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First thing was two pair of Legg's pantyhose from Walmart. I was super nervous and used the self checkout. What a rush though. From that point on I was hooked.
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The first thing I ever bought were a pair of grey boots from Payless.
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A blouse in the eighties that I still have. It has shoulder pads and has silver and cream stripes in a lovely silky material very Dynasty
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I had 24 years old. Yes, it was a long time until I buy my first item... Anyway, it was absolutely ridiculous and totally frustrating for me!
I had left the office where I worked and drove my car till a shopping center big department store to purchase a pantyhose. Then I went to female underwear section and my heart was spanking my chest. I was so nervous to buy the thing and get off of there the faster I could that I didn't pay the proper attention to what I was doing. So basically I picked the first pantyhose I saw, passed in the cashier and vanished. I remember till the day that it was pink and that had the word 'Lolipop' in the package. The 'Lolipop' word should have given to me some clue that I was getting the wrong stuff, but...
When I got in home, I ran to the bathroom and locked the door (at the time I still lived with my parents). I was so anxious that my hands shaked, then I ripped the package just to finally notice that it was a pantyhose for <10 kids! I still remember to have tried to wear it (LoL!) but it even passed beyond my foot!
The next day I just throw it in a dumpster and came back to the same store a bit more relaxed. This time I bought an adult black pantyhose that fitted like a glove!
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So long ago that I no longer remember exactly what. Yet one of my earliest purchases and a favorite was a black leather mini skirt. Yummy.
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5"high heel " granny boots"
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A bra. Hehe. It was very simple, it was the first time I wore my favorite dress (which I found in a closet and washed it, it fits perfectly on me but probably no longer fits my aunt). Anyways, I wanted to look a bit more feminine, so I bought a bra from a girl who sells underwear to TS people on the internet, so I didn't worry about her reaction. She even helped me determine my size based on my male size. So I bought one with a hit of filling and ended filling it with a pair of socks xD
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The first thing I ever bought was a pair of basic panty hose. That was probably 30+ years ago. Back then everything I wore was "borrowed" from GF's or sister. I am 6'4" and I always had to pack myself into their stuff. Was very uncomfortable to wear and therefore very disappointing. I never had the nerve to go out and shop for myself and online shopping didn't exist. I stopped wearing because of this, but still thought about it a lot all these years. Finally... last night.... I got up the nerve to do something about it. I went to the local WM and bought a bra and leggings. I didn't have the nerve to try them on in store. I guessed on the sizing, picked them out, went to self check, and purchased. Wow... my nerves were pumping. I couldn't wait to try them on when I got home. The bra fit GREAT but I was disappointed that the leggings were WAY too big. I can't believe how great of a feeling it was to put on a bra that felt comfortable to me and looked good. Way better then what I used to do. I am so excited about it that today I plan on going out and hitting some second hand stores to see what I may be able to find. Maybe I will even be able to work up the nerve to try on to make sure it fits before I buy. We will see.....
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A pair of panties with hearts on them. I was 18 and told the checkout they were for someone special.
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I started out wearing my big sisters hand me downs, every thing top to bottom yes everything, did this for so long can't remember first item I bought. Mom did buy me a few things. but I for myself??
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I'll never forget that day a pair of shoes bought them at Payless on my way to my girlfriends house it was 15 years ago I spent the next 8 hours feeling crazy and anxious couldn't wait to get home and try them on omg the fear I felt walking into the women's ille and I thought I was gonna pass out as I walked towards the register
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fiest thing for me: a white bra and a grape colored nightgown from a discount store (in st louis mo) "Grandpa Pigeons!.....in 1994. I had just returned from a trip to Georiga to visit my brother and his g/ friend, And after having gone almost 2 years with out dressing...... i saw her bra in the bathroom.... and it stirred feelings again! (i had gone so long as i was in college dorm room and was quite busy..
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Mine was shoes from payless, I was so nervous that it took two trips before I bought them
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@s.e.a.l same place for one trip though but I was out of that store in less then 5 minutes the experience was terrifying I took 10 years until I did it again my sisters had tons of clothes so I survived off them
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pantyhose was my first buy :)
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I bought a wig and a sock hop halloween costume at my local K-Mart near where I grew up. I don't typically buy female clothing in a store these days, but that (and one more halloween purchase soon after) were the only times I've ever bought female things in person.
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Pantyhose. I bought a few more after that and wore them under my jeans occasionally almost for a year, before I bought any other female item. Next in line were nail polish and high heels.
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4" stillettoes with open sides but with heel cup and ankle strap in shiny black patent look. Tried them on in the shop with my wife for a fancy dress P party (no guessing what I went as).
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joe boxer string bikini panties 4 pack
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Number 1 first purchase item - stockings and panty hose
Summary (as of 10/18):
Stockings/panty hose/leotards/garter 66
Panties/girdle/thong 53
Bra 35
Heels/boots/slippers 29
Mini/dress/skirt/hot pants 28
Lingerie/camisole/baby doll 19
Blouse/top
Nightgown 4
Jeans/pants 3
Swim suit 3
Wig 3
Makeup 2
Jacket 1
Costume 1
Sisters clothes 1
Notes:
- several purchased items as part of sets (e.g. - bra/panties)
- several noted more than 1 first purchases (all are included)
- price and "easy-to-buy" may be a factor with first purchase
- many remember nervousness and excitement of first purchase
- some still have first purchases
- some made first purchase with "for the wife" excuse
- most did not identify where they made their first purchase
- most did not identify when they made their first purchase
- some made first purchase on line
- several first purchases were wrong size
- some can't remember
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Pantyhose was the only thing I bought for the longest time.
Then bought a cover-up, scarf, and black heels.
I recently bought a wig, make-up, and gloves. That's when things started getting interesting!
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Panties and nylon stockings
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