Well as usual lacy is out of town and dressed to the nines. Crotch panel cut out pantyhose, butt plug in place, panties and pad, bra and those ever presence reminding 42D breast forms, blouse, skirt, and heels. Now for the call, dialing lacy is visibly quivering as always. Just the feeling of being dressed and calling Mistress causes the nervousness. Not knowing what Mistress will do to lacy this time.
This evening proves to be no exception. Lacy is ordered to paint her toenails, two coats, then a new addition. Lacy must paint her fingernails. This is a first. Lacy pleads with Mistress, begging to not have to do this. Why don't you want to lacy, asks Mistress Christine. Lacy doesn't have any nail polish remover. Paint them any way, giggle Mistress. The laughter ringing in lacy's ears, as her face burns red with humilation. Lacy you will just have to go out in to the store and buy some before you head for the airport tomorrow won't you. Yes Mistress, lacy says with her head hanging down. Mistress Christine forces lacy to suck cock, with her dildo and red painted nails wrapped around the big dildo. How humilated lacy is. Finally lacy is allowed to cum and Mistress teases lacy even more about having to go to a store and buy nail polish remover.

Lacy finishes her work and cannot sleep. Getting up in the middle of the night she dresses to go out. Jeggings, bra and forms, mary jane higheels, blouse, earings, and lipstick, and of course a pad to catch the sissy drops and help give her a smooth front with the sissy clitty tucked down and back. Lacy drives up to a drug store and just cannot go in, looking at her painted nails. Next she drives around trying to gather courage and finally goes into a walmart. Walking briskly to the beauty products she cannot find the remover. Embarrased she has to ask a clerk for help. She see's lacy nails and grins and leads her to the remover and asks if she needs help with anything else. Lacy say no and grabs a bottle heading to the check out. Oh no, there is only one check out lane open and three women checkers are there chatting and laughing. Lacy walks up quickly places the bottle on the belt and reaches for her debit card. One of the lady's says that a really pretty color on your nails. Lacy can feel her face turn red and wants to run out. Braving the teasing lacy admits the polish was done under instructions from a lady friend. The continue to tease and laugh, then they see lacy's heels and jeggings and tell her to enjoy her evening since she is dressed for a good time. I wanted to die. But at least lacy did obey her Mistress.

Oh no a new feminine duty, lacys period starts

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On the road and in for another punishment

Well lacy is on the road but decided to try and be something other than a sissy this time. Lacy didn't bring her special suitcase. The test didn't last one hour. I was compelled nonstop at a Lane Bryant and browse. That means buy. As usual lacy walked

Out with three pairs of panties, black, white, and pink. A 42D black bra, black v neck cami, and a pair of spans shakers and tights. But lacy needed shoes. I just couldn't helpyself. A new pair of low heels for driving with a buckling strap and a very sexy

Pair of five inch spikes in purple patent. Mistress Christines favorite color.

But I know she will be very displeased with lacy. Not bringing her special suitcase, impulse shopping in male clothes, no frillies underwear, no purse, no earrings, no lipstick, no nail polish. I am dressed in my new purchases while writing this and actually shaking nervously. Even worse lacy is almost in tears knowing how much Mistress Christine will be displeased. Lacy could just not tell Mistress is what you are thinking. Mistress Christine has lacy trained to the point that she cannot lie or hide her transgressions knowing that Mistress will punish and humiliate lacy terribly.

Shopping for makeup at the mall!

Mistress Christine in her continuing efforts to feminize me and humiliate me at the same time decided that lacy needed makeup. Not having anything but lipstick and nail polish wasn't enough for a sissy, especially not one owned by Mistress Christine. After my last shopping trip some new conditions were added for all shopping for anything for lacy. Every trip for anything for lacy would require lacy to be dressed in something femme, lacy would be wearing women's heels, and most importantly lacy would be carrying a purse. No mistaking lacy for anything except a sissy with those conditions. Finally locating a mall with a couple of make up stores I got dressed as required. A new purple blouse with some frill at the bust, women's slacks, pantyhose, panties and pad, 42 D cup bra and breast forms, painted toenails, jewelry, and my knee high 5 inch heel boots. I got all dolled up and walked down the hall at the hotel and then to the car. I know several people noticed me. Driving to the mall I kept getting those little twitches from my sissy clitty, you know the ones that cause a drop of fluid to come out of the end and into your pad. Good thing for pads I would have had a wet spot in my panties and slacks. Even with a jacket on those 42 D cup puppy's are prominent. There was no way anyone could miss them.

I drove around the mall parking lot for a few minutes to get up my courage and let the time get to within one hour of closing. Hopefully this would mean fewer people in the mall. Parking, I sat there nervous and waiting for the right time to get out and go in. There was no good time, people kept coming and leaving. Finally I just opened the door and swung out my legs, stood up and started for the mall entrance. I made it to the entrance and there were several people coming out. They definitely took a good look. Here I was all dolled up and obviously a male in sissy clothes. Using my most confident walk I made it to the central hall and looked left and right. I decided to go into a shoe store. The clerks all took a good look but were very helpful. I couldn't find anything i really wanted, so I asked if there were any makeup stores int he mall. They smiled and politely gave me directions and told me to come back anytime. I walked out and started toward the makeup stores. There were people everywhere. Women and men. I couldn't walk any faster due to the 5 inch heel boots. Mistress Christine most certainly knew I would have to take my time wearing them and walking in the mall. More time to expose me to the entire world as a sissy.

I found the makeup store Sephora, and walked past it with the vendors in the center isle kiosks taking a good look at me and grinning. I then turned around and walked back and inside. Several of the clerks noticed me immediately and they all huddled at the counter, probably deciding who should wait on the sissy. One very thin, beautifully made up young woman came over and asked if she could help me find something. I took a deep breath and repeated what Mistress Christine told me. I said I need to purchase some makeup and I don't know a thing about it. I would like to pass and have the option of going a little slutty. She walked me around the shop for a few minutes showing me several things. Then she sat me down and started to bring some items over. She had several assortments, mascara, foundation, eyeliner, lipstick etc. She matched up a foundation and rubbed some on me. I wanted to die and cum at the same time. She gave me some tips and a few cards on different looks and how to apply it. She rang me up and smiled telling me to come in again. All of her associates were having a good time watching. Also the women in the shop seemed to enjoy it at well.

Paying for my purchases I started for the door and into the mall halls again. Oh I was so humiliated, everyone was watching, people were grinning, and pointing when they thought I wasn't looking, every step was too slow. My feet were a little tired at this point and I wanted to kick my heels off and run for the exit. As usual Mistress Christine had probably anticipated this and her reason for wearing the boots was that I could not just take them off. I would have to sit down, pull up the legs of my slacks and unzip them. That would take more time than walking out. The humiliation continued all the way to the car. I drove back with a very wet pad. Then at the hotel, I called Mistress Christine and recapped the events. She was proud, but felt a punishment was in order for wanting to remove my boots.

She teased me unmercifully, stroking, stopping, stroking, stopping. Sucking my dildo, then pulling my large butt plug out and putting toothpaste on the dildo and inserting it. Fucking myself with the burning sensation at the same time. I was so horny and wanted to cum badly. She had one more trick up her sleeve, I had to open my blouse, pull down the bra straps, and cups. Attach my nipple clamps and loop my handcuffs through the nipple clamp chain. Then she had me stroke, alternating hands. This pulled hard against the clamps and made me hurt so good. Then I had to reach out to the top of the closet to get the keys without removing the clamps. This pulled terribly and hurt, but she kept teasing me and taunting me then told me if I wanted to cum I had to reach up, which would pull the clamps off. I did as instructed and almost came when they pulled free. It hurt so bad and so good. Having pity on me she finally allowed me to stroke to cumming. I was exhausted and humiliated, my sissy hole burning, and my nipples aching. What a night.

Traveling enfemme!

Well, having disappointed myself and especially displeased Mistress Christine a couple of months ago by not getting all femmed up and going to purchase new eyeglasses, Mistress Christine gave me a new assignment. This time lacy was traveling, a five and a half hour drive and would be driving through Indianapolis IN. Not to challenging until Mistress Christine laid down the rules. lacy would be wearing pantyhose, panties, 42 D cup bra with breast forms, waist nipper, womens slacks, and a womans blouse. Oh and of course heels with open toes so her bright red toenails would show through and matching cocksucker red lipstick. After leaving from work lacy ducked into a restroom and changed into her slacks, bra, breast forms and blouse. Walking out I was aware of every little detail of the walk to the car. It was unnerving, humilating, and exciting. Good thing I was wearing a pantyliner to catch the drops and keep my panties and slacks dry.

Arriving in Indy, I drove to the mall and forced myself to go into a shop named Lover's Lane, looking around, I heard the pretty clerks giggle as I minced over to the lingerie section. Several times they came over and asked if I needed help in finding something. None of the outfits caught my attention, but two red wigs really did. Being a real redhead I found them to tempting to resist and bought both, one shoulder length that turns under and a longer curly one. The clerk said I hope you enjoy these and invited me to come back anytime.

Now walking into the mall I headed straight for the shoe store and Lane Bryant. The clerks again giggled embarrasing me so much when they did. But they helped me find a lovely purple ruffled blouse with a black lacy cami to go underneath and a black skirt. Unfortunately I chickened out and did not ask to try them on. Later I will out how much this displeased Mistress Christine along with the fact I hadn't taken my purse in.

On to the shoe stores, looking at the shoes in several store I finally found some that I wanted. Walking on inside the clerk, grinned broadly, and I am sure she was stiffling a laugh. Approaching me she asked if I needed help and I pointed out a couple of pairs that I was interested in. One a pair of black higheel clogs with studs and little chains on them, and the other a pair of highheel knee high boots. She was great helping me try them on and then making some trips to the back to get different sizes and colors. I tryed them on and walked around the store as she suggested. I know she was looking at me and having a good time with this. Deciding on the two pair I wanted she showed me some leggings but unfortunately didn't have my size. Paying for my selections she like the other told me to enjoy them and that they looked good on me and invited me back.

Now for the long drive to my final destination, oh dear, I realized I had to get gas. Mistress Christine had certainly know I would have to to this in femme. Going to the gas station, I had to screw up the most courage ever as there were plenty of people, men, women, teens, all looking at the guy dressed in femme and heels, with lipstick filling the car. I wanted to crawl under the car, but had to stand there. When I got back in I almost came.

The drive was torturous, being dressed up and so sexually arroused and not able to play with myself until I got to the hotel. Finally arriving at the hotel I had to walk in dressed like that and sign in for my room. As usual the clerks go their giggles in and the guy at the counter did a smirk and kept looking in disbelief. The clerks gave me the key and told me about the complimentary cocktail hour and breakfast. Humilated and aroused at the same time I was litteraly dripping at the crotch. Getting to the room and carrying all of lacy's special suitcases and new purchases wearing heels was an exercise in obedience as well. Especially with others around.

Changing into a new outfit, blouse, nipper, panties, hose, and knee high boots I anxiously called Mistress Christine. Mistress made me tell her all about all of my adventures. She was so pleased with me until Mistress found out lacy had failed to take her purse in and had not tried on her purchases at Lane Bryant. Mistress was really disappointed. She then proceeded to put me through a series of stroking sessions while kneeling on a ruler, spanking myself with a leather paddle, and then it got really tough. Kneeling on the ruler stroking, sucking my big dildo, and spanking myself. Then a series of twenty strokes wanking and counting each stroke without cumming. Next lacy had to remove her buttplug and insert the dildo, kneel on the ruler and stroke. Then fuck herself with the dildo numerous time and then sit on it to stroke.

Mistress had lacy begging to cum but her real punishment must happen first. Nipple clamps were now attached and tied off to the coat rack in the hotel room, and hands handcuffed behind the back with the keys on the other side of the room. Standing there in heels, dildo inserted up to the balls, highheel boots, red wig and aching for release. Mistress Christine began telling lacy how disappointed she was in her for not completing her assignments to the letter. Lacy had to promise that from now on she would always try on outfits before buying and always take her purse when shopping. Mistress Christine's voice then suggested that lacy go ahead and undo her handcuffs. But Mistress the keys are on the bed. "I know lacy but you only have one way to get out of this, pull the nipple clamps off by stepping backward." I couldn't do it, it hurt terribly as I pulled back a little. Mistress Christine kept telling me how much of a slut I was then telling me to pull the clamps off. Finally i pulled and pulled and they came off one at a time. I wanted to scream and cry at the same time. But I knew this was a punishment and had to comply. Mistress then reminded me of my punishment and requirements to carry my purse and try on clothes and how humilating it is for me to do this. All things were right with the world at that moment.

I owe her so much.

new breast forms and reminder of status

Well here's a few photos of my new outfits I purchased while wearing my new breast forms last shortly after I purchased the forms. I still can't believe I wore the forms out of the shop and then went shopping for outfits at Lane Bryant. Mistress Christine was quite pleased that evening and I had to tell her everything that had happened. This was giving me the big head along with the big boobs. I didn't get a chance to wear them all week until our regular phone session on Saturday morning. Mistress Christine teased me terribly. I was dressed in the new brown skirt outfit and was quite excited and felt like a big girl with big breasts. However Mistress Christine decided I needed a good working over, teasing me terribly, calling me a sissy slut with big titties. Teasing me more and more about my feminized state. Then I was ordered to use my leather paddle on my own ass repeatedly until she was satisfied that I understood she could and would make me do anything she desired. The punishment was to remind me of who is truly in control. Next I was instructed to remove my skirt and remove my aneros toy from my sissy hole. Mistress announced that I was to get out my dildo, and loving lube it up and good. I begged not to have to be violated that way. But Mistress used her control to further subjugate me with the dildo. I was commanded to insert it all the way to the balls. Slowly working the monster into my sissy hole I complied. Fortunately my back side was to the web cam and my humiliated red face was not visible to Mistress. Although I am quite sure she knew the color and I had to endure her teasing as I worked to fuck myself with the huge cock. After inserting it all the way I was made to tell Mistress how much I enjoyed it, how much it hurt so good and that I was Mistress Christine's sissy slut with big titties. Then I was forced to sit down and fuck myself with the dildo as I stroked and counted my strokes for her. First 20 strokes, then stop, then thirty strokes then stop, then 20, and stop. Then Mistress had me stroke and count to 30. Moaning terribly and with my high heel clad feet spread, knees bent and heels in the air I stroked and counted as she tormented me telling me I was her sissy slut. It happened, I came. It was fantastic until she informed me I had cum without her permission. Mistress Christine informed me that I would definitely be punished for this and my next assignment might be sissy eyeglasses, a wig, or makeup. Not only would it be one of these but the conditions and dress code for the assignment would be even more challenging and probably humiliating. Mistress Christine said she would definitely think up some serious punishments for cuming without permission. One of the most severe offenses I could have committed. Oh dear..... not again.

42 D cup!

Well after a nerve wracking few days out of town and Mistress Christine pushing me to complete the assignment. What's the assignment? To go shopping for and purchase a pair of breast forms for the first time. This may not sound to daunting until you find out that I am required to go shopping in person, dressed in my frilly undies. Bra, pantyhose, panties, butt plug, women's slacks, women's embroidered blouse, and the ultimate test of wearing 5 inch open toe heels to show off my pink painted toenails. Oh and by the way I don't have a wig either. I had to take a purse or tote as well.

The day before i went to a shopping center and purchased a new black leather purse from a women's handbag shop. Next to Bestbuy to purchase a ladies leather computer bag. Of course I had to do this at least wearing my pantyhose, bra, and panties. Then to check out the Lane Bryant store and buy a pair of spanx high waisted slimming pantyhose. Nervous and excited all the while.

I also called the store to check their hours and even screwed up the nerve to explain I wanted to purchase a pair of breast forms and that I am a male cross dresser. The woman clerk asked me to call back the next day and ask for Betty to make an appointment. Calling back the next day I spoke with Betty who invited me to come in anytime and wanted to know my name, which I actually gave her. The next day all I could think about was how can I actually do this. I wanted to chicken out so bad and I wanted to do this so bad. My stomach was a nervous wreck. After work I went to the hotel, checked in and began the process of getting ready to take this big step. Showering and shaving, I next pulled out the pink butt plug, Mistress makes me wear to remind me how much of a slut I am and that she is in control. Lubing the plug I laid back knees up and inserted the slowly allowing myself to expand and swallow the plug. Next the pantyhose with the crotch gusset cut out to allow my sissy clitty to go through. The high waisted support panties pulled slowly up my silky hose encased legs, and then inserting the pad I was required to wear. A pad? Due to my constant state of arousal and the twitch which pushes out a drop of precum every few minutes, I need the pad to keep my panties clean and spot free. Pushing my sissy clitty down and tucking it away I pull the panties up snugly. I can feel the pad and along with the plug I can feel my butt sway as I walk. Now the bra. I am sure Betty will make me take it off when she fits me. Then the matching cami. The blouse is next. I struggle with the buttons, both because the are on the opposite side from a men's shirt and because I am so nervous I am shaking. Then the woman's slacks, I am so weak kneed that standing and walking takes concentration. To add to my predicament I have to put on pink lipstick and outline my lips with a lip pencil. It takes several minutes to complete this with such unsteady hands. Now for the 5 inch open toe black patent heels. Mistress Christine picked these out from my collection to show off my ankles, pink toenails, and how well I manage in heels. Not to mention that she knows how this adds to my embarrassment and humiliation and that I will have to drive in them and that I can't run in heels. Shaking I look at myself in the full length mirror. Not bad at all except my face with no makeup and no wig said male. What a true submissive sissy.

Grabbing my tote and purse, cards, and keys I walk out the door down the hallway, down the stairs and out to my car. Heels clicking all the way. The 20 mile drive is nerve wracking, driving in heels, wearing women's clothes, hoping that the other drivers don't notice what I am wearing. Pulling into the parking lot I cruise slowly past the shop. There are a couple of cars there and a woman and child are inside. I decide to drive around down the road and come back hoping that they will leave soon. Arriving again I pull in to see the shop is empty and pull up next to the front door. Grabbing my tote with another outfit in it I swing my legs out and stand up in my heels. Walking smoothly to the door I push it open. A woman approaches me smiling broadly. She is happy to see me and ask calls me by name. I am blushing terribly. Betty tells the other clerk she will be in her room.

She takes me in back to a fitting room and asks me what I am looking for. We discuss a C cup and I tell her I am supposed to buy a D if possible. She looks for a set of forms that would work for me. She has me stand and remove my blouse and helps me take off my bra. Betty mentions that bra isn't right for you. Measuring me she decides a 42 D cup would work. Noticing how nervous I am she tells me everything is ok. Just to relax and she will take care of everything. She goes to retrieve a few bras. I just sit there with my legs crossed at the ankles trying to calm my nerves and taking all this in. She comes back and has me stand helps me with putting on the bra. Fastening it up and coming around in the front and inserting the two very large breast forms. At this point I am definitely weak in the knees. First she pulls out the right cup and slide the form in, and then the same on the left side. I look down and see and feel for the first time two very large breasts. I breathe deeply trying to keep conscientious and amazed and blushing. She asks me how they feel. I don't know how to respond. I love them, I have to have them. She has me turn around and look at myself in the mirror. Turning to face it and then to the side I see my new profile. I tell her they are so heavy and I can't believe this, I love them. She is smiling and adjusting the bra and straps for me. She then has me try on two more bras. The second doesn't really do anything for me. While she goes to get the third bra I can't sit down and have to keep looking at myself in the mirror and I keep feeling my new breasts with my hands. Coming back in she sees me admiring them and grins. The new bra is a bullet bra she explains. It will make them project out more. The same procedure helping me in the new bra, inserting the forms, and then adjusting it for me. I am having trouble keeping my hands off them. She asks if I would like to try on one of my outfits with them on. "Are you sure," I ask. She encourage me to again and I proceed to button my blouse. She tells me that it might not button with those on. But it does button and looks good. I tell her I shop at Lane Bryant and she tells me that's good for a girl my size. She talks to me encouraging me all the time and about how many guys she has worked with. Then she asks if I need anything else and I say no. "Well are you ready to go" she asks. I start to unbutton my blouse and Betty says why don't you wear them out. I said "I don't know about that" Betty opens the door and take me by the hand and says it's ok come on. I am already dressed up and now I do have breasts. I step out of the room onto the sales floor where the other clerk is and she smiles at me. We go over to the counter and Betty talks to me reassuring me the whole time as she checks me out and invites me to come back anytime. Stepping out of the shop I am now wearing breasts for the first time.

The drive back is unbelievable. I keep feeling them and see them projecting out and the seat belt goes between them in the car. This is to good to be true. Next to the Lane Bryant store near the hotel. I drive past and wait a few minutes. I call the store and tell them I would like some assistance picking out a few outfits and they say that's ok. Then I tell Christine I am a guy. She giggles and says to come on in. I drive around some more and then park. This time I have to cross the street high heels clicking on the pavement. As I start to cross a really pretty young woman looks me over and giggles but goes on. I push the door open and get halfway to the back of the store and a clerk sees me stifles a giggle then approaches me. It's Christine who I spoke to on the phone. She is young and cute. She asks what I am looking for and then we walk around the store as I point out items and the look I tell her my ideas. She helps me pick out the items and carries them back toward the counter. However she heads for the dressing rooms and asks I would like to try them on. I start to say something and she says go ahead so you know they fit. Closing the door she tells me to call if I need any help. I try on a very short skort, a lovely black and white satin skirt that falls just below the knees. Coming out I an caught off guard at the counter when I see a woman customer checking out. Christine asks me if there is anything else. She takes me on another walk around the store. She picks out a gray wide neck blouse with a hood in the back, a black pair of runched leggings, a pair of denim look leggings, and wide black belt to nip in my waist. This time she doesn't' even ask and takes me to the dressing room. I try everything on and just have to have it. I take the new items out and Christine proceeds to check me out, I pick up a pretty red garter belt as well. Using my Lane Bryant charge card I pay and Christine see me out of the store thanking me as I leave.

This has to be the most embarrassing, humiliating, exhilarating, and wonderful night. Now I get to tell Mistress Christine about this in detail on the phone. We go over the details of the night and I am instructed to post the pictures for her inspection. I ask her if I am her big girl now and she tells me I am her big titty slut. She has me feel myself up while looking in the mirror. She isn't through with me yet and makes me go through several tasks as we talk and has me begging as always. Mistress Christine then allows me to cum as a present for being such a good girl. I can't wait until my next assignment. I still have to learn makeup and purchase it, possibly have someone do me up and teach me, shop and purchase a wig, and I need a pair of women's eyeglasses as well and then whatever else outfits Mistress desire me to have. I know she will continue to push me.