My Lolita Wine Glass Obsession

Autumn Glory wine glass by Lolita – my newest in my collection!

It’s Saturday night…I had just finished decorating my dining room for Thanksgiving and decided it was wine time!  I grabbed a delish bottle of Sauvignon Blanc that I opened the night before and poured it into my new Autumn Glory Lolita Wine glass and all was good!  Amazing how much better wine tastes to me in any of my Lolita wine glasses!

Designer Lolita Healy was out with friends one night in 2001.  While ordering drinks from the martini menu it occurred to her that the glasses could be more decorative and reflective of the drink personalities being ordered.  Her hand painted glass collection was born from this night out and she continues to create unique glasses that appeal to so many people – especially me!

Most of my Lolita wine glass (and martini glass) collection. Since this photo a few weeks ago I’ve added several more from my thrift store visits!

I became familiar with Lolita wine glasses when my mother worked for Hallmark and the store she managed carried them.  I thought they were cute and quirky and they came in a round box – already packaged and ready for gift giving!  One unique thing about these hand painted glasses is that they come with a drink recipe on the bottom along with the “name” of the glass design.  These glasses were also a little pricey and not necessarily something you bought for yourself.  Instead you wanted to buy one for a friend or family member for a special occasion.  I remember buying these glasses for gifts over the years but never for myself.  It seemed like such a splurge to get one for myself.

Then one day I was at the thrift store and I spotted one…it was a design I was familiar with sitting on the shelf with the other glassware.  My mother’s store had this design and I always loved it.  I picked it up and turned it over and there it was…the recipe and the name!  I was thrilled!  And I was equally thrilled that the price was just 99 cents vs. the usual $25 retail!  SCORE!

That Witch if Back Lolita Wine glass – I did a little google search a few days ago and someone was selling this one for $299!!! What the heck? I got it for 99 cents!

Soon I was finding these glasses all the time when I would go thrifting.  I could spot one across the store and make a b-line for it!  The second one I found was a Halloween design – a witches green hand complete with black lace wrap around the stem.  The recipe on the bottom is called “That Witch is Back” and after googling it later I found out it is a retired Lolita design.   I love using this one the entire month of October!

After that I hit the mother-load of Christmas designs.  The first one was a snowman design and he’s melting on the bottom.  The next was more elegant…a frosted white glass with silver shimmery snowflakes.  The final one is a female santa suit with a red feathery boa wrapped around the stem called Hot Mama Claus.  I always place these glasses on my kitchen counter top where I keep my wine paraphernalia by season and alternate using them – depending on my mood.

I’ve managed to find a few in their original boxes which is always fun.  I found the Little Black Dress glass that I gave my daughter Emily for her 21st birthday.  She had an Audrey Hepburn Breakfast at Tiffany’s theme so it seemed perfect for that.  I also found a wedding wine glass that I gave to my daughter Anna Marie for her lingerie shower.

My first Lolita martini glass – this was is called New Year’s-Tini

Lolita also makes beer glasses and martini glasses.  I found a beer glass for my husband and he has used it a few times.  The martini glasses are also pretty elaborate.  The New Years themed glass has a disco ball hanging from it to resemble the ball dropping in NY on NYE.  I have several other martini glasses – all Christmas themed.  I like using them for mints and nuts on my table during the holidays.

I’ll admit, my love for these quirky glasses was fueled by my ability to find them at the thrift stores.  But I’ve also paid retail for glasses in recent years.  When I spotted the Day of the Dead sugar skull wine glass at Von Maur several years ago, I knew I had to have it!  Then I found a gold and red poinsettia Christmas glass on Amazon and had to have that as well.  And in the spirit of Christmas giving, I bought this same glass for two of my friends last year.  They loved it and now have their own obsession with these glasses!

My latest is the Autumn Glory glass, again from Amazon.  It reminded me of a tree in my neighborhood that I love to photograph each fall as the leaves turn to gold.  The glass reminded me of that tree and it has now become my November wine glass.

I don’t see this obsession slowing down any time soon.  As long as there are occasions for wine, I feel certain there will be a creative and quirky Lolita wine glass for me to use!  Cheers y’all!

2 thoughts on “My Lolita Wine Glass Obsession

  1. Christina Walker

    Wow your story sounds exactly like mine😂😂😂😂 my morher and I collect these as well. She mostly martini ones and me wine. Mostly from thrift stores but also lately I have bought from Amazon etc…. i have well over 50 at least by now. I love them so much.


    1. Southern Señora Post author

      Christina – thanks so much for commenting!!! I absolutely love these glasses and just this past week found another one at the thrift store for 50 cents! I love a bargain!!!



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