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Shopping Opportunities
Did you all have a good Valentines Day? Did you spoil all the women in your life? I certainly hope so! I was the lucky recipient of multiple awesome gifts, from you, friends, and family. The real question I have here, though, is did you sissy gals get your lingerie shopping done? Valentine’s Day is one of the few times you timid sissy gurls can go right into a store and pick out your size in panties, bras, or anything feminine and flirty, and walk right up to the register with it with no embarrassment.
Be Prepared
Do you already know your panty size? Your bra size? Figure them out and go on a practice shopping trip. You can even write the information on a piece of paper, so it looks like a shopping list for someone else. Remember these things for Halloween. It’s another time of year you can venture into a store and buy anything without someone batting an eye.
Roleplay to Build Confidence
I’m a firm believer that you shouldn’t be embarrassed. It’s nobody’s business who you are shopping for when you are in a store, but I know many of you just get too nervous, thinking you have a glowing sign over your head like a sim in virtual reality games. I really want you to take your shopping experience live, instead of always behind a screen or from a catalog. I’ve got every faith in you that if it is one of your dreams, you will work up the courage and find a way to make it happen. If you want to work on building up that confidence, give me a call and we can work together to make your sissy shopping fantasies a reality.
Actually, it is NO fun if I go into a store and they think I’m buying something for my gf or wife or someone else. I’d much rather pretend that I’m hiding the fact that it is for me, and give a few clues that it’s not and let them figure it out for themselves. You’d be amazed at what might happen. One time the salesclerk asked me if I wanted to put the new lipstick on right NOW. And another time the clerk asked me if I wanted to go into the dressing room and wear my new bra, panties, and pantyhose under my man clothes out of the store. And the third time? The clerk went over to another girl and whispered to her something that I couldn’t hear and before I left, I had an audience at a distance watching me and I hoped they were giggling.
Elaine- I can see how that might be a lot of fun, having it known you are shopping for yourself. I’m glad you have had enjoyable experiences!
Ms. Stephanie.
Such great advice! And it’s wonderful just how supportive you are in terms of getting your sissies to take that step to from behind the computer or catalog. No, they don’t have a glowing sign over the head, and truth be told, they probably aren’t the first crossdresser or sissy most sale clerks have ever interacted with.
Ms. Delia
Ms. Delia- I agree, the sissy girls aren’t alone in their quest to just be who they want to be, but I can only imagine how hard it is to take that first step into the land of frills and lace. Thanks for the compliment!
Stephanie,
I had one amazing shopping experience. I’d shopped at discount places before and even the lingerie department at some big name department stores. But I always did what most men who are buying lingerie for their wives do. I grabbed anything I could find before the embarrassment set in and left. This time I wanted to enjoy it. Victoria’s Secret. That was my choice.
So, I called ahead of time and asked if they accommodated crossdressers. To my delight, the saleswoman (Tracy), said “Oh my gosh! Of course, we do!” She then asked me a few questions about my level of dressing. I was honest. I didn’t intend to go out in public but really wanted some fun things to wear around the house. She said she’d be happy to assist me and couldn’t wait.
When I arrived, a lovely saleswoman asked if she could help me. “I’m looking for Tracy,” I said shyly. The woman went to find her. When she returned, she had Tracy with her. “Hi, I’m Tracy,” she said. I was a little put back. I was hoping for some discretion. Two saleswomen!? But, I said “oh well” to myself. “Hi, I called a little while ago…about you assisting me.” Tracy smiled. “Of course! This is going to be so fun!” By the look in the other saleswoman ‘s eyes, she knew. She eyed me up and down and smiled. “I can’t turn back now,” I thought to myself. The store was empty (I went on a weekday morning).
Tracy escorted me to the fitting room. I was soooo excited. I smiled. I was in the women’s fitting room. It was feminine. And I liked that. In the room, Tracy asked if I knew my size. I had an idea, but I wanted the full treatment. “Not really, I said. This is my first time doing this. I usually just eyeball it.” She smiled and pulled out her tape measure. “OK. Let’s get you properly sized.” I could feel the anxiety slipping away. This was fun. Tracy was doting on me. Making small talk as I took my shirt off. She measured me and we chatted. She said she’d be right back with some fun things for me.
Soon she returned with a plethora of bras, bralettes, tees, camisoles and some panties. She asked if I needed help putting them on. I said no and she left. I dove right in. There were colors, soft, frilly fabrics, clasps, and bows. I was in HEAVEN!!!! Eventually, I heard Tracy. She called out my name from outside the fitting room. “How are we doing?” I loved that. I let her in to show her what I was wearing. A navy blue push up with a soft pink tee on top.
“How does it feel?” she said as she was adjusting straps and making it perfect.
“Amazing,” I said. “Simply amazing.”
She smiled. On to the next item. I tried on 10 bras that day. At one point we exchanged a look and I had to comment…” this is so amazing. Why should women get to have all the fun?”
“I know right?!” She beamed. “Besides. It’s all about how you feel. If you feel amazing and feminine, then good for you! How do you feel?”
“Amazing and very feminine.”
“Yay! I’m so glad.
I had such a wonderfully positive experience that day at VS. I walked with a giant smile to the cash register. 3 saleswomen were at the register. There were a handful of customers. No one really seemed to care. The icing on the cake was that if I spent $10 more, I got a free tote. So we walked onto the floor. Tracy found the sale rack and pulled a bright red bra off. She held it up. “Sometimes you just need loud.”
I smiled and said “absolutely!”
We proceeded to the checkout. I was walking on air. I left with two large bright pink VS shopping bags. I have to admit, I was strutting. I stopped off at one more store because I saw a cute tee and miniskirt in the window. I was having a total girl’s shopping day!!!!
I HIGHLY recommend a girly shopping trip. Words can’t describe it! Thank you so much for this post
GBFF
GBBF- this is an amazing experience! I’m so glad you had a great shopping day. Thank you so much for sharing with us. Do you think you will go shopping again any time soon?
This is something I want to do for real with the mistresses-I’d love to go shopping for dresses as I’ve never done this before-it would be out of town as I’m well known in the city I live in and don’t want family/co-workers to know!!! Have you done this with sissies before? Did you tell saleswoman that you were their girlfriend or mistress? With the new year here it’s time to make my fantasies reality-most women my age are married with kids and I’m not and girls I know have put me in friend zone which means I’m not boyfriend material anymore. It’s time for me to accept that which I’m fine with and become the cream puff girl I was always meant to be.
I have gone shopping with a sissy of three before. I’ve generally acted as a friend, perhaps one who knows better than they do what is good for them, but I never publicly inflict my own kink on the unsuspecting public. telling someone who doesn’t ask that I am the mistress in charge would perhaps be too much information for an innocent sales clerk!