Date: Tue, 14 Jan 2020 10:05:55 -0500 From: Jennifer Taylor Subject: Farm Gurl Part 1 Farm Gurl For all of my first 12 years it had always been just mommy and me. I had never known my father as mommy said he was just a friend and he disappeared when she told him she was pregnant with me. I had never met my extended family either as they were all farmers in small town Iowa and mommy hated it there and left when she finished high school. Mommy was a hair stylist and worked hard to provide for us. We lived in Denver and I learned to take care of myself very early. Mommy named me Kelly because she said she always wanted a little girl. I guess in a way she got one as I was very much a sissy. Mommy used me to practice cutting hair and she let it grow long and cut pretty bangs for me when I was 5 years old. It was past my shoulders and honey blond. I have piercing blue eyes and a soft, cherub like face. She dressed me in girls clothes most of the time. I did wear pants to school but they were girls pants and styles. I was picked on of course but since I always played with the girls so the boys would ignore me for the most part. We were quite happy with just the 2 of us. We shopped as mommy/daughter. Did things that girls love to do. Mommy always bought me panties and lace dresses to wear out. I had never worn a pair of boys underwear in my life. Then mommy got sick. She said she had cervical cancer. Her sister Rose had it too but caught it early and survived. But mommy didn't have health insurance and though she fought hard, she passed 4 days after my 10th birthday. I was devastated. My world was gone. Aunt Rose had come down from Iowa the week mommy went into the hospital for the last time. She looked after me and promised mommy she would take care of me at their farm. When Rose and I were alone at home and she saw all my girly things she asked me if I preferred being a girl. I told her of course. I said that mommy had always wanted a girl and I always wanted to please her. Rose told me that it was good. That there were plenty of men at the farm and she needed a young lady to help her in the house and to tend to the men. I assured her I knew how to cook and clean but wasn't sure what she meant by "tending to the men". She promised me I would find out very soon. During the week before mommy died Rose went through my wardrobe and threw out all my pants and t-shirts. She told me I would only wear skirts, blouses and dresses from now on. She also tossed my sneakers as I was only going to wear heels. Ladies should always wear heels for their men she told me. She looked through my panties and said they would do for now but I needed to get some lacey ones and more styles. She also said I would be wearing a corset everyday to develop a pretty figure. I had no idea what that was. She laughed at my cotton nighties and assured me that I would be expanding my sleepwear. I was happy with all her ideas. Rose finished all the legal matters, including gaining custody of me and settling mommy's finances. She had a $100k life insurance policy for me and Rose said I would be well taken care of. We had a 3 day drive ahead of us and she said we would stop to buy me some more appropriate clothes for my new life. We stopped in Kansas City and got a room. It was only 2pm so we headed to a store that Rose said specialized in corsets and lingerie. We were greeted by a middle aged woman who smiled and said I was a pretty little girl. I was wearing a pink floral knee length skirt and a white blouse with white panties, training bra and pink and white ankle socks with white Mary Janes. I felt pretty. I was taken to a large dressing room and told to remove everything but my panties and I did. The nice lady, Jonie, measured my chest, waist and hips. She left to pick out a selection of corsets and returned about 10 minutes later. She had 6 corsets, all different colors and varying amounts of lace. They were white, black, pink, red, powder blue and taupe. 3 fit below my breasts and 3 offered breast coverage. Rose explained that I would have breasts in due time. I thought, how could that be but didn't question her. Jonie put me in each corset, pulling them as tight as they would go. I couldn't breath but Rose told me to not complain and that I would get used to them. They were to give me a more girly figure as I grew and I would be thankful. Anything to make me more girly was great so I stopped my whining. I looked in the mirror and saw how my hips were wider and my waist nice and tight. They even pushed my breasts up and made my bubble butt look fuller. I loved them. Rose asked Jonie about garter belts and stockings to match. Jonie ran back out to get them. I asked Rose what a garter belt is and she explained that proper girls must wear stockings and not pantyhose. Men prefer their girls in garters and stockings. OK I said though I still didn't understand all this talk about pleasing men. Jonie brought back 6 garter belts to match my corsets and a variety of stockings in black, white, pink, nude, tan, red and light blue. Girls should be very matchey Rose told me. It makes them cute and desirable. The total was $3000 but Rose told me not to worry as mommy had left me plenty of money to make sure I became the perfect sissy. Thank you mommy. We then headed off to the mall. Rose said I needed girly dresses to work in the house so we first went to a shop that specialized in sissy dresses and petticoats to match. I was overwhelmed with the choices. Everything was feminine and frilly. I found myself getting excited. The store clerk introduced herself as Mia and asked Rose what we were looking for. Rose told her we needed 6 satin and lace sissy maid dresses that were no more than mid-thigh length. Mia smiled at me and commented what a lucky little girl I was. Mia took my hand and lead me to a dressing room. Rose had brought my new corsets in with us to be sure we got a perfect fit. I stripped down to my white panties and Rose tied me into my pink corset as Mia searched for dresses. She soon returned with 3 to start with. A pink, a white and a black one. I had my pink corset on so we started with the pink dress. It was satin with pink lace overlay on the bodice and skirt with Peter Pan collar and a pretty pink bow above the waist. With my corset fully tightened I was a size 2. Rose commented that men love petite little ones like me. The dress was perfect but Rose said I needed a matching petticoat and accessories. Mia went back out to find what Rose had asked for. She returned with a pink and white lace mini crinoline petticoat. Not only was it over the top fem but it made my sissy dress puff out so when I bent the slightest my panties were exposed. Rose told Mia it was perfect and wanted one in each color to match the dresses. That matchey thing again. The rest of the shopping went much quicker as we knew my size and Rose handled corseting me while Mia brought the dresses. Rose also insisted I have matching aprons and caps. My favorite (aside from the pink as pink is always my favorite) was a blue gingham dress. It looked and felt so girly. It was now 7pm and Rose said we had 2 more stops at the mall. We went to a lingerie store that Rose said had the best panties and sleepwear. Again we were met by a helpful woman, Fiona. Rose told her we need 2 dozen panties in size 2 and they needed to be very lacey, feminine and in a variety of types including thongs, lace back tanga, french cut, bikini and high waist brief. And of course, lots of colors. I had changed back into what I now considered my boring skirt and blouse as Rose insisted. She was concerned I would attract too many men. I blushed. I stripped everything off this time, including my plain white panties. I stood naked in the dressing room with Rose as Fiona entered with an arm full of beautiful panties. She looked down to see my tiny 1" clitty (as Rose called it) and giggled at me. No wonder my aunt was dressing me as a girl she said. I protested that I was a girl. That my mommy wanted a girl and named me Kelly. Of course you are Fiona said to calm me as she helped me into a pair of pink satin lace panties with a sissy bow at the center. I absolutely loved them and turned to see my tight bubble butt in the mirror. Fiona stepped out so I could continue trying all my panties on and Rose stated I would have to learn to tuck my sissy boy parts to avoid that sort of reaction. Plus she didn't want me to show any bulge as I grew older and wore tighter outfits. I had no idea what she was talking about and I didn't care. I was enthralled with all my panties and couldn't wait to try on every pair. I finished with a pink lace thong and loved how it felt up my pretty butt. Rose told me to stop admiring my ass and to keep them on as she was disposing of my plain white panties. No self respecting sissy should wear plain panties she said. No argument from me. Rose said time was short but I needed some sleepwear and chose several of what she called babydoll nighties, all with matching g-string panties. Very nice I thought. She also picked out a black sheer pegnoir gown and robe. Uncle Rod always liked me in this she mumbled. Who is Uncle Rod I asked. You will know soon enough she quipped. She then chose a white lace teddy, she called it, to wear for Roy, her baby she said. I was very confused about all the man talk but knew better than to argue. Lastly, Rose asked for 3 pairs of Maribou XS slippers in black, white and pink. Fiona told her no problem. We paid up (thanks again mommy) and headed to a shoe store. Rose told me that my shoes were not sufficient for a sissy. Sissies must wear at least 4" heels at all times and sometimes even higher. OK I thought, though having no idea how tricky this would be. No lady clerk this time. It was a young man, in his 20's I guessed and very cute. He introduced himself as Thomas and Rose got right to the point. We needed 6 pairs of 4" Mary Janes in a variety of colors and 4 pairs of 5" pumps, one each in pink, black, beige and white. Thomas had me sit to take my shoe measurements. I was a size 4. I saw that he glanced up my skirt to see my pink panties. I looked at Rose and she just nodded that it was ok. Thomas left us to retrieve some shoes and Rose told me not to worry that he had seen my panties. That sissies must show men their panties and undergarments for their pleasure. Men again? Thomas returned with a stack of shoes and Rose asked him if he had some lace top stockings I could use as I would always be wearing stockings. Thomas smiled and assured her that he had some I could use. Rose looked around and saw that there were a few other customers and requested a more private dressing experience. Thomas said he was the assistant manager and we could try them on in his office. He loaded up the shoes and we followed him to his office. Rose instructed me to remove my skirt. I looked at her in shock but she told me to do as she said. I shimmied out of my skirt and stood before a man in just my panties for the first time. Thomas just smiled and complimented me on my pretty panties. Due to my tiny clitty he had no idea I wasn't a biological girl. He had me sit as he rolled a pair of tan lace top stockings onto my legs. They felt so feminine. No wonder Rose insisted I wear them. I stood as he pulled the lace tops to the top of my thighs. I sat back down as Thomas slid a pair of pink Mary Janes onto my feet. He helped me up and I immediately lost my balance and fell into his arms. He caught me but I was pressed against him and could feel a hardness in his crotch. It felt really large. He held me there for a moment and groaned. OK, enough Rose said. She needs to learn to walk in these sooner than later. Thomas released me and held my hand as I walked around the office in just my pink thong, lace top stockings, heels and top. I felt like I was on display but was enjoying it. This went on for all 10 pairs and they all fit and felt wonderfully. Rose told Thomas we would take them all but I needed to show Mr. Thomas my appreciation for all he had done for me. How so I asked. She told me to sit in his lap in just may panties and give him a kiss on his lips. I was mortified. I have never kissed a boy I protested. Ell he is not a boy, he is a man and you need to stop arguing with me. I am doing what is best for you now and I am your custodian. Now sit in his lap. I climbed into Thomas' lap and felt the large, hard thing in his pants. Kiss him she ordered. I closed my eyes as Thomas pressed his lips against mine. I had an amazing feeling come over me. I melted into him and wrapped my arms around his neck as he began to move his hips against my bottom. He pushed his tongue into my mouth and keep moving it around. I was in a trance and then suddenly he let out a big moan and I felt the hardness in his pants start to throb and then it was moist on my butt. Oh my how the men back home are going to love you, Rose remarked as she pulled me from the paralyzed man and dressed me. She told Thomas not to worry about checking us out as he had some cleaning up to do. We paid one of the lady clerks and headed out of the mall to the car. I was confused as to what had just happened and asked Rose what was wrong with Mr. Thomas. She told me not to worry, that he was just fine and very happy with me. I felt better about it because I had enjoyed it too. It was now getting late and I was hungry but Rose said we had 1 last very important stop. That the next place was where I would learn more about becoming a sissy. It wasn't enough to just dress as a sissy. I needed to learn what it takes to please men. More men? I didn't even like boys back home but I must admit my experience with Mr. Thomas was fun and exciting. We pulled into a stand alone building that was rather dark and drove around to the back parking lot. When we got out of the car Rose took my hand and told me to not let go unless she said so. As we entered the store I saw all men, mostly older and they looked up to see us. I felt uncomfortable. Don't be scared Kelly. I will take care of you she promised. Rose looked around and saw what she was in search of and pulled me with her. There were walls of different size devices that were shaped like a man's penis. What are these for I whispered. Soon she replied, soon dear. She picked out 2 of them. The 1st one was labeled butt plug and was not really big. The other one she grabbed said 8" dildo and was thick with a large head on it. I was getting a little weak wondering what was next. Rose led me to the counter and asked the old man for KY and a room. He grinned and handed Rose a tube and a token. She paid for all of it and took me down a dark hall with numerous doors. I could hear strange noises coming from behind the doors. I was petrified. We entered room 8 and Rose sat me on a bench. Listen to me as this is important. I am going to show you how a sissy pleases a man with her mouth and I am also going to start you on an anal sex program so you are ready for your new family. What? Sex? Anal? Mouth? What was she talking about? No argument she said. Just take off all your clothes and bend over the bench. I had enjoyed my last man experience so I guess I trusted her. I stripped down and bent over. I felt Rose start to apply some cold gel to my tiny butthole. I pulled away but she wrapped her arm around my waist and pulled me back. Easy dear, you will like this. She pushed a finger into me and it hurt. I yelped but she kept going, moving it in and out and then around inside me. I started to relax as it felt better. I moaned softly. I told you my sweet sissy. You do like this. Rose removed her finger and I soon felt a hardness against my hole. This is your buttplug sweetie. You will keep it in at all times except when a man takes its place or you use the restroom. It was the smaller of the 2 new devices but it still hurt like hell as she pushed it into me. Just relax now. You will get used to it and not be able to go without it soon. Sissies need things in their bottom Rose informed me. As you grow and give yourself to men we will get you larger ones. You will see. OK next step my love. Rose guided me to a hole in the wall and knocked on it 2 times. Immediately a very large penis appeared through the hole. Now sweetheart, Rose said, this is a very average size man. Maybe 6". Our men back home are much bigger. It runs in the family but this will be a good starter cock to learn on. Cock, I asked? That is what we call a man's penis she explained. Now watch me closely as I demonstrate how to please a man with your mouth. It is called a blowjob and men love them. She tapped on the wall once more and said balls too please. Suddenly a nut sack appeared below the cock. We need to pay attention to a man's balls too. Starting there is good as she leaned in and began licking the hairy sack. Rose paused a moment to tell me that this man was a slob as he had not shaved his balls. Our men at home will all be shaved for me as a sissy should have a smooth sack to lick and suck. She returned to the cock and began kissing the big head then opened her mouth wide and sucked him into her. We could hear him moaning yes baby do it. Rose kept it up for a minute or so then stopped. The man let out a groan. Don't stop he pleaded. Be patient, I have a newbie that I am training she scolded him. Your turn dear. I froze up. Now don't be afraid. Blowjobs are a gift to sissies and you will learn to love giving them. Lean in and kiss his balls, then lick up the backside of his cock. I didn't want to disappoint Rose so I kissed his balls. It all smelled pungent. Not girly at all but I kept going and ran my tongue up his cock. Another moan from my neighbor. Take it in your mouth. Open really wide so your teeth don't hurt him. I opened as wide as possible and began taking this man's penis into my mouth. I felt completely submissive and natural. This was me I thought. Now suck baby Rose said. Like a popsickle. I started sucking on it. The man started to hump my mouth. I gagged but Rose encouraged me. That's ok dear, we all do it at first. Keep on it. Suck it hard and build up speed as he fucks your mouth. Such language I thought but I was getting into it. I was starting to get tired when I felt his cock begin to spasm and hot fluid was shooting into my mouth. It was pouring out the sides and Rose was laughing. I tried to pull away but she held my head so I couldn't. Swallow girl. Always swallow a man's seed. It is a gift to sissies. I swallowed several times as the load lessened and soon it stopped. The man moaned loudly and thanked me. Rose told him to wait as I needed to learn to do clean up. Now lick all his juices from his cock. Nice and clean. Show your respect and appreciation for getting to suck a man off. I licked all the salty fluid up and Rose commended me for a wonderful 1st blowjob. Our men have no idea what they are in store for. Let's go sweetheart. You have earned a nice meal, not that that wasn't a nice meal. I giggled as I dressed and then we left. We went to a restaurant near the hotel and Rose told me to order anything I wanted. I got the fried shrimp, my favorite. Rose looked at me very seriously and began explaining my new life to me. She told me that while the farm was doing ok it was because she had 3 boys, her husband and his father to run it. If the boys ever left for greener pastures they would be in trouble. She could no longer please Uncle Rod due to her cancer, Grandpa's wife had passed 5 years ago and the boys never had time to get out to meet girls. That's where I come in she said. I was the perfect sissy for them. So feminine and pretty. I would help her at home and please the men as they needed. She said that all the Taylor men were well endowed and very sexually inclined, even Grandpa. I asked more about them. Grandpa was 64, 6'2" and in great shape. Uncle Rod was 44, 6'4" and a total bull. Very dominant in bed. No idea I thought to myself. The boys are Ray, Ron and Roy. 20, 18 and 16. All handsome and hung. All over 6' as well and very in need of girly attention You will be in sissy heaven she promised. Now let's get back to the room and get some sleep she said. We got back to our room and Rose handed me the pink babydoll to wear to bed. I know you like this one the most, somehow she knew. I undressed and put it on. I looked adorable she said. I loved it. The feel of it on my little girly body. Rose put on a sheer full length gown and we climbed into bed together. She spooned me as whispered that she would show me how to apply makeup tomorrow. The men will expect it. We fell asleep with her caressing my tiny clitty. I was so excited about my new life as a farm gurl.