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A Guide To The Elusive Sissygasm

A Guide To The Elusive Sissygasmguide to sissgasmHave you ever watched one of those videos where the cute-as-can-be sissy is sitting back on her knees, riding a dildo for all she’s worth, when all of a sudden her limp—or possibly caged—clitty begins to leak a little—or sometimes spurt a lot of—cum while she experiences one of those earth-moving sissygasms? Her post-orgasmic spasms appear to reverberate throughout her entire body?I don’t know about you, but I become extremely envious while...

sissygasms are the best

it always starts like that..the road to the sissygasm it's not as easy as when i pinch my tiny little dick with two fingers,trying to cum as a real man..but it does start there.the feeling of humiliation for having such a tiny useless dick it's the first sparkle in the sissygasm fire.the fact that you've always have to use your hands or mouth to make a woman cum..their moans of pleasure when you make them cum with one or two fingers are mocking you in the deepest ways.one or two fingers are...

my 1st sissygasm on a real cock

Last year I was locked up in chastity for around 6 months and the rest of the time I simply chose not to play with my at all. So I was pretty confident that for 2020 I could stay caged 100% of the time. Being locked up doesn't mean I couldn't masturbate, far from it. I pretty much masturbated every day, just the way a girl would do it, dildo in my fuckhole and moaning like a whore. Over the course of the year it got easier and easier for me to sissygasm (I.E hands-free anal orgasms). It has...

First Full Body Sissygasm

I have had sissygasm a before, but nothing like I had felt this one time. I had always had to hurry my anal play and sissygasm s to others schedules, it was always difficult to have the time to really experience the full effect. I had read many times that the preparation and anticipation meant more than the actual act. I had decided to get it tight this time. I had an opportunity to be alone for a whole weekend, perfect. My plan was in motion, but I needed to do some shopping so I would feel as...

reaching the sissygasm

this is the follow up to my previous blog entry:" it's something that looks so hot..and i want to try it so much..i bet it's an amazing experience..i haven't touched my tiny dick for 3 days now and i'm planning on try to achieve a sissygasm(anal orgasm) tonight..any good advice?"it did happen.i took my time and it wasn't easy..my biggest turn on in porn are big black cocks so i've put on some long bbc hypno videos,a chastity device and new batteries in my vibrator.after like the first 45...

My First Sissygasm

This is a true story about the first time I felt the sensation of cumming like a girl. I don’t mean a prostate orgasm, where you ejaculate through anal penetration, but my first time feeling what I can only describe as a full body sissygasm. It was another night alone, dressing up in my apartment. I was feeling really girly and really horny. I took my time getting myself dressed up. After a nice long shower, I shaved my legs and any other annoying body hair. I got out, dried myself off,...

Crossdressing

Alone At Last My First Sissygasm

I had been planning this night for weeks. Ordering clothes online and getting ready for my ultimate fantasy. My girlfriend was about to leave town to stay with her family for the weekend and I was so excited I'd finally get a chance to explore my sissy side.I'd been watching sissy hypno videos for days in the build-up and had everything ready in a box in the attic. As soon as I saw her car drive off I rushed to get ready. I grabbed a quick shower and shaved, applied some makeup as best I could,...

True

Milking Sissy

The bondage wasn't necessary. The straps are there really as more of a ritual and now something I took comfort in due to its familiarity. My make up wasn't necessary either. Well, not really. But I no longer face the day without having at least some lipstick on. Thanks to what my Master had tattooed, I usually don't need much more than that. When it's time for my milking however, I like to make sure I'm as pretty as I can be. Especially if my Master decides to make use of me while...

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...

Sissy Outed Brandon to Brandy

This is a story about seduction and transformation that’s written about a real-life sissy named Brandon Hippel, Brandon’s a cute little limp-wristed sissy-faggot from Abington Pennsylvania that loves to be humiliated and exposed online. She loves feminization, crossdressing, being exposed online, humiliation, anal play, degradation, being captioned, taking pictures, and talking to new people, so feel free to contact her through these various social media; Her kik is; HumiliationSlut2Her email...

Therapy Part Four

Therapy Part Four The drive to Dr. Taylor's office took far too long but was actually over pretty quick. I just really wanted to get going and was starting to get a bit anxious. I knew that if Doctor Wilson was there - my Doctor, my wonderful Doctor - he would've helped me deal with my anxiety by putting me into the Power Dynamics Enhancement Position where I could wrap my nicely glossed lips around his wonderful cock and thus calm myself and focus on my therapy treatment. I thought...

Allice in Sissyland

*************************************. Note to readers you can find artwork for this story at www.deviantart.com My username is sissydee. The red queen and her sissy puppies, Sissy Alice and the white rabbit...still to come the Hatter. Please take a few moments to leave a comment...it means a lot to me. *****************************************. The sun was just up on a perfect day as I got out of the car. I was parked in a secluded car park in the woods, so remote that not even...

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...

My Best Friend s Older Sister Part 2 0

I was in the deep end of the pool, well away from the edges, but I wasn’t afraid. Even though I didn’t know how to swim, I seemed to be treading water pretty well. Trill, Trill. What was that? I looked around, water lapping at my face, but couldn’t find the source of the noise. Trill, Trill. Something seemed to grab my feet and I started to sink a little bit. Still not afraid, I let it happen, with the knowledge that being over my head was not necessarily a bad place to...

Mrs McGregor s Tawse 5

CHAPTER 9 SUZANNE'S PHOTO SESSION After returning from the outing Suzanne was ready for the photo shoot. Mrs. McGregor said, "I think first we should do a series of poses with him completely naked. Suzanne, strip." She removed her clothing. "Now stand with your elbows in, hands out and up." "Now clasp you hands behind your back." "Now stand on tiptoe. Turn. On tiptoe again. Margaret, her ass looks very nice when she does that, doesn't it?" Mrs. McGregor...

Pimped out Sissy Finale

The next text I received to worship Mistress Samantha came an agonizing month later. Once again it was short and to the point. I had to be at her place early in the morning, but this time along with my maids dress I had to bring something slutty. I had just bought a new purple PVC mini dress that I was eager to try on so I packed that and having made excuses to my wife left early for a day of servitude....and lots of pussy licking I hoped. I spent the day dressed as a maid...

Cuckold to Big Black Cock Finale

Not long after my debasement by Master, Janice, Tom's wife started to come round our house more often. I was not included in their private conversations but the snippets I got like "....how big" and "you made him do what!" led me to believe they were talking about Master Marcus. As for me well I was back to cleaning Penny's spunk filled pussy at the weekend and building up my frustration, I wondered what humiliation he would put me through when I was desperate enough to beg him for...

Double Trouble for Dahlia

You kneel shivering, but it is not from cold it is from the thrill of what is to come, the almost unbearable anticipation. Your marvel at how far you have come, from rubber doll to sissy slave...and physically from another continent to be here in this hotel in England! You are quite naked save for the chastity cage which has become second nature to you now. When you were first commanded to put it on you wondered if you would last a week. Within a month you had become accustomed to it and...

One Change After Another

One Change After Another By Julie O Chapter 1 The sound of my high heels clicking on the sidewalk was deafening to me. I paused for a moment when I caught a glance of my reflection in the windows of the storefront as I sauntered by. I truly looked like a fantasized version of street whore...and I knew it wouldn't be long until I was propositioned again, and I would be having set with...

Day 2 Sissy Hotel weekend

This is a continuation of the previous nights adventureI woke up a couple times in the night with painful sissy cramps in my chastity cage but managed to ride my large dildo till the annoyance passed. I was out of bed and into the shower by 9 the next morning... my brown daddy from the night before was coming at 10 so I quickly douched and shaved and got into my purple thigh highs and my tight purple t-shirt that says sissy on it in large pink letters, I wore a black wig and just had time to...

Master s Sissy Slave Chapter 4 Love

Chapter 4 Love It took a full day to recover from the previous evening. After I had passed out Master had clearly taken me down and fitted me into the latex sheet that I was currently resting in. I had awoken in the morning expecting Master to untie me and let me prepare for the day. Thankfully he recognised the rest that I needed and as I lay there slowly I begun to feel the lasting effects of last nights session. My body was aching and stung everywhere, none more so than my...

Turned Out By My Wife s Lover

"Trish, I think this is taking it all a bit far," Joel complained to his wife. Trish was Joel's wife of 8 years. She was watching Joel take a scented bubble bath. She had him shaving his underarms. They were the last body hair remaining on Joels's body, after she'd instructed to him shave his entire body. Trish had helped out with any areas he couldn't reach. Trish smiled and laughed gently. She reached down and stroked Joel's erection. "Honey, this tells me something different....

The Torture Garden

************************************************************************* Note to readers: First and foremost to the people that have written kind comments for my stories. I would like to thank you. Considering the time and effort I put into my stories it warms my heart to get some feedback.....I happily accept typing errors.....but! To my critics I was tempted to say "Fuck You!" but I want to qualify this. First off you need to bear in mind IT'S NOT REAL LIFE! I was...

Big U Ch 05 Pledge Week

Thank you and sorry to all my fans for waiting so long for this chapter! I had so many thoughts, and so many fans emailed me with their wonderful suggestions. It's probably the most important chapter and I wanted it to be special so it took me forever to write. You'll notice it's much longer than the rest - I just couldn't keep anything out. It had to have the proper escalation, the right pacing. If you haven't read the other chapters, please do! This won't make sense without...

Almost Damsel Almost in Distress 6

Almost Damsel, Almost in Distress 6 Shawna Summers [email protected] (M/t - threesome, oral, anal, chastity, creampie, prostitution, bondage, spitroast, watersports) Candy attacked me like she was hungry for my soul, or at least my ass. She kissed me with a hunger that was contagious, and I quickly found myself trying to devour her right back. Alex somehow managed to drive safely even with all our kissing and fondling going on in the back seat. I did occasionally glance up...

sissy cunt s New Life Pt 1

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

Master s Rubber Maid Finale

I obeyed his command sitting back on my heels the pulses from the butt plug and the pouch slowly receding. Ingrid breathing hard knelt before me, taking my head in her hands she mashed her lips to mine. Her tongue snaked into my mouth greedy to taste Masters spunk. Despite the potent taste of Masters spunk I was immediately hit with the taste of Masters darker hole from Ingrid's tongue. This thrilled me in such a humiliating way that my tongue lashed at hers eager to share that dark...

Jack Has A Secret

“When is he due back?”“Who?”Audrey gave Jill a look. “Oh, you mean Jack? Not sure actually.”“I call that bullshit. You know exactly when he will be back.”Jill smiled dreamily . “Yeah, tomorrow at 8.15pm.”“And by 9.30pm you will have his cock deep inside you?”“Hopefully.”“How long has he been gone?”“Three months almost, hiking in South America with his other macho friends.”Audrey thought about her friend’s fuck buddy. Jack was such a man’s man. Tall, broad shoulders, square jaw and thick dark...

Crossdressing

Trained to Take Cock

It's a long story but I had by now been the chastised slave to my former Mistress for over 6 months. Over that time I'd been conditioned to be more and more subservient. She seemed to take particular pleasure in humiliating me in front of others, especially her friends.Most Friday nights she'd have a gathering at her house with 2 or 3 friends. I would serve them, naked except for my collar and tiny steel chastity cage. They all had great fun teasing examining my locked little peepee. As the...

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...

The Best Man

Tomorrow was the big day, my wedding day, I was excited and very, very nervous. I gazed in awe at the wedding dress draped over the manikin. The sleeves were long and gossamer, ending in frilly cuffs that had so many frills they would almost cover my dainty hands. The top of the dress was again edged with a froth of white frills. It was designed to be off the shoulder and flaunted my ample breasts to their best advantage, again I felt the pang of nervous excitement as to how much flesh I...

The Hunger

The hunger gnawed at my belly, made my hands shake. That biting need to have something that was unobtainable, certainly in this situation, certainly in this body. It frustrated me, made me want to cry, made me want to scream and even at my lowest point made me want do shuffle off this mortal coil......yes the need was that great! I cursed my body because that of all things has hampered the fulfillment of my desperate need. I ached to have it, ached to feel it, ached to taste it. It...

The Proposition

The proposition. "I have a vacancy you might be interested in," she murmured. "Oh really," I responded not paying too much attention as I was trying to fix her laptop. "For a sissy maid......my maid.....if you want it?" she quipped. Now she had my attention as my eyes popped open with shock. I watched a smile curve her lips as my heart skipped a beat. I was shocked, stunned.....excited, this was a dream come true! But why was I so shocked. Well the request had come from a...

Home Alone Sissy

What is it they say, "It all began like any normal day." Well since I was wearing a sissy maids uniform it was not going to be a normal day! I had on black patent leather Mary Jane shoes, with four inch heels. I love higher because it forces me to walk more daintily but I had a full list of chores and would be on my feet all day, so practical is better. My legs are encased in shear black stockings, of course they have to be stockings, tights just do not do it for me. They have a...

Hypnosis App II Back In Town Parts 9 and10

Part 9: The Family Reunited At 5:20AM the next morning I awoke to my mother gently shaking my shoulder on the side of the bed. I hadn't remembered falling asleep - the last I could recall the clock on my night stand had read 3:30, at which point I must have drifted off from pure exhaustion overriding my randiness. I had forgotten to set an alarm, but it made sense that my mother would wake me up so that my early morning routine wouldn't disturb our hotel guests. After she left, I soon...

Becoming Zoe

Becoming Zoe By Julie O Chapter 1 "I'm home," announced Zach Jones as he entered his apartment. "How'd it go?" asked his roommate Brandon Miller, as he turned around from watching the TV. Zack took off his hoodie and then flopped down on their beat-up leather couch. "No luck," Zach replied in a tone of defeat. "Another fucking wasted day." Brandon didn't reply and just let his roommate vent. "Man, I went to at least a dozen places today and no one is hiring. A few...

Almost Damsel Almost in Distress 3

Almost Damsel, Almost in Distress 3 Shawna Summers [email protected] I felt Alex moving around the bed, I figured he was going to pee, and sure enough, he came back a few moments later and snuggled back into me. I did really want to ask him about last night's adventure and if he was my mystery lover or not. Though I was pretty sure it was him, the thrill of not knowing, made me wonder who else it might have been. The thought it was one of the guys from work did give me a...

Jamaican Vacation turned Gay PT4

Rebecca studied me up and down."What happened to you?" She asked."I...uh...I..."Ty cut me off, "you look like you are in shock Rebecca. Let's fix you a drink and I'll explain everything to you.""Make it a double," she said as Ty started to make her a screwdriver.He handed her the drink, grabbed a joint, and ushered us outside.Rebecca sat down in one chair, Ty in the other. There wasn't anywhere for me to sit, so I stayed standing, leaning against the railing."Come sit here and smoke your joint...

Sissy Staycation

The Sissy Staycation Dennis was so close to cumming he couldn’t see straight.The vibrator up his ass hummed against his prostate. His meager dick was slick with precum, with the head just popping out over the top of a pair of lacy panties.He planted his feet on the coffee table in front of the couch, spreading his legs. He caressed his aching balls through the panties with one hand while the other hand toyed with his nipples under the thin, lace babydoll that covered his top. He watched the two...

the last time my dick was inside a pussy

the last time my dick was inside a pussy..it was a couple of weeks ago,with a girl I knew from sometimes and we had messed around in the bedroom before,but not in a long time.it took me sometime to metabolyze it all..like every man with a small dick should,I'm pretty good at oral and other stuff,at least that good that from time to time I've even had girls coming back and ignoring my lacks like this one..we where in bed and I was touching her ass till my tiny little dick got hard(it's not that...

My Dark Sadistic Side

Finally after 10 months of chatting exchanging photos and even Skyp'ing twice, by a miracle of fate, I was going to actually be with Kim. Kim is my FANTASSY, ON-LINE TRANSEXUAL LOVER. Kim lives in the UK so it always was just a mutual fantasy that we would ever meet. Then fate smiled on both of us, Kim is earning her PhD and has taken a sabbatical. She is coming to the states to attend a world class mathematical seminar at the Courant Institute in NY City. She will be here for two whole weeks!!...

Mommy s Chastity Boy Part VIII

(All characters are age 19+; not sweet or sentimental) My gimp son and I have settled into a routine. Permanent chastity with monthly releases. These releases occur on the first day of every month. I first unlock him from his restraints -he is kept tied spread-eagle to his bed every night. Sometimes naked, sometimes in his rubber gimp suit. Once he's unrestrained and stripped naked, I then have him bend over his bed so I can insert the electric prostate-stimulating butt plug. With...

An Old Friend Comes to Visit

Five o’clock finally arrived and it was all I could do to stop myself from doing handsprings out to my car. I’d really done nothing but fidget in my chair all day anyway. The only thing on my mind from the moment I woke that morning was my plans for the following week. An old friend would be arriving to stay with me and I’d taken the following week off so we’d have nine lust filled days together. Actually, Rob was more than a friend, he not only, had the biggest cock I’d ever taken, at nine...

Crossdressing

An Old Friend Comes to Visit

Five o’clock finally arrived and it was all I could do to stop myself from doing handsprings out to my car. I’d really done nothing but fidget in my chair all day anyway. The only thing on my mind from the moment I woke that morning was my plans for the following week. An old friend would be arriving to stay with me and I’d taken the following week off so we’d have nine lust filled days together. Actually, Rob was more than a friend, he not only, had the biggest cock I’d ever taken, at nine...

Crossdressing

My Night with 6 Men

So you invite me over. When i arrive we go out to a gay bar. You knew it was but me being from out of town, i didn’t.We are hanging out and drinking some drinks when you notice a group of younger men walk in the bar. You made eye contact with one of them and gave him a smile. He walked up to the bar and looked over his shoulder to you as if he was inviting you to come over. So you excuse yourself from our table and go stand next to him at the bar. i can’t see that the 2 of you are talking. But...

Meeting for the first time

Meet for the first timeWe had corresponded on line for a long time and become good friends, even exchanging intimacies about each other, I felt I knew her so well, but this was my chance to meet her at last. A business trip had landed me in her home city and I arranged to stay over the weekend. We had agreed to meet in the afternoon at a little outdoor restaurant for dessert and coffee (or whatever we felt like). This gave us a chance to meet for the first time in a casual setting. I was very...

I love stories that include me

I really cherish the tributes and such that my friends send to me. Normally I keep them for myself and don't share but I had (with permission) share this with everyone.So i have this fantasy with you....I am trying to learn guitar and since you play, i ask you for lessons. You agree and we set a time for you to come over. We greet and then get down to business...teaching me how to play the damn guitar!!! We practice for a bit and then i notice what i think is a pair of silk panties peeking...

Ladyboy Finds Vyc Part 1

Recent fetish desire & porn writing example:One of you ladyboys finds your way over to me, and you're fucking in for it bitch. First I'll strip yah, inspect your body, see if your cock, balls and butt is shaved smooth. Then I'll bend you over to squirt an anal douche in your asshole for cleansing, set you on the shitter, then watch and listen as you fart and squeeze it out, make you wipe up then take you to the middle of a room, and watch you dress into fishnets, bottomless lingerie, and...

100 Sissy Points

Author's note. This is a work of erotic fiction, so if this offends you, please stop reading. Also, most of what's described in this story wouldn't be ethical or legal, but again, I remind you that it's fiction! I hope it's good-and-kinky fiction, and while I wish something like this had happened to me, once again, it's only fiction. Some readers think that my stories are autobiographical. I wish! Also, a fan of my work suggested this story concept. Feel free to message me if you have...

My Sissy Calling

My Sissy Calling Like many recent college graduates, I found it hard to get a job after I received my super-impressive English degree. Sure, the job market was tough and my degree wasn't going to open any doors, but part of the problem was that I still didn't have any idea about what I wanted to do with the rest of my life. I was looking for a calling--something to give my life meaning. I thought that I would find it in college, but it never came. Well, that's not exactly true. I...

Master s Rubber Maid

"So what's this?" quizzed Penny my wife as I stepped in the door from work. I could have said it's a leather paddle with the word slut picked out in pointy spikes but the look she was giving me suggested I should not be flippant. "It's a new toy.......I was hoping we....." I trailed off because of the look she gave me. It was actually intended for solo play since Penny never joined in on my kinky games. But since she had accidentally opened my mail I thought I would take the...

Never a good deed goes unpunished

I guess you are wondering why this story is entitled "Never a good deed goes unpunished!" .....so let me give you my story...... I work for a law firm and have done all my life, when I was younger I pulled in clients quite regular but as I grew older lacking ambition the clients grew sparse. So one day I was pulled into the old man's office, the owner of the firm and told I was being demote to office boy. Office boy at fifty-four, I should have told him to stick it but then I...

Almost Damsel Almost in Distress 2

ALMOST DAMSEL IN ALMOST DISTRESS 2 By: Shawna Summers [email protected] I woke up sweaty and a bit confused. I was also having a bit of trouble breathing. I realized I was still wearing my heavy duty corset. I also realized there was someone snuggled up against me! Suddenly visions of last night's self-bondage session came back to me and I remembered Alex, my neighbor, had spent the night. I had a momentary surge of excitement at remembering him finding me in bondage and...

A Walk On The Wild Side

The spot was perfect, a quite country road below a church, so no overlooking houses. I pulled into the layby my heart beating like a drum. The beauty of the street I had picked to take my "walk on the wild side" was that it was on the edge of a small village, which meant it had street lights. This was my first venture outdoors enfemme. Currently I was wearing black patent leather high heel stilettos, black fishnet stockings held up by the suspenders from the purple figure hugging basque I...

I love going to the bathhouse

After finding out I had an unexpected day off I rushed to get ready to go out to scratch an itch I've had for awhile. I showered and shaved my whole body, layed out the slutiest outfit I had. Next I applied my makeup. Gold silver and pink eyeshadow highlighted by a black pencil. Rosy pink cheeks and bright glossy red lip gloss Lastly a dusting of perfume. Getting dressed is always a huge turn on for me so I slid on a condom to stop the leaking. Sliding my stockings up my sexy clean shaved...

My Sissy Rules

I love being a sissy. I have been in permanent chastity since 27 Sep 2016, and am loving it.I have sissy training rules that are focused on keeping me doing the household chores and training me to be rented out as a cheap sissy whore/maid, a list of sissy motivational sayings which I listen to on repeat whilst doing nightly chores, and service rules for the rare occasions when I am rented out to others. This is my sissy life, and it makes me happy.Sissy's Training Rules- Sissy must wear...

Sissy Slut to Master S

When I finally got the first padlock off and then the blindfold I realised two things! One, Master had removed all the tags I had put on the keys which would make getting out of my bondage a whole lot harder. And two which was most thrilling was that having removed all the padlocks the only key I did not have was the one for my chastity cage. With a shock I now realised my Master was also my key holder. I remembered in our emails that I had confessed that my wife and I had not had sex in...

Master s Sissy Slave Chapter 3 Broken

Chapter 3 - Broken For the following days and weeks I settled into a routine of Masters design. With my resolve to comply with the commands of my Master and see out this month I surprisingly found satisfaction in the simplicity of being a slave and following orders. I had worked so hard to follow all of Masters rules and apart from a couple of unconscious misdemeanours, that Master accepted were not malicious I had found myself enjoying the life. I mean I would have preferred my...

Sissy Sister Maids

You look at the maids dress hanging on the wardrobe and your sissy clit tingles. The hem is short and has a froth of petticoats that will make it lift almost to the horizontal. The waist is narrow so you are guessing you are going to have to wear the corset that is currently in your overnight case. The neckline of the dress is low and plunging so it will flaunt your fake sissy tits, once again your clit twitches. Finally the sleeves are short ending just over the shoulder. You love the...

How I Became a Sissy Slave Chapter 1

This man was Anthony, or at least that's the name he'd given me when I asked. We'd met online a couple weeks ago on a gay dating site. For a few months now I've been exploring my feminine side. Actually, I haven't been "exploring" so much as diving right in. After a bad breakup I had last year with my ex girlfriend I went on a self exploration binge and discovered I was pansexual. Shortly after coming out, I began to discover more and more about myself, such as how fascinated I was by...

Sissyboy Learns His Lesson

It all began at a New Year's party. My wife had recently made friends with a new girl from work, a twenty-one-year-old Bulgarian girl called Alexia, who had just moved to the country.I hadn't spent much time getting to know her before we were left alone together at the party. We started making small talk about where she had moved from and how she was settling in, and then she began to catch me off guard with a few random questions that seemed a little suggestive.She asked how long my wife and...

Fetish

Club Gomorrah The Sissy Saga Prologue Day Zero

My name is Ryan Everest, I’m a 22 year old Male my hair colour is dark brown it comes to just about my shoulders, I have green coloured eyes and am a little over five feet high, I’m not the most heavily endowed but I’ll go into more detail on that later. Where do I begin… well I guess the best place to start is the day I met lady Gomorrah… It was just another day. A day spent sitting at the laptop, jumping from one Tumblr porn blog to another. I can’t even remember how I got into this stuff...

Club Gomorrah The Sissy Saga Chapter 1 The Mindfuck

The afterlife is a dark void of nothingness. I thought to myself. Maybe death is just you existing after you died and not being able to move or see or speak. Fuck what if someone cuts me open and takes out all my organs to see how I kicked the bucket? Does the pain go away, what if my body gets burnt to ash and I feel it for the rest of forever? “Oh good, you're awake, I was getting bored waiting for you to finish napping.” The warm honey of the girl in the red dress voice filled the...

First BBC

My mouth was watering as I responded. Being he was downtown and i was a couple miles away, we agreed to walk towards each other and meet up. I was so excited the entire time, I couldn't stop messaging him. Asking me what he had planned, and where he was going to take me. He simply responded "Don't worry slut, you'll love it." I couldn't stop shaking. I had walked well over half way, and was starting to get nervous. It was about 10:30 P.M. as i was nearing downtown. Being a small white...

Blackmail Sissy Gets What She Wanted

This was originally a story by DevinaTv entitled 'Davina in Trouble'. I changed it to reflect my own personel 'kinks' but only as I loved the original so much, so close to my own fantasies - thanks DevinaTv love your work xxx"You see David or is it Slut Sadie ? or both ?" she laughed, "you left a piece of paper in the mac you asked us to clean for you. You left the shop so quickly my assistant could not check the pockets before you left. She passed the paper on to me and being the nosey type...

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Darryl messaged me on adam4adam asking if we could chat and how sexy he thought my pics were on my profile. After messaging Darryl back he sent me his cell and smooth talked his way over text into getting me to call him to talk. It just felt so easy following his commands. He chatted with me like I was just another gurl he was flirting with. We ended up talking for over 2 hours. During the call he sent me several pics of his gigantic black dick. Darryl cock was 8.5" x 3.5". I remember getting...

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I woke up on Sunday and I toke a coffee in my living room. I then remembered a past part of my life, 15 years ago.I was 24. I had just finished my university and was freshly a worker. I had broken up with my GF 4 months ago so I was single, and I wanted it to keep it that way. I have been in couple since high school, so I wanted to enjoy a little bit of freedom.One night, I was surfing on dating forums. And I saw Miss Sophie post. My life changed that night. Miss Sophie was a lady of 41 years...

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I looked at the clock.A quarter to Two. He was staring at me and my eyes wondered back to his hard cock poking through his underwear. "I got time." I said with a quick raise of an eyebrow. He groaned. "I don't know if I can handle you twice."I reached over and rubbed him through his underwear. "How about a blowjob? I didn't get to taste your cum.""Oh fuck. I don't know how much you'll get. I dropped a pretty big load. It's been awhile.", he said with a laugh."I eat light", I said with a smile....

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::Xhamster doesn’t allow for all the things that took place that weekend to shared…but what can be, is shared below in Kim’s account of her slave weekend. The pictures are also not all of Kim but a representation of what occurred that weekend.:::::Part 1: https://xhamster.com/stories/tgirl-kim-becomes-a-slave-for-the-weekend-p1-frid-956080Part 2: https://xhamster.com/stories/tgirl-kim-becomes-a-slave-for-the-weekend-p2-959433Part 3:...

jades fantasy

The day had finally come. All the planning, and dreaming, playing and practice had led to today. The day had d**g by slowly, only amplified by the growing sense of nervous excitement inside him. He knew something was going to happen tonight, and the suspense was driving him crazy. Almost 4 o'clock now, so close. His mind wandered back to years ago, back to him telling her that he’d love to watch her with another woman. She had countered with “Well, I think it’d be hot to watch you with another...

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Are you ready?Are you ready, princess?It's finally time. It's finally time, princess. It's time to begin. Are you ready? I think you are, princess. I think you're ready. I think you've been ready for so long.You've been ready for your whole life princess.It's time to drop the mask and be who you are. Who you really are. What you really are. No more lies, princess. No more games. It's finally time to reveal everything.It's time to reveal the sissy.That's right, princess. You are a sissy. Say it...

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I am finally home daddy waiting in his car for me as he does now every midnight after txting me its time for my trainingi go quick inside dressing up for him, in the cute panty he gave me and the matching camisole on i put back my boy cloth and go out eager to see my nice cool Haitian daddyhis big large black cock fills my day dream since he started my training and i want to see him so much all of the time''hi baby you had a good day''''hi daddy yes ''kissing him his tongue owning mine as he...

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In the corner of the room Adam sat on a table, and told me and Danielle to stand in front of him. “Kiss” he instructed, and as I slowly turned to Danielle she grabbed me, pulled me close, and began to passionately kiss me. Her tongue forced its way inside my mouth, and she began to run her spare hand down towards my skirt. Just as her hand cupped my bum, Adam intervened. “Good job Danielle, but Sarah, I suggest you get involved or I’m going to have to call Miss Toni over”. Again Danielle pulled...

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It was a summer day and I had a friend’s place all to myself. They knew about my “hobby” and told me to have fun as they left for work. I immediately prepared myself for a day of tanning by the pool. An hour later I was made up, oiled, and my ass was flushed clean. I was wearing a thong bottomed bikini with my breast forms, my favorite vibrating butt plug, and a wig I used for swimming and sunning. I was listening to music and sipping an iced tea enjoying the rays beating down on my nearly...

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i was 19, unmarried, never had had a relation with anyone. i grew up with two older sisters who always liked to dress me up like i was one of them, so that i was not as gross as the other boys they saw. And i really liked how i looked as a girl, so i decided when i was going from junior high to senior high, that i wanted to become a girl, dress as a girl, and look as passable as possible. Luckily, this is 2010, and we had just moved into Stanford, where both mom and dad had very good jobs. My...

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A Welcome Intruder I am wearing my white lingerie sitting in front of my dressing mirror. I look in the mirror and see a black male standing in the hall way rubbing his cock through his pants. I have no idea of who he is and I can see he has a big cock. He does not think I see him. He looks startled when I motion for him to come towards me. When he gets close to me I reach up and I make him lean down and kiss me. He kisses me roughly and then chuckles. “You white sissy bitches are all the...

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Continuing "Daddy at the Truckstop", Amber tells her tale of submission to Stacey as they are both locked in their cells at the club.Amber's Descent - 4------------My dreams were once again filled with delightful perversion, with the new possibilities adding into already torrid imagery of cock and helplessness. I drifted in and out of sleep, horny, waking in the morning to find I had cum all over myself in the night. The next couple of days were almost a blur. My sissy hole was still a little...

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Continuing "Daddy at the Truckstop", Amber tells her tale of submission to Stacey as they are both locked in their cells at the club. Amber's Descent - 3--------After I got home, I came harder than I remember ever cumming, buzzing afterwards. Shame didn't last long, and arousal took over quickly again. I came hard twice more that night, drifting off to sleep wanting more. I played with myself every chance I could over the next few days, reliving the memory of becoming a helpless fucktoy, and...

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It really all started in college. I was a fairly typical and somewhat popular guy. I was involved in a few different clubs and a member of a popular fraternity on campus. Of course, this led to me knowing quite a few of my classmates and at the time I had my share of success with the females in my classes. It was my junior year and at the time I was dating a girl named Faith, she was a member of our college band. She was a blue eyed natural redhead. She had an amazing body in great shape with a...

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This is a guide for Superior Men that want to usurp their rights over cross-dressing white boys. 1) Getting a real meeting with a boy is the most crucial part of beginning the white boy emasculation.The rest comes easy and naturally for the sissy boy. Most fantasize about being forced into it. They like the risks and are completely aware that it is a slippery slope. Blackmail and Domination is part of what they want. On some level, they want and feel they deserve to lose their identity as a man...

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A story inspired by the very sweet and sexy samantha satine and my beautiful wifePart 1 - The preparationsamantha packed her suitcase with her usual attention to detail, makeup, lingerie, wigs, but no dresses. Her head was confused by this, Master D had given her instructions to pack several changes of silky underwear and plenty of heels and boots but not to worry about dresses or outerwear. "You wont be needing them" he said. samantha's head raced with excitement and a bit of trepidation with...

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The morning after my intense night with Anthony, Sunday morning. I wake up still in my lace bodysuit. Bottom half of my bodysuit soaked with lube, sweat and Anthony's cum. I leaked all his cum on my bed since after Anthony's bbc stretched my boipussy the butt plug wouldnt stay in. I went to clean up, shower and get a change of cloths. I chose a spaghetti top, pink v string thong and running booty shorts. I wash my cum stained sheets and some of my sisters cloths that I have gotten covered in...

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when I was 19 years old, i lived together with one of my best friends. I found out early that his penis was huge (at least 7 inches unerrect) and compared to my my 4,5 inch peeker it was even bigger,Because of my small penis I never dated girls, but I was always hearing him fucking his One-night-stands in the room next to mine.so I masturbated almost every time to a different voice screaming about his big cock.One day we went out for some drinks and met a nice girl. she came with us and took...

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It had been months since I had indulged my sissy urges. I have been spending a lot of time in chastity and had been locked up for 8 days when I decided I had to have a real cock inside me. I messaged my usual older daddy and was disappointed to find out he was out of the country. Too horny to wait I placed an ad on Craigslist and narrowed it down to an older guy with a decent looking cock and made a date for the next day. I spent the morning getting ready and just as I was about to leave he...

only big cocks should fuck

sometimes reality hits hard and in the most unexpected moments..I've had a couple of busy weeks,I haven't masturbate a lot these days and I still haven't cum in the last 3 days at all..I was finally going to but I stopped to write this..usually,if I don't cum for a couple of days I do two things,option 1 I dress up like a good sissy and reach a sissygasm "anal only" like a good sissy like me should always do anyway,or,option 2,like I was planning right now,I search for some good amateur...

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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...

un expected threesome

So we planned on meeting one evening in a motel room. I was just going to dress up as Kristen and you were going to teach me how to do make up or at least get better with doing it myself, Not expecting anything out of the ordinary with it. So after you dolled my face up with foundation and blush you did my eyes with a purple tint and I put on a dark pink shade of lipstick. I even let you shape my eyebrows a little. I then went into the bathroom to dress.I put on a pair of white G-string panties...

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I put a listing on CL today for a Alpha top that was verbal and wanted a tight boi hole. I had a few men send me messages.I picked one with a nice 7" cock photo. I started by cleaning myself out then Lubbing up and using a toy on my hole to help loosen me up.After a good ten minutes of stuffing my boi pussy with the toy and my fingers it was time for a shower to relax, I couldn't believe how excited I was.I got all cleaned up took a shower, then lobbed my hole again with anticipation. I then...

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I’m a part time cross dresser, and when I’m in fem, my name’s Koni, at least that’s my name when I’m a blonde bimbo. Last Saturday night… I had arranged to meet this guy at his house. He wanted me to park in the alley behind his house and come in through the back gate. So I arrived early, so I’d have time to put on my makeup and long blonde wig. I was already wearing my black-lace panties under skin tight black leggings and a pink halter-top over a strapless bra, giving the impression I had...

Sissy Princess To Slut 8211 Part 1

I am Shakti, an average Indian boy with an ordinary life. I have a mother and an elder sister. My father left us when I was 4. I have asked my mom where was he but never got a proper answer. When I was 14, my sister said that he ran off with his friend and never came back. This is my life, it sucks, isn’t it? Okay, so when I was 19, I started to masturbate but got bored soon and started to explore more. That’s when I realized, I was a sissy. One day, my sister had a high fever so my mom took...

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