Archive for the ‘Crossdresser/Sissy’ Category

Underdressing usually entails wearing women’s panties or bra underneath youroutfit for the day. Sometimes it can be taken even further with a full lingerie set, whatever you’re most comfortable with.

Men’s clothing is almost always loose-fitting on the body, even dress shirts are somewhat relaxed fitting, allowing transvestites to secretly don their favorite intimates.

I know what you’re asking: “But Tracy, how can I underdress” ? Well, lucky for you I’m such an expert in Crossdressing, I can give you step by step instructions on how to underdress.

Step 1 – Select Your Panties
Go into your underwear drawer and select a bra and pair of panties. Optional: Garter Belt, Nylons (pantyhose), and Corset.  Some of my CD/TS/TV’s like to start wearing matching sports bra and panties.

Step 2 – Put Them On

Now, you’ll want to be naked for this step. Proceed to clasp the bra and pull the straps onto your shoulders. Next, put on your panties. It’s just like putting on briefs or boxers, so this part should be a breeze. Optional: Finish up by attaching the rest of your lingerie set.

Step 3 – Put On Your Boring Man Clothes
This is usually people’s most despised step, but it must be done, to avoid indecent exposure. Slip into your pants and shirt, make sure nothing is peeking through, and leave the house. Proceed  and enjoy.

That’s it! You’re now well on your way to underdressing, have a great time!

Note: If you want to be extra daring, wear a push up bra that will give you two small bumps on your chest.

Also, you can wear light colored clothing that will show what you are wearing underneath.

Call Tracy for All Your Crossdressing Needs!

1-877-469-3848

slut…

bitch…

bimbo…

whore…

These are names that men love calling me. These are names that my Mistress uses to address me.

I am a tool and toy, a toilet and a slave.

I do what I am told to do.

I have learned that my desires mean nothing and the desires of my men and my Mistress mean everything.

Once I wanted freedom. Now I want to please.

Once I needed women. Now I am a woman.

Once I enjoyed cumming. Now I enjoy men cuming in and on me.

xx Bimbo Betty

Class was done for the day. Betty got up and wobbled away in her 6″ spiked high heels. Taking months of bimbo class will hopefully pay off. “Betty, you have chewing gum in your hair!” Mandy said with a giggle. “Duh!” I knew that I lost that somewhere!” Betty said with a breathy voice.

The two girls were such airheads and the best in their class at becoming the next great bimbos. Mandy had killer tits and ass, and Betty had the biggest boobs around along with sexy full lips. “It is sooo hard being a slut!” Betty told her friend. “I mean, it’s like, really!” Betty said with the look only an airhead could muster.

The two went back to their apartment and stripped into their bras and panties. “Oh dear!” Mandy said with the look of shock. I forgot to give our teacher, Mr. James, his weekly blowjob! I am gonna flunk his class!” Betty smiled and said “Duh! I never forget. I gave Mr. Robinson a blowjob Monday then he made me give one to the janitor on Wednesday.” “You will probably get an A” Mandy said in disgust.

The girls were two of the smartest young ladies their freshman year of college when they ran into Dave, a cute guy at the local bar. Dave sat with the girls for hours drinking and talking and when he told them that they didn’t have what most men are looking for, the girls were devastated. Betty said “But I am pretty and I have big tits and…” It doesn’t matter, you are both way too smart for a real man to take interest in you.”

Mandy asked the question “Well, what can we do Dave?” Dave told them that there was an exclusive class for girls like them where, if they worked really hard, they could become the perfect women. “That’s for me!” giggled Betty. “Me too, said an anxious Mandy, and within two weeks had started their education.

The girls joined an exclusive class of young women that were striving to become perfect bimbos. “Bimbo training is difficult and not for everyone” said the headmaster, Dr. Thomas. She was a busty, long legged hot looking blonde professor and knew what she was talking about. “For those of you that successfully pass this course, you will be airheads, sexy, slutty and desired by all men, wherever you may go.”

Both Mandy and Betty could not wait. Their first homework assignment was to go back to their apartment, dress as slutty as possible, go to a bar and make out with each other in front of several men. “Teacher said to wear extra thick lipstick. I wonder why?” Mandy said with a frown. “Duh! It is because it will look so slutty when we kiss. Smeared lipstick on both of us!”

Their next assignment was more difficult. They had to stand outside late at night, dressed like whores and their job was to get a minimum of three men to ask for a blowjob within two hours. Mandy was successful, but Betty could only get two men to shoot their cum into her silly little mouth. She had 15 minutes left to complete her assignment or she would get an F.

When it looked like she would fail, she saw a man walking slowly towards her. This is my last chance to pass my assignment. I just have to service this man! As he got closer, her face turned white in horror. It was her uncle! Now what?! She could be noticed or worse, she could fail her assignment and receive an F.

As he walked up he did not notice that Betty was his niece. “Hey baby, how about servicing this big, thick cock?” Betty did not look up. She unzipped her uncle’s pants an started sucking. How embarrassing! What if he found out and told her family? This was horrible! In no time at all, her uncle moaned and then grabbed the back of her head and filled her with his cum.

Betty did not know what to do. She swallowed like she was taught and as soon as her uncle walked away she ran home.

Another A for bimbo Betty!

Monday, December 15, 2009

Mistress Tracy  1-877-469-3848

The family had the annual garage sale all set to go. Tables of clothing, boxes of used toys, books and accessories lined the garage. It was Saturday and as an eight-year-old, I was always the curious type. I went into the garage scouring through the items when I came upon a table of woman’s clothing.

Bras, blouses, nylons, shoes and everything imaginable filled the table. At first I just looked at the clothing and moved on. Then as I walked passed a white, Playtex bra, I took another look.

The bra was plain and simple but I found myself  in-explainablely interested in it. As I took it into my hands, the unique smell of the rubber and fabric aroused me. For the first time I had the urge to feel naughty and I held the bra up to my chest, imagining myself having tits and looking so very silly.

The entire rest of the day I found myself thinking about how naughty it would feel to strap on the bra and feel like a woman! I woke up very early the next morning and immediatly went out to the garage. As I walked in, I immediatly began searching for the bra. There, amongst the many articles of clothing was that feminine, erotic bra!

I immediatly took off my shirt and struggled for what seemed to be forever to hook the bra together so I could wear it. Finally the bra was on! It felt so feminine. I found myself aroused and my heart pounded inside my chest.

But it wasn’t enough. I looked around and found a few blouses and picked them up and quickly stuffed them inside the large cups to fill them out. Now I really felt feminine! As I pranced around the garage, hoping no one would walk in, I noticed an orange, stretchy women’s sweater. It had silver sparkles weaved into the fabric and I remember my sister wearing it last summer.

I pulled the sweater on, over my new, large boobs and now, for the first time, I really looked like a girl! I could not believe what I did next. I walked over to the door and slowly unlocked it. I am not sure why but I just had to go outside and walk around in my fully filled bra and women’s tight sweater! I went out and was amazed to realize that I was not even concerned someone would see me. I almost wanted to find myself walking around the corner to see someone that I knew!

That Sunday morning felt like heaven! I was a woman for the first time and something inside came alive for the first time.

My domineering wife again screamed at me for not making the bed. Why did this relationship become such a struggle? Over the years she became more and more dominant, and I, more submissive. Was this my nature? Did I enjoy being told what to do?

About a month later, in one of her more dominant moods, she threatened me. “If you don’t start behaving as I wish, we will march you right down to the tattoo parlor and get you a cute little tattoo.”

I was curious as to what she was thinking. “What sort of tattoo will you give me?” I said in a surprisingly obedient manner.”Hmmm, maybe one that simply says ‘Silly bimbo’ or ‘airhead’, or maybe we will get you a nice little ’sissy’ placed somewhere that everyone can see!”

My face went red with embarrassment. I could never allow this to happen! I would have to obey her every command.

Several days later, she walked up and handed me a clear plastic cock cage. “Put this on now! You need a little control.” I was angry and had no intention of doing such a thing. “Screw you! I am not wearing that thing for one minute!” I said with my most masculine voice.

She walked over to me, slapped my face and said “Bitch! I own you. I own your ass, your cock and your soul, now put it on before I really get upset!”

The next thing I knew, I was encased in this silly device! It allowed me to use the bathroom, but I now had to sit in order to go, just like a woman. The device was locked with a strong padlock and the key was hidden away somewhere.

As each day passed, I found myself unable to get aroused and the experience begun making me more and more obedient, more attentive to her needs. I felt myself thinking of ways to please her more, to make her happy with me.

After about 2 months of this new lifestyle of chastity, I felt that I finally was put into a position she would be happy with, but I was wrong. “Oh honey, I have something for you.” she called out from the bedroom. She asked me to come in and when I did, I found a frilly pinafore, bra, panties high heels and wig lying on the bed!

“This is what you will be wearing at home from now on. I have decided to make a substantial investment in your progress as a woman.”

“WHAT!?” No! I wont! I….” She placed her finger over my mouth and said “Hush now little lady and put on your things.” I was so angry, yet I found the idea erotic and a warm sensation shot though my body.

I put everything on and she entered the room with a big smile. “Very lovely!” she said and then, in the most shocking moment I can remember, in walked her new boyfriend to see me standing there as her new maid!

My life would never be the same. I really had become a woman. And it felt wonderful.

airhead- what every woman desires to become.
ball gag- this device improves a woman’s smile, so wear it often!
bimbo- a very popular girl.
blow job- what you should crave daily.
cum slut- a position of privilege.
dildo- a girl’s favorite lollipop.
gang bang- a special party for special girls.
slut- this is really good and if you are called this, feel proud!
toilet slut- a specialized woman trained to be very pleasing.

Do wear heavy make-up.
Don’t act sophisticated.

Do Dress slutty.
Don’t act intelligent.

Do practice being an airhead.
Don’t read too much.

Do smoke, since it looks sexy.
Don’t ever say no.

Do swallow.
Don’t spit.

Do wear your highest high heels.
Don’t ever dress conservative.

Rules for sluts to live by:

1. Always wear your make-up thick and over-done, so as to look cheap.

2. Never go out wearing anything lower than 4″ high heels, and preferably, wear something even higher.

3. Wear a bra that will show through your blouse. If the blouse is not low-cut, then unbutton it until the bra is showing.

4. Giggle and act dumb at all times as men love this type of behavior.

5. The word “No” does not exist in your vocabulary. Always, always say yes when a man wants something.

6. Practice sucking on your dildo daily so you can deep throat without gagging.

7. The smaller and larger rule: Smaller brains and bigger boobs.

8. Smoking and drinking- Smoking is sexy so do it. Drinking makes you loose your inhibitions, so do it.

9. Find a girlfriend and make out in front of your man. Men love girls that make out with other girls, so it is your job is to make this happen.

10. Always, always, always swallow.

The slap on my face was beyond painful. The sensation of being slapped over and over and over on my face felt like fire. All because I could not take proper instruction.

About two months ago I had my first experience as a tranny. I went to a bar dressed like a whore: tight mini skirt, leather like blouse that looked as if it could not keep my tits in any longer, 5″ red high heel pumps, and a red shoulder-length wig all gave me the look of a professional girl.

Men could not stop staring. Although I was nervous, I liked the attention I was getting. After a few of the usual “Hi honey, can I buy you a drink?” then came by a man that appeared different. His smile, made me feel at ease, forgetting for a moment that I was a silly cross dresser trying to fool a few men.

“Hi, my name is Bobby and I am visiting the country for the first time.” He sounded so genuine and kind that I wanted to know him better. “Hi Bobby, welcome the the U.S.!” I said with the most breathy and sexy voice I could find.

In what seemed like only a hour, we found ourselves talking for five full hours until it was so late, that we were the last ones in the bar. Bobby worked for the government of Algeria and he was here to do some business transaction. Whatever, I liked him and found myself staring into his eyes.

“Would it be too forward of me to ask if you need a ride home, lovely lady?” I was charmed off my high heels. He really thought that I was a lovely lady! I found myself saying yes before I knew it and soon we were off into the night.

We went to his hotel room and he poured us a drink. I sipped mine but found myself becoming dizzy. When I told him, he suggested that I just lay on the couch until I felt better.

The next think I knew, I was awakened by a splitting headache and the sound of a woman crying. I was no longer in his apartment, or even in the country for what I could tell. Bobby was gone and now I was in a small room with two other women and about six men.

One woman was being told to strip and when she hesitated, they slapped her so hard that she fell to the floor. Te other woman was giving two men oral sex but it appeared she was fighting it as they were holding her in place tightly and demanding that she improve her “work”.

A man came over to me and smiled and said “Another dumb bimbo that has fallen for our Bobby! How amusing!”

I was drugged and then kidnapped for the sole purpose of becoming a sex slave! I had to get out of here! Then several men came over and told me to show them my “talents”. I started to beg for them to let me go, but then they started hold me down, strapping me to a post. Before long I could not move and they asked me again to show them what I could do. I started crying. Maybe I really was a woman! I knew I was trapped!

Then a large man came close and said “I know you are nothing but a bimbo, but you will show us your talents because you are now a cumslut!”, then he began slapping my face over, and over, and over.

The only escape from this terrible pain was to do exactly as he desired. I finally said “Okay! Okay! I will show you! Undo my arms, please.” Once my arms were untied, I went over to the large man and slowly unzipped his pants, exposing a massive cock! I knew that I had to obey.

I first started stroking it, then kissing the head. Then he grabbed my head and shoved the cock so far down my throat that I almost blacked out! I sucked best I could and found that he was pulling and pushing my head so violently, that I did not have to do much of anything, he was using me as a fuck doll.

Soon, he moaned and cum shot out! He missed my mouth and it went all over my face, eyes and lips. The other men laughed and applauded my efforts. “She will bring a high price tag, don’t you think?” Then I knew that to survive, I would have to become the best blow job bimbo on the planet.