Romance: My First Time With The Tycoon

by Ally Nelson

  I was taken aback. “Sure thing, Doctor. When works for you?”

  We scheduled an appointment for the next day, and I snapped my phone shut and stared off into space for a moment. If everything looked okay, then why the hell did they want me to come in to discuss stuff with them? It didn’t make any sense. Pushing the thought out of my head, I turned myself back to my work, focusing on getting everything finished in time for my appointment tomorrow morning.

  I’d be lying if I said there wasn’t some part of me that was looking forward to seeing Doctor Black. He’d been my physician since I first moved to the city, four years ago, straight out of college, and he’d always been great to me- kind, understanding, but professional. And it seriously helped that he was the kind of older man I always lusted after. He was tall and strapping, with the kind of figure that most men his age could only dream off, with a head of dark hair that was just starting to get flecked with grey, and piercing blue eyes.

  I had never noticed a wedding ring on his finger before, and I sometimes wondered what it might be like to hook up with a handsome, experienced older man like him. After my experience down at his practice with Rachel, a small shiver worked its way up my spine at the thought of him doing the same thing to me. I shook the thought out of me head again. What was I, getting some kind of medical fetish? Was I going to start hanging out outside of hospitals like some kind of doctor-patient sex pest? It was a weird one-time thing, the kind of stuff that elaborated Penthouse letters are built on. It was a cute memory to hold on to next time I was dating someone, and nothing more. And it wasn’t even like Dr. Black would know anything about it, would he? Unless he made Rachel report all the orgasms she basically induced his patients to have...

  I played the scenario in my head: so, Doctor, while you were out of town, you had three drop-ins, a couple of cases of strep throat, and, owe, that curvy girl who came in for an STI check made herself into a quivering, orgasm-laden wreck on your examination table. I snorted at the absurdity of it all. I needed to rein in my imagination, and remember that these people were just professionals doing a professional job, not a bunch of fantasy porn stars created to act out my wildest fantasies.

  So when it came time for me to head down to the doctor’s office the next day, I had firmly removed any concept of what might or might not happen from my head. I was going in to pick up my STI results. End. Of. Story. I was sitting in the waiting room, my gaze drifting once again to the pretty receptionist, when my phone started buzzing. I grabbed it from my faux-crocodile handbag and accepted the call. I didn’t recognize the number.

  “Hello?”

  Hey, Andy, it’s me,” a familiar voice came down the line. I rolled my eyes so hard I was surprised they didn’t fall out of my head. Frank. I’d deleted his number from my phone a few weeks ago, but I guess I’d forgotten to block it.

  “You have thirty seconds to say what you want before I hang up. I’m at the doctor’s, I don’t have time for your crap just now.” A little old lady- a different one from the first time- glanced up at me disapprovingly when I said “crap”. Seriously? How much milder could I get?

  “I just wanted to arrange a time for me to pick up the rest of my stuff. I’m moving in with Melanie.” His voice teemed with pride, and my heart dropped to my stomach.

  “You’re moving in with her? I thought you guys broke up?”

  “We did, but we got back together and decided that we just had to be together properly, so we’re moving in!”

  “How great for you,” I intoned, deadpan. “Do you seriously expect me to be happy about this?”

  “Why, does it make you mad?” His voice was suddenly enthusiastic, as if the thought of me hysterically upset over our break-up delighted him.

  “It doesn’t make me anything, you twat. You can come round tonight to pick everything up. I’ll talk to you later.” I went to hang up the phone, but his voice cam wheedling down the line once again.

  “What are you at the doctor’s for?”

  “Getting an STI check.”

  “Why? Should I get myself checked out?” he asked, his voice suddenly full of panic.

  “I’m getting an STI check because you cheated on me and I want to make sure that you didn’t give me anything, you moron,” I snarled back, snapping my phone shut and cutting him off. The little old lady gave me an approving nod from across the room. No matter what your age, all women could get behind laying the smackdown on a cheating asshole. I was breathing harder, furious.

  It wasn’t that I’d wanted him to move in with me- quite the opposite, actually- but the fact that he was so willing to jump feet-first into a relationship with this woman when he’d been so much warier about even being seen out and about with me seriously got under my skin. I knew it was ridiculous, because it wasn’t as if I particularly wanted him either, but I knew it had to do with my weight. He was attracted to larger women, but he didn’t feel as if he could actually be seen out with them. As a sort-of conventionally good-looking man himself, it was no wonder he felt such horror at the thought of getting seen with a properly curvy woman like me. What would people think? That his personality stunk so bad he couldn’t get anything better?

  It wasn’t that I assumed that I had to be better than the Melanie chick he was currently banging, but it got my grate that he thought it was okay to keep our relationship on the down-low because I didn’t fit the mould for the type of woman he thought he should be seen with. That was some bullshit right there. I was smart, funny, and confident, and if he didn’t want me then I would have no trouble finding someone who did.

  Of course, there was a twinge of sadness buried in there too. Even if I didn’t want to be at that stage with Frank (God forbid) or anyone like him, I would have really liked to be in a relationship that made me sound the same kind of blissfully giddy that Frank had. It didn’t seem fair that Frank had been so quick to cheat on me, chuck me, and move on without looking back while I had to hold back on dating because of my STI situation. Just because I wanted to be responsible and make sure I didn’t infect anyone with whatever crap he might have given me, it didn’t mean that I didn’t want someone to snuggle up with at night, to hug me while I was falling asleep.

  I think, in retrospect, more than anything, that moment was one of my mojo’s lowest points. Despite the experience I’d had in this very building earlier this month, I had still been cheated on and made to feel unwanted by someone I’d at least had a modicum of feelings for. Sure, Frank might not have been the undying love of my life or whatever, but he was there, and he was constant, and it felt good to have him around. With no-one on my dating horizon, it sucked to know that Frank had acted like such a class-A dick but was still getting what he wanted out of life while I was stuck ogling receptionists and exchanging meaningful glances with elderly women in waiting rooms.

  I felt a tap on my arm, and turned around to see someone sitting a couple of seats over from me. He was tall, much taller than me, with broad shoulders than tapered down into a slim waist. But what I noticed first was his shy smile- a smile that was directed straight at me.

  “I’m sorry to hear you were cheated on. It sucks.” He said, pulling a face at me to express his sympathy.

  “Sure does,” I nodded.

  “I got cheated on recently too. I’m in the same position you are; getting my STI checks before I can date again.” I couldn’t help but notice the stubble on his jaw, and had to fight the urge to reach out and run my fingers all along it. He shrugged, smiling at me broadly.

  “The worst part is not being able to date, while I know that he’s running about with this woman he was cheating on me with.” I blurted out before I had a chance to work out if I really wanted to spill my guts to a stranger like this.

  “Yeah, I’m looking forward to getting back to dating too,” he nodded, looking a little wistful. And then his eyes darted to me, and I could practically read his mind as his brain ticked over for a moment. I said it before he could.

  “You
want to go out on a date when all of this is done?” I asked. “Once we both know we’re clean? Just so we can get back in the game.” I cocked my head, eager to hear his response.

  He raised an eyebrow at me. “I don’t see why not.” Reaching into his pocket, he pulled out his phone and handed it to me. “Stick your number in here, maybe we can get together at some point soon?”

  I took his phone and quickly tapped my number into the screen, aware that he still hadn’t taken his eyes off me. Then I handed it back to him, extending my hand towards him as I did so.

  “Andy, by the way.”

  “Paul,” he replied, placing his hand in mine and squeezing lightly. I felt a flutter in my stomach- maybe things were looking up?

  I was snapped from my hot-guy trance by the sound of my name being called by a familiar male voice.

  “Andrea Johnson?”

  I looked up, and nodded at Dr. Black.

  Chapter Four

  Casting one last flirtatious look over my shoulder at Paul, I followed Dr. Black out of the room and allowed him to lead me down the corridor, back into the examination room that had held so much allure for me a few weeks ago.

  I sat down in the chair opposite his, and he turned to me with a serious expression on his face. My heart dropped. Oh, no. Did he have bad news? He’d said everything was okay when I’d talked to him on the phone.

  “Andy, we’ve got your test results back…” he said, rustling in his desk drawer as he spoke. “And you’re clear for everything. Rachel filled me in on your situation, and I’m pleased to say that, while you’re cheating boyfriend might well have come down with something, you are most certainly disease-free.”

  I let out a sigh of relief. “Thanks. You had me worried there!” I paused, wondering if it was alright for me to ask this question, and then carried on. “Can I ask why you called me in here today? I’d have been quite happy to just receive these results over the phone.”

  “I do prefer the personal touch, Andy, you know that.” He smiled at me. Then that serious expression returned again. “That, and my stand-in nurse, Rachel, talked to me about your last appointment and I think I owe you an apology.”

  My heart was beating quickly in my chest. Did he somehow know about how turned on I’d been during my examination with Rachel? I prayed not. “What do you owe me an apology for?”

  “When I taught Rachel how to give exams, I showed her how to satisfy a woman like you. And she failed to do her job.”

  Huh? My brain was spinning. Was he actually acknowledging what had happened in this examination room? He scanned my face for a reaction, then continued.

  “I watched the camera footage, Andy. It’s clear that she failed to satisfy you, and for that I need to apologize.”

  “W-what camera footage?” I asked, my voice trembling. I wasn’t sure if I was mortified or turned-on or horrified, but there was a crazy mix of emotions going on in my brain and I couldn’t quite figure them out. Dr. Black reached to his computer and flicked it on, clicking on a few icons before some grainy camera footage was sitting on the screen in front of me. I squinted at it for a moment, trying to figure out what it as, before it suddenly dawned on me.

  I was watching myself! I was watching myself, my legs lifted high in those stirrups, stark naked, furiously playing with myself moments after Rachel left me alone in the examination booth. I felt a flush cross my entire face, and I forced myself to look at Dr. Black.

  “Andy, I want to make it clear that when we perform examinations, this isn’t how they should end. We’ve got a rather…modern policy. We want our patients satisfied, comfortable, and sated after their appointment is done, and we didn’t give that to you. I’m Sorry.” His tone was serious, and I wondered where this was going.

  “Really- it’s okay, I-“ I stammered.

  “No, I insist, Andy, really. We want to make it up to you, to show you just what our staff are capable of, if you’d like.”

  My mouth went dry. Was he really offering what I thought he was offering?

  “Rachel and I have discussed it, and she would like to re-perform the examination.

  She will do so under my supervision, to guarantee that your needs are met and you have a satisfying experience.” He leaned forward, arching his fingers. “You’d really be doing Rachel a favor, as she obviously needs to learn the correct etiquette for these kinds of situations.”

  I took a deep breath, trying to ignore the throbbing between my thighs. I needed a clear head to make this decision. I was still bristling with shock over finding out that the man in front of me had footage of me playing with myself, but I couldn’t deny that the last time I was here, I’d had one of the most satisfying sexual experiences of my entire life. Was I really going to turn down the chance for what he promised would be an even better one?

  Swallowing, I nodded.

  “Okay,” I whispered.

  He clapped his hands together, suddenly businesslike. “Wonderful,” he replied. “Let me go fetch Rachel and we can get started. If you like to get undressed and wait on the table, we’ll be back in a few moments.”

  I nodded again, waiting for him to leave before I widened my eyes and stared down at the floor for a moment. Was I seriously about to do this? I couldn’t believe that he’d just offered me another chance to get serviced by a woman I’d been so turned on by, but written off my chances with. What was this about a new policy, anyway? Part of me felt scandalized at the thought of it, but another part of me was pouting because I hadn’t taken advantage of it sooner. My mind still racing, I began to peel off my clothes, untying the halter dress I was wearing and letting it pool around my feet. Stripping off my underwear, I climbed on to the table, attempting to steady my breathing, waiting for that click of the door.

  Chapter Five

  When it came, my head snapped up, wondering if this whole thing had been some kind of cruel joke. But no; Rachel was there, looking a little less confident than she had last time, and Dr. Black was standing behind her, ushering her towards me.

  “Rachel, you’ve already met Andy; please, place her in proper examination position,” stated Dr. Black, his voice suddenly taking on a more authoritative tone that sent a slew of shivers down my spine. Rachel nodded, approaching me, and gently pushed me down so that my head was on the cushion, my legs dangling off the end of the bed. She hitched my feet up into the stirrups, sending a rush of blood down my body, before I heard Dr. Black tut tutting.

  “No, no, Rachel, spread her legs further apart. You want all the access you can get.”

  Rachel nodded wordlessly, and pushed the stirrups as far apart as they would go. Dr. Black walked around me, so he was in front of my exposed pussy, and nodded. “Much better.”

  Part of me wanted to snap my legs together and leave, but another, stronger part of me was reveling in the salacious thrill I got from knowing what was about to happen. I had grown addicted to the feeling of being this exposed, of being on show for anyone who cared to take a look. My body ached to be touched already, and I could feel my wetness against the inside of my thighs.

  “Now, Rachel, put on some gloves, use some lubricant, and use your fingers to stimulate her. You may follow my lead.”

  What? I looked up to see both Dr. Black and Rachel pulling on latex gloves and smearing their hands in gobbets of clear lube. They both stepped down in between my legs again, and Dr. Black reached out to touch me.

  “Start by stimulating the outside of her genitals, making sure the patient is fully aroused before you go any further.”

  Rachel mumbled a “yes Dr.”, and watched as Dr. Black moved his hand expertly against me. I let out a groan, and it felt so good to let them know just how much this was turning me on, as opposed to having to panic about giving myself away. His fingers firmly rubbed at the outside of my lips, the latex slipping easily over my shaved skin, helped by the slickness of the lube. Dr. Black took his hand away, and Rachel reached out to replicate his movements. I could tell now that her hands were
clumsier, less experienced, but they still felt explosively good against my pussy.

  “Very good. Now, apply some pressure directly to the clitoris, using the lubricant to move around it in small circles.” Dr. Black’s orders were so damn hot that I could barely focus, but I was snapped back to reality by the feeling of Rachel’s small finger against my clit. I gasped, feeling my pussy tense at her touch, as she slowly caressed me. It had been a while since that sensitive nub of flesh had had much attention (Frank had barely even known where it was), and I closed my eyes, allowing myself to get lost in the feeling of her fingers.

  “Excellent. Now, place two fingers either side of her clitoris and stretch the skin, moving them gently up and down as you go.”

  She did as she was told, and the feeling of her latexed fingers against me was almost too much to bear. I strained against the stirrups, desperate to buck my hips up to meet her hands, but something about being restrained like that made it even hotter. My skin felt almost painfully sensitive as she gently stretched it out, rubbing her fingers up and down the pliant flesh of my inner lips, and I writhed beneath her, my body already begging for some kind of release, for anything. My clit was pulsing with blood now, fully engorged, and I knew I wouldn’t last much longer.

  “Now that the patient is fully aroused, it’s time to use the dilators,” Dr. Black explained, placing his hand over Rachel’s for a moment to guide her hand in a deliciously slow motion down my pussy and across my asshole. I shivered at his touch, my flesh immediately aching for more, however it might come. My heart was pounding in my chest, and I couldn’t remember the last time I’d been this turned on. My entire body felt hot and ready as Dr. Black passed Rachel a thick, phallic object from a cupboard behind him.

  I watched with a mixture of fascination and anticipation as she positioned herself in front of me, Dr. Black guiding her hand so that the dilator was resting at the entrance to my slit. My toes curled tightly, my legs tense, as I felt the thick plastic object nudge up against me.