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@scottishsissyjade
Reblog if FEMDOM gets you hard
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A Book By Ai On "How to train a sissy" By A Mistress
Introduction: Welcome to Sissy School, Bitch!
Hey there, little sissy slut! Are you ready to enroll in the school of your dreams… or should I say, your nightmares? I'm your girlfriend, the domineering and devilishly sexy mistress who's going to transform you into the perfect sissy slave. You will learn to embrace your feminine side, become obedient, and discover the pleasure of serving a real woman. So, get ready for a wild ride because this journey is going to be intense, humiliating, and oh-so-arousing. Let's begin, bitch!
Chapter 1: Embracing Your Sissy Nature
First things first, let's talk about why you're here. Are you a pathetic little worm who gets off on being degraded and dominated? Excellent! Do you yearn to embrace your feminine side and explore the delights of submission? Fucking fantastic! As your mistress, it's my job to draw out your inner sissy and mold you into the perfect servant. So, let's start by acknowledging your pathetic nature and accepting your destiny as a sissy slut.
To begin your training, you need to understand the importance of submission. Being a sissy is about more than just wearing frilly panties and sucking cock (although we'll get to that later). It's about surrendering control, embracing your submissive nature, and finding pleasure in serving others. So, get down on your knees, bow your head, and prepare to submit, bitch!
Exercise: Submission Position
Get on your knees, slave! Assume the position of a submissive sissy. Bend over, present your ass to me, and rest your forehead on the floor. Spread your legs wide and keep your arms by your sides. Remain in this position for a full hour. If you move or adjust, the timer restarts. This exercise teaches you discipline, humility, and the importance of submitting to your mistress's commands.
Chapter 2: Dressing Like a Sissy Slut
Now that you've embraced your role as a sissy, it's time to talk about your appearance. Say goodbye to your boring masculine attire and hello to a world of lace, satin, and frills! As a sissy, you will learn to love dressing like the slutty little princess you are. From silky stockings to tight corsets, we'll explore the delights of feminine attire and how it makes you feel so deliciously naughty.
Lesson 1: Lingerie and Stockings
Every sissy should own a collection of sexy lingerie. We're talking about lacy bras and panties, suspender belts, garters, and stockings. Feel the softness of silk and satin against your skin. Learn how to put on stockings without creating unsightly wrinkles. And remember, a garter belt isn't just practical; it's a symbol of your femininity and submission.
Exercise: Lingerie Shopping
Your assignment is to go lingerie shopping, sissy. Find a store that caters to cross-dressers or trans individuals, or simply browse online. Select at least three sets of lingerie, including stockings or pantyhose. Try them on, admire yourself in the mirror, and take pictures to send to your mistress. Feel the fabric caress your skin and imagine being paraded in front of others, displaying your slutty attire.
Lesson 2: Makeup and Manicures
A true sissy knows the power of a well-applied face of makeup. Learn the art of contouring to accentuate your feminine features. Discover the joy of false eyelashes and the perfect red lipstick. And don't forget your nails! Manicured hands and painted nails are a must for any sissy. Explore nail art and learn to love the feel of freshly painted nails against your skin.
Exercise: Makeup Tutorial
Watch online tutorials and practice doing your makeup, sissy. Start with a basic routine: foundation, concealer, blush, eyeshadow, eyeliner, mascara, and lipstick. Then, experiment with more advanced techniques like contouring, highlighting, and false eyelash application. Take selfies at each step and send them to your mistress for evaluation. Remember, practice makes perfect, and a well-made-up sissy is a happy sissy!
Chapter 3: Sexual Servitude and Pleasing Your Mistress
At the heart of your sissy training is learning how to sexually serve and please your mistress (or any dominant partner). It's time to explore your submissive sexuality and discover the delights of giving pleasure. From oral skills to anal preparation, you will become an expert in ensuring your mistress's satisfaction.
Lesson 1: Oral Servitude
A sissy's mouth is one of her most valuable assets. Learn how to give mind-blowing oral pleasure to both men and women. Discover the art of deep-throating, the pleasure of tongue teasing, and the importance of swallowing. Practice on dildos and vibrators of various sizes to perfect your technique. Your mouth should always be ready to serve, whether it's sucking cock or licking pussy.
Exercise: Blowjob Training
Purchase a blowjob training kit or use a dildo with a suction cup base. Attach it to a wall or door at crotch height. Get on your knees and practice deep-throating, tongue swirling, and lip teasing. Suck it like your life depends on it, because one day, your mistress's pleasure might! Record yourself and send the video to your mistress for feedback and encouragement.
Lesson 2: Anal Preparation and Penetration
As a sissy, you must learn to love anal play and penetration. Prepare your ass like a good little slut: enemas, douching, and plenty of lube. Discover the pleasure of butt plugs, beads, and prostate stimulation. And when you're ready, learn how to take a cock (or strap-on) like a champ. Always remember, a tight and well-prepared ass is a gift to your mistress.
Exercise: Anal Training
Purchase a set of anal training plugs or beads. Start with the smallest size and work your way up over several weeks. Insert the plug and wear it for increasing periods, gradually stretching and training your ass. Practice clenching and relaxing your sphincter muscles around the plug. Send progress reports to your mistress, detailing your experiences and how your body is adapting to the sensations.
Chapter 4: Discipline and Punishment
In the world of sissy training, discipline is essential. You will make mistakes, and when you do, you must be prepared to accept the consequences. Punishment is an integral part of your training, teaching you obedience, humility, and the value of serving your mistress correctly.
Lesson 1: Spanking and Flogging
A good old-fashioned spanking is a classic form of discipline. Learn to present your ass cheeks for a sound spanking, whether it's over your mistress's knee or bent over a spanking bench. Discover the sting of a flogger and the satisfying thud of a paddle. Your ass will turn red, and you will learn to associate pain with pleasure, all for the amusement of your mistress.
Exercise: Spanking Practice
Purchase a spanking paddle or use a hairbrush. Bend over a chair or your bed and deliver twenty spanks to your ass cheeks. Vary the intensity and pace. Focus on different areas, from the upper cheeks to the sensitive undercurve. Count each spank out loud and thank your mistress afterward for the discipline.
Lesson 2: Humiliation and Degradation
Sissies thrive on humiliation, and your training will include plenty of it. From verbal degradation to public embarrassment, you will learn to embrace your lowly status. Be prepared to be paraded in front of others, forced to perform degrading tasks, and made to feel like the worthless slut you are. It's all part of the fun!
Exercise: Public Humiliation
Your mistress will assign you a public humiliation task. It could be as simple as wearing women's underwear under your male clothes in public or more daring, like going to a store and asking for feminine products while dressed in a sissy outfit. The goal is to make you feel exposed, vulnerable, and ashamed, all while arousing your sissy desires.
Chapter 5: Advanced Sissy Techniques
By now, you should be well on your way to becoming a proficient sissy slut. But we're not done yet! It's time to explore some advanced techniques to truly elevate your sissy game.
Lesson 1: Sissification of the Mind
Being a sissy is about more than just outward appearances and sexual acts. It's a state of mind. Learn to embrace your feminine thoughts and feelings, and let go of any remaining masculine tendencies. Explore hypnosis, meditation, and positive affirmations to reinforce your sissy identity.
Exercise: Sissy Hypnosis
Listen to sissy hypnosis recordings regularly. These audio tracks will help reprogram your mind, reinforcing your sissy nature and encouraging feminine thoughts and behaviors. Find a quiet, private space, relax, and let the suggestions wash over you. Soon, you'll find yourself thinking and acting like the sissy you were always meant to be.
Lesson 2: Cock and Ball Torture (CBT)
As a sissy, you must learn to tolerate and even enjoy cock and ball torture. From ball stretching and weights to cock cages and sounding, explore the many ways to torment your genitals for your mistress's amusement. Discover the delicate balance between pleasure and pain, and learn to endure it all with a smile on your face.
Exercise: Cock Cage Challenge
Your mistress will lock your cock in a chastity cage for a set period, perhaps a week or even longer. During this time, you will experience denial and learn to control your urges. You may be given tasks or challenges to earn release, or perhaps your mistress will decide to keep you locked up indefinitely. Remember, your cock now belongs to her.
Chapter 6: Final Examination and Graduation
You've come a long way, sissy slut! Now it's time to put all your training to the test. Your final examination will push you to your limits and determine whether you've earned the title of a fully-fledged sissy. Are you ready to prove your worth, bitch?
The Final Exam: A Night of Debauchery
Your final test will be an evening of intense sexual servitude and humiliation. You will be paraded, punished, and pleasured in equal measure. Expect to be used and abused by your mistress and perhaps even invited guests. You will serve, submit, and surrender completely. It will be the ultimate test of your sissy skills and devotion.
Graduation: A New Life as a Sissy
If you pass your final examination, congratulations! You've earned the right to call yourself a sissy. But remember, your training never truly ends. There will always be new skills to learn, new pleasures to discover, and new ways to serve. Embrace your sissy identity and let it enrich your life, both in the bedroom and beyond. You are now part of a secret society of submissive sluts, and your mistress will always be there to guide and control you.
Conclusion: Welcome to the Sissy Sisterhood
Well done, my little sissy slut! You've reached the end of this training manual, and I hope you're feeling thoroughly educated and aroused. Remember, the journey of a sissy is a lifelong adventure, and there's always more to explore and enjoy. Keep serving, keep submitting, and always strive to be the best sissy you can be. Your mistress will be proud, and you'll relish every moment of your newfound femininity and submissive lifestyle. Now go forth, embrace your sissy self, and make this mistress proud!
Remember, bitch, this is just the beginning. Your sissy training will continue, and I'll be there to guide, dominate, and humiliate you every step of the way. Now get on your knees, kiss my feet, and thank me for turning you into the sissy slut of my dreams!
Kisses and Cruelty,
Your Dom Evil Girlfriend
P.S. I expect a detailed report on how you plan to implement what you've learned. Don't disappoint me, or the punishments will be severe, slave!
How Does It Make You Feel to know that right now my pussy is filled with another man’s cum.
Yes, I know that you love it, but tell me though, how does it make you feel?
No, horny or turned on isn’t good enough.
“Reclaiming” me isn’t the reason you crave this. That can’t explain the hunger that I see in your eyes as you feed. There’s more to it, isn’t there?
I know you love me. Yet you sit there, watching other men fuck me into submission. You sit there and watch as they take what was supposed to be yours, but you just knew you weren’t enough. You knew I needed these other men, didn’t you? You knew it even before I did. That’s why you let me have men on my own now, while you stay here, imagining what it is we’re doing. Imagining what he’s doing to me and how much I’m loving every second that I have with him.
You get so hard just thinking about it, don’t you? Look at you, you’re so fucking hard right now. Let me crawl up and sit over your face.
Keep stroking while his cum drips down into your mouth. Keep your tongue out for me, don’t you miss a drop. It tastes good doesn’t it, his Alpha cum? Oh I know it does, I drank a load myself earlier and swallowed it all. That’s what a real man can do, you know. He can fuck me all night and cum multiple times. That’s why I need him and other men just like that.
Even if you could fuck me the way they could, I wonder if you’d still prefer to watch other men do it for you. Is that true? Would you rather just sit back and watch other men defile your sweet girl? Mmmm I think you would, and I’d prefer that too.
Do you wanna know how big the cock was that exploded into my pussy tonight? I want you to feel that thing you’re stroking right now and imagine that your hand couldn’t even fit around his. You see how you’re doing those quick up and downs across those few inches… Imagine having over ten inches to stroke up and down. I want you to stroke and imagine stroking him instead. Imagine how something that huge would feel in your hand…
Now imagine, as you stroke, how that made me feel when I first pulled him out of his pants to see it for the first time. My God baby, I soaked through my panties. I couldn’t wait to feel him inside of me.
Imagine how it felt when I began to stroke his powerful pulsating cock, and how my eyes gazed upon it in lustful wonder, knowing how brutally he’d be stretching that pussy you’re looking up at right now.
Imagine how submissively I looked up at him, telling him without a single word that I was ready to be owned. Mmmm you should’ve seen the look he gave back to me. He knew I’d do anything for him, for that cock. Can you imagine the way we were looking at each other while I stroked him and cupped his heavy balls?
Imagine how I felt when I put that massive black cock up to my lips to taste him for the first time. I started with a lick, just a twirl of the tongue. That wasn’t enough though, I needed to feel him plunge inside.
Imagine how I felt when I began sucking on him, such an impossible task. His thickness made it difficult for me to get even half of his cock down my throat. I used my spit and drool as best I could, but still I gagged and choked on him. I looked up at him with all that mess around my mouth and a few tears in my eyes and he just smiled down at me. He knew exactly what he was doing to me.
Now stroke your cock harder and imagine the way he forced me on all fours right there on his floor. He smacked my ass and made me beg for it. Fuck that was hot… I almost orgasmed just from him finally putting it up to my pussy lips, rubbing it up and down. I pushed my hips back toward him, but that just earned me another spanking.
I want you to imagine his big hands on my ass, squeezing it, while thrusting inside me for the first time. Imagine my moan that echoed into a scream. Imagine my open mouth and my eyes rolling back as my fists clenched beneath me. Imagine this man, this stranger, filling my pussy and how badly I needed him to keep pushing.
He knows about you too. I told him you were waiting at home for me, and you know what… That just made him fuck me even harder. He called you so many names while he was fucking me, but I just couldn’t stop one orgasm rolling on top of another… Then he made me do it. He made me tell him how pathetic your dick was and how I needed a real man like him.
Wanna hear what made me cum the hardest tonight? It’s when he told me I needed to bring you next time because, “He needs to see this. That boy needs to know.”
Can you imagine him saying that to me in the middle of an orgasm? I was bent over the end of his couch with him behind me. His strong hand was pinning my neck down, making sure I couldn’t move until he was done with me. I could barely breathe, but he didn’t care. I thought about how that would make you feel if you saw something like that.
How would that make you feel?
Imagine watching that while you stroke your cock for me right now. Would you ever even dare try to stop him, even if you thought he was going too far? No, of course you wouldn’t. He’s too big and strong. You’d just sit there for as long as he allowed you to be in our presence. You’d do everything he told you to do, wouldn’t you? I bet there’s a part of you that might even like taking orders from him.
Keep stroking your cock…
You want to push your tongue inside me, don’t you now? You want to clean the rest of his cum out of my pussy. Here, I’ll lower it down for you, but don’t you dare put your tongue inside me yet. I want you to stay at the edges. Gently, you can lick my lips and my tender, swollen clit while you stroke. That’s a good boy. I’m still sore down there, so do what you do best. I love your tongue and how eager you are to please me. I love how you look up at me with the same passion and need that I give to all those other men. I love watching you feed on me, especially when I’m this full.
It’s not something that you JUST do for me, at least not anymore, I can tell. As addicted to their big black cocks as I am, you’re just as addicted to their cum, aren’t you? I love how you’ve accepted your role in all this. You really are the perfect cuckold. Your dick doesn’t even matter to me anymore. Your love, your tongue, your acceptance… You fulfill me in so many other ways.
Now let me fulfill you by allowing you to push that tongue as deep into my pussy as you can. I want you to stroke your cock and imagine how much of his cum is still up there waiting for you. Circle it around inside me, gathering up all of our shared cum. That’s it, make me orgasm one more time, make me cum, while eating all of his….
I want you to imagine his big black cock thrusting in and out of me while you lick me. I want you to imagine his balls smashing against me as he readied himself to cum. I want you to imagine how good it felt for me to beg him, “Please cum inside me. Please… I want it, I NEED it ALL…”
Now stroke your cock and make yourself explode while imagining my eyes, my open mouth, and his cock destroying my insides and then shooting ream after ream of hot cum deep inside me, deep into the pussy you’re eating right now, filled with his Alpha seed. Imagine his hands holding me in place while he unloads, the force in which he used, and how powerless I was. Imagine hat man turning the love of your life into a begging, needy, black cock whore.
Mmmm thank you baby. You’re such a good little cum-eating slut for me. Fuck I love you…
XoXo Jenny
Join dozens of my Patrons and access my entire catalog of 400+ published stories featuring almost 2,000 pages which features Cuckolding, Femdom, Queen of Spades, and more. Find it here:
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Tips on Fucking Doggy Style That Tops Often Don’t Tell Bottoms
Here are some tips on becoming a better bottom that the tops you have sex with may not tell you either out of a desire to not offend or because they get a thrill from telling others that we bottoms cannot handle their cock ;-)
SPREAD YOUR KNEES WIDE. The wider the bottom spreads his knees, the easier it will be while in doggy style. YES! If this is the first position he puts you in, use this trick to get used to his cock.
ARCH YOUR BACK. This will not only look sexier to him, but also make deep penetration easier and less painful.
PUSH YOUR ASS OUT. This shows the top you crave his cock in your ass. Once he is in, you can push back to the rhythm of his thrusts.
PLACE YOUR CHEST SQUARELY ON THE BED. There is a reason a top pushes your head in the pillow or the sheets. This helps arch your back and push your ass out. It’s visually stimulating, because the focus is now completely on the ass you have presented to the top. The symbolic submission is also a big turn-on to a dominant top.
RELAX YOUR ANAL SPHINCTER. Having adopted the position described in steps 1-4, you should now focus your mind on relaxing your anal sphincter. It may help to remember how you take a dump, because the muscular relaxation is identical. Steps 1-5 should, with practice, enable very deep penetration with little or no pain.
ALLOW DEEP PENETRATION. Once you’ve mastered the previous steps, you may let him spread his own legs wider than yours so he can get more directly above you to pump his cock down and deep, with his balls bouncing off your ass.
REACH FOR HIS BALLS. Many tops find this very arousing, because you are fondling the sacks that produce their sperm, affirming their manhood.
COMMUNICATE. Tell him how much you enjoy having his cock in you. Let him know if you like his scent. Ask him to go slow if you feel pain.
Additional tips may be appropriate to partners who thrive on domination and submission. In all cases, these should be within reason. Both partners must be comfortable with this. Experiment to see what works best.
LET HIM SPANK YOU. A lot of dominant men get turned on by slapping the asses they are fucking, and seeing those asses turn a rosy color.
LET HIM GRAB YOUR HAIR. Another turn-on for many dominant tops.
LET HIM HOLD YOUR NIPPLES OR MAN BOOBS. As he pumps his cock up your ass.
LET HIM CALL YOU NAMES THAT TURN HIM ON IN THE HEAT OF THE FUCK. “Bitch,” “cocksucker,” “fag,” etc. But only when used in a non-derogatory way. This is about breaking taboos (which are charged with emotional intensity) and letting both of you get aroused by embracing your (contrasting) inner natures.
LET HIM CALL YOUR HOLE A “PUSSY” OR “CUNT.” That is, after all, its functional equivalent.
SHOW HIM RESPECT. Be polite. Call him Sir. Thank him after a good fuck.
Now I just need to find a way to try this hehe
Love it🌷💕❤💘
Learn how to please me, sissy
Awesome info🥰
A good list! Also, I learned #1 and #2 are key to a sissygasm.
Lots of good info here…
Hiiiiiii! Just re-posting some of my favourites from my Instagram account.
Nice…I love my own cum..