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.
Abigail (Abbie) –
As an experienced anal player, this course didn’t start to get really fun until I was required to use a vibrating dildo on myself in the shower every single day, and it was even hotter when I started getting emails adding on extra, mandatory assignments. And I was truly impressed by how thorough the instruction was on the basics that it took me years to learn not because there’s all that much to know but simply because most of us had to just stumble onto it over time. One example: douching before sex, a lot of girls are experienced yet simply never had anyone tell them how EASY it is to get your pussy clean for Him, but this course covers it early on. Most importantly, it covers the basis do’s and don’ts regarding safety, and like all of the Academy material warns the student not to go too far or fast.
I love that about the Academy, generally, yes it is strict and yes there can be punishments but at the end of the day it is there for us to learn and have a lot of fun in a way that helps us to be better people by acknowledging who we really are, taking better care of ourselves, and not only accepting but embracing the harsh truth–that some of us have to struggle with more than others–about our proper place when it comes to love and sex. I thank you, and so does my little pussy. It LOVED the attention 🙂
Colbie –
i really enjoyed this course. i have a better understanding of anal play and will continue anal play. I would recommend this course to other sissies.
Justine –
Thanks for the time we had I feel like I have learnt a lot about myself and my sexuality I have become more involved with anal and toys and it’s really necessary for me to get the pleasure of anal intercourse and forget about my tiny little penis great course highly recommend for any one .
Pippa –
It is an amazing course that I would recommend fully for those new to anal. The only real critique I have is the speed of the course ( a 1-2 days per new routine) and the rate of escalation as it took a bit to feel physically comfortable doing the task( just seems a bit rushed for the last few tasks) . Overall though I would give a 5 out 5 as one can augment the course for the time needed before doing the next task.
Sarah –
Did you have fun? YES!
Do you feel like you have a good grasp of basic anal skills? Very Gentle course, went slow enough to make my training easy. I wish I had taken this course sooner.
Would you recommend the course to other sissies? Absolutely! The intro course is good conditioning to gently ease your way into making anal a daily habit.
Did it inspire you to continue your anal studies and if so how? (More toys, the Academy Anal Expert course etc)? Yes Yes YES! I took this course while enrolled in Module 4 of the Academy, and I think the timing was good and developed my new habits just in time for the anal training in the upcoming Modules.
Sydney –
It is an amazing course that I would recommend fully for those new to anal. The only real critique I have is the speed of the course ( a 1-2 days per new routine) and the rate of escalation as it took a bit to feel physically comfortable doing the task( just seems a bit rushed for the last few tasks) . Overall though I would give a 5 out 5 as one can augment the course for the time needed before doing the next task.
Aliah –
I had fun and yes I was able to understand more about anal.
I would recommend this class to more sissies.
Sissychristy –
a great course to start exploring anal and helped me hone a few things over before. now I’ve just started the blowjob course and then I’d like to try expert anal! thanks again for these really useful and fun courses!
Cass –
This course allowed me to explore anal stimulation more deeply and accessible than before, and I enjoyed the experience thoroughly. I took this during my first month of the year long program, and I feel that was the perfect point to start this course.
Real life got in the way quite a bit however (I found it difficult to have showers long enough to complete my in-shower tasks) but I managed to supplement those times with other “sessions” in my room.
Completing this inspired me to pick up the Blowjob 101 and Beginner’s Chastity courses (to complete the ABC set), but am eager to begin the Anal Expert course when those are completed.
Stephanie –
I really enjoyed these lessons. I feel they have greatly enhanced my skill being able to do anal. I would highly recommend this course to any beginning sissy. I plan to buy bigger and better toys and also may in the future take the anal expert course.
Becky –
I’ve gain a new perspective of my pursuit for feminization. I didn’t realize at the start, how powerful it was going be to train myself to love getting my pussy ass pounded. I worked hard with all the assignments and now this sissy can’t hardly wait to have a real cock.
Thank you soo much and I can’t wait for the next course.
bambi –
Very good introduction to sissy pussy play, helped me a lot and the instructions were easy to understand.
The tempo was a bit too quick in my opinion.
I would definitely recommend this course for inexperienced sissies
Katrina –
Good course. A but slow to begin with then when you get into it it’s awesome. Maybe allow more time at each step rather than just 2 days in order to let the automatism set in ? In any case I’m going to start the Anal Expert class soon.
Jamie –
OMG this was just what I was looking for as a beginner I can’t wait to take the next course and maybe a couple of guys can help me with it.
sandy –
this course should be considered mandatory for beginning sissies. It’s very important to condition your boi pussy safely and gradually. It was extremely exciting waiting for the next letter with the next step.
jane –
It was very enjoyable (winky face).. It is good for us that are just starting
Cecilia –
I have several anal play experience before the course, but I want to get more skills from Sissylover so I enrolled in this course. The course shows me lots of detail skills which make my anal play more enjoyable. I will continue my anal studies with more toys and courses. Thank you and love you Sarina.
Eliza –
I got a lot out of it, really helped me get the most out of anal that I'd been missing experimenting on my own. Maybe a bit slow to start but that's probably good for someone with less experience
Isabella –
I was scared about purchasing anal intro but I’m so glad that I did. Now I better about being the sissy that I need to become. It’s taken me to levels of anal that I wasn’t sure that I could do befoe.
Alice –
I played around with anal before talking the class. But through the routine established within the course makes it far more enjoyable than before;)
Eve –
A solid intro that helped me to take a cock for the first time. Assumed it would get a lot more interesting but it’s okay that it didn’t because it did help me learn to take cock!
biboy7497 –
The words intro are quite important. I took this class while I’ve already had experiences with anal so I’d suggest if you have done anything with anal go to the next class
Sophia –
This is a great course! I was already relatively experienced with anal before starting, but I wanted to improve my technique and build a more regular routine. Thanks to this class I’m now playing with my hole almost everyday!
Gina –
It helped me learn how to have fun with my hole. And it is really interesting.
Christie –
Started a beginner but learned a lot. I highly recommend this for beginners
Sissy Malena –
One of my favorite classes I’ve ever taken! Having an assigned routine helped me to explore anal pleasure with confidence. I was also taught how to be safe while stimulating myself anally. Now it is my favorite way to play! I cannot reccommend this course enough for every aspiring sissy ?
sissysasha916 –
I had experienced anal previously, but wanted to do be able to enjoy it more regularly. The instructions were easy (and enjoyable) to follow, and the pacing for the instructions seemed pretty good for starting out, not too fast but not slow. Highly recommended!
Vanessa_TG –
I was a complete beginner when I started and I’m now onto a 6″ x 1.5″ diameter friend. I’m liking it but sadly don’t get enough time to play 🙁
Emelie –
Really great class. I already knew the basics but this course helped me to get a routine, relax and really enjoy it!
Tueffy –
I was not a complete beginner to Anal but never got into a habit of doing it regularly.
This course changed that. I am now training my little hole almost every day even after the course has ended.
Wendy –
This class was amazing I went from almost feeling nothing to playing every day thank you so much.
Fearghail –
Nothing too extreme but enough to get you started and comfortable.
elise –
with finishing this intro class i was able to improve my play and now i do enjoy it more. Now i think its time for the intermediate class (already ordered it). Hope everyone enjoy this class as i did.
Maria –
It’s definitely geared towards beginner’s but it’s a good overall experience.
ren –
This class made my hole to pu**y. And made my pu**y to be always prepared to be f**ked!
Casandra –
As for begginer its amazing! Every sissy should try this :*
Sissy Barbi –
It was very informative and helped me get a better understanding of the pleasures of anal.
SweetsV –
Loved the course! Introduced me to anal at a steady pace.
Nieve –
A very good and detailed guide to anal for anyone who hasn’t tried it and is curious.
Cindy Lala –
This class has made me crave anal. Now I can only think about cock filling my sissy hole!