The Association of Sissies Ch. 01

Frank Towers stood up. The camera panned down his muscular chest down to the brown haired teen sucking on his huge cock. The camera zoomed in on his cock. Her lips and cheeks and his cock filled the TV screen. You could see the veins on his cock as her lips moved up and down his tool. The camera started to zoom out. I hit rewind on the VCR remote. I went back to the start of the closeup sequence and pressed play.

I laid on my hotel bed. I was nude. I had all of my possessions in the world inside the room with me: a bag of clothes, VHS movies and porn tapes, CDs, my stereo, my TV, and a VCR. It was an extended stay hotel. The only other thing I owned was the old beater Volkswagen sitting in a parking space outside.

My eighteen year old circumcised cock was rock hard. I stroked it furiously. My eyes glued to the penis with lips wrapped around it.

"I can't believe how fucking hot she is!" I thought to myself as I watched a video of a long hard cock being sucked by pouty lips and a cheek.

I held my cock with my middle and index fingers on one side and my thumb on the other. They rubbed all three inches of my narrow cock. I stroked faster. I came hard. Streams of cum shot across my belly. I rubbed the cum all over my tummy and took a nap. The TV static woke me up when the tape finished.

I got up and looked at myself in the full length mirror in the bathroom. I was incredibly horny. Masturbation couldn't cool me off anymore. I needed to find a girl and lose my virginity. I wasn't like the other boys that I went to school with. I was shorter, around five feet and four inches. I was not muscular, in fact, a weakling. I didn't have very much body hair. I was tiny. I weighed only ninety-five pounds. Most normal sized girls my age were heavier than me.

My doctor said I was a late bloomer and would have a late puberty in my twenties. I have always known that wouldn't be the case. Several of the men on my father's side were late bloomers like me and they never bloomed. I had obviously gone through puberty. My sexual organs function normally, they just didn't enlarge much. My voice deepened a little, but not much. I grew some light blonde hair on my legs and I had hair in my armpits, but I had no body hair anywhere else.

The only place that I had any fat on my body was my ass. This was a trait from my mom's side. Her family is short and skinny, and they all have nice butts. I got all the best physical traits from my parents. I ran my hands over my smooth skin. I looked at my little tight bubble butt in the mirror and slapped it. I watched it jiggle slightly. My cock was soft now. It was a tiny nub with my small balls neatly underneath.

"Maybe I should go down to the front desk tonight. Dave is so funny." I thought as I ran my hands over my body.

Dave was in his late thirties. He had tattoos and loved heavy metal. He always wore black. He was the Night Front Desk Clerk. I spent several evenings hanging out with him.

I turned on the shower. I used the floral smelling shampoo from the commercials where the girls would moan. I loved the scent, and figured girls would like to smell it on me. I put some body wash on a loofah and made my whole body soapy. I couldn't wait to get down and talk to Dave. I cleaned myself well. I dried off and put on some body lotion. Dave had mentioned how nice I smelled the last time I wore it. My penis was rock hard again.

"Maybe Dave knows some chicks." I thought.

I rubbed the lotion all over my body. I looked into the mirror seductively as I rubbed the lotion into my skin. I was very pretty for a boy. There wasn't a blemish or freckle on my pale white skin.

I slipped on a pair of Umbro soccer shorts. They were actually a youth size from when I tried to play soccer in the 1980's, but they still fit. They were just a little short. All my underwear was in the laundry for pick up tomorrow morning so I went commando. I put on a USC Gamecocks shirt that simply said "Go Cocks!" on the front. The maroon matched my shorts and I looked pretty cute. I brushed my teeth and dried my hair. I put on a facial moisturizer.

I had a lot of anxiety about my situation. I needed a job. I had a lot of savings, but I was blowing through it quickly. I really thought that finding a girl would take my mind off the stress a little. I was friends with mostly girls in high school, but none of them liked me the way I wanted them to. I think a lot of it was because of my parents.

I had pulled out of all electives during my junior year of high school. I focused on the classes that I needed to take to graduate. I had known for awhile that I would be kicked out of my parents house on my eighteenth birthday. I graduated a semester early while I was still seventeen. I didn't want to worry about where I was going to live while still going to school. My parents were both addicted to pain killers and heroin. Had been ever since my dad's shoulder surgery. We had a nice life up until then. Life was hell with them afterwards.

My mom was frequently arrested for prostitution and my dad was constantly in trouble for theft. My dad's disability kept the bills paid, barely. I had tried to help both of them with rehab so many times. The truth was they didn't want to be sober. They chose drugs over me. I had to park my car at a friend's house so they couldn't steal it. It wasn't worth much, but it was worth more than the fifty dollars my dad would probably take for it.

My parents asked for rent at midnight on my birthday. I had to leave if I didn't have it. I had money to give them, but i refused to give them money for drugs. I had already loaded up my car. I was out of there and Myrtle Beach as fast as I could drive away. Away from my parents. Away from the neighbors who looked at me suspiciously. Away from the police that knew me as the kid of the junkies. I would never see or hear from my parents again. They eventually died of overdoses. I considered them dead for years before they actually died.

There was an ad in the free newspaper that I had circled. A real estate investor needed an assistant. My resume was printed and laid next to it. I would drop it off in the morning at the time and address listed in the ad.

Before that, I needed to go hang out with my only friend in Charleston. Maybe meet some chicks, I thought. I scurried down to the office. Dave smiled when I walked in. I sat in the room behind the front desk. I would wait while Dave helped other guests, then he would sit next to me on the couch. He talked about Pantera and heavy metal concerts he had been to. I would listen and smile.

"Philip Anselmo is definitely a voice for our generation, but I prefer Rob Halford. I love the leather and spikes."

"Yeah, that's so true. It's really great....I'm a huge fan of Rob, and I love leather too."

Dave smiled. I walked to the water fountain and bent over to take a drink. Dave walked behind me and slapped my ass. He slapped it again and squeezed my cheeks.

"I have to go to the bathroom real quick." I said to him.

I walked in and fixed my hair in the mirror. My heart was pounding in my chest. I washed my face. I pulled my shorts up a little and adjusted my shirt. I chewed a Tic-Tac. I wasn't sure about what I was going to do, but I was positive that I was going to do whatever it was. I opened the door. Dave stood in front of the door. He gently pushed me back into the bathroom and locked the door. He placed his hands on my shoulders and gently pushed me down until I was kneeled in front of him.

He unzipped his pants and pulled out his cock. He wasn't circumcised and was at least six or seven inches long.

"I'm not driving home with a hard on after work like I have all week."

He pulled back his foreskin and pressed his cock against my lips.

"Open your mouth and suck it for me."

"I'm not gay." I said as I stared at his erect penis.

"Neither am I."

I opened my mouth and he pushed his cock in all the way to the back of my mouth.

"Suck that cock, bitch."

Dave's cock tasted like salty skin. I bobbed my head back and forth and tried to do the things I had seen in porn movies. Dave pressed his cock hard against my throat and it popped in. He held my head and pumped his cock in and out of my throat.

"I love a bitch without a gag reflex." Dave said.

I licked his cock as he pumped it in and out. Dave only lasted for a couple minutes before he started shooting cum down my throat. He moaned loudly.

He said thank you very quietly as he pulled his cock from my mouth and zipped his pants back up.

"I got a fiancée and two kids. She runs her mouth off at me all the time but never uses her mouth on me. A blowjob from a friend isn't cheating, but we can't ever do anything else. Fucking you would be wrong. We shouldn't see each other off the property, but you can come suck my dick here whenever you are horny."

I nodded. His cum was still in my mouth and I swallowed it.

Dave walked out the door. I stood up and walked out. A night time maintenance guy was in the break room. He looked at me and laughed.

I went back to my room. I removed my clothes and laid on the bed. My cock hurt because it was so hard. I jerked off again. I felt satisfied when I finished.

The real estate office was named T.U.M.S. The office was filled with women waiting for interviews. Some were older and experienced. Some were younger with degrees. Some were younger with less clothing. I didn't have a chance of getting the job, but I stayed and waited for my turn to interview. Most interviews lasted ten to fifteen minutes. I had been running late and was the last to sign the sign-in sheet. The man doing the interviews was middle aged. Greying hair. Neatly dressed. The office had a waiting area, a small kitchenette, and his office. It appeared it was only him working out of the office.

"Okay, Avery. Follow me." He said as he looked at the sign-in sheet.

"I'm Jim, nice to meet you." He said as he shook my hand and took my resume.

He stared for a moment and looked me up and down.

"Have you ever been arrested or got into any trouble?" He asked.

"No sir."

"Graduated early. Long way from home. Where do you live?"

"An extended stay hotel."

"Any family or friends in the area?"

"No sir."

"You start today." He said.

"Really? Thank you so much! I will do a good job for you."

The job was great. I basically took notes for Jim all day. I took messages for him. I updated his schedule. We rode around to look at properties all day. We went to auctions at the courthouse. I was a quick study and Jim was a great teacher.

I got back to the hotel at the normal time one day, after working for a few days. There was a note on my door saying rent was due. I put on my shorts and a t-shirt. I went to the office. Dave was working.

"Okay, looks like you're good to go for another week." He said as he rang up my payment.

"Can I use the bathroom again?" I asked.

Dave followed me into the break room and then into the bathroom. I got on my knees. Dave pulled out his cock. I stuck my tongue out and pushed it under his foreskin. I licked the front slit and played with his foreskin. I then took him in my mouth. I worked his hard cock with my tongue and mouth and soon was able to work him into my throat. I sucked Dave's cock and swallowed his cum again after a few minutes. I ended up sucking Dave's cock one more time the next week.

Jim had a nice house on a massive acreage of land. He had me move in after a couple weeks of working for him. He said I was getting free rent instead of a raise. I was super appreciative. I was with him twenty-four hours a day. I made all his coffee at home and at the office. I knew exactly how he liked it. He was easy to talk to. He made me feel important by how he talked to me. He acknowledged me and made me feel good about myself.

Jim taught me a lot. He helped me study for a realtors exam. He had me become a public notary. He was very particular about how he appeared to others. He would teach me how to be a man as we drove to appointments.

"Listen Avery, a man has to be responsible. Women and children are just responsibilities. You can say whatever you want about it being the nineties, Women's Lib is horse shit. You cannot be both a responsibility and be responsible at the same time."

I nodded.

"When a woman makes a mistake, it's a man's problem. If she spends too much money at the grocery store, it's her husband's problem. If she wrecks the car, it's her husbands problem. Men have to deal with their wives problems and their own problems. This is why discipline is so important. A well spanked wife is key to a happy and healthy marriage. The husband should spank her as both punishment and as a constant reminder to who is in charge."

"Yes sir."

"Did your dad spank your mom?"

"I don't know. I don't think so, my mom was in charge in the house." I said.

"A proper relationship with discipline in place could have prevented their problems. As the disciplinarian, your father would have been strong enough to not get addicted. He probably was hooked easily because he was depressed from an overbearing wife."

My dad was weak. He always wanted to escape to be by himself. My mom would yell at him a lot. It would have been hard for him to be a man.

He had figured out a sneaky way to buy out a lien that was on my parents house. The house was paid off. They only had to maintain taxes and insurance. Jim didn't want them to be able to sell or take out loans against the house. It also put him in first position to buy the house if it when into foreclosure for non payment of taxes. Jim said this way he can keep my parents from screwing me out of my inheritance.

Jim and I got back to the office one day. There was a message from a client. He had missed an appointment. I write memos for every voicemail. I couldn't figure out how I missed it. Jim said we lost the client after he called them back. He was disappointed in me.

"I have to make it up to Jim." I thought.

Jim forgave me, but he never let me forget. He reminded me to double check my work. He had me write a formal apology letter to him. He was kind to me, but critical of my work after that. I never knew if he was happy with me or not. I constantly worried that I may have messed up this amazing opportunity to learn from one of the best.

Jim was probably the smartest man that I had ever met. Definitely the smartest in South Carolina. He could be so observant and thoughtful. He noticed I didn't wear cologne. He found a Unisex Cologne called Chanel No. 5 that he thought would be nice on me. He always opened doors for me and pulled out chairs for me to sit in.

Jim was hard on his shortcomings and thought I was too easy on myself. He analyzed me and helped me work on my faults. I had to write him detailed letters on my faults and how these faults inadvertently affected him. It really opened my eyes. I was so lucky to find someone who would help me so much.

I began to write Jim letters about how much I respected him and how much I loved him. Jim's love was pure and I did my best every day to prove my love to Jim.

Jim had left the house alone one day. He was gone for forty-five-minutes. He returned with a Victoria's Secret shopping bag with him.

"Avery. I noticed you never mailed the payments the other day. You left them in the outgoing bin. I had to personally deliver them this afternoon." Jim said.

"I swear I put them in the mail, Mr. Thompson."

"Are you calling me a liar, Avery?"

"No sir, I'm sorry."

"You missed an appointment on the schedule and now this. What can I do to make you more responsible?"

"I will do better, I promise."

"You obviously are not ready to be a responsible man. You aren't a child either. Your problems are not causing you any issues. They are only causing issues for me."

I cried. Jim stood me up and sat down in front of me on the couch.

"A man wouldn't allow himself to create issues that another man would be responsible for, would he?"

"No sir." I said between sobs.

"Who does that, Avery?"

"Women." I said under my breath.

"This is for your own good. You will be treated like a man when you prove yourself to be a man. You will be treated like a woman until then."

"Yes sir." I said with deep shame and embarrassment.

"You will wear women's clothing. You will cook and clean for me. You will perform your duties at work, but I will have to check over all of your work because you are a woman."

Jim unbuttoned my pants and slid them down. He pulled them off my legs. He then removed my boxers.

"Avery. I don't think you are capable of being a man. This is closer to being a clit than a penis." Jim said as he held my tiny cock.

"You would need a strap on to have intercourse with a woman."

I cried harder. I wanted to die right then and there.

Jim removed the rest of my clothes. He spun me around and ran his hands all over my body. They felt coarse on my skin, put it felt incredibly sensual.

"You don't have a single flaw."

I continued to sob, but my tiny cock betrayed me and all three inches pointed towards Jim.

Jim smiled while he pinched my nipples and then my hard cock.

"It's like your balls never dropped. They are just neatly tucked under your big clit. You won't have a hard time wearing the g-string panties I bought you."

Jim squeezed my ass cheeks. He turned me back around. He bent me over slightly and spread my ass.

"You are even perfect back here. Beautiful white skin to a delicate pink hole. You have the prettiest asshole that I've ever seen."

I smiled.

Jim spit on his hand and pushed a finger up my asshole.

"Nice and tight. You're a virgin."

"Yes sir, I'm a virgin."

"No sexual contact with men or women." Jim said to clarify.

"I gave the Night Clerk at the hotel a blowjob a few times." I said with shame.

Jim looked at me with a disgusted look on his face.

"So, you're a cocksucker, but you've been wasting my time as I trained you for months on how to be a man?"

"Yes sir. I'm sorry. I will do whatever, anything... everything it takes to make it up to you." I pleaded desperately.

"Please Jim. Please let me make this up to you." I thought.

"You can pack up and leave tonight, or commit to being a woman under my complete control."

"Yes sir."

"Lay yourself across my lap to receive your punishment if you choose to stay."

Thank you Jim. Thank you for accepting my faults! Jim deserves so much better than me.

I bent down and Jim pulled me across his lap. My little cock pushed against his thigh. Jim rubbed my ass cheeks. I anxiously waited for my punishment. Jim wrapped one arm around me. I then felt his other hand strike my left cheek hard. He then hit my right cheek.

I could cry and scream at the top of my voice. Jim didn't have any neighbors close enough to see the house, let alone hear anything from the house.

Jim's hand crashed into me again, and again. I tried to block with my hand. It only made Jim mad. Jim grabbed my wrists and held them tight. He spanked harder and harder. He varied the time so I couldn't anticipate the next swat. I kicked hard. Jim held me tighter and spanked harder. He eventually let go and bent me over the side of the couch.

"I don't want to put a mark on your beautiful body, but I'm going to give you a little taste of the belt. Twenty hard lashes for your betrayal with the Night Clerk. Then your punishment is done."

I heard Jim remove his belt and struggle a little. He doubled the belt back. The belt crashed into my sore ass. I started to cry even louder.

"Count each stroke and say 'Thank you, daddy.'"

"One, thank you daddy." I said.

The belt crashed into my ass again.

"Two, thankkkk you daddy."

Jim whipped me harder each time. He was very good at aiming the belt. He could target specific areas. The fifteenth stroke landed at the top of the back of my thighs. I fell forward and cried uncontrollably.