How does the Academy work?

You will receive regular emails that contain sissy training material. Your tasks, daily assignments, and studies will gradually evolve.

It is a free training program of high quality but we do also offer extra classes and career modules that are for sale.

The aim of the free training program is to slowly ease you into exploring your feminine side and perhaps see how you like living as a girl. It includes adult words, non-explicit sexualized content, and sexual exploration.

The goal is to make you feel confident in your own skin, sissification, feminization, and exploration of your sexuality so you are left feeling content and attractive. Which will certainly stack the odds in your favor to have a future owner, girlfriend, boyfriend, Mistress, Master, or find a compelling sissy career option. It can also elevate a relationship if you’re already in one.

Do I need to pay to attend?

The sissy training program is free and complete in itself, we do offer extra classes and career training modules, which are fully optional, that you can buy if you want to dive deeper into the topics they cover.

Our Head Trainer Frida has a passion for her job, which is why she wants to help as many of you as possible. She is also qualified in the psychology and coaching department that’ll hopefully make all of your lives better while we’re at it.

How much control does a sissy have?

All participants have lots of choices and ability to tailor their own path and manage their workload. For example, we recommend you to carve out time in each subject for tasks that are meant to be done in the mornings. If due to life circumstances this isn't practical, you can do the tasks at night time as well. You are also free to leave the course at any time (obviously) but we do ask you to tell us why so we could better the experience for others. If you’re ever in need of a break, you can pause the course at any point and resume training whenever you feel like it.

What is The Sissy Training Book™?

The Sissy Training Book is an ambitious project worked out by our Head Trainer, Frida. It's a place for you to record and keep track of your daily habits, log assignments in to help push/reward/punish you forward. It’s an online blog-like place for yourself. You can share it easily to deter cheating if you wish to. It’s quite advanced but still simple to use and manage.

Do we occasionally check up on the sissies to see how they are doing?

We keep track of you and your daily progress using The Sissy Training Book™. It is possible for you to fake your progress with it, but it will be quite tricky and requires some advanced math skills to get it passed, something we do not think anyone can keep up for a month, let alone a year. So based on the progress you make we might give out punishments, rewards, or extra assignments. Getting caught cheating or just slacking puts you at risk of being removed from the program.

Will I have to take pictures and send them to you?

We might ask for some photos or videos to make the training more interactive depending on what assignments you enroll in during the course of your studies. However, this is always optional and you can choose to ignore the requests if it makes you uncomfortable.

Is there a deadline for tasks? After all, good girls turn in their homework properly...

Good girls do indeed show proper behavior at all times, little rebellious sissies learn their place quickly as well. Doing a task a day late once in a while is fine but if it happens often, we will look into administering proper behavior adjustment or recommend that you change your educational plan to better fit your lifestyle. Of course, the longer and deeper into the program you go the more strict the grading and monitoring will get to pass.

Do I need to buy a lot of things? Anything I should get now?

Over the year, we do hope to help you get equipped with toys, clothing items, makeup and other sissy accessories that you might not possess at the moment but wish to have. Almost everyone has some things to begin with so we try to tailor the process around your needs and goals.

During the program we will set up a plan with things we recommend you to get: sex toyslingerie, normal everyday things, and fashion items.

In the first month, we will make a budget plan to help with planning expenses over the year. You will also create a wishlist for the things you might not need yet but have a longing for.

As of right now, you can start by saving up some money so you have a buffer to make your year smoother.

What if I don’t have much sexual experience?

Do not worry. If you have not yet started anal, you're new to it from being a bit scared, don't know how to make it feel good, it's been a long time since you did it, or maybe you want to get extra credits due to interest in introducing anal to others then we have the extra class for you: Anal Intro.

What if I already have an “extensive” sissy sex experience?

An essential part of the program is to clarify your training goals and progress.

For the final career track sissy slave girl you probably would already rank high in some of the sexual skills.

That being said, there’s always plenty more to explore and also more to each of those degrees than just sexual proficiency. We have seen sissies that excel in certain areas like sex, but that have large blind spots around how they could take their feminization to the next level. There are many aspects in which the program can help grow and develop even for an experienced sissy.

Those who choose to do the class called ‘’anal 101’’ are assumed to have anal experience and for those who are beginners in anal we have an extra class called “anal intro” to get you caught up. So it's not a beginner only program.

Many love the daily habit structure since it really builds you up over time and pushes the sissy further than they probably have ever been able to get by themselves before.

What if I can only study certain days a week? Can I still participate?

Sounds like that will work just fine.

We do not require you to open the emails the same day they are sent. We actually recommend that each student tailors their studies to their life for maximal effect. We do have daily assignments and if it’s not possible for you to do them then just be honest in your reports. Saying you completed a task when you actually didn’t might result in being banned for cheating.

After we send out a study subject, we always give you a whole week minimum before any tests, sometimes more so it would be best for you to do some repetition so you are not caught off guard.

If I get assignments or class modules will they be incorporated into the schoolwork? Or will I receive something separate for this?

The premium courses and assignments available at the store are “extra study tracks”. They are not part of the free program and are intended to provide knowledge and practice for novices (Anal IntroBeginner's Chastity), push advanced students (Anal Expert) or allow you to get experience in potential careers (Sissy Slave Girl).

You need to make sure you can handle the extra courses you're doing along with your training, but if you have any problems with the time commitments, then you can always pause one of the courses and resume it when your schedule allows.

Where do I get the assignments and extra classes?

You can get them in our premium assignments and classes store.

What happens if I change my mind halfway through the year?

You probably will be swept up by the flow and will end up living as a girl by then… just kidding!

You can quit at any time…maybe?

Only the future can tell, but our experience says that it is often not as black and white as it might seem at first. It is about understanding yourself and what drives and motivates you. This is something that helps you grow and no matter what, you end up making choices.

Whatever happens, we deal with it when it happens, we have your back and you can get in contact with us if you have any questions! We have a support system in place for scenarios like these.

If you really feel like you might change your mind with time, send us an email first and maybe we can help you find clarity and gain confidence.

Where do I get support?

We have a very supportive community here: Subscribe to our Subreddit. You can write to us at any stage with any question, concern, or doubt here: shop@sissylover.com, training@sissylover.com.

Where do I sign up for free?

Click here to send your sissy training application


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