I bought a skirt from K Mart. I was so nervous, but I felt so happy after I finished.
Printable View
I bought a skirt from K Mart. I was so nervous, but I felt so happy after I finished.
Way to many years ago to remember for sure. I think I bought a dress at Sears.
A white lacy/chiffon bridal nightgown/negligee from Dillard's, couldn't resist how beautiful and gorgeous it was.
Pantyhose without a doubt, probably No-Nonsense brand and yes, those first few times were a bit nerve racking, looking back now - who really cared? What you (or I) were buying had zero impact (other than a sale) on the sales clerk and if you purchased in a place you don't normally shop, you'd probably never see that person again. I remember one time I was on the road, went to a Dept store, purchased a few pairs from this store we didn't have at home and slipped on a pair once I got in the car. Made that drive home much more interesting and kept to the speed-limit as I didn't put my pants back on and getting pulled over would then be really embarrassing. :)
Pantyhose of course!
My first in-store purchase was a pair of frilly panties and some lace top stockings.
for me it was a bra with matching panties @ a roll on panty girdle
My first in store purchase was in a department store in a large mall close to closing time. I had seen a sale on panties advertise in one of inserts in the Sunday paper. I,was,living by myself in a small apartment so I drove to a mall quite a distance from where I lived and purchased three pairs of Pam nylon briefs, one pink, one pale blue and one white. When the sales associate rang up the purchase, she said remember, pink is for girls, blue is for boys. I was so nervous and wanted to get out of there so I just smiled and was speechless.
My first purchase was a summer dress when i was traveling through europe, it was the most beautiful, i foget the store but i bought it in italy. Sadly i had to throw it away when i came back home because at the time i lived with my parents and i didnt want them to know
I still have a video memory of some of my first purchases. If it had been an awful experience, I would have had PTSD as a result.Quote:
Originally Posted by RachelB.
My first ever was in a Bras and things shop coming up to Valantines day went in and the assistant asked if she could help and I said I was looking for something sexy for my wife so she helped me out bought a bra, panties and suspenders and stockings, she wrapped them nice and i could not wait to get home rip of the wrapping and put them on.
Dozens of pairs of pantyhose before ever buying anything else. Small, fairly discreet, and by far the item I need the most.
I was 22 and had just started my new job with a high-tech company in Clifton, New Jersey. There was a dress shop in town that I walked by each day during my lunch time walks. It was an old fashioned kind of place that you don?t see any more, locally owned and operated.
It was the 80?s, so think Designing Women style dresses (sigh). Well, there were all kinds in the window, but one caught my eye --- a blue print dress with a belted waist and lace collar.
After several days, I decided that I had to have it. As it was early October, the Halloween excuse was perfect.
It took several days of trying to even go into the store. I have to laugh now --- like a secret agent I made sure none of my colleagues were out in the area and I doubled back a couple of times in front of the store.
Finally I opened the door and a loud bell deliberately announced my arrival. Sheepishly, I made my way toward the back of the store and a middle-aged lady looked over the rim of her glasses appraisingly. My heart was pounding; my face was red as I stammered out a request for the dress in the window.
She was very pleasant and settled me down. She took my measurements, determined I was a size 16, and pulled a similar dress in my size from the rack. She then proceeded to sell me an expensive bra and then a girdle along with a pair of my first Hanes Silk Reflections, the brand I still wear today. Looking back, I think she saw right through me and was an expert saleswoman.
I walked back to my car and hid my purchase watchfully as if I had just bought something illegal.
I never wore the dress outside my bedroom. The dress and foundations would be lost in one of the Great Purges of the 80?s. However, an important step had been taken in my journey: I bought my first dress!
Been so long ago, but it was panties or pantyhose.
One piece swimsuits in large sports stores, to swim in public pools in Paris, then sports bra and matching shorts to run in parks.
JC Penney beige tights
Danskin ultra shimmery footed tights,light toast.
My first real purchase was a nurses outfit dress with matching silk panties and bra about 20 years ago now Absolutely loved them
I can recall my first shopping trip, I was working in Midwest area and had to drive about an hour to get to a decent size town with a ladies wear store in it. I was met by a sales lady and asked about buying a gift for my wife, I am sure they heard this many times but when I mentioned I wanted to buy her a very nice bra, it got her attention. Of course she asked if I knew her size, and told her I checked one of her older very plain bras and found the size to be 42B, which would happen to fit me as well as and experienced sales lady would recognize. To make a long story short, she showed me several quite expensive bras, and I did buy a nice lacy version, complaining a bit about the price to which she explained that these were designed to not only look good but also to provide the needed support, thinking that I was an engineer by the way I dressed and spoke, she expected me to understand this. As I left with my purchase, she smiled and said, I hope you enjoy your new bra, my cover being blown as I left the store. In the end it was worth it as I certainly did for many years!
It was in Rich's department store in Atlanta (the main store downtown) in 1968. I was a senior in high school and had a part-time job there. I bought a a package of 3 pairs of pantyhose and used my employee discount for the purchase. I was not asked who they were for and I didn't volunteer anything about it.
Gosh, it's been so long; but if I remember correctly it was a pair of Candie's slip on heels; at a big box store, the SA winked at me as I tried them on.
Since then, though, I've shopped en femme at JC Penny, Macy's Kohls, and a locally owned resale shop where the owners took real interest in me.
Janet's Closet was first; bought wigs and a LBD, very helpful folks specifically for CDs.
Now I even grocery shop en femme.
When I was about 12, in 1966 I went into a Woolworths store and bought a pair of red tights (basically what leggings are today). I was nervous that someone I knew would see me. When I got them home I hid them and would wear them when my mother was out.
Maybe it was not too long ago compared to what most tell here, but I remember it was during 2014, around July or August. I used to walk back home from university and I weeks prior I noticed a nice little store in the city, a lingerie shop (or something close), there were a few attempts of going there, but I was often awkward or feeling shy about it, until one day after some classes I stopped before I continued heading home and stopped by the shop, still feeling awkward, but I tried to keep my cool and bought two thongs (wrong size at that time, to make it worse).
It's been quite a while and I don't keep any of that. I still don't know how I got the (quasi)confidence I had to do it.
Two years ago at a Goodwill store. After much fidgeting around, I picked out a simple knee-length nightgown with lace edges and purple ribbons. Occasionally, I slip it on when my wife is already in bed and it gives me soooo much comfort and peace to wear. 🌷
Quite a while ago now, but I believe that it was 3 cotton miniskirts purchased from Ross. The price was right and the pink fog had rolled in. Died one so that I would have 3 different colors.
Of course, that was not near enough, so the binge to buy more ladies clothes was off and running!
I was at an internship a few states away from home and went to a Walmart and bought panties. I wore them the rest of them summer, but did my first purge before I went back to college that year.
I was so nervous going into the store and felt so uncomfortable walking through the womens section.
Yesterday I was at Walmart and of course I walked through the women’s section. I saw one of us very nervously looking at the multi packs of panties. I smiled to myself that I can remember when that was me. A short while later I saw him on line at a checkout clutching the multi pack to hide it from view, it was the only thing he had. Unfortunately the self checkout was closed for some work.
I felt bad he was so nervous
I posted previously my first shopping experience for pantyhose in a grocery store. I ended up buying pantyhose in a grocery store several more times. A few years later, I got up my nerve and went into a small, $1 store, and bought a pair of unflattering, silky panties. They were the only thing I purchased. The two cashiers made no comments to embarrass me or to comfort me. It was probably awkward for everyone involved.
More years went by and I went to a mall far from home. I went into a ladies' clothing store. A sales woman approached me while I was near a ladies' underwear display. I asked her a couple questions (not revealing that I was shopping for me). I did not select anything. I shopped around the store some more. Then, after collecting my nerves, I asked the sales lady if they allowed men to try on clothes. She said, "Oh sure!" and started moving with purpose. She took me to the dressing room and sent me in with the blouse that I had. Another sales woman started helping. They started bringing me more sizes and alternative options to try on. I was blown away! I never thought anyone would proactively help me crossdress!! For them, it was not a first time...
More years went by and I went Christmas shopping while wearing men's shorts with skin-tone pantyhose. The next year, I did my Christmas shopping in all women's clothes including shorts, a plain top, skin-tone pantyhose, and shoes (invisible crossdressing!!). A couple years after that, I went Christmas shopping as a man in a skirt. THAT was very stressful! Basically, everyone treated me with respect and tried to ignore the fact that I was crossdressing.
...and, I've gone out quite a few times while dressed pretty since then... (https://joeypress.wordpress.com/)
My first in store purchase was a few weeks ago going to Walmart and buying panties.
Welcome to the forum, Stacy.
So, so many purchases since the first. I've certainly lost secure recollection of it but I believe it was a white satin camisole and slip, items that were easy to eyeball for size. It would have been the same scenario, Stacy, and same age: ride the bike to the mall with paper route money in pocket, make the purchase, race home with the bag nestled under my jacket. It took me quite a spell as I browsed the store in a complete euphoric, virgin fog of satin, silk and lace. In store my face must have been somewhat flush as I wrestled between nerves and purpose. I even "circled" that section of the mall a couple times sizing up the store to ease my anxiety about going in. I knew that once I was in there was no going back and that I would not be denied. That was quite a few purchases ago...
Became a bit of a personal habit to literally waltz the entire lingerie store several times taking in what I saw, imagining how something would feel and if it would fit before purchasing. Today, indeed, online resources have helped hone in on exact sizing and access to so much more than I could have evert imagined.
Jolene, congratulations! Good for you! It gets easier as time goes by.
A red top, black miniskirt, and knee-high gogo boots at Target. My high school was having a homecoming thing that involved crossdressing so it was my first chance to try it for real.
I bought a pair of black thigh high nylons at a Walgreens like place in my early 20?s? at the time i was in college, lived with male roommates who had no clue that i would prance around the apartment wearing them with panties I took from my girlfriend.
That wasn't me you saw; but, I can relate to that poor fellow. My first purchase was at a Dollar General when I bought a 2 pack of Hanes microfiber panties. Then I went to a Kohl's and purchased a pair of Maidenform lace panties. I liked the lace so much more. My next purchase was when I discovered Secret Treasures lace panties at Walmart. I did have 3 or 4 other items I legitimately needed to buy while there. I was a bit nervous when I got in line to check out and had a young female check-out clerk. That was the last time I've ever been nervous making a purchase of lingerie. Yesterday I stopped at a Walmart and purchased 2 lace bralettes and a 3 pack of 'Leggs thigh high stockings - and nothing else. BTW, I only buy the Secret Treasures lace hipster panties as they fit me perfectly and I love the look.Quote:
Originally Posted by Crissy 107
I think the first thing that I would have bought for myself would have been panties at Victoria Secret
They had some really nice ones back in that day.
Now they don't have anything at all that I like.
But now I can walk into just about any store, browse the women's section, and if I see something I like, In the shopping cart it goes.
I dont look back, or even think twice, No one at all cares what I am buying
My first in store purchase was a bra and lipstick. I bought them at Wal-Mart I rolled past the bras going real slow trying to find something that I liked. There was a woman standing right where I wanted to go. So I went off and grabbed other things and then came back to find the bra I wanted not in my size. So I rolled around the rack and found the perfect bralette for me. Lot's of lace and black of course. The lipstick was easier to grab. I made the mistake of not looking at the actual lipstick and the color ended the same color as my lips. So I had to go back and buy a second tube. This time I took my time checking the actual color.
The first purchase I can remember making was a pair of "Elle" fashion socks from Debenhams when I was old enough to travel to the city on my own. They were powder blue with a small "Elle" logo at the top of each sock. Seems an odd choice of thing to buy now, but at the time it seemed fairly "safe" I suppose. Some time later (still a teenager) I bought a matching set of very pretty white underwear (knickers, bra, suspender belt) for my girlfriend from that same Debenhams store. The sales lady smiled and joked that they weren't really my style. I was able to laugh back without any self-consciousness because they actually weren't for me. If they had been, I probably would have died when she said that. Fast-forward a few days and my girlfriend "didn't want me to think of her in that way", and she asked me to take them back, which I DID NOT. They fitted me very well, and I enjoyed them for a long time, which is more than I can say about the girlfriend.
Melanie, Funny story and perfect ending!
A pair of 4 inch black heels at age 16
My first purchase was at a Victoria's Secret when I was a teen. I was sooo nervous, but the salesperson figured it out and was quite sympathic. She helped me pick out a garterbelt, stockings and three pairs of panties.
I was in heaven when I got home and had some alone time. I wonder what ever happened to that stuff?
It was a red dress. I said it was for my girlfriend, I don't know if the saleswoman believed me. She probably didn't care...
I don't remember precisely but it was definitely back when I was just a kid, 11 or 12 maybe. I lived in a rather small town but the urge for wearing beautiful clothes was huge. 30 years later, I haven't outed to anyone yet, but I know that nobody really cares about what you buy so I just shop almost as I was shopping male clothing, except for the try them on part.
These black strappy heels
Attachment 326302
Highheels were my first instore purchase. I always buy from women though. Just cant buy from a male clerk.
One early in store purchase was a dress and I was fitted with a bra.
A Hickory Tweenage Bra.
An Aunt bought the items along with a dress for my cousin.
Hold ups from a supermarket,(Tesco), I usually do the weekly shopping so it probably looked like I was buying them for my SO, but actually no one cared! Now I Always have hold ups in my drawer, and can easily go into any shop and buy all my femm underwear, I am more confident and no one cares.
There was a shop near where I was working. They were a sort of homeware store which I had shopped in for homeware. But I had seen there were also clothes for sale. I'd noticed that they had foundation wear.
I thought about getting something for myself for a few weeks before eventually feeling almost desperate enough and having convinced myself no one would care. Set off one lunchtime.
I did start off wandering around the ironing board s, kitchen utensils and general hardware.
From a distance I scoped out the lingerie section.
Without much browsing I put a 36c Doreen longline bra into my basket, then emboldened added a pair of size 14 support panties in matching white. I must have become drunk with the experience and added a black size 14 pencil skirt with out any fear.
At the till the salesperson did not give any suggestions that I was buying anything out of the ordinary.
I couldn't wait to get home to try everything on.
It was a while before I bought anything else. My next items came from a well stocked costume department at work. I didn't need to shop.
Many years ago, I bought some pantyhose from a grocery store. The cashier was correct in assuming they were for me, though I didn't confirm her suspicions. She was snide and insulting. I didn't say a word to her. I paid and left. Nowadays, I would take a different approach and have a talk with her manager. It's the only time anyone ever gave me any kind of grief over buying clothes of any kind.Quote:
Originally Posted by Philippa Grace
Beautiful shoes
.Quote:
Originally Posted by LIKETODRESS2
LOL. Same for me. Vassarette. Wish I still had them.
First purchase was a pair of tights from the supermarket.