TransgenderChapter 2 of 2Ongoing

Pretty... Woman

Pretty... Woman? Ch. 02

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Pretty... Woman? Ch. 02

Marcel opened the door to the building and gestured for me to enter ahead of him.

"Good afternoon Mr. Wilson! And you too Ms. Paula!" The doorman smiled as we entered the lobby of the apartment building. I was wearing a casual outfit, a pair of yoga pants, flip flops, and a light blue oversized t-shirt. I'd been growing my hair out, and after a month of living in the apartment it was starting to really contribute to my increasingly feminine appearance.

"Hey Mr. Woods! Nice to see you!" I said with a smile. Slung over my shoulder was a bag with three pairs of designer shoes. Marcel had taken me out shopping on a surprise, and I was absolutely beaming with excitement as we made our way back to the apartment.

Marcel was wearing a white button up shirt, khaki slacks, and brown leather shoes. It felt like he never dressed below business casual. He insisted that in his line of work he always had to be ready to impress with his outfit. What that line of work was exactly still remained to be a mystery. After a month it wasn't apparent what exactly it was he was doing. I knew that he needed to maintain a certain anonymity and discretion with what he did. But it was beginning to bother me that I had no idea what he was up to whenever he left the apartment. Which was frequently. He was gone most evenings, and he would have to disappear without notice. He'd often be gone for hours at a time.

But while he was home, he was incredible. He was attentive, caring, generous, and constantly helping me improve my appearance. He made me feel truly special whenever he brought home a new outfit. My collection of clothes was starting to need closet space Marcel couldn't provide in his bachelor pad. Which is what he noted when he approached me with the opportunity to get me my own place in the city. That it was time for me to become my own woman with my own space. He wasn't kicking me out or anything. We'd still be seeing each other frequently. But he felt guilty that he was leaving me home alone for long stretches of time, and that I was going to need to have my own space if I was going to develop into the woman he knew I could be.

The door to the elevator opened, and he turned his key to send it up to the penthouse apartment.

"Thank you so much for the shoes baby." I said, smiling up at him as I inched my body up against his, standing up on my toes to move up and give him a kiss.

"It's my pleasure Paula. After all, I had to give you a housewarming gift. I couldn't just send you away empty handed." He said, holding my hips in his large hands and pulling me close.

"Oh I'm not worried about being empty handed... I don't know how I'm going to get everything you've gotten me over to my new place." I said, giggling as the elevator carried us up the building. I left one hand on his chest as I lowered myself down. I stared at his frame as I paused. "It was a ton of fun staying here with you. Thank you for everything." I said as I looked up at him. And I really had a lot to thank him for. The new apartment was entirely on his dime. He paid a down payment on the rent for the entire year, and he was just giving it to me. I was hoping that I wouldn't really be there very much, but it I had relented that it was going to be nice to have a space to myself in my dream city.

"Oh you don't need to thank me, you just need to keep being your lovely self." He said with a smile. He pulled me closer and lowered his lips down to meet mine. I felt the scruff on his face brush against my cheeks, and I brought myself up to meet his lips again. The elevator dinged at the top floor, and the doors opened as we stepped inside. On the floor were a pile of suitcases that were carrying my entire clothing collection he'd bought me.

I dropped my bag of new shoe purchases on top of the pile, and I turned back to Marcel as I smiled up at him. While I was still unsure of his work, or how he got his money. But my apartment was taken care of, and I felt taken care of with him. I walked back to him slowly as he leaned up against the counters in the kitchen. "I think I really do need to thank you." I said, grinning up at him as I lowered myself down to my knees in front of him. My hand brushed against his crotch as I moved it up and down the bulge I felt forming in his pants.

"Well, I've never said no to a thankyou." He said in a low tone, his knuckles turning white as he gripped the edges of the counters.

I smiled as I slowly unzipped his pants, reaching inside and pulling out his hardening cock. I could feel it growing in my soft grip. I softly kissed his tip, wrapping my lips around his shaft as I felt his cock lengthen on my tongue. My lips slipped off his shaft as I looked up with a smile. I licked up his shaft slowly as my lips smacked against his tip.

"What do you think you're doing down there?" He said in a low gruff. I could feel his thighs shaking as my lips kissed his shaft again.

"Sucking your cock." I said with a giggle, wrapping my lips around his shaft again as I began to quickly bob them up and down. I had gotten pretty skilled at sucking Marcel off, and I immediately knew the rhythm I needed to be at to make him cum quickly.

"Yeah you fucking are.... Good girlll" he groaned out, his hips thrusting into my mouth as he began to huff loudly. I keep my hands wrapped around his base, stimulating him as I feel his tip start to hit the back of my throat. "ARRGHHHH" He growled. There was no sound more addicting than Marcel beginning to revert to his more animalistic side. And there was nothing more exciting than knowing I was bringing him there. I bobbed my lips up and down his cock faster, pumping his fully erect member with both hands. The way he said 'good girl' always made my legs weak.

I look up at his face, watching his eyes strain as he grimaces while looking down on me. I think it makes him a bit uncomfortable to know he can't pull himself away, that he can't resist once I get going. And that little bit of power really drives me crazy. I don't think I've ever felt more confident than I do when I'm on my knees in front of Marcel.

"Something wrong baby?" I say with a giggle as I flick my tongue up and down his tip, stroking his cock faster and faster as I watch sweat begin to trickle down his neck and arms.

His eyes roll into the back of his head, as he rocks it back and begins to let out long groans. "OHhhhhh.....OOOOOOHHHHHH"

I feel rope after rope shoot out of his tip and onto my tongue and face. I let out a giggle of delight as I feel him pulse in my hands. "Mmmm baby...." I moan. "Holy fuck that's a lot of cum" I say, almost gasping as the ropes continue to pour out onto my chin. I slowly stand up as I feel him empty his last drops onto my face, and I make my way to the bathroom to clean up. As I come back, wiping my face off with a towel I see Marcel putting his cock back in his pants and smiling at me.

"Feels like a fitting way to say goodbye to living here." He said with a laugh. "Fuck, you were amazing today. I can't believe you're getting me to bust so quickly."

"I just know what makes you tick." I say with a smile. I head over to the pile of suitcases on the floor and bend over to start collecting them.

Marcel extends his arm out, stopping me as he grabs mine. "I'll have the driver collect those. You don't need to worry about anything like that anymore." He smiled at me as he slowly pulled me away from the bags. "Are you feeling alright?" He asks me.

"I'm feeling good. I'm going to miss it here, but I'm really excited about having a place all my own. It's going to feel really... liberating to live as Paula."

"You mean live as yourself." Marcel says kindly.

"Live as myself" I say with a nervous smile. I'm still getting used to the idea of Paula being my identity. It feels... right. But it's also going against everything I thought I'd believed about myself. And it was taking some time to get adjusted to that. But every day when I looked in the mirror, it felt more and more believable. More truthful. And it felt liberating.

Marcel leaned down to kiss my cheek. "Why don't you give me a call when you get there. Just real quick. I want you to get settled in and start exploring." He says as he rings the lobby. Soon, Marcel's driver enters the room and begins collecting my bags.

"I'll give you a call!" I say with a smile as I follow the driver. I look at myself in the mirror as I sit down in the backseat of the car. My hair was continuing to grow out, and I was starting to really get the hang of applying my makeup. I'd been practicing non-stop in Marcel's absences, and with enough attempts I was starting to look like a real woman with makeup on. The car sped through downtown, heading down to a more artistically inclined neighborhood. He stopped at what looked like an old factory building, and guided me up the staircase to the top floor, where a large artist's loft awaited me. The apartment was a wide open space, with a kitchen, living room area, and a queen sized mattress each occupying a different corner. A large bathroom with a tub and shower separates sat enclosed in the fourth corner. The room was cutely designed, and Marcel must have hired out a modern interior designer to do the look for him. I walked over to the kitchen, opening the fridge and seeing it freshly stocked with groceries already. "Wow, he really held nothing back!" I say in surprise. The driver nods kindly, dropping the last of my suitcases off. "If you need anything, you can let Marcel know, or me. I'm always happy to help." He says, heading away and leaving me alone in the apartment. He drops a key off on my counter for Marcel's apartment, for emergencies.

I quickly call Marcel, excited about the new space and thank him profusely. He thanks me for the kind words, and quickly tells me to get off the phone and go enjoy the city. I hang up with a shrug of my shoulders and begin unpacking. I head towards two long clothing racks that have been affixed to the walls, and begin coordinating my dresses and outfits by color and season. I gasp when I notice the shoe rack built into the wall beside my bed. I've quickly become a shoe fanatic, loving the way they make my legs look (and the way Marcel loves the way they look). I hurriedly finish packing, organizing my suitcases in a corner and then head out to explore the neighborhood. I change into some cute white tennis shoes to accompany my look, and before I know it I'm off in the streets alone. I'd done this a couple times for small errands at Marcel's, but there was something truly exciting about leaving my own place.

I turn down the block and made my way to a cute tea shop at the corner of the street. I order an iced tea and find my own spot in the corner of the shop, slowly sipping while I scroll through my phone. I've essentially gone radio silent with everybody back home. After two weeks I quit my job, deleting all of my socials, and remaining as cryptic and vague with my family as possible. It wasn't that difficult in all honesty. I had never really felt accepted or part of the crowd back home. Work, family, social life, everything just felt forced, everything felt inauthentic. This was the first time I really was looking at myself in the mirror and feeling really great about who I was. I stopped for a moment as I looked around the tea shop, wondering what on earth was going to happen to me now. I'd left everything behind, and this was the first chance I had to slow myself down and process everything. But in a very short time, a voice pulled me out of my trance and I turned to the side it came from.

"Excuse me miss, what are you drinking?" A man stood above her. He was wearing an orange t-shirt, denim blue jeans, and brown tennis shoes. His straw blonde hair and trimmed beard gave him the look of being about 30 years old. He smiled.

"Oh, it's just an iced green tea." I say, smiling politely before looking back down at my phone. He was nice looking, but I was with Marcel and it felt wrong to really engage with anybody else. Even if it was friendly.

"Oh yeah, I love green tea. This may be a bit forward, but is this seat taken?" He asked, pointing to the one across the table from me.

"Oh yeah it actually is. I'm saving it for my boyfriend." I say, smiling as he slowly walks away looking dejected. I smiled inwardly to myself, but quickly grabbed my tea and made my way for the door. As I made my way back to my apartment, I felt my inward smile grow more and more across my face, breaking into a wide grin. Nobody had approached me yet! This was such a big development. I quickly pull out my phone and text Marcel.

You won't believe this! A guy just approached me at a tea shop. He called me Miss and all that. I think he thought I was a girl!

Marcel typed back shortly afterward.

*Really? How did that make you feel?*

I walked back into my new apartment, laying down on the bed and taking off my tennis shoes. I thought for a moment over Marcel's question, before writing back.

*I mean I feel excited. Like all the work is actually paying off. The hair, the clothes, the makeup. I feel more and more like a woman.*

*Well, you are one. And you've been convincing since the day I met you. But how did the attention of a man feel? How did his interest in you feel to you?*

*Well, Marcel, I hadn't really thought of that. Why would I be thinking about anything like that when I'm with you?* I text back.

I watched the dots go along as I waited for him to respond.

*I mean, Paula, we aren't TOGETHER. You understand? I really don't think at this stage in your journey you should be putting labels on things or getting involved in committed relationships. You should be exploring what life is like as a woman. Getting to experience everything you can. Don't you agree?*

I sat for a while, my heart racing. I had just assumed that things were more romantically exclusive between us than Marcel was letting on.

*So have we not been dating this whole time?*

*I wouldn't call it dating.... We've spent time together. I don't really consider myself as your boyfriend Paula. I'm your companion, your guide, your mentor on this crazy journey you're on. I don't think your future is with me romantically. I think your future is your own self discovery.*

*So...... wait what? Why'd you buy me this apartment?*

*Because I have been very fortunate in life, and when I see somebody in need I want to give them all the help I can. And I think it's safe to say that you needed my help. Look how far you've come already Paula.

*So like.... What? What does this mean?*

*I think... it means that you should explore. With me by your side. You should be safe, and you should be responsible. And I think the best way for you do that is to have me by your side.*

*Explore what?* I ask. I'm feeling upset, as my understanding of things was getting completely flipped on its head.

*You know, men!*

*I mean.....* I text back.

I'm still unsure of the entire idea of my sexuality. I had always felt a pull towards femininity in my life, and Marcel had opened my eyes up to the fluidity of sexuality and that everybody is on a spectrum. But I wasn't sure about broadly dating men. And I wasn't really sure if I was even INTO men.

*I think you'll be surprised. Paula, do you really think it's JUST me? You don't have to find all men attractive. Nobody does. But, I think you'll find that you really enjoy being with men. You just need to give it a chance. Weren't you so excited just now about that stranger thinking you were a woman?*

*Well, yes... but it was for you!* I wrote back. I stopped and thought for a moment. This wasn't really an ending to anything. I was still getting to see Marcel. I guess I could just let things naturally flow. *I don't know Marcel. I'd be pretty nervous about all of it.*

*Naturally, you don't really feel safe in your identity yet. You need to continue to learn how to be yourself. That's what I'm here for. To help you get there*

*You always help me Marcel.*

*And I'm not going to stop now. I can tell you're a bit nervous and upset. Why don't you come over to the apartment tonight? Wear something really pretty I bought you, please? I'll have the driver pick you up at 8 o'clock. It'll be a dinner, so don't worry about eating.*

I quickly liked the message and stood up, smiling as I was getting to go back to Marcel's already. The new apartment was so nice, but it was beginning to feel a bit lonely. I began to get ready for the evening as I put on my makeup and brushed my hair. I felt my phone ding again, and saw that Marcel had messaged me again.

*How would you feel if I had somebody over for dinner? He's an old work friend, we've been together a while now.*

*Yeah sure, it's your place! What's his name?* I write back, feeling nervous and unsure about meeting somebody new.

*His name is Steve. He's a really great guy.*

*I'm sure he is, I just feel nervous about meeting new people still, you know?*

*You've got nothing to worry about, he's a really wonderful guy. And he already knows about your journey, so you've got nothing to worry about. I told him about you and he's really excited to meet you.*

I pause before writing back. I smile a little to myself, realizing how good it feels to be accepted by somebody. Or at least not having my unique situation be a disqualifying factor when somebody new meets me.

*I would love to meet your friend, Marcel!* I say, returning to my getting ready routine.

*Just so you know, he knows me as Alexander. You're really only one of a very few people who know my real name. Just so we don't confuse him.*

*Got it! Alexander ;)* I text back, turning my attention to my clothing rack. I flip through the large selection of clothes before my fingers find a red cocktail dress that catches my fancy. I love that it shows off my freshly shaved legs and curves, only going down just past my ass. I opt for a pair of four inch black stiletto heels with an ankle strap. I look at myself in the mirror, standing with my hands on my hips as I pose for myself. I look good, and I'm really starting to feel good too.

The driver knocks on my door shortly afterward, and I'm on my way over to Marcel's for dinner. I'm really excited to meet somebody new and see Marcel again. If he was a friend of Marcel's, I'm sure Steve was a really great guy as well. I continued to wonder what exactly it was Marcel did, and how they knew each other exactly. Maybe Steven would be able to give away some information that Marcel had been withholding for so long?

The car arrived and Mr Woods the doorman opened up. "Back already Ms. Paula? Aren't you looking wonderful!"

"Thank you Mr. Woods! You're so kind!" I say, smiling as I head to the elevator. I take the key that Marcel's driver left and I take the ride up to Marcel's apartment. The door opened and Marcel stood in front as he gave me a warm smile and a big hug.

"Don't you look wonderful!" He says. He leans down and kisses my cheek as he brings me inside.

"Thankyou Alexander!" I say, remembering my assignment for the evening. He gives me a quick wink. He's changed into a dark blue suit, wearing a baby blue button up shirt with no tie. He quickly guides me around to the living room where a tall man is seated on the love seat.

"Steve, I'd like you to meet my friend I was telling you about." Marcel says, holding me at my waist as we stand in front of him. I wave politely as Steve stands up with a smile.

"Wow. Alex you didn't tell me she was GORGEOUS!" He says as he takes my hand in his and kisses it softly. "It's a pleasure to meet you dear." He says.

Standing up, Steve is a very tall man. He must be 6'6" at least. But for how tall he is, he's also very lean. He has salt and pepper hair that he keeps styled up in a combover on his head. He has a slender face and dark brown eyes.

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