My Sissy Life Part 6 free porn video

This is a FigCaption - special HTML5 tag for Image (like short description, you can remove it)
My Sissy Life Part 6 As I went to my room to change into my serving uniform I realized that I was home alone. I guess I was really into my cleaning. A few years ago, if I was left home alone I would have tried to run away, but now I just keep up with my chores. It is strange how things change sometimes, besides where would I go if I did run away. I quickly got out of my cleaning uniform and went to take a shower. I knew I better hurry, I only had an hour and a half to get ready. My mother took my chastity sheath off before my shower this morning so I didn't need to have it removed again this time. When I got in I made sure I was clean shaven everywhere, rinsed my hair and finished up quick. After my shower I had to make sure my hair was completely dry before I got into my uniform. My hair is very long, it is down to my waist. If it's wet it leaves a wet blotch on my uniform, that alone is reason for punishment, I must look perfect. As I was waiting I wrapped my hair in a towel and got into my garter belt, stockings, bra and panties. I was standing there drying my hair and I happened to look down at my chest. I couldn't believe that I was developing breasts, they weren't big at all but you could see two bumps. I noticed them about the middle of the summer. I didn't say anything to my mother, but soon after I noticed them my mother did also as I was getting in the shower. I noticed that my panties seemed tighter than normal also and that they have been leaving a indented mark on my waist. I didn't really think about it too much. Finally my hair was dry and put my uniform on. I pulled the sides of my hair back and put a pink clip in to hold it back, so it would stay out of my face but it was down also. I did my makeup, put my choker and my shoes on. I looked in the mirror to make sure I looked as perfect as possible. I was making sure everything was just right when I heard, "You almost ready?" I jumped as I looked over and saw Jim, he scared the heck out of me, I didn't hear him come in the house or up the stairs. "Oh my!" I yelped. "YYYes Sir, I'm, I'm ready," I said. "No you aren't. Take off the collar, I have a new one for you," he said as he held up a thin hot pink dog collar with little rhinestones. I took off my choker and he buckled the new collar around my neck. Then he took a matching leash from his back pocket and clipped it on. "There," he said with a smile "that's much better. Just like a true bitch." "Thank you Sir," I said, trying to seem as happy as possible. I didn't want to get on his bad side, especially when his friends are going to be here. He laughed and said, "Yeah, now get down stairs, Mom went to get stuff for you to serve us, she should be back soon. In the meantime, wait by the door to let the guys in." "Yes sir," I said. I did a curtsey and I walked down the hall toward the stairs. As I left I heard him say under his breath, "What a fuckin' pussy." I went to stand by the door, as I got there the door bell rang. I looked at the skirt of my uniform to check it one last time. I smiled a nice smile and opened the door. It was Mason, he was one of the shorter boys on the football team, still bigger than me. His arms were huge, I'm not sure they ever touched his sides. I bet he could rip a frying pan in half. "Bobbie!" he said like he was happy to see me. I curtsied and said, "Please come in Sir, may I get you anything?" "Nah, I'm good for now Sissy. Nice leash, looks like it helps keep you in line," he said. "Yes Sir," I said, still smiling, "it could." "Where is Jim? Upstairs?" he asked. "Yes Sir, he is," I said as the door bell rang again. As Mason went to find my brother, I went to answer the door. It was James, Christopher, Ryan, Nathan and Luke. I wasn't expecting all those boys at one time. I said, "Hel, h, hello Sirs, please come in, may I get you anything?" They all kind of spoke at the same time, I heard "Nah", "Just get out of the way", "Move you fuckin' Sissy" "Why are you allowed to talk? You should just shut up and wave us in.", "Get me a bottle of water". "Yes Sir, right away," I said as I curtseyed and went to get the water "Mr. Jim is upstairs if you are looking for him." Behind me from the door, I heard, "Who else would we be looking for?" I looked and saw Jake. I nearly fainted right there. That boy just does something to me that I can't explain. As I said before, when he comes around I almost forget how to move and speak. "Hello Sir Mr. Jake, I'm welcome for you to be here Sir, come in," I said. Jake laughed and said, "What did you say Bobbie? You are welcome for me to be here? Are you drunk? " "Oh Sir," I said, "I was getting water for Mr. Luke and you caughted me off guard." "I caughted you?" he laughed. "Caught I mean, you caught me off guard," I corrected myself. "Hey! Nice leash Bobbie," he said. "Let me help you get that water, I want one too," he said as he grabbed my leash. As the others went up stairs Jake lead me into the kitchen. He went into the refrigerator and took two bottles of water. "Man," he said, "this leash could really come in handy. I'm glad I gave Jim the idea. Hey, by the way, he told me that you gotta wear a bra now. I thought you always wore one, I thought all girls wear bras. Well, girls and sissies." "No Sir," I said, "I haven't always worn one, but I do now." He smiled and said, "Why now?" I knew that he knew the reason why, I'm sure my brother told him, but I had to tell him anyway. I said, "Because my chest is growing," I didn't use the words boobs or breasts because I was embarrassed already, those words would have made it worse. "You are growing tits?" he said as he put hands on my chest and started to feel around. "I bet they will be nice, just like your sisters." I was so nervous and embarrassed, I just stood there as he felt my little boobs through my uniform. "Wow," he said, "you are really changing aren't you." "Yes Sir," I said as calm as I could. I was almost shaking. Just as he took his hands off my chest my mother walked in with bags of groceries in her arms. "Jake!" I heard my mother yell. She put the bags on the counter and gave him a hug. "Oh I missed you! We haven't seen you for months. I thought you were going to come up to the beach house." "Yeah, I was but, ya know...things came up and stuff...you know." "Girls?" she asked. "Well, yes," he said, "there were a few girls, I got into other stuff also, workin' out and stuff." "I see that," she said as she felt his biceps "a big strong man like you, you could get any girl you want." "Yes Mam, I guess I could," he said. "Mam? Call me Sherry," she said, "I'm sure you are here to see Jimmy. Oh, I mean Jim, I'm sorry, but he is my little boy." "Not like you," she said under her breath. "Don't call him Jimmy, he hates that. I'm sure you know that," she said. "Oh, I talk too much. I'm sure Jim is upstairs, you should go find him. Oh wait, Bobbie should know where her brother is. Bobbie, where is your big brother?" "He is up stairs Mother," I said. "There ya go...go see Jim," she said, "you aren't here to see me." As he left to go upstairs she looked him up and down from behind, smiled and kind of bit her lip. I couldn't believe how much my mother was babbling. I guess Jake has the same effect on her too. She turned to look at me and said, "Oh, what has your brother put on you now?" "It's just a leash mother," I said, not wanting to get Jim into trouble "I really don't mind it." "No," she said, "I don't want you on a leash with all those men around." All the boys came walking into the kitchen as my mother was taking the leash off my collar. Jim said, "Mom, what are you doing? I put that leash on her." "I know Jim," she said, "but I know how you boys are. You can get rough and things can get out of hand. I don't want you pulling on the leash too hard and hurting her neck or something. I'll keep the collar on, it does look cute." Jake walked over to me and said, "I almost forgot, Jim told me he got you a collar so I got this for you," He reached into his pocket and took out a pink heart shaped dog tag that had 'Bobbie' printed on it in a black script style font. He attached it to my collar and stepped back. Everyone, including my mother was laughing. "I think it's cute," my mother said. "Say thank you for your gift Bobbie." "Thank you Mr. Jake," I said, "I love it." "No problem Bobbie, I thought it was perfect for a sissy like you," he said. "Mom," Jim said, "we are gunna go out back and play some football, we'll be back in to eat later." "Okay honey," she said, "have fun. I'll have Bobbie serve you boys drinks in a little bit. We'll have the food ready when you are." My mother made a pitcher of lemonade and put it on the table. I got eight glasses, filled them and put them on a serving tray. As I went to put the tray out on the patio table my mother said, "Make sure you let the boys know that the drinks are on the table outside." "Yes mother," I said. When I went out onto the back patio I heard girls giggling and talking. I went around the corner of the house to tell everyone that the drinks were on the table. I saw the eight boys and two girls standing around talking. I never saw the girls before, I figured they went to school with Jim and his friends. As I came around the corner they all saw me, stopped talking and looked at me. I said, "The drinks are on the table when you are ready." They all went over to the table, my mother was standing there. She said "Jim, who are your new lady friends?" Jim said, "Mom, this is Emily and Taylor. They moved in a few blocks over, we met them after the game this afternoon and we asked them to come over tonight." "Nice to meet you girls," my mother said. They both said hello at the same time and giggled. Jim saw that there were only eight glasses and he said, "Hey Bobbie, go get two more for the ladies." "Yes Sir," I said. I went to get more I did a curtsey before I left. As I went into the house I heard Taylor say "You have a maid? Wow, that must be nice." I heard Jim start to explain who I was as the door shut behind me. I wasn't gone long but he must have explained things fast. When I came back out Emily said, "A sissy huh? She looked young. How old is she?" Jim said, "She is 16." "Oh wow," Taylor said, "so she goes to the same school as we do?" Jim said, "No, she is as dumb as it gets. She is going into the 7th grade." They all laughed. Jake said, "Yep, a 16 year old sissy going into the 7th grade, it's too funny." Taylor walked over to me and looked at me up and down. She turned to Jim and said, "So she was born a boy?" "Yep," he said. My mother said, "She has always been my little sissy girl," She came over to me and put her arm around me and said, "Right honey?" "Yes Mam," I said. "Wow, you could never tell. I mean there is no evidence of her ever being a boy," Emily said. Emily whispered to Jim "Does she have a, you know, a thingy?" "Yeah, she kinda does," Jim whispered. "Kinda?" she asked. Oh no, not this again I thought. Jim whispered "I'll explain later." Taylor said, "I love your collar and your name tag Bobbie. It's very cute." "Thank you Mam," I said. Nathan said, "Are we gunna stand around and talk about the useless sissy or are we gunna play some football? Come on, it's getting dark." The boys started to play football and show off for the girls. I was standing off to the side of the patio waiting to see if anyone needed anything. My mother said in a voice loud enough for the girls to hear "Bobbie Lynn, I forgot to tell you, when I was shopping I ran into Miss Judy your dance teacher. She said that it is okay to wear your dance clothes from last year until we can get you the things you need for this year." Emily said to my mother "Bobbie Lynn? What a cute name. She is taking dance classes?" "Yes she is," She said, "Bobbie is taking jazz dance this year. Last year was hip hop." "How fun, what songs did you dance to?" Emily said. "'You're The One That I Want' from the Grease movie and 'Maneater' some old song from the 1980s, Mam" I said. "Are you in the same class as other girls your age?" she asked. My mother cut in and said, "Oh no, Bobbie fits in better with girls that are around her grade age. Most of the girls are 11 or 12." Taylor said, "I've never met a sissy before. Are you always dressed in a maids uniform?" My mother cut in again and said, "No, Bobbie has many outfits. Lots of skirts, dresses and tops. She is the family maid, she has her chores but she doesn't just wear her uniforms. She couldn't goto school in a maids uniform now could she?" "Oh, I didn't think she went to school in girls clothes," Taylor said, " The school lets her?" "Yes," my mother said, "my husband and I worked it out with the school. The rule around the house is that she can not wear any dress or skirt that falls below her knee but all of her skirts and dresses are much shorter. The rule at school is that her skirts and dresses must be no shorter than two inches above the knee." "What about shorts or things like that?" Taylor asked. "Oh no, Bobbie can not wear anything but skirts or dresses, as I said, all of them are short except her school clothes," My mother told her "She can only wear heels unless she is given special permission. She can only wear 2 inch heels or less at school. At home she wears 4 or 6 inch heels depending on what she is doing." "Did it take her along time to learn to walk in heels?" Emily asked. "No, not long," my mother said, "we had her wear 6 inch heels 24/7 for two weeks, except in the shower. She had the hang of it in a day or two, but her father insisted that she keep them on. By the end of the two weeks she could run a marathon in them." The girls laughed at that. Jake ran up to get a drink, he had his shirt off, he was all sweaty and his muscles rippled. When he ran over we all stopped talking and just looked. It was almost like it was in slow motion. He handed me his empty glass and said, "How bout a refill sissy." "Yes sir," I said, I did a curtsey and went inside. When I came back and went over to give him the full glass. He was turned around, talking to my mother and the two girls. I said, "Here you are Mr. Jake." I guess he didn't hear me because he didn't turn around. "Your drink is here 'Mr. Jake'," Emily said sarcastically with a little giggle. When he turned around I guess I was too close, maybe he backed up a little or I was blinded by his shirtless chest and ripped abs. All I know is that somehow the glass got knocked out of my hand and smashed on the ground. Lemonade went all over Jake's sneakers and there was glass everywhere. The girls screamed when it happened and that made Jim and the other boys run over to see what happened. "What's wrong?" Jim said. My mother said, "Bobbie dropped a glass, that's all." "That's all?" he said, "Jake's sneakers are all wet." "And sticky," added Jake. "And there is glass everywhere," My father said from behind us as the door shut. "You better make sure you clean all that up sissy. I don't wanna step on any glass," Jim said. "Yes sir," I said and went to get a broom. My father was standing in my way so I said, "Excuse me sir." He just stood there. He said, "Everyone, I was thinking, since I've been working late a lot lately I'd take you all out for ice cream. I thought Kim would be home. I didn't realize that all the guys would be over with a couple girls that I've never seen before. But what the heck, come on, everyone get in the van." I couldn't believe what my father said, he was taking all of us out for ice cream. I didn't care if I was in my serving uniform, I didn't care if I served everyone their ice cream. Everyone started to go into the house, my father held the door as they all went in. I was at the end of the line, as I got to the door my father stopped me and said, "Umm, where do you think your going?" With a smile on my face I said, "To get ice cream Sir." "I don't think so," he said, "when did I say you were going?" "You said everyone, thought that," I said. "I don't know who told you to think at all, you are just to do what you are told. I thought that four years of training would have taught you that. Maybe you need to be reminded that you are a sissy" he said. "I know I'm a sissy Sir," I said. "It's just that you said everyone and I was out here too." "You are a servant, the sissy maid. We don't bring the help out with the family. Now tell me what are you to do?" he said. "I do what I am told and I do it while looking as pretty as possible," I said. "Good girl," he said. "Now I think you have a mess to clean up. Oh, and the collar is a permanent part of your cleaning and serving uniform from now on." My brother and his friends had huge smiles on their faces the whole time my father was talking. "Yes Sir," I said. My mother said, "Oh, and Bobbie Miss Judy wants all the girls to have their nails to be light pink for dance class tomorrow." The girls giggled at that. "Yes Mam," I said. As they all turned to leave I heard my brother say "Dad, this is Emily and Taylor. They just moved in a few...." His voice trailed off as they went out the front door. I went to get the broom and dustpan. All of a sudden my brother ran in and picked his hat up off the table. He looked at me and said, "By the way sissy, you will be punished for embarrassing me in front of the girls and for ruining Jake's sneakers. See ya later sissy!" and he ran back outside. The End Part 6.

Same as My Sissy Life Part 6 Videos

2 years ago
  • 0
  • 23
  • 0

sissy cunts New Life Pt 1

sissy cunt's New Life - Part 1 The plane finally touched down in Cape Town. It pulled to the gate, and the tone sounded, signaling that we could stand and take their luggage from the overhead. Grabbing my purse, i slung it over my shoulder and stood, stepping out into the aisle. i ignored the disapproving stares of the other passengers, my face turning bright red. They could clearly see the business cards, condoms and make up through transparent sides of my bright pink purse. i...

4 years ago
  • 0
  • 18
  • 0

Sissy gracie Life begins anew

Sissy gracie, Life begins anew Chapter 2 As i stood to dress.. the first guy asked me.."So cunt.. you are wearing sissy clothes underneath and all lockedup. Do you have other clothes .. other sissy clothes?" 'ohh Yes Sir' i replied... "Good .. tomorrow.. bring the key.. and wear more.. i want to see you all sissified...... no pants.. just sissy clothes.. prissy dress.. stocking.. high heels.. make up... make your tits look big...... do it up...... and I will hold your key...

3 years ago
  • 0
  • 29
  • 0

Sissy dannis birthday party

My last "true life" story was about how I became Heidi's sissy crossdresser "Danni" - I only explained the initial experience of Heidi coming home to find me in one of her dresses - followed by spankings, punishment and eventually getting pegged by her wearing a strapon. Of course there is MUCH more to what happened next (like being taken out in public and going shopping, to hair salons, etc...), but I'd like to for now jump ahead to what happened to me on my 19th birthday. By then I...

2 years ago
  • 0
  • 15
  • 0

Sissy Sisters Party

SISSY SISTERS PARTY by Throne Bob Clump, the friendly retired guy at the end of the street, was taking advantage of the mild weather of late Spring. He was sitting on his front porch enjoying a fine cigar. Or at least a cigar. Those fine ones cost a lot more than what he smoked. As he sat there, a car pulled up across the street, in front of the house diagonal from his. In the dimming light of dusk he saw two figures emerge. The first was a woman, quite attractive in a slender,...

3 years ago
  • 0
  • 13
  • 0

Sissy Girl Party

SISSY GIRL PARTY by Throne Danny felt so ashamed, standing there before his wife Melba in a pink and white party dress that would be appropriate for a nine year old girl, not a grown man like himself. He cringed inwardly and unconsciously took one of his short pigtails and wound it around his finger. His feet were shod in pretty ballet-type slippers, pink ones with little rhinestones on them. "You look so sweet, Dee Dee," she said with a smirk that he knew all too well. He had...

4 years ago
  • 0
  • 9
  • 0

Sissy for life

�Oh don’t be such a baby, Steffie,� my wife said, pausing while putting on her lipstick. �It’s not like you even use the silly little things anymore.�I had come upstairs to the bedroom with the boots I’d just polished. Her boyfriend Max would be by shortly to take her out for the evening and there I was the obedient house-husband helping her get ready, just like a good chastity sissy should.�But�but twice a month�� Diana turned from the mirror and I felt my breath catch. God, she was beautiful....

3 years ago
  • 0
  • 14
  • 0

Sissy Gracie Life Begins Anew

sissy gracie As we all know, this is a work of fiction. Parts of this are true. The beginning premise did happen. True and played out by moi. A lot of the truth has been embellished. Enjoy. As a blossoming sissy and knowing and accepting what a good sissy does.... this sissy decided to pay a visit to the local ABS..That is an Adult Book Store. Located in a large city in South Fl. Once inside, and checking out the mags and dildo's, i walked into the private video area to...

3 years ago
  • 0
  • 21
  • 0

Sissy Bachelorette Party

'You want it again?' She said, as she climbed between my legs, spreading them with the force of her knee. 'Yes Mistress.' I said, turning my head to the side. Her gloved hand grabbed my chin and turned it towards her. 'You want to be my girly lesbian bitch?' She said, as she tweaked my puffy nipples with her other hand, the dry latex chafing me. 'Yes Mistress - I want to be your girly lesbian bitch,' I rubbed my horny cunt against her stocking clad leg, ignoring the pain, wanting, no, needing...

1 year ago
  • 0
  • 25
  • 0

Sissy spit roast sleep over

Pt 1: Long black limoSissy Saraya was very excited because her new mistress had told her they were going to continue with her corset training tonight, she had been wearing her waist trainer and inflatable plug all day along with her favourite pink maids outfit and cute sissy 6" white heels and stockings with pretty pink bows, She had been watching BBC porn all day and was dreaming of cock while she finished her chores, Mistress text to say her driver would be arriving at 6pm sharp, Mistress...

3 years ago
  • 0
  • 18
  • 0

Sissy School Part 3

SISSY SCHOOL - PART 3 By Missy Crystal After Sissy Heather had swished and drooled a couple of more times, she began to give me gentle nibbles and licks to clean the cummy residue on my lips and chin. After the kitty bath, she stood up. Since her crotch was now at my eye level and since her short skirt exposed her frilly panties, it was obvious that I wasn't the only one that got turned on by her sucking my dick. She must have been aware of it too, because she pulled her panties down...

2 years ago
  • 0
  • 27
  • 0

Sissy tasks

Your First Sissy AssignmentThis is your first step on your journey into femininity. A journey that will change your life. You will be humiliated and embarrassed. Most of all, you will be feminised. If you don’t intend to follow all of these assignments to the letter, then turn away now.Your first assignment is to buy yourself a pair of panties. Be sure to measure your hips before you set off. You will go to a smart department store or, better still, a specialist lingerie shop. How exciting – a...

1 year ago
  • 0
  • 12
  • 0

Sissy and Paul

The double ended dildo had appealed to her sense of humour and made her wet thinking about using it on me. Sissy and Paul Years ago life was very different to nowadays, for a start pubs shut at 10.30 unless they had and extension for special occasions, they had different bars such as the main or public bar, the lounge and sadly no longer, a room called the snug. This room was usually used by the 'older generation' or people who wanted a bit of quiet/privacy. We had married several months...

Mature
3 years ago
  • 0
  • 22
  • 0

Sissy School Part 6

SISSY SCHOOL - PART 6 By Missy Crystal The sissies flounced out of the kitchen in a train of swirling petticoats and went into the living room, which was also the classroom. I was the caboose, following Sissy Heather. As soon as we were all in the room, Mistress Mary appeared. Either she had ESP or she really was constantly monitoring us. Either way, I was glad I decided not to try anything for the time being. "Today we will have a deportment class," she announced. "Yeth, Mithtwith...

2 years ago
  • 0
  • 15
  • 0

Sissy Slumber Party

Sissy Slumber Party I was on my way to the slumber party and I was so excited that my panties were getting wet. As I felt the moisture between my legs I blushed and giggled. My high heels clicked on the sidewalk as I went and my full skirts and petticoats swooshed around my baby smooth nyloned legs. I wiggled down the street and my long curly hair and bangle earrings swung from side to side as I walked. Some men in a passing car whistled at me and I just smiled. But my panties...

3 years ago
  • 0
  • 23
  • 0

Sissy Farm Chapter Sixteen

Sissy Farm - Chapter 16 By: Beverly Taff List of Characters. Me: Michelle - A Natural transvestite sissy; Janice: My Younger sister; Aunty Bev: Janice and My mother's Sister; Mistress Janet: Headmistress of the young lady's academy; Dr Shirley: My endocrinologist; Miranda: A very effeminate Sissy sales assistant; Miss Stern: Miranda's mistress who owns the shop; Peregrine: AKA. Uncle Penny. My transvestite uncle, (Aunty Bev's...

2 years ago
  • 0
  • 21
  • 0

Sissy School Part 4

SISSY SCHOOL - PART 4 By Missy Crystal Mistress Mary came over and stood next to us. To my surprise, her voice was calm. "The purpose of discipline is correction, not cruelty. There is nothing to be gained by punishing a sissy for behavior that cannot be improved and no profit in breaking her spirit by making her fearful of mistakes over which she has no control. I do not require perfection. Only that each sissy tries her best to be perfect. You have always done so, Sissy Heather."...

1 year ago
  • 0
  • 30
  • 0

Sissy Farm Chapter Eleven

Sissy Farm - Chapter Eleven By: Beverly Taff List Of Characters. Me: Michelle - A Natural transvestite sissy. Janice: My Younger sister Aunty Bev: Janice and My mother's Sister. Mistress Janet: Headmistress of the young lady's academy Dr Shirley: My endocrinologist. Miranda: A very effeminate Sissy sales assistant. Miss Stern: Miranda's mistress who owns the shop. Peregrine: AKA. Uncle Penny. My transvestite uncle, (Aunty Bev's brother.) James: AKA. Auntie...

1 year ago
  • 0
  • 35
  • 0

Sissy Emma is turned

Sissy Emma is turnedI had been a crossdresser all my life but completely in the closet and hidden from all my friends and family. To ease my tensions, I often chatted with people on line, at first with females and other crossdressers but as I got braver with men as well. I loved to chat with them and their strong demeanour made me feel even more feminine.I had been chatting with John for a couple of weeks, about my fantasies. And let me get this straight, that's all they were fantasies. I mean...

3 years ago
  • 0
  • 18
  • 0

Sissy Farm Chapter Eighteen

Sissy Farm - Chapter 18 - By: Beverly Taff List of Characters. Me: Michelle - A Natural transvestite sissy; Janice: My Younger sister; Aunty Bev: Janice and My mother's Sister; Mistress Janet: Headmistress of the young lady's academy; Dr Shirley: My endocrinologist; Miranda: A very effeminate Sissy sales assistant; Miss Stern: Miranda's mistress who owns the shop; Peregrine: AKA. Uncle Penny. My transvestite uncle, (Aunty Bev's...

2 years ago
  • 0
  • 18
  • 0

Sissy Hypnosis Fun

Sissy Hypnosis Bet I have always been something of a night owl, which means that I take a while to get up and going in the morning. My alarm generally goes off at 7am, I hit snooze two or three times, then I finally get up and hop in the shower while my coffee pot starts to percolate. I grab my coffee and try to head out the door by 7:45, which is just barely enough time to get me into the office by my 8am start time. Needless to say, I frequently arrive with my hair still wet and...

2 years ago
  • 0
  • 29
  • 0

Sissy gets a black master

Sissy Gets A Black MasterI got up wearily from my long and exhausting night being fucked andpunished by my new Black Master. As I awoke, I could scarcely believe thatall those depraved things had happened to me. One minute I had been merelyexchanging emails with a man, who could have been anywhere and the nextminute, that very man was at my door, in my home, and then inside mybody. Black Master, a man whose name I didn't even know, a man who lookedto be about ten years my junior, had taken me...

3 years ago
  • 0
  • 19
  • 0

Sissy Training at Last

Sissy Training at Last The email came at 3pm on the Saturday before my birthday. All things considered, I have to admit that His timing was perfect. I'd just returned home, and as I had the rest of the weekend free, I'd decided to have a little fun. For me, "a little fun" meant that I'd indulge in some sissy fantasy play. You see, I've been a closet sissy for years, and even though it's my main sexual kink, I hadn't really found anybody who wanted to make my weekend fantasy into my...

3 years ago
  • 0
  • 22
  • 0

Sissy Farm 20

20 Sissy farm List of Characters. Me. Michelle A Natural transvestite sissy. Janice My Younger sister Aunty Bev Janice and My mother's Sister. Mistress Janet Headmistress of the young lady's academy Doctor Shirley Williams. My endocrinologist. Miranda. A very effeminate Sissy sales assistant. Miss Stern Miranda's mistress who owns the shop. Peregrine AKA Uncle Penny. My transvestite uncle. (Aunty Bev's brother.) James AKA Auntie Jamie Peregrine's...

1 year ago
  • 0
  • 20
  • 0

Sissy Farm Chapter Fourteen

Sissy Farm - Chapter Fourteen By: Beverly Taff List of Characters. Me: Michelle - A Natural transvestite sissy; Janice: My Younger sister; Aunty Bev: Janice and My mother's Sister; Mistress Janet: Headmistress of the young lady's academy; Dr Shirley: My endocrinologist; Miranda: A very effeminate Sissy sales assistant; Miss Stern: Miranda's mistress who owns the shop; Peregrine: AKA. Uncle Penny. My transvestite uncle, (Aunty...

4 years ago
  • 0
  • 18
  • 0

Sissy Velina

I walk into the living room of my master. I am completely sissified and wear a very frilly sissy maid outfit. My 6" white leather peep too high heels have thick leather straps around my ankles and are closed with medium sized padlocks. I wish I knew where my master holds the keys. On my lightly sun tanned and smoothly shaved legs I wear white sheer seamed stockings and with a nice lace band at the top. At the back the pink seams end with large pink girly satin bows. Just above my...

2 years ago
  • 0
  • 41
  • 0

Sissy Rules Reads like a proper job description

(Found this on the internet... #65 seems especially made for me) Rule#1: A sissy does not have a cock. A sissy has a clittyRule#2: A sissy wears a bra and pantiesRule#3: A sissy loves cockRule#4: A sissy loves cumRule#5: A sissy takes it in the assRule#6: A sissy loves pinkRule#7: A sissy loves her toysRule#8: A sissy dresses like a slutRule#9: A sissy sharesRule#10: Sissies love facialsRule#11: A sissy must have a tight assRule#12: A sissy must have perfect bimbo makeupRule#13: A sissy grows...

1 year ago
  • 0
  • 25
  • 0

Sissy Rules

Rule#1: A sissy does not have a cock. A sissy has a clittyRule#2: A sissy wears a bra and pantiesRule#3: A sissy loves cockRule#4: A sissy loves cumRule#5: A sissy takes it in the assRule#6: A sissy loves pinkRule#7: A sissy loves her toysRule#8: A sissy dresses like a slutRule#9: A sissy sharesRule#10: Sissies love facialsRule#11: A sissy must have a tight assRule#12: A sissy must have perfect bimbo makeupRule#13: A sissy grows big fake titsRule#14: A sissy is a pro cock suckerRule#15: One is...

2 years ago
  • 0
  • 31
  • 0

Sissy Julian Chapter I Beginnings

Here we go again. Some boys simply are sissies. This is the story of one of them. It is not a story of discovery, although there is much of that, but rather a tale of a lovely boy's trip to self-realization, albeit a tad 'forced.' If lots of frilly sissy boy and girl outfits, super swishy behavior and a little sex, not to mention dominant women, are your thing, please read on. If not, thanks for looking anyway. It is also a purely fanciful, fictional fantasy work. No references...

1 year ago
  • 0
  • 19
  • 0

Sissy Crissi Chapter 3 Leroys Turn

Chapter 3 - Leroy's Turn But Leroy had been left out for too long. Eager for his turn, I had no sooner finished pleasuring my Mistress when I felt his hands reach up under my skirt and start pawing my panty covered ass. Standing behind me, Leroy bent down and lightly held the back of my thighs in the palms of his large hands. He slowly slid his caress upward, off my stockings, across my garter straps, up to where he cupped my round bottom in his palms. He then placed his fingers...

3 years ago
  • 0
  • 25
  • 0

Sissy discovers Part 5

Part 5 of the story about Sissy and her sexual awakening ****************Brad did not hesitate when invited to go over to Lisa’s. Sissy was not surprised. What young male would not want to hangout with a girl who flaunted her nude body in front of him only hours before. They decided to take the pontoon boat over as it is ten minutes by boat and almost 40 minutes by car. Evening cruses was a family specialty and Brad was good at handling the boat. As they pulled up to Lisa’s family dock Sissy...

4 years ago
  • 0
  • 29
  • 0

Sissy thoughts 2 Questions From Sissies

1. I am about to have my first experience as a sissy with a Man! How can I make it more special for us both?A: How wonderful! You are at the very start of your new sissy life. It will of course be special and memorable, but to deepen the reprogramming of your still-forming sissy mind, try dressing as a sissy schoolgurl. Not only will it drive your Man wild with lust, but the symbolism of your costume, and the reality of the loss of your virginity will combine to kickstart stronger, more...

2 years ago
  • 0
  • 22
  • 0

Sissy Farm Chapter Twelve

Sissy Farm - Chapter Twelve By: Beverly Taff List Of Characters. Me: Michelle - A Natural transvestite sissy. Janice: My Younger sister Aunty Bev: Janice and My mother's Sister. Mistress Janet: Headmistress of the young lady's academy Dr Shirley: My endocrinologist. Miranda: A very effeminate Sissy sales assistant. Miss Stern: Miranda's mistress who owns the shop. Peregrine: AKA. Uncle Penny. My transvestite uncle, (Aunty Bev's brother.) James: AKA....

4 years ago
  • 0
  • 17
  • 0

Sissy Sally

CAUTION: This is a forced fem story. If this is not your thing, please move on. All rights reserved. Sissy Sally Sam Smith fretted anxiously at the kitchen table while he waited for his mother to return from the district attorney's office. How could he have been so stupid? Breaking into the new neighbor's house had been a disastrous idea from the start. Ms. Johnson was an attractive, impeccably dressed older widow who had moved into the house-...

2 years ago
  • 0
  • 18
  • 0

Sissy discovers Part 4

the continuing original story of a young girl finding herself****************************Breakfast was filled with the usual mumbles of ‘good morning” and banging of pots, sizzling bacon and gurgle of juice being poured into tumblers. Sissy and Brad avoided looks at each other at first, and then Sissy sat down across from him at the table and patted him on the head saying, “what’s the matter grumpy?” in an exaggerated baby voice. “Nothin’ - hand me that fruit will ya?” He replied and gave...

2 years ago
  • 0
  • 24
  • 0

Sissy School Part 2

SISSY SCHOOL - PART 2 By Missy Crystal I followed Mistress Mary back to her office. She left me standing in the middle of the room and sat down behind her desk. After ignoring me for a few minutes, she looked up and said, "I told you that you would be severely punished for disobedience." Crap, I thought to myself. I already have six strokes of her leather paddle coming. What did I do wrong? My face dropped. She smiled, "but I can also reward, when I am pleased with your behavior. You...

1 year ago
  • 0
  • 22
  • 0

Sissy Cruise 3

"We are going on a Caribbean cruise, in two weeks time......." stated my wife Penny. "Oh......Okay," I queried. "With Samantha and Tim," she finished. "Oh really." Samantha is a new friend in my wife's life. They have known each other for a couple of months, but they are already quite close and always scheming together. My relationship is mixed. It seems that the only time she talks to me is to point out my faults which is somewhat annoying. However she is very domineering...

3 years ago
  • 0
  • 19
  • 0

Sissy New Year

Sissy New Year I remember heading out to a New Years Eve party with a group of my friends from work. I remember stopping by a bar for a few, pre-party shots--well, several pre-part shots. I even recall the super-hot transvestite hooker that winked at me as we left the bar. I don't remember anything else after that. Which explains why I was so confused when I work up a few days later, blindfolded, tied up in a strange bed, with something hard lodged firmly up my ass and a big...

1 year ago
  • 0
  • 28
  • 0

sissy rules

A sissy must wear panties. He does not own any male underwear.A sissy may wear a bra and pink or brightly colored tights or leggings.A sissy must sleep in lingerie. If he does not have any, he must sleep naked.When alone, a sissy must dress as a girl. Good sissies wear lipstick while alone.A sissy always keeps himself free of facial hair, and is otherwise well groomed. He must always be presentable, ready to please. Good sissies shave their legsEvery morning after he wakes up, a sissy strips...

4 years ago
  • 0
  • 23
  • 0

Sissy Arm Wrestler

Sissy Arm Wrestler By Margaret Jeanette Margie Ware came home from working out at the health club she belonged to. She was wearing the blue dress she had worn to work. She always felt renewed after a visit to the health club. She tried to visit it at least two times a week. It wasn't easy as she worked overtime at least two nights a week. She always tried to make it on Tuesdays and Thursdays. She looked at her husband of six years sitting in the recliner dozing while the...

3 years ago
  • 0
  • 18
  • 0

Sissy New Year

Author's note: My stories generally featured a lot of forced femme, bondage and kinky sex--you know, the stuff that I keep hoping will someday happen to me. That is still true for this story, but this time around, the author in me decided to spend a bit more time developing the characters before commencing the full-on sissy sex orgy. I also wanted to write a story where the characters are well intentioned instead of simply being a rogue's gallery of perverted bastards. With that in...

3 years ago
  • 0
  • 29
  • 0

Sissy Farm Chapter TwentyOne

Sissy Farm - Chapter Twenty One - By: Beverly Taff List of Characters. Me, Michelle: A Natural transvestite sissy; Janice: My Younger sister; Aunty Bev: Janice and My mother's Sister; Mistress Janet: Headmistress of the young lady's academy; Doctor Shirley Williams: My endocrinologist; Miranda: A very effeminate Sissy sales assistant; Miss Stern: Miranda's mistress who owns the shop; Peregrine, AKA. Uncle Penny: My transvestite uncle. (Aunty...

3 years ago
  • 0
  • 15
  • 0

Sissy Tammy

Sissy Tammy It all started back in the 60's, 1967 to be exact, when I was 13 years old. As a child I was a bit small and frail, taking longer to develop than most boys my age, and as a result I ended up playing more with the little girls on my block than the boys. This was also a problem of geography, not having any boy friends living near us, and that was probably just as well because all they did was tease me and beat me up, never letting me play any of their games. My...

2 years ago
  • 0
  • 21
  • 0

Sissy Julian Chapter VI Growing Pains

Sissy Julian - Chapter VI, Growing Pains by: sissystevie Yes, 'tis I, back again. If I can remember how to post this thing on FM. I came across a partially completed additional chapter to this saga, which I abandoned for personal reasons eight years ago, and thought why not? Thus, spurred on by some of your wonderful comments, I completed the chapter and may well complete the saga. There are just too many wonderful kinky - and romantic - moment to come. If you want me to...

3 years ago
  • 0
  • 20
  • 0

Sissy 101 Intro to Sissy Sluts

Sissy 101: Intro to Sissy Sluts One week before my freshman year at college, I received a letter saying that my class schedule changes had been approved. That struck me as odd because I hadn't requested any changes. Without explanation, I had been un-enrolled from two of my general studies classes. I was now signed up for SISGEN101 and SISHYP161--whatever that meant. I went online to the university's website. These classes weren't even listed in the general course description...

2 years ago
  • 0
  • 20
  • 0

Sissy Farm Chapter Nineteen

Sissy Farm - Chapter 19 - By: Beverly Taff List of Characters. Me: Michelle - A Natural transvestite sissy; Janice: My Younger sister; Aunty Bev: Janice and My mother's Sister; Mistress Janet: Headmistress of the young lady's academy; Dr Shirley: My endocrinologist; Miranda: A very effeminate Sissy sales assistant; Miss Stern: Miranda's mistress who owns the shop; Peregrine: AKA. Uncle Penny. My transvestite uncle, (Aunty Bev's...

1 year ago
  • 0
  • 19
  • 0

Sissy in the making

Chapter 1 Jim arrived at the North Carolina motel Saturday afternoon as he wanted to make sure everything was in order for Mistress Cleo's arrival on Sunday, as per her instructions. He had gotten the suite to insure there was enough room and comfortable for his new found Mistress. A Mistress he had never met, but already under her control. He began to lay out the items he was instructed to bring, maids outfit, bras, panties, stockings, and every female garment he thought might...

3 years ago
  • 0
  • 22
  • 0

Sissy Caught at Work

Who ever goes to work thinking "today my life is going to completely change forever". I certainly didn't think that when I got up this morning. I thought I was heading for another typical day at work, full of boring meetings and sipping coffee. Little did I know... My day started like any other, 5 mile run at 6AM, shower, get dressed and headed to work. The only twist is what I'm wearing under my clothes. I love to wear girl's panties. I wear them all the time to work, and today is no...

2 years ago
  • 0
  • 27
  • 0

Sissy whorehouse veronica

Chapter 1 - The CaptureBefore I became a girl I was a lonely boy with no friends. I couldn't seemto make friends with anyone. I hated myself and I hated my life. One day Idecided to take a walk and try to get away form my troubles. It was earlyin the morning, the sky was a pretty pink, and no one else was out. Butthen, out of the corner of my eye I spotted a black van with heavily tintedwindows coming down the street. It slowed down beside me and as it did Igot a little scared. I was alone on a...

3 years ago
  • 0
  • 26
  • 0

SISSY DANI

I was not aware that my girlfriend had begun studying hypnosis,nor that she harbored ambitions of petticoating me. But I soondiscovered that the combination of the two was dangerous to mymasculinity. One afternoon I was sitting in my living room,listening to the stereo through a pair of headphones. It was awarm, sultry day, and after a while I drifted off to sleep. (Muchof what follows my girlfriend--now my mistress-- explained to melater.Seeing that I had dozed off, Jennifer saw her chance....

3 years ago
  • 0
  • 22
  • 0

Sissy discovers Part 3

part 3 of an original story********************After the drive to the lake it is a family tradition to pick up a pizza from the local joint at the village. The pizza is delicious after a day of driving. The whole family, mom dad and the k**s have just about demolished the large pepperoni and roasted red pepper pie. They sit around the counter and woof down the last slices. As they talk about the tomorrow and plans Vicky gets up to clean the counter, and Tom snuggles up behind. The k**s...

2 years ago
  • 0
  • 25
  • 0

Sissy Tammy

It all started back in the 60's, 1967 to be exact, when I was 13 years old. As a c***d I was a bit small and frail, taking longer to develop than most boys my age, and as a result I ended up playing more with the little girls on my block than the boys. This was also a problem of geography, not having any boy friends living near us, and that was probably just as well because all they did was tease me and beat me up, never letting me play any of their games.My only real play friend was a pretty...

2 years ago
  • 0
  • 20
  • 0

Sissy Julian Chapter II Introductions

Julian's story continues with his first day at Lake Orenda, and quite an interesting day it proves to be! If lots of frilly sissy outfits, super swishy behavior and a little sex - not to mention dominant women - are your thing, please read on. If not, thanks for looking anyway. It is also a purely fanciful, fantasy fictional work. No references are intended to portray any actual persons, places or events whether past or present. This chapter is rated R as it contains sissy sex....

1 year ago
  • 0
  • 21
  • 0

Sissy Crissi Chapter 2 Facing Erika

Chapter 2 - Facing Erika But my bliss would be short lived. I was abruptly wakened from my dreamlike state by a jarring shove into my shoulders that snapped my neck back and sent me reeling forward to the floor. I tried to reach out my arms and break my fall, but one hand was pinned between my pantied crotch and thighs. I reached out with the other and managed to get it in front of me, but it only tended to cause me to roll to the side, throwing my shoulder into the floor and toppling...

4 years ago
  • 0
  • 22
  • 0

Sissy Factory 3 School

Note: The following journal entries are sanctioned by the overseers of the Sissy Training Academy. STA staff believes that this history might prove useful for the future training of young sissies. With that goal in mind, Sissy 16452 has been authorozed to recount her experiences as part of the graduation and release process. As always, STA welcomes any and all comments regarding this sissy's account. Your thoughts are helpful in deciding future training courses for our young...

3 years ago
  • 0
  • 36
  • 0

Sissys SheCock Training

Sissy was in the corner on his knee's patiently waiting for Mistress's command. mind racing at the thought of days adventure, a nervous tremor passed through him wondering what it may be. Mistress had said she had a little surprise in store. Mistress standing there in black leather corset, her ample breasts on display fully fashioned stockings, 5" studded 5" heels crop in hand.Smiled and turned to the dresser grabbing, shiri, and sissy's collar, turning back to sissy in the corner, said over...

1 year ago
  • 0
  • 24
  • 0

Sissy Husband

Sissy Husband By Margaret Jeanette Betty Burns was headed for her mother's place. Her mother lived eighty miles away. She was talking to her on her cell phone, actually arguing some more with her. Just like that her mother hung up on her. She dialed her back and when her mother answered she said she didn't want to talk to her and hung up again. Betty turned her car around and headed back home. So much for a week-end with mother. She knew her mother had a temper and it...

4 years ago
  • 0
  • 22
  • 0

Sissy Farm Chapter Eight

Sissy Farm - By: Beverly Taff List Of Characters. Me: Michelle - A Natural transvestite sissy. Janice: My Younger sister Aunty Bev: Janice and My mother's Sister. Mistress Janet: Headmistress of the young lady's academy Dr Shirley: My endocrinologist. Miranda: A very effeminate Sissy sales assistant. Miss Stern: Miranda's mistress who owns the shop. Peregrine: AKA. Uncle Penny. My transvestite uncle. (Aunty Bev's brother.) James: AKA. Auntie Jamie, ...

1 year ago
  • 0
  • 34
  • 0

Sissy Teaches Me Part Two

“Are you watching?” Sissy asked me as she lied there, legs spread nice and wide. The inner part of her pussy starting to gape a little, trying to open up larger than it was already.“Yes,” I answered.I was watching with everything I had.Sissy ran her hand down between her smooth legs and I watched her take her finger and trace her tender sexual entrance slowly. As she did, I saw her puffy lips come to life. Her inner ones swelled and slightly parted even more to reveal the hot pinkness hidden...

Incest

Porn Trends