What a Flirt!

What a filrt!
Flirting is fundamental to girlish behavior, yet effective flirting is foreign territory to many sissies who may be accustomed to behaving like men.

Oh, but now you are scared? You have simply no idea how to flirt as a sissy? You cannot imagine a line or approach that wouldn’t seem contrived or insulting? Don’t worry, that is all about to change. You’ve been practicing many other Assignmentsso it is time to add some polish to that behavior with the What a Flirt!

If you are single or in a relationship, it is paramount that you know how to flirt. It not only improves your relationships with others, it also improves your physical and emotional health. Our prerequisite to the following lessons is having an understanding of what flirting is not before elaborating on what it is. It is not a game you need to master. Your intent should never be to manipulate others.

What a Flirt!So what shall a sissy do?

Before you start flirting, it is important that you understand the essence of seduction. Flirting is all about interest. It involves being confident, playful, fun, and mysterious. The whole body is involved in the beguiling ballet. There are movements, interactive gestures, and speech. First you must spend time watching how women participate in the rituals of flirtation.


Women use over 52 basic moves as often as 70 or 80 times an hour!  Watch a group of women mingling at a bar and notice how many of them will stroke the front of their necks or play with their jewelry. Other behaviors include caressing any object on the table like the rim of a wine glass, cigarette lighter, or pepper mill. After several minutes of the stroking behavior they’ll move into something more obvious like playing with their hair, smoothing their clothes, or adjusting their posture. Some are more brazen and run a lemon slice or a cherry across their lips. This enables women to expose their tongues (a trick borrowed from the animal kingdom), which most of men go crazy over. The body is speaking even when they are not. Be aware of what message is being sent!

Interactive Gestures

You may notice eyebrow flash- an exaggerated raising of both eyebrows for a couple of seconds, followed by a rapid lowering to the normal position, often combined with a smile and eye contact. It is a coy smile, a sort of half-smile, showing little if any tooth, combined with a downward gaze or very brief eye contact. She may move in time to the music while seated, periodically glancing at the object of desire (with a coy smile or two), never being too forward but definitely showing interest. See how the object of desire responds. Does she succeed? What works and what seems to fall flat?


What is said is important, but how it is said is crucial. A friendly opening line can break the ice. What does a woman say? It might be a simple, “hello”. Simply changing the way one says “hi” or “hello” to someone can be very flirty. Saying it deeper, softer and slower along with one of the above flirting gestures can send just the right message. A woman might open with a compliment. Successful temptresses appear interested rather than interesting. They do not focus on themselves entirely, but instead nourish the egos of their targets, inspiring confidence and desire. Women may tease and laugh. They have fun and may transition the ballet into a tango. Listen to what people are saying to each other.

Go home and try to emulate some of the behavior that was attractive. Practice opening lines and flirtatious but not suggestive responses. Be sure to review Our two Assignments on speech training here and here.

Here are some basic do’s and don’t of flirting!

  • Do These

    The House of Sissify’s Sweet Sixteen
    • Lock Eyes: Briefly connect with your eyes and you have a better chance of meeting. Looking at someone in the eyes is very compelling – it makes a person feel like they’ve got your undivided attention. Don’t look like your trying to remember, if you fed your dog.
    • Be interested: Paying genuine attention is a great place to start. There are few things sexier than someone who’s totally into you.
    • Flattery: An honest appraisal of what you really feel about this person is a big turn-on, but false praise is a total turn-off.
    • Play: Good flirting is fun, so do not be afraid to tease and giggle.
    • Touch: Brush arms or hands. Touch is a powerful communicator. Use it sparingly.
    • Smile, don’t smirk: Smile openly and sincerely – it’s irresistible.
    • Take the initiative: other people are shy too!
    • Give others time to get to know you. Nothing terminates encounters faster than a Terminator approach.
    • Showing as much interest in your partner’s achievements as you do in your own is the ultimate turn-on. Your job, car, or inflated ego is not an aphrodisiac. Ask open-ended questions and look for humor in
      what the person is saying. Be a good listener and learn when not to say anything.
    • Make where you are work for you. Anyplace can be a meeting place.
    • Try, try again! Flirting is not a one-shot deal.
    • Be clear: Make sure your flirting conveys the message you want it to. For instance, there are separate behavioral signals for sexual flirting and for friendly flirting. Keep a check on which one it is that you
      want, also the place where you do end up flirting in.
    • Dress well: If you are looking for an elegant partner then chances are that you need to be the same. However, if you are looking for a more fun-loving, casual person then dress accordingly. Always
      wear something eye-catching. This may be motivation to go shopping.
    • Feel good about yourself: Be energetic and vibrant and you will attract people like a magnet.
    • Be polite no matter what: It’s not necessary that you will like everybody who approaches you. If you aren’t interested, be polite. It takes a lot of courage to approach someone so be sure to turn a person down in a way that you would appreciate being turned down yourself
    • Be yourself. Be original and proud of who you are. Don’t pretend to be somebody else for the sake of impressing. Just be yourself.
  • Don't Do These!

    And the Dishonorable
    • Don’t play the little sissy routine (helpless and innocent); it can get annoying pretty fast. Don’t follow people around or act needy. Remember subtlety.
    • Don’t be slick. If you appear too hungry and/or desperate, it may cause a person to wonder why, and choose to reject you before finding out.
    • Don’t be negative or critical of others. It makes a sissy sound petty.
    • Don’t play stupid. Dumb is dull, although being a know-it-all is also annoying.
    • Don’t act silly. Giving head to a pickle or banana just makes you look like a pickle-sucking idiot!
    • Don’t whine. Don’t drag personal problems or present troubles into a new interaction.
    • Don’t nervously chatter on. Talking too much is a sure sign that you aren’t listening.
    • Don’t depend on others to make things happen-go for it yourself
    • Don’t tease – offering more than you can or intend to give.
    • Don’t fidget – it looks bad makes the other person uncomfortable.
    • Don’t let past rejections cloud your judgment or make you paranoid about an interaction going on right now. Don’t dwell on performance – there are many who can perform better than you. (But practice all
      of the Behaviour Modifications so that your performance will be at its best!)
    • Don’t drink too much alcohol or sully your sparkle with substance abuse. Show that you care about yourself and others.

    embarassed flirt4

Successful flirting works when there is a mutual attraction.

Unsuccessful flirting is often the result of being too sexual, too eager to flirt with anyone, too self-absorbed. You must study flirting and practice behaving like the lady that you are becoming. At all times, behave in a manner which is loving and respectful towards yourself and the other person. This includes listening to your gut feelings of comfort or discomfort, and honoring them. Be harmonious in thought, word, and deed. If you give mixed signals, the other people will choose which signal to believe, and it may not be the one you would wish them to believe. Accept full responsibility for your choices. For example, if you don’t want to go to bed with the person, then don’t watch TV or talk in the bedroom!

Flirting is having fun, and when you’re having fun, it’ll be easy to convince others to play. Remember, it should be enjoyable, not rocket science.

  • You don’t have to have the perfect face or body to be a good flirt. Nor do you have to be in the prime of youth. All you need is inimitable charm, wit and originality.. all the wonderful qualities We inspire in you!



Princess Alarm!Has princess already lost site of her New Year’s resolutions? What happened? Your weak sissy resolve has evaporated? You just got toooooo busy? You would fail anyway – so what’s the use of trying?

Well We Superiors won’t believe any of that. We think that once again, you need some guidance to reconstitute that sissy resolve, find the time, succeed or at least continue to try so that you will be a better sissy.

First you need to assess what it is that you have resolved to accomplish. Is it in line with what your Superiors would want for you?

Don’t Try Everything at Once but Start Somewhere

What are you trying to do? Make some notes. This is also known as wishing, dreaming, or aspiring. What are the stumbling blocks at this point? Seeing the light but making excuses about why the goal can’t be achieved, being too afraid to take the risks necessary to make change possible. Decide which changes you are presently ready to commit to. Example: “I currently am not feminized at all – I want to be extremely submissive and girlish but if I’m honest with myself – I will not be able to pull that off in six months.”

There’s a temptation, with the New Year, to run off a list of everything we’ve ever wanted to change. Don’t fall for it! You’ll have better luck fulfilling one or two goals than you will with a list of fifty. You can always add new resolutions to your list later.

Make a Plan

Once you know what your resolution is, try to break it down. Nobody accomplishes anything of significance by trying to do it all at once. This doesn’t have to be a complicated plan; just brainstorm enough to give you a place to start.

To further your feminization, you might devise a plan like this:

  1. Look over the Behaviour Modifications.
  2. Make a list of all the lessons that interest you.
  3. Pick one of these lessons and try to accomplish it in one to two months. Think about what you will accomplish from completing this lesson. How will you do it? Will you devote a certain amount of time per day? Will you spend time on weekends?

Write it Down

Write down your resolution and your plan of action. Stick it up on the fridge, at your desk, on your mirror, wherever you know you’ll see it. That way you’ll have a constant reminder of the resolution.


How honest your sissy commitment is shows through your consistency in following the “Training Regimen.” Stick to your training routine come rain or shine. Example: “In starting to shave my body more regularly I am learning how to soften my skin, move in a feminine way, and safely reach those hard-to-reach places. This is a good start on further feminization for me and I’m developing new sissy discipline.”


The new pattern/habit becomes rooted, anchored, and resistant to backsliding. It becomes graceful and fine-tuned. In other words, it becomes second nature. New habits spontaneously persist, or are rapidly returned to even in times of stress or disruption. But you must return to your routine. Example:”I have been shaving consistently for longer than six months. It’s feeling like second nature to me. I’m beginning to feel more girlish all the time.”

We can’t always be with you to truly force you to form good habits but you should pretend We are. We would enforce these resolutions and you would be a better sissy for it.

Now, haven’t you wasted enough time?

Additional Study

a sissy halloween


Don’t let it pass you by once again!

It’s a sissies holiday dammit, and you can be whoever you want to be!

So quickly now, before you lose your nerve, what can you pull together to make your “costume” fun, feminine, and fabulous? You say that you can’t go out sissified? Well you’re wrong.

The key is a fun attitude and lighthearted approach. If you take yourself way too seriously, people will feel uncomfortable. If you are cheerful and full of good humor, you may just become the life of the party.

  • easy!Makeover Madness!

  • Bizarre!

  • outrageous!



Now this option isn’t about your slutty nature honey, it’s about simple outfits that will dress you up and get you out. Easily.

HousewifeGood Morning Housewife!

Is an outfit that comes together easily and gives you an excuse for your imperfections. You need a Halloween wig, a few curlers, a women’s bathrobe, fuzzy slippers, make up applied well and some lipstick, applied haphazardly. A coffee cup makes a nice prop!

Makeover Madness!Makeover Madness!

Another easy costume. A large towel wrapped around the body and pinned in place (safety/diaper pins) combined with a turban wrapped around the head are the scant clothing for this costume. Slick back the hair before tucking it under the turban and apply a mud-type beauty masque to the face. Put on cheap flipflops (otherwise known as “shower shoes”) and a sissy is on her way to better skin and a fun Halloween. Hint: a strapless bra can be worn beneath the towel. A gift bag, handheld mirror and some nail polish makes nice props.


These costumes will leave them wondering just what you’re up to.

HarlotThe Harlot!

Get out the balloons girls and put them in your shirt – the bigger the better, the tighter the sweater! High heels, a long-hair Halloween wig (if you are going for economy), and heavy makeup are in order for this bimbo. Be sure to take along an extra balloon just in case!

Hula GirlAloha Ha!

A grass skirt and a coconut or leaf bra are easy to find or make. Most party suppliers sell Hawaiian accessories such as floral garland to complete the outfit. Practice swinging those girlish hips and watch who gets lei-ed.! Just say “Come-on-i-wanna-lay-ya“!


If you have a flare for the dramatic, a ghostly lady may appear. A semi-sheer nightgown, a well-tucked clitty, some pale makeup, and a long wig make for a seductive apparition. Red lips and plenty of dark eyeliner add flare to this fantasy.

Elvira has taken this look to a pinnacle. Evil. Terror. Lust.
That girl knows how to party!

Wicked WitchWitch or Warlock?

Purchase a cheap grim reaper style robe in the costume section, and an inexpensive pointed hat. With a long-haired wig and some makeup a sissy can become androgynous – which witch is which? Keep them guessing!


The key here is to go for more, more, more! If you are already an over the top kinda person, you’ll find people thinking you extremely creative and humorous for these great costume ideas.

sissy BabyA sissy is born!

Most costume sections have an oversized pacifier, rattle, and bib. Now, put on some pink ribbons and lipstick and you are a bouncing baby girl! A good prop is a bottle for feeding livestock from a farm implements store.

Split DecisionSplit Decision

Can’t make up your mind? Don’t have enough guts to go out as Divine? Well honey, take your slice right down the middle, and go half & half! Half boy, half girl… of course you know which side is your good side! Always a ball favorite!

Zombie StripperZombie Stripper!

Undead girls are sexy! Especially on All Hallows Eve! Be your sexiest, and do your face up in a bloody ghoulish style that will make everyone do a doubletake, and ask you to do a table dance for them!

You do get the idea don’t you? So now get busy – we expect you will make us proud. Send your Staff the pictures with your Report! The sissy with the best Halloween costume will be recognized and paraded in front of her sisters!

First Date Nite

JodivAssignments - Getting Real2 Comments

First Date

The first date with a man was perfect. We met at a bar were he bought me a couple drinks and chatted. He was fabulously engaging and a perfect gentleman. As we left he helped me with my coat , opening doors and even took the keys of the car so he could drive. This was fabulous and of course I knew that soon I would return the favor.

When we arrived at the hotel room. He immediately grabbed me and start kissing me passionately. Obviously we were both anxious for what came next. I gently reminded him not to get to carried away just yet as he wanted to shower. I lit candles and put on a sexy negligee making sure I provided an inviting scenario when he walked back into the room. Immediately I knew he was pleased as he had a big smile on his face as he walked in.

He crawled in bed, we immediately started making out. He obviously loved what the results of the hormones (38 C). He played and kissed my breasts for what seemed like hours making comments about how perfect they are. It was wonderful to please him. It felt fabulous. Occasionally he would suck to hard and it hurt but it was a good hurt.

Eventually he ordered me to spend time on manhood. It was perfect sized, not to small,not to big. I started slowly and teasingly by licking it along the shaft and giving special attention to the tip. Eventually I took it all in my mouth. By his movements it was obvious that this pleased him. After a while he grabbed me by the back of the head and thrust his penis down my throat. This caused me to gag but in order to please him I made sure he could not tell. I quickly learned that if I place my hand on the lower part of his penis he could not thrust so deep and it allowed him to thrust and have the same sensation.

Eventually he said he wanted to be inside me. He laid on his back while I placed the condom on him and made sure we were well lubricated. I then sat on his penis while he played with my boobs. At first it hurt so I had to slow down, eventually it was better. After a while he rolled me over and had me place my legs over his shoulders while he entered me. This was absolutely spectacular. I felt no pain has he entered me even later when he he began to pound real hard. I felt so womanly at this moment.

Eventually he finished, we talked and I gave him a message while we basked in the afterglow. After some time I brought him back to his car.

When I returned to the hotel room, I pulled out my favorite vibrator and brought myself to completion while reliving the events of he night in mind.

What a perfect night.

Secret Sissy

Secret Sissy

You’re hiding it from the world. You’re no manly man. You’re a wimp, a panty slut, a a (go ahead ? say it!) you’re a SISSY! No doubt about it, your soul wears lace and your mind is tinted pink but we can’t let that pussy out of the bag, can we?