Sissy School - Part 3 free porn video

This is a FigCaption - special HTML5 tag for Image (like short description, you can remove it)
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 and casually stepped out of them, as if she exposed herself to tied up boys in baby clothes every day. Well, maybe she did for all I knew. I was still lying down. She climbed onto the bed and straddled me, the pink tip of her dick heading for my mouth. I moved my head from side to side, trying to let her know I wasn't into that kind of thing. Since she hadn't put the pacifier back yet, I pleaded with her. "Please, Heather, no." She stopped and gave me that same sad look. "I mean, you're very pretty and everything but..." She let out a soft whimper. "How about if you just jerk off?" Sissy Heather's eyes opened wide and her face went white, so that the pink circles of makeup on her cheeks stood out. She looked terrified. "Oh, no, no, no!" she exclaimed frantically. "You mutht never thay that. Never, ever, ever! She said emphatically. It ith forbidden. Mithtwith Mary thays that thithies mutht only give pweasure. A thithy mutht alwayth contwol herthelf and only obey her mithtwith or huthband. One of the older thithies told uth that oneth Mithtwith Mary caught one of the thithies..." She paused, afraid to even say the word. "Well you know. She gave her a cup, wocked her in a cwoset and towed her if she didn't fill it all up, she would be punithed with twelve stwokes. The next day the thithy's little prickie wath all wed and waw and the cup wath only haf full, tho Mithtwith Mary jutht gave her half the punithment. Then she sent her away to thum awful playth to be a thithy whore." She looked at me imploringly, than over to the corner at the security camera, I guess hoping that if Mistress Mary was watching she was satisfied Sissy Heather had done the right thing. That got us back to the point, which was the end of her dick bobbing up and down an inch from my mouth. I mean the girl, well sort of, had done me and I just swallowed a load of her spit and my cum, how much worse could it be? Maybe if I was nice to her, she would untie me and I could get away. Sissy Heather wasn't exactly shy either. When I opened my mouth to tell her I would try it, before I could get a word out, her dick went in ... and out, and in, and out. She was pumping furiously and to stop from gagging, I had to wrap my lips around the shaft, so that the friction would slow the strokes. After a few minutes, I heard Sissy Heather let out a throaty moan and then I felt her shudder as torrents of her hot, salty cum spewed into my mouth. I sputtered and bubbled cum, drooling it down my chin. When the sissy finally withdrew her limp dick, she climbed off the bed, got down on her knees and gently moved my head so that it was positioned over the edge of the bed. Then she moved her head underneath mine, obviously expecting me to feed her her own cum, just like she had done with mine. It was as good a way as any to get rid of it, so I worked up a mouthful and let her have it. She greedily accepted it and then ran her tongue around her lips to get the last few drops. Since her mouth was equally cummy, she used one of the wipes to clean me up. Then she picked up the pacifier, put it in her own mouth to moisten it with her cummy spit, and put the glistening end in my mouth. "There, there, Thithy Baby Ariel, thucky wucky like a good widdle thithy baby," she cooed. Sissy Heather went to the back of the room and I rolled over to watch her sit down on one of the stools and redo her makeup and fix her hair. Once she was satisfied with her primping, she came back and helped me to my feet. "Time for Thithy Nanny Heather to take thweet widdle snookums wookums to see her thithy thisters." I was hoping that she might release my arms, but she just guided me towards the door. We went out, down the stairs and along the hallway. The classroom was the same living room that I had been in when they put me in the chair. The other sissies were all there facing Mistress Mary, who was giving them some kind of lesson. As we came in, Mistress Mary stopped and the sissies all turned to look. "Ah, Sissy Heather and Sissy Baby Ariel," she remarked. "Bring her here," she ordered. "Yeth, Mithtwith Mary, thank you, she responded with a curtsy. "Now then," Mistress Mary said, looking at me, "this is elocution class, where you will learn to talk like a proper sissy. Sissy Danni, do 'I'm a Little Teapot.'" One of the girls came forward. "Yeth, Mithtwith Mary, thank you," she lisped and dropped into a deep curtsey. Then she straightened up and started to swivel her hips and wiggle her butt as she sang, "Oh, I'm a widdle tea pot thort and thtout, here ith my handle," she put one hand on her hip, "and here ith my thpout." She slipped her other hand into her frilly panties and pulled out her prick. "Very good," Sissy Danni, Mistress Mary complimented her. "As a reward, Sissy Nicole will make your little spout spurt. Just a hand job, until she's ready to come. Remember to use your thumb to message the shaft." "Yeth, Mithtwith Mary, thank you," Sissy Nicole said as she curtsied, then eagerly began to message Sissy Danni's dick, which required no encouragement to turn into a woodie. "Slowly, Sissy Nicole," Mistress Mary cautioned. Sissy Danni's eyes closed and she began to get into the rhythm, thrusting back and forth with each stroke. Mistress Mary looked at me. "Pay attention to Sissy Nicole's technique. I will expect you to do her next." Sissy Nicole must have been good, because by now Sissy Danni was breathing hard and moaning. "All right, Sissy Nicole, you may finish her off." Sissy Nicole immediately took Sissy Danni's swollen member in her mouth and began to make slurping noises as her moist lips and tongue brought her to a shuddering orgasm. As usual, the sissies exchanged cum, Sissy Nicole drooling long stringy strands into Sissy Danni's greedy mouth. "Sissy Nicole, pull down your panties and lie down." The sissy obeyed. "Go ahead, Sissy Baby Ariel." Remembering the penalty for hesitation, I immediately dropped to my knees and then realized that my arms were bound. I looked up at Mistress Mary. "Oh my, Sissy Baby Ariel can't give poor horny Sissy Nicole a hand job. What shall she do to relieve her sissy sister? Can you think of anything that might work, Sissy Baby Ariel?" It was obvious that there was only one other way for me to get Sissy Nicole off. I had already given Sissy Heather a blow job, sort of. What was one more? I looked up at Mistress Mary to see if it was okay for me to take out the pacifier. She nodded. I let it fall out as I bent forward and took the tip of Sissy Nicole's dick in my mouth. "We need to get back to our lesson. You have two minutes to make her come," Mistress Mary told me. I immediately began to bob my head up and down, trying to remember the technique Sissy Heather had used on me so successfully. I sucked and licked, nibbled and gobbled furiously. Sissy Nicole responded by thrusting up, jamming herself deep into my mouth and almost making me gag. Luckily, the sissy got excited easily. At first I could taste a small discharge of salty pre cum, which was quickly followed by large gobs of thick, creamy sperm. I tried to collect as much as possible and when she was finished, performed the cum swapping ritual. "Stand up," Mistress Mary ordered. I struggled to my feet. She took the pacifier, which was hanging on the pink ribbon around my neck, and used it to clean up the little dribbles of cum on my lips and face. "Lick it clean." I kept licking until she told me to stop. She dropped the pacifier. "What is your name?" she asked. Without thinking, I started to say my boy's name. She gave me a stinging slap across the face that knocked me backwards. "Look in the mirror. What do you see?" I looked. "A baby?" I answered hesitantly. "What kind of baby?" I wasn't sure what she wanted me to say. "Ummmm, a ummm, sissy baby?" Another stinging slap. "Close, but not close enough. Try again." Oh, geez, what was I supposed to say? "Ummmm, a ummm, a sissy baby, ummm, girl?" I closed my eyes and braced for another slap, but nothing happened. "What is the sissy baby girl's name?" she asked. "Sissy Baby Ariel," I answered. Mistress Mary left me standing while she went over to a cabinet. She came back with a white jar and unscrewed the lid. There was some kind of orange jelly inside that had a medicine smell to it. She took the pacifier, dipped the nipple into the jar and swirled it around, covering it with a thick layer of the stuff. "Open," she ordered. I opened my mouth and she put the coated nipple in. It tasted like the stuff the dentist uses before he gives you a shot and it had the same effect. My mouth and throat started to go numb. "Now then, what is your name?" With my tongue half paralyzed, I lisped, "Thithy Bathby Arilth." She nodded. "Again." I struggled to get the words out from my frozen mouth. "Thi, thith, thisshy Baythby Awielth." She looked over to the sissies. "Sissy Heather, take Sissy Baby Ariel over to the corner and have her practice saying her name one hundred times." Mistress Mary picked up the pacifier and put it back in my mouth. Sissy Heather took me by the arm and brought me over to the corner of the room farthest away from where the other sissies were having their lesson. By now my throat, tongue and lips were completely numb from the jelly and I had collected a mouthful of saliva. Without any control, the whole load leaked out and dribbled down my chin when Sissy Heather took out the pacifier. She caught it and stuck her hand in my diaper to dry it off, making sure to take a few seconds to play with me, fondling the shaft and pinching the tip, before taking it out. I gave a little moan and Sissy Heather grinned. "Now be a good widdle thithy baby for Thithy Nanny Heather and thay your name. Thithy Nanny Heather will make nith nith to her widdle thithy baby girl, you'll thee. Thay Thithy Baby Ariel. With no control over my tongue and lips, the best I could manage was a gurgly, "Thwisshy Bwisshy Awissh. Sissy Heather looked disappointed. "Oh my goodneth. Twy again," she encouraged me. I concentrated. "Thwithy Batthy Awraltth," I managed, covering my lips with drool in the process. Sissy Heather solved that problem by a long, passionate kiss that transferred my saliva to her own mouth. "Dewithious," she said provocatively, licking her lips with her tongue. "Now twy again." It was obvious she was enjoying her job. "Thrithy bawthy arillth," I bubbled. It was going to be a long lesson I thought as I struggled with my new name for the twentieth or so time. I had lost track of how many attempts I made to say my name right, but my jaw ached from the repeated effort. Sissy Heather must have been counting, because she finally looked very pleased and told me, "My thweet Thithy Baby Ariel, it ith time to thee Mithtwith Mary." She put the pacifier back in my mouth, gently took my arm and guided me back to the fireplace. One of the sissies was prancing and flouncing her petticoats as she sang in a high pitched voice, "On tha good thip wowwypop, ith a thweet twip to tha candy thop ..." She went on for another couple of choruses. "Thank you, Mithtwith Mary," she said after she ended and curtseyed. Mistress Mary nodded her approval. "I believe that you should stick you lollipop in, hmmm, let me see." She studied the sissies, then turned and her eyes met mine, "Why yes, of course, Sissy Baby Ariel." The sissy looked ecstatic, clapping her hands together at the thought of corn holing my cherry butt. "Yes, Mithtwith Mary, thank you!" she said enthusiastically. Mistress Mary walked over and stopped in front of me. "Remove her panties," she directed the sissy, who immediately pulled them down to my ankles. "Step out of them," she directed me. I obeyed, leaving them in a frilly heap on the floor. "Remove her diaper." The sissy undid the two tapes and pulled the diaper from between my legs. "Spread your legs, bend over and grab your ankles." I did as she ordered with my exposed butt in the air. "Remove her plug." I felt a tug and pressure, as the sissy slid it out. Looking back between my legs, I could see the sissy approaching with an enormous hard on. I closed my eyes and tried to relax. What the heck, I already had a stick and two dicks in me today. What was one more? Sissy Cindi, Sissy Baby Ariel's butt hole needs lubrication before you penetrate her. The sissy dropped to her knees, spit into the opening a few times and then slid one finger in, then two, working them in, out and around to loosen me up. At first it hurt, but after a few more globs of sissy spit, the probing fingers began to glide and actually felt petty good. Without even thinking about it, I began to wiggle my butt in response to the rectal massage, until I heard little titters from the sissies, who were obviously enjoying the show, and caught myself. Then I felt the fingers pull out and pressure as something larger and harder began to be work its way into me. I felt a pop, as the head of her dick went in, and then the fullness of the shaft as it slid deep inside, until I felt her balls - 'her' balls, jeez - slap against my cheeks. Then she put her hands on my hips and began to rhythmically pump in and out, in and out, pulling me back into her as she thrust forward. The doggie humping continued until I heard Sissy Cindi's breathing became rapid and she was making small gasps. "Oh, ohh, ohhhh." Then she exploded inside of me, filling my intestine with her hot cum. Considering that these sissies seemed to get each other off morning, noon and night, I was surprised by how much was in me, but then I did not have a lot of experience estimating the amount of cum injected into my behind. As soon as Sissy Cindi's soft member came out, she dropped to her knees and began to clean up her cum, which I could feel dribbling out. I remembered that when I first arrived Mistress Mary was telling the sissies something about remembering licking up their cum, so it wouldn't mess up the panties and from the little satisfied noises Sissy Cindi was making as she greedily drained me, the fact that it was coming out of my pooper didn't bother her at all. "Its time for audio-visual class," Mistress Mary announced. "Yeth, Mithtwith Mary, thank you," came the sissy chorus, each dropping into the customary deep curtsey. Apparently the sissies knew the routine and immediately started moving towards the door, except for Sissy Cindi, who was just pulling up her frilly panties. Mistress Mary turned to her. "Get Sissy Baby Ariel, dressed," she told her. "Yeth, Mithtwith Mary, thank you," she replied with a curtsey. "And Sissy Heather, get another bottle for Sissy Baby Ariel." "Yeth, Mithtwith Mary, thank you," she said with a curtsey. Mistress Mary followed the sissies to the door. Sissy Cindii picked up my diaper and felt it. "Ith dwy," she observed. "Wie down." She took my arm and helped me to the floor, then knelt next to me. "Butt up, pweath," she said sweetly. I arched my back, lifting my butt and she slid the diaper under me. "Down, pweath." She pulled the front of the diaper between my legs and then fastened the tapes. "Thtand up, pweath," she said, helping me to my feet. She picked up my panties and got down on one knee, holding them open. "Thtep in, pweath." I put in one foot, then the other. She stood up and pulled them over my diaper, fussing with the waist and fluffing the ruffles until she was satisfied with my appearance. When she was finished, to my surprise, she bent forward and gave me a teasing kiss, her moist pink tongue darting in between my lips. It was over before I remembered where her lips and tongue had just been. Then she took my arm and directed me towards the door. We went down the corridor to an opening covered with a heavy black curtain and went in. The light was dim and when my eyes became accustomed, I made out the sissies sitting in chairs in front of a large video screen next to which Mistress Mary was standing, holding a remote control. Sissy Cindi stopped. Mistress Mary looked over to us. "Sissy Cindi, sit. Sissy Baby Ariel wait." "Yeth, Mithtwith Mary, thank you," Sissy Cindi said. Sissy Heather came in with my bottle and Mistress Mary turned her attention to her. Geez, what was I thinking, 'my bottle?' Well, actually, I was pretty thirsty and that formula did taste good. "Sit down," Mistress Mary directed Sissy Heather. "Yeth, Mithtwith Mary, thank you," she replied with a curtsey, hurrying over and delicately lowering her behind onto one of the chairs so that her ruffled petticoats spread out around her. "Sissy Baby Ariel, sit in Sissy Heather's lap and drink your bottle." I went over and climbed onto her lap. She put her left arm around me, managing to have her fingers end up over my left nipple, which she gently pinched and massaged. With her other hand, she removed my pacifier and replaced it with the bottle. I wanted to be less babyish, but there's no grown up way to nurse and between the comforting sucking and the sensuous attention Sissy Heather was giving to my nipple, it didn't seem so bad after all. "Today, we will work on oral sex," Mistress Mary lectured the sissies in the same matter-of-fact way that my teachers in school taught their subjects. The video screen came on and showed a naked man on his knees giving a naked man sprawled on a couch a blow job. The guy had the biggest dick I had ever seen, not that I had seen a lot of dicks. It must have been a foot long and as thick as my wrist. The other guy's head was sliding up and down the shaft. Not that I was gay or anything. I mean the sissies I had sex with were girls, sort of, so that was okay, sort of, but for some reason watching one guy suck off another guy was getting me turned on. As I felt my wiener starting to get hard, I was glad I had on the diaper and panties to hide it. Then I felt Sissy Heather's hand slide down my chest. Holy cow, this girl must have radar when it comes to hard ons, I thought. Her hand slowly continued over my stomach and into my lap, pressing down to feel the stiffy and stroking it through the material while gently blowing in my ear. Based on her terrified reaction when I suggested she do something against the rules, I assumed that this type of stimulation must be approved or she wouldn't be doing it. On the other hand, I wasn't sure how I was supposed to respond, although between the guys having sex on the screen and Sissy Heather's hand in my lap, it wasn't going to be too long before I blew a load in my diaper. I looked up to see if Mistress Mary was watching and caught the video just as the man on the couch was pumping his dick and then shot a load of cum all over the other guy's face. The video stopped and so did Sissy Heather's teasing, leaving me sexually frustrated, but emotional relieved that I did not have to deal with whether it was okay to come. "Sissy Danni, what was the man doing wrong?" Mistress Mary asked. Since it was a direct question, she was allowed to answer. Sissy Danni stood up, said, "Yeth, Mithtwith Mary, thank you" and curtsied. Well," she explained with her limp wrists waiving about, "men jutht don't know how to thuck cock." She giggled. "He wath'nt uthing hith tongue, jutht hith wips. He thould have been wicking up and down and tickling the widdle pee hole." Mistress Mary nodded. Sissy Danni looked very pleased, curtsied again, fluffed out her petticoats and sat down. "Sissy Nicole, what else did the man do wrong?" Sissy Nicole stood up, said, "Yeth, Mithtwith Mary, thank you," curtsied and added, "the man wath not uthing hith handth. He thould have been stwoking and fondling the other manth ballth. A manth ballth are wery thensitive and you mutht always pway with them to make thure to releath all the spermies when he cometh." Mistress Mary nodded. Sissy Nicole went through the same primping as Sissy Danni and sat down. "Sissy Cindi, what else?" Sissy Cindi followed the other girls' routine and replied, "He wath taking hith whole peenie in hith mouth. You thould onwy put the wery tip in your mouth, becuth that ith the most thensitive part." She gave a girlish laugh. "And the poor man wath tho fwustwated he had to jerk himthelf off and wathted all that dewithious cum on the other manth face. Thath tho thilly." Having finished another big bottle and sitting through the video, my bladder was full again. I started to squirm and Sissy Heather must have realized that I need to go to the bathroom. "Use your didee. Ith okay. Make nith pee pee for Thithy Nanny Heather," she whispered in my ear. Since it was now obvious that I would not be allowed to use the toilet, I had no choice. I relaxed my bladder and a trickle, then a stream of hot piss soaked into my diaper. At first, the feeling of the liquid against my skin was warm and pleasant, but after a few minutes it turned cold and the soggy diaper was uncomfortable. "As usual, girls, I am quite pleased with you all." The sissies all immediately stood and responded to the compliment with a choir of, "Yeth, Mithtwith Mary, thank you," and a chorus line of curtsies. Except for Sissy Heather. I was so involved with wetting my diaper that I wasn't paying attention. I felt her struggling, but by the time I figured out that she was trying to stand up and slid off, she was way behind the other sissies. When she finally stood, I was still pressed against her and could feel her trembling. "It's dinner time," Mistress Mary told the sissies. They all headed out through the curtain. "Sissy Heather and Sissy Baby Ariel, wait," she commanded. Uh oh, I got Sissy Heather in trouble. I felt awful. It wasn't her fault and Mistress Mary should know it. I couldn't believe she would be that unfair even if she did have absolute authority. I could see tears in Sissy Heather's eyes and I was so sad I was about to cry. TO BE CONTINUED

Same as Sissy School - Part 3 Videos

4 years ago
  • 0
  • 39
  • 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
  • 41
  • 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...

2 years ago
  • 0
  • 29
  • 0

Sissy School Part 5

SISSY SCHOOL - PART 5 By Missy Crystal I woke up thinking that I was in my bed at home and had a bad dream. I was on my back looking up, but the ceiling of my bedroom wasn't pink. Then the weight of my bedmate's arm and leg draped over me, the warmth of her body against mine and her soft breath on my neck as she slept quickly reminded me of what had happened the day before. My mother sent me to a school for sissies and here I was in bed with one. Well, that really wasn't the bad part....

3 years ago
  • 0
  • 24
  • 0

Sissy School

Chapter 1: Welcum to Sissy SchoolDear Diary, My name is Aaron Antony, 18 year old bi curious male. For the past month I have been seeing another man, his name was Geroge but he preferred that I call him Daddy. I never thought of myself as being completely Gay, because I would still find girls attractive, and Daddy knew this which was fine by him. But one day at the beginning of summer time Daddy suggested I should go to a special school for 4 months, a place where other boys confused about...

2 years ago
  • 0
  • 29
  • 0

Sissy School Part 1

SCHOOL FOR SISSIES By Missy Crystal I was sitting at the table eating my cornflakes and drinking a glass or orange juice when I suddenly began to feel woozy. It was hard to keep my head up and I couldn't seem to focus. "Mmmmommm," I slurred. "Immmmm feeeel funnnny." Mom was standing at the sink. She turned around. "Of course you feel funny. I put a big dose of tranquilliser in your orange juice. I warned you what would happen if you didn't mend your ways. You were already...

3 years ago
  • 0
  • 40
  • 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
  • 24
  • 0

Sissy Puppy Fifi Part2

Chapter 2 I tried as best as I could to get comfortable curled up in the corner of the room. At first I kept squashing my tail which either caused the vibrations to start or pushed the plug further inside. I had eventually worked out the best position to lie in when Mistress appeared. "Time for bed Fifi," she said as she attached the pink lead to my collar. I was then led through the house and up to her bedroom. This was a strange feeling to enter her bedroom not in my usual maid's...

3 years ago
  • 0
  • 31
  • 0

SISSY DANI PART3

CHAPTER THREEMistress Jennifer and Mistress Susan's plans to create an entire"harem" of transformed men and boys continued apace. The lure ofTeasing Tammy (the transformation name of Susan's teen-agedbrother Tommy) proved quite effective. Each of the young men (theyoungest just 14, the oldest 22) the little tease brought back tothe home we all now shared was turned into a different kind offeminized sex-toy, all designed to please the Mistresses andtheir dominant friends.The little...

4 years ago
  • 0
  • 63
  • 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
  • 38
  • 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,...

4 years ago
  • 0
  • 26
  • 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
  • 29
  • 0

sissy schoolgirl and her black daddy

I can't believe this is happening right now. Here I am, a 16 year old white boy dressed in the sluttiest schoolgirl costume and makeup I have ever seen, being barebacked by an older, married black man. How'd I get so lucky?! Let me start at the beginning...It was summer time. As always I spent my summers hanging out and occasionally mowing neighbors lawns for some extra cash. Although I wasn't exactly the big high school jock who all the girls saw mowing the lawn shirtless and fawned over, I...

3 years ago
  • 0
  • 40
  • 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...

2 years ago
  • 0
  • 44
  • 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...

2 years ago
  • 0
  • 40
  • 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
  • 30
  • 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
  • 31
  • 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
  • 43
  • 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...

1 year ago
  • 0
  • 54
  • 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...

2 years ago
  • 0
  • 56
  • 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...

4 years ago
  • 0
  • 36
  • 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
  • 35
  • 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
  • 51
  • 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
  • 34
  • 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
  • 36
  • 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...

2 years ago
  • 0
  • 41
  • 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
  • 30
  • 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...

3 years ago
  • 0
  • 59
  • 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
  • 42
  • 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...

3 years ago
  • 0
  • 44
  • 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...

2 years ago
  • 0
  • 40
  • 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...

4 years ago
  • 0
  • 52
  • 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
  • 35
  • 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...

4 years ago
  • 0
  • 50
  • 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
  • 37
  • 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
  • 29
  • 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-...

3 years ago
  • 0
  • 38
  • 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
  • 35
  • 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...

4 years ago
  • 0
  • 33
  • 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...

2 years ago
  • 0
  • 41
  • 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
  • 34
  • 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...

4 years ago
  • 0
  • 30
  • 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...

4 years ago
  • 0
  • 55
  • 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
  • 29
  • 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
  • 33
  • 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
  • 33
  • 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...

3 years ago
  • 0
  • 35
  • 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
  • 31
  • 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...

4 years ago
  • 0
  • 33
  • 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
  • 41
  • 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
  • 41
  • 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
  • 46
  • 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
  • 39
  • 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
  • 31
  • 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....

2 years ago
  • 0
  • 32
  • 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...

3 years ago
  • 0
  • 62
  • 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...

2 years ago
  • 0
  • 38
  • 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
  • 34
  • 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, ...

Porn Trends