Her knees begin to shake as her legs involuntarily bend in towards each other. With a feminine squeal, her limp cock begins to ooze hot white cum. She has achieved one of the milestones in her sissification journey: the elusive sissygasm. For many, this is not an easy task. But the key lies in perseverance, patience, and the right type of sissy sex toys.
For those of you new to the scene and wondering what a sissygasm is, then let us explain. In simple terms, a sissygasm is a hands-free orgasm obtained through anal masturbation or anal sex. It involves your prostate being stimulated to such a degree that you can ejaculate without so much as touching your cock. It’s not easy, but sissy sex toys are here to help.
In a journey of sissyfication, achieving your first sissygasm is like a form of graduation. Your days of masturbating like a man are over. Your route to obtaining an orgasm lies in your sissy ass. To ejaculate from your limp cock, you’re now confined to a hard anal fuck or anal masturbation. But this isn’t a bad thing, a sissygasm is often much more powerful than a conventional male orgasm.
To cum without using your hands can seem like a daunting task. But the sex fiends at Whoreuro are here to help. In this ultimate sissygasm guide, we’re going to give you a run down of the ten best sissy sex toys that you can use to cum from your limp sissy dick on your journey to be the best sissy that there is!
11Sissy Anal Sex Kit
When it comes to anal masturbation and anal sex, preparation is absolutely vital. If you’re not anally prepared and ready, then you won’t have an enjoyable experience and the sissygasm will remain elusive and out of reach for you if your initial experience isn’t a positive one. So introducing the first of the sissy sex toys on this list is the sissy anal sex kit!
One of my favourite sissy anal sex kits is one that features literally everything you need to get started in your quest to achieve a sissygasm: The Bumper Booty Bundle! This kit from Love Honey includes an anal douche to prepare yourself, a 3-inch butt plug, 5-inch vibrating anal beads, and a vibrating prostate massager.
As an added orgasmic bonus? This bumper booty bundle bought together includes a 47% discount compared to buying each piece individually. So it’s a much cheaper way to obtain a sissy anal sex kit. This is a great bundle to prepare yourself for anal sex, anal masturbation, and begin a basic collection of sissy sex toys.
10The Sissy Sex Toy For Chastity
The whole point of a sissygasm is to cum hands-free. If you’re new to thise whole concept and you’re engulfed in sissy hynpo porn and a pounding dildo hitting your prostate, you may be tempted to touch your cock and masturbate the old-fashioned way. Don’t even think about it, slut! You need a chastity cage.
Chastity cages vary in size and are a journey in themselves. As you become more sissified, you’ll upgrade to smaller and smaller chastity cages to ensure your cock is more and more useless and you increasingly rely on your ass as the sole route to orgasm. There are many chastity cage options available, but my personal favourite is the CB-6000 chastity cage.
Made from medical grade polycarbonate, it’s customizable and very comfortable for long term wear. It’s also hypoallergenic and very simple to clean. With a hole for peeing and cumming, there is no reason to even remove it from your sissy clit! When travelling, it can be fitted with plastic padlocks for discretion at airports.
9Sissy Panty Shopping
One of the cherries on the cake of a sissy sex toys collection is, of course, your lingerie collection. You’re not a true sissy unless you’re clad in your sluttiest attire that you can obtain. Sissy panties, stockings, and other sexy clothes are vital in any sissygasm session, but there’s sometimes one problem for many sissies: finding clothes that fit!
Luckily, the sissy scene has grown massively in recent years. Whilst it used to be a nightmare to find well-fitting sissy outfits and panties, it’s now a lot easier if you’re a man who’s on the larger side. One of the best places I’ve found is The Sissy Store which stocks a massive range of accessories to make sissy panty shopping, alongside a ton of other sissy outfits and toys, much more accessible.
8Become Sissy Sex Doll at Home With a Fucking Machine
Whilst I highly reccomend getting yourself out there and finding as many alpha males to use your sissy holes as physically possible, I know for many sissies it can be difficult. Perhaps you enjoy the sissy scene behind closed doors or are a little shy. But that doesn’t mean you should be missing out on getting a brutal anal fucking to turn you into a sissy fuck doll. This is where a fucking machine comes in.
A fucking machine is an electrical machine fitted with a hydraulic dildo that provides a fucking experience almost as good as the real thing. In the comfort of your own home, you can be turned into a sissy sex doll as well as control the speed, pace, and cock size of your robot sex partner.
To acquire a fucking machine for your sissy ass, I highly recommend Fmachinefun.com which is a site that not only sells fucking machines but also rents them so you can try before you buy. If you do decide to buy, they knock off the price of the initial rental from the purchase price which is a great system.
7Pretty Sissy Toys
To become the ultimate sissy, you should always aspire to be pretty for your alpha male or domina. Aside from makeup and lingerie, you should invest in some pretty sissy toys to add an extra touch to your look. This where diamond butt plugs come into our list of sissy sex toys. Because every princess needs diamonds, a cock princess especially.
There are countless diamond butt plugs on the market, but my personal favourite is the one from Love Plugs. They make a classy, heart-shaped diamond butt plug that comes in a range of colours to stand out beautifully against your slutty ass cheeks. This twinkling diamond heart is the perfect addition to your sissy hole.
“These jeweled plugs really made me feel more confident and sexy. I brought it out with me during my walks. The violet jewel really makes my ass look finer. Overall, I really love how it just fills me with pleasure and satisfaction.”– A Love Plugs Review.
Coming in a wide range of different sizes and all made from high quality materials, it is the perfect butt plug and can comfortably be worn for hours at a time whether you’re out and about or in the bedroom. It’s one of the best sissy sex toys to keep your ass stretched and prepared for a sissygasm whenever you need to release.
One of the most critical and important sissy sex toys available is Sissygasm Hypno porn. If you plan on attempting to achieve a sissygasm without the aid of porn, then kudos to you as it’s going to be a long and hard journey. Sissygasm Hypno acts as a relevant and highly useful sissygasm aid to help you achieve a much more intense sissy orgasm faster.
There are two main types of Sissygasm Hypno available. The first is sissy hypno porn that often consists of a compilation of extreme hardcore porn with overlay captions that aim to brainwash you into a state of sissification. The second is sissy hypno audio that utilizes porn sounds , sometimes degrading dirty talk, and music to achieve sissy hypno effect.
The best thing of all about Sissygasm Hypno? There is a wealth of free resources online for you to explore hypnosis aids to your heart’s content. Some of my personal favourite sissygasm Hypno is Hypnotube and the Sissy Hypno subreddit. Both of which are completely free to use.
5Rough Sissy Sex Toy
I know all too well that some of you sissy sluts love a rough sissy sex toy to truly arouse your prostate. You want to feel every inch of that sissy sex toy entering your slutty hole, then I have the perfect toy for you. Introducing the Rude Boy Dual Action Prostate Massager!
The Rude Boy Dual Action Prostate Massager is an easy-to-use, dual prostate stimulator. It has a medium girth that fills your wanting sissy hole with vibrating pleasure but also features a curved ribbed section that gives you a simultaneous perineum massage. The design of this rough sissy sex toy often results in a mind-blowing sissygasm.
4Sissy Sex Stories
If you’re looking for sissy ideas and inspiration and you’ve exhausted the supply of sissy hypno porn, then fear not because there is still an abundance of free sissy sex stories online. These can be used to your hearts content to discover the sex lives of other sissies and give you inspiration on your journey.
There are many places online to find sissy sex stories, but my personal favourite is the well-established sex story site of Literotica. This age-old site features thousands upon thousands of incredible sissy sex stories which can be filtered by latest, highest rated, and categories.
3Sissy Sex Slave Toys
So you want to be a sissy sex slave? You porbably dream of being bound by various types of bondage rope as an alpha dom uses your sissy holes for his pleasure. If you’re lucky, he’ll fuck your boi pussy hard enough that you’ll release a sissygasm from your caged cock. But to do so, you need sissy sex slave toys.
Bondage can be an expensive hobby for those truly invested in buying the best and latest bondage kit on the market. But it doesn’t have to be for beginners. In fact, many companies now offer bondage starter kits featuring everything you need to become a sissy sex slave. Not only are they affordable, but they save you the time of gathering your own BDSM checklist.
For example, the sex store of Lovehoney offers many affordable sissy sex slave starter packs that are often well under 100 Euros. Featuring whips, chains, sissy sex toys, and more, they’re often more than enough to make yourself into a sex slave with your alpha lover.
2The Ultimate Sissy Fuck Toy
And here we are at number one on our list of the best sissy sex toys for you to achieve the ultimate sissygasm. It was hard to decide which would take first place, but in the end, we decided it was the remote control butt plug that allows you to hand over control of your sissigasm for your alpha dom to decide when and where you cum, even if it’s in public.
Over 6 inches thick, this ultimate sissy fuck toy will not only keep your ass gaped for when you alpha wants to fuck it, but it’s also remote controlled. The vibrations are not loud at all and it features three different vibration types as well as varying speeds to achieve orgasm.
It can be controlled from up to eight metres meaning your alpha can accompany you in public and send tremors of anal pleasure coursing through your body that you have no control over. Ideally, you’ll experience the ultimate humiliation when this sissy sex toy makes you blow your load in your pants in public.
1How to Sissygasm?
I hope you’ve enjoyed this guide to the best sissy sex toys to assist you in your journey to aquire the elusive sissygasm. To round off our article, I want to provide with a short but excellent video providing a guide on how to sissygasm from a sissy crossdresser Yotuber than I’m a big fan of: