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A Sissy Boy Am I
I sat in my car in his driveway for a few minutes. Getting up my nerve. I felt sick wanting to do this, but I knew I needed it. I had to find out. Twenty-four years old and still a virgin... I was fairly certain I was gay, but having never been with a man, I just didn't know for sure. And I needed to know.
I got out of the car and walked up the drive, and the front walk to his door. My instructions were to let myself in, which made me extra nervous (what if I was at the wrong house?) but I turned the knob anyway and walked into the living room. He was sitting on a chair, completely naked, his penis erect and throbbing.
"Strip down to your panties bitch!" He barked at me, making me jump a little.
"Do it, now!" He added when he saw me hesitate. I quickly removed my shoes, socks, pants and shirt, and stood before him shivering in fear.
"This cock isn't going to suck itself!" He spat pointing at his erect member.
"Get on your knees and suck my dick, slut!" I was shaking bad by then and moved close to him. I slowly lowered myself to my knees and put a shaking hand on his dick, caressing it. It felt great having another man's penis in my hands, but then... [SLAP] He slapped me hard across my right cheek "Get it in your mouth know, Sissy!" he ordered, grabbing my hair and yanking me down onto him. I opened my mouth and took his dick inside me, enjoying the feel of it on my tongue. I started sucking on the tip and moving in and out a little, slowly, savoring every second of it.
"Deeper" He instructed, placing his hand behind my head and pushing me down on him until I choked. He relaxed his hand and guided me back and fourth, while giving me instructions like "Move Your tongue around"
"Press your lips tighter" and "Massage my balls." I did everything he said and did my best not to gag on his thick dick.
After what seemed like twenty minutes my neck was hurting and my jaw was stiff, but I could feel him throbbing more, and I knew from my own masturbation sessions that he was about to come.
"Put your hands behind your back and lock your fingers together" He demanded as I felt the first drops of cum hit the back of my mouth.
"Don't you dare fight me Bitch, and you swallow every drop." He instructed. Then, with no warning he grabbed the back of my hard hard and forced his dick down my throat. He pulled my head back for a second then pushed it down again. Back and forth, back and forth. I was gagging with every thrust, but he kept going in and out of my throat, harder and deeper. It only took a few more thrusts and he shot his load down the back of my throat and I swallowed as quickly as I could while trying to get a breath between thrusts.
"Keep sucking and swallowing" He said, softer, as he relaxed his grip and let his dick slide out a little. I sucked the last few drops of cum out of him and swallowed dutifully.
"Good job, you sissy cum whore." He said as he pushed me off his dick. I stayed there, knelt before him, sort of in shock. Now that it was over I felt terrible about having done it, even though I enjoyed it very much. I felt dirty, like I had been bad. I was now a gay sissy boy. And with one look into his eyes I knew, he knew it too.
"You feel like a naughty boy now, don't you?" He asked. I nodded 'yes' and stared at the floor, not wanting to look at him again.
"I can make it better for you." He said. I shook my head no, as if to say he couldn't do it.
"I can." he repeated.
"You've been naughty and you must be punished." I thought about it for a second, trying to figure out what he meant. I didn't know. But I knew he was right. I had to be punished for being a sissy.
"Stand up." He ordered, while standing himself. I did as I was told and stood back up on tired and still shaky legs.
"Give me your panties" he said, holding his hand out. Without question I grabbed the sides of my white briefs and pushed them down to my ankles, stepped out of them, and put them in his hand.
"Come with me." He told me next, keeping my briefs in his hand.
He led me down the hallway and through a door, and down a set of stairs into the basement. My jaw dropped as I realized I was walking into a basement dungeon complete with bondage chains and an array of sex toys. But before I could get much of a look he took me by the hand and led me to a phone in the corner.
"Call your Mommy, tell her you're staying at a friends house tonight, and then you have to be somewhere in the morning." Part Two I hung up the phone, having just told my mother the lie I had been instructed to deliver.
"Good Boy" He said, taking me by the hand again and leading me to a bench in the corner of the basement.
"Open your mouth" The second I did he shoved my underwear into my mouth, then pushed me over the bench. From my new position I could see the restraints built into the bench, and before he even made a move, I knew he was going to use them. A Minute later my hands were bound to the side of the bench, and my ankles were belted to the back, leaving me bent over, exposed and helpless.
For the next hour or so I was beaten severely with a leather belt, and then a wood paddle. By the end I was a blubbering baby, crying through my underwear gag, with tears running down my face. He left me there for several minutes afterwards, giving me time to get a hold of myself. Then he released my ankles, then wrists. I stood up and put my hands on my backside, which felt like it was on fire. He pulled the now damp briefs out of my mouth and the first thing I thought to say was "Thank you Sir." I actually felt better, so I had to thank him for it.
"Good Boy" He praised, giving me a playful, but still painful smack on my tender backside.
"Look around" he said showing me the dungeon.
"I promise you, any time you spend down here will be quite painful, and it will be worse each time I bring you here." I started to get worried, but he made me feel better by giving me a choice, "So don't make me have to bring you down here." He took me by the arm and led me back upstairs, and halfway down the hall. He stopped in front of a closed door and said "This is your room for tonight." He opened the door and motioned me inside. It was a baby's nursery! Only... the furniture was adult size.
"Hop up." He ordered, patting the padded exam-style table. I got on the table and laid down as he pushed my shoulders back, forcing me to lay on my sore bum.
"A proper Sissy Baby needs proper bed clothes." He said showing me a disposable diaper. He unfolded it and laid it between my legs. I lifted my bum up so he could slide it under me, then rested back down on the soft padding. He expertly fastened the six tape tabs and then ordered me off the table. From a dresser drawer he removed a pair of pin, frilly panties made of some kind of waterproof material. He shook them out and held the open by my feet. Obediently I stepped into the leg holes and helped him pull the plastic panty up over my diaper. Next, from the drawer, came a matching pink t-shirt, short enough to assure full view of my diaper pants. I put the shirt on as he pulled out a pacifier that was attached to a leather strap. Gag-style. He put the nipple in my mouth and pulled the later straps around my head, buckling it in the back.
Now properly diapered, he led me over to a steel framed adult-size crib and helped me into it. He put me under the blankets, tucking me in, and leaned down and kissed me gently on the forehead.
"Goodnight Sissy Baby" he said softly, then raised the bars, locking them in place.
The softness was gone as he warned me: "Do not get out of the crib; Do not remove the gag, and if you have to piss or shit you do it your diaper like a good boy!" He walked to the doorway and flipped off the light.
"I'll be in to change you in the morning.
True to his word, he came and woke me up the next morning. He removed my diaper, which I had wet after I woke up needing to pee. He cleaned me up with baby wipes and helped me out of the crib. He pulled my briefs out of his back pocket and showed them to me. Then he took the front of my underwear and pressed it into the wet diaper, pushing down hard until there was an obvious wet spot on my underwear. He handed the damp briefs to me, and I put them on. The rest of my clothes were given to me along with an address and a time, ten A.M..
"You have an appointment, do not be late or I'll take you into the basement." He warned me as he left for work, leaving me alone in his house.
I got to the address a few minutes early and was surprised to find it was a doctor's office. The sign over the door said "Dr David G. White, Urologist." Confused and nervous I entered the lobby and walked up the nurse's desk.
"I... uh... have an appointment I think." I stuttered.
"Name?" The nurse asked me coldly. I told her my name, and she pressed a button under the desk, causing the door beside her desk to open.
"Room One, take off everything but your underwear. I'll be in momentarily.
I was very embarrassed as I leaned against the exam table in my wet underwear. Normally I would sit on the table, but I was afraid I'd get it wet from the underwear. The nurse came in a few minutes later, took one look at me and sighed. She left for a moment, then returned holding a pull-up style pant.
"Put this on." She scolded me in a motherly fashion. She waiting, watching me, as I took the wet underwear off and pulled the pull-up on.
"Okay, now sit on the exam table." The nurse instructed, and went straight to her work; checking my temperature and blood pressure.
"The doctor will be here in a minute." She said, as cold as ever, as she turned and left the room, leaving the door open. Several people looked into the room and saw me in my training pant like brief as I waited for the doctor. I was kept waiting for over twenty minutes.
"Good Morning Mr. Grant" He said, as he entered the room and shut the door. I sat in silence, stunned as the dominant man who has used and abused me the night before now stood in front of me wearing a white coat and tie. He, Dr. David G White was my master! He said little to me as he pushed me down on the exam table and poked and prodded me in a Doctorly manner. Everything was routine until he pulled my pull-up off and proceeded to examine my privates. He poked here and pressed there, but then he took my penis in his strong, manly, latex-glove-covered hand and started stroking me until I was hard. He masturbated me until I was about to explode, then stopped just short of allowing me to climax.
"Sissy Boys do not get to cum unless I say so," He whispered in my ear.
"Sit up, and put your trainer back on." He said, then turned to the intercom and called the nurse back in.
"Mr. Grant is functionally incontinent, " He announced to the nurse handing her my chart.
"Please give him a starter pack of diapers, and call in the prescription for the others. Ask the pharmacy to package the rest of the items for Mr. Grant, who will pick them up this afternoon."
"Other items?" I asked nervously, feeling safe to question Dr. White with his nurse in the room.
"Yes, I couldn't help but notice how red your backside is, you clearly haven't been taking proper care of your incontinence, or your skin. So I have made a list of the items you will need to take care of yourself correctly. Later That Day "Your Doctor called me, you know." My mother said, standing in my doorway.
"He... did?" I stuttered.
"Yes, and I'm disappointed you didn't tell me you were having problems." She scolded me like a naughty child.
"Where are they?" She asked. I looked at her blankly, unsure what she meant.
"Your Diapers, " She added, "Where are your diapers?" I told her that I had left them in the car (But did not say I did so to try and hide them from her) "Well go get them, and everything else." My mother ordered, "Dr. White told me you haven't been taking care of yourself, and he wants me to show you how." To Be Continued...
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