Listen to us now! Click the player.

Sissy & I Go Lingerie Shopping

I have this adorable Sissy Girlfriend that I spend a lot of time with, especially when either of us wants to go shopping. Most especially when we want to go shopping for lingerie.

Sissy Boutique Shopping

Now, my sister-friend is a plus-sized gal, so Vicky’s is out. The typical popular big girl stores have such similar stuff and in weird sizes, we go to this little boutique instead. Our off-the-beaten-path favorite small store is owned by a sweet older woman that, if you saw her on the street, you would never guess how much she loved sissies and transwomen! She makes every girl, even my sissy-girlfriend, feel like a Queen.

sissy crown

My friend and I headed over to the boutique several weeks before she was attending a lingerie party with a group of other sissy girls. For this special treat, she was having all her lingerie custom-made. In the Boutique’s back room, was a seamstress… while she privately told people she didn’t understand transwomen or sissies, she was more than happy to create over- and… under-things for them to wear.

Sissy Fitting

One of my favorite parts, and all my girlfriends’ least favorite parts, is the part where they get measured for their pretty things. It is just enough of sissy humiliation for them that I am entertained and their clitties get hard, embarrassing them even more. I just giggle behind my hand until I can’t stand it anymore and bust out cackling. Invariably, I have to excuse myself to get some self-control before going back into the dressing room where we start the entire laughing experience all over again.

artist: myed89

My sissy-friend stripped those horrid boy clothes off while I watched, pursing my lips, tilting my head this way and that, pretending I was judging what I was looking at. She knew darn well, I had no issues with her fluffy body; we’d fucked each other often enough. I lifted my flowy purple skirt just when she folded the last sock and laid it neatly on the chair, then turning around, completely nude, she gasped. I smiled sweetly as her favorite cherry-red silicone dildo jutted out from in front of my cunny. She whimpered, looking in my eyes, asking if she could suck it with just her expressions, but as clearly as if the words were said aloud. I patted her cheek gently, kissed her chastely, and said if she was a really good girl, we could play after lunch.

She snapped to attention and I called the sewist in for the measuring.

7 comments to Sissy & I Go Lingerie Shopping

  • Mistress Daphane I would just love to go shopping with a Beautiful Dominate Goddess! Knowing we’re going shopping for lingerie for me to wear as Her sissy gurl! Going to be fitted for a bra,trying on different corsets,looking over all of the different style’s of panties,even trying a few things on in with other Women present in even one of those off the beaten path boutiques would be exciting, fun as well as Humiliating for this sissy gurl!

    I do so much Love to be Humiliating by Beautiful & Intelligent Goddesses that know just the right way to treat sissy gurl Domination & Humiliation Addicts such as I am! Having You wearing Your cherry-red silicone dildo just as I am completely naked thinking I’m going to try on some new panties, just as the shop owner ad maybe even a few other female costumers enter the back room You order me to my sissy knees for all to have fun as You command me to; “Suck It Bitch!” ~Sissy Curtsy~ 🙂

  • Petey cream puff

    I’d love to go shopping and have you do this with me!!! I bet you sewed you sissies bra so she couldn’t take it off. This would make me a forever cream puff if you did this to me and after much thought I want to happen as I am a cream puff sissy.

  • Oh my!!!! Would LUV LUV to go lingerie shopping with you!!!! Picking out lacy bra and panty sets!!! BE STILL MY HEART!!!!


  • sissybelinda

    Ms Daphne,

    Pwease can you take me shopping for sissy clothes?


    sissy bewinda

Leave a Reply




You can use these HTML tags

<a href="" title=""> <abbr title=""> <acronym title=""> <b> <blockquote cite=""> <cite> <code> <del datetime=""> <em> <i> <q cite=""> <s> <strike> <strong>