
30 days training
Learn to enjoy anal wholly within 30 days

Anal pleasure
You will be taught to do anal in a sissy way

Slow & gentle
Feel calm and relaxed while entering an exciting sissypussy life

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 😋
Ayoon Kang –
The best thing about this class is that developing and arousing my sissy pussy has become part of my routine. I used to prepare my mind and deal with my pussy on special days, but now, thanks to the daily task, I am naturally training my pussy as a part of my daily life, making it a more lewd hole.
Slutforbigcock88 –
It was great overall but I expected more video or audio instructions that would push me to do this sissy anal stuff. Me personally, I would love to see a sissy or beautiful lady doing the buff play because I wanna be just like them. So any sexy video of a girl doing butt play would be good to inspire me to be like her.
Dagarr –
This was incredibly unformational!
It really helped spice up my sex life!
Cindy –
Definitely a beginner course, so if you have any experience skip this one and go straight to the Anal Expert course. I took this one because it was included in the ABC course. The good thing about this course is that it encourages us to make anal a mandatory part of showering not only during the course, but for all future showers going forward. I wish I had skipped this one and gone straight to the expert course as I did not really learn any new information or skills from this course.
This course, like the Free Course, contains multiple dead links which shows that the Academy does not review and update its courses, which is a big disappointment. The links, intended to illustrate salient points, really need to be updates or else completely excluded from the course and replaced with fixed images showing shape and dimensions of plugs, dildos, etc. Apparently the links were placed there as advertisements as the working links show products for sale at sissylover.
Heather –
I had a wonderful time with the course and absolutely plan on moving on to the Anal Expert one! It was a bit of a struggle to find privacy as frequently as needed, but very, very worth it. The best part for me was that in the final exam I finally managed an orgasm from anal alone! Can’t wait to keep practicing!
Tanisha –
I enjoyed the training a lot it was very helpful. After the training I have learned basics and it also helped me with anxiety that comes with anal. I’m a lot more confident to use toys slowly going from small sizes first but I recommend this to anyone who doesn’t know where to start and are riddled with anxiety that comes with anal
Sky –
Great class, was a lot of fun to follow. Helped me get back into anal and really enjoy it this time.
Mia –
It was a very delightful experience and I can wait to explore further. The course helped me develop more confidence in my anal capabilities.
Amber –
This course was amazing! 😍 it inspired me to increase my anal toy collection and taught me some new skills
Aliyah –
I highly recommend this course.
Before I joined the sissy academy I liked anal, but it was always more hassle than it was worth.
I decided to join the beginners course because it offered the opportunity of learning love anal, and it did not disappoint.
I no longer go for the biggest thing I can put in there to stretch, with little to no warm up, I go for things that can fit easily and I concentrate on all the sensations and it has never felt better.
Thank you Sissy Academy for teaching me to LOVE anal!!!
I started the expert course immediately, I can’t wait to begin.
Tiffany –
This course was so much fun. It really awakened my desire for anal. I’d experimented quite a bit with my pussy before but the slow build up has me craving more than ever. I couldn’t help but jump into the expert course right away <3
Ivy –
Solid course. Pacing was great. End result was much more than expected. Wasn’t difficult. Taught more than just insert remove repeat
April –
A fun course that encourages a beginner to progress their capabilities. I appreciated the strong push for safety.
Mia –
Anal is my preferred method of masturbation now! The only part I didn’t like was the suggestion about using soap as lube as this can be painful.
Sybille –
Overall, I was already very satisfied. I take the liberty of making a few small comments.
I build these great sissy challenges into my life and that’s where continuity helps. That is, there is a regularity and a fixed structure.
The extra class anal overlaps again and again with ongoing tasks and demands, keeping track of that is not so easy. Then not all tasks were comprehensible for me, but that could also be due to the fact that I am not a native English speaker.
But that’s a high level of complaining. I had fun, am deflowered and continue with the Anal Expert course.
Nikki Reeves –
This is a very thorough class that really takes you from step one. The instructions are super easy to follow and there is a natural progression to the class. My only complaint would be that the class seems oddly centered around food items.
Jennifer –
I liked taking this class. It gave me an opportunity to bring out my inner sissy and want to pleasure as many as I can with my boy pussy. Thank you for the class and I look forward to taking the next class and become better.
Polly –
I joined this class to try to expand my horizon 😉. The class material was easy to follow and I would recommend it to others hoping to give it a go. I did learn some good techniques and will continue to use the lessons. I think it would have been good to know that there were purchased to be made for the course. Why did you join the class?
Olive –
Joined to train my ass to take my 1.5 in dia 8ins long imitation cock dildo. Due to my family situation it will take me longer to achieve my goal but the course details have given me guide to follow to achieve my goal. Well worth the money thank you xx
Cassie –
The lesson was great, really helpful for easing yourself into anal!
Stephanie Sugar –
This was a very fun and informative class that really helped me. I would recommend anyone who is interested to try it as it really does ease you into anal.
Nadia –
Easy and thoughtful pace. As with all the courses, you really feel the caring and positivity without sacrificing the eroticism.
Tonia –
Good course, fortunately my pussy is healthy and open, especially thanks to the various tips for the care of my pussy. I look forward to taking the anal expert course and hope it helps me reach sissygasm.
Rhiannon –
Until I did this course I was stumbling in the dark when it came to anal play. There were a lot of helpful tips and tricks to get warmed up and spread open enough to enjoy my toys. Some visual aid attached to the assignment would be helpful too, something to put sissies into the mood for their assignments.
Sonia –
An eye opening , and pussy opening intro to anal servitude and pleasure.
It was fun, practical and inspired me to purchase the expert course as well.
Definitely worthwhile investment in my sissyhood.
Rikku –
Good course if a little basic for me at this point I’ve thankfully gone much further and had my pussy used by real men quite a lot. But the caring tips for keeping a healthy boipussy were very good and very informative. I’m looking forward to the anal expert course and hopefully it’ll help me to reach sissygasm.
Abby –
It was a very good course to learn about anal and how to do it properly. I would say that I had some experience about anal but it was good to learn the basic of it and how to grow from the course. I might buy the next class for the anal course and totally would recommend to other people about this course and other sissies.
Samantha –
It was really how to start off with anal. It also showed me the pleasure in places I did not expect to feel them
veronica –
i absolutely loved this class, it really allowed me to get comfortable with masturbating with toys and opening up the door to my sissy potential. i also felt like it was very well taught and was the perfect amount of teaching for an intro.
Mercedes –
This class definitely helped me stretch out my pussy to take the real deal. Would recommend this class for anyone out there wanting to enjoy anal!
Tina –
I loved the course, and recommend it so much.
Lanna –
I absolutely loved it! Best funtime ever, got all them skills, Girls you have to check it out, like for real.
I had allot of trouble with getting the hang of this pussy play always did it the wrong way, or went to hard blah blah, well let me tell u this will help you lean all that you need to know about your pussy and more.
I regret i didn’t do it earlier guess i was just afraid i would go too fast, trust me girls, take this course it is ann orgasem changer! My main problem was staying motivated to continue it tho. I started just before the advent and well lets just say i procrastinate haha but i made it, so happy i did it! 🙂 yay.
AGAIN TRY IT U WONT REGRET THE NUT IS WORTH IT
Myself am even more motivated to continue into the expert and the anal task 😛 <3
Anna –
Really good. I want to go on with the expert class!
Dani –
Purchased with the ABC course pack, mostly for the other two. Already well practiced in anal masturbation you can always learn some more. The lessons are a bit simple, but very suitable for a beginner. Everything is intent on forming a habit and easing the student in, perhaps craving more. 5 hearts for being exactly what it should be.
As part of the ABC pack I’m happy with the course, but would have been disappointed if bought alone given my prior experience. If you’re new to anal, this is great. If you have several toys you try regularly, probably step up to the next class.
Sunny –
Great Training and very fun. I absolutely loved the shower play. I definitely recommend and will be continuing with the next course.
Anna-Marie Mackanzie –
This course is excellent to approach the anal games. I had a lot of fun with it. The instructions are easy to follow and there are many practical exercises. I can definitely recommend this course to aspiring sissies.
LG
Anna-Marie
Kazzie –
Mistress
I found the course very enlightening and would recommend it for other sissies.
It was fun and has inspired me to develop my anal skills with more larger toys.
Anna –
I wanted to be prepared for the real thing and the class really did that.
It was so much fun and motivation that I‘m almost sad that it was only one month long. So I will go on with the experts class to continue the fun.
Sara –
Would have prefered more frequent lessons for fun, but worked really well anyways. It’s super simple and easy to start with not much needed. I had fun either way.
sissycumslut15 –
This was fun! I was wondering if analplay was something for me. Oh my, I love it! Now I can’t wait for the next time I can fuck my pussy with my dildo. Easy to follow instructions. Next I will go for the Academy Anal Expert course. I just love to play with my ass.