For the next three weeks, Jenny and I did weekend-long complete makeovers. I progressed nicely in my training and Jenny said I was becoming a natural woman. For some unknown reason, I wasn’t repulsed by her comment, rather it gave me an extreme boost in confidence that I could easily pass as a young, sexy, and beautiful woman. I could now walk effortlessly and sexily in four-inch heels. I developed a natural sway in my hips that would stand up to the closest of examinations. Jenny taught me how to gently swing my arms while keeping my shoulders back and head forward. I had confidence going up and down the stairs. I loved the way my shapely and stockinged legs looked and felt in high heels.

Jenny said all the bridesmaids’ dresses and accessories would be finalized this weekend and there would be a private fitting for just her and me at her friend’s boutique. I was less nervous about dressing up as one of Sarah’s bridesmaids. Each day I spent with Jenny and practicing dressing up as a woman gave me a confidence boost. I wanted very much to prove to Jenny that I could pull this off and perhaps Sarah and the other bridesmaids wouldn’t be the wiser.

Friday the week before the wedding, Jenny and I visited her friend Sharon’s boutique. We parked in the back and went inside. Sharon greeted us warmly and escorted Jenny and me to a private room. Jenny had called earlier and explained the whole situation to Sharon. Sharon said she had done several male-to-female transformations over the years and was very much looking forward to meeting me and helping me achieve the best womanly look possible.  

Jenny had picked up our dresses the night before and as she wanted to make it a surprise for me, so she wouldn’t let me see them beforehand. Sharon said she would start with me and directed me to strip down to just my lingerie. Under my loosely fitted sweatpants and hoodie, Jenny had me wear a pair of nude stockings, satin waist cincher, white padded pantie, and a matching strapless bra. Since the dresses were a one-shoulder sleeveless floor-length design, Jenny said the strapless bra would nicely hold my 34 B breast forms. I must admit, this whole experience of being fitted for my dress at the boutique was very exciting.

Sharon entered the room carrying a large white plastic-wrapped garment bag. Jenny stood off to the side and waited to see my expression as Sharon slowly unzipped the bag. I could see inside was a dark green satin dress. It shimmered beautifully under the fluorescent lights. As Sharon freed the dress from its hanger, she held it out for me to inspect. My heart rate increased. The thought of me wearing this dress in just a few minutes and for the wedding was exhilarating. The smile on my face told both Sharon and Jenny that I approved wholeheartedly.

“Well, what do you think Mark – oh sorry, I mean Rachael?” Sharon asked. I was lost for words; the dress had a very form-fitting body with an attached pleated long-waist sash tied just above the right hip. The dress was long and beautiful, and the hem slightly pooled about the floor. The best part was a thigh-high slit along the left side that would expose a lot of leg skin when walking.

I stood up as Sharon unzipped the dress. She had me step into it. Adjusting the over-the-shoulder part, and securing the dress in the back, everything fit beautifully. My padded pantie and waist cincher had given me that hourglass figure every woman works so hard to have. Jenny had affixed my 34 B breast forms earlier and, in this wonderful dress, they accentuated my womanly figure perfectly.

Jenny reached into her carrying bag and pulled out a pair of silver five-inch-high ankle-strapped sandals. I remarked, “those are pretty tall heels, do you think I can handle them.” Jenny laughed, “Rachael, you are a pro now sis, so no worries. But you’ll still have to practice as they are an inch taller than the other heels you’ve been wearing for the last few weeks.

I stepped into the heels, secured the straps, and turned around to face Jenny and Sharon. Their smiles indicated they were very pleased. They had me walk a few laps up and down the hallway to make sure the dress was a perfect fit. Sharon said she would make a few adjustments to the waist, as my waist was a little slimmer than the dress's twenty-eight-inch waist. I stayed in my dress while Jenny had hers fitted. She was absolutely gorgeous in her dress too and there would be little doubt that we weren’t real female twins.

Before leaving back to Jenny’s apartment, Sharon sat me down and explained that all the bridesmaids would be wearing her signature gold hooped earrings. She remarked it would look odd if I were the only girl wearing clip-on earrings. I looked over at Jenny and she said, “Well, it’s up to you Rachael, but Sharon does have a point.”

Thinking about it, it did make sense, why would I want to be the odd one out. “Okay, I guess I should have my ears pierced then.”

“Good,” Sharon said. She then walked me to her ear-piercing station, carefully pierced both ears, and placed small gold posts in each to keep the holes open. She handed Jenny two sets of gold earrings we were to wear the day of the wedding. It felt odd now having earrings, but this was just one step closer to becoming a believable Rachael.

The day of the reception dinner had arrived. I had to admit, I was now feeling a lot of butterflies in my stomach. It was one thing dressing as a woman with Jenny, my sister, and Sharon the boutique owner, but tonight, I’d be all dressed up in the company of maybe thirty or more people. What would happen if I were found out? Would I be humiliated or worse, called a sissy and laughed out of the reception? Jenny reassured me it was just natural pregame jitters I was feeling and if I really knew how gorgeous and convincing I looked, I wouldn’t be worried about anything. I smiled and thanked her for her reassuring and kind words.

Jenny and I made plans to meet at 2 pm at her house and then we’d drive together to Sharon’s boutique for our makeup, nails, and hair sessions. I was nervous but also very much excited.

That morning, I sat in a hot lavender bubble bath and shaved my body. I was used to shaving my legs, underarms, and chest every three days already, but today Jenny instructed me to completely shave everything from the neck down, and that included my pubic area. I carefully shaved everything, then applied lotion to all my freshly shaven skin. My skin was silky smooth and I smelled like a bouquet of freshly cut flowers.

Once at Sharon’s, Jenny and I got the works. Sharon’s assistant Clarissa said she’d be taking care of me and led me to another dressing room. Sharon stayed with Jenny and said they’d see me in about two hours or so.

Clarissa had me dress in the lingerie and shapewear that Jenny had picked out for me. I put on a pair of black back-seamed stockings, a garter belt, and a lacy bra. I had secured my breast forms with adhesive earlier and they now fit perfectly. Like the other night, my pantie was padded on the hips and buttocks to fill those womanly areas absent from my thin male body. Tonight, I’d be wearing a ¾-sleeved black cocktail dress. The laced hem was rather short and came to about six inches above my knees. The dress had a very sexy choker-style neck. Jenny had shown me a few of her cocktail dresses to pick from and this one always caught my eye whenever she wore it; it was simply the sexiest dress she had and now I was going to be wearing it for everyone to see.   

Clarissa commenced applying my makeup. She was an expert and took her time applying foundation, concealer, and various powders. She paused and asked, “Rachael, would it be okay if I thinned out and arched your eyebrows.” When Jenny had done my makeup, she covered my natural eyebrows with a thick concealer and painted in feminine-looking eyebrows. Having my eyebrows plucked and shaped would be longer-lasting, but again, here I was, doing Jenny and Sarah a favor. What would be the harm in having my eyebrows shaped like a real woman’s? Wouldn’t they just grow back? “Okay Clarissa, if you think it best to do so, go ahead and work your magic.” She responded, “Well, yes, it is the best way as thin arched eyebrows are just beautiful and are one of the signature features of a feminine face. So, Clarissa commenced shaping my eyebrows. It hurt a little as she plucked away, more than just a few hairs in my opinion, and when she was done, she spun me around in the salon chair and showed me how they looked. OMG, they were unmistakenly a woman’s set of eyebrows. It might take a few more than two weeks for them to fully grow back.

Clarissa completed my eyes in a smokey look and unlike my other makeovers, this time I got very long false eyelashes. The super long lashes and dark mascara and eyeliner made my eyes scream, “I know you want me.” It felt wonderful every time I blinked as they served as a reminder to me of just how womanly I truly was becoming. Clarissa completed her work by applying a creamy dark red lipstick and a thick cot of twenty-four-hour shiny lip gloss.

Next, she placed a shoulder-length brunette wig atop my head. It was parted down the middle and had long bangs. She attached a set of dangly diamond earrings to each ear and then instructed me to sit at her nail station. For the next forty-five minutes, she applied acrylic nails and painted them in the same dark red color as my lipstick. I had never had fake nails before, and I could tell they would take some getting used to. I thought, why hadn’t Jenny and I practiced applying long nails a few weeks back? Oh well, just another aspect of becoming a drop-dead gorgeous woman.

Next came putting on the cocktail dress. Clarissa had me hold my arms over my head and she lowered the dress down onto my body. She made sure she didn’t damage my hair or makeup. She zipped me up and then secured the choker neck with its two cotton buttons. I was completely encased in ultimate satin, lace, and femininity. I put on a pair of black and gold-trimmed four-inch stiletto heels and finished the makeover with several gold bracelets, rings, and a few spritzes of Oscar de la Renta perfume.

Jenny drove us to the reception and valeted the car. I was nervous getting out of the car, but a young man stepped forward, supported me under my right arm, and helped me climb out. He leaned in and said I was beautiful. That one compliment settled my stomach quite a bit. Jenny and I walked up to the entrance and made our way to the reception area. Most of the reception party members were already there and almost everyone paused and stared as Jenny and I walked over to meet them. Jenny introduced me as her cousin from Texas and several of them said we looked like sisters. They were almost correct.

After meeting the other bridesmaids, I felt much better and less nervous. It was a relief knowing that no one suspected I wasn’t a real woman. The makeovers and feminization training over the last month seemed to have worked as Jenny had planned. I had a few drinks to loosen up, mingled a little, and met Sarah and her fiancé Brad. Sarah thanked me for being a part of her wedding and saving the big day. Brad commented that I looked so much like Jenny, but in his humble opinion, I was even prettier. Sarah threw him an annoyed look and said, “Great Brad, what a way to make Rachael feel uncomfortable.”  He laughed and said, “I only speak the truth babe.” He asked me if I was there with anyone. I said, other than Jenny, no, I was a single woman. As soon as I said that, I could have sworn I caught a pleased look on his face.

Throughout the evening, Brad kept stealing glances at me. At first, I just thought it was a coincidence, that every time I looked in his direction, he was looking at me. That was clearly not the case though. I had met his eyes at least a dozen times and the more times I caught him staring, the more he held his glance. At one point in the evening, I had gone over to the bar to get another drink and I overheard him telling his friends that he thought I was the prettiest girl at the reception. Wow, here was a guy who was on the eve of getting married and he was clearly admiring another woman. As much as I knew this was wrong, I felt a foreign, but powerful emotion that I was desirable, and it made me feel good. I really can’t explain why I felt that emotion, but it made me smile knowing I was actually the object of a guy’s attention.

Jenny and I met up and she asked how I was doing. I said I was having the time of my life. No one suspected I was really a guy and I really started to embrace my new role. I now knew that I was very much the gorgeous woman everyone saw on the outside. I was now completely comfortable acting and portraying a beautiful woman. Yes, Rachael was beautiful, and it really surprised me how not only had I changed physically, but psychologically as well. I honestly couldn’t remember feeling so free and just being the person I had always wanted to be. The clothes surely made me look like a woman, but my brain was now starting to think and act like a woman. Oh my, what was happening to me?

Jenny and I went to the restroom for a quick pee break. Jenny finished her business and returned to the reception. I heard the door open and a set of footsteps stopping at the vanity. I stood up, pulled up my panties, and flattened out the hem of my dress. As I exited the stall, I noticed Brad standing there just looking at me. He smiled and said, “Well hi there beautiful, how’s the evening going so far?”  

What was Brad doing in the lady’s room, I thought. I quickly responded, “I think you’ve had one too many Brad, the men’s room is next door.” “No, I think I got the right room, Rachael. I wanted to talk to you in private and I didn’t see any other way.”

He then reached back, secured the bathroom door, and stepped closer to me. I stood there looking up at him. I didn’t notice before that he was at least six inches taller than me. We were extremely close to each other, and I could smell his cologne. He said, “Rachael, look, I’ve been eyeing you all night, I think you are a beautiful and sexy woman and I had to tell you that.” Wow, I was dumbstruck. What was I supposed to think or say to that wonderful compliment?

Nervously, I said, “Thank you, Brad, now that you’ve said that we can both get back to the reception.” Brad hesitated and then said, “Would it be too much to ask if I could just kiss you once. I’m getting married tomorrow and I just can’t think about anything else right now but to kiss you.”

Uh-oh, now what was I supposed to do? What had I gotten myself into? I never suspected I would be in this type of situation. I had never thought about kissing another guy, either as Mark or as Rachael, but here I found myself, in a tight bathroom with Brad, the groom, staring down at me. Before I could say anything, Brad pressed himself up against me. He placed one arm around my waist and before I knew it, he was leaning down for a kiss. I don’t quite know what went through my mind at that very instant, but I didn’t hesitate. I raised my chin and closed my eyes as his lips met mine. He gently kissed my lips and then I felt his tongue slowly work its way into my mouth. I responded by opening my mouth wider and meeting his tongue with mine. Surprisingly, kissing him felt so good. He held me tighter and wrapped his other arm around my thin waist. He continued to French kiss me as my head filled with conflicting emotions.

Should I be doing this or should I not be doing this? Dressing up and playing the role of a woman was one thing, but kissing another man was something totally different.

Brad then broke off the kiss and while still holding me, stared deeply into my eyes. He said, “Gosh Rachael, you are such a turn-on.” He then leaned back in for another very passionate kiss that lasted a few more minutes. Without giving it much thought, I reached up and intertwined my arms around his neck. He pressed himself further into me and I felt a bulge against my stomach. Brad had an erection indicating he was completely turned on. Strangely, it didn’t feel odd to me though. I was in complete female character, and this is what females do, they kiss and pleasure men. So, I decided right there and then that I would just continue kissing him as I saw no real harm in what I was doing.

Brad then whispered in my ear that he wanted me to rub his cock and then went back to kissing me. What the heck, I too was now totally into the moment and felt it was natural as a woman to do as he wanted. With no hesitation, I reached down and found his cock firmly pressing up against his trousers. It was big and fully erect. I rubbed his cock with my hand and Brad moaned softly with delight at my touch. I really can’t explain my thought process, but with no further requests or encouragement from Brad, I unbuckled his pants and slipped my long painted nailed hand into his waistband. I quickly found his warm stiff cock and began stroking it ever so slowly. Our kissing became more intense as I continued to caress his throbbing member. I was in heaven as I know Brad surely was too.

Brad once more broke the kiss and whispered into my ear that he wanted so badly to feel my beautiful mouth around his cock. Once again, my brain didn’t tell me to run as I would have thought, but as I was now Rachael, why would it?  I decided I would allow myself to experience this very explicit and intimate act. I dropped to my knees and stared up at Brad. I said, “There’s nothing more I want right now but to suck your beautiful cock.”  

I dropped his pants and boxers to his ankles and released his massive cock. It had a large head, was full of pronounced veins, and throbbing just inches from my wanting mouth. I was clearly turning out to be a little vixen who apparently craved cock.

Brad reached down and grabbed his cock and held it back against his belly. I took this for him wanting me to start pleasuring his balls. I happily took his cue and began sucking softly on his sack. I sucked one, then both of his balls into my beautifully painted mouth. Oh, how I was loving this experience. Brad started moaning with pleasure and I knew I was doing a good job, despite not having ever done this before. The feeling of having another man’s balls in my mouth was intoxicating. Something had come over me and I just couldn’t see myself doing anything else right now.

The feeling of being in total control and having this type of power to sexually please a man was amazing. Now I finally realized the power and influence women have over men. I was in total control of what would happen next. I released his balls and placed one hand firmly around the base of his cock. Staring up into Brad’s beautiful blue eyes, I guided the head of his cock into my waiting and willing mouth.

I sucked and twirled my tongue around the head of his cock and tasted his precum. I had watched plenty of porn videos where women did this to turn men on the most. I then couldn’t resist the urge or tease him anymore. The time had come to fully service Brad’s cock. Opening my mouth wide, I lowered my head onto his entire shaft and took him deep into my mouth. I continued making love to his cock with my mouth and taking a little bit more of it with each downward stroke. Brad let me suck his cock for a good five minutes or so. I was getting the hang of taking him into my mouth while maintaining pressure against the bottom of his shaft with my tongue. Brad obviously was in ecstasy as his breathing became quicker and he began moaning with each stroke of my head.  

Brad then held my head gently and instructed me to hold still, relax my throat, and breathe slowly and deeply. He then began penetrating my mouth further and controlling the pace. He then eased up the pace and with one long but firm push, entered my throat. I resisted the urge to gag as his impressive and massive eight-inch cock was now completely in my mouth. My nose and chin were firmly pressed up against his pubic bone. His scent of musk was a turn-on for me and for the first time, I felt a twinge from my small satin-encased cock. I placed one of my hands on his balls and began softly stroking them as he continued deep throating me.

Within a few minutes, I heard Brad moan deeply and I knew he was near to releasing his load. He picked up the pace and without any warning, started to ejaculate into my warm and slippery mouth. He filled my mouth with shot after shot of his sweet seed. I kept sucking his cock and with one big swallow, I finished him off. I held his cock in my mouth not wanting the episode to end, but reality hit me. It was time for us to get back to the reception. His softening cock then slipped out of my mouth.

He lifted me up and held me tightly. Our mouths met once again, and he gave me the softest and most sensuous kiss I ever had. Brad then broke the kiss, reached down for his pants, and put himself back together again. He said, “Rachael, you are totally amazing. I’d so much love to get together again. Could we possibly do this again tomorrow before the wedding?” I looked him in the eyes and said “I think I would love that very much Brad, but we’ll have to be careful and look for an indiscreet opportunity. The thought of getting to suck Brad’s cock once again was overwhelming.

Brad left me in the bathroom alone to fix my makeup. As I stared into the mirror reapplying my lipstick, I couldn’t help reflecting on what had just happened. The reality was I just finished pleasuring another man’s cock. Swallowing his cum was a wonderful feeling and I caught myself smiling from ear to ear. I couldn’t wait to tell Jenny what I did and hoped she wouldn’t be too upset with me. After all, Sarah was her best friend and Brad was her fiancé.

Well, Sarah could have Brad after the wedding tomorrow, for now, I’d dream about sucking his cock again and hopefully, if the opportunity arose, having Brad take my virginity. Going back to being dull old Mark was now a sad thought and something I needed to share with Jenny to gain her perspective and clarity on what would become of Rachael after the wedding.