory cabin than the one I was sitting in only a few hours ago. This was a suite, and the other did not come with a black haired head on the pillow on my left nor a light brown one on my right. Sighing, I settled back and thought back to yesterday... "I can't believe...

2 years ago
  • 0
  • 19
  • 0

Fun on a cruise

A cruise? Not my ideal holiday but I'd been talked into it by my wife's sister - "How do you know you won't like it if you've never been on one?" Eventually, the two of them plus my brother-in-law had worn me down and I'd reluctantly agreed. Stupidly, I'd not got involved in the choice of booking and had naively expected a week in the Med. I'd forgotten that my sister-in-law and husband were old hands at cruising and knew all the tricks. She left it right to the last minute before striking....

3 years ago
  • 0
  • 22
  • 0

Our Holiday Cruise

Looking back, Mark realised the sexual relationship he developed with his mother never really had a definite start. He had memories of things seen, said, done, that sowed seeds. And like seeds, they grow slowly until at some point they become flowers: beautiful and real. His father left when he was just 5. Helen, his mother had Mark at 1. After the separation though, she threw herself into working, running the household, and providing for her son. Mark helped where he could -- chores around the...

2 years ago
  • 0
  • 7
  • 0

A Memorable Cruise

It was our third cruise to the Caribbean and my wife, Amie, had been in a deep sexual funk for several months over family and work-related matters. This time, I decided, the sex would be better than ever and she needed, at 43 to open up that more than ripe body of hers to the joys of sheer pleasure. I helped her shop in the port city for just the right bathing suits, lingerie and sexy dining clothes that would set her off from the crowd and help create opportunities. For 13 years I had longed...

3 years ago
  • 0
  • 11
  • 0

giving oral on cruise

Our last vacation and cruise was a year ago. We spent a week in Paris then few to Barcelona for a 12 day Carnival cruise on the Mediterranean. I was with my husband the whole time in Paris so nothing happened there. But on the cruise, that's a different story. There were a few guys I guess you could say, I enjoyed. My husband spent many nights late in the casino. I would cruise the clubs and bars. The second night there I picked up a young guy from England. I loved his accent. He took me to...

1 year ago
  • 0
  • 8
  • 0

A Most Memorable Cruise

It was our third cruise to the Caribbean and my wife, Amie, had been in a deep sexual funk for several months over family and work-related matters. This time, I decided, the sex would be better than ever and she needed, at 43 to open up that more than ripe body of hers to the joys of sheer pleasure. I helped her shop in the port city for just the right bathing suits, lingerie and sexy dining clothes that would set her off from the crowd and help create opportunities. For 13 years I had longed...

3 years ago
  • 0
  • 7
  • 0

Pleasure Cruise

The chartered GulfStream landed at the Fort Lauderdale airport and taxied up to the hanger where a limousine was waiting for J. Richard Connelly and his wife Julia. The bags were quickly loaded into the limo's trunk and while the couple sipped on a chilled California Chardonnay in the back of the vehicle the driver put the limo in gear for the twenty minute drive to the pier where the cruise ship was waiting for them. For the Connelly's it would be their first cruise in almost six months but...

3 years ago
  • 0
  • 7
  • 0

Family Cruise

Our parents wanted to take a cruise in the Caribbean for their twentieth anniversary. They planned it out perfectly…then things started to change. It was just little things but it sure upset mom. She was a planning perfectionist. She had planned her entire life right down to her two children and everything was on schedule. I was born first but only after they were married for two years and had established their relationship. Then mom got pregnant and I came along right on schedule in their...

3 years ago
  • 0
  • 9
  • 0

Dawn Breaks OutChapter 4 Fertile Cruise

And so, just 6 weeks after the idea had been formed, Dawn and Gavin flew out from Cape Town via London to Fort Lauderdale, Florida. They arrived the day before sailing, and spent the night in a hotel to catch up on jet-lag. It was there that Dawn hinted to Gavin what he might expect! "I've been a very forgetful girl", she confessed. "I forgot to bring my diaphragm or any panties!" "Wha... Wha... What are you saying?" For a fleeting moment, Gavin wondered whether this would be a...

3 years ago
  • 0
  • 6
  • 0

Caribbean Cruise

Dinner smelled great and I was hungry but not so much for gourmet cuisine as for fuel for my tired body. I walked around the top tier of the dining room and found my table, number 42. It was a table for two with a great view of most of the dining room. It was a view I really wouldn't need. My client had balked on his Caribbean cruise, electing a business meeting in Belgium rather than relaxation on the beach. However, my services as his personal bodyguard were both specific and already paid...

3 years ago
  • 0
  • 7
  • 0

THE CRUISE

Maureen O'Connell strolled leisurely down the pier, taking in all the sights and sounds thatsurrounded the departure of a luxury cruise ship. A native New Yorker, Mo had spent the lastseveral days cruising South Beach and enjoying the Miami sun, and boy, this was living, themiddle of February and the temperature had been hovering in the mid 70's! As Mo walked pasther, the Molly Dee gleamed sparkling white against the azure blue Florida sky, all 790 feet of her!The brochure that her travel agent...

2 years ago
  • 0
  • 6
  • 0

The Cruise

My wife and I were planning to take a vacation for some time now. We have never been on a cruise but thought it would be a lot of fun. Vacation time for us was always our little sexual escape from the mundane routine. I would often sport a speedo on the beach showing off the bulge while she would always pack a thong bikini. Items that we would never sport in our native region because of the taboo made by local society. We took care of ourselves and liked to show off a little, presenting...

2 years ago
  • 0
  • 7
  • 0

The Cruise

I have always considered myself a very lucky guy. Trivia contests, lotteries, and games of chance usually seemed to go my way. So when I was notified that I had won a contest sponsored by a local radio station, it did not surprise me. What did surprise me however was the prize: A 6-day/7-night cruise with my favorite NFL football teams cheerleaders! Ever since I was a teenager, cheerleaders have always fascinated me. Their routines, uniforms, and of course their incredibly fit and sexy bodies....

2 years ago
  • 0
  • 16
  • 0

Fantasy Cruise

Fantasy Cruise Rating - X, M-F, F-M, multiple transformations, magic transformation, fast transformation I wouldn't say things had gotten stale, rather more routine. After twenty-five years of marriage my wife and I knew each other and had a rhythm to our lovemaking. Now both in our fifties lovemaking was typically every third night and followed a set of well-rehearsed motions. I'm not complaining, I love my wife, but lately I've had to dig deep into my fantasies in order to satisfy...

3 years ago
  • 0
  • 6
  • 0

Wife fucked on cruise

I m 29 yrs old delhi guy, i m 6 feet tall, i m fair and handsome, 32″waist, 72 kg…atheletic shaped body.. I m involve in group sex with lots of cpl… I m master of 3some (mmf)… I hv lots of cpl friends… Bobby and sweety one of them… This is story of booby in bobby words… If u like story plz mail me at … Sweetie, my wife of two years, had been pestering me for sometime about taking her on one of those cruise vacations, but i successfully put her off until one night when some friends were over...

1 year ago
  • 0
  • 11
  • 0

Wishes Hindsight the Cruise

‘So,’ the Genie mused, as he sat on James’ sofa. He had a can of beer in his hand and a lazy grin on his face. He was handsome, that was for sure. “You can guess the drill; you get three wishes.” “I get three wishes?” “Three,” he said with a smile, “and none of that fooling me like Robin Williams crap, I wasn’t born yesterday.” “When were you born?” “Three thousand years ago.” He winked broadly at James. “Oh.” “Yup.” “So ... I should decide my wishes?” “Yup.” “Standard...

1 year ago
  • 0
  • 8
  • 0

Cassies Hot Cruise

Cassie Morton’s weeks of excitement were about to be satisfied as, arm in arm with her friend Sally, they made their way towards the dock where the liner was berthed. Could this be the start of her recurring fantasy turned real? Sally was obviously just as excited, as the whole way through the security area, she had gabbled about the things they might do on board. “The cabin has a balcony, hasn’t it? We could sunbathe naked out there. And I’m dying to have a go in the casino." Sally went on and...

Erotic Fiction
1 year ago
  • 0
  • 23
  • 0

Sissy spit roast sleep over

Pt 1: Long black limoSissy Saraya was very excited because her new mistress had told her they were going to continue with her corset training tonight, she had been wearing her waist trainer and inflatable plug all day along with her favourite pink maids outfit and cute sissy 6" white heels and stockings with pretty pink bows, She had been watching BBC porn all day and was dreaming of cock while she finished her chores, Mistress text to say her driver would be arriving at 6pm sharp, Mistress...

3 years ago
  • 0
  • 16
  • 0

Sissy School Part 3

SISSY SCHOOL - PART 3 By Missy Crystal After Sissy Heather had swished and drooled a couple of more times, she began to give me gentle nibbles and licks to clean the cummy residue on my lips and chin. After the kitty bath, she stood up. Since her crotch was now at my eye level and since her short skirt exposed her frilly panties, it was obvious that I wasn't the only one that got turned on by her sucking my dick. She must have been aware of it too, because she pulled her panties down...

1 year ago
  • 0
  • 24
  • 0

Sissy tasks

Your First Sissy AssignmentThis is your first step on your journey into femininity. A journey that will change your life. You will be humiliated and embarrassed. Most of all, you will be feminised. If you don’t intend to follow all of these assignments to the letter, then turn away now.Your first assignment is to buy yourself a pair of panties. Be sure to measure your hips before you set off. You will go to a smart department store or, better still, a specialist lingerie shop. How exciting – a...

1 year ago
  • 0
  • 10
  • 0

Sissy and Paul

The double ended dildo had appealed to her sense of humour and made her wet thinking about using it on me. Sissy and Paul Years ago life was very different to nowadays, for a start pubs shut at 10.30 unless they had and extension for special occasions, they had different bars such as the main or public bar, the lounge and sadly no longer, a room called the snug. This room was usually used by the 'older generation' or people who wanted a bit of quiet/privacy. We had married several months...

Mature
3 years ago
  • 0
  • 20
  • 0

Sissy School Part 6

SISSY SCHOOL - PART 6 By Missy Crystal The sissies flounced out of the kitchen in a train of swirling petticoats and went into the living room, which was also the classroom. I was the caboose, following Sissy Heather. As soon as we were all in the room, Mistress Mary appeared. Either she had ESP or she really was constantly monitoring us. Either way, I was glad I decided not to try anything for the time being. "Today we will have a deportment class," she announced. "Yeth, Mithtwith...

3 years ago
  • 0
  • 21
  • 0

Sissy Farm Chapter Sixteen

Sissy Farm - Chapter 16 By: Beverly Taff List of Characters. Me: Michelle - A Natural transvestite sissy; Janice: My Younger sister; Aunty Bev: Janice and My mother's Sister; Mistress Janet: Headmistress of the young lady's academy; Dr Shirley: My endocrinologist; Miranda: A very effeminate Sissy sales assistant; Miss Stern: Miranda's mistress who owns the shop; Peregrine: AKA. Uncle Penny. My transvestite uncle, (Aunty Bev's...

2 years ago
  • 0
  • 19
  • 0

Sissy School Part 4

SISSY SCHOOL - PART 4 By Missy Crystal Mistress Mary came over and stood next to us. To my surprise, her voice was calm. "The purpose of discipline is correction, not cruelty. There is nothing to be gained by punishing a sissy for behavior that cannot be improved and no profit in breaking her spirit by making her fearful of mistakes over which she has no control. I do not require perfection. Only that each sissy tries her best to be perfect. You have always done so, Sissy Heather."...

1 year ago
  • 0
  • 27
  • 0

Sissy Farm Chapter Eleven

Sissy Farm - Chapter Eleven By: Beverly Taff List Of Characters. Me: Michelle - A Natural transvestite sissy. Janice: My Younger sister Aunty Bev: Janice and My mother's Sister. Mistress Janet: Headmistress of the young lady's academy Dr Shirley: My endocrinologist. Miranda: A very effeminate Sissy sales assistant. Miss Stern: Miranda's mistress who owns the shop. Peregrine: AKA. Uncle Penny. My transvestite uncle, (Aunty Bev's brother.) James: AKA. Auntie...

1 year ago
  • 0
  • 31
  • 0

Sissy Emma is turned

Sissy Emma is turnedI had been a crossdresser all my life but completely in the closet and hidden from all my friends and family. To ease my tensions, I often chatted with people on line, at first with females and other crossdressers but as I got braver with men as well. I loved to chat with them and their strong demeanour made me feel even more feminine.I had been chatting with John for a couple of weeks, about my fantasies. And let me get this straight, that's all they were fantasies. I mean...

3 years ago
  • 0
  • 15
  • 0

Sissy Farm Chapter Eighteen

Sissy Farm - Chapter 18 - By: Beverly Taff List of Characters. Me: Michelle - A Natural transvestite sissy; Janice: My Younger sister; Aunty Bev: Janice and My mother's Sister; Mistress Janet: Headmistress of the young lady's academy; Dr Shirley: My endocrinologist; Miranda: A very effeminate Sissy sales assistant; Miss Stern: Miranda's mistress who owns the shop; Peregrine: AKA. Uncle Penny. My transvestite uncle, (Aunty Bev's...

2 years ago
  • 0
  • 17
  • 0

Sissy Hypnosis Fun

Sissy Hypnosis Bet I have always been something of a night owl, which means that I take a while to get up and going in the morning. My alarm generally goes off at 7am, I hit snooze two or three times, then I finally get up and hop in the shower while my coffee pot starts to percolate. I grab my coffee and try to head out the door by 7:45, which is just barely enough time to get me into the office by my 8am start time. Needless to say, I frequently arrive with my hair still wet and...

2 years ago
  • 0
  • 25
  • 0

Sissy gets a black master

Sissy Gets A Black MasterI got up wearily from my long and exhausting night being fucked andpunished by my new Black Master. As I awoke, I could scarcely believe thatall those depraved things had happened to me. One minute I had been merelyexchanging emails with a man, who could have been anywhere and the nextminute, that very man was at my door, in my home, and then inside mybody. Black Master, a man whose name I didn't even know, a man who lookedto be about ten years my junior, had taken me...

3 years ago
  • 0
  • 16
  • 0

Sissy Training at Last

Sissy Training at Last The email came at 3pm on the Saturday before my birthday. All things considered, I have to admit that His timing was perfect. I'd just returned home, and as I had the rest of the weekend free, I'd decided to have a little fun. For me, "a little fun" meant that I'd indulge in some sissy fantasy play. You see, I've been a closet sissy for years, and even though it's my main sexual kink, I hadn't really found anybody who wanted to make my weekend fantasy into my...

Porn Trends