4 comments/ 16643 views/ 7 favorites The Fulfilment of Caroline By: CarolineShaw The Fulfilment of Caroline This is my first ever story, it is based in truth but develops into fantasy. The main characters are real. I have ideas for further chapters and would love some feedback and ideas where you would like the story to develop. There is sex but also a love story, if you just want gratuitous sex then this is probably not for you. Have fun, Caroline. Chapter 1. My education and awakening. Let me set the scene, I am Caroline and have been a transvestite for so many years I've lost count. I know this is nothing new to most of you reading this. I am a child of the 60's so you work out my age. A girl should never reveal her true age. Anyway like many, my dressing was put on a very low light on a back burner while I got on with married life children and work. Unfortunately after 20 years of marriage my wife died and I was bereft for a long time. My birthday a couple of years ago was a key point in my life, I realised that I was missing a huge part of myself, Caroline needed to express herself a lot more and discover her true self. I felt that I couldn't come out in my home town as I didn't want to put my children through any hurt. I am a successful businessman working in the very male world of construction. I have a consultancy based in the North of England and work on high profile contracts all over the country. I have decided that the UK is big enough for me and have resisted the temptation to work abroad. Developments I decided that I would join a TV website and their chat room to find out more about the scene and where I might go. The internet was a revelation to me, I grew up in a provincial town convinced I was the only transvestite in the world and although by the time I reached my late teens I realised there were more of us, the internet has shown me the light. I joined a couple of chat rooms and enjoyed what could be described as a voyage of self-discovery. What I discovered was that I was not attracted to men in my female persona but I was attracted to other girls like me, I engaged in all sorts of cyber-sex and nothing really fired me up. After about six months of chatting I started to get really bored with the same old thing, men who wanted a wank and girls who wasted my time. I had a few regular girlfriends and we started chatting on regular Yahoo, eventually I left the TV sites and chat rooms and concentrated on my girlfriends with whom I felt I had a proper friendship. I still enjoyed cyber-sex with some and one in particular. Lisa Lisa and I had become very good chat friends; we chatted most days and became very good friends. We trusted each other and discussed our families, our hope, fears, and jobs, everything friends talk about, over time we each opened up about our sexuality and then Lisa admitted that she had very submissive feelings and fantasies. I had experienced some sub and dome cyber-sex in the chat rooms and I knew how to play along but it wasn't really me somehow. Lisa was different, we had a relationship based on trust and friendship, I decided that we could explore a little fantasy and told Lisa that provided we both agreed that nothing would spoil our girlfriend relationship we could have some fun and explore. The rabbit hole! We started by creating two separate characters for ourselves, this was to separate the very real friendship of Michelle and Lisa from our fantasy. Lisa wanted me to control her and for her to have no will. I decided to call her "Bitch" no name but to emphasise her position with me, I became "Maam" again she couldn't know my name but had always to address me by my title. We created new messenger accounts using our new persona names, if Lisa saw that Maam was logged on she knew she had to be Bitch and vice versa. We started out very cautiously, I was very unsure of how far Bitch wanted to go or indeed how far I could go. We soon realised that we enjoyed our fantasy role play and from pure verbal abuse from Maam, we progressed to Maam insisting that Bitch inflict self-punishments for misdemeanours such as failing to address Maam properly, failing to show proper respect or using poor grammar in the chat. Maam was getting strict and Bitch seemed to love it. It occurred to me that Bitch seemed very earnest and appeared to take everything Maam said literally and could take more. We exchanged pictures sourced from the internet and Bitch got more and more adventurous, strangely Maam was getting into her stride even though it was all very new, this was a revelation to Caroline and a side she never knew she had. I told Bitch that she was a worthless slut and wasn't pleasing Maam and that I didn't believe she was carrying out everything instructed to the letter. Bitch was beside herself and said she could prove it if I viewed her webcam. Pow! Another huge leap. I accepted her cam invite and there she was, exactly as she described, wig, full make-up, underwear heels and the toys. I immediately instructed Bitch to use the crop on her bum 3 strokes to each cheek, whack, whack, whack.... whack, whack, whack. This was getting interesting and I was discovering a new me. I instructed Bitch to put pegs on her nipples and her clit, and hey presto, they were applied. I started to think of the possibilities and my own clit became very hard. I started to explore how far Bitch would go... "Have you got a dildo Bitch?"... "Yes Maam".. "Well show me you stupid slut".. ."Sorry Maam, yes Maam, here it is". Bitch produced a dildo about 7" long and reasonably fat. "Suck it Bitch, deep throat that cock for me, show me you're worth my while." "Yes Maam", Bitch started sucking and licking the cock but only managed about two thirds of the dildo before she gagged. "Deeper Bitch, I want to see all of it in your throat." "Sorry Maam I can't". "You useless slut, why do I bother with you?" "Maam, please Maam, I will practice I promise, please keep me Maam." I decided to see how much punishment Bitch could take so I told her to bend over and use the crop on her pussy........and she did, "Harder you pathetic Bitch." Bitch complied with my demands and eventually had red welts all over her arse and around her beautiful puckered hole. I was really getting into Maam, I was truly surprising myself Where to Go from Here? Bitch was getting more and more submissive, I decide that she needed a completely new look, different from Lisa and I also needed a new look for Maam, I decided Bitch should be blonde, curly haired and always in pink, and corseted. I loved the Goth look and went for long dark hair, dark clothes and heavy eye make-up. I dictated my requirements to Bitch and she lapped it up. I was cruel, I told her she could not address Maam until she was properly attired. I logged out and back on again as Caroline. Lisa followed and attempted to discuss Bitch and Maam, I immediately explained that we could not discuss our other persona and if she wanted to discuss she needed to please Maam and do as she was told. We continued our normal chat including our sexy chat as Lisa and Caroline. The next day we chatted again as Lisa and Caroline and again for the third day after Maam's demands. On the fourth day I logged on and saw that Lisa wasn't there but Bitch was. I re-logged in as Maam and immediately demanded to see her. On came the cam and I was utterly delighted to see the vision before me. Blond curls piled high on her head with tendrils around her face and cascades around her shoulders, a beautiful pink lace up Basque with matching knickers, pink stockings and white heels. To say I was knocked out was an understatement. I didn't tell Bitch of course, I punished her for not getting in touch sooner, what a total cow; but what can I tell you, I was truly getting into the role. Now time to turn up the heat! I had been buying more clothes since my wife died and I had a decent wardrobe, I also had quite a few dome outfits, I didn't like rubber, PVC was ok but leather...oh now there's a material to stir your soul. I had red and black leather basques, some skin tight trousers, a dress and my favourite of all a cat-suit. I decided I wanted to meet Lisa so I took a week off work, booked a hotel and drove down to a town close to Lisa. I asked Lisa to meet and she agreed but I ordered Bitch who had no choice. I drove down to the hotel on a Friday afternoon in my company estate car. I arrived at the hotel which was in a pleasant area surrounded by countryside; I booked in and decided I would commence my fem change with a luxurious bath, full body shave, eyebrow trim and moisturise. I had planned to stay in the hotel in male mode but as soon as I arrived I wished I had been brave enough to go fully enfemme for the duration... next time. I ate a meal in the hotel with male outer clothes but all my underwear was Caroline's that was it.. definitely fully fem next time. I spoke with Lisa on the phone from my room and she agreed to come round to the hotel for 11 the next morning. I was very excited, Lisa had been going out dressed for a few years and I was hoping she would help me with that huge step. The First Meeting. Lisa knocked on my room door and when I opened the door we both fell into each other's arms for the longest hug and tentative kiss. I felt whole and complete for the first time in years and knew that this was me....forever. We finally managed to separate ourselves and we chatted like old girlfriends, you would never have known this was our first meet. Eventually we started to get a little hungry and Lisa offered to take me out to a bistro in town, I was nervous but having decided I wanted my fem side to be more full time I asked for a little help with my make-up and choosing some more appropriate day wear and went out. I completely fell in love with being out, no-one batted an eyelid (except a few guys checking out two hot MILF's) the meal was lovely the conversation perfect and Lisa was wonderful helping me, correcting little mistakes and coaching voice tone. We left the Bistro and decided a little shopping trip would be in order. Another first for me and I admit I got carried away, with this much additional wardrobe I'd need another suitcase to get everything home. When we returned to the hotel, we had coffee in the restaurant I didn't even think about it until I gave my room number to charge it! What the hell I was having too much fun. Lisa said there was a TV friendly club nearby and that we should go. I looked it up on the web and there were all kinds of TV styles, including fetish, hmmmmmmmmm now should we go as Maam and Bitch? Not this time I decided, Lisa and I were having so much fun getting to know each other I was nervous about pushing the boundaries too far too fast. Lisa needed to go home and change, I went up to my room and reflected on the day. I realised how much I had denied Caroline in my life and resolved to change my whole life from then on. I needed to be Caroline, just how much I wasn't sure but I was sure it would be so much more than I had ever previously imagined, a day with Lisa was like a re-birth. I took a long bath, and then relaxed before getting ready for a nightclub date with Lisa. I had so many new clothes to wear I took an age deciding what to wear, what style should I go for, how racy should I be? Eventually I decided on a mini dress in black with a lace bodice and long lace sleeves, I decided on tights rather than stockings as I was a little unsure that showing stocking tops would be the done thing. I then did my make-up, I even used my IPad to look up an on-line tutorial for smoky eye make-up, and after a couple of attempts I was happy. I brushed my hair, put on my jewellery and put on my new jacket, black with large gold buttons; my new shoes were black patent courts with 4" heels. I filled my new clutch bag with essentials make-up, purse, some cash, emergency cards, tissues and room key. I took the stairs down to the hotel lounge to wait for Lisa. I was being careful walking in my new shoes and was looking at my feet as I descended the stairs to the lounge, when I looked up there were a number of business men looking at me, I blushed and moved to sit down near the entrance door, I clutched my handbag like a safety blanket, sure that these men were all laughing at me. To my surprise the barman came over with a glass of white wine and said it was a token from the gentlemen at the bar for brightening their evening, to say I was stunned was an understatement, I blushed beet red but I took the wine and toasted the guys at the bar who all toasted back. I sipped the wine, fighting the urge to gulp it down and bolt for the door. Thankfully, Lisa came in and sat down, she had a taxi waiting so I waved at the guys and left. "So tell me who your admirers were Caroline?" I blushed red again and related the story to Lisa in the cab; we giggled like school girls and laughed all the way to the club. We went next door to a restaurant for a bite to eat then made our way to the club around 9.30. Dancing in Heels The club had a lounge bar which led into the disco, we went to the bar and ordered drinks, there were loads of very beautiful girls around, I felt self-conscious as I didn't believe I looked anywhere near as good. Lisa told me to relax and we went to find a seat, some of Lisa's friends came over and I was introduced as a new girl, I have to say all of Lisa's friends were very friendly and welcomed me into their circle without any question or fuss. After a little while we went into the disco and I danced with Lisa. For the first time in my life I was dancing in heels, I had never been a good dancer but Lisa helped me to relax and we didn't try anything too complicated. By the end of the night I was on a complete high and my calf muscles were on fire from such a long period on my feel in heels. I couldn't have felt any better. As Lisa and I left the club I asked the question I'd been desperate to ask for hours: "Do you want to come back to my room?" "Yes" was the reply followed by the most sensual kiss I'd ever experienced. The ride back to the hotel went by in a blur, kissing and cuddling with Lisa in the back seat; I didn't even consider the taxi driver! We stumbled up to my room barely able to keep our hands to ourselves, once in the room we calmed down a little, enough time to strip to underwear, hang our dresses up and get a glass of wine each from the minibar. We sat on the bed and gently caressed each other, I leaned back and Lisa dropped to her knees between my legs and gently removed my straining knickers to reveal a very full erect clit. Without waiting she lowered her lips to the head licked the pre-cum and then took me deep in her mouth. I could not believe the sensation, my toes curled and I was gripping the bed sheets, without realising it I let out a long moan and lay down unable to support myself. I was in total heaven. Lisa came up to join me and I kissed her with a passion I hadn't felt for years I pushed her onto her back and removed her knickers and without a nanosecond delay engulfed her beautiful clit. I had never sucked a she-male clit before but I thought she was wonderful tasted fantastic and it appeared to be the most wonderful thing in the world to me. I savoured her taste, her feel and played with her sac and pussy, I bathed her all over with my tongue, planting kisses over her thighs and pussy, I even explored her pussy with my tongue, when she moaned I explored deeper and harder, I loved it and wanted desperately to please my lover. "Fuck Me" I heard, "What?" Lisa grabbed my head and in a throaty voice said "Please make love to me, I've never been fucked before but I need you to take me ...Now!" How could I ignore such a plea? I knelt between her thighs and placed my clit against her wet pussy, "I have no condoms" I said, "Just do it darling" said Lisa. Slowly I pushed my hips forward until my clit pushed past the first resistance, I stopped and asked if she was OK, Lisa nodded and said "Fuck me properly Caroline" I started pushing deeper then pulling back, slowly I was going deeper each thrust and Lisa was pushing back, when I was all the way in I rested and looked into the eyes of my lover, I saw two things, deep love and animal lust. I started to thrust in and out and at the same time I gently played with her clit. I felt so right and so complete I knew that this would be my life in future. I was building momentum and also pressure inside, I could hold myself no longer and with a huge thrust I embedded myself completely and came deep inside Lisa. I have never had such a powerful orgasm, it seemed to go on forever and I collapsed onto Lisa completely drained. Slowly I regained my composure and Lisa was holding me tight and kissing my forehead gently. I looked up at her and gently withdrew from her tight pussy. Lisa immediately pushed me onto my back and dived head first onto my clit, cleaning every last drop of cum from me, I pushed her back and returned the favour cleaning her pussy and holding my juice in my mouth. I climbed back up and kissed Lisa, pushing all of my juice into her mouth, Lisa was a little shocked but recovered quickly, opening her mouth to show me her mouth full and then slowly swallowed, this seemed to me to be an act of love but also total obedience. I was thrilled. Lisa then asked what else I wanted. There was no question; I needed to be fucked and to be made whole. I asked my lover to make love to me, I lay on my back and Lisa descended to my pussy with her exquisite tongue and proceeded to drive me wild. I begged "For God's sake fuck me, fill me I need you so bad" Lisa knelt up and placed her clit against my pussy and pushed. I didn't feel any pain, my pussy was so relaxed and I felt so good that I was totally ready and accepting of the invasion. "Fill me up" I said and Lisa started a slow rhythm gradually going deeper and making me whimper. I was moaning and thrashing around the bed and Lisa was nailing me harder and harder, I felt complete and totally wanton at the same time, I had never before been so vocal or totally lost during love-making. This was new to me and I knew I could never go back to my previous pedestrian love-life. Lisa was pounding me now and I was thrusting back as hard as I could, how she was lasting this long I didn't know but I could feel my own love-juice rising. I screamed "Fuck me, fill me, I'm gonna cum again" Lisa slammed into me and I felt an eruption in my pussy and then my own clit spurt. I nearly passed out with the feelings I couldn't make sense of it, what had triggered me, how had I cum without touching my clit? I lay there and Lisa withdrew and gently lay down beside me, we cuddled for a long while, basking in an afterglow of total union in lovemaking. I looked up at her and said, quite sincerely "I love you Lisa, with all my heart I love you." Then Lisa met my gaze and said "I love you too" with that I cried and she held me tight. How did this fit in with me being a dome? Here I was crying and deeply in love with another girl. I drifted off to sleep in Lisa's arms deeply contented and at the same time very confused. Could I ever be a dome for my lover Lisa? I awoke in the early hours and quickly realised where I was, I gently rose and went to the bathroom, I sat down to toilet that was natural, as I washed my hands I saw my reflection. What a total mess. Make-up a mess, smudged eye make-up, running mascara from crying and wig skewed and hair a mess. I used make-up remover to clean up, moisturised and straightened my wig, brushed out my hair and removed my underwear and put on my nightie. I went back to bed and lightly kissed my lover. Lisa stirred and asked; The Fulfilment of Caroline Ch. 02 Thank you to everyone who gave such lovely feed-back on Chapter 1. I must say I was surprised that my first effort received such positive comments. I hope you all enjoy Chapter 2. Catch-up: Caroline has visited Lisa an on-line friend and made some life changing decisions. She has found a flat and a new female friend. She has also played out some BDSM fantasies and wants to explore more. You really need to read Chapter 1 to get the full effect but I'm sure you will catch up if you don't. As in Chapter 1, there is sex but this is a love story first and foremost. The aftermath I awoke on Friday morning with Lisa at my side fast asleep. I felt that this was the most natural thing in the world. Lisa looked radiant in her nightie and almost had a smile on her face. I felt tightness in my chest as I looked at my lover and realized that I had fallen deeply in love. I gently got out of bed so as not to disturb Lisa, I filled the kettle and made coffee, Lisa stirred slightly at the noise but didn't wake. When the coffee was made I gently kissed my lover awake. "Rise and shine sexy!" I said, "We have a busy day ahead" "MMMMMM" moaned Lisa, "I was awake but I was re-living last night and didn't want it to end" "Don't worry my pet; we will have lots more nights and days like that and better I'm sure" We sat in bed, very close sipping our coffee. "What's the plan today then?" asked Lisa. "Well I want to have a drive in the car and we also need to go and see the café and I want to call in on Helen" As I said this I saw a cloud wash over Lisa's face and then lighten, I realized that Lisa was still a little jealous. I would have to do something about this. We showered and dressed smart casual for breakfast then out in the car for a tour of the area, me driving and Lisa navigating, there were some lovely areas and close links to motorways and commuter A roads to London and the south coast. I could see that this was an idea area to set up a business catering for Transvestites, with this size of catchment area there were bound to be plenty of potential customers. At 11.00 o'clock, Lisa and I parked outside the café; we sat in the car for several minutes watching the front and the high street. There were several smart shops but not a lot of pedestrians or window shoppers. I thought about it and realized that passing trade was not going to be my main customer base. We went into the shop and the owners showed us to the smaller private room which had been cleaned since my first visit and the tables set with fresh linen, clean cutlery and crockery. We were offered tea and coffee and asked if we wanted lunch. I declined lunch but we were served tea and coffee and scones. The owners presented all of their books and even at first glance the figures didn't look good. I still believed I had a decent plan and if everything went wrong I'd get my company to turn the place into flats. I asked the owners if they had a figure in mind. "Well....we have about 20 years on the lease but it has been offered to us to buy for £5,000, we had the building valued for insurance last year at £275,000 and we think the goodwill and stock is worth about £15,000. What do you think?" I said, "I will have a think, and come back to you later today, I need to look at other properties and possible options. I would need to re-vamp the place for my ideas which will add cost and there may be somewhere which would cost less overall." "We are open to offers" they said with a clear pleading look in their eyes. "I'll take the numbers and come back to you later today but in essence you want £295,000, how quick could we move if I agree?" They both looked at me and I could see that they were tired out, weary with either the work or worry. "We can be out I a month, we have a flat on the coast and we need to rest there" I felt sorry for them but £300K was a lot of money. "I'll get back by 4 o'clock; talk to you soon." And with that Lisa and I left. We drove round to Helen's and asked her if she had time to come up to the flat over lunchtime for a chat. We got the papers and were looking them over when Helen came up. She looked at them and said. "No wonder they want out!" We looked at the local agent on the internet and decided that £300k was too expensive, especially as the goodwill didn't seem to exist. I decided that the building was worth £260 in its' current state and goodwill was worth £10k, add to that the lease cost of £5k I needed to find £275,000. I knew I could raise that. Lisa and I went out shopping and called back at the Café and made our offer...blimey, there I was again "our offer" Lisa really was in my psyche. I told the owners they could let me know Monday. We went back to the hotel and Lisa looked sad, she had to go home that night but would be OK for our night out together on Friday. I remembered I had asked Helen so I asked Lisa if she minded if Helen went. Lisa's face clouded over again. "Yes OK, I suppose she can come if you want." Lisa was almost petulant. Lisa's education. I needed to sort this out and quickly, Lisa was my lover, Helen was a true friend and I knew would be a friend to Lisa too if she could get past this jealousy. "Remember I own you Bitch" I said. Lisa immediately changed into her submissive self, eyes downcast. "Look Lisa, I love you, I really love you, and I have found someone who I want to spend my life with. We have to get over your jealousy. What would happen if during our playtime as Mistress and Bitch I introduced others? It would be sex and pleasure and not love. Helen has been a real friend to me so far; I wouldn't have a flat or a potential business or be thinking of moving here without her. She wants to be our friend together and she wants to explore our lifestyle. She might even be our sex partner one day but please understand it's you and me always, you are the only reason I'm here." Lisa looked up with tears in her eyes. "Forgive me Mistress" "Not Mistress now, I only said that so you would listen properly. It's me Caroline" "Sorry Caroline, I love you too but I can't help feeling jealous of your other friends, I do like Helen, I do. I promise to accept her and try not to be jealous." We kissed deeply and I slowly stripped her of her clothes, laid her on the bed and quickly stripped to join her. We made love gently but with huge passion, I sucked her clit and she sucked mine, we played with each other's pussies and I dove my tongue deep into her pussy, tasting the sweet musk and slightly acrid taste of her, I loved it, I lay on my back and asked Lisa to make love to me, not fuck me, make love to me. Lisa got the lube and lubed my pussy and opened me up gently with her fingers, she placed the head of her clit against my opening and pushed. There was no pain just a beautiful feeling; Lisa ploughed deeper until we were locked together hip to hip. I pulled Lisa down and we kissed deeply tongues fighting each other our passion building, Lisa gently started to withdraw and push back, gentle slow strokes, my legs locked around her waist and I pushed my bum back to meet each thrust. My own clit felt fit to burst but I resisted the temptation to stroke it, I wanted to concentrate on the sensations in my pussy. Lisa started to move deeper and quicker our pace building, she stopped and untwined my legs to put them on her shoulder and started to thrust much harder, I could feel her beautiful clit massaging my prostate and the heat of our bodies and her considerable effort making love to me. I tried my best to hold off Cumming, I wanted to cum in my beautiful lover. Lisa was breathing quickly and I knew she was close. "Fill me up darling, I love you" That was all it took, Lisa exploded in my and collapsed on my chest, I held her tight until she came down from her climactic high. She eased out of me and scooted down to suck her essence from my gaping pussy. She lapped and sucked me clean then came to my face and kissed me, sharing the last of my cum with me. I turned her around and she knelt on the bed, I lubed her pussy and played with her clit gently whilst opening her up. I positioned myself behind her and thrust deep and hard into her pussy. Lisa gave a sharp intake of breath and a low moan. "Fuck me." Lisa said, "I'm yours, I love you, cum in me. Pleeeease!" I started thrusting in and out I couldn't last long I knew that, Lisa had kept my prostate massaged and I wouldn't last long, I just made love to her hard and fast. Surprisingly I did last more than a few minutes but I soon felt that familiar build-up of pressure from deep within me, I gave a final thrust and exploded deep within my lover. I felt as though I was filling her with my life blood. We collapsed on the bed and I stayed planted inside my beautiful partner until eventually I slipped out. I did exactly the same as Lisa, bending down to lick and suck her pussy until she was clean. Lisa rolled over and I kissed her hard, forcing my seed into her eager mouth. We lay back on the bed and slowly came down together, gentle caresses and lighter kisses replaced our earlier urgent lovemaking. "Do you understand now Lisa? I love you and only you. I wouldn't let anything spoil what we have and what we will have. Other friends may play with us but in the end it is always you and me. I want us both to have Helen as a friend. Oh and by the way, she does great make-overs and if we do this business Helen will be a key part of it." Lisa closed her eyes and I saw a tear squeeze out and slowly make its way down her cheek, I gently kissed it away just as I had done to my own children when they were little. Lisa opened her eyes and nodded her head. "I understand" she said "I'm sorry I got jealous, I just never expected to find someone like you and then I thought you wanted someone else. I love you so much." I stopped her saying any more; I kissed her and held her tight. Eventually, we had to get up and shower, Lisa got ready to go home. "Tell Helen she can come tomorrow and wear something revealing, it's not a conservative sort of club. If she has fetish wear, wear that." "Here's her number, it would be nice if you invited her" I said. Helen's surprise After Lisa had gone home I was at a bit of a loose end, I had a bath and made sure I was still smooth, I pampered myself a bit with moisturizer and face cream. I lounged in my room until my phone rang. It was Helen, Lisa had invited her out with us and Helen was ringing me to say she would love to but didn't want to push in on our relationship. "Nonsense" I said "We both want you to come, you are our friend and we want to share some fun." "I really don't know what to wear though Caroline." "I feel a shopping trip coming on; do you want to see what I'm going to wear?" "Love to" said Helen "See you in half an hour?" "Great" I replied. So thirty minutes or so later Helen knocked at my room door. I asked her if she had any hang-ups about Lisa and I or any aspect of Lesbian, Gay or Transgender lifestyle or sexuality. "I don't know if I'm honest" Helen replied, "I don't know enough about it. I liked to role play when I was married but He didn't get it at all. He was strictly wham, bam, thank-you and fall asleep. I would have liked to explore a lot more but haven't had the opportunity since I've been on my own." I stood up and opened my wardrobe; I showed her the outfit I had bought for the club. "Oh my god, that's gorgeous, totally outrageous but stunning. I wish I was brave enough to wear it." Helen sat down with a dreamy look in her eye. I asked "Are you free tonight?" "Yes" said Helen, "Why?" "Come on were off shopping." I grabbed Helens hand and we left the hotel in my car. I drove to the adult store Lisa had shown me. "I'm buying you an outfit for tomorrow and no argument." I took Helen inside quickly so that she had no time to argue or to think that we were actually going in to an adult store in her home town. I walked up to the counter and the same assistant who had served me last time was there, she recognized me, (or more likely my credit card) and asked if she could help. "I need an outfit for my friend, were going to a club tomorrow and I'm wearing the outfit I bought the other day" The assistant who introduced herself as Kelly immediately showed us to the clothing section and asked for Helen's preference. "Rubber, Leather, PVC or other fabric?" Helen was speechless, I asked Kelly to give us a minute, I linked my arm with Helen and escorted her around the racks. "Look, this is a special place we will be going, I've never been and no-one will know us. We can be whoever and whatever we want to be. According to Lisa there will be all sorts there from normal club wearing girls, guys and TV's to real fetish wearing types. I decided to go all out as I wanted to indulge my fantasies and those of Lisa. Let yourself go Helen, go for it girl!" Helen relaxed a little; we walked around the racks feeling the different fabrics. "Ok Helen, tell me what you don't like." I said. Helen said, "I like the soft leather but not the thick hard stuff, I quite like rubber too but some of the smell puts me off, I'm not keen on PVC but I really like the Velvets, lace and silks. I would quite like a Gothic look, not Goth but more classic Gothic." "Brilliant!" I signaled Kelly over and explained what we were looking for. Kelly was fantastic picking out outfits and accessories to compliment them. Helen had a pile of outfits and we filtered them down to about five then headed for the changing room. I stayed outside but Helen pulled me in to help. "You're a girlfriend Caroline, no secrets between girlfriends." I started to get aroused but concentrated on helping Helen in and out of the various outfits. We got down to two outfits and Helen looked stunning in both. My own favourite was a corset top dress in purple velvet and satin with black lace high neck collar. The skirt was mid-thigh length with underskirts in lace. Kelly had accessorized with lace gloves, fine fishnet stockings and stiletto ankle boots. Helen loved it but also liked a more risqué outfit with a black rubber dress which was strapless and very figure hugging, the skirt was again mid-thigh but the back was open to just below her cute bum and had straps and buckles across the opening. Kelly had accessorized with latex stockings, knee boots and elbow length latex gloves. Kelly invited us to have a drink in a lounge area and to wear the outfits to make our mind-up. Helen was really torn between the two. "Why not have the most outrageous outfit." I said, "You may never go again if you don't like it, but you might regret it if you don't" Helen took a deep breath, "The Rubber one, I've never considered anything like this before, I feel totally outrageous but I would like to wear it at least once." "That's settled then, go change and I'll go and pay." "No." said Helen, "I can't let you pay" "Look, I want to make this my treat, I'm having a ball with you and Lisa and I want to celebrate my new found life with my two best friends. Please let me pay I hope we can all have fun and we all deserve it." Helen smiled and kissed me on the lips, "OK Caroline, this time you can pay." Helen changed and I paid for the complete outfit. I also slipped a riding crop and a collar and lead into the bag. Just in case Helen gets lucky I thought. We left the store and decided to have a bite to eat; Helen invited me to her house so I accepted. Helen made a light supper. We chatted over a glass of wine and we looked the club up on the internet. There were some fantastic pictures and we were both excited about going. I text Lisa and told her Helen was coming tomorrow night. Lisa text back and suggested we met at a hotel nearby, another of her friends was staying there and we could meet up and finalise our make-up before we went to the club. I agreed and Helen phoned and booked a taxi to get us to the hotel for seven. We decided to wait and see what happened before we booked a return journey. Helen asked me to come to the salon the following day as she had a surprise. We arranged to meet at one o'clock. I kissed Helen and drove back to the hotel. I showered and went to bed early, by the look of the pictures on the club website I was in for a long night tomorrow. Preparations Friday morning I had a light breakfast and stayed in my room until it was time to go round to Helen's "I've closed the shop for the afternoon she said, my friend is coming round to help us get ready" she said and locked the door behind me. "Help us get ready?" I asked, "How?" "Wait and see" she said, "Sit down and I'll start you off" Helen removed my blouse and put on a shawl thing and sat me in a chair, she reclined the chair and cleansed my face completely of make-up followed by a moisturiser. "Can you do me now?" she said. I repeated the process for Helen and as I finished there was a knock on the door. Helen let her friend in and introduced her as Tina. Helen also introduced me as one of her dearest girlfriends and I blushed beet red. "Right girls let's get started" said Tina I was pushed into the chair, Helen left to make coffee. Tina started by cleaning my hands and filing and buffing my nails, then she glued false nails on and spent the next forty minutes filling and filing my nails. I didn't recognise my own hands; Tina then painted the nails in a deep burgundy colour followed by clear lacquer. Tina then glued some diamante crystals to some of the nails, I was staggered, my hands looked like they belonged to a film star (at least I thought so). Tina said "Now don't touch anything until I say so." I lay in the reclined chair gazing at my hands; Tina and Helen were standing behind me when I suddenly felt my wig being removed. "What? No. Please don't." "Shhhhhhhhhhhh Caroline." Said Helen in a soothing voice, "Tina knows and is excited to help. She is one of our potential beauticians if your business gets going." I relaxed and Helen proceeded to wash my hair and to trim it. I didn't have long hair but it wasn't too short either. Helen explained that she was trimming it to encourage growth and that she hoped she could eventually get a feminine style which I could change if I needed to be male at any time. I was so happy I almost cried, I teared up and Tina said; "Get that over with before I do your make-up" Tina started on my make-up, I felt fantastic as she massaged, plucked, smoothed blended and all sorts of other wonderful things. Tina applied false lashes to my eyes and my eyelids felt wonderful, the extra weight of the lashes and the coats of mascara were a constant reminder of my femininity. As Tina finished I tried to sit up but Helen pushed me back down. "No peeking until we have finished" I lay back in the chair and Helen re-fixed my wig, turned the chair around facing a wall and then allowed me to sit up. Helen primped and preened my wig making some more light adjustments and lightly trimming it. Helen said "Close your eyes" and then spun the chair around to face the mirror "Open "she said. I was astonished at the transformation; I was made up in a very dramatic style with accentuated cheeks, burgundy lipstick to match my nails and such a high gloss. My eyes were like nothing I'd ever seen before, fantastic colours and so sexy. Even my hair was different; Helen had changed my wig to a very dark chocolate brown accentuated with deep burgundy highlights, very subtle but clearly there. It was longer than my normal wig straight but with a flick outwards at the ends. I was stunned into silence and just sat in the chair staring at my reflection. "Don't you dare cry!" said Helen. I jumped out of my reverie leapt out of the chair and hugged Tina and then Helen; I was babbling like an idiot I was so excited. The Fulfilment of Caroline Ch. 02 "Ok, Ok, calm down" said Helen, "You can help Tina get me ready." Helen sat in the chair with the cape over her shoulders; I put my blouse back on and sat on a stool the other side of the chair to Tina. Tina showed me how to buff nails and apply false nails, "Just be careful with your nails." Tina admonished. Over the next hour and a half, Tina made Helen up into an equally dramatic look just different to my own. When we stood next to each other it was clear we weren't going for a normal night out. Tina styled Helen's hair and sprayed it with hairspray. "OK Girls, I want some pictures now and I want you to take lots of pictures later. This will do wonders for me if these pictures get seen." Helen and I posed for Tina but our casual dress did not match our face and hairstyles one bit. Tina said she would leave us and Helen and I arranged to meet back at her house to change. I kissed Tina, thanking her profusely; Tina looked me in the eye. "Just make sure I get an invite next time" she said. I went back to the Hotel, packed my outfit into my case and spare underwear and make-up and drove round to Helen's. We ate a light bite and chatted getting increasingly nervous as the time got nearer to us having to get dressed. Let me show you the spare room, you can stay there tonight so you don't have to go back to the hotel too soon. I kissed Helen and thanked her, we had a cuddle and I let Helen go to her room to change. I got my outfit out and undressed carefully so that I didn't disturb either my make-up or hair. I used the bathroom and washed myself all over, moisturised and started to dress. My outfit had a leather basque which was boned and lined with silk, it was burgundy and dark brown leather panels with front steel clip fastenings. There were ribbon trims and six suspenders attached. I put on the basque and fitted my gel breast inserts and then breathed in so that I could fasten it. It felt wonderfully restrictive and when I looked at my reflection I knew I would look good. I put on my knickers which were full at the front and g string at the back the material was quite tight and held my clit in place nicely. I sat down and rolled my stockings up my legs, I had never before had such luxurious stockings; they were opaque black with lace tops and at the back had burgundy ribbon lacing from mid-thigh to stocking top. I attached the suspenders making sure I had them straight. My skirt was one colour burgundy leather; which came to my knee. It was very tight to the knee and ensured I could only take very short steps. The skirt had several panels cut out which showed off my legs all the way to my stocking tops. I put the skirt on but then was so restricted I could not put my shoes on. I removed the skirt and sat on the bed to put on my shoes, these were spike heeled pumps with and ankle straps with small spikes around the straps. I fastened the shoes and decided to practice walking before I had the additional restriction of the skirt. I put on my accessories, leather choker with silver chains looped in layers over my chest, fingerless gloves which allowed me to wear rings and I loaded my burgundy studded leather bag with make-up, condoms (well a girl never knows!) tissues, phone and purse, oh and a collar and lead for Lisa just in case. I sprayed myself with perfume and then put the skirt on. I felt a million dollars, I looked better than I could ever have hoped or dared. I shouted to Helen asking her if she needed any help. "No" came the answer "Have a seat in the lounge, why don't you pour us a glass of wine though" Very carefully I negotiated the stairs and went into the kitchen, poured two glasses of red wine and sat in the highest chair I could find in the lounge. I wasn't at all sure I could get up from the settee without help in this outfit! A few minutes later Helen came down stairs, she looked stunning, very Victorian in a fetish kind of way. I stood up and kissed her gently. "You look stunning, you are bound to pull tonight" I said honestly. "Maybe I don't want to pull anyone else" came the reply. I held Helen's hand gently and steered her to her wine. "Listen, I really like you, in fact I fancy the knickers off you but Lisa is very insecure and nervous that I will leave her for you or someone else. I love Lisa and want her to be happy. I think we can all have fun and even play together if you would like that but I need to concentrate on Lisa for the moment at least. Just come with us tonight and see how it all goes, I will be here with you later and we can chat about the night then." Helen said she understood and we cuddled some more, sipped our wine and then Helen said come on let's get some pictures before we go out. I'm useless at posing but Helen soon had me striking some sexy poses, I took pictures of Helen and then we took some on the timer of us together, in one of the pictures Helen grabbed me and kissed me with tongue. It was very erotic and the picture was fantastic. Helen saved the pics' to her computer quickly and wiped the memory card just in case Lisa saw them. We put on long coats to cover our outfits, finished our wine and waited for the taxi. The Club Helen and I arrived at the hotel just after eight, the traffic had been manic, I text Lisa and she rang back immediately, she thought I had decided not to come. She told me the room number and Helen and I took the lift to the floor. Lisa was at the door by the time we exited the lift, she looked stunning in her sub outfit, blond curls and white and pink basque covered in lace and frills. I kissed her and she led us into the room. I was nervous as there were three other girls in the room. Lisa introduced each of them, Karen, Nicola and Tracy. Tracy had booked the room and the other girls had all got dressed there, Lisa was keen to see our outfits, Helen removed her coat and everyone oohed and aahed and the sexy outfit. Helen beamed and I could see her confidence grow. I took my coat off and Lisa almost cried. I opened my bag and put the new pink and white collar around Lisa's neck and attached the pink lead. The other girls were stunned; Lisa had clearly not fully explained her sub side and definitely not our relationship. I whispered in Lisa's ear, "Just to remind you of your place my darling, not full Bitch mode tonight but remember who is in charge." I kissed her and Lisa beamed at everyone. The atmosphere lightened and we all chatted while the other girls finished dressing and making up. At nine o'clock we all walked to a small bar close to the club for pre-club drinks and to meet more friends. I was relaxed in their company and Helen had clearly been accepted and was chatting away to the other girls. The bar was very nice with a mix of people, some obviously going to the club or somewhere similar and others out for a regular night out. The atmosphere was great, relaxed and non-threatening. At eleven, we all walked to the club, there was a small queue but it only took five minutes or so for the doorman to let our group in. "Have a nice evening ladies" he said with a huge smile on his face and a definite glint in his eye, Tracy grabbed his shoulders and reached up to kiss him on the cheek. "Come and find me later hun" she said. The doorman blushed bright red but opened the door for us. We all went to the bar and Tracy organized drinks, Lisa, Helen and I spotted a seating area and a couple of tables where we could all sit. Tracy Karen and Nicola brought the drinks over; bottles of red and white wine and six glasses. The music was loud but we could still chat. Tracy was up dancing after a quick sip of wine, she was definitely and exhibitionist and definitely after guys, Karen was dancing with her. Helen was tapping her feet so I suggested she join Tracy and Karen to see what happened, Helen agreed and was soon dancing, before long there were about a dozen people dancing in their group, guys, girls and TV's. After a few glasses of wine to steady my nerves I stood up and pulled Lisa to her feet and led her to the dance floor by her lead. She was by no means the only sub there, in fact there were Domme men and women and TV's with an assortment of subs, some were openly using crops and other implements, there was one poor real girl sub with her Domme wearing an open mouth gag, her owner was feeding her all sorts of drinks and the poor girl had no option but to swallow. I could only imagine what she would be swallowing later. Lisa and I joined our group on the dance floor and even though I've never been a dancer I managed to sway in time with the music. Lisa was a very good dancer and soon Helen, Lisa and I were dancing together in a kind of splinter group from the others. Tracy was slow dancing with a large black guy with a shaved head. They were kissing and making out. Karen and Nicola were dancing with a mixed group. I leaned over to Helen to ask if she was OK. "Yes I'm loving it, I've had loads of people feeling my exposed bum and kissing me. I love it." She said. We went back to our seats and ordered more drink; I sat opposite Lisa and Helen deliberately so that Lisa needed to interact with Helen. They were making small talk, I left them to chat and went to the bar, a real girl came up to me and asked if I owned the girl in the white. I said "Yes why?" "I find it so erotic, I'd love to be someone's sub" she said. I asked if she wanted a TV mistress or real girl, "Either" she replied. "Come back to our table, my name is Caroline by the way." "I'm Kim" she said. I ordered more drinks and took Kim back to our table; Helen was clearly winning Lisa over as they were chatting animatedly and laughing. I introduced Kim to Helen and Lisa, I motioned to Helen that I wanted a chat, we went to the ladies room, and touched up our make-up. I told Helen that Kim was a little bit sub and was looking for a mistress. "Why don't you take a walk on the wild side?" I asked. "What do you mean?" "I mean take Kim home with us and you can try being in charge. Kim will love it believe me and so will you. You don't need to be extreme dome but you can be in charge." Helen looked a little shocked but I could see that she was tempted, I reached into my bag and pulled out the collar and lead I had bought for her. "Her you go Helen, take this and see what Kim does when you put it on her" Helen took the collar and lead and we walked back to the table. I reached over and pulled Lisa by the lead back to the dance floor. As I looked back, Helen was sitting next to Kim and was putting the collar around her neck. I decided we needed to give them some space so looked around the dance floor to find Tracy, Karen and Nicola. They were all dancing in a group of others, Karen and Nicola were obviously together for the evening at least, whilst Tracy was definitely a girl on a mission to dance and make out with as many men as possible. She was currently dancing with two guys who were trying to out-do each other getting as close as possible to Tracy. Lots of kissing, bumping and grinding going on. Lisa and I joined the group and two more guys came over to dance with us. This was a new experience for me but one which I quite liked, I was enjoying the attention and to be honest the flirting was addictive. Lisa didn't look quite so happy though. She was dancing with a guy who was almost drooling over her. I reached across and pulled her lead, she came to me and I whispered. "Shall I tell him he can fuck you for a price Bitch? Or would you prefer just to suck him?" Lisa lowered her eyes, "Whatever you say Maam." I laughed and said "Not today my pet. You are mine to play with. Just enjoy the dancing." Lisa and I danced for a little while longer, Tracy announced she was going back to her hotel with one of the guys but said we could go back whenever we liked. Home for Fun My legs were killing me, I was slightly regretting the spike heels but then again a little pain is worth the admiring looks I was getting. I pulled Lisa off the dance floor and went back to the table, Helen and Kim were sitting together and Helen was kissing Kim hard pulling on the lead to prevent Kim from moving back. As we sat down Helen let Kim go and looked quite sheepish. "Having fun?" I asked Kim blushed and Helen giggled. "Well I took your advice and you were right." It's late shall we go home? I asked Kim looked crestfallen; I whispered to Helen, "Shall we all go to your place?" Helen smiled and said, "Let's go!" Helen pulled Kim's lead and I pulled Lisa's we told Karen and Nicola we were going back to the hotel and then home, we all kissed and then we left the club. On the way back to the hotel we chatted and Kim was relieved that we were taking her home with us. At the hotel we knocked on the room door and it was answered by the same black guy I had seen Tracy dancing with earlier, he was naked and boy was he hung. We all went inside to collect our coats Tracy was on the bed on all fours sucking another guy. The black guy just said let yourselves out and climbed on the bed behind Tracy and pushed his enormous tool back into Tracy's pussy. She stopped sucking for a second and said "bye have fun. I am" and with that grabbed the cock in front of her and plunged her head back onto it. We left and closed the door quietly, took the lift to reception and waited for our taxi. Everyone was a little quiet, partly I think as we were all considering what we had just witnessed but also I think because we wondered what would happen back at Helen's house. The taxi ride was quiet too, I held Lisa tight and Kim was making sure Helen didn't escape. Back at Helen's we all had tea and coffee and Helen made us all welcome. No-one appeared to know what to say or do next. I stood up and went to the spare room and signaled Helen to come with me. Once in the room, I asked Helen if she wanted Kim to stay. Helen replied "Yes, I really like her and I want to see where it goes, do you think she will stay?" "She will if you want her." I said "Let me sort this out if you are sure" We went back to the lounge; Lisa and Kim were sitting quietly. "OK" I said, "Lisa, what time do you have to be home?" "Not until early afternoon" she replied. "Kim; what about you? "Whenever I like" she replied "I'm single and I live on my own" "Right, Lisa, spare room and strip, I'll see you in a minute. Kim, Helen's room and strip, Helen will be there in a minute." Lisa and Kim went to the rooms I hugged Helen and said, "Just do whatever you feel like, Kim is loving this, if you want more action come and get me but give me at least thirty minutes with Lisa first. OK?" Helen nodded and went to her room. I went to the spare room; Lisa was standing in her basque, knickers, stockings and heels. Her collar and lead were still fastened to her neck. She was stood at the end of the bed and looking at the floor. I stood facing her and lifted her chin so that she could look in my eyes. "Have you enjoyed this evening?" I asked "Yes Maam." She replied. "Not Maam now my darling, I love you and I wanted to make sure you were happy with how I made you feel. Would you have done anything I asked you? Would you have sucked off those men? Would you have let them fuck you?" "Yes maam I would have done anything you commanded. I am yours to do with as you wish, I only want to please you Maam." I removed the collar and asked Lisa to help me out of my dress. She slowly helped me to my underwear, kissing my bare skin as each piece of outer clothing was removed. Once I was down to my underwear, I lay Lisa back on the bed and knelt between her thighs where I freed her clit and like a starving girl engulfed her clit and proceeded to feast. Lisa was moaning and breathing hard, I stopped and scooted up the bed so that she could eat my own clit, we managed to get into a sixty-nine position and Lisa deep-throated my clit, god I wish I could do that! I didn't want to cum too soon, so I detached myself, turned around and snuggled up to Lisa for some deep-kissing and tongue dueling. I heard a noise and I looked up to see Helen and Kim coming into the room. "Can we join you" Helen asked. They were both naked, Helen looked stunning with large breasts which were firm and nipples erect and showing evidence of Kim's lipstick, she had a trimmed bush and full hips. She was beautiful and you would say full figure, not fat in any way. Kim on the other hand was very slim with pert breasts but what made me stare was the fact she had her nipples pierced, belly button pierced and I could clearly see a clitoral hood piercing as she had a completely shaved pussy. Helen slowly turned Kim around to show Lisa and I a tattoo across Kim's lower back of intertwining flowers and leaves which went from hip to hip and low enough to disappear in between the cheeks of her very pert bum. I pushed Lisa onto her back, her clit pointing upwards, help yourself ladies, Helen pulled Kim by her lead and maneuvered her onto Lisa's face and instructed Lisa to lick. I rolled a condom over Lisa's clit and Helen lowered herself onto it slowly riding Lisa and kissing Kim. I put a condom on and climbed behind Kim; I lifted her up and pushed my clit into her pussy from behind. "Lick my balls Lisa" I said "and you can't cum without my permission." Helen was riding Lisa like a woman possessed, I was fucking Kim and Lisa looked like she was going to burst with the effort of trying not to cum. Helen came first, thrashing about on the bed, Kim followed soon after. I could barely hold off so I pulled out of Kim, lifted her off Lisa, Helen could see I wanted to get at Lisa so lifted herself off. I removed both condoms, turned around and plunged down onto Lisa's clit. I leaned forward and kissed her deeply. Helen and Kim were on each side of Lisa and I, Helen leaned in and licked my clit and was immediately joined by Kim. They shared my bouncing clit as I pleasured myself on Lisa's beautiful clit. "Cum in me my darling." I breathed Lisa exploded in my pussy and I shot cum all over Kim's face, Helen cleaned her face with her tongue swallowing and sharing with Kim. I stayed planted on Lisa, she felt so good in me. Eventually, I collapsed on top of Lisa and Helen and Kim cuddled in we were all kissing each other. Helen stood up and pulled Lisa off the bed. "Let's give these lovebirds some space" she said I lifted off, Lisa and went to the bathroom, "Please stay" I said Helen and Kim lay back on the bed and when I returned Kim was cleaning Lisa's clit which still looked ready for action, I snuggled in and kissed Lisa hard. "Are you ok with this darling?" I whispered. Lisa just nodded. I turned to kiss Helen who was looking like she was in a dream, I kissed her and then moved down to lick her pussy and in no time she was panting and moaning, I loved being able to give her pleasure, Lisa was sucking on one of her breasts and Kim was eating the other, Lisa had her fingers jammed in Kim's pussy and her clit was bouncing around. My own clit was hard and ready for some more action. Helen suddenly started bucking around and her pussy was soaking, I lapped her up, her taste was divine. As she came down from her climax I stood up put on a condom and put one on Lisa, I pushed my clit into Helen's pussy and started to fuck her slowly and gently, Lisa got the idea and Kim lay next to Helen, playing with her breasts, Lisa entered Kim and we began fucking in time, slowly, gently and building up the passion, I looked across at Lisa, she leant over and we kissed, it was so erotic, fucking two women while kissing. The passion built and I could feel myself getting closer, I picked up the pace and was thrusting deep into Helen who was gripping me and thrusting back as hard as she could, I couldn't hold back I gave one final thrust deep into Helen and I shuddered to a climax. Helen came again and I collapsed on top of her. Lisa lasted another couple of minutes before cumming deep in Kim. The Fulfilment of Caroline Ch. 02 We were all very hot and exhausted, I untangled myself and went to the bathroom, I looked terrible, smudged make-up and hair askew. I removed my make-up, moisturized and applied a fresh coat of lip gloss, straightened my hair and washed my private parts. I went back to bed and Lisa went to the bathroom to do the same. "Why is it that real girls never seem to look as bad as us after energetic sex?" Helen and Kim were cuddled up in bed looking glowing, I joined them and we cuddled and pulled the duvet over us, Lisa returned to bed, turned out the light and we all fell asleep. All too soon it was light and I felt Lisa stir as she got out of bed. She whispered. "I need to get home." "I'll take you." I said, "Get dressed and I'll be ready in ten minutes." I was still thinking in male mode. I was ready in thirty minutes, jeans and sensible heels light make-up sweater and coat. Lisa was dressed in fem jeans and unisex jacket but no make-up or wig. She still looked lovely to my eyes. I drove Lisa home and parked outside her house. Lisa had explained that her wife knew she was at a club and would be with other girls. Lisa's wife was at the window and surprisingly she waved as we pulled up. I couldn't kiss Lisa so squeezed her hand as she left, "Call me later when you can" I said. Lisa walked up to the house and closed the door behind her, her wife waved as I drove off. Back to Reality I drove back to the hotel, I had one more night and then I was supposed to be going home. How was I going to do it, pierced ears fem trim to my real hair? I went straight to my room, showered and went to bed for a few hours, When I woke up it was two in the afternoon, my mobile was flashing and I could see text messages from Lisa and Helen. Lisa said thanks for the fantastic night and would ring me later. Helen was asking where I was. She had expected me to go back to her place after I dropped Lisa off. I called Helen straight away. "Hi Helen, how are you? I didn't want to impose by coming back and I have one more night here then I should be going home although I don't really want to." Helen asked me to go round, she needed to talk. I hoped that she wasn't having guilt feelings about our wild night. I knew Helen was going to be one of my dearest friends and I was determined that I would work hard to keep her friendship and if that meant no more sex play with her then that would have to be how it was. I dressed casually and made-up lightly and drove round to Helen's. As I knocked on the door, Helen opened the door pulled me inside and hugged me tightly. "I was so worried you had had second thoughts." She cried. "I was thinking the same." Helen led me in to the lounge, Kim was there looking a little sheepish but she stood up and kissed my cheek. We sat down and Helen began to talk. "I had the most fantastic night last night. I did things I'd never even dreamed of and I loved it all. I want us to be best friends and to meet lots more of your friends. Kim wants me to be her mistress and I want to be your friend. I haven't had such wonderful sex since I don't know when... if ever!" I was so happy; I wasn't losing Helen as a friend after all. I sat down with Kim on the sofa and Helen sat in a chair opposite. "Helen" I said, "I really want you as a friend; I was so worried that you had been having second thoughts or guilt feelings. I am really pleased you enjoyed yourself last night, I had a wonderful time and definitely want more of it. I'm glad that you and Kim are together too." We all relaxed and chatted over coffee for the rest of the afternoon. Lisa called around 5 and said she had had a lovely time, her wife said I looked nice too. Lisa couldn't see me again over the weekend and would only be in touch Monday after I had returned home. I was disappointed and told her so. I told her I loved her and would talk to her Monday evening. I was a little subdued but Helen asked. "Do you have something urgent to go back for Caroline?" "Nothing urgent no, I just haven't booked the hotel and I thought I'd best go back. I don't really want to go back to being male just yet, I'm having too much fun and I definitely don't want to lose these fantastic nails just yet. And another thing, I don't know how I'm going to explain pierced ears to everyone as I can't take these out for another few weeks." Helen asked, "Why don't you stay here? You can have the spare room as long as you like." I was gob smacked, "Are you sure? What about you and Kim? I don't want to impose or to stop you having fun." "Don't be silly" said Helen, "I'd love to have a girlfriend stay for a while and Kim and I will be quiet." We all laughed at that. "OK I said but only if I pay the flat rent starting now and I take you both for a meal tonight." Helen and I argued for a while about paying but I finally sealed the arrangement when I said "It's either I pay or I go home." We arranged to go to an Italian restaurant later that evening, Helen said we would go in a cab and they would pick me up from the hotel at eight. I left and went back to the hotel, I showered and changed into a lovely new dress, quite conservative but I felt ever so feminine. The dress was a blue sleeveless rouched sleeveless dress with a cowl neckline and the hem came to mid-thigh, I wore black tights and black court shoes with a light black cardigan and black handbag. I made up lightly, I tried to put on the false eyelashes but I couldn't get them right. I would have to get Tina to show me how to do it. I put on my coat and went down to reception to wait for Helen. I confirmed to reception that I was checking out in the morning. When Helen arrived I got into their cab and we went to a lovely Italian bistro in the centre of town. The meal was lovely the company relaxed and the conversation stimulating. We managed to polish of a couple of bottles of wine too. The waiters were particularly attentive, I wonder why when Kim was wearing a mini dress and Helen had a low cut top showing plenty of cleavage. We decided to call it a night at around ten thirty, we booked a taxi and Helen and Kim dropped me off at my hotel. I was invited back to Helen's but I decided to leave them alone for the rest of the evening, besides which I was still tired from the previous evening's activities. I decided to have a night cap in the bar of the hotel, I was sipping my Vodka and tonic when a handsome guy came over and asked if I wanted company. I declined his invite saying I was probably not his sort of girl and I was leaving in the morning. "I would say you were very much my kind of girl." He replied. I laughed politely and said I wasn't looking for company, he asked if we could chat for a while anyway as he was also on his own. I relented and He sat down introducing himself as Martin. We chatted for quite a while and martin ordered fresh drinks. At midnight I decided to go to bed, I excused myself and thanked Martin for the company. As I stood up martin also stood, gently put his hand in the small of my back and I moved around the table, he kissed me gently. I was surprised and I must say somewhat excited too. I allowed him to kiss me and I admit I responded. Before I knew it we were kissing and Martin was searching for my tonsils with his tongue. I pulled away and I was breathless. "I'm really sorry Martin, I can't go any further, I really can't. You are a nice guy but I'm not the girl you think I am." Martin nodded his head, "I'm sorry" he said, "I shouldn't have been so forward, you really are an attractive woman." I gently kissed his cheek and made my excuses to leave, Martin said "Room 11 if you change your mind." I dashed upstairs and lay on my bed thinking about martin and how I could have got into such a mess. How could I have made such a mistake and what did I really feel about a handsome man kissing me. I showered and went to bed, my dreams were very vivid and not to be detailed here! In the morning I went to breakfast and Martin was already there, He invited me to share his table, I couldn't really refuse as I didn't want to create an uncomfortable scene. Martin was charming and apologised for being so forward last night. I told him it takes two and I was equally at fault. We chatted over breakfast and I found him to be very nice, intelligent and witty. We finished our coffee and I excused myself to go to my room to pack, Martin kissed the back of my hand and said he hoped he would see me later. As I packed I did think that I would enjoy being with Martin a little more. I managed to pack all my things and had a good look around the room to make sure I hadn't left anything incriminating like a crop or sexy underwear. I pulled my heavy case out of the room and to the lift and managed to get inside, when the doors opened at reception, Martin was waiting. "If I didn't know better I would think you were stalking me." I said. "Who says I'm not?" he replied. I laughed and Martin took my case to my car for me. I opened the estate car and he put the case inside for me. I locked the car and then went back to the Hotel to check out. Martin hovered around until I had finished. "I know you said it was complicated Caroline but could I take you to lunch. Please?" "I don't know Martin, I like you but I shouldn't be getting involved with you." Martin then asked "Are you married or something?" "I'm a widow" I said "but it's not that, there are just some complications I can't explain." Martin nodded his head, "OK Caroline, I won't pester you but here's my card with my number. I'm here regularly and I'd love to see you again." He leaned in and kissed my cheek. I was tearing up a little as I left and went to my sports car. I jumped in and drove round to Helen's; I would get the horrid estate car later. Helen let me in and asked why I was upset. "How do you know I'm upset?" "Do me a favour Caroline, I could tell from a hundred feet, red eyes and looking flushed." I sat down in the kitchen and as Helen made coffee I told her all about Martin, I explained that I liked him and I wasn't upset at what had happened, in fact I realised that I enjoyed the kiss. I was upset because I couldn't explain about me and spoil the illusion he had. Helen said not to worry; if he was any sort of man he would be OK with who I was. She said we should call him and ask if he wanted to have afternoon tea somewhere. I was shocked, I loved the idea but I was shocked that Helen would suggest such a thing. Helen ran me back to the hotel and I picked up my old car. I parked it around the back of the flat and dropped my luggage at Helen's. I decided I needed a day just chilling; Helen was home but arranging to see Kim. I had lunch with Helen and then she changed to go out. I changed into casual clothes and sat in the lounge watching TV and reading magazines. Lisa called at around four and I explained that I hadn't gone home and was staying a while longer at Helen's and that Helen was out with Kim. Lisa was pleased I was staying but upset that she couldn't come round. I told her about Martin and that I was confused about my feelings, I loved Lisa and wanted to be with her as much as possible but I had feelings for Martin which were different. I was very surprised but Lisa told me to meet him again. I was sure she would have been jealous but she said that as martin was a guy she didn't feel jealous like she had when I met Helen, somehow there was a difference. Lisa promised to call Monday and let me know when we could meet again in the week. Life was getting complicated and I didn't want complicated, I wanted simple and fun. I started to think about by business at home and how I could be free from daily work but still have an interest and income. I came up with a plan and decided to ask my most trusted and senior employee Samantha to come and see me. Samantha had started as a graduate with me and had been with me for fifteen years, she knew my family and I had been closely involved in hers, she had married and had children during the years with me and was a friend, confidant and exceptional professional. I just hoped that Sam would understand I wanted a different life. I also needed to talk to my daughters... now that was an altogether harder problem to solve. Helen called at around seven and asked if I had eaten. I hadn't so Helen said she would pick something up and would be back at around eight. I called my kids and checked on how they were doing at their respective universities. Nothing to report and no requests for money. I explained that I was taking time off and looking at a lifestyle change to get more time for myself. They were both supportive and said I worked too hard especially since their mum had passed. I wondered if they would have been quite so understanding if they had seen me dressed as I was in casual pink jeans, blouse and cardigan, light make-up and shoulder length brunette wig with red highlights. Oh well leave that issue for another day. Helen arrived with Kim and we had a pleasant supper of Chinese food and a few glasses of white wine. Helen and Kim retired to Helen's room and I cleared up and watched TV in the lounge. Helen came in and asked if I wanted to join them in bed, I declined saying that this was their time and I was happy relaxing. I went to bed around eleven and despite the low murmerings I could hear from the room across the hall I slept soundly. I woke up feeling great; I showered and dressed again in casual jeans and top. I made some breakfast and Helen and Kim joined me a little while later. Helen had work from nine-thirty but Kim was free for the day, Helen asked if we could join her for lunch at the shop at one-ish. I called Samantha, my second in command and asked if she could come down to see me as I had something important to discuss, I also explained that I was making some lifestyle changes and pleaded with her to keep an open mind. Samantha was as professional as ever and confirmed my opinion that she was also a friend by telling me that she was pleased that I was doing something for me rather than for the business. We arranged that Sam would get the train down on Wednesday and would stay over and return on Thursday. I said I would arrange the hotel. After the call I chatted with Kim and told her how nervous I was and that I couldn't make up my mind how to play the discussions. Kim said "If she is as nice as you say and you have the relationship you say then I'm sure that she will be pleased for you. I realised Kim was right, Samantha was a good friend and I was sure she would accept things even if she didn't understand. Kim and I went out and bought lunch to take back to the salon for Helen. On the way back my phone went and it was the café owners, after some soul searching they had decided to accept my offer. The initial contact with the lease owners was positive and they thought we could conclude a deal in six weeks. I said I would be in a position by the end of the week to have my solicitor draw up a contract. Kim was excited for me and we hurried round to see Helen to give her the good news. Over lunch we laughed and giggled like school girls, throwing ideas around about what we could do and how we could make the business a success. One thing which did come out was a name for the café, "The Kazbar" I liked the pun on my name Caroline to Kaz and then we thought that the tag line to the name should be, "An alternative lifestyle Cafe bar" Helen had to work so Kim and I went to the flat and discussed decoration. We took my car and went shopping for wallpaper and paint. We managed to buy everything we needed; neutral shades for everywhere except the bedroom where we chose shades of burgundy and white with hints of red. We had wallpaper for the walls and feature wallpaper for the bed head wall. I even managed curtains to suit. I couldn't do any more so we delivered our purchases back to the flat where John had two men stripping out the kitchen and wallpaper from the rooms. We left the paper and paint but took the curtains back to Helen's. More permanent changes Kim and I were chatting when Helen arrived back. We decided to eat in so I volunteered to cook pasta and salad. I prepared everything and then left the pasta to cook. As I came back in to the lounge, Kim was stood in the middle of the lounge with her blouse off and Helen was inspecting her belly button piercing and tattoos. Helen said, "I'm going to get my tummy button done and I'm thinking of a tattoo as well. What do you think?" "Brilliant, I'd love mine done too." I said, I'd love a tattoo but I want to be sure what and where. Kim said she would take up to the shop where she had her piercings and tattoos done, they were open late but she knew the tattooist and would call her to say we'd be there later. No time like the present I suppose. After a light meal, we all got into Kim's car as we couldn't fit into either Helen's or mine. (I would have to think about the car situation later) Kim drove to the tattoo parlour and we went inside. This was another first for me, I'd never even been inside a tattoo parlour before let alone be in one thinking about getting inked and pierced. Kim introduced the tattooist who I was surprised was female, she was covered with obviously well done tattoos but I was immediately sure I didn't want a lot of visible tattoos, discrete hidden ones were a different matter. Kim explained that Helen and I wanted out belly buttons pierced so we were shown lots of styles and jewelry choices. I was quite taken with a double piercing with a standard upper navel piercing and a horizontal piercing below the navel. It looked like a jewel in the middle with three smaller jewels in the skin around the navel. Helen was going for a standard upper navel piercing but wanted a fancy belly bar with a dangling jewel. Helen went into the piercing room first and while I was waiting Kim was showing me some of the better and more intricate tattoos. I must admit I could see the art in them and I wanted one similar to Kim's across her lower back. I decided to do some further research but also I wanted to speak to Lisa. After all Lisa was my lover and I wanted her to be happy with my body too. Helen came out and showed us her new piercing; it was a bit swollen but looked beautiful all the same. Kim squealed and kissed her. I went into the room and the girl set about cleaning my belly button area and showing me the choices of jewelry. I chose a vertical piercing with a large crystal which would sit in my navel and the other end had a cluster of small crystals, the horizontal bar below my navel had two cluster crystal balls. I can't say it didn't hurt but it wasn't as bad as I thought it would be. I loved the end result though. I modeled the piercing for Helen and Kim, we all stood in front of the mirror together and I was totally excited by seeing the three piercings on show. The tattooist gave Helen and I care instructions and some cleaning solution. We then chatted with the girl about tattoos and areas to have one; I was surprised that Helen was curious too. We left the parlour and drove home to Helen's. We spent the rest of the evening chatting over wine; Kim wanted to know all about Martin and asked what the problem was about calling him. I tried my best to explain but it was one against two. Kim said she would call him if I wanted. I said no I would call him sometime. Helen and Kim ganged up on me so I agreed to call him there and then. It must have been the wine talking but I went to my room and called Martin. Martin was charming and seemed pleased I had called. I apologised for not explaining myself properly before I left. Martin said there was no need to explain. I took a deep breath and bolstered by the wine I said. The Fulfilment of Caroline "Where are you going?" "Nowhere darling just freshened up a little, I have a spare nightie if you want one?" "Yes please give me a couple of minutes" I sat up in bed deep in thought waiting for Lisa. I had definitely crossed several lines and realised there was no way back. I needed to be Caroline, how long for and whether or not it would be full time I had no idea but I couldn't go back to my old life without Lisa and without Caroline. I had too much fun and felt too comfortable. I had to go further and see where my limits were. As Lisa got back into bed, we realised we hadn't touched our wine, we chinked glasses and I said here's to us and to my new life. Lisa and I drank and then put the glasses down, luke warm white wine was no proper drink for such an important toast. Lisa and I lay down in bed kissed each other and held hands until we fell asleep. In the morning we showered, dressed and went for breakfast in the hotel restaurant, the guys from the night before toasted us with coffee cups as we entered, I blushed, Lisa smiled and waved. I looked on horrified. "Lisa" I said in hushed annoyed tones, "don't encourage them!" "Why not it's fun toying with guys sometimes" "Ok but I'm not ready for that yet" "OK" she said "I'll go easy on you" During breakfast we chatted and discussed the day and the following week, when we could meet up, what we would do, Lisa couldn't get much time off work and she still had commitments at home. Lisa had to leave after breakfast to go home and would be at work Monday and Tuesday, she promised to phone every night and to take Wednesday and Thursday off work and we agreed to go to another more extreme club on Friday night. Lisa finally left at 11 o'clock and I went to my room to chill for a little while. I lay on the bed and before long I had dozed off dreaming of Lisa, dresses shopping and all things feminine. When I woke up it was around 2 o'clock in the afternoon, I got up freshened up and decided to take a walk and get some fresh air, I wore a light summer dress and white cardigan and light taupe sandals with a 3" heel. I made-up for daytime and left the hotel heading towards the town. Caroline finds herself. I reached a short parade of shops and was window shopping without taking a lot of notice, I was looking into a hairdressers, looking at the pictures of beautiful models with beautiful hairstyles and daydreaming about looking like one of them, when I realised someone was in the shop and waving at me. I re-focussed and saw a woman in her 40's waving at me and indicating that I should wait. She came to the door and asked; "Can I help you? We are closed but I was just re-stocking the shop ready for Monday. I'm Helen by the way I own the place" "I'm Caroline, pleased to meet you; I was just window shopping and wishing I could look as good as some of these pictures." Of course you can you have a lovely face but if I can be honest, erm, your, err your wig could do with a trim. I'm sorry if I upset you I didn't mean anything honestly I didn't", I laughed at her embarrassment; I felt totally at ease and said; "Stop apologising it's OK, I hope I haven't offended you" "Of course not, listen, do you fancy a cuppa and a chat? I've just about finished and there's nothing for me to dash off for" "I'd love to Helen thank you." Helen locked the door and led me towards the rear or the shop where there was a small waiting room with a settee, coffee table covered in magazines and a couple of chairs. "Have a seat Caroline, tea or coffee, milk and sugar?" "Could I have a coffee, milk, no sugar thank you." "I'll just be a minute" and with that Helen disappeared into another room and I sat down with a copy of Hair magazine. Helen came back and as we sipped our drinks Helen again apologised for being rude. "Please don't say any more, I'm OK honestly, I suppose I should expect to be read, this is only my second day out dressed" "Never, I don't believe you, you're a natural. I'm very observant being a hairdresser and beautician but an average person would never know." "Thank you, I'm sure you're just being kind but thank you anyway. I'd love some advice if you can spare the time?" Helen got up went to the front door made sure it was locked and turned the blinds so that no-one could see inside the shop, she held out her hand to help me up and led me to a stylists chair in the front of the shop. "Let's see what I have to work with" Helen spent the next hour explaining face shape, tone, eye shape and all manner of stuff I was sure I would forget. "Can I try something?" Helen asked, "Be my guest I'm in your hands." "Close your eyes and relax" I closed my eyes and Helen reclined the chair then I could feel her cleansing my face and lightly massaging my face and neck followed by a beautiful light moisturiser. "Keep your eyes closed" she said. I obeyed and Helen raised the chair and fiddled with my wig, adjusting it on my head and straightening it. She then started snipping lightly at the fringe, side lengths and the back, "Don't worry I'm not going mad" "I'm not worried" I said "I'm completely in your hands." Helen finished with my hair, lowered the back on the chair and plucked my eyebrows, "You've done a decent job but there are a few stray hairs need plucking, do you have a limit of how far to trim?" "No limit" I said without thinking, Helen plucked some more and I was totally immersed in the feeling of femininity I truly didn't have a care in the world. "Where is your make-up?" Helen asked, "I don't have much with me but it's in my bag on the settee" "No peeking I'll be right back." "OK" Helen returned with my make-up, just lipstick, mascara and a small palette of eye-shadow. "You need a different foundation for your tone." With that Helen started on my face with foundation, blusher, powder, eye-shadow, eye-liner, mascara, lip liner and finally lipstick and gloss. Helen finally turned me around admired her handi-work then spun me to face the mirror, "Open your eyes" I opened my eyes and I knew it was me but what a difference, I was much better made-up, classy and my hair looked fantastic. "Wow, I do look good" I said, then, realising what I had said I burst out laughing. Helen laughed with me but said "Yes you do good enough to be one of my models" I said "you're just being kind, but thank you" "Seriously you could, I'd be happy if all my clients walked out looking as good as you." I blushed and then offered to pay Helen "Now you're insulting me!" said Helen " "I won't hear of it I've had fun and totally unexpected." "Can I take you for a drink then Helen?" I said, "That sounds like a nice idea but I need to change first." "I'm staying at the hotel up the road if you want to meet me there?" "Why don't you come with me to my place and then we can go out from there?" "I'd love to, you are so kind" Helen cleaned up, shut the shop and we walked a short distance to her car it was a sports car and I'd never had to get in anything so low but once inside I loved the low seat and was looking around, Helen noticed and said "It's great you get some lovely looks with the hood down." Helen drove to her house and we went inside, "Make yourself comfy, I'll just be a little while, help yourself to a drink, Kitchen over there and there's wine in the fridge. Get me whatever you are having, be right back." I found the kitchen and looking in the cupboards until I found the wine glasses, I poured two glasses of white wine then sat down on a bar stool, at Helen's breakfast bar crossing my legs and sipping wine while flicking through a fashion magazine. Helen came into the kitchen and said "Wow don't you look sophisticated?" I laughed and felt so comfortable I stood up and started posing. "You're a natural" said Helen. Eventually I stopped messing about and Helen and I sat together in her lounge sipping our wine and chatting about where to go for drinks. "Listen Helen, why don't you let me treat you to dinner, I've had a blast and you have never once made comment about me being a tgirl?" Wow there I'd said it for the first time...I was a TGirl and I knew at that moment that it was true, I felt elated, I had become myself, finally. Helen said "I'd love to have dinner but we'll share the bill. You are a lovely girl and I feel we could be friends." We ordered a cab and as we waited finished our wine. Helen directed the driver to a quiet place out of town where we enjoyed a lovely light supper, some nice wine and some really good conversation. I learned that Helen was divorced, unattached and had been managing her own salon for about five years. The business was ticking over but Helen was almost living off her savings, the recession was hitting her badly. Add to that Helen had a flat above the salon and the last tenant had left in a hurry owing six months' rent. Helen was not in trouble yet but her business was not going to last another year without a turnaround in her fortune. I decided there and then to think of a way to help. Caroline makes a leap. Helen dropped me off at my hotel around 11 o'clock and went straight up to my room, as I was getting ready for bed Lisa rang and I told her all about Helen. She sounded a little jealous until I reminded her that I was a one woman girl and she was it! We said good night and Lisa promised to call me on Monday evening. I slept like a baby and woke refreshed on Monday. I had a leisurely breakfast and dressed for another day out window shopping and discovering the area. As I walked into town I called in to see Helen and asked if we could have a glass of wine after she finished work. I had some things I needed to discuss. We arranged to meet up at the shop at six o'clock. I continued my walk , window shopping, looking at clothes in some of the boutiques and stopping for coffee as I felt like it, I was having a very good time, I was relaxed in my femininity and felt better about myself than I had in years. I knew I couldn't go back to my old life, I felt liberated. That was it; I was liberated, free to be myself. The realisation came as a shock and I sat in a coffee shop sipping my latte and contemplating my future. Things seemed to be moving fast, I was so happy and was making friends a lot easier than I had ever done as a man. I walked further through the town without any particular goal other than to enjoy myself. As I walked past a garage I saw a beautiful white Audi TT convertible on the forecourt. It wasn't new by any means but looked very nice and thinking back to last night sitting in Helen's car I got to thinking, could I? Could I really do it? I looked in the window of the little car and it looked in fantastic condition, cloth seats but leather seat could be too cold on bare legs, giggle. As I stood up the salesman was already across the car from me, "Can I help you? Would you like the keys?" "Well yes I'd like to look inside and I'll let you know if I'm interested." As quick as a flash, well as quick as an overweight car salesman actually, he was back with the keys, opened the doors and hung around waiting for me to ask something. "Leave me for a while and I'll come and find you when I need you." I said. As he walked back to the showroom, I slipped into the drivers' seat, adjusted the seat for driving in my heels and felt fantastic. I decided to have it. I got out of the car and the salesman was already on the way over. "Do you like it?" "Yes great but it's a bit above the price I wanted to pay, what is the service history and stuff, MOT, Tax and the like?" "Well I'm sure we can do a deal, how much you want to pay per month, do you have a trade-in?" "Don't worry about all that, cash sale." I could see his mind working overtime as he was working figure out in his head; eventually he said "£4,900 for cash." "Sorry still too much, I'll keep looking." And with that I turned to leave. "Wait let me see if I can do better." He said. "Tell you what I'll pay £4,000 cash and you service and MOT it. I can pay cash and collect Wednesday, take it or leave it." I surprised myself with my assertiveness; the salesman didn't know what to do. "I'll check with my boss, I don't know if we can go that low." "OK, I'll keep looking, thanks for your time." "Ok Ok, we can do it for that, can I take some details and a deposit" Now I was stumped, I would have to reveal my true gender, how could I have been so carried away, what was I going to do? "I have an appointment, I need to dash but I'll be back this afternoon with the deposit." Without waiting for a reply I walked away trying to work out what I was going to do. My bubble had been burst, I was feeling stressed and I needed a coffee and a chat. I walked back to Helen's shop and popped inside. "Hi Helen, are you free for a coffee at lunchtime?" I asked, "Should be OK, around one-ish?" "That's great you are a real friend" and with that I kissed her cheek and left the shop. Checking the time I had another hour or so to kill so I walked into another part of the town slowly getting my previous confidence back, I was looking in the window of a jewellers' when I noticed the advertisement for ear piercing, without hesitation I went inside and asked for an appointment. As they weren't busy I had them pierced straight away and walked out of the shop with two gold studs in each ear, some instructions and a small bottle of surgical spirit to clean my piercings. I looked in another few shops and then went back to meet Helen. Helen took me to a small café a few minutes' walk from her salon; it was a very nice place but seemed very quiet for lunchtime. Helen explained that it had been a goldmine in the past but the owners were not opening much and customers were finding alternatives. We sat in a quiet corner and ordered lunch, I told Helen about my morning and she was excited and happy for me when I showed her my ears. Then I started to tell her about the car, she couldn't see a problem until I got to the part where I had to pay and register it. Now I had to see how much Helen and I had really connected as friends. "I really want to buy this sports car I saw this morning, I have the cash and have done a deal but I couldn't pay the deposit without revealing my identity. I had a thought....would you buy it if I transferred the money into your account? You could register it and then I would register it in my name later. It's a lot to ask and I would totally understand if you said no but it's the only thing I can think of and I really want the car." "Stop, stop, let me speak for goodness sake." Said Helen. "Of course I'll help, I feel we can be friends and I'm on my own far too much these days. What do you need me to do?" We carried on the discussion and I could barely contain my excitement. Helen agreed to go to the garage and buy the car and I called my bank and transferred the money (plus a little fee for Helen which I didn't tell her about) into Helens account. The garage said the car would be ready Wednesday afternoon and I arranged the insurance over the phone with my current insurer. Helen agreed that I could leave one of the cars at her salon whenever I needed. I couldn't thank Helen enough and as she went back to work I sat in the café not able to believe my luck or to think about anything but how fortunate I was. I went back to the hotel and relaxed in my room for the rest of the day. I phoned Lisa and told her all about my day, she sounded jealous but I assured her that I was hers and she was mine. She was upset that we couldn't meet but I said we could have some real fun on her day off which seemed to make her happy. I had a bath, touched up my depilation and set about getting ready for meeting Helen. I rang reception and asked for recommendations for a small restaurant, suitable for a quiet meal, from the few that were suggested I picked an Italian and asked them to book a table for two for 8 o'clock. I dressed conservatively and tried my best with my make-up to try and look as good as I had when Helen had made me up the day before. I put on a new light jacket as the air was definitely a touch cooler and I wasn't sure what time I would be back. I walked to Helen's salon and went inside while Helen was finishing clearing up and cashing her till. We left at around 6.30 and walked to the Italian and were taken straight to a table in a corner, we ordered a bottle of wine and asked for a little time to chill before we ordered. Once again I thanked Helen for all her help and once again she told me it was no problem. I had never before made a friend so quickly and could only put it down to the fact that I was a nicer, more relaxed and open person as Caroline than I had ever been in male mode. We chatted and got to know each other a bit more, Helen was divorced and was not in a relationship, she had never met a tgirl before and had surprised herself that she had been so comfortable around me from the moment we met. I told Helen about Lisa and the fact that we were lovers, Helen told me she was happy for me and hoped she could meet Lisa sometime. I told her that it was certain as Helen was already my best friend after Lisa and I wanted then to be good friends too. We ordered our meal and afterwards carried on chatting, more wine was ordered and the waiter said they weren't busy and we could stay as long as we liked. I began to tell Helen the germ of a plan I had and how she might help and also benefit. I explained my business at home and the fact that I wanted to semi-retire. I also explained that I wanted to be near Lisa and as Helen was now my other best friend I wanted to be near her also. I needed somewhere to live. I asked Helen if she would consider renting her flat to me. "Yes of course, that would be fantastic" came the enthusiastic reply "it needs work but I can get that sorted." "Helen" I said, "Why don't we do it this way? I'll take the flat as it is and have it decorated how I want it. Essentially unfurnished and I can have it how I like. I will be in and out and would need to go back to the business for periods but the flat would be my female nest." Helen agreed and after a bit of haggling (by me to get the price up and not down) we agreed on a rent. I realised I hadn't even seen it! We decided to go straight around there to survey my new home. The flat was compact, one bedroom, lounge/diner Kitchen and bathroom. The décor was tired and the kitchen was a bit tatty, on the plus side the bathroom suite was recent but the previous tenant had obviously been allergic to cleaning solution. I fell in love with the place and hugged Helen telling her how grateful I was. She said she would have the tenant agreement ready by Friday but I could start anytime I liked and gave me a door key. This was going too well, a sports car arranged and a place to live as Caroline! Helen took me downstairs to the salon and we made coffee and sat on the settee in the waiting room chatting like lifelong friends. Helen said if I needed tradesmen the firm who fitted out the salon were good and she could get me their number for tomorrow. As I looked at my watch, I was shocked to find that it was midnight! "OMG look at the time, you have work tomorrow Helen. I must let you go." "Not a lot of need Caroline, we're not busy. No appointments until 11 o'clock tomorrow." "Really" I said? Could I come round and we can discuss the flat work and try to get your builder round?" "See you at about 9.30 then?" said Helen, "Sounds ideal, see you here later this morning." We kissed cheeks and I walked back to the hotel and once in bed slept like a baby. I had never slept this well for years. I was outside Helen's salon by 9 the following morning, Helen was already there and quickly let me in. I asked what other services she could offer, nails, waxing beauty etc? I had a plan hatching in my head, nothing firm but certainly a germ of a plan. Helen explained that she could do beauty but not waxing or nails but that she knew quite a few girls who were trained nail technicians, beauty therapists, spray tanning experts and body waxers. Helen explained that lots of girls trained and then either couldn't get jobs or had family commitments which meant full time work was difficult. She asked me what I was thinking. The Fulfilment of Caroline "Well if I move here and spend more time here than back at home, I was thinking about working, I can't sit around all day. I was thinking of services for other tgirls, we could provide a venue where girls could come to, change into female mode if they weren't confident enough to arrive dressed or perhaps personal circumstances wouldn't allow it. We could offer make-overs, tuition in make-up, and a wig service where you could supply and trim wigs. I was even thinking of a storage service but like I said it's not a full plan yet. Do you think?" Helen looked at me stunned then said; "Wow you certainly don't hang about do you? Renting my flat and sorting my business out, all in two days. If you can do this, even half of it I'd be a lot happier about the future with more customers." I thought a bit more and said; "You remember the café we had coffee in yesterday? Do you think that business would be up for sale?" Helen looked at me and said "I think it probably would be, what on earth are you thinking now?" "Well what if I ran a tgirl/LGB friendly coffee shop, and maybe a dressing service you could provide make-over services either here or there?" "WOW you're creating an empire! I'm up for it if you could make it work. I'm sure the café would be available, the business has been going down and the owners don't seem interested. We could ask I suppose." We finished our coffee and Helen said we had enough time to call at the café before she needed to be back for her first appointment. We walked the short distance to the café and I took a lot more notice of the front, the size, access and the fact that there appeared to be a basement as well as a first floor. I was definitely interested! Helen introduced me to the owners and between Helen and I we quickly established that the business could be up for sale, the property was leasehold and the owners had a number of years left on the lease. The upstairs had rooms and a bathroom but no kitchen and the basement had two rooms used for storage of catering stuff. The café had the main seating area one small room which was empty but could have taken a couple of tables with chairs and the kitchen which was modern and fully fitted with decent looking catering equipment. Helen had to leave but I stayed talking to the owners. I explained that I was looking for a small business challenge as I was moving to the area and Helen had suggested the business to me. I was only making preliminary enquiries but I liked the area and liked the idea of a café, even if I had no experience. I left the owners to get their books together so that I could review them and also to work out what they would want for the business, stock, equipment, goodwill and also the lease. I arranged to go back on the Friday morning to see them again. I left my mobile number and walked back to see Helen. I asked Helen if I could have a key for the flat so I could relax and start thinking about what I wanted; Helen gave me a key and also the phone number of the builder she recommended. I offered Helen coffee in the flat whenever she wanted a break, Helen agreed so I left to go shopping for some essentials. I walked back laden with bags containing the essentials for tea and coffee, but also cups, spoons, kettle, milk cleaning materials and other things. I let myself into the flat and started in the kitchen, clearing cupboards left with remnants of the previous tenant, I cleared all food packets, crockery and cutlery, some disgusting pans and then bleached everything. Helen arrived a couple of hours later and had brought two sandwiches so I made coffee and we sat down on stools. Helen asked how I met Lisa, I explained everything and the fact that neither Lisa nor I had been intimate with another tgirl before, I also explained that Lisa had a submissive side and we had explored it on-line but not in person yet. I hoped Helen wasn't shocked and she said she wasn't. In fact she said "I've been really surprised at myself, I am totally at ease with you and I've started to question whether or not I would like to explore more of your world." "I would have to ask Lisa but we are going to a club on Friday, would you fancy coming?" "I think I'd like that" said Helen and looked thoughtful while sipping her coffee. We finished our lunch and I phoned the builder while Helen was with me, he said he remembered Helen and could call in later that day to have a look at the job. Helen asked if I needed her around, "Well you know him; will I have a problem if he reads me?" "No I'm sure you'll be OK, He seemed a genuine guy to me." Helen went back to work and I continued clearing the rubbish and making as much headway as I could with the flat. The builder arrived about 4 o'clock and he was very nice (not in that way you sex maniacs,... well actually he was cute too) I showed him round and said I wanted all the carpets out, full paint of all woodwork, decorating and new fitted kitchen including tiles. I asked his advice about flooring in the kitchen and bathroom. I wanted new carpet in the bedroom and lounge. John the builder said he would work out a quote and I would organise carpets and wallpaper. John said he would price a mid-range kitchen; we could sort out doors once he'd quoted. I was tired and I wanted a quiet evening and wanted to chat to Lisa before tomorrow. I locked up and told Helen I was going. I walked back to the hotel, took a long leisurely bath, changed into casual clothes and went for a meal in the bar, afterwards I went back to my room with a bottle of wine, I text Lisa asking her to call me when she had 5 minutes free. Almost straight away Lisa called back, she had been fretting all day thinking I was going to cancel or something, she was definitely insecure about my friendship with Helen. I assured her I was still hers and asked what time she could be here in the morning and how long she could stay. "I can be there around eight o'clock and can stay until Thursday evening around six." "Fantastic I have some great news, come as soon as you can and we'll have breakfast here. Bring casual and going out clothes." Lisa promised she would and also some sexy nightwear. We chatted a little more then said goodnight. I chilled in my room for the evening watching tv and having a glass or two of wine. I slept like a baby and awoke with the alarm at seven, I showered and dressed casual made a cup of coffee while I waited for Lisa to arrive. Just before eight there was a light knock at the door and I opened the door to see Lisa with her case. She came in the room and I was on her like a cat, kissing her with all my heart, I was aching inside I needed her so bad. Lisa started to strip but I said "no there's time for that later." Lisa repaired her make-up and I did my make-up again, we went down to reception and I told them I would have my friend staying for the night and to book the extra breakfasts and meals to my bill. We went in for breakfast and I started to fill Lisa in on everything that had gone on since Sunday. Lisa was stunned into silence up to the point where I told her I had bought a sports car. Lisa squealed and then came a barrage of questions, "When are you moving in, when do you get the car, how long will you stay, what are you going to do, won't anyone look for you?" I answered all of the questions as truthfully as possible, "I don't know when, depends on the builders with the flat, how long depends on you Lisa as for will anyone look for me, I have to arrange someone to look after the business but I have an excellent senior Project manager who will do the job I'm sure. Want to see my new flat?" "Of course I do, I want to see it all." Lisa and I went to my room and changed into casual clothes, Lisa had some gorgeous jeans and ankle boots which made her legs look fantastic, memo to me to get jeans! We walked to Helen's shop and I introduced Lisa to Helen, Helen was fantastic with her and didn't come on too strong, just played it like Helen and I were acquaintances. Lisa relaxed and warmed to Helen, Lisa and I left to go to the flat and I invited Helen for coffee when she had time. Lisa thought the flat was great, needed work but was so happy we would have our own place. Did I really just think that "our place" that was a fantastic thought, I hugged Lisa and reminded her that I loved her, we were kissing very passionately when Helen popped in for coffee, "Oops said Helen, I didn't mean to disturb you, I'll go back to the salon." "Don't be silly, Lisa and I were just so happy about our new place, Put the kettle on and we'll freshen up." Lisa looked embarrassed and we both went to the bathroom to touch our lipstick up. When we got to the kitchen Helen had made the coffee and was looking a bit embarrassed herself. I explained that neither Lisa nor I wanted to make her uncomfortable and we wanted her to be our friend. "It's not that Caroline, said Helen, I just found it so sexy, and you both look great." Lisa and I blushed again, and we all laughed as we sipped our coffee, as we chatting my phone went and it was John the builder, he said his initial estimate would be £3k to strip everywhere and re-decorate and £4k for the kitchen including tiling, new appliances and the necessary electrical work. I didn't give it a second thought, "just do it John" I said "If I'm not here Helen can give you a key, you chose the kitchen but I want plain doors in a light colour something like cream. I'll sort new wallpaper for the bedroom and lounge and leave it here for you. I assume cash will be acceptable?" John laughed and said more than acceptable, he would order materials straight away but he could get some guys in on Monday to start. I thanked him and we hung up. I explained to Lisa and Helen what was happening and we all started discussing colour schemes and wallpaper ideas. I said we had a lot to do today and get the car this afternoon but Lisa and I would go wallpaper and décor shopping tomorrow. I said I wanted both of my girlfriends help in sorting out my new "chick pad". Helen went back to work saying she had agreed to collect the car at 4.00pm Lisa and I were going shopping but would be back at the flat for 4.30. I was so excited about the car but I needed a distraction for a few hours so retail therapy was prescribed. Lisa and I walked into town and I showed Lisa the café location, I discussed my ideas with her and even suggested that she could work there with me, lovers and partners sounded good to me. As we were shopping I asked Lisa if there was a sex shop around I wanted some risqué underwear and possibly some toys. Lisa squealed with delight, there wasn't one in town but there was one not far away, we could go there when we got the car. I managed to but some lovely jeans, in fact two pairs of jeans and a pair of skin tight leggings in a peach colour, I thought they made my legs look fantastic but wasn't sure where I would wear them. My wardrobe was expanding at an alarming rate. Maam raises her head. We had lunch and then looked at some bedroom furniture; I disagreed with Lisa's suggestion of bed head saying "How can I tie you to that bedframe?" Lisa blushed and immediately changed her attitude to totally submissive, eyes downcast and apologised "Sorry Maam, I'm really sorry." Wow I thought Lisa was really sub and could be turned on like a light switch. I pulled Lisa into a corner and said "I'll punish you later Bitch, for now I need my lover Lisa back." We left the store and went for a coffee while Lisa got her head straight. I apologised for confusing her in the store but explained that we were both new to the relationship and would need to become comfortable and get the ground rules sorted. I also admitted to Lisa that I was very turned on by her sub display in public. At 4.30 we were back in the flat waiting for Helen, at 5.00 we heard a horn blast from outside and dashed down the stairs, there was Helen standing beside my beautiful new toy, the car was gleaming white, the top was down and Helen handed me the keys and a bouquet of flowers which the garage had given her. I said keep the flowers, I can't keep them in the hotel. I kissed Helen and said I would see her tomorrow but I wanted to take Lisa for a spin, as an aside I asked her if she could look out some new wig colours and styles for me, I was changing my life and thought about a new look too. Helen was excited about that and said she would love to help. Lisa and I got into the little car and cautiously to start with drove around town. I asked Lisa to direct me to the sex shop. We drove to the shop and it was a huge unit on the outskirts of an industrial estate. We parked up, closed the roof and went inside. There were huge displays of sex toys, DVD's and clothing, We made our way to the fetish wear and Lisa immediately became quiet, and subdued, I could tell she was sinking into her submissive persona. I pulled her close and whispered in her ear. "Remember Bitch I own you! Make sure you do as I ask while we are here." Lisa curtsied and said "Yes Maam, of course Maam." I led Lisa around the store and made mental selections of what I would like. I decided to make some immediate purchases but that I would come back when I had the flat ready to keep all my purchases safe. I sent Lisa for a basket and to come back to me. Lisa scurried away and came back with a basket, I was looking at cuffs and gags but I already had in my hand a leather collar and lead, the collar had rings to attach wrist restraints to. I commanded Lisa to kneel with her hands behind her back; I placed the collar around her neck and attached the lead. "This will stay in place for the rest of the day, understand?" I said, Lisa or should I say Bitch said "Yes Maam of course Maam." I pulled on the lead and Bitch stood up and followed me with the basket, I picked up a couple of pairs of hand cuffs, a crop and ball gag. I asked Bitch each time, "Would you like this Bitch?" each time Bitch answered "Yes Maam, whatever you wish Maam. Thank you Maam." We wandered around the store and I really wanted a fetish outfit to go to a club with Bitch. "I give you permission to offer your opinion on a suitable outfit for your owner to show you off for our first public outing. Understand?" "Yes Maam, I'm honoured Maam." We looked at rubber, PVC and leather I didn't like rubber, PVC was OK but leather was my favourite. Combinations of leather and lace particularly interested me. Bitch and I sorted out a few potential outfits; a sales girl came over and asked if she could help. I explained we were going to a fetish do and I needed a suitable outfit and accessories. I showed her our Ideas so far and she suggested another two, we discussed the merits of each and I whittled my choices down to four, the sales girl offered for me to try on so I went to the changing room, leading Bitch and the sales girl following. I passed the lead to the sales girl as I went in the changing room on my own. Bitch just stood and looked at the floor while the sales girl didn't look the least embarrassed. I tried on the outfits in private and then narrowed my selection to two and went out into the store to model them for the assistant and Bitch The assistant said I looked great in both, I whispered in Bitch's ear "Which turns you on most Bitch?" "The second one Mistress" came the reply. I told the assistant I would take the second outfit but I needed some accessories. I changed into my own clothes; the assistant gave me the lead back and then showed me to accessories, I chose Spike heeled boots, some lace top stockings and some elbow length gloves. I also bought a lace choker. (I know I haven't described the outfit but be patient dear reader.) I asked Bitch what she had to wear she explained that she only had the corset stockings wig and shoes so far. I led them both back to the clothes and chose a very short mini skirt with lace over the top and ruffles underneath, Bitch's stockings and suspenders would certainly show, I then chose a light lace top which was see though and had long lace sleeves with wide cuffs. I then bought new white stockings with lace tops and pink bows at the ankle and the lace tops. I went back to the chokers and leads and bought another set in white leather trimmed with pink. "That's enough for one trip but we will be back for sure." I said to the assistant. I paid for the purchases and passed the bags to Bitch to carry, she was still wearing the collar and lead and I led her out to the car, Bitch was nervous but clearly excited, I made her stand by the car while I fiddled with the keys, pretending to have a problem opening the car and the boot. She fidgeted but I snapped "Stand still Bitch." She stood still and I opened the car and boot, ordered Bitch to put the packages away carefully and to get in the car. Bitch sat in the car and I placed the lead in my lap while I drove back to the hotel. We went to my room immediately and Bitch started to tremble and say how excited she had been, I let her ramble for a few minutes while I rummaged through the parcels until I found what I was looking for. I stood up holding the crop, walked to Bitch and pulled the lead hard and down so that Bitch fell to her knees. I told her that she had failed at the last minute and ordered her out of her jeans and to bend over the armchair. Bitch looked shocked but complied and I was presented with her arse in the air covered with her pink briefs. I tugged the briefs into her crack then stood back and traced the tip of the crop over and around her lovely bum. I tentatively smacked her cheek with the crop and Bitch jumped but surprisingly sighed. I teased her a little then gave her two more swats with the crop. I was enjoying myself and I was absolutely shocked, not that I let Bitch know. I told her "Don't make a sound or you will be sorry." I continued to tease and swat her behind using light and hard swats, her bum was glowing a nice pink and I was very turned on. "That's enough for now Bitch" I said then told her I was taking a bath and wanted Lisa by the time I returned. I ran the bath and lay in bubbles thinking about developments today. I was in to being Domme for certain. How far I wanted to go remained to be seen but I was definitely going to like more. I dried myself off and put on a gown and went back into the room. Lisa was making tea and fully dressed, I sat down next to her and kissed her gently, "Are you Ok my love?" I asked, she didn't reply but took my hands in hers and kissed me gently and with so much love I choked up. We composed ourselves over tea and made arrangements to go out for a meal. I suggested an early night and Lisa jumped at the idea, I said I'll book a table in the hotel and we won't have to drive far. I called reception and booked a table for 7.30, Lisa went for a bath and I lounged on the bed glowing in the obvious love Lisa and I shared. We dressed conservatively for dinner but I insisted we both wore our hottest underwear. I wore a purple Basque and black stockings under my simple but sexy wool dress, Lisa wore a red and black bra and panty set with matching suspenders under a skirt and blouse. We ate a light meal and took a bottle of wine back to the room, we shared a glass each and then I turned on the radio found some quiet music station. I stood up removed my dress and picked up the crop and a pair of cuffs. "Now Bitch lets finish what I started earlier. Strip to your underwear!" Bitch obeyed immediately and I ordered her to assume the position over the armchair. I cuffed Bitch's hands behind her back then I stood facing her head, I removed my clit from my knickers and stuffed it in her mouth. "That's to keep you quiet, don't nip me or else!" With that I started to swat her bum, she even arched her back to present me with more of her bum to hit. I alternated between cheeks and between hard and soft strokes, I slowly built up the force until I could feel Bitch jerking her head on my clit, I was hard as rock and very close to Cumming. I stopped using the crop for a second, removed my clit and leaned down to kiss my Bitch very hard and used my tongue to explore her mouth, Bitch was sighing with pleasure and satisfaction.