TV/Bisexual, oral, anal, b/MMM,FFF
This story is a work of fiction and contains descriptions of explicit sexual acts of boys and men discovering their sexuality. It contains graphic scenes of sex between consenting underage boy and adult males... If this type of content offends you or you are under the age of 18 do not read it.
Author's Note:
This story is the property of the author. It can be downloaded for personal reading pleasure or sending to a friend, but if you wish to re-post them at your own site, please contact the author for permission.
Copyright 2017 Wolf, all rights reserved.
You may contact me at pomowolf74@yahoo.com if you like. All flames will be ignored.
San Francisco Sissy
By
Wolf
My mother's name is Elizabeth, but she is known as Liz. We lived in the Richmond District just north of the California Academy of Science portion of Golden State Park. She traveled by bus from our apartment east om Gary Blvd down town to Market Street to work as a bartender in an old bar. This kind of bar caters to the local business where office workers come to drink their lunch, and after the sun goes down becomes the hangout for horny men looking to pick up a hooker or gay men looking for a cock.
I'm sure my birth was one of those Op's moments when she got pregnant by accident. Either something happened to cause her to ovulate early or she mixed up the order of her birth control pills and was taking a placebo when she should have been taking the real birth control pill. I guess I should be happy she decided to not terminate the pregnancy. I was a small baby and destined to always be smaller than most men. She named me Vince, and I had a small bulbus butt and puffy pink nipples. I was born with platinum blond hair, that my mother couldn't bring herself to cut my hair, so I wore it in a ponytail or braided pig tails. Mother always commented about what a cock teasing bitch I looked like, and she would surely, she would be the one to know of what she speaks.
It would be kind to call her a slut. As far back as I can remember she would bring home men. I assume some were paying Johns, but many of them were just men she wanted to have sex with. She worked nights and always came home about three O'clock in the morning seven nights a week. Sundays were simply the day of rest in bed with her latest man friend.
One of my earliest memories is of being woken up early one morning before I was not even old enough for kindergarten by noise coming from her bedroom. I thought someone was hurting my mother. The sounds frightened me, and I burst through the door. I was stunned to see a naked man on top of my mother and thrusting his body against my mother, and she was letting out grunts and moans that I thought were sounds of pain. I dashed across the room and started pounding on his body with my fists. I was screaming at him, "STOP HEARTING MY MOMMY!" My blows didn't even faze him. He continued pounding his body against my mother.
Mother simply told me, "He's not hurting me. Go back to bed, and I will talk to you tomorrow."
She did try to explain to me that she was a lonely woman, and she enjoyed the physical contact with men.
I continued hearing the grunts, moans, and dirty words when she was entertaining men. As I grew up I discovered that I liked to smell the crotch of her panties. I would fish them out of the dirty laundry basket and thrilled at the combination of her perfume impregnating them and the pungent smell of her pussy smell in the crotch. I also smelled the brown sits-marks in the seat of them. I would smell them and suck on them. When they were wet and hardly smelled I would put them on. It was inevitable that Mother caught me parading around the apartment in her panties, with raging hard-on.
Mother tried to shame me by making me wear her panties in front of a couple of her male friends named Pat and Mike. They called me a little sexy cock tease. I was so obedient and submissive that I would do anything an adult would tell me to do. I even found their sexual chatter exciting. They called me a cocksucker and a cum slut so much that I began to think about what a cock would taste like.
When I was 11-years-old mother left for work at five in the afternoon, leaving me in the care of Mike and Pat. Liz gave me a wikied smile and told me, "Be a good cum slut for my boyfriends, and do as your told! As she winked at both Pat and Mike.
They were both in their sixties and retired. They were in pretty good shape and had a comfortable income from their retirement benefits. I had witnessed Mom being fucked by both of them, and they had cocks worthy of admiration. Mom would suck one of their cocks while the other one fucked her ass or pussy. I had witnessed her have one of them lay on his back and she would sit on his cock. With his cock up her ass the other man would mount her, and stick his cock into her pussy. I learned that while he was fucking Mom the separation between her asshole and her vagina canal was so thin that his movement rubbed his cock against the other guys cock in her asshole. They would fuck her until they both deposited they're cum in her. The three of them started making me suck and use my tongue to clean their come out of her ass and cunt. Mom enjoyed me cleaning her out to the point of having additional orgasms.
That evening while Liz was at work pat and Mike insisted on me stripping and putting on a pair of Mom's panties and parading around the house in her high heels. They sat on the couch with their pants open and grasping their cocks. I was impressed with their hairy pubis and big balls. Both of them had circumcised cocks with large helmet shaped knobs. They had me suck their cocks in turn. Mike almost chocked me, because it was all I could do to get the knob into my mouth. When he squirted his load of cum in my mouth I did gag before I was able to swallow it. Pat pulled me over to do him next.
Pat's cock was just as big as Mike's. I took his balls into my hand, while I set about sucking his cock. My reward was another salty tasting load of cum. My jaw ached from holding it open so long, and the taste of cum lingered long after I had swallowed it. The taste just made me horny for more for hours. I found that I liked the taste of cum. That night they saw to it that I was fed cum until Mom got home.
Liz even let me go on vacations with the two of them. They owned a custom trailer they pulled with a big pickup. They would drive us across country as far as New Jersey or Florida. Whichever one wasn't driving I would suck their cocks dry like milking machine. I was even able to tell which one's cock I was sucking, blindfolded by the taste of their cum. They both had salty cum that had a sweet taste but Mike's cum had a slight ammonia smell and after taste.
One worm summer night while we were staying in a KOA some place in New Mexico Mike suggested that it was time that it was about time for their sexy little sissy to lose her virginity. Pat greed. They pulled out a bottle of KY jelly and Mike greased up his cock and applied a generous amount in my asshole. He inserted a finger then two. It hurt when her tried to insert three. The three of us slept together on a queen-sized bed. Pat moved to the head of the bed, so that I could suck his cock while Mike got on top of me and forced his cock into my tight little asshole.
It was all I could do to keep from crying out, but by the time Mike deposited cum in my ass I was loving being fucked. Pat and Mike changed places and Pat fucked me. There as no need to lube up, because Mike's cum lubed me up and my asshole was still stretched to the maximum. They videoed my training and sent them home to Mother. I was truly a Sissy by the time we returned home, and I had to prepare to go back to school in the fall. I as starting the sixth grade.
My welcome home gift was several outfits for a girl my age. I was able to go out in public dressed as a girl and actually get away with the deception. My new name was Debbie and I loved it. Liz had arranged for a home coming party with a number of her male friends. They had bought me gifts of slutty girl's clothes. I put on a fashion show getting all dolled up to show off all of my new outfits. At the conclusion to the party I stripped off my clothes and knelt in the middle of the room, as the men circled me and jerked off. One by one they would step forward and stick their cocks in my mouth to feed me their cum. Of course, some couldn't wait and would squirt cum on my head and body. I was given a cum bath. I was the happiest Sissy in town.
The next evening Liz arranged for another party. This time it was with three of her women friends. They were all about Mom's age, 38 or so. When they arrived, they were all wearing over coats or London Fog rain coats. When they removed them, I saw that they were all wearing sexy leather corsets with their tits exposed. They were also wearing sexy nylons with stiletto high heels pumps or boots.
They dressed me in a like manner, without panties, so that my penis was available to play with. I had a raging hard- on that was sticking straight out in front of my body. It was almost painfully hard. The women played with it and when they sucked my cock they left their lipstick marks all over the base of my cock.
Later that evening Mike and Pat brought over some of their cronies. There was eight of men over fifty that arrived. These dirty old men were having a ball fucking Liz and her friends. I was being serviced both in the mouth and ass at the same time. I was even sucking the cum out of Liz's and her friends shaved pussies. I was swimming in a sea of rancid smelling cum filled pussies. They assured me that I was the best pussy eating Sissy they had ever met.
After that I was taken to many cream pie parties dressed a Debbie and I was the perfect cum slut. Even if Mom was working her three female friends or Mike and Pat would take me. I loved to suck the pussies filled with cum from men while a large cock was pounding my ass.
I still had to attend school as a boy. I hated to wear the coarse boy's clothes. I had to strap down my breasts with a sports bra and wear lose fitting shirts to hide that I was developing breasts. Everyone at school assumed that I was a hippie because my hair was pulled back and in a ponytail. The problem was when I entered high school and had to take part in physical education class everyone saw my tits when we changed clothes and showering. The bullies circled me and shoved me around and pinched my tits. They even made me knee down in the shower and suck their cocks. I wouldn't have minded doing it if they hadn't so mean about it. I was subjected to the same treatment for a few days.
What brought that kind of treatment to an end was when the PE coach caught them making me suck cocks in the shower. After he scared the shit out of them, he sent them on their way. Then he took me into his office.
He had me sit down on the wooden chair while I was naked. He started asking me questions about myself. He wanted to know everything about me. He even reached out and felt my tits to make sure they were real. He proved to be very interested in my story, particularly about me being a cock sucking Sissy. He even pulled his own cock out while I was telling him about how Mike and Pat had trained me to suck cocks and even introduced me to breading. He started jacking off until his uncircumcised cock was hard. Then he asked me if I would like a taste. I assured him that I would love to taste his cock, as I knelt between his legs. I skinned back his cock and smelled his cock. (I do love the smell of a man's cock). I sucked his cock until he squirted his salty load into my mouth.
After school he insisted on going home with me to meet my mother. After I introduced him to my mother, he told her about the way the boys had treated me in the showers, and how he was happy to look after me for her.
Liz assured him that I was capable of handling any amount of cum. The coach was surprised that my mother was so casual about boys forcing me to suck their cocks. It was obvious that my coach was attracted to my mother. Liz being Liz was not about to pass up an opportunity for a good fuck before having to go to work.
She started flirting him by offering him a drink, and when she served it she bent over to allow him to see down the front of her dress. She was not wearing bra and he got a good look at her nice-looking tits. Seeing the lust in his eyes, she asked, "Would you like to fuck me?"
The coach was lost for want of something to say. Liz simply slipped her panties off and waved them under his nose. He quickly unzipped his pants. She stuck her hand in his pants and fished his cock out of his boxer shorts. She commented about his un-cut cock, before she skinned it back and turned her back to him as she straddled his legs and guided his cock into her cunt. She bounced up and down on it until he shot his load in her.
When she dismounted she sat on the couch next to him and called to me, "Debbie come here and clean Mama's cunt!"
I knelt between her legs and tongued his cum out of her pussy. The coach watched in total fascination. She made dinner for the three of us before she excused herself to catch the bus to work, but she assured my coach that he was free to make full use of her Sissy.
After her departure I got all dolled up in my slutty tramp clothes. We sat on the couch and we kissed with tongue while he felt me up. When his cock was straining at his pants I got up and led him to Mother's bedroom. I removed my panties and offered my butt to him. He spit on my asshole, and in his hand, before rubbing his spit all over his cock. He mounted me in the missionary position and while fucking me he jacked me off. I eventually squirted cum all over my sexy slutty dress. The coach eventually shot his load in my ass. When he pulled out he mounted my head and stuffed his wet cock into my mouth.
I would have loved to have him as a stepfather, but Liz didn't want to stop fucking a variety of men and women. She enjoyed being able to fuck either one of her women friends or men, and then watch me suck the cum out of her cunt. I was destined to be Liz's sex toy until I was old enough to seek out a man of my own!
If you enjoyed the story and have a story you want me to write about your introduction to the world of male sexuality, please send your outline to pomowolf74@yahoo.com