This is going to be a long list, but you don’t have to buy everything at once. Building your sissy wardrobe should be gradual, so you can discover your style and preferences over time.
Start with a few key items—a pair of panties, a bra, your favorite dress, and a top and skirt that work together. Then work your way up, gradually replacing the male clothes you haven’t worn for a year with pretty sissy dresses and sexy lingerie and high heels.
If you’re feeling brave, shop in person so you can try those dresses on. Otherwise, get your measurements, specifically the following:
Waist - at the belly button
Bust - with and without padding or breastforms
Chest - just below your pectoral muscles
When shopping for shoes, go a half size up. If your male shoe size is 7, for example, get a 7.5 in female shoes.
Use the following list to help you organize your shopping:
☑️ Panties - silk, satin, frilly and lacy styles in feminine colors
☑️ Bras - well-fitted to match your breastforms
☑️ Dresses - A-line and swing dresses with lace, ruffles, and feminine details, cute sundresses, elegant cocktail dresses, sexy bodycon dresses
☑️ Skirts - A-line, pencil, and fuller skirts
☑️ Tops - Camisoles, blouses, form-fitting tank tops, and feminine shirts
☑️ Stockings - silky, classic sheer, fishnets, and tights
☑️ Heels - start with as much height as is comfortable and work your way up
☑️ Skin care and makeup products - too much to list, but here’s a good start
☑️ Hair and wigs - different styles, colors, and lengths
☑️ Hair accessories - bows, clips, headbands, and hair ties
☑️ Jewelry - stud, hoop, and dangle earrings, necklaces, bracelets, and rings
☑️ Perfume - light, floral, and sweet scents
☑️ Nail care - files, buffers, cuticle care, and clippers
☑️ Shapewear - corsets, waist cinchers, and body shapers
☑️ Breastforms - for natural enhancement of your body shape
☑️ Bags and purses - multiple styles to match your outfits
(Editor’s Note: We noticed many of you don’t just come here for porn. You come here to learn about BDSM too. So we thought we’d share what we know and encourage others to do the same.
We’d really love for you to jump in with your stories, insights, and even your questions. If you’re new to kink, take a moment to explore, share advice you’ve found helpful, and help each other grow together in a supportive community environment.
If you’re someone who trains subs or mentors doms, we’d be happy to hear from you and help showcase your work to hundreds of thousands of BDSMLR members. Your contribution to our Essential BDSM series could really help others on their journey.
Interested? Send us a DM to get involved.)
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How to Dress Like a Sissy
This is going to be a long list, but you don’t have to buy everything at once. Building your sissy wardrobe should be gradual, so you can discover your style and preferences over time.
Start with a few key items—a pair of panties, a bra, your favorite dress, and a top and skirt that work together. Then work your way up, gradually replacing the male clothes you haven’t worn for a year with pretty sissy dresses and sexy lingerie and high heels.
If you’re feeling brave, shop in person so you can try those dresses on. Otherwise, get your measurements, specifically the following:
Waist - at the belly button
Bust - with and without padding or breastforms
Chest - just below your pectoral muscles
When shopping for shoes, go a half size up. If your male shoe size is 7, for example, get a 7.5 in female shoes.
Use the following list to help you organize your shopping:
☑️ Panties - silk, satin, frilly and lacy styles in feminine colors
☑️ Bras - well-fitted to match your breastforms
☑️ Dresses - A-line and swing dresses with lace, ruffles, and feminine details, cute sundresses, elegant cocktail dresses, sexy bodycon dresses
☑️ Skirts - A-line, pencil, and fuller skirts
☑️ Tops - Camisoles, blouses, form-fitting tank tops, and feminine shirts
☑️ Stockings - silky, classic sheer, fishnets, and tights
☑️ Heels - start with as much height as is comfortable and work your way up
☑️ Skin care and makeup products - too much to list, but here’s a good start
☑️ Hair and wigs - different styles, colors, and lengths
☑️ Hair accessories - bows, clips, headbands, and hair ties
☑️ Jewelry - stud, hoop, and dangle earrings, necklaces, bracelets, and rings
☑️ Perfume - light, floral, and sweet scents
☑️ Nail care - files, buffers, cuticle care, and clippers
☑️ Shapewear - corsets, waist cinchers, and body shapers
☑️ Breastforms - for natural enhancement of your body shape
☑️ Bags and purses - multiple styles to match your outfits
(Editor’s Note: We noticed many of you don’t just come here for porn. You come here to learn about BDSM too. So we thought we’d share what we know and encourage others to do the same.
We’d really love for you to jump in with your stories, insights, and even your questions. If you’re new to kink, take a moment to explore, share advice you’ve found helpful, and help each other grow together in a supportive community environment.
If you’re someone who trains subs or mentors doms, we’d be happy to hear from you and help showcase your work to hundreds of thousands of BDSMLR members. Your contribution to our Essential BDSM series could really help others on their journey.
Interested? Send us a DM to get involved.)