My Sister’s Panties (Part Four)

"My final journey into womanhood"

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The move to my family’s new home was now complete. We all agreed it was a new starting point in our lives. I had completed my transformation, and was now living my life fulltime as Emily, with the full support of my mother and sister. All of my male clothes had been discarded, and I only wore dresses or skirts now. I did not even own a pair of pants, not even a pair of women’s pants.

One day, not long after we moved, my mother suggested that the three of us have a girl’s spa day together to celebrate the start of this new chapter of our lives. I put on a cute yellow sundress and a pair of sandals and quickly brushed my hair and applied a light touch of makeup. The three of us got into the car and headed out for our adventure.

We arrived at a swanky establishment and headed inside. My mother told the attendant that she wanted the works for all three of us. We chatted amongst ourselves as they started with pedicures. I loved all the pampering as the attendant filed and shaped my toenails. I asked for bright red polish which was carefully applied.

The attendant then moved to my manicure as my toenail polish dried. I had let my fingernails grow so the attendant had something to work with. Again, they were filed and shaped into very feminine nails. Matching red polish and a hardener were applied.

I was so thrilled with the results, but we were not done. Next up, I was ushered to another room where a hairstylist washed and conditioned my hair. She then cut and styled it into a cute shoulder length with bangs. I asked if I could have my hair colored and my mother agreed. I had always wanted to be a redhead, and my brunette hair was soon changed to a fiery auburn shade. She finished by shaping and thinning my eyebrows into a more feminine look.

Finally, both of my ears were pierced with beautiful gold posts. When the attendant turned me toward a mirror, I was stunned to see a such beautiful young woman staring back at me. My mother and sister looked equally stunning after their treatments. We all left with huge smiles. This had been the perfect way to ease all the stress of our recent move. After a nice, relaxed lunch we headed back home again.

It had been several weeks since my experience at the lingerie boutique. I had quickly departed after Melissa, the owner, left me with her final words to our encounter. In the days following, my thoughts kept returning to that moment. Was she really thinking about introducing me to some of her male friends? Was she really thinking about having me give my own blow job to a man?

She texted several times, writing how she was thinking about me and how far I had come with my transition into womanhood. I texted back on how things had gone with our move and how I was feeling more comfortable with who I was each day.

After a while, the texts started becoming more graphic. She asked me what I thought about what she had said about my meeting some of her male friends, and what I might do with them if I did. She even started sending short videos of her sucking on a man’s hard cock, stating, “This will be you soon.”

I started looking forward to her texts, especially the ones with attached videos. I started focusing in more on the men’s hard cocks in the videos, and how each was different and beautiful in their own way.

They videos made me very horny, and I would often stoke myself until I came in my panties. Sometimes I would even text Melissa back with pictures of my cock straining my panties or the cum in them after masturbating. I always received smile emojis for those.

One day soon after, Melissa called me instead of texting. My heart fluttered a bit as I answered.

“How is my Emily doing today?” she asked.

“Oh, Melissa, it is so good to hear from you,” I replied back excitedly.

“You have become such a beautiful young woman, Emily. I think it is now time to share you with the world.” She went on, “I am throwing a little dinner party tonight, and I would love for you to join us.”

Excitedly, I replied, “That sounds so fun, what can I bring?”

“No need to worry about that,” she said. “Just bring your true self, Emily. I want you to dress in your most feminine attire, both outside and what you wear underneath. This will be Emily’s coming out party. You will be the star of the evening.”

She gave me her address, and the time of the event before hanging up.

I was so excited. I ran to tell my mother and sister about the party invite.

They were both very excited about my news and promised to help me get ready for the evening.

I showered and made sure I was shaved completely smooth from head to toe. Stepping out of the shower, I applied moisturizer over my body and then slipped into my fluffy bath robe.

Sitting at my vanity, I carefully started to apply my makeup. I had become quite proficient with this routine. I applied my base, covering any imperfections with my complexion. Next came some blush to bring out a little color. I applied some eye shadow and the mascara to make my eyes pop. I finished with some bright red lipstick, as I wanted my lips to really stand out tonight.

My sister poked her head in to see if she could help.

“Can you please help me with my hair?” I asked.

“Of course I will,” she said.

She brushed my hair and added a little spray to make sure it stayed perfect all night.

She winked at my reflection in the mirror and exclaimed, “Damn, Emily, you are such a beautiful woman!”

I smiled and blushed, giving her a big hug.

“Thank you. That means so much coming from you. You have been such a wonderful, caring sister throughout my entire transition. I love you so much!”

I started to tear up as we continued to hug. She pulled away smiling, dabbing my tears away.

“Let’s not get all mushy here. You will ruin your beautiful makeup. Come on let’s get you dressed for your big evening.”

We walked hand in hand to my dresser.

“Here, let me pick out your sexy lingerie for the evening.”

She opened my top drawer and looked at my options.

“Hmm, I think virginal white for your first party out.”

She picked out my newest white lace and satin garter belt along with the matching longline bra and panties.

I undid my robe and let it fall the floor. I than placed my arms through the bra straps and my sister fastened it up my back. She reached for the garter belt as I slid my forms into my bra.

“Let me help you with this,” she said as she wrapped the garter belt around my waist and fastened it.

I sat on my bed and slipped my white, sheer lace top stockings up one leg and then the other, fastening them to the six garter clasps. I stood and adjusted the stockings, so they sat just right.

I stepped into my satin and lace panties and slid them up my legs.

We looked into the mirror together. I was so thrilled with how I looked. My sister hugged me from behind and whispered in my ear, “You are so beautiful, Emily. You are going to make someone a wonderful girlfriend.”

We separated and my sister took my off-white satin party dress off the hanger and helped me step into it. I then slid my feet into my white four-inch stilettos and smoothed the dress over my thighs.

I picked out a pearl choker that matched my earrings, and my sister fastened it around my neck.

I grabbed my clutch, and we headed down the stairs.

My mother smiled and clapped her hands together when she saw me.

“Emily, you look so lovely. You will be the hit of the party.”

The car that Melissa sent for me arrived soon after. I hugged my mother and sister and they both wished me luck on my evening out.

The chauffeur opened that back door for me. I got in as carefully as I could but still managed to flash my stocking tops and garter clasps to him as I did.

I saw him look and smile.

I guess I should have been embarrassed but instead it made me feel more empowered.

The drive took about an hour, and the chauffeur and I made small talk as he was driving.

We finally arrived at a very stylish house in an upscale neighborhood.

The chauffeur opened my door, and I again flashed a little stocking top as I exited. This time it was my turn to smile as I looked him directly in the eyes.

Melissa was waiting for me at the door and gave me a big hug as I entered.

“Emily, you look ravishing tonight. I so love your new red hair.”

I stepped inside and she introduced me to her other guests, two gentlemen that each took my hand and kissed it as they were introduced.

Josh had a very muscular build and filled out his sweater and slacks nicely.

Nathan was taller and thinner, dressed in a dark suit coat and tie. He had striking blue eyes and a wonderful smile.

I sat on the sofa next to Nathan as Josh excused himself to get us all a drink.

Melissa sat across from me. She was a vision in a dark green bodycon dress, with black nylons, and stilettos which must have been at least five inches tall.

“Melissa, you look absolutely stunning, ” I gushed.

“Thank you, my dear. I am so glad you accepted my invitation. I think we will all have a very good time tonight,” she said with a sly wink and a smile.

Josh returned to the room with two glasses of white wine for Melissa and I and two whiskeys for each of them. Josh sat next to Melissa and put his arm around her.

“Melissa has told us so much about you, Emily,” Josh said. “Nathan and I have both been looking forward to meeting you.”

Nathan continued, “Yes, you are even more beautiful than Melissa described,” as he placed his hand on my knee and slowly slid his fingers along my nylon covered legs.

“Thank you, kind sir,” I happily responded, blushing ever so slightly.

I took a sip of my drink and actually started to feel very comfortable with their advances. I was really starting to appreciate not only enjoying dressing as a woman, but also the attention I was receiving being one.

Nathan leaned in and gave me a quick kiss on the lips. I was surprised at first but quickly warmed to the sensation of a man’s lips upon mine. He pulled back a little and looked into my eyes before leaning in and giving me a more passionate kiss. My mouth opened slightly, and his tongue was soon dancing with mine as I moaned in approval.

Nathan’s hands slid down my back and slowly caressed my ass before sliding further down my hips to the hem of my dress. He slowly slid it up until my stocking tops were exposed. His kisses grew more urgent as he toyed with my garter strap and the naked flesh above.

I responded in kind. My hands slid down his back, over his butt, and around to his front where I found his cock starting to strain against his trousers. I slowly slid my hand over his shaft through the rough material, feeling my own little clitty start to harden as well. I had never touched another cock before. I loved how it felt in my hand, and I just had to see it.

I reached over and unfastened his belt and unbuttoned his trousers. We continued to kiss, and I smiled into his mouth as I slid his zipper down and reached into his boxers. My fingers wrapped around his shaft, and I slowly started to pump my fist up and down his manhood.

It felt so perfect in my hand. I continued to stroke him as I looked into his eyes.

“Would you like to take it into your mouth, Emily?” he asked.

I remembered Melissa’s words at her shop about how real women worship a hard cock and quickly made up my mind.

Without saying a word, I slid down the couch and got on my knees in front of Nathan. I licked my lips as I considered my next step. It was now or never.

I kissed the tip of his dick and slid my tongue along the underside and back up again. A drop of precum was pooling at his tip, so I licked it off like a lollypop, enjoying the salty, sweet flavor. I then opened my mouth and took just the head inside. I swirled my tongue around the underside causing him to moan out loud.

“That’s it Emily, enjoy sucking his beautiful cock,” Melissa said.

I looked over, smiling to see Melissa had removed Josh’s cock from his pants and was slowly stroking it as they both watched me enjoy sucking my first cock.

I returned my attention to Nathan and took his cock back into my mouth and started sucking with earnest. Up and down, I went, taking as much of this wonderful cock into my mouth as I could. It was a good eight inches, and I got at least half into my mouth without gagging. With my hand pumping the bottom of his shaft and my warm mouth sucking the rest, it was not long until Nathan began to breathe heavily and tense up.

“Emily, I am going to cum.”

Realizing he was giving me a last chance to not take his load directly into my mouth, I chose to keep going, wanting to feel the sensation and taste of a man unleashing his cumload into my mouth.

Nathan grunted as his seed filled my mouth. Rope after rope of cum shot from him and into my willing mouth. I held it there and did not swallow as Nathan finished and his cock slid from my mouth.

I opened my mouth to show him my cum before turning to Melissa and Josh and showing them as well. I then closed my mouth and swallowed it all with a visible gulp. I opened my mouth again to show them all that it was gone.

They all broke out in cheers. My mouth was no longer a cock virgin.

“Well done, Emily!” Melissa exclaimed.

Josh, still hard from Melissa’s stroking stood up and walked over to me.

“I want some of that mouth too, Emily.”

Caught up in the moment, I smiled and opened my mouth. Josh slid his hard cock into my warm, willing mouth. I slurped furiously, bobbing up and down his shaft. I only took a short break from sucking his cock long enough to lick and swirl each of his balls in my mouth before returning to worshipping his incredible shaft.

Having already been close from Melissa’s talented fingers, it was not long before Josh was ready to unload his seed into my mouth as well. He tensed and I could feel his shaft swell in my mouth just before he came with an audible moan.

My mouth was now filled with much more cum than Nathan had expelled, I could not take it all and released Josh’s cock from my mouth. The last two or three volleys splashed all over my face.

I smiled as I took several gulps to swallow the load.

Melissa came over and kissed me passionately, feeding me the cum on my face as well as tasting some for herself.

“Well, my little Emily, how does it feel to be a real woman now?” asked Melissa.

Epilog:

I moved into my own apartment soon after that night. I visit my family often. My mother absolutely adores having a new daughter, and my sister and I have become even closer sharing all our little secrets together.

Melissa and I became fast friends. We share as much time together as possible including many, many intimate moments.

I applied and was hired as Nathan’s administrative assistant at his large consulting company. The dress code at the office fits me perfectly. Women are instructed to wear only dresses or skirts, always with hosiery and heels. My clothing collection now rivals any woman. In fact, I was given an allowance as a perk of the company to keep my wardrobe updated, especially with new and even sexier lingerie.

I became quite the cocksucker. I service Nathan each day and Josh whenever I can. Nathan even shares me with many of his friends and work colleagues as well, which I do not mind as I relish every opportunity to sample a new cock.

I sometimes think back to how all this started with just my trying on a pair of my sister’s panties.

Published 2 weeks ago

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