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.
Michelle –
The course was fantastic for a novice such as myself. It opened up a whole new world for me.
I had never imagined how enjoyable anal can be. I now feel that anal has become the cornerstone of my getting sexual satisfaction.
Foxi –
This was a fantastic start on my anal journey! I was very much a beginner, so this was right where I needed to be.
The course was fun and sexy, and it really made me more comfortable with anal in general.
If your are a beginner, then I highly recommend you check out this course. It gave me the confidence to move from a single toy, to several. I am also immediately signing up for the expert course. Just take your time, and do what the course says, and you will have a wonderful learning and growing experience.
Love and kisses!
Marci –
I think more videos would help make this better
Jessica –
The class was very fun. I was able to learn a lot from it and it also helped me experiment more with my pussy, knowing what I should and shouldn’t do and things to help me progress even further.
Anise –
Loads of fun?.
I didn’t consider my self a beginner in this subject, but thought I might be able to use a few pointers… I was SO wrong.
This course has expanded my skills and knowledge so much but also more importantly helped me make it more enjoyable (I didn’t think this possible).
Definitely going to be doing the advanced course and probably a few more besides.?
Anise
Jennifer –
It was very good for learning to train my pussy but not enough interaction for me
Cherry –
The course was amazingly fun! i would highly recommend it to any sissy, whether they think they are into anal, or not. The course opens up doors and provides invaluable lessons which make anal exploration truly thrilling. The course takes the sissy from reluctance and fear, past acceptance, and to fully embracing needing anal pleasure. And the pleasure can be orgasmic!
soppy –
im beta boy now.
good cause.
Jasmine –
I’m really happy I was able to learn and explore the basics of anal it has helped me understand myself and what is comfortable. The best thing about this whole course is you don’t feel rushed and it’s set at a good pace in terms of sizes and the knowledge of the different types of lube and what works best I can’t wait to try out my new skills for real. ? 10/10 would recommend to any and all sissies that are not sure of or know of the basics but want to get to know them better and know your pussy better also. ❤❤❤❤❤
Barbie –
I would recommend that others sissies take this course. it was fun.
sara –
The course was amazing. thanks academy!
Kyo –
This course was amazing! I can’t believe I went from dreading anal to constantly craving it! I always worried about hurting myself and now I’m finally confident 🙂
Josie –
Definitely a fantastic introduction to anal safety, comfort, and endurance. Thanks to this course i have a much higher capacity than before, though i would highly recommend getting some preparation H.
5 stars!
Destiny –
This lesson made me feel like a good sissy and I am closer to a sissygasm than I ever was. Now I can’t get enough anal I play with my new pussy twice a day sometimes! Plus now I have new toys and a butt plug I really enjoy. I recommend this to any sissy!
Romane –
I enjoy this class, it’s great for the beginners. I have learned a lot of things and I know how to understand my body now. I will pass to the expert anal class to upgrade my skills.
Madelynne –
A suitable beginner’s course to anal. Everything it entails is here, and if you are worried about whether or not you’ll be able to enjoy anal, this course walks with you step by step through the process. Definitely worth giving a try.
Daniella –
This course is definitely worth the money. It goes a bit slow to ease you into it both mentally and physically. It also provides a lot of useful knowledge like lube/toy compatibility, something that I would have never even considered.
Misycka –
I must join other sisters and recomended this course if you are strugling or have fear on anal and how you can handle it. I was scare because I just play with myself just a little and it was not good like I want. But this course really helps to move forward and even I think that I am not where I want but I am on good course because basic learn here make me want practice and be much more better with more pleasure from anal. Really go for it. It worth every penny and you will love it and enjoy it.
Samantha –
Very nice
Sissysabrina –
Loved this course. After completing 2 courses and one in progress i can confidently say any academy course is 5 star worth rating. This one helped me how slowly i can loosen up my precious hole and also helps with lube options that can be used. It gives us small things/tips that we need to do everyday which helps us in long run to enjoy Anal. I would recommend it to anyone who wants to explore what anal pleasure is. If you are hesitant don’t worry training makes you explore slowly so no need to worry :-). Thanks Academy. Always love you all for providing such quality courses.
Lily –
Absolutely loved this course it was a good pace for beginners and did an amazing job explaining things and helping explore new pleasures. It also made me want to go find a real man to let fuck and abuse my hole however he wants.???
Julia –
So before I even started my sissy training. I was already into anal and have many butt plugs. Physically i was ready. Mentally I was not. This class really helps you slide into it. It’s slow pace but teaches you how to enjoy and feel pleasure from anal. It was a lot of fun and I was like constantly checking my email for more. Any new anal sissy please take this course. Your butt/boi pussy is your main source of giving and receiving pleasure it is important. I can’t wait to take the next class!!
Amanda –
Hey girls Amanda here. What is there that I can say about this amazing training, it got me from knowing nothing to loving this new found pleasure center of my body. I now have so much fun in the shower I’m always excited when it’s time to get clean. Expert course here I cum
Rebecca –
I had a wonderful time doing the Anal Intro, made getting into the rhythm of things so much easier and don’t wanna touch my flirty nearly as much in anyway, I just want it to shrink and stay soft while playing with my slit, it gave me a lot of info on how to go about things, and the videos were amazing! <3 thank you mistress for the training and the training I will do next, I found out I’m already a size queen!
Anna –
I was so sure about trying a new anal training again. I was not completely new to this fetish but I had some difficulties do it for a long period of time and enjoying it.
With the help of the academy, I can now enjoy it and not hurt myself everytime I want to do something less conventional. At the beginning, I was a bit perplexous because it was to small for me and I needed more, but it became very satisfying. Let me tell, it was a lot of fun, you have to try it.
Tammy –
This class is pretty basic, but it is an intro class. Has some useful tips and techniques for anyone interested in just getting into anal play, alone or with a partner. Definitely worth the price. I already have plenty of toys, but was looking for a little more structure in my training schedule. I even went ahead and signed up for the expert course which seems like it will be an even more fun challenge. I think there would just be one way of making this class better, giving an actual speed instead of just as fast as you can take.
dawn –
Very fun course. It was exciting to do the tasks. I felt it got easier every day. I am sad that its over so I definitely get the anal expert next. I would recommend it if you just starting out.
Julia –
I absolutely loved this class! It gave a real thorough intro into anal. I am not moving onto bigger dildos as we speak, and I hope to try a real dick soon!
Cindy –
Had a great time with this course! I’ve experimented anally before but never stuck with it like this. It starts a little slow in my opinion but that’s mostly to give students time to buy some toys. I feel like I’ve greatly increased my capacity and pleasure with my toys so I would recommend this to any sissy students without much anal experience.
Jessica –
I would highly recommend this course if you are new to anal or even if you have had a little experience because it teaches you how to look after yourself while taking first steps into the pleasure that anal can bring if you’re doing it right. My toy collection has expanded quite a lot as a result of taking this course but it doesn’t make you spend money that you don’t have, giving very helpful hints on how objects that you already have can be used in some very yummy ways. Buy it and enjoy those feelings you know you’ve always wanted.
Alice –
Thank you for course I had a lot of fun would recommend. Before the course I was always unsure if I was doing anal properly but this course helped me realise what I was doing wrong.
Cynthia LoveCum –
I really appreciate and enjoyed my anal intro. I love the way I had a butt plug in me. I started with a smalle butt plug and move to a large plug. As I continue my training I moved on to dildos at 1st it was a 5″ dildo. Later it was a 7″ dildo. I am continuing my training until I reach 12″. I want to thank my Mistress for teaching me
Jenna –
Was my least favorite of the classes so far. No video, no audios, no challenges. Definitely needs a tune up! But other classes on the site are fantastic !
Alexia –
Altamente raccomandato al fine di avere un allenamento completo e coinvolgente al fine di poterti allargare analmente e poter imparare sempre più nuovi modi per poter godere. Raccomandato sia per principianti ed esperti.
annie –
I started off barely able to get one knuckle deep in my ass and now I can eagerly take a dildo or buttplug with no warmup. This class works 🙂
Bamby –
lot of fun in the shower
Amber –
I joined the class to see if I can retrain my ass to get as much pleasure as I get from my clitty. The class documents were easy to read and follow, every sissy should use this course to learn how to redirect my pleasure zones.
Julie –
Hi Girls I had so mich fun enjoying this class I Never tried anal before and i was affraid of having Sex with a man but this class helped me so much thank you
Your Julie xoxo
Luna –
The class was absolutely amazing. Prior to this class my ass was so tight but now my medium sized plug goes right in.
I reccomend every sissy takes this class!
Jade –
The course was extremely fun, and gives a great start into anal skills.