1 comments/ 74543 views/ 5 favorites Home Alone: Day 01 By: sissy_boy_stu The day at work dragged in. It seemed to take an age before 5o'clock came around. When it finally did I raced to my car and sped home. My parents, brother and sister had taken a weeks holiday and I had the whole house to myself, I couldn't wait to play out some of my fetishes. As I walked through the front door there was a note from my mum -- - There is enough food in the house for the week so you don't need to go shopping - Remember to lock the door at night and when you leave - There is a spare key next door in case of an emergency - The name of the hotel and flight details are below Basically all the boring things my mom thought she needed to tell me. After throwing the list in the bin I stripped from my male clothes and headed straight to the shower. I shaved my private parts bald and moisturised in my mom's best stuff. I then proceeded to under my bed where I pulled out a cock ring, (one of the long ones with 5 joined rings) and an 'O' gag. My next stop was my moms panty draw. For as long as I have known I have loved to dress up in female underwear. I just love the feeling of silk and lace against my body. I found a plain black thong with a matching bra, I decided to go for plain as I had housework to do and it was only 6o'clock. After pulling out a pair of my sister's jeans and a playboy vest I tried to find a pair of shoes to fit me. As I am a size 10 and my mum is only a 4 with my sister being a 7 this was rather hard. Eventually I came upon a pair of pink pumps which I could just fit into. Looking in my sisters mirror I though I looked like a perfect 19 year old girl ready to lounge around the house. However looking at my head there was something missing, a wig. After rummaging around the loft I found a wig with long blonde hair. Perfect After a bit of blusher and foundation I could maybe just pass as a girl. By 9o'clock I had finished the housework and had eaten, so I thought its time to have some more fun. After searching the internet for self bondage help I found two different ties I could try a hogtie and a full body harness. Tonight I thought I would try the hogtie. After returning the basic clothes I found a pair of pink briefs with ribbons on and a matching bra. The feeling of the silk against my cock instantly made me hard. The feeling of my cock straining against the cock ring made me more desperate to cum but I held it back. This time I went heavy on the make with pink eye-shadow and bright pink lipstick. Finally a pair of tight fighting pink stilettos finished the look off. Looking in the mirror I thought this time I look much more like a slut ready to go and fuck some cock. I grabbed some rope and a porno DVD. I put the DVD in and set it off, on the screen a fresh 18 year old was gagging on cocks that were being thrown at her from everywhere. I tied my self as the picture I had downloaded showed. First my hands were bound together then my legs were. Finally I tied a short piece between my hands and legs and pulled tight after rolling onto my front I thought this is it I'm in my first self-bondage position. Not until this moment had I thought about how I was going to get out of this. I lay there watching this girl getting cumshot after cumshot landing on her face trying to work out a way of getting out of this. My cock felt like it was about to explode, but I couldn't get to it too release my load. I decided to see if I could roll to the study to try and get a pair of scissors to cut my way out. After half an hour of painful rolling I managed to get into the study and roll myself onto the chair. In the most uncomfortable position I have ever been in I started rummaging about for a pair of scissors. I had nearly given up when I finally found them. After a few snips I had cut the middle rope and could finally sit normally. After I had cut my hands and feet free I ripped the cock rings off and after only a couple of strokes deposited a massive load of cum all over the study desk. By now it was 12 o'clock and I had to go to work the next day so I returned the stilettos and lingerie, removed the make up and set about going to bed. I found a silk nightie so put this on and went to sleep with the thoughts of the evening still fresh in my mind. Home Alone: Day 02 Day 02, The Mistress It was 12 o'clock in the office, I couldn't wait 5 whole hours before I got home so I decided to take the rest of the week off. After racing home I ripped my clothes off and dived straight into my sisters panty drawer and took out a pink matching g-string and bra with hearts on. The feeling of them on sent my cock rock hard so that it stuck out of the panties. A quick tug later and I had cum, the splodges of cum spread out in my sisters drawer. With a few quick licks they were gone and I could get down to my self-bondage. After the disaster of not being able to get out last time I learned about a release method of using a key frozen in ice. When the ice melts the key is released and the lock can be opened. This afternoon I was going to try the frog tie. I bound my left ankle to my left wrist and my right ankle to my right wrist. I then crossed my legs and wrapped a chain around them When the lock was snapped shut I was stuck the key was melting away slowly to my right hand side and I knew I could be stuck here for a number of hours. I must have been tied like this for a good number of hours before I had a click noise. OH NO that was the front door, who could it be? My mind was racing then it hit me. My mum had left a spare key with my neighbour! I couldn't let her see me like this so I started to try and shuffle behind the couch. "What have we here then?" Her voice made me stop dead in my tracks I couldn't believe I had been found out. "So this is what you are up to your family is away is it?" I still couldn't answer. I could feel her standing right behind me, then she spun me around. She was wearing a short black pleated skirt with the long black boots, a white shirt and black jacket. Now I have always fancied this woman she is tall with ample breasts and a ass to die for but I never thought any of the fantasies I had dreamt of would come true. "So are you going to speak you dirty little sissy boy!" "I....I ...I" was all I could manage "I what!? You dirty little man!" Her voice turned nasty as she kicked me on my back. "I hope that you haven't been wearing any of my lingerie while you looked after my house last summer!" "I'm sorry, your lingerie is just so sexy" I murmured "Your going to pay for this now, from now one you will address m only as mistress and do exactly as I say or your mom might just find out about this! When you are released you are to walk to my house in the clothes you are wearing now. O and put a wig and some make-up on first though." I didn't know what had just happened, my head was still spinning the ice finally melted enough to let the key out I released myself and walked about the house. I had two choices one let my mom find out about my fetish or two become my neighbour's sissy boy. I decided on number two, so with all my courage I strode out of my house with my make-up done and knocked on her door. At first she didn't answer, surely this couldn't be a trick to let all the neighbours see my like this. Then a note came out of the letter box. It read – Walk around the back, go inside the dog hut and you will find some cuffs, a ring gag and a slave collar. Put these on and wait in the dog house. What could she have planned for me? I had no idea so walked around the back and did as the note said. Almost twenty minutes past before mistress came out and dragged me in. She put a metal chain through my collar and told me to stay on my hands and knees. After I had been walked up the stairs to her room I found all her lingerie lying on the floor. "Pick out each individual bit you have ever worn and bring it downstairs to me." With that she left me to my job. I counted out 7 matching thongs and bras that I had worn and brought them down to her. "Now then little slut boy this is your new underwear collection, if I find you wearing anything you will be severely punished you hear" "Yes mistress" "You will now provide entertainment for me for two hours before my friends get here" "Friends!" I shrieked. "Yes friends, but don't worry you will be tied up in my closet with your gag in and and a nice big vibrator bussing up your slave hole! Now bitch I need to pee and I am not walking to the toilet" Before I could think she had me on my back and was squatting over me. "Now open up nice and wide and take my piss slut boy!" And with that a stream of piss was going into my mouth. I was swallowing as fast as I could to stop myself gagging but there was too much and it started overflowing my mouth and onto mistress's floor. "What have you done slut boy? Now lap that up with your tongue then get on all fours and put that ass of yours in the air" With that she left the room. When the door re-opened I glanced around and seen my mistress in a latex bra and lng leather boots. But with a strap-on on! "No mistress please anything but that" I rolled onto my back and felt the worst pain ever as she crashed a whip straight down over my balls and cock. "Now on your knees slut and take it like the slut that you are!" It felt like a red hot dagger as she penetrated my ass "Come on sissy boy you will be taking more of this as my slave boy!" The pain must of got too much for me and I must of passed out because the next thing I remember was being bundled out of her closet while being tied in a ball, and sure enough a pink vibrator was up my ass. "Now slut go home as I have work now, I will collect you at 3pm tomorrow so be ready" With that she untied the rope and kicked me out of house. "3pm slut boy, you had better be ready!"