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Everyone is 18.
It's a fantasy.
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I managed to compartmentalize everything effectively over the summer. Moving to the city and settling in for university kept me fully engaged. The last thing I needed or wanted was to sit around and dwell on what could have been.
My mother had purchased an apartment in a very nice location. Hell, I was within five blocks of the park. When I asked her how much she'd paid for it, she told me that I was asking the wrong question.
"It's not what I paid that matters, but what I'm going to get for it when I sell it," she said with a big smile.
That's my mother, ever the money maker. That's why she is who she is, and she was able to pay whatever the price was to set me up nicely for my new chapter in my life.
My years at university.
Once summer ended and my mother returned home, all that was left for me to do was to begin living my life again. Don't get me wrong, I thought of Devon, but we'd agreed that we'd wait until we saw each other back home during one of our breaks from university.
Living as a woman while having a penis, no matter how small, turned out to be much more challenging than I'd anticipated. First of all, nothing about me whispers masculinity. I was blessed with a natural female form.
My breasts started growing over my senior year Christmas break, and now, nine months later, I've gone from a beginner's bra to an A-cup. I filled it comfortably. Well, maybe not completely, but it was enough that certain A-cups did the job. Not to mention they were perfect in every way so nothing about me warned men that I might have a penis.
From the opening day on campus, I had more attention than I knew what to do with. Growing up in my little city, it sheltered me. Now here I was in the largest city in the country, and I was on my own.
'Remember, you're here to get your degree and the rest comes second,' I'd run through this thought in my mind over and over.
After a while, it all became too much to handle. I started returning the smiles, the "Good mornings." Acknowledging the compliments for my choice of blouse, shirt, pants, skirt, makeup, and my eyes!
My eyes?
I had professors checking me out; it had become all a bit much. Finally, I learned to tune it out, and eventually, everything calmed down, allowing me to return to a normal life, or as normal as my life could be.
Then men started coming at me from different directions. I could be sitting alone, having a coffee, and they'd come over and join me. Just randomly, and I would find it just brazen that you could think that I would want you to join me if I didn't even know you.
"Honey, that's the world of a beautiful young coed," my mother would say.
During one of our longer conversations, I'd opened up to her and she began giving me the talk that I'm sure most mothers give their young daughters. The only problem was that for us, we didn't become mother and daughter until I was eighteen.
I'd missed that talk. Getting it now was akin to teaching a soldier how to use his weapon in the middle of his first firefight!
My mother never had the chance to really think through my situation before I was gone, living thousands of miles away, attending university.
That night, she opened up and began sharing the secrets that many women deal with. I was mesmerized by it all and just took it all in.
I was like a sponge that night and every night after when listening to my mother.
From that evening on, my mother and I would talk every night. She couldn't wait to hear what new incidents had taken place in my life, and I couldn't wait to tell her so that she could correct or confirm how I'd handled it.
Through it all, I learned a great deal about the world of women, and I can say without a doubt that being a woman is much more complicated than being a man. That's my hill, and I'll die on it.
Maybe.
At the end of the day, no matter how cute, pretty, and beautiful that I appeared to men, I still had a penis. I had one, an inch and a half with matching small testicles.
No matter how wonderful the man appeared or sounded in getting to know them, there would come a point where, if I wanted more from the man, I had to make a decision.
There was a line that I had to draw, and then I had to ask him if he wanted to cross it.
"Oh, honey, I wish I had the answer for this one, oh baby." I could hear the lament in my mother's voice, the heartache for not being able to answer the final piece of the puzzle.
As the year went on, I faced those moments five times. Three of the men smiled and politely excused themselves, and I never heard from them again. Two of them smiled an evil smile, and I politely excused myself, never speaking to them again.
While it would have been nice to try to develop a relationship that had all of the privileges that come with a relationship, sex, I did not want to be anyone's fetish. So, year one ended, and I was in the same spot, relationship-wise, as I'd started the year.
Well, no. I was actually worse off. Devon, on the other hand, found a young lady and went on social media officially with her by Christmas break. Needless to say, I stayed in the city during my breaks.
My parents were very understanding about it because it gave them a reason to spend the holidays with me in the city. In fact, I think they started inventing reasons just to come to the city.
By the second year, I'd become very good at dealing with men. I still hadn't had a physical relationship, but I had a couple of guys come close. In the end they couldn't get passed the whole, I have a penis thing but at least I can honestly say, they tried.
Then I met Ernie, yes, Ernie. Who names their child Ernest? I was sitting at my favorite table outside my favorite little café when this kid walked up to me and asked if he could join me.
I was about to say no without even looking up, but my mother said that I should never be rude to someone I'd never met unless they crossed that line first. 'Ugh,' I thought to myself before looking up.
I looked up to glance at where there should have been a face, only to see a stomach. I kept looking upward, and eventually I found one of the most handsome faces that I'd ever seen on a very tall young man.
"Can you fit in that chair?" I sarcastically asked.
"Wow," he shot back, covering his mouth in disbelief. "Yeah, I think I can."
I was surprised that he could sit comfortably in the chair. Maybe I was being inconsiderate, I don't know.
"My name's Ernie," he continued, offering his hand, which was new to me.
Nobody had offered me their hand to shake since moving to the city. I thought, 'How nice.'
"My name is Michelle," I responded, extending my hand to be swallowed up and held.
"You don't remember me, do you?"
He had me there because I didn't remember him, and I'm pretty sure I'd remember a giant. I sat there with my hand in his, and my brain was working overtime trying to remember where I might have seen Mr. Ernie.
"I'm the doorman at Tommie's," he said.
Wow, I had only been to that place two, maybe, three times? It's an all-inclusive night spot on the nicer side of the city, very high-end, and very much one of those wear-your-designer-gear kind of places.
The place is awesome, but meeting someone sincere in a place like that is like playing Russian roulette with only three empty chambers. Nice place to party, but that's it.
"I'm sorry, Ernie, I've only been there two or three times," I said in an apologetic tone. "But you remembered me?" I asked as I pulled my hand back.
"Of course, I remembered you. You showed up with a friend, and you stayed and partied, then later went home on your own."
That's when it hit me, he was the big guy that opened the car door when my Uber showed up and he'd stepped in between me and some fucking asshole that had started to fuck with me, that's who he was!
"Oh, I remember you now, you sir, saved my ass that night."
"I don't know if I saved you, but yeah, that was me."
From that point, the conversation was on. We started to get to know each other. He'd grown up in the city and was a work-everywhere kind of guy. He was a construction worker by day, and at night, he'd help out his gay uncle who owned Tommie's.
Apparently, he was his uncle's favorite. Tommie's is a place where the alphabet community and the normies love to party. It's a very cool place, but as I said, it's also a great spot to party.
"How old were you when you started transitioning?"
He just blurted it out there, just very matter-of-fact like. I was in awe, so much so that I froze in place.
"Oh, I'm sorry. Did I cross a line?" He asked, leaning forward with actual concern in his facial expression.
"No," I answered with a muffled laugh. "No, you're fine."
I immediately began telling him my story, and he sat there taking it all in. I could tell that he was in awe, especially when I told him that I wasn't a byproduct of hormone therapy.
We sat there for a little over an hour before he had to leave. We exchanged phone numbers, and when he got up to leave, he moved over to me, leaned down, and kissed my cheek.
"I think you are awesome, and I'd like to get to know you better. I'm going to call you tonight, take care."
"K," was all I could say. I just sat there looking up at that gorgeous face in awe.
But despite what you might be thinking, I didn't look at him as someone I could get with. Don't get me wrong, Ernie checked all the boxes; he's tall, muscular, polite, and handsome.
But what I found most attractive about him was his kind nature. I was looking for a friend, and at that moment, he could be that guy. I was suddenly excited and just a bit giddy.
The rest of the day was uneventful, consisting of everyday activities. My father had gotten me a job, if you want to call it that, at one of his associates' law firms in the city. I worked for free and did everything except work on actual cases.
Some days, I'd be on the phone, and I was even allowed to serve as the front receptionist from time to time. But mostly, I'd be picking up lunch and coffee orders from the shops near the office.
By the time I made it home, I'd forgotten about Ernie, and right on cue, he texted me. He wanted to know if I could meet him at his uncle's establishment that evening.
I smiled and thought, 'Sure, why not? ' He replied instantly, letting me know to dress up in something that showed off my legs. "Nothing slutty, just something tempting," were his instructions. Again, I smiled. I could do that, even if he hadn't asked, as he should have.
He said he would pick me up, but I declined and instead agreed to meet him there around ten or so that evening. I ate and checked in with my mom, but didn't tell her about Ernie. It was too soon, and I didn't want to deal with a barrage of questions that I knew would follow.
Afterwards, I made sure to take my time so that my body could recover. Then I jumped in the shower, making sure that I was smooth as always. I have to touch up from time to time, but for the most part, body hair has never been an issue for me.
I picked out a very pretty blue form-fitting designer dress that my mother had bought for me the last time she was in the city. It was a blue color that matched my eyes. Since I was going to be in a club setting, I did my makeup to match the lighting that I'd come to expect every time that I was at Tommie's.
I'd had my hair done in a raven black with tips of platinum highlights. Not a lot, just enough to break up the raven black ever so slightly. I had it cut in a short bob, almost a pixie cut style.
I added the appropriate jewelry and a lovely pair of six-inch heels that perfectly complemented my dress. One final look in the full-length mirror and I was ready.
The dress fits comfortably and is tight from top to bottom, which is about mid-thigh length. It was sleeveless, and I wore the perfect balconette bra, giving me the opportunity to show off the tops of my small but cute breast.
My ankles all the way up glistened, and the length of the dress definitely left the casual observer wanting more. 'Yes,' I thought to myself. 'This will work.'
When I arrived, I was half an hour late, fashionably late, and was surprised to see Ernie at the front entrances looking good, but it almost seemed like he was working, which I thought a bit odd.
Nevertheless, I smiled when he greeted me, and I was quickly whisked away inside the club and seated among much more posh setting than I usual. Now I was curious.
"My uncle will be out soon. Don't worry about anything, everything is on him."
"Wait, Ernie," I said, catching him by the arm before he could scurry away. "I thought I was meeting you here tonight, not your uncle?"
I was very confused by everything that was transpiring and wasn't sure about any of it.
"Yeah, princess. You are here for me," he replied in a smooth tone, instantly putting me slightly at ease.
"Just listen to my uncle, get to know him, and you and I will talk afterwards," he finished saying. Then he kissed my hand and winked at me.
"Ernesto, mi hijito. You are absolutely right! She's gorgeous."
Ernie's uncle suddenly appeared behind him and startled both of us as he immediately took command of the moment.
Within the blink of an eye, he'd had a warm moment with his favorite nephew before shushing him along, ordered a bottle of his favorite champagne, and settled in a comfortable chair across the table from me.
A very well-dressed man, very polite and well-mannered. As he started talking, I couldn't help but feel as if he was setting me up for a soft sell of some kind. I was intrigued by his energy and the stories he shared about himself and his journey to where he is today.
Once our drinks were poured, he asked about how I came to be in his city, which I tried to match his ability to tell stories and give him the minimum information needed about myself.
My attempt to say no more than I needed didn't go unnoticed.
"Oh, honey, I can understand you not wanting to tell all your secrets. Hopefully, one day you'll trust me enough to tell me everything."
I gave a smile and a gentle laugh, and then he got down to business, or so it seemed to me.
"So, Ms. Michelle, tell me. Is it true that this gorgeous body that you wear so well is one hundred percent natural?"
Yeah, straight to the point. I nodded yes and felt empowered to tell him my story as far as my body was concerned.
He sat there almost hypnotized, hanging on my every word. From time to time, he'd ask if I was sure that my parents didn't have me on any hormone regimen.
"No, no, sir. This is me, one hundred percent me," I reassured him.
Then, after he was satisfied with my explanation, he moved on. First, there was his introduction, followed by his questions about me and my body. If I'd learned anything about human behavior in the city over the past year and a half, the pitch was next.
The, what I can do for you if you do this for me...
He was looking for someone to manage his talent which was a polite way saying that he needed a pimp. It seems that his club is also a place where men with particular tastes can meet women, like me, for a night of entertainment.
When he said that, I rolled my eyes and started to look around because this looked like the spot where I got off this ride. I was looking for Ernie because, despite the fact that he wasn't honest with me, I didn't want to cause a rift between him and his uncle.
"No, no. I assure you, I do not run a brothel," Mr. Rivera said. Yeah, that was his name. Enrique Rivera.
"I promise you this is a legitimate offer, please. Just let me explain, and if it's something that you would not want to do, we can walk away as friends, please."
I could hear in his voice that he wasn't threatening, but I wasn't so naïve to think that he wasn't a dangerous man.
Looking around his club, the size, the opulence, and the way he dressed. Mr. Rivera was all about money that was there for the eye to see, and men with money want to keep their money. That's what makes them dangerous.
"Go ahead," I said in a soft tone.
I would manage the connection. That would be all. Once the evening started between the two parties, my job would be done.
I would no longer be responsible for the evening and what was expected between the two of them. He further went on to say that at nineteen, I would be the youngest person working for him.
All ladies like me would be vetted before their information reached my desk, and one of the prerequisites was that the young ladies had to be twenty-one years of age to participate.
The fact that he knew my exact age made my eyes go wide for a split second. He took the cloth napkin from the table, wrote on it, folded it in half, and then slid it to me.
"This is what I'm offering you as far as a base salary, plus you'll receive a five percent commission from fees paid for the use of our service."
When I opened the napkin, my eyes went wide and stayed wide. I looked up, and Mr. Rivera had a devilish smile on his face.
"Ms. Michelle Outland, what do you think now?"
I was blown away; it was more than I would make coming out of law school. Twice as much, it was a considerable number, and that was without the additional percentage from the usage fee.
I smiled and let him know that he had my attention; however, I had to seek counsel before I could even contemplate his offer.
"Ms. Outland, I'm sure your father is too busy with his firm to be bothered with this."
"Mr. Rivera, I get it," I said, making sure to keep eye contact with him.
"You've had the advantage of vetting me." Letting him know that I was brought to his establishment without full disclosure on his and his nephew's part.
"Now it's my turn," I said, slightly leaning forward.
"I'm sure you understand that now I have to do my due diligence," I wanted to let the fucker know that now, it was my turn.
"I'd think that you, of all people, would want me to be just as thorough as yourself," I paused before continuing. "After all, becoming partners would be a huge commitment, on both of our parts."
The word 'partners' made his eyes go wide for a brief moment.
"You are quite right," he said with a chuckle before raising his hand, waving for someone to join us.
"Ms. Outland, I'll give you till the end of the week. If I don't hear back from you, I'll know that you passed on the opportunity. Either way, I can't help but think that I've made a friend tonight."
With that, Mr. Rivera stood up and extended his hand to mine, and I placed my hand in his. He gave it the gratuitous kiss, smiled, and just like that, he was gone, leaving Ernie in his place.
"Well, how did it go?" Ernie asked with a smile. I, of course, was not happy with him.
"You are such an asshole, it would have been nice if you would have let me know what this night was about." I blurted out faster than it took him to get comfortable in his chair. "A heads up, maybe," I growled.
"My driver is here," I said in a huff. "The crazy part was that I was actually thinking of fucking you tonight Ernie but now, that's no longer going to happen."
And with that, it was my turn to get up and leave. My mind had been blown, now what? I quickly made my way through the club. It had started to fill up, and it was already going on eleven thirty.
By the time I made it outside, I'd started to calm down, after all, it's not like I was physically assaulted or anything. What's the level of disgust for being offered the position of madam at a high-end night club?
When David, my driver, opened the door, he looked, then lifted his gaze upwards as if someone were behind me. I turned, and there he was, Ernie. I turned to look at David, then back at Ernie.
What was I going to do? David was a driver, not a bodyguard, plus if anything, Ernie hadn't come across to me as the threatening kind. More of the stray that follows you all the way home, kind.
I looked back at David, rolled my eyes, nodded yes, and got into the back of the sedan, sliding all the way over to the other side, and Ernie slid in after me. As David pulled away from the curb, no words were said.
I was reviewing the events of the day. Meeting Ernie only to find out that he had targeted me, and it wasn't some chance meeting.
He took me to his uncle, who knew things about me without us ever having met. And while I should have been scared because of the evening's events, I really wasn't.
As we got a few blocks away from my apartment, I turned off the security system and unlocked the door using my phone app. And as we came to a stop, I sighed, suddenly realizing that Ernie was still with me.
"Good night, David." I said, "Till next time."
With that, I turned and looked at Ernie, not knowing what to say, so he must have sensed my frustration and decided to speak frankly.
"I just wanted to be sure that you got home safe, that's all," he said with a sincere look on his face.
He was about to turn around when I let loose. I told him how wrong everything was. How could he, and how did his uncle know so much about me? How long had they planned this? And suddenly, a few outside lights in my neighbors' apartments started coming on.
"Ugh... c'mon," I growled. "You can come in for a minute, but that's all. I have questions."
With that, we went up the front stoop stairs and into my apartment. He stood in the foyer, closing the door behind him, and I slipped my heels off and started heading for my room.
"Take your shoes off, please," I dictated to Ernie without turning around. "The kitchen is in there, and the fridge is loaded with drinks. Soda, water, juice if you're thirsty."
I kept moving and could hear him fumbling with his shoes and calling out to ask which direction to the kitchen again. I stopped and walked back to his line of sight.
"Kitchen, that way. Living room this way, get yourself something to drink if you want, and have a seat." I said in a calm voice, realizing that Ernie was the mastermind of this evening.
"I need to go to the bathroom. I'll be right back." I said.
I started to walk away and stopped to look back at him, "There's a bathroom down that hall if you need it."
I was still frustrated and going over and over the events of this evening in my head. What really bothered me about it all was that Mr. Rivera knew so much about me.
I went into my dressing room closet, slid out of my dress, and then laid it across the chair. I quickly pulled out a silk, pearl white camisole and matching shorts.
The shorts had a wide-legged opening. I don't like wearing tight shorts. The shorts are short enough to cover the bottom curve of my ass but not by much. Again, I wasn't thinking about how I looked; I just wanted to get out of the frustrated funk that I was in and get comfortable.
I put on my house shoes and went back out into the living room. I found Ernie sitting on the far end of my couch, so I sat down at the other end. I folded my legs under me, sitting back on my heels as I started talking to him.
The thing about Ernie, even though we'd just met, was that he was easy to talk to. I never once felt threatened by him. Looking back now, I was lucky that he was who he was.
An evil person could have really done some damage to me that night, but then again, I would like to think that I'm a pretty good judge of character, hence Ernie sitting there having a constructive conversation with me.
We'd gone over it again and again. We'd come to the part where I expected him to tell me how his uncle knew so much, and he'd shut down. I'd get frustrated and huff for a bit, then we'd start over.
What I didn't realize was that I was also looking at his crotch while looking back up into his eyes. Ernie noticed it, and just when I was about to huff and puff, he stood up, walked over to me.
I looked up at him and without thinking I looked back down and I was faced with an outline of a cock deserving of a man that stood six foot eight inches tall. I looked up and knew that I was in trouble.
He grabbed my arm and pulled me up into the air. The effortless way that I found myself flying up left me breathless. In mid-air, he turned me to face him, and in that one fluid motion, his left arm was around my back, his hand on my waist. My ass landed on his right forearm and his hand cupped my ass.
He pulled me into him, and I found my face pressing against his chest, my legs around his waist, or as far around him as I could go, and my arms around his neck.
"Shhh... enough talk," he whispered in my ear. I could feel his hand gently caressing my ass. The wide-leg opening allowed him all the access he could want.
My eyes were partially closed, and for whatever reason, my mouth pouted. Then, I gently suckled my tongue. My soul was starting to drift into a world that it hadn't been in since the last night with Devon.
He laid me down on my bed and went straight for my shorts, sliding them off of me and tossing them to the floor at the side of my bed. He seemed to admire my small dicklet, balls lowering himself down with his face inches from them.
He'd thrown my legs over his shoulders, and before I could grasp what was about to happen to me, he took me into his mouth. I moaned.
My tiny cock and balls were in his mouth and like an expert attacking a woman's clit he attacked my cock and balls with the same energy and attention to detail. I was done at that point. My hands reached down and tried to grab his hair to pull, but his short black man's hair wouldn't allow me to, so I grabbed his head.
He licked and suckled my cock then my balls then he slid down to my taint and finally he reached the star of the show. He found my asshole. Since Devon I hadn't fucked anyone but that doesn't mean that it was sealed up like a tomb.
No, when I masturbated, I did so by massaging my prostate. Eighter with a wand or a realistic thick eight-inch cock.
My asshole wasn't a mess, it was still a beautiful sight if I do say myself but when he put his tongue on it, I relaxed and it pouted open enough that he could dart the tip of his tongue into me.
"Ohhh...," I gasped, and he only dug deeper. He was tongue fucking me in between slathering my cock and balls with his tongue.
I could feel myself begin to tense up, and so could Ernie. "No, no, precious. Not yet," he moaned to me as he stood up and undressed while I lay in my bed, aching for him.
When I finally saw his cock, I started to blush. Yes, Devon had a large cock but again, Ernie was six-eight and his cock was symmetrical to his body. I can't tell you exactly how long and thick his cock was but it was longer and thicker than Devons.
He had a small tube of lube in his hand and squeezed out a large amount on to his cock and a large dollop on my asshole. Once he'd lubed us both up, he threw my legs over his thighs, I relaxed as that cockhead came to rest on my asshole.
"Just relax, baby girl, just relax."
I just nodded because I couldn't find my voice for whatever reason. I felt him push and my asshole gave a small struggle but he entered me with ease. I gasped, and my arms and stomach tensed up. It took every bit of concentration not to tighten up my asshole.
With one roll of his hips, this man buried himself balls deep inside of me. I exhaled one long exhale from the start of his push till I felt that gentle pain telling me that he was deeper than anyone should be inside of me.
He seemed to growl as he held himself up with his arms fully extended on either side of me, close to my shoulders, his fist buried deep into my mattress. His knees and his lower torso did all the work.
My head tilted back at the same time that I could feel my eyes rolling back into my head. My arms extended out, both of my tiny hands grabbing a fist full of my bedding, mouth open and he began to fuck me.
"Ohh... ohh... fuck. Ernie, ohh... fuck." That was all I could say.
He started right from the beginning with long, steady strokes. Slow, the head of his cock hitting the spot that hurt me so very good and pulling it back just enough to make me think that he was pulling out only to drive right back, balls deep.
"Shh... don't talk and it's E, when I'm fucking you little princess, I'm E."
The tone of his deep baritone voice, his cock demanding my asshole open wide along with his steady rhythm, fuck!
"Yes, E, yes. Fuck me babe, fuck me..."
It had been a year and a half since Devon fucked me but nothing Devon ever did to me came close to what this man was doing to me. My thighs began to tremble, and he chose that moment to go harder.
He shortened his strokes. Now only pulling halfway out then slamming and I do mean slamming his cock back deep into me. He added a new nuance to it by grinding down when he hit bottom, then pulling back out.
I started to cry out in between his balls slapping the bottom of my ass things were getting emotional. I couldn't take it and began spewing from my little dick. I was cumming hard and my body was spasming. If it wasn't so erotically blissful, it would have been torturous and painful.
"Fuck! Fuck! Fuck!! E, fuck!"
I had no words then he rolled me onto my side and kept fucking me. He rolled me onto my stomach and kept fucking me and finally I was on my back again.
I'd lost track of the time; I'd lost track of the number of times that I'd cum and lost track of the number of times that'd I'd blacked out as if I war riding some ride at some theme park.
Just then, he growled and collapsed on top of me. His cock began to throb and he flooded my bowels with load after load of his cum. He not only exhausted himself, but he drained himself inside of me.
Ernie had fucked me like I'd been wanting to get fucked for well over a year. Everything else would have to wait.
For now? Oh fuck off, I'll tell you about it soon...
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