My Life as a Hooker
Copyright© 2025 by Drcock666
Chapter 6A
This is the sixth story about my life as a hooker.
Getting pregnant isn’t always a good thing. This is a 2 part story about my new gynecologist and, in the second part, my lawyer.
This series is about a young girl coming of age in a world shaped by defiance, of the rules I was taught, of the shame imposed on my body, of the silence expected of me, and my own identity. I sought out freedom in dangerous places, chasing experiences that blurred the line between rebellion and self-discovery.
I created a world of my own, where desire dictated the rules and innocence was redefined, and I ended up choosing the wrong path.
Important disclaimer:
All characters are over 18 years old in this part.
This is a work of fiction. Any resemblance to real people is purely coincidental. As a non-native English speaker (I’m Swedish), please forgive the occasional grammatical error or awkward phrasing.
Characters:
Me, Sarah, 25 at this time
Glenn, The Doc, My Gynecologist 57
Stan, My lawyer, 55
Ok, ready to go? Let’s roll, part 6-1
Part 6 - My pregnancy didn’t quite turn out the way it ought to...
Part 6, Part 1 - The Gynecologist{br}
I was 27 and five months pregnant when my longtime OB/GYN retired, and they assigned me to his replacement, Dr. Evans. One morning, I got an email from the clinic letting me know Dr. Evans had to cancel my next appointment. They suggested I see Dr. Steward over on Greenline Drive instead.When I called, they told me there’d been a last-minute cancellation that afternoon and offered to fit me in. They emailed over the intake paperwork, and I settled in bed to fill it out, clipboard balanced on my knee. I wore a simple white cotton tank that hugged my breasts - breasts that had outgrown their old D-cup size and now filled a DD or maybe even an E. It was a small but satisfying reminder of how much my body was changing.
While filling it out, I noticed myself getting excited, feeling a familiar tingling. There were some interesting questions beyond the family and medical history. How sensitive are your nipples? How easily do you orgasm? In which position and with what kind of contact do you typically orgasm? Since I loved sex more than ever since becoming pregnant, I found myself gladly scrawling in the blanks in response.
The next day, I slipped into a simple, striped cotton dress that hugged my growing belly and took the train across town. It was only a short walk from the station before I spotted a discreet metal plaque reading Women’s Clinic next to a glass doorway. I pressed the buzzer, was buzzed up without ceremony, and stepped into a waiting room that was unimpressive at best, a bit dingy around the edges.
The admin behind the counter was friendly enough, chatting easily as she took my intake papers and slipped them into a folder. With a knowing glint in her eye, she told me I’d be seeing Dr. Steward and assured me I’d be very pleased with him.
The women in the waiting room were all at different stages of pregnancy, or else looked unassumingly “unpregnant” - unlike me, with my round, unmistakably pregnant belly. I checked in, then settled into a plastic chair and scrolled my phone until a nurse stepped into the doorway and called my name.
“Sarah?” she said brightly. “Hi, I’m Sophie, I’ll be assisting Dr. Steward today, helping to get you prepped and supporting you however you need.”
I nodded, taking her in: light-skinned, short natural curls, almond-shaped eyes, full lips, a small chest paired with a perfect bubble butt. Sophie carried herself with a calm confidence that made me feel, for the first time in a while, like I might actually be in good hands.
Sophie weighed me, measured my height, and handed me a plastic cup for a urine sample. On my way to the bathroom, I caught sight of a doctor stepping into an exam room, tall, fit, with a chiseled jawline and salt-and-pepper hair. As he disappeared inside, I glimpsed a woman on the exam table, turned away, wearing one of those flimsy, open-backed gowns. A nurse slipped in behind him and closed the door, leaving me to wonder, my heart beating just a bit faster, what exactly I was about to step into myself.
After I’d finished in the bathroom, Sophie guided me to an exam room of my own. It was spacious but no less dingy than the waiting area, harsh fluorescent lights making everything look clinical and cold.
She had me sit on the edge of the exam table while she pulled up my file on the computer, scrolling through the details I’d entered on the long intake form.
Then she turned to me, professional but kind.
“So, Sarah,” she began, “can you tell me more about what’s going on? Have you been sexually active since contraception?
“No, well at first, but that changed fairly soon.”
“Ok, sorry to hear that, you do know that having sex does not affect your child, right?”
“Yes, I know, it’s not, that...”
“I understand, it’s a fairly common thing, I’m afraid. I can see that your nipples and very sensitive, and then you’ve experienced some milk leakage.
Does that turn you on?”
“What ... that I leak milk?”
“Well, yes.”
“What kind of a question is that?”
“Sorry, it only goes to understand where you are, in ... well, your mental state.”
I had no idea what she was talking about, but I was both feeling a bit awkward about the whole conversation and a bit turned on.
“Ok, a bit, I’d always thought that pregnancy and sucking milk from a pregnant woman’s breast was ... well, sort of hot.”
“It is, I agree,” the sexy assistant said, and it looked like she was blushing a bit.
“And your breast, sensitive, as in pain?”
“No, not painful really, just sensitive to material, I have to wear a bra all the time, since when my nipples touch just my top, I...”
“You?”
“I ... get horny.”
“Wow, that’s ho ... nice,” she said and shifted her body position.
“And ... when you get horny, do you do anything about it?”
I thought that she was asking way too many weird questions, but she was so hot and I was getting wet, so I played along.
“Yes, I either use my fingers or I have three different dildos, one is a double- ended thick one.”
“Ohh, my...”
“Yes, I use that with ... a friend of mine, have you tried?” I boldly answered.
“No, but let’s move on.” I was 100% sure this was turning her on, m I smiled to myself.
“And would you be comfortable if Dr. Steward recommends any additional tests to get a clearer picture?”
I nodded, trying to steady my breathing as I prepared to answer, aware of every flutter in my swollen belly and every question that still hung in the air.
“Okay, we’ll play this a little by ear and let the doctor decide how he’d like to proceed.”
“Isn’t an exam pretty straightforward?” I asked innocently, getting so turned on. There was something so erotic about our exchange. I couldn’t stop staring at her lips, shiny with a clear gloss.
Sophie studied me for a moment, her expression shifting from curious to professional. Then she began to explain, “Most women who come here already know exactly what kind of services we provide. But every so often, someone like you, someone as beautiful as you, walks in without really knowing what to expect. So let me give you a clearer picture of what we do here, so you can decide if it feels right for you.”
She finished with a warm, reassuring smile.
“It’s our philosophy here that by connecting pain with an erotic experience, the process of childbirth can become not only easier but also naturally more pleasurable. Beyond that, we help women gain a deeper understanding of their own orgasmic responses and develop a sense of ownership over their bodies. Instead of simply performing routine examinations, we actually train the body to handle pain and to adapt in ways that will be essential during labor and after birth.
Our mission is to create a space where you feel truly safe and empowered to explore the boundaries of your erotic self as it relates to your pregnancy and your upcoming birth.”
I must have looked silly, with my mouth ajar and not any muscle moving.
I genuinely wanted to go through with this, I did. Especially if the doctor was even half as attractive as the woman in front of me in her mulberry-colored scrubs. The excitement about all the mysterious possibilities drowned out any second thoughts or logistical worries. I told Sophie I was ready, and she responded by clapping her hands with bright enthusiasm, giving me another warm smile as she handed over a waiver. I signed it with quick, nervous strokes.
“All right,” she said, “the first thing I’ll need you to do is undress completely, including your underwear, and put on this gown.” It was the same kind I’d seen on the other patient earlier.
“I can step out if you’d like privacy,” she offered.
“No,” I told her, “it’s totally fine.”
I slipped off my dress, bra, and panties, pulled on the gown, and settled myself on the exam table. The thin paper beneath me clung to my skin, making me feel awkwardly exposed. A chill ran through me, and I shivered a bit as I sat there, just like I’d seen that other patient do earlier. My bare skin felt stark against the cool air of the room, my ass sticking to the paper as I tried to get comfortable.
“Sorry, I look awful in my gown,”
“Not at all. You look ... quite beautiful,” she said softly, her warm brown eyes meeting mine, then quickly looking away. I heard her take a quick out-breath. Her soft lips formed a slight ‘o as she blew warm air out. Fuck, she was gorgeous.
She was holding a thermometer and a small bottle of lubricant. She caught my questioning look and explained calmly, “It’s our policy to take temperatures either vaginally or rectally, since these methods are more accurate.”
She went on, “Because Dr. Steward hasn’t performed a vaginal examination yet, I’ll need to measure your temperature rectally.”
She gently guided me into a knee-to-chest position on the table. I faced the wall while I heard her preparing behind me, the faint rustle of gloves and supplies making my heart pound. Then her voice came softly but firmly:
“I’m going to lift your gown now. Are you ready?”
“Yes,” I answered, feeling a chill against my bare skin as she adjusted the gown over my hip and gently lifted one cheek. Cold air hit my exposed backside, making me flush with a strange mix of embarrassment and excitement.
“It looks like you may have some hemorrhoids, which is really common during pregnancy,” she observed matter-of-factly, and I let out a frustrated groan.
“The doctor might want to do an additional check or two today, but we’ll wait for him to decide,” she continued.
I felt my cheeks close back together before I heard the click of a bottle opening and the soft squeeze of lubricant being dispensed. She lifted my cheek again, and I felt her slippery, gloved finger gently rub around my back door entrance.
“Take three deep breaths for me,” she instructed. I tried to relax, breathing slowly, and on the third breath, she carefully slipped her finger into my rectum. My sphincter muscle clenched and pulsed around the intruding finger as she pressed further in, exploring with calm precision.
“Try to push down a little with each breath, like you’re having a bowel movement,” she coached softly.
She continued her gentle examination, then withdrew her finger.
“No wonder you’ve got hemorrhoids,” she noted. “You’re pretty constipated. After I take your rectal temperature and do a quick cleaning, I’ll insert a couple of suppositories before the doctor comes in.”
“Cleaning?”
“Alright,” she said calmly, “we always begin our examination, or session, by washing your genitals. If you could place your feet in the stirrups for me, I’ll get you started.”
I positioned my legs and lifted them into the stirrups, feeling exposed. She set up a small basin with warm soapy water, pulled on a fresh pair of clear white gloves, and picked up a cloth. Standing beside me, she asked me to scoot forward toward the edge of the chair.
As she prepared, she explained in a soothing tone, “You can see this part of the process in a couple of different ways. One is that it’s simply a hygienic task to get through. But another is to let yourself lean into it — think of it as a chance to awaken your erotic energy, almost like a spa treatment for your body.”
With that, she soaped up her hand and let some of the water drip onto my pussy and migrate down my slit. It was so warm and delicious. Next she placed an empty pan below my buttocks, sat between my legs, and placed the whole cloth over my whole pussy, rested it there momentarily, then swiping it down but not quite reaching my ass.
“You have beautiful, full lips. Let me spread them a little.” She used a gloved finger to gingerly fan my skin out, then drenched the whole area.
With that, I groaned. “That’s right, let out any noise that makes sense, and please let me know if anything hurts.”
“Okay,” I agreed. I wanted so badly to feel the pressure of her fingers on my clit, but she seemed dead set on touching everywhere but there.
She held my labia open. “Now I will clean out your vagina with my fingers.” She deftly used two fingers and slid them in my slick pussy. Then she spread them and curled them toward herself while pulling them out. I was squirming at this point. And staring at her. A beautiful woman was taking such good care of my cunt. Before I was ready for her to get up, Sophie removed her fingers, gave me an apologetic smile, and removed her gloves.
“Wonderful,” she exclaimed. “Now for the last part, the ultrasound.”
I laughed nervously, as I climbed into the ultrasound chair. The leather was cold and raised goosebumps, making my nipples rub against the gown’s silky fabric. I distracted myself from the feeling by staring at the nurse’s hands - one hand holding a wand, the other one busily moving a mouse and dial. She turned to look at me, and in the quickest of milliseconds, her eyes darted down to my protruding belly and nipples.
“So, I’m going to apply some lube to the wand, and let’s have at how things have progressed.” I nodded. She placed some warmed-up lube at the tip of her wand. “Ready?” she asked, her tone kind but teasing. “Okay,” I whispered.
Her gentle hands lifted the end of my gown and guided the wand down to my vagina. As the wand touched my already sensitive area, I jolted suddenly. It was far from unpleasant. She rubbed the warm lube around my entrance, watching my face intently. I suddenly realized that I had been biting my lower lip, and my eyes had closed. I arched back in the chair.
“You ready?” I heard her ask in a raspy voice. I opened my eyes and met her gaze.
“Yeah, I’m ready,” I nodded. I felt the wand enter my pussy. It felt heavenly. My body had been ready and wet. My entrance grasped the wand as it slowly entered. I heard some clicking noises as she took some Images and measured certain organs. I listened as she maneuvered, sliding the wand in and one, at one angle, then another. It felt amazing. The gentle waves of arousal were building. My clit jumped in excitement. No one was touching it, but it begged for attention. Unconsciously, I squirmed in my seat, trying to achieve a better angle on penetration. My arousal grew, and I could feel myself getting wetter and wetter.
“Are ... are you okay?” I opened my eyes. The nurse was poised above me. “What?” I stammered. “Oh, it’s just ... You made a noise ... I thought I’d hurt you...” She stopped. I stared back. I took a deep breath. My eyes went down to her lips. I started
“Oh god, this is so embarrassing...” I looked away quickly, covering my mouth with my hands. There was silence.
A soft hand trailed on my belly, as it came to rest on top of my gown. I turned to face her. She was staring at my belly and my breasts. I was so stunned I couldn’t speak. Her hand moved gently around my swollen belly.
She had begun to move the wand again. But this time, it was different.
Whereas before, the wand had moved in a clinical, routine fashion.
----
“Ok, all good, now it’s time for your suppositories.”
I hadn’t heard of them, but they didn’t sound like they were going into my mouth.
“What are those?” I asked.
“They are rectal inserts that melt and make your rectal muscles contract, which help you with a bowel movement,” she replied. “Ready for your rectal temperature?”
I said yes, and moments later felt my cheek gently lifted again as a cold, slender rod was carefully inserted into my anus. The nurse kept a steady hand on my bottom while the thermometer did its work. The chill faded as my body warmed the instrument to my temperature.
After a minute or two, she slowly withdrew the thermometer, and I noticed the empty space left behind.
“Your temperature is normal,” she said softly. I heard the thermometer placed on a paper towel, followed by the crinkle of a package being opened.
I glanced back and saw two small white capsules, shaped like tiny bullets. She signaled for me to prepare once more. With another gentle lift of my cheek, she inserted a cool suppository into my rectum, then followed with her warm finger, pressing it deep inside.
“One more,” she said, repeating the process with a second suppository, again using her finger to press it in gently.
She then instructed me to lie on my back for a few minutes and assured me she’d return to take me to the bathroom when the time was up.
After removing her gloves and placing the tools in the sink, she gave me a warm smile.
“When I come back, Dr. Steward will be joining us.”
She left the room. Just thinking about the hot assistant’s smile, her hands, her scent. It was too much. I bit my lip unconsciously and rubbed my fingertips gently over my sensitive nipples. I shivered. It was too much. Without thinking, I traced my hand down along my swollen belly and felt the rough crossing of pubic hair. Down, down, and gasp. My swollen clit was slick with moisture as I flicked a finger across the hood. I was soaking wet already. Reluctantly, I extracted my fingers. Later, I promised myself.
Soon after, I felt my anus tingling and contracting—a clear sign a bowel movement was starting. I wondered how long “a few minutes” would last.
It turned out to be about twenty, but it felt twice as long. I lay there, sweating lightly, my burning, quivering rectum demanding all my focus.
Finally, the nurse returned and guided me to a small, single-stall bathroom.
I relaxed my anus and felt it open, thinking how different this office was from my previous one.
After I finished, she pointed me to a wet wipe near the toilet. I cleaned up, washed my hands, and then we left the bathroom together.
----
She helped me lie back on the exam table, then began pulling instruments from cabinets and drawers, gloves, another bottle of lubricant, various speculums I recognized. Soon, she moved to set up a machine tucked in the corner. Before I could ask what it was, a knock came at the door.
Dr. Steward entered, tall, salt-and-pepper hair, confident presence, and approached me.
“Dr. Steward. And you are ... Sarah?”
I gave a nervous, goofy smile and nodded.
“Pleasure. Let me take a look.”
I was instantly attracted to him. My pussy jumped at the thought of him basing me, instead of examining me.
“The nurse filled me in on everything, anything else you want to talk about?”
“No,” I whispered, my heart pounding, butterflies fluttering in my stomach, and it wasn’t from the baby.
“Alright, first let’s review the ultrasound my lovely assistant took earlier.”
There was a quiet two-minute pause as the handsome doctor studied the images.
“Looks good so far, but I’ll want a closer look. For now, let’s move on to your breast exam. Do you usually check yourself?”
“No,” I said again. I looked at his handsome face while his hands went to the neckline of my robe. Delicately, he drew the fabric off my shoulder with one hand, while the other slid slowly down the front. The back of his fingertips brushed against the inner curve of my breast as he drew the flaps apart.
It seemed to take forever. Holding the edge of the woven fabric taut, he dragged it across my nipple, which hardened immediately, catching at the seam as he bared my breast.
I tried to still my breathing, which sounded loud in the tiny room, but when his fingers traced a line around the inner curve of my breast, his palm brushed across the tip of my sensitive nipple, and I shuddered, my physical reaction plain to see.
Doc ignored it. His hand cupped the lower swell of my breast, testing the weight with his palm. His other hand came down over the top, and he squeezed gently. I could feel my nipple bulging outward, and in my peripheral vision, I saw the hot Doc’s eyes flicker between his hands and my face, watching for my reaction. A corner of my mind noted the moment, storing it away to fill in the blanks later on, when I’d consciously wonder what fantasy “Dr. Steward” had been fulfilling.
I managed to keep my mouth closed while he massaged me, stroking every speck of my breast except the pebbled tip I was yearning for him to touch.
He moved his left hand to my shoulder and pressed.
“Shoulders back, please.” He breathed in my ear, the sexy rumble of his voice doing nothing to calm my thrumming heart rate.
With my hands resting on either side of my hips, I straightened, thrusting my heated flesh more firmly into his palm. I couldn’t see him anymore, but I felt his eyes.
Pressing down with his thumb, he stroked upward with his hand, pinching my nipple gently as they met. He released quickly and repeated the motion.
The third time, he twisted his wrist, pulling my nipple away from my body and tweaking it as he let go.
I gasped, my lips falling open.
“Does that hurt, Miss Sarah?”
He did it again. “Right here?”
I gave my head a tiny shake, trying to steady my breathing.
“No, not hurt, but it’s very sensitive.”
“No?” He stroked the peak of my shoulder.
His palms were just slightly rough, and the tugging on my nipple increased the pooling heat between my thighs. I shook my head again.
“All right, then.” He covered my breast, and I sighed.
He went around to the other side and started all over, petting and stroking me while my heart pounded beneath his palms, and my stiff nipples darkened. Another clue was revealed when he brushed up against my knuckles, which were clutching the edge of the padded table. Beneath the gabardine of his pleated trousers, his cock was stiff against the layers of its fabric prison.
He shifted his weight several times, dragging the hard column across my bumpy knuckles.
Finished teasing my left breast, Dr. Steward came to stand in front of me, pushing the gown off my shoulders to study both sides. I kept my eyes firmly pinned to the middle button of his shirt.
His hands outlined my neck and shoulders, dropping down to cup my breasts, thumbing the nipples in unison.
“Sarah?” He paused, forcing me to meet his eyes. “No discomfort?”
“No,” I whispered.
He kept it up for another minute, his piercing brown irises holding my gaze, and his erection pressed gently between my knees. He was analytical and interested, but maintaining his detached demeanor, making my arousal feel all the more acute. I wanted to reach out and lay my palm flat against the bulge beneath his fly, but I was as constrained by convention as I would have been at an authentic check-up, and I flushed at the thought.
Suddenly, he pulled back. “Okay, everything looks fine there.”
He stepped away and said, “Now, if you’ll just lie back...”
I shivered as he unfolded the cold, silver metal stirrup supports at the foot of the table.
“Right foot, please.” He slipped my heel into the black plastic stirrup. “There we go. Now the left...”
He hadn’t given me a sheet to drape across my lap, and the gown wasn’t generously proportioned, so with my knees up, everything from my waist down was bared to his view.
“Scoot your bottom down a bit, Miss Sarah.”
With one hand, I clutched the gown at my waist to keep my breasts covered - a foolish bit of modesty with no rational purpose - while I slid toward the foot of the table.
“A bit more ... that’s it,” he said.
The table’s edge pressed against my tailbone, and my bottom hung just over the side.
One by one, Dr. Steward adjusted the stirrups, spreading my legs wider than any exam before. “How’s that, Sarah? Comfortable?”
God, no.
It didn’t hurt, and he didn’t spread my legs as far as he could have, but it was just on the edge of uncomfortable, enough to feel strained, and still, I gave a brief nod.
He rolled the stool closer and settled between my legs. I dared a quick glance and noticed he was sitting higher than most gynecologists usually do. His head and shoulders were clearly visible above my trimmed pubic area. And my face and breasts were completely exposed to him. My eyes darted back up to the safety of the ceiling.
One warm hand came to rest on my ankle. “All right, Miss Sarah, just relax.” His fingers traced slowly up from my ankle to my calf as he spoke.
“Let your knees fall open.” He pressed gently to guide me. “There - perfect.”
From my knee, his hand slid slowly upward toward the swelling folds of my vagina.
I saw the hot doc look at my vulva as soon as it came into view. I felt my whole body flush red, and desperately wanted both to hide my face and for him to whip out his cock and fuck me.
I knew I was wet. I knew it must be visible. I could smell myself from where I lay, but the sext Doc’s voice remained even and professional.
“Okay, Sarah, I’m just going to take a look now.” His left hand joined the one that had been gently tracing upward.
He settled onto his rolling chair, and I watched as his face came close between my legs. The cool exam room air swirled against my exposed genitals as he carefully touched and spread my outer lips. I took shallow breaths, feeling unexpected waves of pleasure ripple through me.
With his thumbs and forefingers, he parted my outer lips and held them gently aside, leaving my most vulnerable parts fully exposed. My chest rose and fell faster, I didn’t bother hiding it.
“We’ll keep an eye on her urinary situation,” he said quietly to the nurse.
“Yes, doctor,” she replied, scribbling notes.
He picked up a lubricated speculum from the tray. “Relax for me,” he instructed. I felt him gently pull my vaginal opening down before sliding the speculum inside. It gradually stretched me open, and I caught the intensity in his eyes as he focused on the exam.
The nurse handed him a sampling Q-tip, which disappeared between my legs.
I felt a strange sensation deep inside as he collected the pap smear. Moments later, the speculum was withdrawn, and my heart pounded in my chest.
After he handed the swab off to his assistant, he paused, studying the glistening pink folds before him without touching. I felt a slow drop of wetness escape my cunt, sliding down between my cheeks. I shuddered; there was no way he could have missed it.
Gradually, he released the pressure, letting my outer lips close. But before I could even catch my breath, his right index finger slipped into the valley beside my clit. I could feel it standing swollen and erect above the surrounding tissue, but he didn’t touch me there. Instead he traced the length of his finger through the delicate groove, circling the rim of my entrance before sliding into the dip on the other side, still carefully avoiding my clit.
“How’s that, Sarah?” he asked, eyes flicking to my face as he repeated the motion.
There was no way I could get a word out.
“No pain here?”
I shook my head, fingers digging into the edge of the paper-covered table.
His gaze returned to my slick folds. “Good,” he murmured, and the sound alone nearly pushed me over the edge.
Then, with maddening calm, he withdrew his hand and pushed the stool back as he rose to his feet.
“Okay, Sarah. I’m going to do a manual exam now. Let yourself relax.”
His eyes slid away from mine to run over my hard nipples and my heaving belly, winding down to the slick folds a foot from his bulging zipper.
Beneath the white coat and black trousers, below my line of sight, I knew he was aroused. He was maintaining his apparent calm, but his nostrils flared and his eyes glittered when he looked down at me. A nearly palpable sense of electricity zinged around us in the small room.
The hot doc stood up, and the nurse lubricated two fingers.
“I’m going to feel your uterus from the outside and inside,” he said, and I felt his fingers fill my vagina and move inside while his other bare hand palpated my uterus and ovaries. I heard my vagina make soft, wet noises while he moved and felt around. I started getting so hot, and I hoped that he would pick up on the signals. I wanted to touch myself.
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