Becoming Amy! Ch. 02

I blushed, turned and headed for the guest bedroom. I locked the door behind me and quickly looked through the piles of clothes on the bed. Luckily, Tom had kept them somewhat separated, so I was able to pick some things out fairly quickly. I went into the bathroom and was excited to see all the makeup and applicator tools, all the jewelry, the blow dryer and the curling iron. Colette has always been a girly girl and I always loved the way she presented herself.

Nail polish! I had never been able to wear nail polish before. I was always afraid my mom would realize the levels in her bottles had gone down, especially the nail polish remover. For the first time in her life, Amy was going to wear nail polish! I did my toes first, that was pretty easy. The nails on my left hand were also easy. I struggled with painting the nails on my right hand, I'm sure some of that was due to nervous anticipation. Finally, I took the blow dryer, and put it on a low heat / low fan setting to help accelerate the drying.

When I was 100% sure my nails were dry, I hopped into the shower. Damn! I had always relished soaking in a hot tub. Colette had some absolutely wonderful smelling body wash, and I allowed it to soak into my skin for a couple of minutes before rinsing it off. I luxuriated in her choices of shampoo and conditioner, washing and rinsing my hair twice. I hopped out, toweled myself off vigorously, and continued my transformation.

I had chosen a bright pink bubblegum color for my nails and began to match my makeup palette to that color, especially my eyeshadow and rouge. Colette also had a pair of incredibly long fake eyelashes. I put those on and was startled at the way they made my eyes pop! I finished off my makeup with hot pink electric lip gloss. Amy had never looked so beautiful before in her life.

I picked a pink and gray satin and lace lingerie set, consisting of a matching bra, panty, and garter belt. Colette also had breast inserts, hers were bigger than my mother's. I slipped them into the bra, my breast definition had never been so prominent. After sliding the panties up my legs and tucking my rather small penis, I put on the garter belt and threaded the straps under my panties. I rolled 15 denier silver sparkle stockings up my legs and clipped them to the garter tabs.

I stepped into a sheer chiffon floor length tank dress. I had a little difficulty zipping it in the back but managed to do so. The bodice was a uniform color, pastel pink, and was cut just low enough to begin to hint at my decolletage. The skirt part of the dress was amazing. It consisted of vertical strips of chiffon in various pastel colors, blue, green, pink, yellow, lavender. The skirt was tight around my waist, ass, and hips but just above mid-thigh, the strips of chiffon weren't sewn together and fell to the floor individually. Any movement by me caused the strips to separate and show my stocking-clad legs underneath.

I slipped pastel pink Louboutin 5" stiletto heel sandals onto my feet. They had a single strap across the lower foot, just above my toes. The upper closure was an ankle strap that left my heel completely exposed. Finally, I had found a set of pink pearl costume jewelry consisting of a choker necklace, dangle earrings, multiple bracelets for both wrists and four rings that I put on the index and pinky fingers of my left hand, and the middle and ring fingers of my right hand. I was ready, or at least as ready as I'd ever be. I looked at the clock, I had been getting ready for the past two hours and thirty-seven minutes!

I was so embarrassed. I threw open the door and tottered down the hallway, I'd never worn any heel height like this before. "Tom, oh Tom, I'm so sorry. I totally lost track of time; I didn't mean to make you wait this long!"

Tom was sitting on a bar type stool at a tall table in the kitchen, working on his tablet. When he saw me, he froze. It dawned on me at that moment, no one else had ever seen Amy before. "From the look on your face, I'm guessing this was a bad idea, I'm sorry I couldn't help bring it to life better." I turned to walk back down the hallway.

Tom leapt out of his chair, ran up to me, took me by the wrist, spun me around and then just held me at arm's length, staring at me. "Just the opposite! Oh Amphai, you look amazing. If I didn't know any better, I would bet my life savings that you were a GG."

I smiled. "Amy, please call me Amy when I'm dressed like this, Tom. That's my femme name."

"I can't believe this. Amy, you're not just beautiful, you're gorgeous. You could be a model; you could be in a beauty pageant!"

I visibly relaxed. "If the offer is still open, I'd like a glass of white wine, please. I was more than a little nervous coming down that hallway."

"Of course, of course." He led me to the stool opposite him in the kitchen. When I sat down, the chiffon strips of my skirt fell to the side. Try as I might, I couldn't gather them together in any kind of ladylike fashion. My legs were exposed to mid-thigh. I guess that was the point of the design of the dress! 😊

Tom poured us both drinks, he was drinking some kind of whiskey on the rocks, I could tell from the smell and color. My wine was cold, crisp, and delicious. I sipped it gingerly. "So, tell me about you, tell me about Amy's history."

I did tell him. I told him about the bullying and how that led to me discovering what a 'ladyboy' was. How that led to me experimenting with dressing in women's clothing and makeup, how that made me feel like a completely different person. I told him about how I felt I had disappointed my father, even though my father never said anything directly. I poured out my life's story to him, even though it was a short life so far.

Tom was a good listener. He never interrupted me and maintained eye contact, most of the time. Sometimes his eyes strayed to my nylon-covered legs. Once when I crossed my legs, I heard him catch his breath. I had to admit to myself, this felt good, really good. It felt good to be treated with such respect. It felt good to know Tom really liked the way I looked.

When I finished, Tom put his hands on top of mine. "You need to know your father loves you for who you are. Whenever the four of us would get together, he would always brag about your academic achievements. He would tell Colette and me what a mature, respectful, responsible adult you were turning into."

"Thank you, Tom. Hearing that means a lot to me."

He smiled; I smiled back. We both looked down at his hands on top of mine at the same time. He pulled them back hurriedly. "I'm sorry Amy, I wasn't trying to start anything, I just wanted to comfort you."

"I know. I didn't mind at all; your touch was comforting. I appreciate it. Um, this may sound off topic but I'm really hungry. I haven't had anything to eat since last night and this wine is making me a little lightheaded." We looked at the clock, it was now late afternoon.

"I am so sorry, Amy. Here I am making you tell me your life's story and I'm being such a poor host." He began to buzz about the kitchen and in no time at all had whipped up a shrimp, egg, and spinach salad with just a touch of French dressing. He set two plates on the table and served us both.

I was famished and ate heartily. Tom did the same, we just enjoyed the good food and each other's company in silence. Tom continued to steal the occasional glance at my legs; I had never, ever felt better, felt more confident about being Amy than I did right now. We finished dinner and he whisked the plates away. "Better?" he asked sincerely.

"Much!" I replied. "So much better that I think I'd like to have my drink refreshed." Tom emptied both our glasses and refilled them.

"Would you like to move this conversation to the living room?" I offered. "The couch has to be more comfortable."

"I was going to suggest the same thing, but I was afraid you'd think I was being too forward."

I smiled and led the way. I knew he would be looking at my ass and legs, I wanted him to! I sat at one end of the couch, he sat at the other. Tom turned his entire body to look at me. I turned as well, putting one leg underneath me on the couch like I had seen girls do in the movies, the other foot planted on the floor. My skirt rode up, the chiffon slid away, and my garter covered thighs were exposed. Tom just groaned.

"Oh, I am so sorry, I didn't mean to expose this much of myself. I'll turn back around and cover up." I said insincerely. I was being quite the coquette.

"Please, no. This is what I asked for, this is what I wanted. You sound feminine, you smell feminine, you look feminine. You have the most magnificent legs I have ever seen. I am so much enjoying Amy's company. I don't want to make you uncomfortable, but I can't help myself. You're beautiful, you're charming, you're innocent and sexy at the same time. I will keep my promise to you: I WILL control myself."

Tom was sincere. He was also handsome, kind, considerate, and generous. I found myself not wanting him to control himself. Who was this gurl inside me? I was starting to find out I didn't know Amy nearly as well as I thought I did.

We continued to chat into the evening. Tom refilled our glasses a couple of times while we talked. He had a marvelous sense of humor. We were actually much closer in age than he was to my parents; we found we had a lot in common in terms of social media interests, gaming, music, and streaming. Tom tried to convince me Amy should be on Tik-Tok; I told him this was all still too new to me, and I wasn't ready yet.

When Tom came back with our drinks, I asked him to sit closer to me. He did. I looked him right in the eyes. "Tom, I don't want to lead you on, you've been so wonderful to me. This is far and away the best night of Amy's life. You've made me feel better about myself than anyone ever has before. I can tell you're attracted to me, and Amy is definitely attracted to you. Would it be OK if I kissed you? I want to know what it feels like to kiss someone who likes me so much."

Tom just smiled and brought his face closer to mine. I put my arms around his neck and drew him to me. I closed my eyes as our lips came together; there was fire in his lips, but he was so gentle with me. The longer we kissed, the more the fire grew inside me too. Our lips parted and his tongue entered my mouth slowly, probing me. I met his tongue with mine. Our tongues danced inside my mouth and when he retreated, my tongue followed into his mouth.

One of Tom's hands slid down my back and came to rest on my stocking-covered thigh. He was stroking my leg where the garter tab met the stocking. I felt as if an electric current was running through my body. Suddenly, I came in waves. My little clitty was spurting inside my satin panties. "What the fuck am I doing?" Amphai thought. Amy stood up quickly, crying. She ran to the guest bathroom and locked the door behind her.

There was a gentle knock on the door. "Amy, oh Amy. I am so sorry. I never meant to cause you any pain let alone bring you to tears. Please accept my apology, please say you'll forgive me!"

"Tom, Tom, oh my sweet, kind, generous, caring Tom! You don't owe me an apology; I owe you one. I'm so confused right now. I ran away because I had an orgasm kissing you while you touched me. It wasn't right of me to lead you on that way, just because I was curious. Please let me get myself together. I need to clean up and change, I promise it won't take long. I'll join you back on the couch shortly."

I got myself together and stripped off all my clothing. I'd need to wash those things quickly. I found a taupe satin and lace panty and bra set and put those on, slipping the silicone enhancers into that bra. I rolled dark suntan stay-up nylons with lace tops up my legs and stepped into champagne satin open toe pumps with 3 1/2" heels. I chose a champagne silk and satin wrap dress; it came just above my ankles in the back and just below my knees in the front.

I touched up my makeup and put in some eyedrops to clear the redness from my crying. I looked in the mirror and was pleased. I still looked very attractive but not nearly as provocative. I carefully placed the clothing in the various protective net bags, one for lingerie, one for stockings, and one for my dress. I set the washer for the gentlest of cold-water settings and turned it on.

Tom was waiting for me on the couch. All-in-all, I hadn't been gone nearly as long, maybe 20 minutes. I approached hesitantly. "Forgive me Tom, this is all just so new to me. I don't mean to be so flighty, so emotional."

He gave me a gentle hug. "You were forgiven before it happened. I should have been more sensitive, more insightful."

I kissed him on the cheek. "You are sensitive and insightful; I think that's why I'm so attracted to you and got too flirty."

He held me at arm's length so he could look at me. He wasn't shy about letting me know he was looking at every detail. "Amazing, simply amazing. A completely different look and yet you're just as beautiful as before."

I barely brushed my lips against his and said, "Thank you."

We sat back down on the couch, much closer to one another now and continued to chat. Tom told me more about his life, how he grew up, about meeting Colette at college and how the two of them became instantly attracted to one another. She was always the stronger of the two he said and always lifted him up. He was devastated by the accident and her death; he had no idea how he would be able to put the pieces of his life back together.

I had reached out and was holding his hands in mine while he was telling me this story. When he told me of his depression, I lifted his hands to my lips and kissed the backs of them. He smiled at me gratefully. It was getting late; it had been dark for a few hours now. "I really should think about going back home and going to bed."

"Amy, spend the night. Hear me out. Stay in the guest bedroom, lock the door. Just knowing you're in the house with me will help me to sleep more soundly. This is the most relaxed I've been since Colette's accident. Please don't go!"

It didn't take me long to decide. "Why not? There's no one at my house and it's all locked up. Amy would love to have a sleepover with you!" I giggled.

Tom visibly relaxed and sighed. "Thank you. You have no idea how much this means to me."

I stood up, he pulled me to him. I didn't resist. We kissed very slowly, very gently. I took his lower lip between mine and nibbled on it lightly. He walked me to my room; we were holding hands. I kissed him one last time for the night and started inside. "I'm not leaving until I hear you lock the door behind you. I want you to know I will always respect you and want you to feel safe in this house."

I locked the door and bolted it. I turned around and realized there were still piles of clothes on the bed. I moved each pile to a different piece of furniture; I would have to hang the clothes up and put them in the dresser drawers tomorrow.

I didn't want to get completely undressed. I stripped down to just my panties, bra, and stockings. I found a full-length, cream-colored, satin nighty with a slit up one side. I slipped that over my head and smoothed it down my body. It felt so right! I couldn't remember the last time I had slept so soundly. I had never, ever slept as Amy at my parents' house!

I awoke to a gentle rapping on the door. "Wake up, sleepyhead. Coffee is ready, I'll be in the kitchen waiting for you."

I checked my makeup and hair in the mirror and did some quick touchups. I found a pair of cream-colored satin wedges. They were mules and had marabou feathers across the vamps. I slipped into those and headed to the kitchen.

"Mmmmm, the coffee smells delicious." Tom glanced up from the table and his jaw dropped open. I walked over and kissed him on the cheek as I gently closed his mouth for him. "Careful, you might catch flies that way."

I sat in the chair next to him, so the slit side of the nighty was in full view for him. He kept looking down at my stocking clad leg while we ate the fresh fruit and toasted English muffins he had put on the table. "Tom!" I said one time while he was just staring. He looked at me sheepishly. "I love that you love looking at my legs. Kiss me." He leaned over and did just that.

Our breakfast conversation was a continuation of last night's. It was so easy, so natural, nothing forced. It was as if Tom and I had been talking this way for a long time! We finished eating and continued to sip our coffee. I reached over and intertwined the fingers of my free hand with Tom's free hand. He smiled at me; his smile was glowing.

"What would you like to do today? I'd love to take you somewhere, show you off."

I gulped. "As of yesterday, you're the first person who's ever seen Amy all dressed up. Do you have any idea how nervous I was about that? And now you want to take me out in public? What if someone makes me? What if someone outs me? I'd be so humiliated!"

"Amy Blom! There isn't one chance in a million that someone could make you or out you! You are beautiful, gorgeous, feminine. Everything about you screams woman. And I will be with you the whole time, at all times."

I gulped. "Would it be OK if we just went to the mall and walked around? I'd feel more comfortable that people would be more focused on their shopping than anything else."

He laughed. "I'd love that! A shopping trip to the mall it is!"

"I promise not to take 2 hours and 37 minutes to get ready like last night!"

"You were more than worth the wait."

Rather than lose time taking off my pink nail polish, I just brushed on a cobalt blue nail polish that easily covered the pink. It was bright, vibrant, and had a lustrous blue color to it with the added addition of sparkle highlights throughout the polish. I went with varying shades of blue eyeshadow, darker just above the eye to lightest just below the eyebrow. I chose a shade of lipstick called Chocolate Rosewood; I thought it complemented the blue makeup palette I had gone with, very well.

I picked out a blue silk bra and panty set, quickly settling the inserts into the cups. I found a pair of sheer to the waist navy blue pantyhose that I slipped on. I chose a denim mini skirt and vest combo along with denim ankle boots with 4 1/2" stiletto heels. I finished off my look with a denim shoulder bag with a long silver chain. That matched the silver jewelry I had chosen consisting of a princess necklace, 2" hoop earrings, lots and lots of bangle bracelets on both wrists and two silver rings, one on the index finger of my right hand and one on the pinky finger of my left hand.

I spritzed on some Egyptian Musk perfume, tucked it and some emergency makeup for touch ups into my purse, and I was ready to go. I looked at myself in the mirror and had to admit Tom was right. No way in hell was anyone going to make me. I was a hot young thing in the bloom of her femininity. Any man that saw me was going to want me, any woman who saw me was going to be jealous!

I prowled down the hallway to the kitchen where Tom was again working on his tablet. I strutted around the kitchen like a model on a runway, stopping to pose for Tom every time I turned around. "I-I-I'm glad you chose to go with a really sedate look so no one will be looking at you."

I just stared at him for a moment then we both burst into laughter. "Yeah, I guess this isn't exactly the 'don't notice me' kind of outfit I should have gone with instead."

I walked over, threw my arms around him, gave him a big kiss and said, "Thank you for making this the best weekend of my life. You are such an incredible man, so warm, so kind, so caring."

His hands were cupping my ass cheeks as he pulled me to him. "Um, I have to admit I love the way that feels, Tom, but you keep that up and we'll never make it out of the house."