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Home Fetish Becoming a Sissy Slut is Easier With These 10 Sexy Playthings!
10 Black sissy sex toys to turn you into a BBC slut
9 Discreet chastity cages for day-to-day public sissy life
8 A cheap fucking machine is great sissy training equipment
7 Becoming a sissy whore with a penis gag
6 Hypno toys to turn sissy boys into cum-addicted cockwhores
5 The right butt plug will make you all about the sissy life
4 Fall in love with hot sissy accessories like remote control sex toys
3 Becoming a sissy has never been easier with the right O Ring
2 Become a sissy with the right hairstyle
1 Sissy feet accessories for high heel training
A self-confessed sex addict, Catherine started Whoreuro magazine to connect with like-minded people, share her sexual journeys, and provide an insight into the sleazy side of Europe and beyond. Originally from Northern Ireland, she adores writing, travelling, great food, and sexual exploration.
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I spend probably half of my adult life dressing like a whore and doing slutty things. Because of this, I’m often contacted by sissies from around the world seeking guidance on becoming a sissy slut. I’m only too keen to help them on their journey.
I adore the kink of sissification and love few things more than turning a man into a subservient sissy whore with a cock addiction. But the realm of sissification is huge and can often be daunting for beginners.
That’s why, in this article, I decided to detail what I consider at 10 essentials every slut needs when becoming a sissy. Inexpensive, easy to get, they are guaranteed to revolutionize your sissy transformation. I’m talking about the following type of stuff:
And as always, much more! So to hit the ground running with your journey of becoming a sissy, keep on reading as I share my most vital tools to turning sissy boys into cum craving cockwhores!
For those of you who wish to transform into a BBC sissy slut, then there’s a range of toys you can use in your journey. But which is the best? In my opinion, you need to obtain a toy that will turn you into a black cock whore and a cumslut at the same time.
Luckily, there is a toy that answers both of these needs in the form of an ejaculating black dick dildo. Compatible with fake cum lube, these meaty sissy sex toys act as an anal training tool to get you nice and stretched for your first real black cock.
But as an added bonus, you can simulate the feeling of a sissy creampie s you squeeze the balls and feel fake cum fill your holes. This sloppy cum lubricant feels and looks amazing when the semen covered dildo slams into a sissy hole.
Whether you’re a newbie or highly experienced, every sissy needs a chastity device for their sissy clitty. But there’s a number of chastity cages for different needs. When it comes to the discreet variety for day-to-day public sissy life, look no further than the Birdlocked chastity cage.
Designed in bright pink for that peak bimbo slut aesthetic, this discreet chastity cage is ideal for public wear. Made from medical-grade silicone and hypoallergenic, it’s suitable for prolonged periods of wear without issue.
The ventilated firm but fair silicone moves with the cock eliminating extreme discomfort, but ensures a sissy clitty remains where it belongs: In chastity! It’s small and most importantly, very discreet for public use!
You’ve all seen fucking machines, right? Those creations can plunge a dildo into willing holes at anything from slow to inhuman speeds. They can also be damn expensive if you’re talking about the porn set variety. But there’s also a budget option which is great for those becoming a sissy.
The Evolved G Force Thruster is a highly portable device that is a fraction of the price of other fucking machines but with the ability to be attached to the floor without taking up too much space. With seven vibration speeds and designed to hit your G-spot, this is a great sissy sex toy.
As well as simulating a black cock pounding into your hole with 3 inches of thrust, the hands-free G-spot massage features can lead you to the ultimate sissy accolade: The elusive sissygasm! You can pick up one of these cutting edge and affordable toys here.
Anyone becoming a sissy should be well aware that one of their primary goals is to service Alpha cock. Sadly, Alpha men are not always around. So to avoid withdrawals and a lapse in the technique you’ve trained for, consider a penis gag.
A penis gag includes a short black cock head around 2” long on the inside of the design. It leaves a sissy’s mouth hushed with a rubber cock sitting cosily on their tongue so they never forget what their hole is for.
The Tantus penis gag in particular is easily adjustable, comfortable to wear, and most importantly, downright degrading. The range of uses that it can be appropriated for in training are diverse, too.
VR porn is still relatively under-discovered in my opinion. But it provides a very unique training experience for those becoming a sissy. Watching a shemale sluts have their holes defiled in virtual reality sissy hypno is an incredible experience, particularly when you’re plugged and working towards a sissygasm!
TranzVR is arguably one of the leading producers of Shemale porn VR . The Netflix of Porn network features a huge range of trans porn in 4K virtual reality. It caters for all tastes of shemale porn, especially sub sissy sluts who want to virtually indulge in being fucked in their sissy holes.
If you thought anal training would be confined to the privacy of your home, you were wrong, slut. While advanced anal training with dildos or real cocks often takes place behind closed doors, you need a regular reminder of what your asshole is going to become: A pleasure vassal for Alpha cock.
To do so, you need to purchase the ideal sissy butt plug. The upside is this is one of the most affordable sissy toys. The downside is that there is an enormous range to choose from. But fear not, there are some in particular that are the epitome of sissy butt plugs.
Personally, I find the perfect complement to a sissy ass is the rose gold and pink diamond butt plug . The pink heart-shaped crystal at the centre of the plug reflects the pleasure that your ass is designed to emit. Once you insert it once, your sissy ass won’t look the same without it.
If you aim to become a truly submissive sissy, giving up some control is a given. Whether with the positive approval from your other half or your Alpha male sissy admirer, the next hot sissy accessory is one way to hand over control of your pleasure to a trusted person.
The B-Vibe butt plug comes in sissy pink with an equally feminine pink jewel in the bottom, meaning you can add a very fem accessory to your sissy ass. But of course, that’s not the main feature of this accessory.
This powerful sex toy can be remotely controlled by another person. So when you’re wearing it whilst at work or out and about, your Master may feel you deserve a humiliating sissygasm and trigger the toy.
If your sissy clitty starts to twitch at the idea of you trying to suppress the visual results of your prostate being hammered remotely, then the B-Vibe butt plug is for you. You can pick one of them up here in various colours and sizes.
In porn, blowjobs look fantastic. For new sissies, it can be harder than it looks in reality. But trust me, practice does indeed make perfect. From using teeth to an aggressive gag reflex, there are many things that can hinder your blowjob training. That’s where O rings come in.
O Rings are a type of BDSM gag that goes inside your lips and forces them open. They’re a perfect endurance builder when practising your cock sucking skills. After a few dedicated sessions, you’ll likely overcome your gag reflex and learn to keep your slutty lips open for cock.
One of the coolest O Rings I’ve seen lately is the Pipedream Fetish Fantasy O-Ring Gag that comes complete with Nipple Clamps. Along with the centrepiece of the metal O-ring encased in leather straps, it has two nipple clamps attached to the gag with chains. This ensures your sissy nipples remain as perky as necessary.
So you’ve perfected your sissy outfit, caged your clitty, and are admiring yourself in the mirror prior to an anal session. But there’s one thing stopping you from looking like your favourite bimbo pornstar: The hair!
For many people in the early phases of becoming a sissy, growing out their hair discreetly isn’t an option. So the alternative lies in a quality wig. Luckily, they’re simple to order online and you can learn how to care for one and wear it with an easy Youtube video.
This sex doll emporium is one of the most well-stocked places for sissy wigs. From blonde pornstars to sluty secretaries, there’s something for all tastes. Most wigs are a bargain at under $40 and are shipped discreetly and securely.
As we’ve explored the accessories for the sissy anatomy, it’s only right we finish off on sissy feet. You know me by now, I’m not generic. So whilst my chosen sissy feet accessory is related to high heels, it’s very unique altogether.
I’m talking about shoe locks. These divine feet accessories range from classic BDSM black to feminine pink with little bells attached. Often fitted with a strap and a padlock, they’re designed to slide through high heels and bind such footwear to your sissy feet.
To combine high heel training and a touch of light bondage, these sissy feet accessories are an iconic part of any training kit. They also cut an incredible addition to an outfit when attending sissy events, swingers parties, or similar.
In summary, the journey to becoming a sissy can be a daunting one at first. But it’s not as difficult as it seems, particularly when you have the right accessories to help you along the way.
By adhering to my guide to the best playthings to propel your journey of becoming a sissy, you’ll be able to excel at transforming into the most feminine whore you wish to be. From anal discipline to topping up your blowjob skills, these toys will have all your training angles covered!
Affiliate Disclaimer: This guide to the best toys for those becoming a sissy slut contains affiliate links. When you use these links to purchase their services, I can earn a commission. All commissions go towards maintaining my site and providing you with further content. Something I am very grateful for if you do purchase, my thanks in advance if you do. x
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Home BDSM 10 Submissive Poses & Positions Every Sissy Slut Should Know
10 Basic slave training straight out of sissy slut school
9 Submissive training with a BDSM pillory when becoming a sissy slut
8 Submissive positions to humiliate sissy cocks 
7 Submissive kneeling position to prepare for hot sissy slut stories
The submissive kneeling position is demonstrated by the team at Kink University.
6 A submissive position for a sissy fuck slut
5 Turn a submissive slave into a slutty sissy with the butter churner position
The butter churner sex position is demonstrated through a drawing by Free Sex Positions.
4 Training a submissive sissy slut with the collar me position
A sub displaying the Collar Me position, via Reddit.
3 The humble position is a submissive art canvas for your own sissy slut porn
The humble position is demonstrated by the team at Kink University.
2 BDSM positions for forced sissy slut training
1 One of the most extreme submissive poses for sissy sluts
The Hogtie position is displayed by a model at Hogtied.com .
A self-confessed sex addict, Catherine started Whoreuro magazine to connect with like-minded people, share her sexual journeys, and provide an insight into the sleazy side of Europe and beyond. Originally from Northern Ireland, she adores writing, travelling, great food, and sexual exploration.
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Over the course of my sexual journey, I’ve taken great pleasure in embracing my Femdom side. In particular, the fetish of sissification always found a way to make my pussy throb. I adored few things more than turning an alpha male into a sissy slut and watching his transformation into a cock whore.
Since publishing some of my sissification guides, I’ve been contacted by Doms, Dommes, Sissies, and admirers alike asking for sissy sex advice. In response to my dear reader’s wishes, I present a field guide to 10 of the most sinfully submissive poses and positions that every sissy slut should know off by heart to truly please their Dom or admirer in the bedroom or dungeon.
As someone in the BDSM and sissy fetish scene, all of the following submissive positions and poses have been tried and tested by me personally. Together, they make the ultimate form of submissive training for those wishing to become a true sissy slut. So, if you want to discover:
Then carry on reading. All aspects of sissy slut training are covered in the following poses and positions. They are handpicked for every kinkster to enjoy regardless of height, weight, or flexibility and go from basic to more advanced. They’re also transferable to straight, gay, or bi BDSM sex. Now, let’s get stuck in!
To start off, let’s start with the most basic slave training position that are straight out of sissy slut school. This can be done at home, at a swingers club, BDSM event, or similar. All it requires is a basic bondage sex swing that runs around $50 and is great for submissive sissies dipping their ink toes in the water.
This position involves an easy-to-use sex swing that wraps behind the back of the neck and uses your body weight to suspend your legs in the air allowing your master full access to your slutty little hole. In addition, they also come with wrist restraints to come to your arms outstretched and ensure maximum submission.
Consensual cock and ball torture, or CBT, can be a positive aspect of submissive training on your journey of becoming a sissy slut. One of the best submissive positions you can use is through the use of a BDSM pillory that incorporates CBT into the design. 
A BDSM pillory forces a sub to stay standing whilst you have your sadistic way with their pathetic sissy cock. No matter how much they thrash and squirm under the CBT, the release is in the hands of the master (or through a safeword). 
Some BDSM pillory’s, like the infamous cock and ball training aid from The Stockroom , has attachment points that let you bind a sissy’s wrists, ankles, or nipples to ensure full submission.
A sissy cock not locked in a chastity cage is unacceptable. Personally, the sight of a cock encased in steel or sissy pink plastic makes me drip on sight. But extracting the utmost humiliation from a sissy in chastity requires the right submissive position. In my opinion, it’s a position known as the “Endure” in BDSM circles.
I usually reserve the endure position as a punishment. But if I’m feeling particularly cruel, and want to see sissy cocks in all of their caged glory, I’ll enact it on a whim. It involves a sub spreading their legs and kneeling in a squat position with their hands placed firmly on their head in an ultimate surrender pose. 
At BDSM events or swingers parties, I would often order my sub to take this position and take their place in the corner or somewhere where everybody could see. Combined with some nipple clamps or a ball gag, it resulted in some serious humiliation.
As well as demonstrating ultimate submission, the split leg squat leaves sissy cocks dangling in mid-air. This results in an intensely erotic sight. An added bonus is that the prolonged squats of the Endure position will result in sissy ass training, and who doesn’t love fucking the nicely toned ass of a sissy slut?
A cock whore is born, not made. But certain submissive positions can certainly help them along. When it comes to creating sissy slut stories to remember, it pays to know a vital submissive kneeling position to truly become a cock whore.
Whether it’s sissies sucking the cocks of their male Doms or my own sissification whores sucking my strap on, there is one kneeling position all kinksters love. It involves a sissy slut kneeling with the back and neck firmly straight. Their hands are either on the knees with palms facing up to signify helplessness and a desire to please, or obediently placed behind the back. 
Personally, I prefer the latter as it provides some brace when indulging in some serious throat fucking. By focusing on posture and restricting the use of hands and legs, this sub position makes a sissy focus on one of their true goals in life: Being nothing more than a vassal for cock.
When it comes to sex with a sissy fuck slut, this is no time for tender lovemaking (that comes during aftercare). With the next position, we can combine deep anal sex with humiliation. It’s the seated wheelbarrow position, and my personal favourite way to fuck sissies with a strap on.
Pick a suitable chair, couch, or bed. The sissy should position themselves on their Dom’s lap, thigh to thigh. Then, they’ll lean forward and support themselves with their hands on the ground and their face pressed firmly on the floor. 
The person doing the fucking will have perfect access to their sissy ass and, trust me, you can get really deep in this position. I have fond memories of fucking my sub in a swingers club and ordering him to make use of his face on the ground by licking the feet of the swingers closely observing him having his asshole dominated by my strap-on cock.
Another humiliating sex position I like to use to turn a submissive slave into a slutty sissy in the classic butter churner. With the bodyweight of the person on top keeping the slutty sissy encased by their stocking-clad legs, it’s essentially a form of natural bondage with the added bonus of seriously deep anal sex.
To master the butter churner, the slutty sissy must lie down on their back with their legs raised and folded over so that they find their ankles on either side of their head. The person doing the fucking stands over them, squats, and plunges their throbbing cock deep into the depths of their sissy asshole.
Immensely erotic and seriously submissive, the slutty sissy will get a great view of their cock in chastity and the cock of their master or mistress disappearing into their ass. If you’re a kind Dom/me, place a pillow under your slut’s back for some added comfort.
Whether it’s in the bedroom, a BDSM event, or a swingers party, a sissy should follow, not lead. Naturally, a BDSM collar is the perfect way to ensure this. One of the best ways of training a sissy slut is with the collar me position. 
One of the easiest submissive poses on this list, the collar me position involves a sissy getting on their knees (bonus points if they spread their legs to reveal a sissy cock) and placing their hands behind their head. Their sissy hair will naturally be held up with the hands, and the submissive sissy slut will lift their chin to present their bare neck for their master to encase in a BDSM collar. 
One of the most incredible aspects of BDSM and sissification is that of creativity. Within the walls of consent, the world is truly your oyster when it comes to dominating your sub. One way for a sissy to provide a submissive art canvas for her master to do as they please is with the humble position.
This involves a sissy slut taking an almost doggy-style position. The difference is that the upper body is closer to the ground with the ass perched firmly in the air and the arms and seductively crossed in front of a sissies face. It presents a humble position of servitude from a sub and leaves them open and vulnerable.
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