Most of us dress for the first time with clothing from relatives, a significant other, or wherever we can get a piece of clothing discretely for the first time. But there comes a time when both the need, for a completely personal wardrobe and the desire for one, arises.

You can purchase from the comfort of your home online and have it delivered.  Alternatively, you can go to a shop with a female friend to help with measurements and to help avoid any potential embarrassment at the counter if you are not ready yet to look at the face of the cashier and have your eyes say, “I will make this dress look even better on me than on the mannequin in the display.”  It takes a while to get there (and I am not there yet myself).

We are constantly afraid of judgment by other customers or the staff working at a store.  We also may be afraid of the very small risk of being seen by someone we are not ready to allow to know that part of us. Lucky for me, it has not happened yet. Luck, however, can only be on your side for so long. There comes a time when you have to start relying on your confidence. Remember that you are doing this for your own well being. Ideally, you should just not care about what others may or may not think about it as long as you are being respectful.

I have gathered enough confidence to go shopping without being too self-conscious about it, at least until a fated Friday some weeks ago. 

First, a little bit about myself. I had recently moved to New Zealand and the only clothes that I had with me in my luggage were men’s clothes. The few times I’ve gone to purchase female clothing, I haven’t had meaningful glances of disapproval nor any fingers pointed or anything of that sort. Though it has happened that the cashiers sometimes look slightly nervous when they finally realize that the clothes are for me. When shopping, I have always gone as a man and not as a woman.

So after arriving in New Zealand, I went shopping.  First I purchased some dresses from second-hand shops.  Then I went to a general store for some footwear; I bought a pair of size 10 ballet flats and a pair of size 11 heels. These are the first heels I have ever owned.  I also purchased a bra and panty set and some pantyhose.  

I do have the confidence to browse and purchase clothes, but not when children are around.  For instance, I really wanted to get some makeup but the aisle with makeup had a mother and her two daughters who were slightly under 10 years old, so I was not able to accomplish that part. I decided to finish my shopping for the day, so I headed to the register since I had already picked up the main items on my list. I was unlucky enough that the lady in front of me was having problems with her bank card being recognized by the system, and a small girl (about 7 years old) was barraging the cashier with non-stop questions. After some minutes waiting for the hassle with the previous customer to end, I was finally able to start passing my items through, then… it happened; that moment we all fear.

The little girl asked the cashier “Why is he buying girl’s clothes?”. 

What I had feared the most happened. I always felt anxious when imagining how would I feel whenever that time would come, hearing someone directly ask and question my actions that encourage the existence of Laura. I have always thought my world would come crashing down, or that I’d get red as a tomato, or that I would just bolt out of the store, but none of those things happened.

The cashier stood there, pale, staring at the child with a panicked face, then smiling at me nervously, and looking back at the little girl once again. I just gave the child a warm smile, her question was an honest one, and you can’t blame anyone for being curious, especially a child. The little girl then looked down at the floor, then up again and said to the cashier “I guess this is one of those ‘it’s none of yo’ situations”. The cashier relaxed a bit, I paid and left slightly nervous.

I survived the ordeal, it was not as bad as I thought it would be, but nonetheless, it still had repercussions. Next time I went to get some clothes, I went to a store where you could scan your own items…in another city.  In hindsight, I should not have done that.  I feel Laura took several steps back from what she had achieved so far.

It’s hard to get some confidence, and it’s easy to have the little confidence you have in yourself shaken. Sometimes you just have to push through, and if possible, deal with the aftermath’s internal turmoil better than I have.

Your friend,

The following two tabs change content below.

Laura Days

Hello everyone, I am Laura, and I am eager for us to share our experiences and stories, exchange tips and give support to each other. Like many, I have had some on an off stages where I tried crossdressing, and thought of it as "spur of the moment desitions" at the beggining, or "perhaps it's a sexual fetiche" later on, but nowdays I accept it as part of my life, it's a part of me that a times demands to be expressed, and that I find great joy when releasing it outside of my head, be it just to cook, doing long drives while being dressed, or just sleeping into something confortable, Laura may not be most of who I am, but it's a significant part of whom I have become, and realize that I'd have been happier realising it earlier on.

Latest posts by Laura Days (see all)

  1. janedon 1 week ago

    a nephew of mine had the perfect answer for his (then) girlfriends 5 yr old boy when they dropped in unannounced & I was full dressed including makeup–he said—Adults love to play dressup to—I fixed everyone a snack–including cake for junior & it was no big deal–I did’nt change either-Now I don’t worry about being dressed–I answer questions honestly–
    I like to dress up– Jane London Ontario

  2. J. Yovann 1 week ago

    HI, Im Cindy i dress some times on my private times or when i alon at home, i used lingerine since 12 i love it, my mom dress me at age of 2 years old. I buy my clotes at the store or online i have a lot of underware they i use every day, my shoes , jeans, a lot of female affits. I have a family and she know whr i du but is ok she except me lika that. Im happy not 100% because i wish to go out on my dress and feel the woman i have on me.

  3. Kim Paige 2 weeks ago

    I only shop in person, and have become confident enough with the sales staff that I don’t pretend to be shopping for anyone else – at the makeup store especially since skin tone and beard cover are important areas of discussion. At a Victoria’s Secret I even asked the sales woman to fit me for a bra! They were wonderful, very professional and a sale is a sale.

    That being said, I am less comfortable around customers with children; I’m not looking to put the parent in a situation where they have to explain an (unfortunately still) delicate topic. I think my response would be “…i’m buying this for someone special to me…” and leave it at that!
    Great article! Thanks!

    • janedon 1 week ago

      A # of yrs ago–I decided I had nothing to be ashamed of & was doing nothing wrong–If others have a problem–It’s their problem not mine–Kids have asked me at stores why I’m buying “Girls” clothes ect–I just say I like it—Parents can accept it or not—Almost all parents have no problem with it—Being Different is Not being Evil-

  4. Sahi saheli 2 weeks ago

    I don’t know why I am obsessed with the Vanessa law. But one thing for sure we find lot of comfort in reading our femme sisters who narrate their experiences assuring our similar species out there on this earth and we are not alone.

  5. Sahi saheli 2 weeks ago

    I always do my shopping buying choicest lingerie and wear the attire showing my feminine form.And enjoy y shipping.

  6. charlie 2 weeks ago

    Nice story and soo true I have the confidence to shop for myself. Though there were struggles along the way. I used to shop when they first opened in the mornings very nervously I might add. Alot of times telling them that its for my girlfriend when asked about it. If the clerks had issues than I would just leave and not go back to that store. The ones that didnt I would always ask if they minded if I try it on most of them dont and directed me to the dressing rooms. I never really let the comments bother me. I too had a very young girl ask the same question and I smiled and said that they were for my girlfriends birthday. Though the mom and clerk knew better.
    For those starting out my advice to you would be take baby steps at first. Remember when we first tried on heels and tried walking in them. Remember to they want to make a sale to make the numbers up for the month. Thats basically how I started shopping now its soo natural. It is better with a friend girl,boy or in my case alot of times my older sister or my boyfriend.
    Hope this helped

  7. emmajayne0111 2 weeks ago

    Its so easy to browse and pick clothes in a department store. I don’t really think that shop assistants care who you are buying panties and bras for. I think its in your own mind to believe shop staff think otherwise.

  8. Paulena 2 weeks ago

    In my 20’s, I carried a piece of paper and written on it were things such as Bali bra 36B. Bali panties size 7… And go to the department store and fabricate a story my mom asked me to pick these up for her.

  9. Joseph Escondido 2 weeks ago

    What I do is saying they are for my wife or say “My wife thinks I am not capable of buying her something for her” Or that I want to surprise her , and it works every time , but most of the time again and again.I remember the first time I got those panties red and pink and told the clerk “I hope she likes the colors” And I got an approval from the clerk, sure she would like them , she said.

  10. Joseph Escobedo 2 weeks ago

    What I do is saying they are for my wife or say “My wife thinks I am not capable of buying her something for her” Or that I want to surprise her , and it works every time , but most of the time again and again.I remember the first time I got those panties red and pink and told the clerk “I hope she likes the colors” And I got an approval from the clerk, sure she would like them , she said.

  11. Emma Favoriti 2 weeks ago

    I fully understand how you felt, however I would have been honest with the little girl, and told her with a smlile: some men look good also in a girl clothes 😉
    she’d have understood eaily such a clear concept, and it would have opened her mind and probably made her more tolerant. If we’re afraid to show kids the world can be a free place, where everybody can be what they feel like being, they’ll find it hard to be free themselves when they grow up. If we want our kids to have more freedom in being thereselves we need to pave the way, or nobody will do.

  12. Steven Evans 2 weeks ago

    Cindy here, Macy’s, that, soma,chicks never a problem femme or somewhere in between. Money is green
    Most enjoy helping and make suggestions.
    Cindy near Philly ,Pa.

  13. Harietta 2 weeks ago

    Manage your crossdressing and you will be a happy and safe gurl.
    I say err on the side of caution. The world is not as grown up and accepting as we would imagine. Here in Canada just like America we had a senator attempt to legislate that we should use the washroom that corresponds to our junk, no matter how well concealed. He failed, but he shows a constituency. People very easily connect the innocent art of crossdressing with some serious other anti-social and illegal behaviors. With social media it can become a firestorm you can not put out.
    I have chosen to “manage” my dressing very carefully. I go to other cities where almost no one would know my manself. Hairdressers and makeup artists are almost never fazed by my requests and actually enjoy the challenge.
    I can relax and enjoy Harietta with (almost) complete confidence.
    That said, I have run into people who should have known me twice in the powder room in The Bay in Montreal without being recognised at all.

  14. PaulaPlaytex 2 weeks ago

    I love shopping in person…Bra shopping is the best. I always try on my Bras before I buy them (Same with dresses).

    • Wow. Where do you shop where they would let you try on a bra?

      • Rachel 2 weeks ago

        Melissa, what I do is dressing up completely, then go to stores like Walmart, Ross, and the like. They usually have no problems letting me try on clothing, other than a curious look. Just take a few deep breaths before you enter the store. Love, Rachel

    • Gina Fuller 4 days ago

      Yes Melissa, I love buying bra’s. I usually find a store away from where I live and just ask for the model or brand I want. Once I wear a bra I am mentally a woman and I become so feminine. The bra was the first item I ever tried on and I have been wearing one for years.

Leave a reply

Your email address will not be published. Required fields are marked *


People Who viewed ThisX

People Who Like Thisx


Log in with your credentials


Forgot your details?

Create Account