Retrospective Into My Life Chapter 2 free porn video

Retrospective into my life Part 2 The second part takes place sometimes after I discovered my BDSM side. I was 24 at the time. It was a weird time for me. I was trying figure out my sexuality. I picked up an underground newspaper at one of the goth clubs I hung out at from time to time. I was reading til I got to the personals. I looked til I saw an ad for a master looking for a sub. The ad read as follows, "Leather Master seeks male sub. Must be into leather and bondage. Seeking sub 21 to 30. Contact as followed." So I answered the ad. I left a message and my number on the voice-mail of the personal ad the same day. A couple of days later, I came home to a message on my phone message machine. I push the button and listen to the message. "Hello, my name is Jeff. I see you have answered my personal ad. You have piqued my curiosity. Call me at (734)***-**** after 5pm. Thank you." I started feel excited and nervous. I was surprised he called me. So the next of couple of hours, I paced around the house and tried to get the nervous feeling to go away. Finally about 530pm, I decided to call Jeff. I nervously picked the phone and dial his number. The phone ringed 3 times before Jeff picked up. Jeff said, "Hello." I said, "Hi, this is Michael. I am the one who answered your ad. I am very interested in possibly serving you as a sub." Jeff said, "First, thank you again for answering my ad. I have a few questions for you of you don't mind. Before we started, you will addressed me as Sir. Each answer will ended with Sir." I said, "Yes,Sir." Jeff asked, "Have you served a Master or a Mistress before? I'd you have, what are some of the activities/ scenes you have partake in?" I said, "Yes, Sir. I have served only under a Mistress. We have done crossdressing,bondage, and a little s and m." Jeff said, "OK, So you never served a Master. That is ok. I like breaking in a new slave. On the next question, would you be open servicing a male?" I said, "Yes, Sir. I am very open minded. The only things I don't like is scat,animal or child sex. There are certain lines you don't cross,Sir" Jeff said, "Excellent! You actually answered my third question as well. My last question is would you willing to be a slave for a weekend?" I said, "Yes,Sir. I would be willing to be a slave for a weekend." Jeff said, "Good! Telling by the way you answered and the tone of your voice, I am willing to let you serve me over the weekend. I am going to need your address. I am going to send you a basic questionnaire. Fill out to the best of your knowledge and send it back to me. After I received it, I will give you your first task." I said, "Yes,Sir. Thank you, Sir. I will be looking forward to your questionnaire, Sir." Jeff took down my address and hung up. 2 days later, I received the questionnaire in the mail. Jessica intercepted my mail. She opened my mail and opened it. She smiled while she looked at my red-faced embrassed face. Jessica said, "This is ok. We have talked about this. I want you to serve him. It will gives you some valuable experience for the future. You never know you might have to service one of my subs." She handed the questionnaire to me. I pulled out the questionnaire out of the envelope. There was also a contract with the questionnaire. Jessica looked over the contract as I filled out the questionnaire. The questionnaire asked how tall I was? What is my age? How much do you weight? Are you fit or fat? What are your interests and dislikes? What bdsm toys have you played with? I answered the questionnaire. Jessica pushed the contract to me. I read the contract as it said as follows: I,_________, am, in the right sound and mind, give my freedom up for the weekend of July 28 to July 30,1999 to service Master Jeff at his house. If any problems arise from either parties, we will agreed the contract will be null and void. Under this contract and questionnaire, you will have no said in your punishment or pleasure. You will obey Master Jeff's every order or be punished. Signed ________ *Date*_______ I looked over the contract and signed it. Jessica went to her office to copy the contract and the questionnaire. I put both documents in the envelope and put them in the mailbox. A week later, I received a letter in the mail from Jeff. The letter reads : I see you followed orders well. For your first task, you will buy an anal plug. The plug can be small to start. You are to wear the plug overnight til you see me for our weekend. I recommend cleaning yourself out before putting the plug in your ass. Call me after you buy one. I told Jessica what I need and she recommend we go out to Noir Leather. The store was a place when Jessica would buy her toys and some of our fetish wear. We drove out to the store. The store was in an older part of the town. We walked into the door and I was amazed by the store. I never been in a store like this. They sold leather, latex and other bdsm items. Jessica and I went over to the anal play section. I found a set of anal plugs that goes from 1 inch wide to 3 inch wide. Each plug was 5 inches long. Between this set ,a full leather gimp suit for me to play with Miss Jess , and her toys. Jess and I walked out with 5 bags. I get home and started to unload the car. I took the bags to the dungeon. Miss Jess came downstairs and grabbed my black and white latex hood. She ordered me to strip and kneel. I took my blue tshirt, blue jean shorts,blue panties and my sandals off. I kneel before my Mistress. Miss Jess slowly pulled over the latex hood over my head. She pulled the zipper down to enclosed the latex hood tight on my head. Miss Jess picked out the black latex collar of the cabinet and fasten the collar around my neck. Miss Jess ordered me to follow her upstairs to our bathroom. I followed Mistress to our bathroom. Mistress ordered me in the tub on all fours. Mistress pulled out a hot water bottle and filled it up with hot water. Miss Jess said, "Before you are to be plugged, you need to be cleaned out. You will experience some discomfort,but once you get used, it will be OK. We are going to start doing this about once a week." Mistress put on her rubber gloves and took out some lube. She lube her fingers and started to push her index finger inside my anal hole. I moaned in pain at first, but the more she fucked my ass with her index and middle finger, I loosen up and felt the pleasure. She smiled as she took the tube from the hot water bottle and slowly insert into my ass. I moaned in pleasure as I felt the tube slowly enter my ass. Mistress said, "Hold still and place your head on the floor of the tub and ass in the air." I felt the hot water entering my rectum as Mistress squeezed the bottle. My flat stomach started to look like I was pregnant. Mistress ordered me to hold it for 10 minutes as she goes to fill the bag again. After 10 mintues, Mistress helped me out of the tub and ordered me to sit on the toilet. She ordered me to expel my waste. I let loosen the water inside. I felt embrassed,relief, and drained at the same time. Mistress ordered me back to the tub and get back in position for round 2. We repeat the process one more time after round 2. Mistress smiled as I cleaned myself up in the shower after 3 enemas. Mistress handed me a towel to dried off. Mistress said, "It is time to plug your ass for the night. Til you see Master Jeff, you will be on a liquid diet. It will be easier to clean you out. Besides, I know you have hockey season coming up, you can incorporate this diet into your training regimen." Yes, I was playing hockey at the time. No, I am not going explained my training regimen either. Mistress ordered me to bend over and hold the toilet. I hold the top of the toilet as I bend over. Mistress lube the 1 .25 anal plug and slowly entered my ass with the plug. I moaned in pleasure as the plug filled my ass. I felt like the plug belong there and I was complete. Mistress handed me a pair of my white and black lace sissy pouch thong to put on to hold the plug in. I slowly pulled the thong over my hairless legs and pulled up tight around my waist,forcing the plug in deeper. I moaned in pleasure. Mistress smiled as she watched. She took off my latex collar and fasten my leather collar around my neck. She put the lock on the clasp to keep it on. Mistress said, "Time to call Master Jeff and you will put him on speaker so I hear the conversation and his orders for you." I said, "Yes Mistress." We went to Miss Jess' office and I called Master Jeff. The phone rang three times before Master picked up. I pushed the speakerphone button for Mistress to hear. Master Jeff said, "So, I have taken you have received my letter and did your task." I said, "Yes, Sir. I went and bought an anal plug set today. I was cleaned out,Sir,before I was plugged." Master said, "Very good,slave. You followed orders well. I said, this please me. I have a question how does the plug feels in you and how do you felt through the process?" I said, "I felt the plug complete me, Sir. I felt, during the process of being cleaning out and plugged, drained and embrassed. I learned I have to relaxed during the process." Master said, "Very good, slave. I can tell you aren't lying by the tone of your voice. Well I must confess to you, I have been talking to your Mistress." I was shocked and surprised. I said, "I didn't know,Sir. Sorry for any misunderstanding, Sir." Master Jeff said, "No, it is ok,slave. Miss Jessica picked up the phone when I call one day to leave a message. We had a discussion about you. She feels it would be a great idea for you to be my slave for the weekend. I actually known Jessica for a little over a year now. We meet at the BDSM Munch twice a month. She knows I love training leather slaves for Dommes and Does. I know she is sitting there right now with you. Hi,Miss Jessica. How are you this lovely day?" Miss Jess said, "I am fine. Thank you. You agreed on what we discussed the other day. You will train him on suck cock. You will train him being used to wearing leather and being a leather gimp. I did buy the suit you requested for him. Also, I bought the other item we talked about the other day as well. I think using the item is a wonderful idea. I am going to o put the item on him while we are on the phone with you." Master said, "Excellent. Just send me a key and I know you will keep the second key." Mistress ordered me to stand up and pull my pouch to the side. I obeyed the order. My cock is limp as my worthless cock fell out of the pouch. Mistress pick a steel cage for my cock and smiled. Mistress Jessica said, "You are wear this cage for the next two weeks. I know you won't have no problem obeying me and Master Jeff over this issue. Consider this a test. I expect full blue balls at the end. If you don't jerk off with the cage on, I might have a surprise for you at the end." Mistress slipped the metal cock ring behind my balls and cock at the base. She slowly slide the cage over my cock and click the cage in place with the ring. Mistress put the lock in the hole when the cage and the ring meet. I heard the click if the lock and felt defeated. Master said, "I heard the click of the lock. Thank you, Miss Jess. In two weeks, you meet me at my place. When you arrived, ring the doorbell and kneel. I will talk to you on two weeks, slave. Miss Jessica, I need to have a discussion with you about something. " Mistress said, "Leave, slave. Go start the soup for dinner tonight. I will be at the table in 20 minutes." I left out of her office. I cook a vegetable soup for her and cook a chicken brother for me. I pulled out the salad I made. It has lettuce, tomatoes, green peppers and celery in the salad. Mistress came out as I was setting our kitchen table. Mistress said, "Sorry if I didn't tell you before. I wanted everything to be a surprise to you. Go ahead and let's eat dinner over our conversation." We enjoyed our little meal while we discussed the plans for the next two weeks. I had my concerns about wearing the cage at first, but she put my concerns at ease. For the next two weeks, I made sure at my job I stay in my office. Actually, I got caught up on paperwork and inspections I was supposed to get done. I was feeling horny,anxious, and impatient at the same time for the two weeks. Finally, the Friday for my weekend with Master came to my doorstep. FRIDAY; I left work at 830 am. I worked overnight at the warehouse at that time for a living. Trust me, being an assistant warehouse manager is not as easy as you think, but I digress. I went home and showered before I left for the weekend. My black leather satchel was laying on the counter by the front door for me with a note. The note read: " Enjoy yourself this weekend. Immersed yourself into the training. Don't forget to take your satchel with you. Also enclosed, is directions and orders for you. I love you and I will see you after this weekend. Love,Jessica" I read the directions and orders. I grabbed my satchel and left out the door. I threw my satchel in the front seat of my 91 Black Mustang and left for my destination. I drove about an hour to the outside of Ann Arbor to a small town called Jackson. I drove through the town and came to the outskirts and turned down an old dirt road. I drove for about a mile through the path of the lovely trees and pastures. I finally arrived to my destination. I pulled into a long gated driveway. I parked my Mustang to the side like I was ordered. The house was beautiful. It was a single story red brick house surrounded by tress. You didn't know it was back there unless you walked down. The driveway. I went up the brown wooden door at the front with my sachel. I rang the doorbell nervously and kneel down to my knees. After a couple of minutes, a man opened the door. He was 6'4, 220lbs, solid muscles and was bald on top with a blond goatee. His blue eyes pierced my soul as he look into my brown eyes. He was dress in a normal red tshirt,black gum short and a pair of sandals. Master Jeff, "So far, you have obey every order so far,slave. Hand me your satchel,slave." I handed him my black satchel. I lowered my head in his presence. Master said, "Good slave. I see Mistress Jess pack your suit. The boots, which you will be wearing, has arrived yesterday. Crawl inside and we will get started." I crawl inside behind Master on all fours. Master shut the door behind me and fasten a leather collar around my neck. He clasp a black leather leash to my collar and tug on the leash to make me follow him to our next destination. He led me to a brown door. Master ordered me to stand up and put my arms behind my back. Master cuffed my wrists together. Master slipped a sleeping blindfold over my eyes and tighten the straps. Now I was blinded and cuffed. Master said, "Be careful going down the stairs.I will guide you." I nervously walk like he ordered. I was afraid and very nervous til we landed to the bottom stairs. He ordered me to stop and he got in the front of me. He grabbed the leash and led me to the brown table he had in the basement. Master took off my blindfold. The basement was the size of the house. The dungeon was completely set up. There was a cell built in the one corner. The cell had a bed inside the middle of the cell. I saw a cross in one area. There was a leather cover wooden stock I'm another area. There was a dressing area with a closet in place. Of course, he had the brown table. There was a rack with 4 cuffs to spread you out like in a spread eagle position. There was a wooden chair with straps for the willing victim. Master led and show me what across from the cell. There was two rooms. One of the rooms was an utility room for his washer, dryer and a shower area. Master shut door 1 and opened door 2. The room 2 looked like a padded cell out of asylum. It was a black padded wall# inside. Master said, "This is my sensory depraviton chamber. You will be spending some time in that room soon." Master led me back to the table. He ordered me to kneel again. Master called out for his slave, gimp, as he was called. Gimp came into the room. He was 5'11 150 lbs and he was bald like his Master. He wore a pair of black leather combat boots. He also wore a harness around his body. Gimp also was wearing a chastity belt. His cock was encased in a cage as well. Gimp had a metal collar around his neck. Master said, "Gimp, take him to the shower and clean him up. Slave, you will strip all clothes off and shower. Then you will return here on your knees. Gimp led me back to the shower area. He uncuffed me so I could undressed. I took off my Rob Zombie shirt, blue jean shorts and my Nike cross trainer. I slowly pulled down my white lace panties down and took them off, showing my encased cock. My cock was straining against the cage. As I was stripping,Gimp was starting the shower. I stepped into the hot water and started to shower. I felt the hot water bead down me. I wash my semi long brown hair first. I wash my body and cock next. After 5 minutes, I was done. Gimp walked up and ordered me to bend over so he can give me an anal cleaning. Gimp took the showerhead off the hose and connected a dildo shaped showerhead to the hose. Gimp slowly pushed the dildo on my ass. I moaned a little in pleasure. He turned on the water and filled my gut full water. I look like I was pregnant. After 10 minutes, I was ordered to expelled my waste into the toilet. Gimp repeat the process twice more to ensure I was clean on the inside. Gimp rinsed my ass off. He led back to the table. I kneel before Master at the table. Gimp put my folded clothes in my satchel,which was now empty. My leather clothes and boots was laying nice and neat on the table. Master said, "The next thing we do is cut your hair. I talked to your Mistress. She agreed to let me cut your hair in exchange that I don't screwed you in the ass. She want to take your anal virginity. I respect that. I am also allowed to pierce your nipples and tongue as a favor to her since she took care of Gimp during your weekend up north a month ago. Gimp,take him to the chair and set the mirror up. I want to see him losing himself to me." Gimp nodded and led me to the chair. I sat down in the wooden chair. Gimp strapped my right wrist to the chair. He did the same thing with my left wrist. He took the strap and tighten the strap between my chest and stomach. Gimp tighten the straps around each of my ankles. I felt like I was getting strapped for execution. Gimp clasp the ring in the back of collar to the chair. I couldn't move. I tried to struggle a little. I don't believe she said he could cut my hair. When Mistress Jessica and I play, I would crossdress as michele. She would have my hair style, depends on her mood. Now, I am losing my hair. Master said, "Stop struggling. To really experience your time as a leather slave, you must lose your hair. That way you can feel the leather against your skin." Master turn the wireless clipper and proceed to shave my head. I cried as he took my brown locks off my head. I felt my hair fall against my skin. He ordered Gimp to bring him a straight razor and shaving creme. He was handed a wet hot towel and covered my head with the towel. After a few minutes, he removed and covered my head with shaving creme. He took the straight razor and started to shave my head bald. I felt the scraping of the razor against my head as he slowly dragged the razor over my stubbles. I moaned in pleasure. I felt my cock straining against the cage. I am asking myself why i am turned on by this. Master smiled while he noticed my reactions. Master said, "Someone is enjoying this. Maybe I let Mistress know about this." Master finished shaving my scalp. He walked in front of me and shaved my eyebrows off. I am lucky I am on vacation for two weeks from work. They will have grow back by then, hopefully. I looked in the mirror and saw a hairless figure tied to a chair. I felt so free and alive. Seeing myself in the mirror like this, I felt this was so right. Gimp started to unstrapped me as I look at myself. Master Jeff said, "Yes, take it in. Let's the image burn into your mind. See yourself as a true leather slave." I felt my nipples get hard. Master Jeff ordered me to stick out my tongue. I obey and stuck on my tongue. Gimp took a pair of pliers and held my tongue still for Master. Master Jeff took a hollowed needle and slowly pierced my tongue. He put the tongue bar in the needle and pulled the needle up and back out. Master took a tube of super glue and squirt a little in the ball and screw the ball to the bar. I felt a little pain at first, but the pain became pleasure. I fell the bar hitting the roof of my mouth as I pulled my tongue back in my mouth. Master Jeff ordered Gimp, "Get the chamber ready. We will both dressed slave for his night in the chamber. Slave, go to the table for tour dinner." I crawled over to the table and saw a glass of strawberry banana smoothie and a glass of chicken broth. Master ordered me to drink both glasses. I drank the chicken broth first. I drank the smoothies second. My stomach was full. Master led me to the bathroom to relieve my bladder for the night. Master directed me to the chamber. We entered the chamber. Gimp moved the chair with straps in the chamber. I noticed there was a black leather hood, a leather straitjacket and my boots. There was also an anal plug 1 1/2 inches wide 3 inch long sitting on the arm. Master said, "You will be plugged,hooded and put in a straitjacket. Sitting down to put your boots on first." I pulled out the black socks out of the boots. I pulled one sock over my left ankle and the other over my right ankle. Both socks went up my calves a little. I slid my left foot into the boot. The boot went halfway up my calf. My cock was really straining against the cage as I repeat the process on my right foot. I zipped both boots up on the side. I pulled the straps across the zipper on both boots. Master ordered me to bend over and grabbed the chair. I obeyed. Gimp lubed the plug up as Master put on a latex glove. Master lube his index finger and slowly penterate my asshole. I moaned in pleasure. I felt his finger loosen me up for my invader. Gimp handed Master the plug. Master slide the plug in my ass as I relaxed to accept the plug. I tried to push the plug out,but no avail. I felt the plug filling my ass. Master ordered me to put my arms our as Gimp removed my collar. Master held the straitjacket out as I put my arms into the jacket. I felt Gimp zipped the back up of the straitjacket, feeling the tightness of the jacket against my skin. I moaned in pleasure. Gimp and Master took a strap each and pulled my arms across my chest tight. They took the straps and fed them between my legs,forcing the straps to push the plug deep in me. I moaned in pleasure as they buckled the straps in the front of my straitjacket. Master took his cock out of his shorts and impaled the black leather hood on his cock. Master said, "You suck my cock as I put the hood on you. Consider this your first lesson on pleasuring a Master." I was forced to my knees by Gimp. I opened my mouth for Master's 8 inch hard cock. It was 2 inch wide. I felt his cock getting harder in my mouth as he slide the leather hood over my bald head. I contunie to suck as he pull the laces tighter and tighter, forming a tight seal over my head with the hood. I felt my cock straining against its cage. I am so ready for release. I use my tongue with its bar over Master's cock. He moaned in pleasure as I suck. Master said, "You are learning, slave. Suck deeper and faster. Deep throat my cock." I suck harder and deeper his cock as I relaxed my throat. Master fitted a metal collar around my neck as I sucked. Master shot his cum down my throat. Master latch the collar and place a lock on the back of the collar. Gimp and Master Jeff pushed me into the chair. They each took a side and started to strapped my ankles first. Gimp pulled two straps across my chest tight and buckled the straps. Master attached the clasp to my collar. Gimp pull thr strap across my leather forehead. I look like Alex from A Clockwork Orange. Gimp set the screen up as Master turned on the projector. I see leather slaves servicing leather Masters and Mistress in many forms. Master slowly pushed a ballgag between my lips and tighten the straps around my leather head. Master said, "Enjoyed the show. We will back in the morning." Master pat me on the head as he and Gimp walked out the door and shut the door tight. For the next 4 hours, I watched the film,letting the lesson embedded in my brain. I suck on my ballgag, acting like the ballgag is a cock. I was craving for a cock in my ass. I was so work up. I passed out for so much excitement and eagerness. A couple of hours later, I woke up to a new movie. The movie showing leather maids and slaves this time servicing Transsexual Dominants. The craving of cocks was coming back. I sucked on the gag. But the gag was different. The ballgag was replaced with a cock gag. I sucked hard on the cock in my ass. I moaned as I suck hard. SATURDAY: Master Jeff entered with Gimp. Master was dressed in a pair of leather pants and shiny leather boots. He was wearing leather gloves. He was wearing a leather vest. The lights shine off his head. Gimp was in full leather bodysuit. Gimp had a leather hood with a zippered mouth. His boots also shine as well. I was drooling with the cock gag in my mouth. The movie was over. The duo started to unstrapped me from the chair. Master took the gag out of my mouth and I dropped to my knees. I started to lick Master's boots with my tongue. I kiss his boots as well. Gimp unstrapped the straps from the straitjacket. He unzipped the straitjacket. I pulled myself out of the straitjacket and continued to lick Master's boots. Master and Gimpnboth unzipped their pants and pulled both their cocks out. I started to suck Master's cock first. I slowly suck to feel his cock getting hard in my mouth. Then i started suck Gimp's cock and got his cock hard. I took turns sucking their cocks til they both came in my throat. Master said, "Someone was very eager to please me. Gimp looks like he enjoyed himself too. Time to take you to the cross. " I followed Sir to the cross. I am crucified to the cross by being cuffed with my arms out and my feet together. Master ordered Gimp to push over the silver tray. Master plays with my nipples and I moaned in pleasure as he twisted and pinched my nipples. Master said, "I see someone like this. It is time to pierced your nipples." Master takes the hallowed needle and slowly pierced my hard left nipple. He takes a silver ring and insert the ring in the nipple hole. Master clasp the ring together. I moaned in pleasure as he does this process. He repeats the process on my right nipple. I moaned in pleasure. The rings pulled a little on my nipples. I feel so horny. I would do anything to have my cock release from its prison and shoot my cum. Master said, "Your Mistress is right. You love your nipples to be played with." Master grabs a cat o nine tails and started to smack my nipples and their rings. I moaned in pleasure with each hit. He slowly dragged the tails across my nipples and I moaned more in pleasure. Master said, "Good. You are learning,slave. Before we get you ready for the next phase, you will be released to have your meal for the day. " Gimp released me from the cross. I am led over to the table by Master. There was a glass of apple cranberry smoothie and a glass of orange juice. I drink them both down quickly. I noticed a bitter taste from both drinks. Master said, "I crushed up vitamins and put them in your drinks. You have to keep your strength up. Time for the next phase. We have a special guest coming tonight." Master ordered Gimp to prepare me for the next phase. I followed Gimp to the shower area. He unlock my collar and helped take off my hood. I felt incomplete when the hood came off. I took my boots and socks off while Gimp turned on the hot water shower. I walked into the hot water shower and let the hot water beaded down me. I felt the hot water dripping on my bald head. I never felt so excited for something before. I turn the hot water as Gimp pointed to bend over. I bend over as he removes the plug and uses the dildo to clean me out again. This time, he only clean me out twice. Gimp hands me a towel to dried off. I dried my body and head completely dry. Gimp led me back to the table. All my leather clothes laid out for me. Master ordered me to start to dressed. I pick up the black socks first. I slipped the socks over my feet. I grabbed the leather pants and slowly pulled them over my hairless legs. I snapped the button on my pants. I picked the leather long shirt up and slowly pulled over my head and pulled it down. I brushed my nipples and moaned in pleasure. I noticed there was two flaps when my nipples was. I pulled my boots on over my pant legs. I zipped them up and pull the straps tight. Gimp grabs the leather mittens and pulled them over my hands, forcing my hands into fists. Gimp pulls the straps tight around my wrists. I am forced to my knees as Master pulls one of my other leather hood with only my mouth open. Gimp forced his cock in my mouth to suck as Master pulls the laces tight. The hood was tight around my head and I was in darkness. Gimp shot a load of cum down my throat as he pulled out. Master fitted my leather collar around my neck and locked the collar. Master said, "Yes, you look like a perfect leather slave. Time to put you in the stock gor our guest." I am led to the stock by Master. Gimp directed my hands and head into the stock as Master pulls the top stock down, trapping me in the stock. Gimp put a spreader bar between my ankles to keep my ankles apart as I am bended over. Master said, "You are ready for our guest. You are to be fucked in both ends tonight." I smelled a familiar perfume in the air. Mistress Jessica walked up to me and kissed my lips. She said, "You look so delicious in your leather. I help plan this moment for you. I know you have been a hard time with your bisexuality. I want to help you break that ice as you said. I planned to take your anal virginity tonight as Master Jeff fucks your mouth." Mistress Jessica was dressed in her leather domme outfit. She had on her red leather pants with her black leather boots. She was wearing her red leather shirt with her black corset. She had on her black leather gloves. Her blond long hair was in a ponytail. She steps into her strap on harness. Her 8 inch cock was sticking out in front of her. Gimp lube her cock for her. Mistress said, "Get ready for the ride of your life,babe. You are going to love this way." Mistress unzipped my ass, exposing my asshole. She lit her cigarette as she took her cock and slowly penterate my ass. I moaned as I felt the cock entered me. Master lit a cigar, then walked in front of me and stick his cock in my mouth and started to fuck my mouth. I suck hard as Mistress started to fuck me harder and deeper. Both of them started to match rhythm as they smoked and fucked me in both ends. I sucked harder as I tried back up more on Mistress cock. Mistress Jess said, "You really got him into sucking and fucking. I am impressed." After 15 minutes, Mistress and Master both came hard. Master came in my mouth as Mistress came over her dildo on her strap on. She smiled and walked in front of me. Mistress kissed my cum stained lips and French tongue me. She removed my hood to see my Mistress in her beauty. Miss Jess said, "I am satisfied with his training. You broke him for me. I will probably start bring him with me to the brunch. I will lend him to you from time to time. " Master said, "No problem. I think it is time for phase 3." Gimp grabbed Mistress arms and pulled them behind her back as Master cuffed her wrists together Mistress said, "What the hell you are doing?" as Master stick a cock gag in her mouth. GImp held Jessica tight as Master explained. Master said, "I figured you can stay the night with your slave in the chamber tonight. I am going to get you both so worked up." Master and Gimp placed Jessica in the chair I was in overnight. They uncuffed Jessica and quickly strapped her wrists to the chair. Her ankles was strapped as well. Gimp strapped her across her chest tight. Master place a collar around her neck. I watched as Master and Gimp prepared for something I though I would never seen. As long as I have known Jessica, she never cut her hair short. She would trim it but never cut above her shoulders. Master is about to remedy that issue. Master said, "I am not going shave you bald. I overheard you talking last time about you never had your hair short. That you like Miss Lily's slave with a Bob cut. I am going to give you that haircut so it will be easier to put a leather hood on you." Gimp released me from the stock and led me to the rack. He cuffed my arms first,forcing my arms out like a Y. Then he cuffed my ankles, spreading me into a spread eagle position. I tried to struggle but no avail. Master walk over to me and slowly pull a Gp5 gas mask over my head and connected a filter to the mask so I can breathe. I watched Master as he took a pair of scissors and cut Jessica's beautiful blond locks off. I see her crying as her locks fell to the ground. My heart felt for her. Master was handed the electric clippers by Gimp. He shave the back and side of her head. Master trimmed her hair into a pixie cut. I was getting turn out by this display. I felt my cock straining against the cage as I tried to fuck the air. Master removed the cock gag from Jessica's mouth. He quickly pulled over a half red half black leather hood over her head, forcing her mouth shut. The hood only nose holes for her nose. Master fitted a collar around her neck. Master and Gimp unstrapped her from the chair. She tried to fight them but it was useless. Between Gimp's strength and Master's quickness, her arms was trapped in an red and black armbinder. Master pulled a red and black gp5 gas mask over her head and zipped it close. Master walked over to me as Gimp held Jessica. He smiled. Master said, "Don't worry. I am going to dress you the same way as her. Both of you will be place in the chamber tonight together. You two makes such a lovely couple. " Master walked back over to Jessica and unzipped her croutch and ass. Master lube up a 1 1/2 inch wide plug 2 inch long and slowly penterate Jessica's ass. She moaned as the plug entered her. He zipped her ass up to forced rhe plug deep. Master took a dildo shape and size like my cock and slide in her pussy. He zipped her croutch up. Master said, "Gimp, take her to the chamber and hogtied her. I pretty sure slave won't give me no problem as I prepped him." I watched Gimp carried Jessica to her fate in the chamber. Master uncuffed me from the rack. I fell to my knees. he removed the gas mask from my head. I felt the cool air over my face. Master gave me a drink of water and let me use the bathroom before the next phase. I came out of the bathroom and kneel before Master. Master pulls a leather hood painted like a female face over my head. I feel the hood tight over my head as Master pulled the zipper down. I see nothing. Master pulled a pink Gp5 gas mask over my leather head. Master grabs a pink corset that belong to Jessica and tighten it around my waist He zipped it up in the back and tighten the straps on the front. Master grabs a pink armbinder and ordered me tonput my arms behind me. I obey as he pulled the armbinder over my arms. I feel the straps around my arms tight, forcing my chest to be pushed out. Master takes my boots off and slipped on pink Victorian style ankle boots on my feet. Master pulled the straps tight and placed locks on them. Master said, "I have sissies I entertained from time to time. I figures I could make you as feminine as I can. To the chamber, slave." Master unzipped my ass amd ordered me to bend over. I bend over on the table as he lubed and pushed in a 2 inch wide and 3 inch long anal plug inside of me. I moaned in pleasure. He finally led me to the chamber. I felt so horny. Jessica was in a hogtied position by having an ring over heels connected to her armbinder. Gimp and Master laid me down next to her. They do the same to me like Jessica. Gimp screwed the filters to both our masks. Master said, "Look at the lovebirds. They look so lovely. Time for their surprise." Master pushed a button on the remote and the plug in my ass started to vibrate as well as Jessica's dildo came to life. Master said, "I hope you both enjoyed yourself. The only catch is that the plug and dildo can detect when you are about to come. They will shut off for 10 minutes, leaving you both horny. Good night,lovebirds" Master and Gimp walked out the door and shut the door tight as Jessica and I are left to deniable pleasure. SUNDAY: Master and Gimp came in and turn off Jessica's dildo and my anal plug. They undid our hogtied bodies and stand us up. Master removed my hood and gas mask as Gimp removed Jessica's hood and gas mask. Gimp removed Jessica's armbinder from her. The cool air hit both of us. Jessica said, "Nice touch, Jeff. I didn't expected that. I bet slave was surprised. Thank you for cutting my hair. I actually like it. " Master said, "No problem,hon. How does your slave look ? I pierced his tongue and nipples like you asked. Shall we prepared him for your trip home?" I said, "Oh hell no, Jess, you are not driving my car: as a cock gag went in my mouth. Both Master and Mistress said, "Oh Yes! She is driving your car home." Jessica said, "You know I have been wanting to drive your car for so long,but you won't let me. Don't worry. No one will see you behind those tinted windows." I thought to myself, "Damn bitch got me!" Mistress and Master removed the pink corsets and boots from me. I stepped into my boots and Jessica zipped them up. Gimp removed tbe armbinder from my arms. Mistress smile as she cuffs my wrists together in the front. Master hands her a black hood with no eyes and mouth, only nose holes and pulled over my head. Mistress pulled out a new black leather collar and fasten it around my neck. The plate on it reads GIMP. Master and Mistress led me to my car as Gimp carried my satchel. Mistress sat me down I the passenger seat of my Mustang and buckle my seat belt. Mistress said, "Thank you for entertaining us and having slave for the weekend. Thanks for the training from slave since he can't speak at this moment." Mistress sped off in my Mustang as Master and Gimp waved goodbye. It took us 1 and a half to get home. Mistress pulls into the driveway and into the garage. She stepped out and comes over to my side and unbuckled my seat belt. Mistress helped me out of my Mustang and led me to our bedroom. Mistress pushed me on our bed and slowly unzipped my croutch. She unzipped her croutch. Mistress pulled my cock out of my pants amd unlock my cock from its prison. My cock got hard as it was released. Mistress said, "Poor baby! No release for over two weeks.You look so delicious.I did promise you a surprise." Mistress lit her cigarette and lowered herself on my cock and started to ride me as she smoked. I felt my cock alive. I started to drive my cock upward into Mistress, causing her ride me faster. After 10 minutes, we both came. She removed my hood and I felt the cool air hitting my bald head. She kissed on the lips as she uncuffed me. Mistress said, "You aren't going to come out of that outfit tonight. I am wearing my outfit and you will wear yours." I said, "Really, Miss Jess. You know we aren't in the dungeon and I hate to spoil the mood. Let's contunie this in your dungeon,Mistress. " Mistress smiled as she pulled my hood back over my head. She grabbed me by my hand and led me to the dungeon. Mistress said, "I can't wait to see what you learned, "as she shut the door to the dungeon as we walked down the stairs. I hoped you enjoyed the second part. I will be working a third story in my trilogy and have it done soon.