Stretched by the Doctor Read online

  Stretched by the Doctor

  Older Man Younger Woman Forbidden

  Ruby O.

  www.rubyerotica.com

  Copyright © 2019 Ruby O.

  Individuals pictured on the cover are models and are used for illustrative purposes only.

  All rights reserved.

  This is a work of fiction. Names, characters, businesses, places, events, locales, and incidents are either the products of the author’s imagination or used in a fictitious manner. Any resemblance to actual persons, living or dead, or actual events is purely coincidental.

  All characters depicted in sexual scenarios are over the age of eighteen.

  No part of this book may be reproduced in any form or by any electronic or mechanical means, including information storage and retrieval systems, without prior written permission from the author, except for the use of brief quotations in a book review.

  www.rubyerotica.com

  Contents

  Stretched by the Doctor

  An Excerpt from Examined for the First Time

  Also by Ruby O.

  About the Author

  This e-book contains a highly explicit 5,800-word short story intended for adult audiences (18+).

  All characters, settings, and events are completely fictional and wholly the creation of the author’s dirty mind.

  Individuals pictured on the cover are models and are used for illustrative purposes only.

  All characters depicted in sexual situations are eighteen years or older.

  Stretched by the Doctor

  older man younger woman forbidden erotica

  "Okay, Kelly, spill," Jessica said, locking the door to my dorm room behind her before straddling my desk chair.

  I glanced up from the textbook I was reading with what I was sure was a confused look on my face. I had no idea what Jessica was talking about, and I told her as much.

  "Spill what, Jess?" I asked. "I have zero clue what you're on about.”

  "You and Mike have been acting weird around each other for weeks, and I want to know what's going on," she said in that bossy tone that I'd learned I couldn't ignore.

  Despite myself, I blushed at the mention of my boyfriend. Yes, Mike and I were having problems. But they definitely weren't the sort of problems that would benefit from my best friend sticking her nose into them. If anything, that would make it worse. No one could know . . .

  I forced myself to assume a neutral expression as I said, "Mike and I are fine. Thanks."

  "That's total bullshit, and you know it," Jessica declared. "We've been besties since kindergarten. I'm hurt that you're keeping what's clearly something major from me."

  I sighed, deciding to abandon my strategy of outright denial and try appealing to her sense of decency instead. I should have known better. "Some things are private. My not telling you isn't personal," I said softly. I was sure that my cheeks had to be flaming red by now since of course not talking about our problem was making me think of our problem. And our problem was, well, embarrassing.

  "Stop being stupid. Now either you tell me what's going on, or I'll ask Mike myself. The poor guy looked totally dejected today. Definitely like he could use someone to talk to," she added threateningly.

  When my best friend decided to do something, she was pretty much impossible to stop. I knew that her threat wasn't idle and realized that I'd have to tell her.

  I should have known better than to think that I could keep a secret like this from Jessica. And if I were being truthful, I'd wanted to talk to her about it pretty much from the start. The only thing that had caused me to hold back was my embarrassment. And I guess the hope that we could sort it out on our own, but we'd been trying for weeks and . . .

  "Okay, I'll tell you," I said. "But you have to promise not to tell anyone."

  Jessica rolled her eyes. "Of course I won't."

  "I really mean it. I'll die if this gets out," I said.

  "Kelly, you're stalling," Jessica pointed out.

  "We can't have sex!" I said, blurting out the words in a rush.

  "Oh my god! You're having sex with him now? You finally gave in and lost your V card? After all this time?" Jessica squealed.

  "Were you not listening?" I asked. "We. Can't. Have. Sex. I am still very much a virgin. That's the problem."

  "Huh? I thought you meant that, like, you were having trouble finding somewhere to have sex or—"

  "No," I snapped, interrupting her. "We have plenty of privacy at Mike's apartment off-campus. But we haven't been able to, you know, make it work."

  "Wait. Is Mike a virgin too? Maybe you two should just watch some porn. Although I can't believe that he and his ex never, I mean like back before you got together . . ." Jessica trailed off, perhaps realizing that bringing up my boyfriend's ex wasn't the most politic move.

  "Not that it's any of your business, but no, Mike is not a virgin. And anyway, even I know the basics of how sex works," I said, rolling my eyes. "We aren't idiots. It's just . . . our parts, uh, don't fit if you get my drift," I said, wanting to die from the embarrassment of my admission.

  "What? Like he can't get it in?" Jessica asked.

  I nodded. "Exactly."

  "And you've tried foreplay, lube—"

  "We've tried everything, Jess. I'm starting to think that there's something wrong with me. My pussy is simply too tight. Mike has trouble getting even two fingers in," I confessed.

  Jessica smirked. "Well, he does have big hands. And judging by your difficulties, I'm guessing that in his case, what they say about big hands is true."

  "You aren't helping!" I told her.

  "Do you want help?" she asked, suddenly serious. "Like are you sure that he's the one? That you want to do this with him?"

  I nodded. "Yes, of course. I love Mike!"

  Jessica didn't say anything, just waited. Sometimes, she knew me way too well.

  "And so okay, I kind of really just want to get it over at this point. And Mike seems like as good of a candidate as anyone," I admitted. "I'm nearly twenty. I don't want to be a virgin for the rest of my life."

  At this, Jessica smiled. "So it's not that important then that Mike is your first?"

  "Oh no, what are you suggesting?" I asked.

  She shrugged. "Isn't it obvious?" she asked. "We just find you a guy to lose it to who has a smaller cock. After you do it a few times, you'll probably be able to work your way up to someone larger."

  "You're forgetting the part where he can't even get two fingers into me, Jess," I reminded her.

  At this, she looked thoughtful. "There has to be a way. Don't worry. We'll figure this out. Do you mind if I ask my aunt Sara for advice?" she asked.

  "You said you wouldn't tell anyone!" I protested.

  She held up a hand indicating that I should calm down and let her explain. "I won't mention your name or Mike's. I'll just say that I have a friend with a problem and describe the nature of that problem. Aunt Sara is a freaking expert on sex. A sexpert if you'd like. I guarantee that she'll know what to do."

  Sitting in the waiting room of the doctor's office, I seriously regretted allowing Jessica to ask her aunt for advice. And I regretted actually taking that advice even more, but I was desperate.

  Mike was threatening to break up with me if we didn't figure out a way to have sex soon. And even though part of me wanted to say "good riddance" if he was going to be that big of a jerk about it, I knew that I'd run into the same problem with the next guy. My pussy was simply too tight.

  Jessica's aunt had agreed. She said the first thing that I needed to do was go to a doctor and have an examination to make sure that there wasn't something serious going on. I would have made an appointment with my family doctor, but Jessica said that
her aunt had been pretty insistent that I see one doctor in particular.

  Dr. Frank Bennett. The man whose waiting room I sat in now. According to Jessica's aunt, he was simply the best doctor on the west coast when it came to difficult gynecological problems. I had no clue how skilled he was, but his waiting room was absolutely packed.

  Still, I felt really weird about explaining my problem to a strange man. Even if he was a doctor.

  I'd almost bailed on the appointment. In the end, I'd kept it because, quite frankly, I was super horny.

  I was a healthy, attractive, nineteen-year-old girl. If the universe were at all fair, I'd be having a ton of sex right now!

  My pussy agreed. It might be really small and uncomfortably tight, but lately it had been super wet. All I could think about was sex, how good it would feel to be filled by a nice hard cock . . .

  "Kelly Jones?"

  I looked up. A nurse stood next to the receptionist's desk, a file folder in hand, patiently waiting for me. With butterflies in my stomach, I rose and walked over to her.

  "Miss Jones?" she asked as I approached.

  I nodded.

  "Date of birth?"

  I confirmed my birthday, and she smiled. "Great, right this way. We'll stop and get your height and weight on the way to the exam room."

  Once we were alone in the privacy of the exam room, each of us seated in chairs, the nurse took out a clipboard and said, "There are a few questions that I need to ask you before you see the doctor."

  I nodded. "Sure."

  "Date of your last period?" she asked.

  "October 4th."

  "Okay, so about two weeks ago. Great," she said, noting the date down in my chart. "Last time you had sexual intercourse?"

  I blushed. "Umm, I'm a virgin."

  The nurse wrote this down too and smiled at me reassuringly. "That's fine. No shame in that. So I'm assuming that you aren't on birth control then?"

  "Actually, I am," I said. "My doctor back home put me on it to help with my skin."

  "The doctor will be pleased to hear that, although I have to say that I'm surprised," she said. "You're so pretty. I'd never have guessed that you had problems with acne, which I guess just means that the pill is working."

  I wasn't sure what to say in response to this. It always made me uncomfortable when people commented on my appearance. I knew that I was really attractive, but it still felt weird to hear other people say that.

  "And can you tell me why you're here today, Kelly?" the nurse asked. "All it says in your appointment notes is 'has requested a thorough physical exam,' which you have to admit is a bit vague."

  Ugh! I hadn't realized that I'd have to tell multiple people why I was there. I'd been stressed enough imagining the discussion I was going to have to have with the doctor. But now I had to tell his nurse as well?

  "Umm . . ." I hesitated. So far, the nurse had been really nice, but I was still embarrassed to admit to her that my pussy was too small.

  "Honey, there's no need to be afraid," the nurse said reassuringly. "I've heard everything in this job. There's literally nothing that you could say that would shock me."

  I knew that she was probably telling the truth, that my problem just seemed like such a big deal to me because it was MY problem, so I took a deep breath and said, "I'm worried that my vagina is too small."

  "Oh, is that all?" the nurse asked, a note of relief in her voice, making me think that perhaps I could have shocked her if I'd presented with a different problem. "Dr. Bennett will definitely be able to help with that. But given the nature of your problem, I'll just need you to strip down totally nude and wait on the exam table for him."

  And with those shocking instructions, the nurse winked at me, then left the room.

  For a moment, I sat there frozen. I contemplated simply getting up and leaving. What kind of doctor's office was this?

  I'd never been asked to strip down totally nude to see a doctor, not even at my gynecologist's office. I'd always been offered, at the very minimum, a paper gown to wear. What kind of doctor was Dr. Bennett?

  Still, Mike and I had tried everything. And we'd been trying for weeks, yet I was still a virgin. I knew that something needed to change if I was ever going to have my cherry popped, and I was out of ideas when it came to other things to try. Whether I liked it or not, Dr. Bennett wasn't just my best hope—he was my only hope.

  I stood, and with shaking hands, removed my clothing.

  Given how crowded the waiting room had been, I'm not sure why I was surprised, but I waited, naked and shivering, in that exam room for what felt like an eternity. According to the clock on my cell phone, however, it had "only" been forty-five minutes so far.

  The exam room was chilly and my nipples were hard, little aching points as a result. My skin was covered in gooseflesh, an effect of both the cold and my nervousness. I was considering getting up and leaving when there was a brisk knock on the door.

  "Come in," I called out in a small, shaking voice.

  As the door opened, my position up on the exam table felt extremely exposed. I drew my knees up to my chest, wrapping my arms protectively around them.

  And then he walked through the door. Immediately my heart rate sped up and my pussy became wet. I squirmed, suddenly afraid that my bare bottom would leave a wet spot on the paper covering the exam table.

  Dr. Bennett was not at all what I'd expected. Yes, he was older, but he was also really, really hot. Like total silver fox panty-melting h-o-t. Hot.

  He shut the door behind him as he entered the exam room holding my chart in one hand. "Ms. Jones?" he asked, after taking a quick glance down at my chart.

  I nodded, at a loss for words.

  Blond-haired and blue-eyed, Dr. Bennett was tall and powerfully built with broad shoulders and muscular arms that his dress shirt did nothing at all to hide as it stretched across his well-developed pecs. I suspected that beneath that dress shirt he also concealed washboard abs that I definitely wouldn't mind licking on my way down to his . . .

  Yes, there was a clear bulge in his expensively tailored dress slacks. Unable to help myself, I licked my lips, thinking of the yummy cock that was almost certainly hidden inside those slacks.

  Sure, I was a virgin, but that didn’t mean that I was totally innocent. Mike and I had fooled around. It was just my pussy that was too small.

  Dr. Bennett stood next to the exam table as he perused my chart, close enough that I could see the faint stubble on his strong jaw, smell his aftershave. "The nurse's note here says that you're here today because you have concerns that your vagina is too small. Is this correct?"

  Again, I nodded, my embarrassment at the question momentarily distracting me from the overwhelming sexiness of the older man standing next to me.

  "I see," the doctor said. "And what makes you think that your vagina is too small?"

  I took a deep breath in an attempt to calm my nerves, realizing that this question required an actual answer, that I couldn't just get away with nodding again.

  "I'm unable to have sex, doctor," I said in a voice that I hoped sounded reasonably calm and mature.

  The doctor's gaze traveled over my body, and I shivered under the scrutiny, hugging my knees more tightly. Something about his look made me feel utterly exposed, as if he saw all my secrets.

  "Given your youth and attractive appearance, I take that to mean that you've attempted to have sex and encountered physical challenges, not that you cannot find a partner," Dr. Bennett said.

  I nodded.

  "Have you tried with multiple partners, or just one?" he asked.

  "Just one," I said, feeling a bit foolish that I hadn't attempted Jessica's solution of finding a guy with a smaller dick to fuck.

  "And this 'one' would be your boyfriend, I assume?" Dr. Bennett asked.

  Again, I nodded.

  The doctor set my chart down at the desk where the nurse had sat earlier, then went over to a sink and washed his hands. Then, he approached the ex
am table.

  Dr. Bennett ran a warm, strong hand gently down the column of my neck. My skin felt electric beneath his hand and involuntary tremors of desire ran through me. "I'm just feeling your glands here," he explained. "It's important to rule out any illnesses first."

  I didn't respond, still reeling from the unexpected physical effect his touch was having on me, and he continued his examination, brushing my hair away from my ears and examining them with a small instrument.

  "Open your mouth," he commanded, placing a wooden stick flat against my tongue when I obeyed and shining a light into my mouth.

  "Good girl," he said, tossing the stick into a trashcan. "Now I need to listen to your heart. This may feel a bit cold."

  I forced myself not to cry out at the shock of the cold metal of the stethoscope against my skin. The doctor had placed it just above my left breast, and he moved it lower now, listening intently. Then he placed two fingers against the side of my neck and glanced at his watch, a concerned expression on his face.

  "Your pulse is very fast, Ms. Jones. Much too fast, actually. I'm going to need you to take several deep breaths," he said, moving the stethoscope from my chest to my back.

  Shakily, I complied, forcing myself to breathe slowly. In and out.

  It was hard, though, with the doctor standing so close. I was painfully aware of his proximity and so was my pussy. I knew that it wasn't appropriate for me to be so wet in response to an innocent medical examination, but I couldn't help it.

  "Well, your lungs are strong and healthy so that's good, but I'm still concerned that your heart rate is so high. That's unusual in someone your age. You're nineteen, correct?" he asked.

  Still not trusting myself to speak, I nodded.

  "Lie on your back, please," he said.

  Reluctantly, I followed his instructions, stretching out flat on my back, feeling more exposed than ever.