Humiliation can be a constructive tool for emasculation. Sometimes it’s very hard to get into sissy space without it. Often your man self fights and doesn’t allow sissy to fully come out and play. The man in you uses guilt and shame to keep sissy at bay, however he is unsuccessful and this often . . . → Read More: Goddess Josephine’s Humiliating Assignments for Sissy Boot Camp
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 Leave a comment  Feminization training, Sissy Assignments, Sissy Domination By Mistress, Sissy humiliation, sissy training  Feminization, feminization training, sissy assignment, Sissy Assignments, Sissy humiliation, sissy training
Recently, Ms. Brianna and I went shopping in Vegas and stumbled upon a cross dresser haven! It was a complete boutique of bubblegum pink, and tastefully sexy and pretty items. If you like to be feminized, then this assignment is a bit daring and fun for you! First, you will go shopping dressed as . . . → Read More: Ms Delia’s Sissy Shopping Assignment
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You’ve emailed me for sissy training and this is what I’m going to have you to do: First of all get ready. Shave everything from the eyebrows down, and put on your favorite pair of panties and a bra with large cups (at least a D-cup). You may wear your everyday guy clothes on . . . → Read More: Ms Sylvia’s Humiliating Sissy Assignment
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You thought you could keep this a secret forever? Sneaking in here, into my room when I am at work? Dressing your little sissy self in my lingerie? My good lingerie!? You thought I wouldn’t notice? That I didn’t suspect? And now I have caught you red handed. In my red lace lingerie set . . . → Read More: Caught you red handed, Sissy
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When you look in the mirror, what do you see? An overly masculine face with a bit of stubble, I’m sure. In order to reach your full feminine potential, what better way than to arch your eyebrows? Framing your eyes is the perfect, sometimes subtle way to enhance your appearance. Genetic girls . . . → Read More: Sissy Training from Ms Lauren
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Don’t you just love the movie Legally Blonde? WHAT? You’ve NEVER seen it? Well. We’ll just have to DO something about that, won’t we? Today’s assignment… said, in my most serious Mistressy Voice… is to get ALL DRESSED UP… whatever is YOUR level of all dressed up. . . . → Read More: Sissy Training from Ms Olivia: Bend and Snap!
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Do you like thigh highs? Ohhhhh, I know you do! What do you like about your favorite stockings? The texture, the color, the style, lace or no lace on the tops, old fashioned nylons, reinforced heels and toes…. so MANY choices. Today’s assignment is designed to STRETCH your imagination…. and, something ELSE. . . . → Read More: Sissy Training from Ms Olivia: Thigh High Party!
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It’s a PARTY, bois and girls… and what would a party be without party favors and FLAVORS? Since this is a Pantyhose Party, your assignment is to GO SHOPPING !! Now, there are SO MANY different kinds of pantyhose. Perhaps you already have certain favorites, so what I want you . . . → Read More: Sissy Training From Ms Olivia: Pantyhose Party!
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I see you’ve decided on which panties are your favorites and I think you’re right, those will look FANTASTIC on you. Now, let’s get the matching bra… hold out your arms, I’m going to slip it on you. Good, that’s perfect. Look in the mirror. Oh my dear, you are . . . → Read More: Sissy Training from Olivia
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Are you a good girl or a bad girl? Do you find yourself drawn to feminine clothing that’s soft and subtle? Or are you the slutty type who craves sleek and sultry silk? Are you an ingenue or a femme fatale? Think about the colors you love. Are they pastel or flamboyant? . . . → Read More: Sissy Training from Ms Lauren
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