How It All Began

by Karin Roberts

 

I was always rather shy in my younger days and found it difficult to make friends. I lived on a council estate where most of the people were either younger or older than me so had no real local friends to hang around with. Once I left school and went to College I lost touch with most of the people that I knew from school as they had started work or gone on to University. College was difficult in the beginning and I found that I was spending most of my time on my own. Then I met Lisa !

One day while studying late in the Library, this girl came over and sat down at the same study table. I glanced up, smiled and got back to my studies. After about an hour I was finished and packed away my papers and went to return the books to the shelves. I got up and left leaving the girl seemingly studying at the table. When I got back to pick up my rucksack the girl was gone, I left the Library and walked along towards the College exit to get the bus home. Reaching the bus stop I was surprised to see her standing there. "Hi" she said "I'm Lisa." "Hi, Alan" I replied. "I've seen you around college and you live quite close to me" she said "Fancy going for a coffee ? " she asked. "Well I was going home but ok just for a bit"

We chatted as we walked towards the local café and discovered that her friend was dating a guy in the same block of flats that I stayed in. In fact he lived on the next floor down to me, I knew him quite well although did not like him as he was a bit of a bully. We had had a fight a few years before, well not really a fight as he had me beaten within minutes so since then I had tried to avoid him whenever possible.

We got on well and chatted for a hour over coffee before walking back to the bus stop. We got on the bus and chatted away until Lisa had to get off, "See you tomorrow, for lunch" she asked "Ok" I said.

Over the next few weeks we got together daily and began to be firm friends, after about three weeks we were walking to the Canteen together and Lisa asked what I was doing for the weekend, "Nothing" I said, "Would you like to go out with me " she asked. I was not used to girls asking me out and had really only had one girlfriend before and was quite stunned by her request "Yeah, Ok" I stammered. Over lunch we made plans and agreed to meet up on Saturday.

After our initial date we started seeing each other on a regular basis away from college and became quite an item. Then came the event which was to change my life !! The College arranged a fundraising disco for money to improve the sporting facilities. The theme being that girls went as guys and guy's as girls. "Let's go" Lisa asked "No way" I replied. All week Lisa went on about it until during the weekend when we were at a party I cracked "Ok we'll go" I said, "Great" and she planted a great big sloppy kiss on my lips.

Finding it hilarious my mother agreed to help and Lisa said she would provide some thing's for me if I she could borrow some of my stuff. The day finally arrived. Once home from College the usual leg pulling went on about the night ahead. "Give it a break, I just want this over with" I said, "It'll be a laugh" my mother said, "Don't worry everyone will be in the same boat." I had a shower and then went in to see what my mother had prepared for me. Lisa had arrived dressed in a pair of her brothers trousers and shoes and one of my shirts and ties and my Jacket. She had cut her hair a bit shorter and looked quite the "boy."

"Ready" she asked "I suppose so" I replied.

My mother had picked out a black velvet dress that was too small for her now and an old bra and panties and some black tights. "What about shoes" asked my mother "You are a too big for mine" , "No problem" said Lisa I have a pair that I borrowed in my bag they should fit" You would, I thought to myself ! "Get dressed then darling" Lisa said cheekily. My mother helped me on with the bra and padded it with some foam that she had cut into shape and I slipped on the panties and tights under my dressing gown. Taking of the dressing gown I stepped into the dress and my mother zipped it up, surprisingly it fitted quite well and looked quite shapely on me although a bit short. "My project, Is taking shape said Lisa and they both laughed. "Sit at the dressing table Alan and I will do your make up" my mother said. She began applying foundation and powder then some blusher followed by some mascara and eyeshadow and lipstick. When I looked in the mirror I was horrified. "I look stupid" I said "No you don't my mother reassured me just wait a minute till I get something from the cupboard.

She cam back with a box "What's in that" I asked "You'll see" she said. Opening the box she took out a shoulder length blonde wig and brushed it out. She combed back my hair and pulled the wig over my head. "There she said perfect" I looked in the mirror and had to admit it had made a difference and I did look quite convincing. She popped on a pair of clip on earrings and fastened an old necklace to my neck and handed me a bracelet to wear. "There finished" she said "Your going to be the best boy/girl there, Isn't he Lisa". At that the phone rang she left the room and Lisa came over "You look great Alan don't worry it will be a laugh, but do me a favour take of those tights ", "Why" I asked "Just do it I have something in the bag much better" She opened the bag and took out a suspender belt and some stockings, "I'm not putting that on" I cried "Please it will make thing's much easier later she said as she rang her hand under my dress and up towards my groin. "What do you mean " , "Well I though we might have some fun later" she replied. She pulled up my dress and slipped the suspender belt round my waist "Oh look she said you're a bit excited" as I tried to hide the growing bulge in my black panties. "Pull on the stocking's she said and make sure you get seam at the back straight." She wend back in to the bag and pulled out a pair of black suede shoes "I can't walk in them" I said "Sure you can there only 3 inch hells, here slip them on and walk around" Putting the shoes on I felt weird and tried a few paces and almost toppled over, "Try taking smaller steps" she said. I tried again and although a bit unsteady I mad it round the room. "See no problem, now a couple of other thing's" What I asked beginning to run out of patience.

She opened the bag and took out a small bolero type jacket "Here I borrowed this from my mother put it on and I have a black leather bag here for you to carry your money and keys, lets go I'm excited"

We left by taxi and headed towards the College a couple of minutes after we left Lisa asked the driver to turn left, "Were are we going" I asked, "Oh I promised Tracy that I would call in and show her my outfit", "I'm not going in" I said "It's ok her parents are away for the weekend and she has the house to herself there will be nobody else there" said Lisa. We pulled up at the house and Lisa lept out "Come on, it will be ok, wait for us driver". I stepped out and somehow hobbled my way up the path. Lisa opened the door and stepped in I hesitated then followed her walking into the lounge I almost dropped there was Lisa, Tracy and my neighbour Chris , "You know each other I think Chris" Lisa asked. He smiled and I was so embarrassed I could not move. "You two look great especially you Alan" said Tracy "You need a name for the night how about Alana" laughed Chris. We stayed for another half an hour we me growing increasingly nervous before Lisa decided to head to the party. "Don't ever do that to me again" I hissed as we walked down the path "Relax they know we are on our way to a party and we were to be dressed like this."

Once we got there I settled down a bit as everyone else was crossdressed and I felt a bit more comfortable. Added to that was that after a few glasses of beer I was beginning to enjoy the night. I was getting complements on how convincing I looked and was feeling not so bad. All too quickly the evening was over and Lisa hurried me into the hall and planted a kiss on my lips "You were great" she said "Definitely the best looking "girl" there" as we left Lisa's mobile rang and she stopped to answer it.

"Who was it" , "Tracy she's had an argument with Chris and wants us to call in she seems quite upset"

"Do we have to I just want to get you alone" , "We won't be long" she said as she playfully squeezed my bottom.

We got back to Tracy's and went in Tracy had changed and was wearing this quite stunning leather catsuit and was sipping a glass of wine the two girls embraced and we sat down. "What happened" asked Lisa. "Oh he is such a pig , Lisa I really don't know why I go out with him. Anyway that's it this time I am not having him back. Let's have a drink and a chat how was your night ? " Tracy poured us all a drink and offered me a cigarette. "I don't smoke Tracy" , "Oh gone on only one try it, don't be a wimp." I took one from the packet and Tracy flicked her lighter, inhaling I coughed and spluttered , "First time, you will soon get past that" she laughed. We talked about Chris and the night out for a while before there was a knock on the door, Lisa got up "If that is Chris tell him to beat it" said Tracy.

Lisa went to the door and there was the sound of a short scuffle whereupon Chris burst in to the lounge closely followed by Lisa. "Well well my three favourite girls all together" said Chris, "Look Chris I told you were finished just go" said Tracy. " I just came to talk" he said as he seated himself on the settee next to me, "Lets have a drink" he said as he poured some more wine in to my glass and his. At this point the two girls got up and Tracey announced "Look you two have a chat me and Lisa are going to have a look at the new outfit I bought." "Lisa don't you think we should be going" I said nervously, "It's OK Alana I will be back in a minute" she giggled and left the room with Lisa. "Well Alan you certainly changed have a cigarette" said Chris. Not wishing to upset him I took one and he offered me a light. "I always thought you were a bit on the sissy side" he said as his arm rested on the back of the settee, "I'm not it's only for tonight." I replied. "Yeah sure" as his arm moved on to my shoulders and his other hand moved on to my knee. "Look what do you think you doing" I said as his hand started to rub the outside of my thigh, I stood up crushed the cigarette out and fled along the hall to the bathroom. I locked the door and sat on the side of the bath feeling quite nauseous from the alcohol and the cigarettes and not least from what had just happened.

I'm not sure who long I was in there but it seemed like ages when there was a rap on the door. "You OK in there" it was Chris. "Yeah fine" I replied "Look I was just joking come on out" I stood up and opened the door and went to step out Chris's hand was on the door frame so I could not pass "I'm sorry he said here have another cigarette to calm down" , "No thanks" , "Take one. You know what I am like when you annoy me" he said in a menacing tone. Well not wanting to upset him further I took up his offer and we stood at the door of the Bathroom smoking and making some small talk , I could here the girls laughing and giggling in the room at the end of the hall. "Look I need to put this cigarette out can I pass" I asked, "Just flush it down the toilet" he replied. I opened the door and walked in I had just dropped the butt into the pan when the place went black. Turning quickly I was met by Chris grabbing my upper arms and pinning me to the wall, just as I went to speak his lips were roughly pushed against mine. I moved my head and broke free from the kiss , "Look we can do this my way or yours" said Chris. I went to speak but as I did Chris's lips found mine again this time his tongue forced is way inside my mouth for a deep passionate kiss. Once again I struggled and half broke free "Ok it's my way then" said Chris. A blinding light hit me as he punched me hard in the kidney, struggling for air I sank as he let go of my arms, before lifting my and carrying me from the Bathroom. I was still struggling for breath and unable to speak as I felt me being dropped on to a bed in one of the bedrooms.

Quickly he flipped me on to my stomach and grabbing both my arms pulled them behind my back. The next thing I was aware of was both hands being bound by some rope tightly behind my back. Desperate to cry out I tried to scream just as he pushed a wad of cloth inside my mouth before tightly tying a knotted scarf in a cleave gag trapping the cloth and stifling and sound I might make. He grabbed me by the wrists and lifted me up "Come on, I've got something to show you" He led me by the wrist's along the hall to where the girls were he opened the door just a bit and said quietly "Look." Sure enough there on the bed were Lisa & Tracy making love to each other there tongue's busily licking at each other's bodies. "you mean nothing to her" he said "That is who she wants." He led me back to the other bedroom and pushed me face down on to the bed. Grabbing my ankle he pulled it to the and of the bed and began tying it to the bed leg. I kicked out with my other leg and caught him on the side, "You will pay for that bitch" he yelled. He grabbed my other ankle and tied it to the other leg. With me firmly secured he left the room.

He was only gone a couple of minutes before he returned and lifted my head and undid the gag, "Let me go" I pleaded. He grabbed my check and forced my mouth open before slipping some sort of ring inside my mouth and fastening a strap behind my head. The ring keeping my mouth open he began to undo his trousers and slipped out of his underpants. There in front of me was his erect penis lifting my head he slipped his penis through the ring and deep into my mouth, gagging at first he relaxed the pressure before starting to slowly fuck me in the mouth. Minutes later his sperm exploded into the back of my mouth as he let out a loud sigh. He lay back and relaxed before removing the ring and replacing it with the cleave gag once more. Sitting on the edge of the bed he left me tied there and relaxed with a cigarette before announcing "And now my sweet, that virgin like ass of yours". I began to struggle furiously but could not break free his hand pressed in the small of my back to keep me down as he pushed up my dress and I felt him cutting away the panties with a knife. Once bared I felt the slight prodding of the tip of his member before a sharp pain tore through my body as he plunged deeper inside me. Thrusting roughly and quickly this lasted fro about 5- 10 minutes although to my aching body it seemed like days before I felt his warm sperm explode inside me and he slumped against my back.

Leaving room once more he left me tied , aching and crying into my gag. Once he came back he undid my bonds and not without a word led me form the room. There standing in the hall were Lisa & Tracy both in a state of semi undress, holding a Polaroid camera. Holding up one of the pictures Lisa announced that's it then Alana from now on me & Tracy are together and so are you and Chris. Were going to have some good times together and we will make you as feminine as possible for Chris" After all you would not like these pictures to get back to your family. Would you ?

  

  

  

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