Nancy Fancy Pants

nancy fancy pants!

By E. Lang

“I am a sissy and I want to be a girl!”

My breathing is shallow and brief as my heart beats louder in my thoughts. “This is it,” I think to myself.

Is she there? Is she prepared? Preparing… for me?

Lightly, I tap… one heartbeat. Eternity in slow motion as I wait. Nothing… Silence between the sounds… am I dreaming?

Quietly I hear the doorknob turn. A crack appears and the door edges open, drawing my breath in with its motion. I’m standing before the threshold, no, even closer, on the threshold, ready to fall in.

She greets me. A smile dances across her lips. A sparkle in her eye.

Extending her hand she draws me towards her. “Don’t worry,” she says quietly, comfortably, “you can relax. I know. It’s OK. It’s over now, you’re here and safe.”

Eyes cast down in embarrassment, gently I am tugged forward.

“It’s finished,” she coos, “your life is over. You’re finished with the masquerade, the charades. Don’t worry, you’re not a man any more. You’re mine, what I want you to be… a girl, my girl. You don’t have to pretend to be what you’re not. Come here, darling, let me see you.

I stood in the entry of her hallway; clothed, yet naked, scared but in need.

She steps back, extending our arms.

The ocean pounds in my ears, or is it the sound of blood rushing through my mind? A moment of unease, a pause, questions, shame.

Sensing this abyss of discomfiture, she encourages.

“Come in, love. Don’t be afraid, you’ll be so cute.”

I cast my eyes down, to be seen this way, to be known as such. Leading, she turns.

Taller than I’d imagined, she dresses in shiny black leather that outlines her body, setting a smooth contrast against the whiteness of her skin. Her legs are long, made more so by the high heels she wears. Black and shiny, with leather buckled straps across each one, setting the perfect compliment to her cropped riding britches. She wore no panties, only the cinched waist of the britches framed her most perfect and beautiful ass.

We entered a sitting room styled with furniture from the Victorian age, or reproductions of such. “You must be tired and we do have so much to talk about,” she began, “but I’d like to get you out of these ridiculous male things as quickly as possible and freshened up a bit. Do you mind, dear?”

I could only shake my head in agreement, not even sure if I could speak or if I did, what might come out.

“Don’t be uncomfortable. Come now,” she said reaching for my hand again. “The bath is ready for you, it’s over this way.”

Surrounded by marble, one needed to climb two steps to get in. Next to the tub sat a wine glass and a candle. The scent of rose was strong, seemingly mixed with the steam curling slowly in the air.

“First I want you to soak a bit,” she said. “I’ve added a bit of perfume selected especially for you. From now on this will be your scent. Do you like it?”

Swirling her hand in the water she brings it close to my face, bubbles caressing my cheek, and smiles. “Well, do you like it?”

“Yes,” I reply. “I do, very much.” My cheeks feel flush. “I’m sorry, I just don’t know what to say, how to act.”

“Please, my sweetheart, relax, here have a sip of this. You don’t have to act any way. I’ll help you in everything,” she said. “Soon you’ll see.”

She passes the glass and I sip slowly. The wetness feels good in my mouth, coating my throat with a warmth, a taste I can not quite place. A wine or a liquor?

“Now, quickly, leave your clothes here and I shall dispose of them. While you’re bathing I have a few preparations to make but I’ll soon be back. I want to do your nails while you’re soaking. Also we can talk. Our first girl to girl,” she giggles turning to go.

The water feels good, soothing. I slip into its embrace, the bubble soon enveloping me. A sigh and another sip. The warmth of her drink was spreading.

Soon she returns, this time holding a small bottle of pink nail polish. “See,” she says holding it up, “this is a sweet color for you. You’ll look so cute with your nails painted pink. I’ll do them tonight but you must do them yourself every night after this, OK?”

Again, I can only nod.

“Here, now extend your leg.”

I did as told.

“Oh, my!” she exclaimed, “how hairy are your legs! So ugly, isn’t it, all that hair? Well, that won’t do at all. As soon as we finish your nails we’ll have you get in the shower. I have a Lady Schick which you may use, but be careful not to cut yourself, OK? And make sure you get all the hair, not just your legs but all over.”

With my foot jutting over the edge of the tub, she begins to apply the nail polish, talking to me as she works.

“Now, tonight will be very special dear, since it is your first time. I have some special things for you to wear. Also I’m going to have you model various outfits so that I might get a better idea for future shopping.”

Hidden under the fragrant bubbles I feel my cock stiffen.

“What should I refer to you as?” I ask.

“Hmm,” she thought aloud, “Mistress should be just fine. In fact, why don’t you always use that term.”

“Yes, Mistress,” I said, “I just want you to know how much this all means to me. How grateful and indebted I am.”

“Why, thank you, honey,” she replied, “that’s OK. I, too, always wanted someone to dress up and teach how to be a good girl. I think we suit each other’s needs just fine. I must admit I’m excited also. I can’t wait to make you a total sissy. That’s what you really are, aren’t you, a sissy?”

My face must have burned red. “Yes,” I said in an almost inaudible voice.

“Come now, sweetheart, let’s have none of that. Believe in yourself. Say it much louder. Let me hear you say it again. Say, I’m a sissy and I want to be a girl. I want to wear girls’ panties and I need to wear a dress.”

I did as I was told. “I am a sissy and I want to be a girl. I want to wear girls’ panties and I need to wear a dress.”

“Good,” she said, “but we’ll have to work on that voice, it’s not really feminine at all. Try again, this time in a higher pitch.”

“I’m a sissy and I want to be a girl. I want to wear girls’ panties and I need to wear a dress.”

“Well, it needs work. But don’t fret, love,” she said. “I want you to repeat those lines every night before we put you to bed and every morning when you first wake up, OK?”

“Yes, Mistress,” I replied.

“Good. Now give me your other leg, but be careful to keep this one up until the polish dries.”

Again I did as I was told. My painted toes looked nice and I was looking forward to having the rest of my nails completed. “Thank you, Mistress,” I said. “They look pretty. I can’t wait to have them all done.”

“I’m glad,” she said. “After you finish shaving all that hair off, please come into the dressing room at the end of the hallway. I have some things laid out for you. Tonight we will dress you very pretty. I have a beautiful skirt I just bought today along with a chiffon blouse, kind of see-throughish. I’m having a few girls come over that I want you to meet. Actually, we are going to have a lingerie party so we can get you a few more things.”

I wasn’t prepared to meet anyone other than my Mistress as I didn’t quite feel I would be passable. “Please, Mistress, I don’t think I’m up to seeing people I don’t know….” I began, but she cut me off.

“Nonsense. My friends are dying to meet you as I’ve told them all about you,” she laughed. “Besides, we intend to have you model some outfits tonight.”

Soon I found myself in the shower shaving the hair from my legs, balls and underarms. For my chest and arms she preferred to use a cream saying it would keep my skin smoother. I could see through the open door that she was laying some things on the bed. Despite my apprehension, I found myself growing excited. Just looking at my nails polished pink gave me a shiver of good feeling.

“Hurry, dear. Let’s get you dressed as we have much to do before our guests arrive,” she said. “I must get ready myself, you know.”

After toweling off my Mistress examined me. “Mmm, not bad. Your legs are long and should look nice sheathed in silk nylons. You have a cute ass too,” she said. “I have some lovely panties with ruffles around the back so when you bend over we’ll be able to see how cute they are. Let’s get them on you.”

On the bed I could see what I soon was to be wearing. The ruffled panties were, as she said, really cute. I couldn’t wait to slip into them and feel them around my sissy cock. There was the laciest white bra I had ever seen and next to it was a short half slip. A white garter of lace and satin sat next to a pair of white stockings. On the floor were a pair of beautiful white high heels. Were they really for me?

“Come here, Hon,” she said. “These are virgin white panties especially perfect for a little girl like you. Step into them.” She held them out and I did as she asked.

Slipping the panties on, my cock stood rock hard and pre-cum oozed from the tip.

“Why, you’re excited!” she said using a finger to wipe the head of my cock. She then rubbed the lubricant over my lips and smiled. “Do you like the taste of that?” she asked. “I hope so.”

“Yes, Mistress,” I said. “Wearing these panties make me so excited. I can’t help but drip.”

“Well, we’ve just begun. We’re going to have you all dressed up so pretty and cute. You’ll be in sexy lingerie most of the time, prim and proper. I can’t wait to show you off.”

Again, I could feel myself blush.

My mistress then laced me into the bra. What a delicate thing it was! So pretty! It showed my nipples off so beautifully through the fabric. I wondered if I’d ever get breasts to better fill the bras I’d be wearing from here on in.

“We have to be careful slipping on these nylons. They are from France and were quite expensive so we don’t want to have them run. Slowly roll each one up,” she directed.

I did as I was told careful not to run the silky fabric. As each one was hooked to my new garter, I felt totally emasculated and I loved it!

“Oh, Mistress,” I cried. “Am I truly to become a girl with you? I can’t believe this is happening. I feel so pretty with this lingerie on! I always want to be this way. My cock is so….”

“No!” she interrupted. “You do not have a cock any more! You are only to use female words. You have a pussy and a clit.” She took her hand and reached into my panties and slowly stroked beneath the silky material. “And what a nice pussy you have,” she smiled.

My knees felt weak and the room started to swirl.

“Mistress, may I sit down,” I asked, “I feel a bit light headed.”

“Please,” she said, “sit over here. I’ll apply your make-up and you can relax.”

She then proceeded to powder my face and apply cover, mascara, blush, liner and finally lipstick, a color of light pink to match my nails. The image in the mirror was truly me! I could see my lacy bra, and newly painted face. How pretty I looked! How exciting! My Mistress continued to work, applying fake nails so that I might have them long for tonight’s party.

“Now these are temporary,” she said. “You’ll have to grow and take care of your own although once a week we can go to the beauty salon and have your nails done there. Would you like that?”

“Oh, yes Mistress. That would please me so.”

“Good, now let’s finish up. Put on this slip and try on this skirt I bought today.”

“Oh, it’s so cute!” cried my Mistress clasping her hands together. “Bend over and let me see if we can get a peek at your panties.”

I bent over.

“No, not really. Well, the slip covers it pretty much. Maybe later we can take it off when I want to show you to my friends. Here, put on this blouse. It’s very sheer which is why we had to rid you of all that hair. It should show off your bra very nicely.

I slipped my arms into the luxurious fabric as she buttoned up the back, which had silver buttons, while the front collar had a bow.

I stepped back to view myself in the mirror. I wanted to cry! I looked so feminine, so pretty!

“Oohhh!” she squealed, “how charming! Now, slip into these pumps while I get your perfume and some jewelry.”

She returned with earrings, a pearl necklace, a bracelet and perfume.

“How do the shoes feel? I was a little worried about the size.”

“Oh no, Mistress! They are perfect. They fit well although it might be a little hard to walk at first.”

“Don’t worry,” she smiled, “we have all the time in the world to practice. Come here my little sissy and give me a hug!”

“Now,” she said, “repeat your special lines for me, using a higher pitched voice.”

“I’m a sissy and I want to be a girl. I want to wear girls’ panties and I need to wear a dress.”

“Good. You are a little sissy girl and will become even more so!” she said. “Now walk for me.”

My first few steps were tentative and unsure but soon I was getting the hang of it. My stockings rubbing against each other and the tight half slip produced the sound I always enjoyed hearing in other ladies. Now this time it was me. I looked down at my white pumps, gazed lovingly at my nails. I ran my fingers over my chest, luxuriating in the feel of my prompting. “I want to wear girls’ panties and I love wearing dresses, and slips, and lacy bras, and high heels, and wearing make-up and painting my nails and serving my Mistress.”

We hugged each other and laughed.

“Be careful,” my Mistress mockingly admonished me. “You don’t want to win your make-up. You know what, we don’t have a name for you yet. Certainly your old male name is useless now. Hmmm, what would be good? Well, we’ll just have to give it some thought. Now, why don’t you walk for me one more time. Concentrate on swinging your hips.”

I minced up and down the hallway, each time glancing at my transformed image in the minor.

“Something is not right,” frowned my Mistress. “Not enough centering on the hips. I know what we can try.”

She slipped into the bathroom and I could hear her rummaging around.

“This should do nicely,” she said returning and holding up a tampon. “Be a good little girl and bend over.”

Meekly I obeyed. She pulled my slip down around my ankles and my ruffled panties quickly followed. Dipping the tampon in Vaseline, she inserted it up my ass, careful to keep the string out and exposed.

“Until I get a proper plug, this will have to do,” she said straightening me up. “Now, please walk for me again.”

Hiking up my slip and panties, I adjusted my skirt. My pussy-cock was pulsating and I knew I was soaking my panties. Because the skirt flared out, any protuberance was pretty well hidden. I started to walk again, only this time my focus was concentrated much lower.

“Swing your hips a bit more,” she encouraged. “That’s it, good! You’ll do fine, dear. Now, when our guests arrive I want you to say your lines, OK?”

I nodded. “Yes, Mistress. Oh, I do so want to be a good little sissy you can be proud of! I will please you as best I can.”

“Oh, you will,” she said, “but you must understand that it all won’t be like tonight. Learning to be a proper girl takes effort and time and hard work. There are sacrifices to be made. There is discipline to be administered.”

“Oh, yes, yes, yes, Mistress!” I cried, “I will do as you say, everything! I want to be the best, perfect girl I can. I will always do as you say!”

“Well, we’ll see. But remember, tonight is special. Tomorrow our work begins in earnest. Now run along and let me get ready, our guests will arrive shortly,” she said giving me a kiss on the forehead. “Be a good girl and don’t mess up your make-up! Run along now while I get dressed.”

Precisely at nine o’clock the doorbell rang and I found myself growing increasingly apprehensive. Although ready on the outside, my insides were in turmoil. Having met my Mistress only five hours ago, I was not as yet comfortable with the thought of meeting others.

“Salmon’s here,” I ran to tell her as she applied the finishing touches to her make-up. The sight of her stopped me dead in my tracks. She stood in a tight rust colored skirt that clung to her shape as if painted on. Her black stockings setting off her spectacularly sculpted legs. She wore a bustier that pushed together her breasts revealing ample cleavage. Her hair was up revealing a long and smooth neck accented by gold earrings and what looked to be a diamond necklace of great substance. Her make-up applied perfectly made her face extremely beautiful. Looking at her I felt despondent sensing my own inadequacies as a female.

“Well, don’t just stand there, answer the door,” she said. “We can’t have them standing in the cold, now can we? Answer the door and don’t forget your greeting!”

“Yes, Mistress,” I said turning to go.

At the door I took a deep breath, preparing myself to meet the first guests, unconsciously smoothing down my skirt.

“Hi!” I said opening the door.

Before me stood a red-headed vixen in a long leather jacket holding a tray of some sort.

“Hi,” she replied smiling. “You must be Linda’s new girlfriend. Nice to meet you. I’m Esther. Be a dear and take this tray for me. Cute outfit you’re wearing.”

Again I could feel my face turning red. I reached to take the tray.

She stepped in slipping off her jacket, revealing a luminescent red leather body-suit and thigh high patent leather boots with 5-inch heels. Again I felt inadequate as a female standing next to this most beautiful lady.

“What’s your name?” she asked.

Still embarrassed, I looked down at the ground. “I don’t have one yet.” Then remembering my Mistresses’ instructions I said, “I’m a sissy and I want to be a girl. I want to wear girls’ panties and I need to wear a dress.”

Esther laughed. “Well, it looks like you are well on your way as you already are wearing a skirt and look like a sissy to me. And you have a bra on too! Just like a girl! How fun!”

I felt like shrinking away in front of this women, yet had no place to go. Standing in the hallway, holding the tray, my shame burned deep.

“Excuse me while I put this away,” I said turning. For some reason I felt so emotional as if I were going to break out in tears any second. I hurried to the kitchen.

Just then I heard the door ring again. Did I have to answer it? I was hoping maybe Esther would but just as I finished the thought, my Mistress walked in with Esther behind her, both of them laughing.

“Be a sweety and get that please,” she said.

“Yes, Mistress,” I meekly obeyed.

“Oh, she calls you Mistress,” smiled Esther. “How sweet, like a little slave girl. I’m envious.”

Approaching the door, my hear pounded wildly. What had I gotten in to? The doorbell ran a second time as I turned to open it. In front of me stood three women.

“Oh, look at him!” cried one.

“Looks more like a she to me!” said another.

The third just laughed. “How adorable!”

“Please come in,” I stuttered.

Behind me I could hear my Mistress.

“Welcome, girls. I see you met the new addition to my house! Come in!”

We all moved to the living room.

“Where did you find him?” asked Marlene the red head, eyeing me up and down.

“What’s her name?”

“How long will she be with you?”

“Girls! Girls!” laughed my Mistress. “Slow down. Wait a second. She has something to say to you.”

All eyes were on me.

“Go ahead,” she urged me. “Don’t be afraid.”

I stepped into the center of the room. I began slowly, afraid I might forget my words, “I am a sissy and I want to be a girl. I want to wear girls’ panties and I need to wear a dress.”

The women started to laugh and clap at the same time.

“Oh, what a cutie,” said the lady with a short brown hair style. “I want one too. Maybe we can share.”

My Mistress just smiled. “We’ll see. Depends on how her training goes. Anyway I’d like to show her off. So everybody sit down.”

We all did as told except for me, as My Mistress said, “Not you, honey. You stay in the center and show us what a good girl you are. Tell us what you are wearing.”

“I have ruffled panties on and a short half slip. I’m wearing a white garter and hose from France. My nails are painted pink and my bra is white and very lacy,” I said feeling quite awkward.

“Good,” my Mistress said turning to her friends. “The panties are so cute. I got them in France last month.”

“Let’s take a peek,” said Esther. “Be a dear and show us.”

“You’ll have to take your slip off,” said my Mistress, “go ahead.”

I did as directed and then pulled my skirt up enough to reveal the ruffled French panties.

“Hey, he has cuter panties than I do,” laughed Marlene, “That’s not fair. They are so fancy!”

“She,” corrected my Mistress, “not he.”

“What’s her name?” asked the lady whose name I was later to find out was Bobbi.

“I don’t have one for her yet. Perhaps we can pick one tonight,” said my Mistress.

I stood with my skirt up around my waist. I looked down at my revealed garter, hose and panties. My pumps looked so nice.

“Please turn for us,” said Marlene. “Those panties are just adorable. What fancy pants!”

“Nancy Fancy Pants,” cried my Mistress. “How about that!”

The women all laughed together. “Nancy Fancy Pants. That’s great! That’s it!”

With me in the center, they joined hands and circled, laughing, “That’s it! Nancy Fancy Pants. Fancy Pants! Fancy Pants! Sissy girl, fancy panties! Fancy Pants! Fancy….”

Swirling, twirling….

Sissy! Girly!….


…swirling I was, reaching… reaching… beeping… beeping….

I reached forward and hit the alarm button, blurry-eyed and just barely focusing in on the digital clock. 5:00 a.m. Time to get up. Work. Two more days left. Groan….

Semi-conscious of a mildly pleasant dream, I turned to feel my erect cock. Mmmmm…what was that dream…? Already slipping….

“Ahhh,” I think to myself, “why are women so lucky to have the Baskin-Robbin variety of fun colors, styles and flavored panties to wear when we men are stuck with plain old vanilla white…?”

Another silly thought. Better get ready for work.

The End

Additional Reading

Ready to start your training?

Submit your application today!



I have found more relevant info on this site than the rest of the web put together.

Notify of
oldest most voted
Inline Feedbacks
View all comments