I am a 28-year-old male. I'm single and live alone. I work days and usually sit at home at nights and watch movies, and talk online. I do small buying and selling on Ebay for extra cash that I stash away for a rainy day. So most of my time is spent online. I use to be into rock music a lot and have had long hair since I was a teenager. I some how lucked out in the professional business world and got away with having a ponytail. I'm skinny and not very muscular. Now days, I'm more of a computer nerd so I don't get to tone up like when I was younger.
For months, I had been talking to an online Mistress. She lived in my area and I begged to meet her. To no avail, she would always say no. After the first 2 months, she asked for more personal information about myself. She wanted my hone address, phone number, clothing size, height, weight, work address, work number and work e-mail address. That's about the time she started taking things more serious.
A few days later, a UPS letter came for me. After I went back inside and opened it, I discovered it to be a pair of pink panties also with a letter from my Internet Mistress. She wrote,
"Hello slut,
I hope you like your present. They are from "Victoria's Secret" and are not cheap, so I want you to wear them to work tomorrow and you better have them on when you get home. I will be waiting for you online and I will check you on web cam to prove that you still have them on. If you want to get my attention enough to be my full time slave, do as I say. Enjoy!
Xoxo, Mistress"
The next morning when I woke, I showed as usual and went back to my room and my cell phone went off saying that I had a text message. It said, "Take a pic of you in your panties and send it back, you have 5 minutes!" I had almost forgot the panties I got yesterday. I had left them on my dresser. I slowly put my feet in and slid them up my legs. My dick and my nipple immediately got hard. It was a wonderful feeling. Then I started to not like it, thinking it would make me gay. I took my cell phone and took a picture and sent it to the number that had sent me the message. I knew it was my Mistress; other wise I would have said fuck you! That day at work, I got more text messages from her too. About every 2 hours, she demanded that I take another pic of my panties to make sure that I was still wearing them. When I arrived home, I immediately got online to check e-mail and my Ebay account. My Mistress messaged me and said, "Turn on your cam, stand up, and take everything off BUT your panties." I complied and stood there feeling embarrassed but my dick started to grow. "You look like you are enjoying those panties bitch, I hope so. I have a pair of them and they sure are comfortable. But you do look like something is missing," she wrote. "I know what it is. In about 30 minutes, you will get another surprise. When you do, message me online and tell me what you think!" Oh shit, I thought. What next?
A little over 30 minutes later, the doorbell rang and it was UPS again. I accepted the even small package and went inside to open it. This time it was white lightly padded bra and white satin and lacy thong panties. I ran to the computer and sent a message to my Mistress stating that I received her package. "Do you like them, aren't they pretty??" she replied. I told her yes and what should I do with them. She said, "The same thing you did today. When you get up for work, you will put them on under your work clothes, and no boy undies over them. You will send me a picture from your cell when you first put them on. And every 2 hours you will send me of pic of you at work wearing YOUR new panties and bra." she then logged off before I could reply to her. Normally at work we have to wear suit and tie, but once I get to work, I take my jacket off. If I'm to wear a bra under my white work shirt, everyone will see. I could tell the tomorrow will be a hot and uncomfortable day.
Throughout the day, I sent the pictures to my Mistress as requested of me. I am so lonely most the time and sex craved that I will go through this game until I get what I want. In hopes that I t all works out, maybe I will get a home run with my Mistress. I was scared during the day that someone would see the bra, or feel it threw my jacket if the touched my back or chest. When I went to the restroom, I was scared that a co-worker would happen to look over and see my panties under the stall. I was shacking by the time I got home. Once home, I got online and was ordered to strip to my undies. As I stood there my mistress wrote, "You did very good today. By doing this you have been caught my interest and I would like to further my involvement with you. If you are still interested, I want you to do something for me. Go to the store and buy the reddest lipstick you can find. Then come back and get online. If you put the lipstick on for me and write" Mistress's Slut" on your chest, I will take you as my slave. But you have to go to the store wearing what you have on now. You can only put on your pants, shoes and button up white shirt. Make the choice, I'll be waiting." If I go to the store like that, everyone will see my bra and see that I'm buying lipstick. I sat there and thought about it. Then I thought about how long it had been since I had been with a woman. Damn near 5 years. I need to do something. Even if it was weird in my book. I had never wore women's clothes before, except one time my mother's pantyhose as a dare by an old girl friend. She said that I had great legs and should wear the hose for her one day and she would fuck me. It seems that I do dumb shit for women. It was then that I decided I will do it. I need some attention. I pulled my hair out of the rubber band and put on some sunglasses and headed to the store.
Once at the store, I couldn't get out of the car. I froze. I then remembered a method they taught us at work to do after dealing with my customers. I closed my eyes, took deep breaths and counted backwards from 20. Once I hit 1 I felt better, and said fuck and went inside. I walk quickly to the make-up aisle and went to the high-class cosmetics. After about 10 minutes, I found a lipstick called "Passion Red" and I knew it was the one. When I went to pay, the check out girl didn't really look twice at me. I did see her look at my bra through my shirt and kind of smile. That made me haul ass out of there after paying. I sped home and jumped on the computer. I sent an IM to my Mistress say "I bought the lipstick", and turned on my cam. By the time she accepted to view my cam, I had my male clothes off and sat there in MY bra and panties. I took a deep breath knowing that if I went through this, it would change things. I applied the lipstick to my lips as best as I could, then wrote "Mistress's Slut" on my chest and waited. She replied with, "Very good slut. Now that I know that you can follow my orders with out any hassle, you are ready for the next step. Wash your panties you are wearing now and wear them tomorrow again along with your bra as you did today. You will repeat your picture taking schedule and you will also wear them to bed. Since you have been so good, you will receive another gift today in a few hours. You will wear it to bed with your panties and bra and send me a picture of you via e-mail. Do this for the next few days, and by the weekend, I will have your next surprise ready for you. Until then, be a good girl and don't let me down". And with that she logged off. As clockwork, a few hours later I heard the doorbell ring. I was still wearing the lipstick. I got so busy with my Ebay stuff that I for got I was wearing it. So I freaked out trying to find something to take it off with. I ran to the kitchen and got a paper towel. Rubbed off the lipstick from lips and chest, through on my clothes over my undies, and ran to the door. By the time I got there, no one was there, but a small box was there on the porch. Grabbing it and running inside, I opened it to find a white satin and lace nightgown with a bow on the chest. That night, I put on MY new nightgown over my undies and took some pictures from my web cam and e-mailed them to my Mistress. I took 15 or so, cause I didn't know which one she would like. The next few days went like that. I would wear my panties and bra under my work clothes and take pictures with camera phone every 2 hours and when I slept, I wore the nightgown. All that time, I didn't hear from my Mistress. I hoped all was well. I just kept on until the weekend.
As I'm sitting around on my day off work, I here the doorbell ring. By the time I got to the door, the driver was driving off. I go to the door to find a package. I big box covered in packaging tape and it just says "Private, open alone!" I eagerly take the box and run to my bedroom. As I open the box I find a letter saying:
"Dear slut,
I want you to take the contents of this box and wear them for me tonight. You will need to be ready by 9pm. I will come to pick you up at 9pm on the dot, AND YOU BETTER BE READY, cause if I have to find you; you are in some FUCKING SERIOUS TROUBLE!!! Inside you will find a razor, shaving cream, baby lotion, rose scented body wash and perfume. I want you take a shower and use the body wash. And shave ALL of your body hair off, except you eyebrows and your long hair. For the long hair I have included some pretty smelling shampoo and conditioner to use. After the shower, use the baby lotion where you shaved and then apply the perfume everywhere!"
"Inside you will also find some other items all in black as followed: black satin padded panties, thigh high sheer hose, padded bra, corset, size d fake breast forms with spay-on glue applicator, little black dress, and 4 inch locking strap heals. You are to wear ALL OF THEM!! Style your hair in a feminine way and put on jewelry also included: hoop earrings, necklace, collar, rings, and a cb-2000 chastity device on as well. Be sure to lock the pad lock on the CB-2000, and I have the key to it and the shoes. There are also a set of red long false nails that are to be super glued on and placed on each finger nails or you will be punished. Don't worry; I have the solution to remove the nails and the breast forms AFTER I'm done with you!! You are to apply your make-up that's inside and re-apply perfume. Place your keys, make-up and nothing else in the little black purse from inside the box, and make-sure you brush your teeth and take nothing else! If any of the clothes are ruined, you will have to wear that item from now on until I say so. Such as, a run in your hose, broken or chipped nails, bad make-up and hair. I will see you at 9 bitch.
Xoxo, Mistress"
I was in shock, I knew that my night I had planned of watching movies and chatting online was not going to happen. I went into the bathroom and did as instructed by my letter. I shave all my body hair off, washed with pretty body wash and wash hair with girly shampoo. After the shower, I rolled my hair up in a towel and rubbed the baby lotion all over my body. I thought I was going to cum right there. Then I sprayed the perfume on me. The stinging from it on my freshly shaven genitals took my hard-on away. I put on the CB-200 since I knew I wouldn't have much time till I was hard again, and locked it in place. I slowly dressed trying not to fuck anything up. First were the padded panties that gave me a fake but and hips, then the breast forms. Before gluing, I put them up to my chest to measure about where they should go. Once satisfied, I sprayed the glue on the first breast and applied it, then the other. The weight and look and feel was insane. I now knew why women wore bras. If the didn't, they would all be hunchbacks. I quickly put on the padded bra and adjusted it so that it would support the weight of my new breast. Next was the corset. Thank god id had a zipper. Once on and zipped in all the way, it made me stand up straight and pushed my chest out, making my breast look even bigger and now with cleavage. I could barely breath. I then put on the thigh highs and clipped them to the corset. By this time my hair was dry. I tried put style it like some of the girls I see around the office. It took me about 30 minutes to get the make-up right. I was starting to get hard while tucked into my CB-2000. I was looking hot. I hope that this was all worth the trouble or I was going kill my self or something. The dress was easy to get into. I realized that it fit like a glove and only because I now had a false female figure because of the breast forms, corset, and padded panties. I swished around in the dress for a little bit, trying to get use to it until I saw the clock. It was 8:15 and I wasn't ready yet. I pulled on the high heels, strapped them on, and locked the little pad locks on them. I practiced walk for a second or two and I was a natural or something. I just felt taller and couldn't see my feet because of my tits. I through on all the jewelry and then sat down and super glue the long fake red nails to my hands. By the time I was done, it was 8:55. I went to my full-length mirror behind my door. I was in shock!! I was staring back at a beautiful sluty looking girl you might see at a Goth club. . My only concern was the breast form that hung from my chest. It actually felt like I had tits! I even gave them a test tug, they wouldn't move and actually pulled on my skin and hurt to try to remove them. Then I thought about the chastity device, shoes and nails I was entrapped in. they were all stuck, and there was no key in the box, and the letter said nothing of there being a key. How long was I suppose to wear this shit? I started to get really nervous as I looked at the clock and it was 8:58pm. I decided to take the purse, check my make-up and re-read the letter to make sure I didn't forget anything. . I locked my door and went to sit on the curb.
She pulled up at 8:59 in a black BMW. The passenger door opened and I heard, "Get in NOW YOU WHORE!!!" I literally tried to run in the 4in heels to the car and got in. She said, "Shut up, close your eyes and put your hands behind the seat." I did as told and felt my hand being hand cuffed behind the car seat, and then a blindfold over my eyes and some sort of gag in my mouth and locked behind my head, it felt like a rubber ball stuck in my mouth. I tried to talk but the only thing to come out was "mmmmmmm mmmmm". I felt a sharp pain across my face. I JUST GOT THE FUCK SLAPPED OUT OF ME AND THERE IS NOTHING I CAN DO ABOUT IT!! I heard," I said SHUT THE FUCK UP BITCH!! Talk again and I'll drive you to West Hollywood and make you walk back to dressed like at 12 noon and we'll see if you make it home with all those horny fuckers on the way." I immediately said nothing and heard the car get put into gear and pull out of the driveway. Before we ascended, my seat was leaned all the way back and I was stuck lying down, and then a second pair of handcuffs applied around my ankles. My Mistress said," Just incase, I don't want you to try to get away now, you are all mine until I'm finished with you!! You are going to my special girl for as long as I wish. I hope you got a good look at your house, work, and friends, cause who knows when you'll see them again!!" That scared the shit out of me! How long would this go on for? I knew I was completely at her mercy. I had no I.D. on me. I had to be at work tomorrow afternoon and I was dressed like a woman and bound to a car!! I had no idea where we were going and how long we were driving. The music was turned up so loud; nothing could be heard but metal music and the car engine. It seemed that we drove for about an hour, because of how many songs I heard. Each song was an average of 3 to 4 mins long. So I figured 1 hour. If I was an hour from home, I could be anywhere and have no idea how to get back home even if I DID get away. For some reason this all started to excite me by the strain in my chastity device. My penis started to hurt in its cage. Suddenly, the car stopped and the music and engine went dead and I heard," ok cunt, we're here!" I felt some thing applied to my dog collar that tugged on it. A leash I thought! And my cuffs on my hands and ankles taking off. I was pulled out of the car, and pushed against the car and my hand pulled behind my back and rebuffed. "If you fucking run out here you won't get far at all dressed like that! You sissy bitch! Look at you, you like this don't you? You love being a girl, you want a dick in your mouth huh!" then she started laughing at me. This set my penis into shrinking into new depths. I was so embarrassed. "Only sissy slut whores dress like that, and that's what you look like, hahahaha, my god! You mind as well get fitted for wearing dresses all the time, cause you are no kind of man at all, just a bitch that's about to get put in her place. Most the things I had on were pad locked, the collar, the heals, the cb-2000. I was proper fucked. What have I got my self into? I was getting dragged because I couldn't keep up as the heels were hard to walk in and I couldn't see. I felt myself step up into a porch of some sort and I heard, "don't move!" I then heard a door being opened. I was pulled inside and I heard her slam the door and lock it " That also has a key, so you are locked in too!" she yelled at me. Being tugged again into some candle smelling room and then pushed down onto my stomach. I felt my ankles handcuffed again and the leash lock onto something in front of me and I was stuck bending over what felt like a bed with my hand behind my back and my ass in the air. "Sit tight, hahaha", I heard her say and then leave. Then, it felt as in one instance, my ass was set on fire by a great impact. I was being spanked! "Count them you fucking cunt!" Goddamn she could hit. I was crying! "You fucking pansy, I wasn't even trying to hurt. Aww, look! The little girl is crying. Are you going to run to your mommy little girl?" WHACK!! She started unloading on my ass!! I counted up to 6 and the pain was so great that everything went black and I passed out....
When I awoke, I was spread eagle on the bed, tied down, stripped down to my corset, hose, breast form, and I ball gag. I could see was my hair in my face and my tits. I could see my delicious Dom. she was beautiful. She was wearing exactly what I was wearing. Same corset, and hose, and was holding a riding crop and grinning from ear to ear! I felt a pain inside my ass, as if something was inside me. And just as I tried to look down to see what was going on, I figured out what it was when it was turned on. It was a vibrating dildo!! She started it on slow and pushed in in and out of me gently. It surprisingly felt great. I rolled my eyes in the back of my head and enjoy what was happening. "Do you like that bitch? Do you like getting fucked by your Mistress? I bet you wish it was a real dick, huh! You're such a fucking whore. You want it bad don't you? You want to be fucked by a big black man! Shall I continue?" I whimpered out a muffled yes, and then she turn it up, it seemed like full blast, shoved it as far as she could inside me and said, "there you go cunt! Now your little pussy is filled with that monster cock!" "I'm now going to take off you gag, don't say a word or you'll never go home again!!" the gag felt so great to be taking out. I had no idea how long I was out for, so I had no idea how long I had been in bondage. As soon as I adjusted my jaw and tried to get it comfortable I heard, "now OPEN WIDE!" I felt something enter my mouth, long soft and thick. My madam said, " Suck it! Suck that dick bitch like you know you want to. Do it for me and I'll do the same for your sad clit you call a cock!" I imagined girl friends I had had sucking my dick, and tried to imitate them. "Very good girl, a natural! You look like you've done this before! You love sucking dick don't you? All girls do it. So you better learn now cause I'm going to put that mouth and cunt of yours to work whore! You are going to be my new party favor!" the combination of the dildo in my ass and me getting blown set me into over drive. I was ready to cum! Almost, almost, ALMOST!! Then she got up, duck tape the dildo in my mouth and left. Now I was pissed! I tried to get up, I was trapped. I tried to scream but the fake dick in my mouth was too deep to utter a word. She arrived with something in her hand, a bag of something. I felt what it was right away, as it was applied to my genitals, it was ICE! I went flaccid right away and I could feel my mistress re-applying the cb-2000 to my penis. She jumped on top of my chest and pulled a camcorder from beside me and turned it around so that I could see the display. She played the tape of me sucking the fake dick, in the lingerie with the fake tits and looking like I loved it! "This video is mine, if you do anything to upset me, misbehave. Or anything like that, it's going out to everyone on your buddy list's e-mail, mailed to all your family and friends, and your work. If you don't think I can do, check this out. And pulled a little notebook out and read off like 10 names, addresses, phone numbers, and e-mails of family members and friends and co-workers I knew now, I'm fucked. She pulled out the cock from my mouth, pulled her self to my face and sat her pussy to my mouth and said, "lick"! I licked like I was a robot. She had total control of me now. I started to lick, and suck on her pussy like there was no tomorrow, cause for all I knew; there might not be one for me! This started to arouse me. Hearing her moan and whimper, while I still had the vibrater in my ass. My penis began to hurt in its cage. My god, I wanted to fuck. She started pulling on my hair and forcing my head into her crouch. More and more I licked and sucked, and the more I did it, the more she road my face!! Finally, she screamed and releases her cum in my mouth. "Swallow it like a good girl and you'll get a reward!" I swallowed all her juices. As she got up, I felt the ball gag placed in my mouth again. "That's a good little bitch. You use that tongue just like a real girl, so you must be one. From now on you are going to be called Lilly! You will only dress, as a male at work and that will only be your outer clothes. You are to wear panties and bras and shave your body hair ALL THE TIME! FROM NOW ON!!!" she again unlocked my cb-2000 and started stroking it, up and down ever so gently. "Do you like your clit rubbed like that bitch?" I nodded my head yes. She then sat her pussy right above the tip of my now "clit" and teased me with it. "Do you want me to fuck you? Do you think you deserve it?" I muffled thought the ball gag a hundred times yes and nodded to know that I want her so badly. She kept rubbing her pussy on my dick. It was so wet and warm. I wanted her so bad. "Are you ready to submit bitch? Are you ready to me mine and do WHATEVER I WANT YOU TO WHEN I WANT IT???" I shook my head yes. She stopped, and pulled the ball gag out and said, then say it cunt!" I said, " I will submit to you. I will do anything you say. I will wear what ever you want. I will do what ever you want when you want." "And what's your name bitch?" she asked. "Lilly my Mistress," I replied. "Good, now shut up, a whore is better seen and used but not heard", and with that she drove her self onto my "clit". She felt so nice inside. She started riding me so hard that...I could feel my climax coming soon. With that, and that vibrater still on inside me, I let go. I came like I never had before. As if it would stop. It was the longest orgasm ever!! I moaned and moaned. It felt soooooooo good. Normally when this happens, the girl will stop, and you'll get into an argument that you got off before her. My Mistress did not stop. She just kept riding me, now harder that before. My dick started to hurt and hurt bad. I started to scream through my gag. And it sounded like muffled shit of course. "Shut the fuck up you bitch, I'm not done with you yet. I'm going to fuck you until I can't move anymore, and by the looks of it, I'm in allot better shape than you and might be here awhile!!" she road and road, and I screamed and screamed! There was no longer any pleasure, just pain. Even the dildo inside me was hurting from being so deep inside and for being on so long. I tried to pull on my restraints again and all I could do was scream! She fucked me so hard that my eyes were so far back inside my head I couldn't see, and my dick no longer had any cum to give. Just then what seemed like about an hour, she slapped me, grabbed my neck and started choking me! She was orgasming so hard, her mouth just hung open and she screamed all while she choked me. She let go and I exhaled and gasped for air. Lit a cig and sat next to me and blew her smoke into my face saying, "I bet you wish you could have a smoke huh? Well you better get some sleep you pussy, I'm going to go take a knap, when I wake up I will want that tongue of yours again!" with that, she locked the gag into place, re-placed the blindfold and re-applied the cb-2000 to my "clit" and said, "goodnight whore!"