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 😋
- 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.
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.
Amanda –
Rather difficult at first, never put things in my boypussy before but oh my goodness was this eye opening. Now I’m more comfortable with putting things in my pussy and I even ordered a 10 inch dildo to practice for the anal expert class. Highly recommended class to get a good intro to inserting things up your pussy too! Now I don’t even sleep without my pussy plug most nights!
Alana –
The class was well put together and made sense with every instruction. Good for beginners…like…BRAND NEW beginners. If an option for an Intermediate class was available I would have gone with that class, EXPERT is where Im at but getting some good habits going was a great way to get into headspace easier and longer.
Sarissa –
I felt I needed to expand my knowledge on both receiving pleasure in a sissy lifestyle, as well as prepare to ‘open’ myself with my partner. The material was ready to follow through warm ups, recommendations, descriptions for exercises, and I had no issue following along. I highly recommend this class to any sissy or person looking to expand their repertoire, or make anal safe and fun! I learned the value of pacing myself, and doing it safely for better results long term. The course didn’t require fancy toys, and offered stand-ins with clear guidelines for health, safety and effectiveness. I enjoyed the warm up and conditioning tasks, but feel they could add more spice to roleplay/ imagination while getting into warm ups and penetration. I do commend the school for prioritizing safety and good health first in every step. I feel ready to take on the anal expert class after completing this introduction.
Carrie –
I enjoyed the course but wish it had more video/image type instruction. Great way to get you started though.
Adam –
Very good course it really does as advertised I am now able to comfortably do anal play much more than before I started this course I only wish it was longer
Audette –
This was plenty of fun and so helpful for developing my skills!
Olivia –
It was a lot of fun, and gave me the basic skills to start my anal journey. I would highly recommend for any sissies that want to please.
Stephi –
I joined this class to learn more about anal play. I don’t consider myself a beginner. What I had previously learned was by trial and error. I was hoping to fill in the gaps and to learn better ways to do things, particularly about preparation. I did learn a few new things and felt more comfortable with things I was doing. I enjoyed the video links. I definitely recommend this class for a true beginner and someone who wishes to learn about the sissy lifestyle.
pantysoaker702 –
i took the course and it helped me get to like being fucked in my sissy pussy (ass). it helps you learn how to cum like a sissy should. by being pounded hard and the kegal twitch muscles switch to contracting your pussy when you flex instead of your clit when in chastity. making it feel wounderfull -to be fucked by a big dildo and working a but plug after sex keeps you horny and wanting more anal (sissy pussy ) Sex. if your new to anal then i highly recomend this beginning course
Jessie –
I had allot of fun with the class and it really helped me open my pussy up and feel pleasure I never thought possible. Definitely will be buying the next module for this course.
Bambi –
It has opened me to receiving all type of new information. I can’t wait to see what else is in store for me.
sissysasha916 –
This class does a really good job of easing you into exploring anal play. After finishing this class, I’m definitely more interested in having my pussy penetrated in order to receive pleasure, it feels way better than anything my clit can provide. Highly recommend to any sissies even slightly curious about anal!
Brittany –
I loved it stretched me out do good now I can easily take all of my toys. I never jerk my anymore since finishing this course it just goes to fast now I know how the real girls feel. Definitely recommend to all the sissies of this site.
Kayla –
This module was a lot of fun. It really helped me turn my tight little asshole into a hungry pussy for repeat use. I’m happy that the academy helped me explore this side of me safely.
Billie –
This class moved at a good pace, not moving to fast or slow, giving me plenty of time to get used to one step before moving onto the next, while encouraging me to practice everyday. I came out of it very comfortable with anal play, when I went in almost scared of it. I especially appreciated how it encouraged proper care of your anus, making sure you knew what to do if you feel pain or discomfort. Now, I fully appreciate how anal play, even just a plug, can make even just masturbation much more fun and satisifying. I think it was definitely worth the money, and plan to do the advanced course once I’ve gotten myself into a suitable position in my life to do so.
Jesse –
It was a phenomenal and fun experience! Really helps you get comfortable and explore your body…
Sujin –
This class showed me the essence of safe and sustainable training. Now, the pressure to expand a little more was gone, and only excitement could remain.
Marie –
This course was so much fun, I learned how to play with my sissy pussy and it showed me how to begin to enjoy playing with it <3 :*
Kierstin –
I joined this class to prepare my pussy for big cock. The course was easy to read and started slowly and progressed to penetration of vibrator then progressed to larger size. I would highly recommend this class to any sissy ready to take the plunge and have a real man take you and insert his large cock into your pussy. I had fun during this class and learned a lot. I really love the feeling of the anal plug in my pussy. I have several dildos now each bigger than the last and love the feeling of fullness as I penetrate and ride my 8 inch dildo. Though I started much smaller I discovered I liked going bigger very quickly. I want more classes like this as well as classes that help with losing weight and muscle to become more feminism.
Databunny –
This course was very fun and educational. I already a few years of anal experience before starting but the material and tasks helped reinforce good technique and behaviors I had been guessing at for some time. I recommend this course to anyone looking to hammer down the basics and get ready for the real fun to come. During this course I upgraded and added a view items to the toy box which I was able to take by the end of it with ease. I also signed up for the expert course just to see how far I can go.