First purchase

[Pip]

Ok, if you haven't read my intro posts you don't know that I just started experimenting with this side of myself this past weekend with some support from my wife.

So....today, I stopped into an exotic store and bought myself some thigh highs, a garter belt and some sexy panties. I made sure I wore my wedding ring and told the sales associate that I was buying it for my wife to spice up our sex life....which is half true at least. I do not have anything else of my own but fortunately my wife loves seeing me in one of her dresses.

My question is....

What was your first purchase on your own as a CD and how in the heck did you work up the nerve to do so!?

[Ibuki_Warpetal]

I'm starting to think i should get a fake wedding ring or something so I can use the wife excuse, too. :D
My first purchase that required nerve was in kind of a low key thrift joint and it was close to Halloween. :D

I must have paced back and forth for half an hour thinking, looking suspicious.
>.>

But when all was over I was pretty satisfied. I got like some kind of blue leather dress thingy. Threw it out long ago, though.

[Donna Delite]

years ago I bought through catalogs, now online, no ?'s asked or implied

[trinity24]

Thanks to the internet, I no longer need to worry about being embarrassed in person, but as a teen, I remember getting a few things on my own in a department store. I forgot the name of a store (something with "Basement" in it), but it was pretty big, with the male section on the left, and female section on the right. I picked it because shoe shelves in the male section, were right next to female lingerie section, so I could pretend I'm looking at shoes while checking out my true obsession on the other side of the shelves. I am ashamed to admit, I've never paid for my first "purchase" - I stuffed a lacy thong in my pocket, and left. Looking back, I can't believe how dumb that was - that store had cameras, and only by sheer luck I got away with it. I can only imagine the humiliation I would have to go through if I were caught - not to mention my parents finding out, since I was a minor. Come to think of it - it would make a good TG story.

[Joyce S]

My first purchase was a garterbelt and stockings (panties, too? I don't remember) at a small store in a resort town. I accomplished this by presenting a "note" spposedly from my mother with the items listed, and sizes, too, I guess. This was in the late fifties or very early sixties. Looking back, I have no idea how I got the nerve to do it. I was only 16 or 17 at the time. I REALLY wanted to dress up!!!! I remember that the sales lady was very nice and I think she thought I was being very helpful. Of course, she may have known what I was up to but she didn't let on if so.
Since then, I really haven't worried too much about buying in a store. Having sizes (and styles, if you know them) written down make it easy to ask for or accept help from the sales people. I have never had an unpleasant encounter in a store. Just act like you know what you are doing.

Have fun shopping!!! Joyce S

[Rachel Morley]

My first purchase was a long straight black skirt with a kind of fish tail bottom.
Unfortunately it didn't look as good on me as the display picture in the store.
Not having hips can be a bit of a problem sometimes.

I totally identify with Trinity's comment about looking at guy things near a women's display, I 've done this so many times in my life.

Angel

[susie d]

I didn't actually purchase my first item either which was a pair of white nylon pettipants that I shoplifted from a 99 cent store! I then went on to purchase items from the sears and wards catologs. At that time I would still purchase somewhat generic items such as nylon pajamas in blue. Boy did I miss the boat as there was so much great nylon lingerie in the 70's still. I still get turned on seeing the images from the 60's & 70's catolog offerings! I still prefer that style of lingerie that is multi-colored and very slithery nylon. I LOVE IT!

[vernna]

Ok, if you haven't read my intro posts you don't know that I just started experimenting with this side of myself this past weekend with some support from my wife.

So....today, I stopped into an exotic store and bought myself some thigh highs, a garter belt and some sexy panties. I made sure I wore my wedding ring and told the sales associate that I was buying it for my wife to spice up our sex life....which is half true at least. I do not have anything else of my own but fortunately my wife loves seeing me in one of her dresses.

My question is....

What was your first purchase on your own as a CD and how in the heck did you work up the nerve to do so!?
My first purchased was about 20 years ago thru a catalog. Since then I realized that buying women's clothing is pretty easy if you shop during the special holiday seasons and a birhtday celebration. Also my wife of 7 years has helped me shop for clothes also.

[vernna]

I do love that feeling of slithery. Its such a turn on sometimes and I feel so ****ty. But I also like just the comtemporary bra, panties, Tshirt and shorts.

[Jadeanne]

If I remember right, my first femme purchase for myself by myself (not counting a pair of slippers) was my first wig, from a costume shop in a mall about 3 years ago, and I did try it on. It was midlength wavy bleached blonde with a style name of Marilyn. Eventually the cap stretched out and it wore out, but that was my first.

Jadeanne

[JoAnnDallas]

The first time I every bought anything female was when wife and I were moving to Virginia. I had to go ahead and the company I worked for got me a furnished apartment to live in. In the local mall was a Victoria Secrects and one day I just strolled in and started looking at things. A sales lady came over and asked if I needed any help. I said yes, I wanted to buy something nice for my wife. She showed me a lot if items, asked if I knew her size, and I bought a really nice silky short nite gown and matching robe. Cost me about $60.00 but I slept in it every night until the house sold and I had to fly back and get the wife.

:)

[Sharon]

I have been purchasing items through mail order since I was a teenager living at home. A few years ago, I began making purchases online.
I was always too self-conscious to shop in person, until I realized that I had been buying clothing for many years for my wife and other SO's with no such fear. So, now I do much of my shopping (too much so lately!) in person. Maybe one day, I'll manage to shop as Sharon.

[jjjjohanne]

My first purchase was pantyhose at a grocery store. After I got comfortable buying those, I bought some panties at a dollar store one day. Not much of a selection there... My first garment purchase was at a discount store. I bought a dress and a bra for halloween. The clerk helped me select clotes to try on. She would look at me in them and give me her opinion. She thought I should have bought a huge bra and been more busty. She didn't know I wanted to look good, not funny. She never thought it was odd that I was wearing pantyhose when I would come out in a dress. Later that week, I bought my heels. After that, it was on. Openly buying and trying on women's clothes in the store was a new and exciting thing for me.

[Annabel Girlie]

My first purchase was a pair of frilly panties at a small shop near my university hall of residence - I was so nervous I nearly fainted in the store! The assistant must have known they were for me I was so red and nervous

That was 25 years ago, and how things move on! Yesterday I was browsing in an Ann Summers shop in the local shopping centre, and I had picked out an adorable cami & knickers set in pink floral. The assistant asked me what size 'she' was, and I use the tactic suggested by one of the other girls here, and said "About my size, really". She asked if they were for me, I said they were, and she helped pick out the best sizes of the cami and knickers, and then showed me to the changing room to try them on - heaven! (The cami was not the right size, but the knix were to adorable and I bought them)

Try it girls - it is such a rush to admit the lovely things are for you, and it is so easy with the 'about my size' line

Love

Annabel

[Glamour]

:thumbsup:

[Kimberly]

What was your first purchase on your own as a CD and how in the heck did you work up the nerve to do so!?
My first purchase alone was a pair of 4" knee high boots.

Mmm... I loved those boots.

Pity i purged them :(

[Michelle I]

I don't remember my first purchase, probably by mail order BUT I do remember my first purchase at Lane Bryant. I was shopping in male mode, I tried the usual "she is the same size as me" but the sales girl would not believe me. I finally told her that it was for me, from there she had me trying on a lot of outfits :) and spending way too much money. It was a great day only to be followed by many more. I shop both in male mode and sometimes Melissa gets the chance. I love to buy :D , I spend way too much money and have way to many clothes and shoes.

Melissa

[DonnaT]

I think, as it was so long ago, it was a package of pantties. Being married I had no problem in making such a purchase. However, when I bought my first matching bra and panty set, it was a little different. There was just something about buying a bra. Now I just go and get what I want anywhere I want. :D

[Wendy me]

panty hose ...my frist walked in looking at brands and sizes ....almost walked out but i just needed to have them from then on i can do anything i want when shopping if you don't mind no one else will and if thay do f.....them............

[Vivian Best]

Hi Pretty,

My first purchase was pantyhose from the grocery store. That was before the internet. Most of my clothing has been purchased from Lane Bryant catalog.

Vivian :rolleyes:

[Melissa A.]

It was so long ago, I couldn't possibley remember. Many purges later, I'm sure whatever it was, it's mulch now. At least I know I'll never purge again. I'd better not. This wardrobe is getting huge.

There are alot of threads here about the fear of buying, with some good advice. All I can say is that over time, that fear will evaporate. I buy anything I want, anywhere. But I admit I wasn't always that way. Just remember, the more nervous you act, the worse you make it. And most people just don't care. Good luck.

Hugs,

Melissa :)

[tammie]

HI All: Pretty in PA U should go and buy a lottery ticket right away U R so lucky. U can't wear a dress without a bra, U should have a cute panty over your garterbelt, and they should all be matching color if not style.

Did U get an elastic gartebelt or a proper close in the back with hookNeye type? Now U need to know your size for a bra and do U want to wear forms or feel the lace cups againist your breasts? If U don't want to wear forms, and by the way if U want to ever wear it under your clothes without being read try a minimizer style as they have the cups cut down on volume proportionately for the diameter of the underwire.

If U go out underdressed, your wife will love knowing U R wearing a bra and say pantygirdle with thigh highs so then U will need a slip, kind of a short one, but not a half slip. That will mute the bra outline and make your nipples less noticable if they tend to get excited from the lace againist your skin, especially when she rubs your nipples discreeetly and pops your garter strap.

[Clare]

Gosh, talk about ancient history! It would have to be after i left home, so at least 25 years ago!

Now, thinking, thinking, think... i suspect it was a pair of pantyhose (no lycra in those days) and a cheap pair of black 2" heels from k-mart if my memory serves me correctly.

I had worn my Mum's clothing while living at home, but she didn't have any decent shoes that fit me, so my first purchase was for shoes -was desperate to get a feel for wearing womens high heel shoes.

Wow, that brings back the early days of crossdressing - and a lot of purges since!

Christine

[CharleneCD]

First off, I like "pretty in pa" much better than confused. Take your time finding the name you are comfortable with.

As for the first item I bought, thats hard as me and my wife always shop together. I see what I like point it out to her and say Charlene would love that. I am sure that many of the other women in the stores have wondered about the husband so interested in shopping with his wife :D. Next time we go to shop for clothes though, Charlene is going so she can try some things on before buying.

[orchard]

when I shop for fem clothes, I just mix it up, sometimes I even toss in something totally absurd and unconnected, like my last department store purchase:
silk robe
pretty blue shirt
bike lock.

[jessiemillard]

Ok you like this one...

I was about twelve and went to the local department store and purchased about $150 worth of Bras. I also went through the garden section to pay as to avoid the main line in the other part of the store and bought a ....spray bottle :rolleyes: . Ok on the way home i started to get really nervous that my dad would find them so i 'hid' them in the sewer. Came back a day later to retrieve them and couldn't figure out why they where gone.

Ahh the innocence of youth....

[Deelite]

Strewth, that must be 16 years ago,
i think the first purchase was a pair of flat heel leather knee high boots (riding boot style - very 80's), brown i think, i remember walking 3.5 miles into town to buy them, (still learning to drive) very nervous about buying them, but when i was walking home with them (they were in a HUGE white box) i saw to my horror my brother walking with his girlfriend!!

Luckily they were quite a way off and they had'nt seen me, so i took a detour and walked a different way home!

All sorts of things were running through my mind after that close encounter, thinking how would i of talked my way out of what was in the huge box that i was carrying!

They were worth all the grief though, i loved those boots, unfortunately they have gone with 2 other pairs that i had bought when i purged some time later.

Dee.

[tammie]

HI All: My first purchse was when i was 14yo, my mother had gotten me my first underwire bra [a Vassarette black lace cup in 36B] that fit me perfectly. I had been wearing my sisters and got yelled at about it. Also my mom got me a slip same size as hers and a LLPG smae as hers. Later I read Dear Abby, a letter from a man who wnated to buy womens underwear. She advised hiim to go righ tafter the store opened or at dinnertime when the stores R almost empty. To know his size and what he wanted by having a picture or the style number etc. So I got up my courage and went and bought a Sears black garterbelt and stockings.

[Strike]

A demin mini skirt just over a week ago, worked up the nerve thanks to this board.

[azure]

cor, now your asking, gorblimey guvnor, bleedin eck thats a long time ago(blush) well I think my first buy was(memory is a bit hazy) a speedo swimsuit, a red one with white stripes down the sides. Because the gilrs in school wore them, and I wanted to be like them, silly i know, but it made me feel right. I was about 15(39 now old git), gave the assistant a story of buying atreat for my girlfriend who happened to be a size 18.

[rachel_rachel]

My first thing i bought was a blonde wig.
I said it was for an 80's party that i was going to on the weekend.
I used to steal my clothes from washing lines in the area i lived in, and then decided to go on a fitness thing, ride my bike to the botherhood bins and jump in them and get my stuff that way.
That was when i was young and stupid, i got caught one day by my mum and she made get rid of it all.

I have since bought heaps of clothes, more wigs, lingerie, from salvos shops, eBay, garage sales.
My most recent purchase was an absolutly geogous wedding dress that i just HAD to have, then the guy at the shop asked when i paid for it was it for me.
I just answered, yeah, jokingly.
If only they knew, if only they knew.

[donna anne]

15 years ago i went into a fredericks of hollywood, scared to death and fumbled around untill i found something. my face was beet red im sure. i bought slinky red top that laced up the front, a red garter belt and some red stockings. i wore those for ever, still have them although they're allittle worse for wear.

[mariej]

20 years ago it was. A black lacy bra. I walked into British Home Stores with 2 large coconuts and asked the assistant if she had any thing big enough to hold these as they were making my arms ache.
Neccessity is the mother of invention!!!!!
L&P
Mariej
xx

[mariej]

Sorry the above post in not really true !
It was 2 grapefruit!
L&P
Mariej
xx

[Pip]

Great answer Marie....hey, a girls gotta keep them grapefruits (or coconuts) from sagging!

Got a lot of great answers on this post. I'm already making a shopping list of things I want to do. Gotta be careful not to do it all at once. Need rent money too or I won't have anyplace to dress up!

Next on the list I think.....a wig and some shoes. Any advice for a guy that wears a size 12 mens shoe?

Pip

[GypsyKaren]

My first purchase was pantyhose from the drug store,and it took large amounts of drugs and alcohol for me to do it. I was so nervous they probably thought that I was there to rob the place.Now I buy anything I want,it doesn't bother me anymore.I will say that wearing a wedding ring helped quite a lot.
GypsyKaren

[AngelAshley]

I can't remember my first purchase... think it was lingerie from La Senza.

I do remember the nerve thing being an issue... but then when I thought about it, I figured they must get loads of guys going in there buying stuff for either themselves or their wives/girlfriends, so I strolled right in, picked out something I liked, I already knew the size cos I'd measured myself at home, then just went up and paid for it. Nobody blinked an eyelid.

These days I'll happily walk into any shop dressed as a guy or a girl and buy anything with total confidence. Pople don't usually care - too busy with their own shopping, and it's highly unlikely they'll say anything. And if they do, so what? If it's derogatry I'd just give them stick back. If I'm dressed as a girl I'll happily go into female changing rooms and try stuff on too.

You really don't need to bother with the whole 'I'm buying it for my wife thing'. (By all means, you don't need to correct them if they say "Is it for your girlfriend?"). They've seen it all before, they got bigger fish to fry, and by bringing it up yourself it makes it a whole lot more obvious...