The Inheritance Ch. 04

Sorry this chapter took so long. I have a lot of ADHD so I got on to other stories and this chapter sat half finished. This will likely be the last chapter of the story. I feel like I've explored what I wanted to with it. On a positive note there is another story which just needs another scene and one extended to finish.

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I awoke anxious out of my mind like the hours leading up to a big test. The date was still almost a full 12 hours away, Jordan hadn't even gotten to work yet, but still I could feel my body shaking in a weird mixture of anticipation, fear, doubt but also excitement. I decided to skip the makeup part of my morning routine, firing off a text to Ashley, explaining who was texting her and if she would be available in the later afternoon to help me get ready.

Day 3 of my transformation into womanhood I still didn't feel confident enough to get ready on my own for an occasion as big as this. Plus other girls in the chatroom said if I was nervous there was no shame in asking for help. I couldn't argue with the logic but it was hard to get out of the male mind set that asking for help makes you weak. The days of getting lost due to not willing to ask anyone for help were long gone but most men still managed to find other ways to never ask for help.

I decided to have breakfast for the first time in the week, for some reason I was feeling hungry which was pretty uncommon for me especially first thing in the morning. I wasn't sure but it still felt like there were growing pains in my butt and hips. I couldn't tell if that was just in my head or it was actually happening. I had a simple breakfast of eggs on toast and my now usual cappuccino. It was nice to start the morning off with a sweet treat even with the mild powdery aftertaste that had now replaced my usual black coffee.

In the middle of eating, I received a message back from Ashley saying that she was expecting my text, Linda had given her a heads up, she wouldn't be able to come over but I was welcome to go to her work and she would do it there. Turns out she worked in a retail store that focused on selling makeup, perfume, hair products and some other things that mostly girls needed. I agreed and let her know that I would be there around 3.

As I was messaging Ashley, I received a message from Jordan.

J: Hey haven't heard from you, just wanted to see if we were still on for tonight?

M: Totally! I'm really excited actually :3

J: Awesome!! Happy to hear it. I've got us booked at Toscana for 5:30. I know how much you love Italian food.

M: You're kidding right?

J: Nope, no kidding around here. See you there!

I couldn't believe he booked us in at Toscana. It was one of the most expensive restaurants in the city. It was run by a Michelin star chef who had come over from Italy and was making food that the people of Austin compared positively to going for dinner in Rome. I had wanted to go since it opened two years ago but it was way out of my price range. If I was slightly nervous before my nerves had now reached max.

I practically ran to my bedroom, taking pictures of all the dresses that were left for me, and sending them to the group asking which one I should wear to my date. They picked out this black dress that had black flowers over top of the lacy fabric, the midsection had a built in corset. I ran my fingers over the boning of the corset sending shivers down my spine. I looked through my things knowing what had to go under it. A black lace bra, matching panties, garter belt and thigh high stockings. Finished off with a pair of black heels that had a red bottom to them. The girls in the chat replied how jealous they were of the heels, I guess they were by some famous designer who had been around for decades.

I decided to go up to the pool side this time in a white bikini so I wouldn't be tempted to just get naked again. I brought up a pina colada with me to help calm the nerves. Was it still early in the morning? Yes. But what's the old saying, it's 5 o'clock somewhere. I sipped my drink while multitasking between reading a story and chatting with my friends.

It was an old story that I had found that related to what I was going through except this guy had to do it to avoid a criminal after testifying against him after watching him commit a crime. I really related to everything he was going through and our personality types were very similar. It caught me that he was resisting the change a lot more than I was. He was fighting back against femininity every chance he got whereas I seemed to be absorbed by it. Possibly even begun to accept it and -shudders- even enjoying it. Maybe we weren't that similar afterall. I got lost in the story and chatting realizing the time was quickly approaching that I would need to leave.

Making my way quickly back down to my condo, watching a quick video on how to properly roll up stockings, how to attach the damn garter belt, putting it on in the wrong order the first time, learning that it was panties over garter so you weren't trapped when you need to go to the bathroom or other things. The corset had this crazy auto synch feature which made it so that I could barely breathe. I had to take shallow breaths and focus on not hyperventilating from reduction in breathing ability. I was never one for leaving my arms bare going out into public, so worried about my scrawny arms, but even I had to admit the dress looked great with no sleeves, the bottom of it resting right above my knees, showing off the stockings and drawing your eyes to the heels.

I quickly threw all of my things into a black purse that was hanging in the closet, found the key to my aunt's car and then practically ran to the elevator without even considering running in heels which went far better than expected. I pressed the unlock button on the key watching as the dark blue BMW coupe's lights went off. I took my usual place in the back seat of any auto car, making a mental note to go to the dealership to get the key coded to my deck. I pulled up the control panel putting in the address to Ashley's work. Closing my eyes, hearing the soft hum of the electric motors, trusting the car enough to get out of the parking garage and to the destination. There was a helpful chime from the car when it had parked itself. I was pleased to see that it actually parked at the mall entrance closest to the shop I was going to. Not a given in cars with older auto drive units but this car was barely a year old.

My heels clicking off of the tile floor of the mall, felt like I was calling everyone's attention to me but being the afternoon the mall was mainly filled with highschool students, most paying me no mind save for a few boys I saw checking me out. It felt good that I was now attractive enough for a long look but the fact that it was coming from guys caused further confusion in my head. I quickly made my way inside the girly store. Walking in felt like being absorbed into femininity. It surrounded me on all sides from the rows of makeup to the perfume that scented the entire store. Looking around to find Ashley already at a station already set up and ready to go for me.

We had a quick chat about how the last couple days had gone since I saw her and then she got right to work. I was sure she wasn't going to be able to do this for free, so I pulled up my banking app noticing that a good amount of money had already been transferred into my account, the numbers bulged big and happy in front of my eyes. I was surprised that they gave me that much money even though I had only completed a few days of being a girl. It was a small fraction of what would be coming to me if I was able to complete the year but it was still much more than my account had ever contained. Before I knew it Ashley was done with my makeup transforming me into the beauty that I never expected I would become. She recommended a perfume that smelled of coffee beans, white flowers and a hint of vanilla. It smelt intoxicating and seductive, so along with the cost of her services I purchased the perfume as well.

Looking at the time, noticing that I had a bit of time to kill before meeting Jordan at the restaurant. So I decided to wander the mall a bit, I kept getting attracted to women's clothing stores like a phaser beam pulling me in. I saw outfits like the ones recommended by the girls in the server. I ended up purchasing a few of them including a high waisted brown plaid skirt with a black silk blouse; short sleeves, a collar that closed with a button and a peekaboo opening showing off a bit of cleavage. Thinking that it would be a great outfit for my interview on Monday.

Holding the bags in my hands, walking back to the car, I was amazed how quickly I had been absorbed into femininity. What was going on? I never questioned my gender before but all of these changes were raising some serious doubts. Did my aunt know? How did she know before I did that my shitty attitude might be a cover for how I was really feeling? How would she know that? Did I show signs when I was younger that I had completely forgotten or blocked out? Was part of how I acted towards women was from being called Michelle throughout high school and not wanting people to get close to the truth? It felt like my head was spinning with all these questions. Before I could fully comprehend it, I was standing in front of the open trunk at the back of my car. My brain's own auto pilot carried me the rest of the way, into the back seat and setting the destination for the restaurant.

Another helpful ping from the car let me know we had arrived. I took a deep breath, trying to get my shit together, push all these new thoughts down into the back of my mind and just enjoy dinner with my best friend. I walked into the restaurant, feeling my jaw practically drop, the pictures did not do it justice. The floor was covered in dark brown hardwood, the tables a slightly darker brown almost black with big white marble slabs in the middle holding them up, the lights a single warm led surrounded by what looked like a huge snifter whisky glass. I was looking around when I noticed Jordan was standing there, in a dark blue suit, tie removed, suit jacket open revealing a white dress shirt, five feet in front of me staring at me like I was staring at the restaurant. He was taking me in the exact same way.

I walked up to him, he had this huge dumb cute smile covering his entire face. Standing next to him even in heels he was still significantly taller than me. I used to hate feeling so short next to him but now it felt somehow right.

"Hey Jordan."

"Hey yourself Michelle." He put heavy emphasis on the Michelle part.

I smiled back. "How was work?"

"Another day, another dollar. Shall we get our table?"

"Sounds wonderful."

He walked over to the hostess letting her know that we were ready to go to our table. I followed the two of them, my eyes darting rapidly between exploring more of the restaurant and staring at Jordan's wide shoulders, his muscular body that the suit must have been tailored around to fit his athletic build. We sat down at the table, Jordan's eyes all over me as the hostess placed a cloth napkin into my lap. His eyes lingered on my breasts which the dress was displaying proudly. His gaze finally returned to my eyes, he couldn't hide the grin that covered his face even though there was a hint of embarrassment after being caught checking me out.

I decided to tease him a bit. "Get a good look?"

He chuckled. "I mean it's hard not to, they are just so big and right out in the open. That dress must be sitting right above your nipples."

It was my turn to be embarrassed as I felt warmth spread over my cheeks. "My bra isn't showing so it's not quite that bad."

"Those things must be a pain in the back, no?"

"You're not wrong, it's definitely been an adjustment. All this week has been one big adjustment to the life I used to lead."

"Seems like it's headed in a positive direction though!" He smiled warmly.

"You're not wrong. I could have never predicted this is where my life would lead but I would be lying if I said I hated it. In fact I think I've come to a realization."

"Oh really, one week as a girl and you're already figuring things out? Tell me what realization did you come to?"

I looked down at the table then to the menu finally back up to meet his eyes, trying to gather my thoughts, unsure of how he would take the news. "I don't think my aunt did this out of some perverse sense of justice or corrective action to fix my behavior. I think she somehow knew that this was who I was truly meant to be but without a big push, I would never get here on my own."

"That is definitely a huge realization. So you're saying that you're happy like this? You're not completely miserable?"

"It was a lot to take in the first couple days but now that I've had some time alone to collect my thoughts, yeah I'm happy and definitely not miserable. I even have a job interview on Monday."

"That's great news Michelle. What kind of job?"

"Receptionist for an energy company with the possibility of becoming a personal assistant to one of the executives."

"I think that will be perfect for you. Not that you really need it with the kind of money you are coming into."

"I still have to get through this year. I won't get all of the money until it's up. Plus getting a job was on my list of things I had to do as a girl." I paused. "Also I've been thinking that I would burn through all that money really fast if I didn't have a regular job."

"Well I did say I would help you invest it so that you could probably just live off the interest." He rubbed his chin as if deep in thought. "Although after the year is up you could just find a man to marry and be the kind of girl that you always thought women should be." He laughed. "You know, like a homemaker? You're a pretty decent cook, so you've got that going for you already!" He winked.

I was taken back a bit and not quite sure how to respond, I started to say something and then stopped and repeated that stumbling over attempts to find the words. I watched as he laughed more at me, making me flustered. Thankfully our appetizers arrived and saved me from that conversation.

As I ate I started to think about it further. Maybe he was right, it wouldn't be the worst life. Taking care of people was something that I excelled at even though I disliked that part of myself. I remembered in high school taking an aptitude test and it ended up spitting out that I would do well in a career like a nurse, caregiver or teacher. Some sort of position where it was my job to look after people. All the guys made fun of me except Jordan who lightly teased me about it. I could always tell the difference between his teasing and the other guys' straight up bullying.

We reached the end of our appetizers and I finally spoke up. "You know maybe you're right. Remember that aptitude test that said I would make a good caregiver? After so many years of progress I think that's what a lot of men still want."

Jordan seemed to consider his words carefully before responding. "You and I disagreed on a lot. I would never begrudge a woman for wanting a career but there is a part of me who would love a wife who took care of most of the things in the home. I don't think I would ever be the kind of guy who refuses to do anything but it would certainly take a lot off my plate to have that kind of wife. I think you would make a good wife."

I coughed again on my food for the second time that night. "Wife? Jordan you're joking right?"

"I mean we've known each other all our lives. Now that you're not constantly ranting about bullshit, you're a much more enjoyable person to be around. You're my best friend. So yeah, wife." He grinned.

"You know after the year is up I don't have to stay like this you know. I could go back to my old life the very second the year ends. Could be like Cinderella turning back into the old me."

The waitress brought us our entrees. Smiling at hearing the mention of Cinderella, whispering into my ear as she left, you should definitely stay Cinderella if that's a choice.

Jordan smiled watching the interaction. Twilling his pasta on to his fork and then looking over at me. "Well I will just have to do my part to make sure that the life you have as Michelle is worth not going back to the life you had as Michael"

I took a few bites of my pasta and quietly replied. "It's weird hearing my name. I know it's only been a week, I've almost gotten used to hearing Michelle now."

"See, one week in and you're already leaving your old life behind without much fight."

I looked down at my food. "I thought about fighting it every step of the way. If you had asked me when the week started how this would play out, I would have said that I would be fighting this tooth and nail. As it happened though I didn't feel the need to fight. At first I thought I was just a passenger along for the ride. But if I'm being truthful I've been an active participant in my transformation."

Jordan smiled gently. "Well I for one am glad you've chosen to dive head first into all this. I can't remember the last time I've seen you be so passionate about something."

I snorted in derision. "Passionate? Come on, I've been at most slightly better than disinterested."

His face turned deadly serious. "Who did your makeup today Michelle?"

I blushed. "The girl who taught me how to do makeup on the first day. I had to go to the mall to see her at work to get it done."

"And why did you do that?"

I felt my cheeks somehow blush even harder. "I wanted to look good for you and I didn't feel confident yet enough in my skills to do it perfectly. I thought you deserved your date to look perfect."

He smiled. "So if you are not passionate about this all, then you're after something else?" He chuckled as his eyes slowly motioned down towards his crotch.

"I... I... I don't even know how to respond to that." I stammered out.

He laughed loudly and then he leaned as close as he could across the table. "Well if it's my cock you're after, all you had to do was ask, you bad girl."

I felt a warmth between my thighs build as soon as he called me a bad girl. "It's more than that though. I've seen the kind of girls you land. Like Janine from the bar, I've had a crush on her forever but she's given me nothing. But talking to you she's like putty in your hands. I guess I wanted to know what that felt like. I wanted to be the kind of girl who gets the Jordan special."

He smiled warmly. "You know Michelle, I've always given that to you. Maybe it was turned down a little and you got the best friend version instead of the girlfriend version but you've always had it. You didn't need to do this to get it if you didn't want to."

I smiled a little. "But I did want it. I wanted the girlfriend experience."

He grinned the shit eating-est grin that has ever been grinned. "Well you've gotten the first course but I have to get you home to give you dessert."

I blushed, feeling the warmth build between my thighs. "Well looks like we are just about done with our entrees. Are we doing dessert here or somewhere else?"

He smiled, "let's do dessert at home."

"Who's home are we going to?"

"Your place would be better. My dad probably wouldn't appreciate me bringing home a girl who I'm not married to. I'm still saving up money for a nice place."

"Okay!" I smiled and flicked him my new address from my deck to his. "Now you have my address."

He smiled widely, calling the waitress over for our bill. When it arrived he paid for it all which I thought was a little weird until I remembered I asked for the girlfriend experience. We got in our separate cars and began to head off to my place. He told me he needed to make a quick stop on the way but wouldn't be far behind. I arrived at the apartment, quickly taking a shot of tequila to settle my nerves. Was this actually happening, what exactly was going to happen. I shook my head, come on, you're a nerd but you know exactly what he meant you're not that clueless, I thought to myself.

Taking another shot of tequila, I took the dress off. It felt so good for the corset portion of the dress to finally release me. I laid down in bed, changed the lights to a dim red. Jordan messaged me to let me know that he was here. I approved the request to be let in the building from the front door's security AI. I waited in bed in anticipation. I couldn't believe that I was lying in bed, in lingerie waiting for my best friend but at the same time I could feel the warmth between my thighs that had been there since the latter portion of dinner.

I heard him open the door to my apartment that I had left open for him. I called out to him letting him know that I was in the bedroom and to help himself to a drink if he wanted. I propped myself up on the pillows in the middle of the big bed, trying to recreate a sexy pose from some porn or movie I had seen. He didn't bother with the drink, following my voice to the bedroom. His eyes took me in fully from head to toe, I could see the desire in them.

He grinned, walking over to the bed, running his finger down my face. "I was about to compliment on how nice this place is but the sight in front of me would look good in a run down shack in the middle of the woods."

I giggled a little, grabbing him by the hand, pulling him into bed. He leaned in and kissed my lips gently. I could feel his 5 o'clock brushing up against me. It was an odd feeling even though the only other kiss I had gotten, from a girl who wasn't my mom, was a pity kiss at prom.

He pulled back a little from the kiss. "Was that okay? I didn't want to go too fast and freak you out." He asked.

I nodded, closing the gap between us, hugging his body, kissing his lips. I could feel him smile into the kiss as he pressed me back down against the pillows, opening my mouth with his. His tongue began to invade my mouth, our tongues danced off of each other, pressing into each other. His hand began to explore my body as we made out. His hand ran slowly over my bare stomach, traveling upwards to my breasts, gently groping them through the bra. He reached behind me with expert movement, undoing my bra clasp with one hand. He gently pulled it off of my arms and chest.

His finger tips rolled my nipples between them which caused them to become rock hard. He pinched my nipples causing a moan to escape my lips. I reached forward, unbuttoning his dress shirt and pulling his shirt off of his body. I ran my fingers down his abs, they felt so good against my fingers. Real muscles like a man should have. Not like my flat stomach that contained next to no muscle. The warmth that was there before turned into a burning hot furnace of passion and desire. He stopped caressing with my nipples for a moment to unbutton his pants, pushing his boxers down with them.

Watching with baited breath as his cock stood loud and proud out from his muscular thighs. It wasn't like any of the monsters that I had seen watching porn but it was significantly bigger than mine used to be and so much thicker. His was uncut, I could see the tip was glistening with pre-cum. He watched me admire his cock and he grinned but said no words. I was sure he was going to tease me about it. I had seen it in the gym at school when showering after gym class but never like this.

Jordan leaned his head back into me taking my hard nipple into his mouth, sucking it and gently nibbling on it as his fingers manipulated the other side causing the moans coming from me to increase in volume. He pushed me gently to lay flat on my back, as he kissed down my stomach, to my thighs, kissing them up and down, then kissing around my smooth pelvic area. Finally gently spreading my puffy pussy lips, licking my clit like the first licks of an ice cream cone. I let out a loud scream of pleasure which subsided into moans as his tongue flicked my clit. Gently a finger was sliding inside of my pussy with ease. It was so wet and warm that it easily accepted the digit. He fingered me for a little while before adding a second finger which went in just as easy.

I was thankful to whoever designed this pussy that they elected not to make it too tight. I felt pure pleasure spread throughout my body in a way that I had never felt before. If there was one thing girls had better it was sex I thought. Not that I had been on the giving end of anything short of my hand. I felt my entire body shake as another scream escaped my lips and I felt the orgasm wash over my entire body with an intensity that would put a hurricane to shame. I panted for breath as Jordan came back to my face, kissing me deeply, sharing the sweet pussy juices with my tongue.

He broke the kiss and smiled, "how was your first female orgasm."

I blushed and whispered, "that's actually my second."

He grinned mischievously. "Oh you dirty girl. Would you like a real first then?"

I nodded my head slowly, "more than anything else in this world do I want that."

He positioned himself between my legs, slowly pushing his cock between the folds of my pussy, pressing against the entrance which accepted him with no fight. I let out a cry of pleasure as he continued to push in bottoming out at the bottom of the fake cavity that had molded itself to my body. He groaned a little in disappointment that the cavity couldn't take all of him. I looked down to see that a couple inches were still outside of me.

I frowned, "I'm sorry I didn't know how deep it would go outside of our fingers."

His frown turned to a look of understanding. "It's okay Michelle, I just wanted to feel my pelvis up against yours. Maybe if this all goes well we can have that one day."

I nodded, as he kissed my lips, slowly pulled out of me and then pushed back in, cognisant of how far he could go. As he started to pick up speed, it felt better and better. I couldn't believe that I had skipped using one of the toys on myself. I wrapped my legs around his back as he plunged in and out of my pussy. His groans and my moans mixed together filling the bedroom with noise. His cock started to throb and I could feel another orgasm reaching its crescendo. As he began to fill my pussy with his load my body started to shake as the orgasm took over my body. He collapsed on top of me and we embraced in a deep kiss.

He smiled, "I hope that was as good for me as it was for you."

I giggled, "I think I could get used to it."

He laughed, "you know you loved it."

"Maybe just a little." I giggled more, unable to say it with a straight face.

His face turned serious. "Maybe it's something you could get used to forever."

Without even having to think about it or consider the implications that came with it. "It is something that I could get used to... forever."