For soft girls, femboys, crossdressers, and feminine dreamers
Routine, Presentation
& Inner Training
One sissy said she was beginning to settle into her little schedule—a good sign that it was time for the next lesson. This assignment sharpens the outer routine with gloss, lash tint, and a coordinated bag before turning toward a weekly inner-training ritual.
01
First Stage
Rejoin the Assignment Schedule
- The original text calls this “assignment number five” in its developing schedule and treats settling into the routine as a sign that you are ready to continue.
- If you are new to the site and want to become a sissy in training, begin with the first assignment and work through each file before moving to the next.
- If you want special attention, demonstrate that you are worthy of it by creating a Blogger blog and keeping it up to date.
02
Second Stage
Keep Gloss On and Make the Eyes Pop
- Clear matte gloss can be difficult to find, but it is available if you search carefully.
- Until you find it, ChapStick is not an acceptable substitute. Wear tinted or shiny gloss on your lips at all times.
- Put a fresh face into the world and give your eyes a look that seems to pop.
- Mascara can create that effect, but it can be distracting when applied badly. Instead, invest in a good lash tint that emphasizes your eyes without clumping the lashes or looking like heavy makeup.
03
Third Stage
Choose a Coordinated Messenger Bag
- You may not be ready for tiny clutches and handbags, but it is time to buy several nice messenger bags.
- The original assignment remembers a pink-and-brown plaid Mossimo bag displayed beside the purses at Target.
- A tote bag is acceptable, although a messenger bag is more functional. Do not buy only black; find several colors that coordinate with different outfits.
- Once you have one, carry it everywhere except work—unless it is appropriate for your workplace. Keep gloss, concealer, and lash tint inside so the bag becomes genuinely useful.
04
Fourth Stage
Begin the Weekly Inner-Training Ritual
- With the outer lesson complete, begin working on the inner sissy.
- Buy a dildo that looks as lifelike as possible, preferably made from Cyberskin. A cheaper alternative is acceptable on a tight budget, but the original text favors a realistic feel. You will also need flavored lubricant.
- Once a week, spend thirty minutes simulating oral sex with the dildo. Reapply a few drops of flavored lubricant whenever needed and devote at least five minutes to practicing deep-throat technique.
- Wear a condom while masturbating as you practice using your mouth. Continue until you cum or the thirty minutes finishes—whichever comes last.
Fig. 01
- Afterward, empty the condom onto the head of the dildo or into your mouth, hold the shaft with your fingers, and suck the head as though it had just finished in your mouth.
- The original description emphasizes the warmth and asks you to continue sucking for several more minutes until you have swallowed everything.
Fig. 02
- If finishing the ritual turns you on again, put your clitty back inside your panties and savor the aroused state.
- You may not cum again for at least one hour. Reflect on why that delay is part of the lesson and write down your answer.
05
Fifth Stage
Print and Keep Rules One Through Six
- Rule 1: If you cum, swallow all of it and clearly thank your master for allowing the freedom. Once you have the dildo, cum with its head in your mouth and consume your cum from the head; use your mouth to catch any excess.
Fig. 03
- Rule 2: Keep your body hair off with an epilator and trimmer. Keep the hands, feet, thighs, underarms, chest, butt, and pubic area completely smooth; trim the calves and arms to a No. 1½. Ask your hairstylist for soft, tapered sideburns like a girl's cut and the same finish at the back.
- Rule 3: Wear only panties, thongs, and short boxer briefs. Replace loose, baggy clothes with fitted pieces; the original suggestions include Banana Republic, Gap, H&M, Zara, TJ Maxx, and Ross.
- Rule 4: Continue tanning your sissy butt and posting the progress on your blog.
- Rule 5: Use black lash tint at least every three days. Shape the eyebrows, cover blemishes with concealer, keep everyday gloss on at all times, use tinted gloss for dinner and special occasions, and whiten your teeth. Consider delicate glasses or contacts so your facial features stand out positively.
- Rule 6: Use femininely scented lotion regularly, smooth callouses, push back the nail cuticles carefully, and keep the nails smooth and buffed.
06
Final Stage
Keep Rules Seven Through Twelve
- Rule 7: Spend at least one hour twice a week training with a butt plug, with the stated goal of gradually becoming comfortable with penetration. If the current plug is too small to have an effect, move up one size.
- Rule 8: If you break the rules, the original punishment is a thirty-minute posture challenge: hold a penny against a wall at shoulder height with your nose, keep your legs straight, and keep your hands above your head without touching the wall or your head. Remain there until the timer sounds; the punishment is intended to be humiliating rather than entertaining.
- Rule 9: Keep a blog documenting everything in your journey, including intentional sexy close-up pictures—face optional—and maintain it at least monthly. Post weekly if you want to make Mistress happy, and place the blog link in the comments. Letting it go may bring an especially unpleasant punishment.
- Rule 10: Continue exercising and counting your calories.
- Rule 11: Carry a cute, colorful, or light-colored messenger bag everywhere. Keep your gloss, concealer, and lash tint inside it.
- Rule 12: Practice the oral-sex skills described above at least once every week.
- Keep every intimate training item clean, use body-safe products, and stop immediately for pain, bleeding, breathing difficulty, numbness, or injury. Never force deep-throat practice or continue while choking.
Who knew that living more like a girl every day would be so much fun?!! ✨
File 047 · Routine, Presentation & Inner Training