Date: Tue, 26 Sep 2023 09:21:04 -0700 From: Jan none Subject: Loving Babysitter (Lesbian/Adult Youth, oral, anal, g/F, f/fF) Adult Youth, oral, anal, g/F, f/fF This story is a work of fiction and contains descriptions of explicit sexual acts between a consenting girl and a woman. If this type of content offends you or you are under the age of 18 do not read it. If you enjoy Nifty, please make your donation to Nifty Archive Alliance to help keep the site running and stories available. Copyright 2023 Jan, all rights reserved. You may contact me at janmay6969@gmail.com if you like. All flames will be ignored. Loving Babysitter By Jan My mother told me that she had met my father at work and they dated each other for a few months, but when she told him that she was pregnant he quit work and disappeared, so she decided to keep me and raise me herself. Being a single working mother, she had to seek out a reliable babysitter. She went through several babysitters as I grew up. I really don't remember the early ones before I was about four. It was a struggle for my mother to earn enough money to pay for babysitters. When I was 9-years-old and in the fourth grade we moved into a small apartment. It had been a motel until the highway bypassed the town, so the 10-unit motel had been converted into apartments. Our next-door neighbor was a pleasant little chubby widowed woman that was in her early fifties. She was pleased to look after me while mother was at work without pay. She was a god sent for my mother's budget. I became attached to her like she was a relative. I even called her Aunt Velma. She was of German extraction. She was barely over five feet tall and very chubby. Her bulbous butt was counterbalanced by big breasts that were 40-G size. She had graying hair that she braided and wrapped around her head and held them in place with bobby pins. She wore cheap cotton print dresses. I was aware that the only time she put on shoes and bra was when she was going out in public. She was very sweet to me. In her apartment she had an overstuffed recliner that she sat in to watch TV and read paperback books. When I would get home from school I would go directly to Velma's. She would make us bowls of soup to hold me over until dinner. It became her practice to say: "Amy come here and sit on my lap while I read to you." She would wrap her left arm around me and my head resting on her big soft tit. She would hold a Nancy Drew book in her left hand and read the story to me. I would take a nap laying on her lap. It was very comforting reclining on her soft body and smelling her lavender body spray. My mother told me all about the physical changes my body would be experiencing soon, and I entered puberty at an early age. I found that I spotted my panties shortly after my tenth birthday. Of course, my period was irregular for a couple of years, so we kept a supply of sanitary napkins at Velma's just in case. When Velma became aware that I was entering puberty she started talking to me about things that included sex. She started to read paperback books that dealt with sex. Only the ones she read to me were about women having sex with other women or girls. I found the description of the things the women did to girls very erotic. I even began to rub my crotch while she was reading. I also found that I could feel her nipple through the thin cotton dress. Her breasts were like two big soft pillows. I began taking the nipple into my mouth and sucking on it. Velma began unbuttoning the top of her dress and pulling out the big tit and putting the nipple into my mouth. I was thrilled at her allowing me to suck on her tit. (Of course, she swore to secrecy.) She began pulling up my dress and rubbing my panties until the crotch would be soaking wet. I will never forget the day when I was 12-years-old while Velma was masturbating me, I experienced my first true orgasm. I was very well developed by that time. My breasts were 34-C by then and my hips were wider by then, and I had a dark pubic patch on my vulva. Velma masturbated with me daily. About that time, she introduced me to oral sex. She not only sucked my pussy, she took to unbuttoning her dress completely to reveal that she not only didn't wear bras, she didn't wear panties. I found It interesting that wedged between her plum thighs was her black bush. I found the smell of her pussy captivating. She was always wet down there. She would pull her chair upright and scoot her butt to the edge of the seat and spread her legs to give me full access to her pussy and asshole. Her big butt elevated her asshole up where I had easy access to it. I was thrilled when I would make her cum with my mouth. I would lick up her fluid like a puppy drinking milk. I even grew bold enough to lick her asshole. I enjoyed hearing her moan in pure pleasure. She taught me to be a very good lover. While I was in junior high school, I heard rumors about a girl that was reputed to be a lesbian. Rather than being repulsed by the thought of her reputation I was intrigued to find out if there was any truth to the rumors about Penny. She tended to be a loner. It would be hard to say if it was because she was shunned by our classmates or of her own choosing. I found her to be an attractive girl. She was not as developed as me physically. She was much younger looking than her age. Her flaming red hair added to reputation of being a loner and fighter. She had a reputation of being able to hold her own in a cat fight. I sought her out and tried to befriend her. But she rebuffed my advances. I suspected it was a defense mechanism, thinking I was going to betray her and make more accusations of lesbianism. I invited her to come home with me. At first, she rebuffed my offer. I told her that my mother worked and I stayed with a neighbor until Mom got home. I explained to her that Aunt Velma was not really related to me. She was just a sweet little old woman and has been looking after me for several years. I assured her that Velma was a good cook and very understanding. She agreed to come home with me. As we walked to the apartment complex, I admitted to her that I had wanted to befriend her because of the rumors about her being a lesbian, because I had been having lesbian sex with Aunty Velma for several years. I love her dearly, but I wanted to find out if I would enjoy sex with a girl my age as much. That confession impressed Penny and she opened-up to me. She told me that she had been sleeping with her mother for years. She told me that her two older sisters had encouraged her to suck their tits and lick their pussies from an early age. When her mother found out she started taking her to bed with her and letting her suck her tits and her pussy. She made the mistake of befriending a classmate and asking her if she could suck her pussy. The girl had told everyone at school that she was a lesbian and she had been shunned ever since. When we arrived at Velma's apartment, I introduced them to each other. I assured Velma that Penny loved women as much as me. With that out of the way Velma made us snacks and gave us soft drinks, while she brewed coffee for herself. She was wearing her usual blue print cotton dress with quarter sleeves that buttoned down the front with big blue buttons, and she was barefooted. We took our snakes into the living room and she sat in her usual chair while Penny and I sat on the couch. We were facing her chair and Velma crossed and uncrossed her legs a few times, we could see under her dress to that dark brown bush. When we had finished our snakes and soft drinks, Velma gathered up the plates and glasses and took them to the kitchen. In her absence I hugged Penny and kissed her on the mouth. Penny went rigid and asked in a shaky voice: "What if she walks on?" "Welma, is a very understanding woman." Velma returned to the living room at that point. When she saw me hugging Penny, she smiled and returned to her chair and sand aske Penny: "Tell me about your family, honey? "There is just my mother and two older sisters at home." I was still hugging her and I placed my hand on her little B-size breast, and Penny tried to brush my hand away from her breast. Velma smiled: "Hony, I want you to feel comfortable expressing your feelings and desires." Penny got a weak smile on her face and stopped trying to brush my hand away from her tit. Velma proceeded to unbutton her dress starting at the top and working down until all the buttons were undone and she opened her dress to reveal that she was completely nude. She placed both hands under her 40-G sized tits and lifted them up. The soft flesh molded over her hands like Silly Puddy. She was quite the sight reclining in her chair with one hand squeezing her tit and the other hand jilling her crotch. Penny and I quickly pulled off our school clothes and I turned her body sideways on the couch and pushed her onto her back and laid on top of her so that I could suck on her small tits for a while. Velma was watching everything while she was masturbating. I was determined to put on a show for my beloved Velma. I moved down her body until I was looking at her red-haired triangle. I did my best to get all-of her vulva in my mouth. It didn't take long before Penny was howling in ecstasy. Velma was also busy fingerfucking herself while she was getting off watching me eating the pussy of my classmate. After everyone calmed down Penny and I turned our attention to seeing to it that Velma would enjoy the ecstasy that every woman desires. Penny rolled off the couch and crawled across the space between the couch and the chair. She knelt between Velma's legs and placed her hand on her knees and spread her legs and started kissing the inner thighs of both legs as she worked her way up the soft inner thighs on her way to the older woman's crotch. She was not the kind of woman to spend the time shaving her underarms or her crotch. Her mons pubis, labia majora, and perineum were covered in thick dark pubic hair. Where her legs spread open her labia minora was spread open to reveal her vagina opening as well as her hooded clitoris. Penny was drawn to the humid moist cunt like iron to a magnet. I watched as she pressed her face into the gaping opening. I only watch her eating Velma's pussy long enough to get turned on myself. I put my foot between the arm of the chair and Velma's hip to step up onto the chair. Standing straddle of her hips I pressed my hips forward pressing my pussy against her face. Velma was very skillful at eating pussy and I was soon having to cling to the back of the chair to remain standing. After Velma and I had a second orgasm, I squatted down to sit on her hairy vulva. While I kissed Velma, my new friend Penny licked my asshole. Both of us didn't want to leave Velma's, but we eventually had was wash up and get dressed. I led Penny to my apartment in time to welcome my mother home. I introduced them and asked my mother that I would like to accompany Penny home tomorrow to meet the mother and two older sisters. In the meantime, Penny called her mother and asked permission to have dinner with my mom and I. The three of us had a good time talking while we prepared dinner. After the dishes were done Mom and I drove Penny home. We met her mother and sisters and Mother and I were both enamored with Penny's family. Penny's mother was thrilled to meet Penny's classmate and asked my mother if I could have a sleepover the next night. Mother couldn't refuse and agreed. The next morning, I packed a change of clothes and my toothbrush and comb and brush in my book pack. When school let out Penny and walked to her home. We had the house to ourselves for a short time before her two sisters got home. We went to her room and we changed clothes. To be more comfortable. I put on a pair of her shorts and one of her T-shirts. Her shorts were so tight on me that the crotch was wedged between my labia creating the camel toe look and her T-shirt was tight and the shape of my nipples were visible. We got to enjoy kissing each other and feeling each other up until we heard her older sisters enter the house. When they arrived and we joined them in the kitchen to raid the fridge, the two of them teased Penny about how stacked her new girlfriend was, and told her that I was too much of a woman for her, maybe they should take me to bed with them. I wasn't sure if they were kidding or not. The older girls went to their room to put on shorts and T-shirts as well. They stayed in their room for a long time. They didn't emerge from the room until Their mother arrived home from work. Penny introduced me to her mother and I was impressed by her mother. She was about five-feet five- inches tall and had a mature figure of a middle-age mother of three. Her face was youthful and attractive. Her hair was a strawberry blonde. And her eyes were blue-green and she had a pleasant smile. When she was introduced to me, she took me into her arms and kissed me on the mouth. She told me how pleased she was to meet her daughter's friend and assured me that I was always welcome in their home. They set about preparing for the five of us. Penny and I sat on one side of the table and her sisters sat on the other side facing us. Their mother sat at the foot of the table to serve us. When the table was cleared, I sat down to play a game of Seven Card Texas Hold-Em. She was the dealer. We were given the number of chips to bet with. Each of us were dealt two and there a card buried and three cards were turned face up. Starting to the left of the dealer Penny looked at her and made a bet based on her card and the three cards showing. I like to call her a bet or raise the pot. Her sisters did the same. The dealer buried another card and turned another card up. Everyone figured their best hand based on the best five cards of the four showing and their cards. After everyone had placed their bets, she buried and another card, and turned the fifth card up. Everyone used the five cards showing and their two cards to make the best cards hand possible and made their bets. Their mom had Penny turn her cards up and then pulled out the three best cards to make the best hand possible. Then I turned my hold card up and she used the five cards to make a better hand. My five cards were a better hand than Penny's. Then her older sister showed her cards. Her hand was better than mine. Then the oldest sister showed her cards. She had the best hand and won the pot. We played the game until one of the four of us had all-of the chips. Making seven bets on every hand was a quick way to lose all-of our chips. Until that moment I had not thought to ask what the prize was. Penny's mother laughed at my question: "Amy, my older daughter was hoping to win, but you demolished her with the last hand! So, you get to sleep in my bed tonight with me!" It actually-took me a moment to comprehend what she was telling me. The chips and cards were put away and their mother took me by the hand and led me up the stairs to the master bedroom. I was overwhelmed by it all. The bed was the dominant feature in the room. It was a huge four poster with a carved head and footboard. The room smelled of her perfume and body power. The walk-in closet doors were mirrors. Her dresser had a padded carved dressing chair and the two of the three mirrors were adjustable. She insisted on undressing me. It didn't take long because all I was wearing was Penny's T-shirt, tight shorts, and hip hugger panties. I got on the bed after she pulled back the covers. While I was sitting there, I watched Penny's mother take off her dress. She looked at me and said: "Amy doesn't need to address me as Mrs. Wright when we are alone. You can call me Beverly. I felt uncomfortable calling her by her Christian name. I was fascinated watching her undress. She unzipped the back of the dress and pulled her arms out of the quarter sleeves and pulled the dress over her head and hung it on a clothes hanger on a hook to air out. The slip, bra and panties went into a clothes hamper. I watched her lift her breasts and rub the underside of them and she rubbed her crotch. Her vulva had a trimmed triangle of strawberry pinch pubic hair on it. I found that I had been staring when she joined me on the bed. Turned my body sideways across the bed and she hovered over me with her big tits dangling over my face as she claimed one of my nipples with her mouth and started sucking. I captured one of her nipples with my mouth and sucked on her tit. When she had sucked on both nipples to her satisfaction, she walked down my body on her hands and knees until I felt her breath on my pubic hair and her pussy was right over my face. We ate each other's pussy until we both had an orgasm. I rolled the two of us over until I was on top, I ate her pussy again and she ate mine until we both had another orgasm. When we sat up, she told me: "Amy you should go to Penny's bedroom and make her happy, but be sure to go to her oldest daughter's bedroom and tell her to bring her strap-on to my room." I gathered up the T-shirt and shorts and stopped at the oldest sister's bedroom and told her that her mother wanted her to bring her strap-on to her mother's room. Then I went to Penny's bedroom and walked in on her masturbating with her fingers. I dropped her clothes and joined her on her bed and we hugged and kissed before we made love to each other with our mouths. We performed oral sex on each other a number-of times. We fell asleep with our faces buried in each other's pussies. The next morning, we got up early to bathe and get dressed. All of us girls helped prepare breakfast while Beverley got dressed for work. She drove us to school before going to work. My association with Penny got me shunned too, but that didn't prevent several girls from approaching me after school, to approach me to have sex with them. Velma was happy to play host to me making love to them if she could watch and get a taste. If you enjoyed the story and have a story you want me to write about your introduction to the world of female sexuality, please send your outline to janmay6969@gmail.com If you enjoy Nifty, please make your donation to Nifty Archive Alliance to help keep the site running and stories available.