My mother and sister had now totally accepted my love of wearing women's panties and lingerie. They did not even bat an eyelash if I walked around the house in just a t-shirt and panties or one of my nighties. My hair had started to get long, around shoulder length, as I had not gotten a haircut in months. My mother even started jokingly referring to me as her second daughter, which made me feel really happy.
As the upcoming date for our move got closer, my mother had to spend several days at a time at her new job. My sister and I were left alone to start packing everything in boxes in preparation for the move. We were both told to downsize anything we did not really need. My sister pulled several bags of her clothing that she no longer wore to give to the Goodwill. I did the same with my things.
As I was loading all the bags into my car to take to the Goodwill, I noticed a very cute, flowered skirt at the top of one of my sister's bags. It was a short, above-the-knee skirt in a light, flowy fabric. It had always been one of my favorite things to see my sister in whenever she wore it. I was surprised that she had decided to get rid of it.
Before I realized what I was doing, I placed it in front of me to see what it might look like on me. Just then, I heard my sister clearing her throat from behind me.
"Seems like my brother is not just satisfied wearing women's lingerie. It looks like you want to take your dressing to the next level."
I dropped the skirt and turned beet red, stammering that that was not the case.
"It's OK, little brother. I will help you if this is what you really want."
To tell the truth, it was what I really wanted.
"Will you really help me?" I asked. "You don't think I am strange for wanting to fully dress in women's clothing?"
"Oh. not at all," she said. "I have been expecting this for a while. I am really surprised you held out for this long."
"If you are going to do this. You have to do it right. First, you need to shave off all your hair below your neck. There is nothing more gross than hairy legs showing under your skirts and pantyhose."
She walked with me into the bathroom and handed me some hair removal cream and her razor.
"OK, I expect you to be completely shaved before you come out again. Meet me in my room once you are ready in just your panties and cami. Don't forget to rub some moisturizing cream all over your body when you finish. It will help with any burning and itching you might feel."
She then turned and left the bathroom.
Well, it was now or never. I removed my clothes, got into the shower, and started to shave my legs, chest, and underarms. Once that was done, I used the hair removal cream to get rid of the last of the stubble. I took great care around my privates to carefully remove all the hair, leaving just a little landing strip above my penis as I felt that would express my feminine side more than just shaving it bald. I rinsed my entire body under the shower and was amazed how my body felt totally hairless. I then applied moisturizing cream over my entire body as my sister had instructed.
I slid my panties up my legs and put on my camisole. I then went to my sister's room and knocked on her door. She let me in, and I saw that the skirt I had been caught admiring earlier was on her bed, along with some other things.
She handed me a pair of sheer nude pantyhose.
"Here, let's start with these."
I gathered the material together and slid one foot and then the other into the silky nylons before slowly pulling them up my legs and into place. I just loved how the silky material looked over my white nylon panties.
"Well, it looks like someone has done this before," she said, smiling.
I just smiled back and stood u,p loving how the sheer nylons felt over my freshly shaved legs.
She then handed me a sheer white blouse, which I put on next. I had a little trouble with the buttons, which were on the other side than I was used to, but I soon had it buttoned all the way up.
"That blouse was always too big for me, but it sure looks terrific on you."
I looked down and could clearly see the lace of my cami showing through the thin fabric. It made me feel so feminine.
"OK, next you can put on the little skirt you were dying to try on earlier."
She handed it to me, and I pulled it up my legs. I tucked the blouse in and slid the zipper up.
"Wow!" my sister exclaimed. "That outfit suits you perfectly. Here, look in the mirror."
I did and was amazed at how feminine I looked.
"It will look and fit much better once you have a proper, well-fitting bra and some breast forms. I don't think any of my bras will fit you. I want you to promise to visit our favorite lingerie boutique at the mall to be measured correctly for some bras and some breast forms."
"Will you promise me that?" she asked.
A tear came to my eye as I listened to her advice.
"Yes, I promise. You have been so supportive of my transition into womanhood. Thank you so much!"
She gave me a big hug. She then motioned for me to sit at her vanity.
"Now, I am going to show you how to apply make-up. You need to learn to do this yourself. I will not always be around to apply it for you."
She then proceeded to apply foundation, blush, eye shadow, mascara, and lipstick, carefully demonstrating and explaining exactly what she was doing throughout each step.
Once she had applied everything, she took out her curling iron and carefully styled my hair into a more feminine look.
As I carefully noted each step along the way, I became more and more excited as each step brought me one-step closer to looking like the woman I wanted to be.
When she was done, I was shocked to see a beautiful woman staring back at me in the mirror.
"Well, I am going to love having a super cute sister moving forward," she exclaimed.
She showed me how to remove the makeup and then had me reapply it for myself several times. My attempts were nowhere near as good as my sister's, but I was happy that I was able to start applying everything by myself.
"Nice job, you will find it gets much easier with practice."
She let me pick through her Goodwill bag to add whatever I wanted to my own feminine wardrobe. I tried on and picked out three more skirts, two blouses, and a dress that was a little tight, but so very cute.
She then gave me a list of makeup items to get for myself next time I went to the store.
I cleaned up and got dressed back into my male outer clothes, leaving my panties, cami, and pantyhose on underneath. I then left to drop off our donations at the Goodwill.
While there, I decided to do a little shopping and picked out a few things to try on.
It was amazing. I was no longer embarrassed or shy about trying on women's clothing by myself in the store. I did receive a few strange looks, but for the most part, I only saw knowing nods and smiles.
I ended up purchasing two dresses, two skirts, and four tops. I even found two pairs of high heels that actually fit. One brown sandal with a three-inch chunky heel and a lovely pair of black stilettos with a four-inch heel. It made me wonder if they were passed on via another crossdresser's clothing purge since they were a size eleven.
Over the next few days, my home ensembles consisted of nothing but dresses or skirts and blouses, and always with a pair of pantyhose on underneath.
Each day I got much better at applying my own makeup with my sister's encouragement. With a little practice, I also got really good at walking in my heels. My sister showed me the correct way to walk in them, walking more like a woman with smaller steps instead of my normal male stride.
When my mother returned home, she just smiled when she first saw me fully dressed. My sister had obviously let her know of my transformation beforehand, so she was not shocked when she first walked in.
"Looks like I have two daughters now," as she gave me a big hug.
As the date for the move to our new home got nearer, my sister reminded me of my promise to visit the lingerie boutique to get measured for some new bras and a set of breast forms.
"You should go in full woman mode. I am sure she would love to see you as the girl you have become."

I was a little nervous about going out in public fully dressed, but I finally agreed.
I got dressed in a fresh pair of white nylon panties and one of my laciest camisoles. I added a new pair of nude sheer-to-the-waist pantyhose. Over it, I put on the same sheer blouse and skirt ensemble from my first dress-up day with my sister. Finally, I added my brown heels from my Goodwill purchases. I applied my makeup and brushed and curled my hair.
I was very pleased with my results. I wanted to look my best for my first solo trip out fully dressed as a woman.
My mother and sister applauded as I came downstairs. They each gave me a big hug and wished me good luck on my first outing as a woman.
It was getting very late as I pulled up to the mall. I really hoped I could get into the store before closing time. I confidently got out of the car and headed straight to the lingerie boutique. As I walked in, I saw the salesperson that had helped me previously assisting another customer. She glanced my way as I walked in and did an obvious double-take before smiling at me. She temporarily excused herself from the other customer and walked over to me.
"Well, how is my favorite customer doing today? I so love your new look. So pretty and feminine. What can I do for you today, beautiful?"
I let her know I needed a fitting to ensure I got the correct size for my new bras I wanted to purchase.
"Of course. I can help you with that. Let me finish with this other customer. I can then close up the shop and give you the personal attention you deserve."
I browsed through the shop and picked out a few pairs of panties while I waited. She finished up and followed the other customer to the door, thanking her for her business. She then shut and locked the door, put up the closed sign, and lowered the front blinds.
She walked back to me, took me by the hand, and led me to the back of the boutique.
"Go ahead and take off your blouse so I can get your measurements."
I did as she asked and took off my blouse. She then wrapped the tape measure around my chest and noted the measurements. She then stood back and looked me up and down.
I think a C-cup will fit your body type best. Your chest measurement is forty inches, so I will go pick out a few 40C bras for you to try on.
She came back with several bras. All were very feminine with lots of lace and bows.
"Go ahead and remove your cami," she told me.
I did, and she handed me a white satin and lace bra. I slid it over my arms, but then stopped as I really did not know how to put on a bra.
She smiled and showed me how to fasten it in the front and then spin it around and slide my arms through the straps.
She adjusted the straps and then slid a set of breast forms into the cups. She then turned me toward the mirror.
"What do you think?"
"Oh, I love it. So pretty and feminine," I exclaimed.
"Why don't you take off your skirt so we can see how it looks with the panties you are wearing."
I unzipped the skirt and let it slide down my legs and drop to the floor. I bent over and picked it up and placed it over the back of the chair next to me.
I was now standing in front of someone outside of my family, wearing only a bra, panties, pantyhose, and heels. Amazingly, it felt so natural to do so, and I was not embarrassed at all.
"Hmmm, I have never been a fan if pantyhose. I much prefer a garter belt and stockings. Here let me go get the matching garter belt to that bra for you to try on."
She came back with a pretty white satin and lace garter belt with six straps and a pair of nude stockings.
"Go ahead and take your pantyhose off."
I stepped out of my heels and quickly slid my pantyhose down my legs and off. She then slipped the garter belt around my waist and fastened it. She had me tuck the straps underneath my panties, explaining that it will be much easier to use the restroom this way.
I then sat down and started to gather up the stockings. I then slowly slid one up each of my legs. She then showed me how to attach the garter clasps to the stocking tops.
Once all the clasps were attached, I slid my heels back on and stood up, admiring myself in the mirror.
"Oh yes, I think I agree. I am definitely a garter belt and stockings girl like you," I gushed.
As I spun around admiring my new look, I asked, "Do you really always wear a garter belt and stockings yourself?"
"Oh yes, would you like to see what I am wearing now?"
"Yes, please," I quickly said.
She turned her back to me and moved her long red hair out of the way.
"Can you unzip me, please?"
I stepped up to her and slid the zipper slowly down her back. She turned back to me and let her dress slide off her shoulders and fall to the floor.
I stood with my mouth open and stared at the most beautiful woman I had ever seen. She was dressed in matching bra, panties, and a six-strap garter belt all in black lace. Her garters were attached to the sheerest, silkiest black lace-top stockings I had ever seen. Black five-inch stilettos completed the look.
"Well, what do you think?"
"Wow, just wow," was all I could exclaim!
Since it had become normal for me to wear pretty women's clothing and lingerie now, I had been able to keep any arousal on my part from causing an uncomfortable situation up to this point. But now, with this goddess of a woman standing in front of me in just her pretty lingerie, and me similarly dressed, it was now too much to contain.
My cock started hardening inside my silky panties, and there was no stopping it.
This was obviously not lost on her, and she gazed longingly at my now stiffening shaft straining against the front of my panties.
"Well, that is not very ladylike," she smirked.
"We will just need to take care of that."
She got down on her knees in front of me and slid her fingers over my now rock-hard cock through my silky panties.
"Have you ever had a blow job?"
"No," I honestly told her, "I have not had much experience with girls before."
"OK, I want you to take note of all my techniques. All women need to know how to lovingly worship a hard cock."
She then slid my panties down just enough to free me and kissed the head of my cock. She slid her tongue from the top of my shaft to its base and then back again. She gazed at me lovingly as she took one of my balls into her mouth, swirling it around before doing the same with the other.
Never losing her eye contact with me, she returned to the head of my cock, which was now leaking pre-cum. She greedily licked it from my tip, obviously savoring the flavor.
She then slid her mouth over my head, swirling her tongue around the underside of my shaft as she slowly sank down my full length.
I watched in amazement, and groaned in pleasure, as she bobbed up and down on my cock.
Her tongue felt amazing as it swirled on the sensitive underside of my shaft.
It wasn't long before my cum started to boil up from deep within my balls. Sensing this, she doubled her efforts, sucking me in and out of her warm mouth.
There was no stopping now, and I grunted as I unloaded the biggest load of my life. Shooting rope after rope of my hot, sticky cum into her willing mouth. She took it all, milking every last drop, before pulling off my cock with an audible pop.
She looked at me, smiled, and stood up, pulling me into a deep kiss and sharing the cum load with me. I greedily swallowed what she shared as she did the same with the rest.
She kissed me once more and then smiled at me. I could tell she had something more to tell me.
We got dressed, and I purchased three bra, panty, and garter belt sets. One in white, one in black, and one in pink, plus an additional three bras, several packages of stockings, along with the breast forms.
As she finished the transaction, she asked for my phone number, which I gave to her with no hesitation.
"Remember what I told you about all real women wanting to worship a hard cock. I have several male friends who enjoy meeting girls like you."