The Making Of A Sissy-Part Five free porn video

This is a FigCaption - special HTML5 tag for Image (like short description, you can remove it)
Bella washed away her tears and the various aromas of the night in her en-suite shower cubicle, shampooing her soft brown hair free of the semen deposited by the males and the womanly essence of Tara. After drying her soft downy body she retreated to her silky bed, shuddered and cried a little more as she remembered what she had been subjected too. Tara was mean, but was also right; what would Adam think of her? She toyed with the phone and the instructions given by Sandy, luckily, the other girls were always losing their phone charge leads so Jane had bought several ‘universal’ adaptors with multi connectors – one had been thrown at Bella by Victoria a while back, and remained in her room. Bella’s heart glowed a little as did the tiny phone screen as she plugged it in and secreted it under the sheets. Sandy’s note mentioned; ‘plenty of credit at the moment; let me know if you need more and I’ll top it up. Please call me as soon as you are able, regardless of what time; I so want to know all about you!’ The first number on the list was Sandy’s; Bella nervously pressed ‘call’.

Sandy was overjoyed to her from her new friend and Bella had a lump in her throat most of the time as she relayed her story; her little cock stiffened and she rubbed it on the silky sheets as she told Sandy about Adam, and Sandy told her of sweet episodes she’d had with boys and men. Bella was close to coming when Sandy said she would try to make contact with Adam and find out his phone number; she was determined to get them together somehow. Sandy was even more determined to help Bella gain a little more freedom somehow. After about an hour they blew each other kisses and said goodbye. Bella hid the phone away and pulled the soft silky pillow into her sweet face; kissing it and dreaming of being in Adam’s arms as she drifted off to sleep.

The next day, Bella was ordered into the girl’s bedroom and Jane came in looking very pleased with herself.

“You’ll need a nice high frilly pink dress and pure white panties this morning; we want your sissy bottom to look the part for our guest, when you bend over to accept his caning. If you take it well and please Mr Roberts, I may let you go to the beach with the girls later.” Bella did not protest as the giggling girls helped her into a fluffy pink satin dress, ideal for sissies. The white silk panties were pulled up and over Bella’s little cock and balls, and then white cotton ankle socks were added; pink sandals completing the picture of a pretty girl who was to be punished. Bella’s cock stiffened as she was made to look in the mirror as usual; she was a slave to her submissiveness, and though she did not relish being caned, this would be by a man, and in front of her smiling step-sisters too. She thought of the promise of going to the beach and hoped the man would not leave any stripes on her legs; these would show beneath her bikini.

Dressed for punishment, Bella was led downstairs to the lounge, where she was made to sit on a hard chair in the corner; a vicious looking rattan cane lay on the table, for all to view. Bella’s anus tingled and her stomach filled with butterflies as she thought of the pain which would be delivered by the man. The other girls sat comfortably in softer chairs, leering at Bella with satisfaction as the sissy sat squirming; the cane before her. They looked at their watches impatiently. The doorbell rang and Bella gave a little involuntary gasp, much to the delight of Jane and the girls. Bella’s little cock stiffened at the sound too; she was curiously excited about being punished. Mr Roberts entered the room and Bella shivered all over; he was not wearing a suit as last night, but wore a black shirt with black lose fitting slacks and black leather knee length boots. He looked like an executioner.

The girls smirked as they studied the bulge in his slacks which increased visibly as he spied the pink sissy who was to be caned. Jane was also dressed in black satin; she smiled contentedly as she gave her command to the soft submissive little sissy who awaited her punishment, Bella’s panties now sticky at the front, as her sissy cock dribbled in fear and anticipation.

“Hand the cane to Mr Roberts and apologise for making him come again; I think we all know you have deserved your punishment, I hope you are ready to suffer.” Bella moved daintily to the table and felt the weight and flexibility of the cane; how it would hurt her. She trembled a little as she stood before the large and muscular Mr Roberts; making his cock pulse as he witnessed her fear, he took the cane from the small white hands and soft hairless arms that held it, and smiled wickedly as he awaited the apology.

“I...I...I’m sorry for being so rude…please cane me.” Poor Bella blurted out her apology and the girls sneered delightedly. Jane took Bella, who now cried openly, and had her lean over a low backed leather couch; Mr Robert’s cock stiffened markedly as the pink frilly dress was lifted to reveal that perfect feminine bottom he had seen last night. The silky white panties were taken down and left around one ankle; a prominent sticky wet patch was very apparent to them all, the sissy was looking forward to her punishment, they all assumed. Roberts wished he could stroke his cock at the sight; Bella was made to tip-toe with her legs slightly apart, her little hairless sack swung sweetly, buoyed by her stiff little sissy cock. Bella faced a huge full length mirror; if she were brave enough to keep her eyes open she could witness each stinging delivery. She flinched and whimpered as Roberts put his hand across the soft white cheeks, deftly slipping a finger into the tight little anus, which clenched sweetly around the tip. Bella’s balls tingled and her little cock throbbed as her exposed bell end felt the draught of movement; she could not understand he emotions, she wanted to be caned. Roberts took his hand away and sniffed his finger; his cock was ready to burst as he relished the tangy aroma of the scared little sissy, before licking the tart tang from the tip. Now he would cane her.

“I think six strokes will suffice Madame Jane?” Bella looked at the reflection of the woman in the mirror with pleading eyes, and saw her grin wickedly.

“Make it seven Mr Roberts; I want her to learn to respect her betters.” Bella braced herself as best she could, teetering on tip-toe; Roberts’ cock was now vertical up under his belt as he viewed the soft white bottom. Bella watched in the mirror as he raised the wicked cane for the first time. Down it came viciously, cutting smartly across both soft cheeks; Bella howled in pain as the rod bit home, the girls and Jane marvelled at the way a sharp red line blushed from pink to red, marking the sissy’s bottom sweetly. She cried like a baby as Roberts brought the cane down again and again; the girls giggling openly at her distress; Tara’s pussy bulged with pleasure, she was thoroughly enjoying Bella’s misery.

Roberts was ready to explode in his confinement as he viewed the bawling sissy, and the wicked lines across that sweet bottom as he prepared for the seventh stroke. Bella was in agony and yet somehow in ecstasy too; she managed to look at the reflection, saw the pleasure on the faces of her tormentors, felt the pain wracking her bottom- and desperately wanted to come. Her cock dribbled sweetly as Robert’s readied her for the last stroke by placing the cane under her cheeks, ensuring her pert little bottom stood up and out. She watched as he raised the cane for the last time, then brought it whooshing down; the sound now sweet to Bella’s submissive ears. As the cane cut home, Bella moaned and cried in a sweet mixture of emotion, her little cock spurted gloriously as she came for the cane.

Bella collapsed over the couch, weeping pitifully; Roberts looked at Jane with a knowing look and she dismissed the girls from the room. Tar and the other two left begrudgingly, but smiled down at the whinging sissy as they left. Bella was pulled round and made to kneel before Roberts; the tears flowed down her sweet cheeks as the burly man wrestle with his zip. Bella was now confronted with a huge erect cock. Jane took the cane and made for the door to ensure the girls were not looking.

“You thank Mr Roberts properly now; I can see you enjoyed your punishment, when you’ve thanked him you may go to the beach.” Roberts grunted as Bella took his hot sticky cock into her mouth; he held her hair tightly and rocked her back and forth urgently on his rigid member, the bulbous head of his bell-end made her gag a little as it touched her throat. Just as he moaned and began his hot salty delivery, the doorbell rang again. Despite her obvious distraction, Bella wondered who this could be?

Same as The Making of A Sissy-Part Five Videos

4 years ago
  • 0
  • 53
  • 0

My girlfriend made a sissypart1

Hey guys this is my first story ....hope you all like it ...When I was 18, in spite of my shyness and not being in anyway incrediblyattractive, I somehow landed myself a girlfriend 2 years older than me. Iwas quite short for a boy then, around 5'7 and very slim having not yetdeveloped much muscle. I had shoulder length brown hair and bright greeneyes and I simply couldn't believe my luck in getting this girl. She wascalled Jess, a beautiful redhead with a body to die for and an appetite forsex...

1 year ago
  • 0
  • 49
  • 0

Sissy Farm Chapter TwentyFive

Sissy Farm - Chapter Twenty Five - 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...

4 years ago
  • 0
  • 23
  • 0

The Making of a Sissy Part One

She had known from a very early age that she was not like the other boys; her mother had passed her on to her strict aunt Jane at a very early age, and she had never known her father. Jane's strict regime of making the boy dress in girls clothes at all times when at home only furthered the yearning to be a girl which was already firmly within the soon to be a sissy's mind. Jane's girls took special delight in dressing their sissy brother and loved to take him out to the mall and such...

4 years ago
  • 0
  • 24
  • 0

Sissy Farm Chapter Five

The Sissy Farm - Chapter Five - By: Beverly Taff List of Characters. Me: Michelle - A Natural transvestite sissy; Janice: My Younger sister; Aunty Bev: Janice and My mother's Siste;. Mistress Janet: Headmistress of the young lady's academy; Miss Stern: Miranda's mistress who owns the shop; Chapter Five We were allowed to indulge ourselves with some lovely pastries for lunch and Aunty Bev did not mind us each having a cup of coffee. "Why you two not only look...

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
  • 26
  • 0

The Making of a Sissy Part 2

Bella washed away her tears and the various aromas of the night in her en-suite shower cubicle, shampooing her soft brown hair free of the semen deposited by the males and the womanly essence of Tara. After drying her soft downy body she retreated to her silky bed, shuddered and cried a little more as she remembered what she had been subjected too. Tara was mean, but was also right; what would Adam think of her? She toyed with the phone and the instructions given by Sandy, luckily, the...

4 years ago
  • 0
  • 42
  • 0

Making of My Sissy Part Two

It was then that I pursued my own physical satisfaction from a former lover and co-worker of mine. I always had a thing for black men since most of my life I worked around blacks. It was many years prior to my marriage that I was dating a fellow co-worker, who happened to be black. Everyone at work knew we were dating. Then I met my husband and the dating had stopped and I devoted my life towards my new love. Finding out that my hubby enjoyed playing as a gurl has changed my outlook on my own...

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...

3 years ago
  • 0
  • 32
  • 0

Making of My Sissy Part 3

One day I was home to see, first hand, how my sissy's day progressed. The day went as I thought it would, well planned and a perfect schedule to keep my little one busy. Then there was a knock at the door. My sissy never went near the door. I watched as the bell rang. Again my sissy never even looked at the door. I asked him if there was something wrong. He said that he doesn't answer the door when dressed as such. I asked "dressed as what?" "This is what you liked and you agreed that you would...

2 years ago
  • 0
  • 23
  • 0

Americas Next top Sissy part 5

Part 5 So Part 5 of my homage to 'America's Next Top Model' forced fem style lol ... hope you enjoy it and please comment. After a humiliating photo shoot the sissies wake up to another elimination. Jim felt better after a night's sleep, only to face wearing the overly feminine pink sissy dress he and the other sissies are forced to wear for the elimination. 'Getting eliminated, maybe that's the way out? At the very least I would get the satisfaction of denying these sick...

3 years ago
  • 0
  • 20
  • 0

The Making of a Sissy Part Ten

Bella quickly gulped down her vodka and cherry, her bottom tingling with anticipation as her new mature friend gave her a commanding look; she had so enjoyed being submissive for her at the end of a leash, and now she knew she would be bound tightly on a soft inviting bed, and made completely helpless. Her cock stiffened sweetly at the thought; perhaps she would taste the cane again, she would love that. Ellen took Bella’s little hand and squeezed it tightly; though she had only just met this...

3 years ago
  • 0
  • 21
  • 0

The Slave and the Sissy part Five

Ella took the chain from their collars when they reported to her, together for the first time, in the morning. Pepper’s eyes were exceptionally bright this morning, and slave looked full of vigour and ready to carry out any command that befell him without the slightest hesitation. Pepper gripped his hand tightly, lest she should suddenly wake from this beautiful dream; she smiled to herself, the tenderness she felt in her bottom could not be down to any dream, she had been well and truly...

1 year ago
  • 0
  • 30
  • 0

The Making of a Sissy Boy Slut Part 5

I hope you enjoy it and welcome your constructive comments. Thanks for reading - it's why I write! P.S. Apologies for speech marks turning out as "?" - it looks fine before I publish. --------------------------------------------------------------------------------------------------------- The next morning, having gone through my normal ritual of showering and using the douche on my boy cunt as I had been instructed by my mistress, I pulled on my silk crotchless panties and admired...

2 years ago
  • 0
  • 31
  • 0

A sissy called Jezebel Part II

Part II - Jezebel goes to school, the Templeton Academy: where young womyn become dominatrixes and sissies are crushed into submission. We meet some of hir friends, hir Instructresses, and hir bullies. I exit the gate and head to the main road. We live in a giant gated community, with families that are only 'in the know.' Families that have sissies or otherwise dominate men. A sissy waiting for the school bus, is just something you see. No biggie. One of my neighbors, Dorcas,...

4 years ago
  • 0
  • 34
  • 0

A Sissy called Jezebel Part VIII

A Sissy called Jezebel Part VIII - Jezebel has returned to hir classes at Templeton Academy: where young womyn become dominatrixes and sissies are crushed into submission. We are all getting an education on the Matriarchy in hir sissy life skills class. (Authors note: We are definitely at that world building point, where I really let my imagination fly off the hook. I am throwing out a lot of ideas, but hopefully in...

2 years ago
  • 0
  • 20
  • 0

I Want To Be A Sissy Part 1

Oh, my goodness! Today is going to be an exciting day. Mistress and I will find out if I can finally fill the C-cup brassiere she desires that I wear. I am so excited! A C-cup means so much to me. I adore my B's, the darling little girls, but a Sissy can be so much more of a Sissy when her cup size says WOMAN! As soon as I finish my morning toilette, Mistress will hook me into the cutest white underwire C-cup bra I have even seen and the moment will be here. I will fill the cups or...

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...

2 years ago
  • 0
  • 41
  • 0

The Making of A SissyPart Two

As Bella blossomed physically, Jane ensured the girls took control of her; she was made to know her place amongst females and was still subjected to their choosing her outfits. Bella was habitually made to pose before a full length mirror as Jane and the girls scrutinised her feminine shape; the girls were especially pleased on those occasions when Bella was held naked before the mirror as they stroked and admired her sweet white thighs and bottom, cupped her deliciously formed breasts; the...

2 years ago
  • 0
  • 28
  • 0

Andrew The Unsuspecting Sissy Part IV

ANDREW THE UNSUSPECTING SISSY PART IV [email protected] MAY I SUGGEST THAT YOU READ THE EARLIER CHAPTERS OF ANDREW SO THAT YOU MAY UNDERSTAND WHAT THE POOR DEAR HAS BEEN THROUGH THUS FAR..... ANDREW NOW DREW: SISSY SUPERSTAR, SOON TO BE HUSBAND TO JIM JIM : BILLIONAIRE INDUSTRIALIST, WITH A PENCHANT FOR SISSIES AUDREY: DREW'S STEPMOTHER AND OWNER OF THE MANOR SARAH: DREW'S STEPSISTER AND TRAINER VALERIE: DREW'S DOCENT TRAINER DR ALICIA NEWMAN: MEDICAL DIRECTOR OF THE...

4 years ago
  • 0
  • 20
  • 0

My sisters their friends and me their sissy Part 2

Part Four Jolt after jolt of electricity passed through my body. Each longer and worse than the one before it. I held my number two hole shut because I believed what Joy had said about losing any of the water. But the pain was becoming almost too much. I knew that in another jolt or two my control would be completely gone and even with the help of the big thing back there plugging me I was certain to lose that water. And there were two gallons in me making me look really pregnant....

2 years ago
  • 0
  • 44
  • 0

Mommys Dirty Sissy Slut part 1

Mommy's Dirty Sissy Slut part 1 by dirteesissy "Answer the door for me, Brother Dearest and make sure to greet my guests Properly!" I headed to the front door, shame filling my heart, as I tottered on 5" stiletto heels. Not the usual footwear for a 20 year old man, but I couldn't have looked less like a male dressed as I was. Chapter 1. Last week my sister, Alicia, caught me masturbating to stories on a website called Fictionmania. In most cases this would have been...

1 year ago
  • 0
  • 24
  • 0

Trucker Daddy gets himself a New Sissy part 1 and 2

TRUCKER DADDY GETS HIMSELF A SISSY BY DEEWET It could easily be the lowest point in Denny's life, sitting in an old Ford Escort that wouldn't start, the temperature outside well below freezing and him not having the cash for a hotel or to have the car fixed. Completely out of ideas, he had been sitting in for hours watching the normal people with money coming in and out of the Flying J Truck Stop. He almost jumped out of his skin when someone knocked on the window. Denny...

4 years ago
  • 0
  • 23
  • 0

Andrew The Unsuspecting Sissy Part V

ANDREW THE UNSUSPECTING SISSY PART V [email protected] MAY I SUGGEST THAT YOU READ THE EARLIER CHAPTERS OF ANDREW SO THAT YOU MAY UNDERSTAND WHAT THE POOR DEAR HAS BEEN THROUGH THUS FAR..... ANDREW NOW DREW: SISSY SUPERSTAR, SOON TO BE HUSBAND TO JIM JIM BRECKMAN: BILLIONAIRE INDUSTRIALIST, WITH A PENCHANT FOR SISSIES AUDREY: DREW'S STEPMOTHER AND OWNER OF THE MANOR SARAH: DREW'S STEPSISTER AND TRAINER VALERIE: DREW'S DOCENT TRAINER DR ALICIA NEWMAN: MEDICAL DIRECTOR OF THE...

2 years ago
  • 0
  • 35
  • 0

Andrew The Unsuspecting Sissy Part III

ANDREW THE UNSUSPECTING SISSY PART III [email protected] MAY I SUGGEST THAT YOU READ THE EARLIER CHAPTERS OF ANDREW SO THAT YOU MAY UNDERSTAND WHAT THE POOR DEAR HAS BEEN THROUGH THUSFAR..... ANDREW NOW DREW: SISSY SUPERSTARSOON TO BE HUSBAND TO JIM JIM : BILLIONAIRE INDUSTRIAL WITH A PENCHANT FOR SISSIES AUDREY: DREW'S STEPMOTHER AND OWNER OF THE MANOR SARAH: DREW'S STEPSISTER AND TRAINER VALERIE: DREW'S DOCENT TRAINER DR NEWMAN: MEDICAL DIRECTOR OF THE MANOR PENELOPE...

2 years ago
  • 0
  • 29
  • 0

Blackmailed Sissy Whore Part one

Blackmailed Sissy Whore Part 1 It's amazing how quickly life can spiral out of control. One moment your enjoying what you think is just a little harmless indulgence in your submissive crossdressing fantasy life when, out of nowhere, your life is turned upside down. It was a Saturday morning in February, 2020. I was a single guy, living the dream. I had a really good job and was living in a 2 bedroom apartment in an upscale complex a few miles South of Pittsburgh. I had transformed...

4 years ago
  • 0
  • 22
  • 0

The Making of a Sissy Part Twelve

Bella tried not to look too downhearted as Sandy dropped the pretty sissy back at her Aunt Jane’s. She told her to keep her chin up, keep the phone well hidden and use it to call her whenever she liked, regardless of what time it was. Her aunt smiled wickedly at the now primly dressed sissy as she pulled her indoors.“Well, you’ve certainly impressed Mr Roberts, and it’s nice to see you with your clothes on again. We are quite the little harlot now aren’t we? We’ll soon have you back down to...

4 years ago
  • 0
  • 22
  • 0

Maid to Measure or Sissy Slave by Design Part Two

Maid to Measure, or Sissy Slave by Design, Part Two By Mistress Kathrine The room was very bright. It hurt to open his eyes so he tried to cover them with his hand but found he couldn't move it. He started going over carefully the last things he could remember. He was in a beautiful home, Kathrine? No Mistress? Oh if only he could wake up and remember what happened? As his mind began to clear he could start to see more clearly. It looked like he was in a...

2 years ago
  • 0
  • 29
  • 0

Becoming a Sissy Part 10

Apologies for the delay. This is the final part of "becoming a sissy". Obviously, I have packed a lot more into this story, and I apologise if it got complicated with too many characters. I'm thinking of writing another story which will take up from where we are now, but I will make it more focused on one or two characters. It's my first story, so I guess lessons.Over the next five days a plan formulated in Tom's mind. As he thought about it he would have three submissive sluts vying for his...

2 years ago
  • 0
  • 31
  • 0

Andrew The Unsuspecting Sissy Part VII

ANDREW THE UNSUSPECTING SISSY PART VII [email protected] *** A NOTE TO ANDREWS' FANS: I DON'T GET VERY MUCH FEEDBACK, PERHAPS 4 OR 5 PEOPLE WITH EACH CHAPTER. WHILE I APPRECIATE THE SUPPORT FROM THOSE THAT ENJOY THE STORY, I CAN'T SEE CONTINUING THE TALE IF SEEMINGLY VERY FEW PEOPLE ARE INTERESTED. SO, IF YOU ENJOY THE STORY, OR DON'T, PLEASE LET ME KNOW! MAY I SUGGEST THAT YOU READ THE EARLIER CHAPTERS OF ANDREW SO THAT YOU MAY UNDERSTAND WHAT THE POOR DEAR HAS BEEN...

3 years ago
  • 0
  • 23
  • 0

Maid to Measure or Sissy Slave by Deesign Part 3

With Kind Proofing by Vickie Tern Maid to Measure, or Sissy Slave by Design, Part 3 By Mistress Kathrine The morning after Kathrine let Nikki sleep in the Master bedroom with her, she lay thinking about the things she still needed to train her pretty Sissy. Sissy Nikki didn't know anything about Kathrine's plans to marry her, and have a child with her, not yet. She decided it was time to wake her Sissy and get at least the wedding...

2 years ago
  • 0
  • 20
  • 0

A sissy called Jezebel Part XX

A sissy called Jezebel Part XX - Jezebel and hir entire family next attend a family wedding, where the bride is a sissy (of course.) What sexy, submissive traditions prepare the beautiful blushing bride for hir big day? Will our bride vow to love, cherish and (especially) obey, all orders, whims, without any hesitation, from hir goddess/wife/mistress and to her complete and utter satisfaction? There is non-stop teasing in the car about the bridesmaid dress. Everyone knows I adore...

4 years ago
  • 0
  • 19
  • 0

The Making of a Sissy Boy Slut Part 2

If you have not already done so, it may be best to read part 1 first. Your comments and ratings are always welcome. I hope you enjoy the series. M ------------------------------------------------------------------------------------------------------ The next morning, as I gradually awoke from a restful sleep, I became aware of atightness in my groin. With a start, the previous evening’s events flooded back to me as I reached down to find the thick elastic band still stretched around my...

1 year ago
  • 0
  • 22
  • 0

My Sissy Life Part 17

My Sissy Life Part 17 I fixed my make up and went back to cleaning, I didn't want to get into trouble because my chores weren't done. I don't know how I would explain that, 'I'm sorry mother I couldn't finish dusting because I was too busy sucking Jake's cock.'. That is not a conversation I wanted to have. I wasn't sure what was going to happen when Jake babysat me for the weekend. I had an idea that there would be a repeat of what just happened. The rest of the night. I served...

4 years ago
  • 0
  • 39
  • 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...

3 years ago
  • 0
  • 35
  • 0

Mein erstes Mal als Sissy Part 10

Fortsetzung von:https://de.xhamster.com/stories/mein-erstes-mal-als-sissy-part-9-708712„Hallo meine kleine Schlampe“, begrüßt er mich nachdem er mich ein Zeit lang mehr oder weniger ignorierte. „Nun kommen wir zu meinem persönlichen Höhepunkt des Wochenendes“, er führt mich nochmal ins Bad und legt mir Dessous in Rot bereit, dazu ein rotes Negligees, die blonde Perücke lasse ich auf und er bittet mich, dass ich mich ganz nuttig für ihn zu Recht mache. Ich freue mich darauf endlich wieder von...

2 years ago
  • 0
  • 57
  • 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
4 years ago
  • 0
  • 22
  • 0

Rubber Sissy Panties Part 2

Rubber Sissy Panties Part II Clark woke up at work. He was dressed in the same clothes as in the previous day, shaven and the clothes were clean and ironed to perfection. He looked at the clock on his computer, and it was 7am, way earlier than anyone else would be hanging around. He raised himself off his chair and walked to the W/C, ready to relieve his full bladder. Not noticing his own behavior, he lowers his pants and sits down on the toilet, and points his sissy clitty...

4 years ago
  • 0
  • 28
  • 0

Blackmailed Sissy Whore Part Three

Blackmailed Sissy Whore Part 3 I did manage to get a little sleep. After Tiffany finally zonked out, and the continual grinding on my thigh and the relentless playing with my nipple rings stopped, I couldn't keep my eyes open any longer. Friday night was the last full night's sleep I had gotten since Marcus took over my computer, and my life. I woke up before my alarm went off, which was a good thing. I was tangled up in limbs so securely, it took me several minutes to snake my way...

3 years ago
  • 0
  • 21
  • 0

Lockdown Sissy part 1

Author's Note: Thanks to those who have reached out to me with story ideas. It's been difficult to get any writing done these past few months, but hopefully my head is finally back in writing mode. I hope you enjoy this nasty little fantasy. Please let me know if you have any thoughts or ideas--either here in the comments or directly at [email protected] xoxox Emshoninque Lockdown Sissy- part 1 I made a resolution to become a better sissy in 2020. It's something that has...

3 years ago
  • 0
  • 27
  • 0

The Making of a Sissy Boy Slut Part 4

--------------------------------------------------------------------------------------------------------------------------------------------- I spent the next hour on my own, cleaning myself up and tidying away the training equipment in the kitchen, until my attention was drawn to preparing my cum meal for the following evening. Miss Marsh had left me with a small Tupperware container, complete with lid so as it could be transported easily during my journey the following night, though I had...

3 years ago
  • 0
  • 31
  • 0

Becoming a Sissy Maid for Mark and Rebecca Part Three Ms Rebecca Shares Her Sexual Research of Sissies

Becoming a Sissy Maid for Mark & Rebecca, Part Three - Ms. Rebecca Begins Sharing Her Sexual Research NOTE to Review Writers: Thank you so much for the incredibly positive feedback. It is definitely motivating me to write more and write faster. Now to part three of our story. "Tell me what you know about males who are feminized so completely they are transformed into a sissy, changed from the less than manly person she had been before coming under the control of a strict...

2 years ago
  • 0
  • 24
  • 0

I Want To Be A Sissy Part 4

After my intense and strangely satisfying lipstick application initiation, all the women and young girls and the male pharmacist drifted off, allowing Judy to take control of her cute little pansy customer once again. I was dumbfounded that the woman I first saw coming towards me with what I thought was disgust in her eyes, was really a rougher, blunted extension of my darling wife, my Mistress Claire. Judy seemed perfectly happy to take command of me and my sissy needs. She proved...

2 years ago
  • 0
  • 19
  • 0

Sissy to Be Chapter Five

Sissy to Be - By: Beverly Taff List of Characters: Me: Robert, now called Rosie! Wendy: My twin sister. Angela: Our younger half sister by my mother's second boyfriend. Doris: My drippy overworked mom who lets everybody walk over her. Aunty Jane: My mother's pushy domineering sister. Harriet: Our friend from the next farm. Aunty Margaret: Harriet's Mother Jessica: Harriet's older sister. Chapter 5 The next week was taken up with getting...

3 years ago
  • 0
  • 26
  • 0

Andrew The Unsuspecting Sissy Part II

ANDREW THE UNSPUSPECTING SISSY PART II ANDREW'S SISSY EDUCATION BEGINS............ [email protected] Mother and daughter chatted while they ate their breakfast. Several sissies flitted about changing flowers and removing dirty dishes. "Mother," said Sarah. "How many sissies call the Manor their home these days?" "Hmmm," said Audrey as she placed her coffee cup in its saucer. I'd have to say with the school, the modeling agency, the internet dormitory, the domestic...

3 years ago
  • 0
  • 23
  • 0

Sissy Prudence Part 2

Sissy Prudence (Part 2) (by Sissy Caroline 22 December 2006) Section 1 "Prudence. Come here at once." Dressed in his maid's uniform, Prudence walked obediently into the room and then knelt down before his mother, his eyes lowered to her feet. He knew he was in trouble because she had called him Prudence. "I have just been talking to Mrs. Smithton, who tells me that she is increasingly concerned about the quality of your work when you are supposed to be performing maid duties...

3 years ago
  • 0
  • 19
  • 0

My Sissy Life Part 3

My Sissy Life Part 3 When I got to my room I saw the Hello Kitty dry erase board on my door. There was a note from my brother that said 'Sissy, I need my jock strap clean by Friday morning.' Oh good, I get to hand wash my brothers jock strap again. Is it Christmas already? Almost every day there is a note on the board from someone telling me that they want me to do something. I walked in my room. I still can't believe how ultra girlie my...

2 years ago
  • 0
  • 30
  • 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
  • 43
  • 0

Mommys Dirty Sissy Slut part 2

Mommy's Dirty Sissy Slut part 2 by dirteesissy Please read part 1 before enjoying this instalment. Chapter 5. After I had finished cleaning Lisa's toilet with my tongue, she had me brush my teeth, as she finished her bath. I dried her with a fluffy white towel before helping her dress. Kneeling in front of her as she stepped into a pair of darling lacy pink thong panties, she bade me to pull them up. I obeyed and was overjoyed to serve her in such an intimate way. A pink...

4 years ago
  • 0
  • 50
  • 0

Becoming A Sissy Slut part 2

I awoke Sunday morning alone in Kassy’s bed, still in the tight mini skirt, my ass was deliciously sore bringing back a flood of memories from last night. I had spent the evening in full drag dressed as a slut and serving my mistress’s rubber cock followed by swallowing my own cum. It was hands down the best night of my life, I had never came so hard, and the rush I felt while serving her was a high that I’d never known. I rolled out of bed and stood up, my wig had fallen off in the night...

4 years ago
  • 0
  • 22
  • 0

A sissy called Jezebel Part VII

A sissy called Jezebel Part VII - Jezebel has finished hir tour with the Head Mistress into the secretive dungeon/reform school below the fair walls of the Templeton Academy: where young womyn become dominatrixes and sissies are crushed into submission. But is the Head Mistress entirely done with Jezebel? Additionally, what ever does one learn in a 'sissy life skills' class? I require the gurls in my harem to crawl on the floor at home and in private at the office. So get on...

3 years ago
  • 0
  • 24
  • 0

Sissy Prudence Part 3

Sissy Prudence (Part 3) (by Sissy Caroline) Section 1 "That's our Sissy Prudence in the garden. Isn't he a delight?" Bridget looked out the window and, despite the fact that boys were not really her interest, she found the sight presented to her was quite exciting. She had never thought that a boy in a dress could be such an erotic fantasy. Prue was working in the garden, which was something he now really enjoyed as a break from his duties inside the house. Not that he was...

3 years ago
  • 0
  • 35
  • 0

Americas Next Top Sissy part 3

After waking up, Jim finds himself in a feminine bedroom with the 11 other naked men. When the Nurse from the previous night enters the room dressed in a leather cat suit and introduces herself as Ms J, she wakes the men wake up and they soon learn to behaviour or implants in their bodies will make them. Now forced to wear ultra feminine clothes and wait holding each others hand for the looming elimination! Part 3 Jim is standing in the middle of the bedroom waiting for Ms J...

2 years ago
  • 0
  • 21
  • 0

A sissy called Jezebel Part VI

A sissy called Jezebel Part VI - Jezebel's inspection has been completed at the Head Mistress's office of the Templeton Academy: where young womyn become dominatrixes and sissies are crushed into submission. Jezebel is taken by the Head Mistress into the secretive dungeon/reform school below the fair walls of Templeton. All sorts of secrets and surprises are revealed. Headmistress Saxon looks at me. "What class did you just miss?" "Deportment, Headmistress." Forty five minutes...

2 years ago
  • 0
  • 44
  • 0

Sharons Mistress Throws a Sissy Party

Sharon’s Mistress throws a Sissy Party(Prior chapter is Sharon’s Sissy Saturday)The next morning Mistress was kind enough to let me sleep in, but an alarm above the door to my little cell went off at 6:30, rousing me from a delicious dream of being naked and fucked in the woods by a handsome, dark-haired man who kept me as his personal sissy slave slut. I woke with the sensation of his hard cock filling my dripping pussy, and I realized I was still leaking cum from my day in the booth. I...

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...

3 years ago
  • 0
  • 38
  • 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...

3 years ago
  • 0
  • 41
  • 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."...

3 years ago
  • 0
  • 26
  • 0

Cometh the Sissy Part 1

Cometh the Sissy (Part 1) Stevie "No. No fucking way." "Ahh, c'mon honey. It'll be so much fun! It's about me not you. I just need you there as, well, sort of a training aid. I promise you that you'll love it." "It's gross, seriously, some fat old man, what the fuck are you thinking about?" "It's about power. Control. Desire. I want to see if I can do it. You'll out all day and I'm doing my online classes and shit, there's only so many dildos and vibrators. I want to...

Porn Trends