by Jamie Knight
In any case, things hadn’t gone well, and I got back to the office feeling deflated and a little annoyed with myself for being so honest about how I had never been on a date with a billionaire before. I had even been stupid enough to say ‘rich guy’ rather than his actual title of CEO.
The God’s honest truth was that I had never been on a date at all. Men never noticed me, ever. I was really quiet and tended to stay in my shell. My body wasn’t too bad, but I never really tried to show it.
My job at Howell and Howell was the first time I had worn a skirt for any extended period of time. I actually wore tights under it just in case. I was nothing if not modest.
I didn’t have the nerve to go chasing after cock, no matter how much I might have wanted to. Meeting Mr. Adams hadn’t helped. Just knowing that there were such men in the world stoked my fires even higher. It wasn’t even his money that attracted me to him but how he had gotten it. He was obviously quite clever with an amazing amount of business acumen to go from a wounded veteran to a self-made billionaire. That, combined with his good looks and super-fit body, made me want to let him take my virginity, even if I did have to be on top.
As I sat at my desk thinking about Liam, the tightness in my pussy got to be too much. I was literally squirming in my seat, my legs tightly crossed as I imagined him naked before me. Looking around to make sure no one was looking, I snuck away from my workstation, hoping that Ms. Howell wouldn’t need anything before I did what I needed to do.
One of the advantages of my job was that I had the key to the supply closet. I hadn’t been working for Ms. Howell for long, but the supply closet had already become a much-valued escape, particularly when I was feeling overwhelmed, which was quite a bit in the very early days — the city itself taking its toll on my nerves.
Getting into the closet and closing and locking the door behind me, I looked for a good place. Finding a relatively comfortable patch of carpet near a corner, I sat down, my back against the wall and spread my legs. The relief was nearly immediate. I debated with myself as to whether I should actually take my tights off or leave them on. I decided to leave them on, in case I needed to get ready quickly.
I hiked my skirt up around my waist and slipped my hand into the front of my tights. The urge was to plunge my finger in my pussy and start pounding away, but I held myself back, knowing that my pussy was too tight and sensitive for that. It was not the sort of mistake that one tended to make twice.
Gently cupping my aching little pussy, I imagined Liam in front of me.
I was in a bed, completely naked and he had just come in wearing only a tank top and a pair of jeans. He took them off as I watched, first peeling off the tank top revealing his powerful chest and rippling abs. Then, he slowly unbuckled his belt, gradually pulling it out loop by loop. The belt dropped away, and I imagined him coming towards me, unbuttoning and then unzipping his jeans as he approached. He was in front of me before his jeans came down, revealing his cock, already well on its way to full hardness.
I gasped both in my head and in real life at the sight of it.
Liam gently stroked my cheek and then cupped his hand under my chin, tilting my head back, making me look at him. I did, my breath catching again both in my head and in real life. He really was perfect.
He lowered his head, kissed me tenderly on the lips, then gradually opened his mouth with me following suit, and slipped his warm tongue between my lips. As we moved closer together, his hand slowly migrated down to my boob, softly caressing my skin as it went. It was soon joined by its comrade, each of them taking them up one of my breasts, kneading them lovingly, and paying particular attention to my pert, hard nipples.
He kissed his way down my neck and over my chest. Introducing his mouth into the equation, he gently sucked my nipples and kissing the soft, tender flesh around them, making my pussy dripping wet.
As though reading my mind, Liam repurposed one of his hands. Gently cupping my aching pussy and lightly stroking my tender, pink lower lips, he made me moan softly as he used his other hand and mouth to keep working my breasts.
After a while, when I was good and warmed up, he slipped two fingers inside my pussy. I did the same in real life, trying to match the sensation as far as I could, even realizing that his fingers are a good deal bigger than mine.
Working me to the edge of an orgasm, the Liam in my head dropped to his knees between my thighs, running his tongue up the length of my pussy lips — giving my clit gentle little flicks with the tip of his tongue with each pass almost making me scream in pleasure. Doing this a few more times, he put his fingers back inside me and worked my g-spot masterfully as he licked my clit in a hard-circular motion.
Suddenly, right before I came, I imagined Liam getting back onto his feet in front of me and putting his hand on the back of my head, guiding my mouth down to his cock. After a moment’s hesitation, I dropped my entire mouth on his long, thick cock, taking in as much as I could, sucking like my life depended on it.
I could feel him tense and could tell he was getting ready to unload. I was eager to get my first mouthful of cum, so I kept going, sucking him off with every fiber of my being eagerly awaiting his torrent to fill my mouth. It came soon enough, and I instinctively swallowed, taking in every last drop of his sweet cum.
When I had recovered, Liam took me softly by my shoulders and guided me onto my back. I knew what was coming next and spread my legs wide, offering my young virgin pussy to him to do with as he wished.
Putting my legs up, so my knees were hooked over his elbows, holding me firmly in position, Liam once again stroked my pussy, again making me cum super hard. He knew exactly how to touch me.
When I was ready, he eased the warm head of his gorgeous cock against my tender little pussy.
“You’re the only woman for me,” I heard him say in my head, slipping his cock into me as he did. “I wanted you from the first moment I saw you. You’re perfect.”
He didn’t go in too far at first, just pushing in a little past the head and then paused, letting me get used to it before continuing. A few seconds later, he slipped about three-quarters of his huge, throbbing cock into my tight little pussy. It stretched me open and made me feel wonderful.
“Now you’re truly a woman,” he told me when he was inside, starting to slowly thrust in and out of my core.
“Yes,” I said, nodding quickly. “Take me. Make me yours.”
Liam started to pump his huge cock in and out of my virgin pussy, rapidly releasing me from my innocence. The pain, more a pinch really, quickly gave way to an all-consuming pleasure rippling through me in hard, crashing waves.
I held on tightly to his arms, bracing as he fucked me and brought me to hitherto unknown realms of pleasure. I realized soon enough that it was my first orgasm as a woman. If I thought the orgasms with his fingers and tongue were intense, this was even stronger. Probably because he was hitting my clit and my G-spot at the same time with his rapid movements.
I came in real life, nearly banging my head against the wall behind me, actually knocking a pack of printer paper off of one of the shelves. Quickly cleaning up, I replaced my clothes to their proper position. I returned the pack to what I figured was its place and slipped out of the supply closet, looking around the immediate area to see if someone might have heard. The coast was clear, and I hurried back to my desk as stealthily as I could, with my mind still focused on my daydream.
It was too bad that the fantasy would never be real.
Chapter Five - Liam
Most people thought that driving a Hummer was a bit much. Particularly considering I loved in the city. Bakersville was one thing, but L.A. was supposed to be civilized and advanced. Usually said by people who had never been to Echo Park where I had grown up, back before the infamous gang injunction.
People often wondered how I could be so calm around gunfire while in action. The truth was I had been hearing it since I was born.
The Hu
mmer was also the closest to the military vehicles I had been driving almost exclusively for two decades since enlisting at eighteen. I had tried to drive other vehicles but could never really get used to them. A habitual response that did not, however, extend to guns.
I could still field strip three different kinds of firearms while blindfolded but had no desire to. I hadn’t actually touched a firearm since handing in my service weapon after being honorably discharged due to injury, following an unfortunate meeting with a roadside IED.
I pulled up into the driveway of my mansion, retrieving my cane from the passenger seat as I opened to the door. The house was one of those almost laughably tacky modern constructions built exclusively for the neuvou riche. There were even stone lions set up to guard the electric gate. I mostly bought it because it was what I thought a millionaire was supposed to do. I quickly bought a second house, a much more modest beachfront bungalow in Big Sur, where I spent as much time as I could when I wasn’t working.
Because of the mansion’s new building status, it was easy to get the permissions needed to put in an elevator. The door of which was on the main floor as close to the front door as possible without compromising the structure. Pushing the button with the end of the cane, well before I got there, the elevator doors were open by the time I needed to step in. I hit the button for the third floor and waited patiently as the box cranked its way through the guts of the behemoth structure.
The bedroom was fucking huge. The floor space coming out to at least twice of most of the apartments I’d had before starting my company and making my fortune. It was still mostly open space; my furniture needs still being fairly sparse. There was a king-sized bed in one corner, made with hospital corners, and an uber-efficient modern style desk across from it. I had heard most of the kids had switched over to their phones as their main devices. I’d grown up with desktops, however, and was still mostly used to mouse and keyboard. Desktops no longer widely available, I compromised with attaching an external keyboard to an older model desktop. Not because they were cheap but because they were easier to use, and I wasn’t afraid of breaking it in half by typing too hard, which was often the case with some of the newer slim models.
I had attached a holder to the edge of the computer desk to hold my cane. Hooking the handle into it, I sat down in the retro chair made of metal and upholstery as opposed to plastic and vinyl and sighed.
Things hadn’t gone well with Hayley. It was really no one’s fault. I was who I was, and she happened to find that intimidating. I couldn’t really blame her for that. Everyone had their own perspective, and I could understand her perspective, able to put myself in her place were our positions reversed. I felt a bit bad for putting her through all that in the first place.
I wasn’t really ready to give up on going to the wedding, and I still didn’t want to show up alone. My ego just couldn’t take it. I decided that if I was going to go along with the fake fiancée idea, I might as well try and find someone who I knew would be open to it. I would have preferred a female friend, but I hadn’t really had any of those since high school. There were a few women I knew in the military, but I tended to be focused on the job at hand and was one of the few to actually take the anti-fraternization regulations seriously.
This really only left the idea of an escort. There was part of me that recoiled at the idea. People could do what they wanted with themselves, but I didn’t feel quite right about exploiting this fact. The only real conciliation was I wasn’t planning on fucking her, making the whole thing basically an acting gig. Which I was okay paying for.
Being both an obsessive and something in desperate need of efficiency, I actually looked up a list of the best escort sites before embarking on my search. I didn’t want to waste my time with dead ends and human traffickers. I still had my standards.
The best of the best still wasn’t very good. The women were beautiful, but that was part of the problem. None of them looked like someone I would actually be with. Something Carl and the other guys from the unit would sniff out immediately, knowing me as well as anyone.
Just then, a video call came up.
“Speak of the devil,” I said as I clicked accept, and Carl appeared on the screen.
“What’s that, sir?” Carl asked, looking confused.
“Never mind, and how many times have I told you to call me Liam?”
“I’m not sure, sir, sorry, force of habit.”
I grinned at him. “It’s fine, what’s up?”
“I just wanted to make sure you are coming to the wedding. You haven’t RSVPed, and I want to make sure there is a place for you at the table. I really want you there. I mean, let’s be honest, if it wasn’t for you, I wouldn’t be getting married right now or doing anything else for that matter.”
“Anyone could have spotted that sniper,” I said with a shrug.
“But anyone didn’t. You did and took him out before he gave my brains some air.”
“You’d do the same for me,” I said, “besides, you got me behind the vehicle after the IED. I mean, I wasn’t exactly useful at the time.”
“Okay then, you owe me,” Carl said with a smirk, clearly joking.
“For giving you a job?” I asked, kidding right back. We both had a bit of a weird sense of humor.
“Among other things,” Carl said.
“I’ll see what I can do, okay?”
“Okay.”
We killed the call, and I got back to looking for an escort, more convinced than ever before that I would be at Carl’s wedding. We may not have been brothers, made clear by the fact that Carl was black, but it felt like we were. We also had a life bond, which in some ways was even stronger.
When I set my mind to something, it happened. Or, at least I had yet to fail.
Sadly, there was a first time for everything, and I simply couldn’t find a woman among the pages upon pages of profiles that seemed like she would be appropriate for the occasion.
Seeing the parade of beauty and fashion made me think again about Hayley. Partly because she was just so opposite. Not that she wasn’t pretty. She definitely was but in a more natural, unpretentious way. I doubted she even wore makeup. I didn’t see any, and I was really good when it came to attention to detail. Her clothes, while not expensive, were still nice and close enough to the current fashion as not to stand out. Besides which, I could buy her something to wear to the wedding if it really came down to it. Heaven knew I could afford it.
Maybe I had been a bit too quick in dismissing her. It wasn’t like she knew what I had planned. The only fair thing would be to see her again and explain the situation, so at least she had all the facts. Then we would see.
Chapter Six - Hayley
Meeting Mr. Adams, Liam, had left me shaken. I wasn’t sure if it was his looks — he was so easy to fantasize about — or because of what he said to me before he left the café. He thought I was too quiet. True, I had been frozen in fear, intimidated by his fortune and presence, but I should have found a way to push through it. It ached inside me that I had come off as rude.
All night, I kept replaying the trip to the café over and over in my head, constantly finding one tidbit after another to be embarrassed over. So, in the morning, I could barely function again. I tried to keep my head down once I got to work. I did exactly what I was told when I was told and hoped like hell that no one would ask me what was wrong or yell at me for bumbling.
When the clock hit 4:55pm, I started to breathe a sigh of relief. That, of course, was when Ms. Howell called me into her office. I hoped she intended to give me another task. Staying late at work was fine. Getting fired for being unintentionally rude or not doing my job right was not.
As I walked towards her door, my typical nerves started to act up again. My hands shook just as badly as the day before. Clasping them before me didn’t help much.
I knocked lightly on her open door.
“Hayley! Please, sit down.” Ann smiled
at me and waved her hand to the chair in front of her desk.
“Okay,” I said, feeling slightly lightheaded with worry.
Ms. Howell acting so nice actually made me more nervous. Was she just being polite before she told me what an awful worker I was?
I sat down and watched as she organized a few papers on her desk — finishing up whatever she had to do for the day. Waiting to know why I was there was killing me.
She looked up at me, smiled again, and started to open her mouth.
“I’m sorry for being in a haze today.” The words burst from my mouth, cutting off whatever my boss was going to say. “It won’t happen again. Really!”
Ann tilted her head to the side, making her black chin-length bob swing slightly. She looked thoughtful for a moment but then smiled brightly.
“Honestly, Hayley, I didn’t even notice that you were in a haze, as you say. All I saw today was efficient and focused work.”
“Oh. Thank you, I think?”
She laughed just a little, it made me relax some. “Actually, that was why I called you in here. I just wanted to tell you I think you are doing a great job,” Ms. Howell said, taking me completely off guard.
“Oh, th-thanks,” I repeated. “Um. Is there anything you would like me to work on? My father always used to say that one could always improve on good.”
She thought about that for a second, while tapping a pen on her desk in a fast rhythm. “There is one thing…”
My heart sank, but I waited. I had asked for this.
“You’re so quiet,” Ann continued. “That’s usually a good thing in a worker, but here at Howell and Howell, we try to be more like family — honestly, most of us are.” She laughed. “I think you might be more comfortable if you opened up a little. Make friends with your coworkers. Okay?”
I nodded. I wasn’t sure what to say back. That wasn’t really what I was expecting at all.
Ann tilted her head to the side again, giving me a quizzical look. “Do you think you could try that? I really think it would help you.”
