Clothing
Lingerie
Sissy Shoes
Sissy Beauty
Sissy Toys
One stop
Free Program
Premium Classes
Locktober 2024
Slow & gentle
Feel calm and relaxed while entering an exciting sissypussy life
Anal Intro
$25.00
- Learn to actually enjoy anal within 30 days!
- Learn how to do anal the SISSY way!
- Cum harder than EVER before!
Already know the basics and want to learn how to take it deeper, faster and bigger?
Click here to join our anal expert class
30 days training
Learn to enjoy anal wholly within 30 days
Anal pleasure
You will be taught to do anal in a sissy way
Proper sissy masturbation
You will love anal way more than stroking your clit
SissyLover Academy Boost
The class will give you 10 anal skill credits to be added to your sissy training book
No toys needed!
However, purchasing this class will grant you a discount code to buy your very own first anal toy 😋
Do you fantasize about LOVING the feeling of something in your ass?
You’ve watched video after video of sissies bouncing on cock, and you’ve always wanted it to be you. But when push comes to shove, something has always stopped you from feeling good about being fucked. Well, this class is going to help you change that.
Whether you’ve tried putting something inside you before, or are a total anal virgin, this class is here to slowly, gently encourage you past whatever discomfort you have, so that you don’t just like anal play – you love it!
Our tried and tested schedule has taken hundreds of sissies from a place of discomfort, or disinterest, and turned them into eager anal whores. Don’t believe me? Just read a handful of the reviews on this page.
You’ll learn to release any shame that you may once have had about anal play – exploring this fetish in a way that is both safe and encouraging. Girl or boy, gay or straight, everybody has an asshole and everybody can learn to love gently fucking themselves to oblivion.
Did you know? Unlike touching your clit, anal doesn’t necessarily stop feeling good after you cum. If that’s not enough to tempt you to take this class, I don’t know what is…
532 reviews for Anal Intro
Add a review
We are proud to offer international shipping services that currently operate in over 200 countries and islands world wide. Nothing means more to us than bringing our customers great value and service. We will continue to grow to meet the needs of all our customers, delivering a service beyond all expectation anywhere in the world.
*This doesn’t include our 2-5 day processing time.
If you have any other questions, please contact us and we will do our best to help you out.
How do you ship packages?
Packages from our warehouse in China will be shipped by ePacket or EMS depending on the weight and size of the product. Packages shipped from our US warehouse are shipped through USPS.Do you ship worldwide?
Yes. We provide shipping to 185 countries around the world. However, there are some location we are unable to ship to. If you happen to be located in one of those countries we will contact you.What about customs?
We are not responsible for any custom fees once the items have shipped. By purchasing our products, you consent that one or more packages may be shipped to you and may get custom fees when they arrive to your country.How long does shipping take?
Shipping time varies by location. These are our estimates:| Location | *Estimated Shipping Time |
|---|---|
| United States | 10-20 Business days |
| Canada, Europe | 10-20 Business days |
| Netherlands | 5-15 Business days |
| Australia, New Zealand | 10-30 Business days |
| Mexico, Central America, South America | 15-30 Business days |
Do you provide tracking information?
Yes, you will receive an email once your order ships that contains your tracking information. If you haven’t received tracking info within 5 days, please contact us.My tracking says “no information available at the moment”.
For some shipping companies, it takes 5 business days for the tracking information to update on the system. If your order was placed more than 5 business days ago and there is still no information on your tracking number, please contact us.Will my items be sent in one package?
For logistical reasons, items in the same purchase will sometimes be sent in separate packages, even if you've specified combined shipping.Do you send digital items?
Audios, sissy school items (careers, extra classes, sissy training book) are all digital items and will not be sent physically. Audios and training books are downloadable digital items. Careers & Extra classes are study materials sent on your emailIf you have any other questions, please contact us and we will do our best to help you out.
Related products
-44%
-8%
-8%
$19.99
This product has multiple variants. The options may be chosen on the product page
-25%
-44%
One stop
Lingerie
Sissy Shoes
Home
Locktober 2024
Premium Training
Blog
Honey –
I’ve been following the academy for some time and really getting into my studies and I decided to treat myself to some extra courses. Overall I had tonnes of fun, some elements I’d already put into practice since becoming a sissy but I’d deffo recommend it! The only downside I probably have is that I’d wish my lessons would of come quicker!
Johanna –
I loved the course and how it got me to love anal. It had the right speed introducing all the new stuff.
Elise –
Never looked more forward to taking a shower ever before. It gives you everything you need to make sure you’re progressively taking more into your pussy, but also making sure you’re doing it safely and take care of your hole. At the end of the course you’ll have a fun shopping trip~ Looking forward to the expert course
Malvina –
This class is perfect for beginners, i mostly enjoyed it and keep doing it on a daily basis after the class is done.
I can howerver recommend adding some more cleaning instructions for preparations early on, it got kinda uncomfortable at some points.
But all in all a good and fun class i would recommend for all sissies like me.
SissyNinja –
It was very much fun. I think I’m now ready for more anal stuff and let pleasure myself with a strap on. It’s very good to lern the basics and now I’m thinking to make part two.
Rancy –
It was okay overall, but it felt a bit weak. It seems better to increase the intensity by tuning together with advanced.
Patricia –
As a straight man, I Patricia already had experience with plugs and dildos before the course, especially since last year my mistress let me fuck her more often with the machine and a larger dildo, also with depth, diameter and speed, but I wanted to get better and actually I should do the expert course but in order to get off to a good start you should first take the beginners course and I will now deepen some of the exercises and then get the expert course. Dildos of different sizes have already been ordered so that I can practice. Since I now spend more time with my Mistress, I’m really looking forward to her strap on or a nice fisting.
The beginner course made a lot of things more understandable and therefore easier
Best regards
Pati
Emily –
This class was so much fun and really helped me to practice better anal play. I’m now enjoying daily the pleasure of anal play and can’t wait for the next one
Jordan –
This is such a fun class. If you’re new to anal play, this is a good, slow intro. If you were an anal player and need to get back into it properly, this is also a fun time! That was my case, and it was very fun getting my pussy back to work. This offers a lot of solid advice, and the activities you do for the class are easy. I finished the class weeks ago and I’m still doing my daily exercises for fun.
I would recommend this class to others and already have recommended it to a friend!
Remember to use lots of lube, fellow sissies. 💜
I plan to continue my studies with more toys and I want to take more classes from the academy this summer. 🙂
Evelyn –
An excellent course that allowed me to discover more about myself in depth.
Lexi –
This is perfect for beginners. It teaches how to play with my anus step by step without additional purchase. I really enjoyed the course.
Madison –
A great class for any who are even just curious as to whether they might like anal or not. I was not positive how my feelings about it were gonna be but now I’m learning how much I LOVE IT! Totally worth and makes it easy to follow.
Liz –
It makes fun and you become good skills for anal pleasure
Jenna –
I wish he would talk more about stretching and talk more about big dildos.
But i likes the training
Nikki –
I really enjoyed the class.
Once the lectures started they came fairly regularly. The instructions were concise and informative.
It was easy to follow and a pleasurable experience. I plan to sign up for the advanced class soon.
Nikki –
I love the sissy academy. Friendly stay, so many resources they offer to learn from, and very encouraging. I’ve been doing anal since I was a kid and took this coarse in hope of correcting bad habits and to improve my game. Nothing I was taught was worth and I love the community atmosphere these individuals provide. Hopefully they can help me navigate the complexity of my sexuality, gender identity and take back the power and pride of my role as the bitch in bed!!!
Michelle –
I signed up for this course having previously tried to embrace this type of play but due to past poor experiences almost convinced myself it wasn’t for me, how wrong I was.
The course is well structured and helps ease you in to establishing a habit you can stick with and progress while taking it deeper, becoming very comfortable with anal play and having fun practicing new skills.
I can highly recommend this course as it took me from a place of discomfort to
enthusiastic participation.
Erika –
I have loved this course. It really helps to build a habit that sticks with you. And of course learning to slowly stretch my boipussy safely has been super fun! I am so exited to take what I’ve learned in this class and continue to expand on it. I definitely recommend this class to anyone who is new to or looking to try anal.
Jennifer –
Bought this course along with beginners chastity. It’s a lot of fun and really easy you into things if you’re a complete beginner. A lot of low budget options are given as well so if you can’t afford toys then don’t stress!
Lily –
If you have no anal experience this class is for you. if so, choose the expert class. you will be happy.
Sissy_Rachel –
This course has helped me become more comfortable with anal penetration. I would recommend this course to all beginner sissies.
Evangelyn –
Have experience with solo anal play, but wanted to give this a try to better build on the foundations I’ve learned. While focused at beginners, it was definitely still fun and worthwhile, allowing me to pick up some new tips and keep me hungry for more 😉
Alisha –
Befor this Class I tryed Anal now and again. The fealings I got were somethimes realy bad, so I understand I did something wrong.
As of now After the Anal Intro Class, I can say that I am in love with the fealing Anal gives.
danigurl –
This was a very good experience. I learned a lot about my journey into anal and I can honestly say that I crave it now. I had fun, and I did grasp the basic skills needed. One of the side benefits is that I have a clean and exercised pussy now. It feels healthier. I recommend this course for those who like myself wanted to “try” this as something new. I wanted to learn to want anal sex rather than clitty sex, and I believe I can see a path to that objective here. The documents were easy to read and use. The things that I did not like were, the assumption that I could do these exercises with my morning shower. In my personal circumstance I can only do my sissy “stuff” late at night, so I had to adapt there. Also I am a bit leery of putting things inside me that I might not be able to get out like grapes and vegetable items. So I bought a proper butt plug and small dildo for the insertion exercises. I would recommend others to do the same. I would also like to see more instructional emails like on a daily or every other day basis with some hypnosis recommendations. I went out on my own to find some. Going two or three days between instruction at least for me makes me loose my way. I need constant reaffirmations. It was exciting going out and getting the toys and then using them. I am also doing more bulb enemas too. I also finger myself when I do my morning showers, its just I cant do the extended vibrator at that time because of the time available with two people needing to use the bath room, and my sissy adventures have to be on the stealth… If you know what I mean. All in all it was a good course. I’d recommend it and would do it again.
Susan –
Nice instructions to begin with. Encourage you all to practice.
Emma –
It was a super helpful and enjoyable experience. It was definitely worth signing up for. It made me feel like I was finally being myself. I would100 percent recommend this course to others.
Clea –
It feels great to have my sissy pussy well trained. I’m ready for bigger dildo right now
Bambi –
Perfect for sissies who want to learn how to properly train their pussies. The slow progression ensures you’ll learn to love the feeling of your pussy being full and used. The reading material and assignments were easy to understand and follow. Highly recommend
Patricia –
Wannabe the best sissy for my future BBC lover, he doesn’t know it yet !!
The class learning material was easy-to-use. Highly recommend it to other sissies. I learned with the training daily = fun !!
Thank you
Danielle –
I whole heartedly recommend this class! I was struggling with anal sex being uncomfortable and this class gave me the structure to train my pussy! Now not only can I use my sissy pussy, but it feels good! Thank you Sissy Academy!
Princess Lucy Kiss –
Conditioning yourself to feel ultimate pleasure through anal rather than clitty masturbation is a major step towards Sissyhood. Therefore having the right training in Anal, including safety and hygiene, is vitally important. This course is just what you need as you continue your Sissy and Anal exploration. It guides you in the right direction as you get into the right anal habits. Highly recommended.
Lucy –
A great introduction to anal. it goes a bit slow, but thats how it should be, i ended up really enjoying anal because of this course. I looked forward to each letter
Andrea –
Hi,
I was already a fan of anal fun and over the years had experienced a number of very satisfying encounters with objects in my collection
(vibrators,butt plugs and dildos, etc). What drew me to the beginner course called anal intro was a question – could I enhance any aspect of my fun?, to which with an open mind I knew there were things I didn't know. So I signed up. And it was fun. Course required a few items which were slow to arrive but I improvised and will investigate somethings I was unable to explore real soon.
Perhaps being equipped with these items at the start would have been my only criticism.
Also an anonymous pic of each student's toy collection submitted at the end of the course would I feel shed more light on the person's fun with the subject. 😋❤️
Andrea –
Hi,
I was already a fan of anal fun and over the years had experienced a number of very satisfying encounters with objects in my collection
(vibrators,butt plugs and dildos, etc). What drew me to the beginner course called anal intro was a question – could I enhance any aspect of my fun?, to which with an open mind I knew there were things I didn’t know. So I signed up. And it was fun. Course required a few items which were slow to arrive but I improvised and will investigate somethings I was unable to explore real soon.
Perhaps being equipped with these items at the start would have been my only criticism.
Also an anonymous pic of each student’s toy collection submitted at the end of the course would I feel shed more light on the person’s fun with the subject. 😋❤️
Alina –
really good and i was able to improve my skills,
Z –
It was a wonderful course and good for a beginner or an expert who might be doing something wrong and causing damage. I had lots of fun and was kept occupied everytime I showered 😉
Mary –
It gave me alot of knowledge about practicing safe anal. The most important lesson for me was when you think it’s enough lube give it more. <3
Hailey –
This lesson was a good introduction to anal if you’ve never done it. But I do wish it went more in depth with how to achieve a sissygasm but I’m sure that’s covered in anal expert
Bently –
I went into this class not knowing anything about anal pleasure. This class helped me grow and develop a lot, and now I can fut my 8 in dildo. I enjoy anal now so much and cant wait to take real cock.
Tiffany –
The class was very informative and fun. It provided many good ways to ease yourself into anal play.