Date: Sun, 6 Nov 2022 05:22:28 +0000 (UTC) From: Louis Cipher Subject: Cousin Cindy Moves In part 14 Cousin Cindy Moves In (Part 14) By Louis Cipher louisciher70@yahoo.com Tammy's story Lou wanted me to write my story of how I became a bisexual crossdresser, so this is it. I was born in Iowa as an only child named Tim. When I was 9 my family moved to Kansas and I lead a fairly normal life. My friend and I spent our time doing what preteens do playing sports and sometimes getting a peek at one of our dad's Playboy. While I liked the pictures of the girls, I also seem to be interested in the ourfits they wore. I seemed strange, but I could not help wondering how they felt. A few year later when I was fourteen we got a new neighbor named Pat Mann. She was a divorced woman of 40 who was a school teacher at the local elementary school. During the spring and summer I made extra money by mowing her lawn. When I was fifteen, I was mowing her lawn on hot day. I finished and went to the door to get paid. "You look tired," She said. "Come in and have a soda." So I went in and she had me sit in her dining room and she went to get a soda. She was wearing a light sundress. She came back and bent down to give me the soda and I got a look down the from of the dress and saw her braless tits. I was getting hard in my shorts and she looked at it an giggled. "Someone is having a hard time." I embarassly tried to cover my hardon in my shorts. "Don't hide it, it is natural. If you promise not to tell anyone, I will fix that for you. Promise?" "I promise," I replied. She opened my shorts and revealed my hard teen cock. Up til now, most I had done was an occasional jerk off. But she bent down and took it in her mouth and started sucking my cock slowly and softly. This was much better then my hand and I was enjoying it. Soon she was moving faster and faster, and it was getting harder and harder. Soon I was shooting my load sown her throat. She stood up. "That was great," she said. "Ever had that done to you before?" "No ma'am." "No need to call me ma'am when we are alone, just call me Pat. I you want I can teach you how to pleasure a woman. Would you like that." "Yes, Pat." "Well this was lesson one. Next time, I will teach you something else. But remember this is our secret. Okay?" "Yes." A few days later I was at home and the phone rang. My mom answered. "Hi, no Timmy is not doing anything, he can come over to help. Timmy, Ms. Mann needs some help moving things, and I said you could help." I went across the street and knocked on her door. She answered and had me come in. She was dressed in another sundress. "Come in, it is time for your next lesson, ready?" "Yes, Pat." "Well lets go upstairs." We went upstairs to the bedroom and we stood by the bed. "First we will teach you how to give a woman an orgasm. This dress has a zipper in the back, stand in front of me and reach around to unzip me." I fumbled a little as I reached around to unzip her. "Calm down, and don't rush. Just go easy." I slowed down and the dress unzipped easily. "Now," she said as she turned around, "See how my bra has hooks that need to be released and how they work, I am going to turn around and I want you to reach around and gently unhook it." She turned around and I slowly worked to unhook her bra, as I stepped back it fell off her revealing her bare tits. "Now softly feel my tits with your fingers. Then softly move down to kiss them and suck them softly." I did that and she started to softly moan. After a few minutes I noticed a wet spot forming on her panties. "I want you to reach down and slowly remove my panties." I did that and for the first time I saw a real pussy up close. She laid down on the bed and had me remove my clothes and lay next to her. "Lay down next to me." I did, and she took my hand as she spread her legs and took two of my fingers and put them to her clit. "Now rub softly in a gentle circle on my clit." I started to slowly make circle rubbing her clit, and she started to moan softly under the pressure. "Now slip your two fingers into my pussy and move your thumb to my clit and make a slow circle with your fingers." I did that and her maoning started to increase as I felt the wetness growing on my fingers. She was starting to twitch as I did that. "Now start to move your fingers in and out slowly and finger fuck my pussy." I started to slowly push them in and out and her moans slowly got louder and she started twitching more. Soon she was shaking and I felt a gushing on my fingers. She then let out a deep breath. "You have now made a woman orgasm. I want you to take one of your wet fingers and start rubbing on my asshole with a gentle pressure." I moved a wet finger down to feel her asshole and gently rubbed and pushed on it. Soon my finger slid into her ass and she started to moan again. "Keep the other finger in my pussy and make a circle and use the thumb on my clit." As I followed her instruction, she started moaning harder and soon was shaking even more ntil she went stiff with a scream as she was orgasming again. I slid my finder out of her ass as she calmed down. "You have now made me cum twice. I want you to move down and start licking my pussy and clit with the tip of your tongue." I followed her instructions and started gently licking on her pussy and clit. "Now stick your tongue in my pussy." she said with a heavy breath. "Tongue fuck my pussy." I pushed my tongue into her pussy and got a taste I had never had before, and it was good. She was soon moaning and shaking again as she was having another orgasm. I finished and moved next to her. She reached down to fondle my hard cock. "I want you to now lay on your back so I can climb on your cock and fuck you for your first time." I got over on my back and she climbed on sliding her pussy on my hard cock. The feeling was like something had before, and it was great. She was moving up and down on my cock and the friction of the moving was getting me harder then before. Soon I was feeling an eruption as I shot my young load into her wet pussy, she felt me cum as she had another orgasm. She then fell forward on me and started kissing me, and as I kissed her back she slid her tongue into my mouth and I pushed mine into hers. Soon she stopped and laid on me as we rested from our combined orgasms. We got up and both went to the bathroom to get cleaned up, while we were in the shower she saw my cock getting hard again and moved her hand down to my cock and started to massage it as it got harder. She turned the water off and got on her knees and kept massaging my cock my cock until I shot my load on her face and tits. she turned the water on and we finished cleaning up. We dried off and we got dressed. "Did you enjoy that lesson?' Pat asked. "Yes I did." "Well wait for your next lesson." I went home with a new feeling of life. A few weeks later my parents were going out of town for the weekend and were leaving me at home. My mom told me that I was to not have any parties and Ms. Mann would be keeping an eye on me. Saturday morning came around and my parents left until Sunday evening. About an hour later the phone rang. "Ready for your next lesson?" the voice asked. "You bet." I said excitedly." "Well come on over." I went to Ms. Mann's house and she took me up to the bedroom again. "Well lets review what you learned in the past and undress me, finger my pussy and then eat me out until I cum twice." I got her undressed and undressed myself and got into bed with her. I remembered my lesson well and had her cumming with my fingers and tongue. We were laying on the bed and I was wondering what would I learn now. "I am going to get om my hands and knees and I want you to like my pussy and ass from behind." she said. "Remember, slow and gentle, then when you feel them open up stick your tongue in them and tongue fuck them." "You ass too?" "Yes." She got on her hands and knees and I was soon behind her and slowly licked her pussy and ass. As they started to get wet, I stuck my tongue first in her pussy and then in her ass. Soon she was squirming and breathing hard and as I was licking her pussy she started to cum and it gushed into my mouth. "I want you to get on you knees behind me and stick your cock into my pussy and start moving in and out." I did as she said and soon was fucking her wet pussy. "Now wet your thumb and slide it into my ass while you fuck my pussy. I want you to feel your thumb sliding against your thumb as you fuck both my holes." I wet and pressed my thumb into her ass and was pumping her pussy as I felt my thumb on my cock. She started to cm again. "Now take your thumb out of my ass and put your cock in there and fuck me." I got my cock lined up and pushed it into her lubricated ass and moved in and out. As I watched my cock moving in and out I wonder what it felt like for her. Pat was again breathing hard and I could she was shaking goosebumps starting to form on her shoulder as she was getting excited by my fucking her ass. Soon I shot my load flooding her bowels with my cum. She slid down on the bed as I slid on top of her breathing hard. I rolled off her to lay on my back and she crawled over to lay on me and then slid down to suck my cock as it was shrinking. She then moved up to lay on me as we relaxed. As we caught our breath I asked. "What does it feel like with a cock up your ass." "It is a different and interesting pleasure. Would you like to know?" "Sure, I really want to fell what you are talking about." "Well get on your hands and knees and I will take your ass cherry." I rolled over and got on my hands and knees as she went over to her bedside table and pulled out a strapon with a cock about the size of mine. "This shpuld be right for the job." she said. She put it on and then got behind me and I felt her tongue icking my ass and then a slight pressure as she pushed it into my puckered ass. "Your are tight, we are going to need some extra lube to get you ready." She put some lotion on my asshole and rubbed some on the rubber cock and got behind me. "You will fell a little pressure, just relax and take it." She pressed the head of the dildo on my ass and it slowly slipped in my puckered ass as it gave way to the pressure. Soon it was completely in me and I was seeing stars as she fucked my virgin ass. Soon my own cock started getting hard again and the pressure was building as Pat move her hand around to feel my hard cock. "Looks like someone likes this I am going to see how much you can take before you cum." She got to moving faster and faster as I got harder and harder. Soon I was shuttering as I came on the bed and Pat started cumming to over that. I slid down onto the cum soaked comforter and she slid on top of me as the dildo slid out of my ass. As Pat slid off me and I rolled over Pat put her fingers into the puddle of my cum and then moved her finger up to my mouth and I licked the cum off them. It was a great taste and receached down to collect more for me and Pat to suck off my fingers. "Well how was it." "It was great. That is something I enjoyed." We got cleaned up and dressed and went about the day. Soon the phone rang, it was my mom calling to see if I was there because she called the house and no one answered. Pat told her that I was over there helping her. And she was going to order pizza for us and that I was going to spend the night there in her spare room if she did not mind. My mom was okay with that thinking it would keep me out of trouble. We ordered pizza and had dinner and watched some TV. It got late and it was time to go back to bed and have some more fun before drifting off to sleep cuddling each other. I went home the next morning and my parents came home that afternoon. "Hopefully you weren't bored over at Ms. Mann's last night." "No, we ate, watched some TV and played some games. It was fun." Pat and myself continued to have our secret sessions. She felt that it was good I learned how to properly pleasure a woman instead of fumbling with and inexperienced girl the first time out. But soon I found out she was taking a teaching job in another state and would be moving at the end of the month. I was sad, but when she was leaving and kissed me goodbye I felt her hand in my pocket. "This is so you will remember me and our secret." she whispered in my ear. I went to my room and pulled out what was in my pocket, it was a pair of black satin panties. I sniffed them and they had her smell on them. That night when I went to bed I slid them on and they felt good. I slept good that night thinking of her. The next few years went by and I dated a few girls and put my lesson I learned to good use. I ended up going to college in town and got a degree in computer science, then a job outside of Dallas for a computer firm; and was now on my own. One day I was thinking about when Pat fucked my ass with the dildo and decided to get one to do it to myself. I found an adult bookstore that sold toys and bought one. I also went to the store and bought a few pairs of satin panties to wear. While I was at the bookstore, I saw a sign for the theater and video booths. The next Saturday night, I decided to check the place out. I dressed casual but for excitement put on a pair of white satin panties. I got to the theater and paid to enter. It was kind of slow with a few guys there watching the movie. I sat down in a row where and older guy was sitting mid row. As I watched the movie I glanced over and saw he had his pants open and was jacking off his cock. I tried to look slyly at him, but he saw me and motioned for me to come over. I moved next to him and watched then moved my hand over to jack it off for him. Soon he was fucking my hand and shot his load. I lick what was on my hand off, while it taste differnent than mine, it still tasted good. He soon left and I went back to watching the movie but now opened my shorts and started to rub my cock through the panties. Then anther guy moved next to me and pulled out his cock and started stroking it to get it hard. I got excited, but this time I bent over and took it in my mouth and sucked it like the dildo I had. He got harder and soon shot his load into my mouth and I sucked it down. I started wondering at this point if I was gay or not from the enjoyment I was getting from this because I had cum in the panties while sucking that cock. I had enough for the evening and got up to leave thinking of this night and how I enjoyed the adventure. More to come. End of part 14 Email me with what you think so far. enjoy input of what the readers think of my stories. And remember that nifty stays as a free site by donations. Please Donate at https://donate.nifty.org/.