Long Term Feminization: Integrating Your Sissification Into Daily Life

Sometimes for a crossdresser, the idea of really being a girl is the height of feminine ambition.  Be it fantasy or a true desire to live in a more womanly way in reality, it can be hard to try and integrate these desire into our daily lives.  Perhaps some of us are lucky enough to have an understanding partner who is amenable to our hobby and fantasy.  Feminization role play is one of the most common fetishes for sexual partners to undertake. How and when you do so is entirely up to you.

Most who enjoy engaging in forced feminization or sissy play do it momentarily, a thrill that lasts a few hours until your urge is fulfilled.  Some of us though, are interested in more involved play.  Be it with a partner or secretly alone, there are ways of feminizing yourself on a more long term basis.  Changes to your wardrobe, hygiene, diet, and sexual conduct can all be made to make your feminine desires a reality every day, slowly making you more and more girly.  Having a cooperative partner willing to role play or support your steady feminization can add motivation or a muse for your feminization.

1. Changing into feminine clothes

If you’re going to start down a path of long term feminization or integrating your feminine habits into your daily life, you’re going to want some girly clothes you can wear every day.  Taking a leap by throwing on a dress and going out in public, walking around a shopping center, it’s too big of a first step.  The best way to develop new habits is slowly, over time; making a big change overnight never takes, it’ll always peter out.  Having your partner monitor what you’re wearing or even choose your outfits for you, is a way of adding an element of naughtiness.

By starting small, you’ll likely be thinking about undergarments first. Have your partner take you shopping and pick out panties for you. Believe it or not, staff at lingerie shops are likely to have encountered shopping trips like this before.  Sometimes, if the shop isn’t too crowded, you might even be allowed to use the changing room to check if the bra fits right.

There is also scope to expand beyond wearing lingerie under your clothes.  Leggings are a wonderfully sexy item, and easy to keep hidden.  Changing your shoes is also something you can do to feel more girly.  Shoes are often not easily noticed by passersby.  Women’s shoes are also smaller and more delicate than men’s.  A nice pair of black leather flats is a good place to start.  As your level of femininity increases, your partner can put you in more and more feminine shoes until you’ve mastered walking in stilettos.

2. Taking on more feminine bathing and hygiene habits

This area can be overlooked by inexperienced crossdressers or in feminization role play.  I’m sure all of us have been to a woman’s house and been astounded by the number of soaps, scents, and shampoos in the bathroom.  Imagine starting every morning by squeezing a dollop of a pink body wash onto a puffy shower puff and having the smell linger as you shower.  I’ve used women’s shampoo, and it leave my hair feeling smoother and lighter than any shampoo I’ve used before.

Another thing to think about is shaving.  Have your partner teach you how to shave your legs.  Doing it properly without nicking your skin takes time and practice.  Depending on how thick your natural leg hair is, you’ll want to do this at least twice a week.  Keeping your legs smooth will make you feel delightfully girly.  It will also make wearing tights more sensual.

The next logical step after having shaved legs is to keep your entire body shaved from your eyebrows down.  Maybe your partner will be checking your body to ensure that it’s hairless. Shaving this much of your body and keeping it smooth is also a commitment you can make to your feminized self.  Keeping yourself smooth like this will require you to spend 20 to 40 minutes every few days to make sure there is no unsightly stubble.  Once you’re used to being hairless, you’ll want to keep yourself smooth all the time.

3. Have a healthier diet and do some exercise to achieve a more feminine body

Once you’ve committed to wearing at least some girly clothes and keeping yourself shaved on a full-time basis; nothing can make you feel sexier than a trim svelte girly body.  You’re going to need to shed some weight and try to do some exercises to enhance parts of your body that might need it.  This process won’t be quick and it will require dedication on your part.  This is also an area where having a partner to motivate you or “force” you to eat right can make this more straight forward.

Because a male body will naturally store excess weight in different places than a woman’s, weight loss and control are really important.  Sticking to a healthy diet is also paramount.  Say goodbye to greasy pizzas and fast food, cut out all those fattening carbs, and stop drinking sodas.  Adopting a diet built around greens and proteins can help you shed pounds quickly.  Once you’ve hit a target weight, keep it stable for a few months before trying to go lower.  Once you’ve reached your final target, you should be aiming to keep it for 6 months to a year to internalize it as how you unconsciously see yourself.

In terms of exercise, you’re going to want to concentrate on workouts that burn fat, but don’t build up a great deal of muscle.  Going for long walks is a good idea here, try to aim for about 15,000 steps a day, with at least half of them at a brisk pace.  Swimming is also an excellent idea.  Any weight lifting should be done with lower weights and more reps to tone your muscles instead of bulking them up.  The only area where you should be trying to build muscle is your behind; squats are going to be very important.  Do as many squats as you can do each and every day.  Planks will also help you keep your tummy flat without developing a six pack.  Being able to do all of this in some sexy gym clothes, some high waisted leggings, and a sports bra should be motivation enough.

4. Try new sexual acts and routines

Acting on your feminine desires in the bedroom is probably what a lot of us crave.  If you’re engaging in forced feminization with your partner, it’s very important to have a good understanding of any boundaries that would be involved.  You should both understand what motivates this fantasy and what you both hope to achieve from acting out the role play.

There are a number of items that can enforce your feminization and subjugation to your female partner.  The first is a chastity cage.  Giving your partner ownership and control over your maleness is the single most emasculating thing that you can submit to.  There are lots of different designs and sizes to look into.  You can even get some that will be so small and so restricting that it will cause any erections to be mostly internal.  This is a feeling that eventually can drive you wild with arousal.

You’re also likely to be in need of some toy to stimulate you anally.  Having a feminization fantasy means that you’re going to want to be penetrated; by who and what is entirely up to you and your partner.  The key here is learning how to reach and stimulate your prostate until you reach what can be called a ‘sissygasm’.  These are not easy to achieve and can take practice.  Sometimes just the thought of practicing having a sissygasm can cause arousal.  It’s quite common for a man to climax the first time something is inserted anally for sexual reasons.  This isn’t a prostate orgasm; once you’ve found it, you’ll know.

Lastly, I’d like to suggest a toy that would make you feel completely emasculated and under the complete control of your domme partner.  A Lovense Lush is a vibrator meant to be used internally.  It’s a bulb with a tail; the bulb goes inside you and vibrates with the tail hanging out.  The tail of a lovense can connect to your partner’s phone via Bluetooth, giving them the power to turn the vibrator on and off at their leisure and leaving you with no control over your own pleasure.  It can even connect to the internet, allowing your partner to activate it from anywhere, anytime.

Feminization is a real commitment and it’s not one to be taken lightly.  The idea of being a woman is a big turn on though, and making the commitments, following through on them, and surrendering control of your body and pleasure to a partner can drive you wild.

As with any sort of role play or sexual fantasy involving domination and submissiveness, informed consent is imperative.  No matter how deep you go, each and every step should be one you’re comfortable with, and one you can live with long term.  None of the steps we’ve discussed are very temporary; they all come with investments of time, money, or identity.  If you’re ready for your long-term feminization, please share what motivated you and how you got started.  I’m sure our whole community would appreciate sharing your experience.