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Olivia Winsome

.. the discerning gentleman’s perfect companion.

A true gentleman knows the value of a classic lady.

When we meet, you’ll immediately see what sets me apart. My poise and intelligence position me as an exceptional companion – someone you yearn to have by your side, in public and private.

I am slim and toned, with long legs, and natural D-cup cleavage that commands attention. My long, chestnut-brown hair frames my delicate features. And as our connection deepens, you may notice my green eyes intensify, sparkling with warmth.

I have previously had careers in the Australian wine industry and the corporate world, and have travelled extensively both for work and pleasure. As a result, I have extensive knowledge of and appreciation for food, wine, fashion and culture. I take great pleasure in spending time with those who have similar interests to me.

Whatever adventures we embark on together, you’ll be happy to have me by your side.
I love indulging in life’s pleasures: from theatre and ballet to fine dining. But I also enjoy simple, sweet, carefree experiences, and I’ll certainly never say no to a relaxing beach holiday where we can feel the sand between our toes and drink cocktails watching the sunset.

One of my favourite ways to spend the weekend is to escape the city and take a trip to the country to visit wineries and relax by an open fire. Often in life, we fall into a routine, and all of a sudden, we realise life has been passing us by. Getting away from it all means we can slow down, appreciate one another and really connect. And, I have to say, there’s something incredibly romantic getting to know each other in the idyllic setting of a vineyard over wine tastings, charcuterie and long conversations. When we’re finally alone, I’ll show you the side of me reserved only for selected lovers: cheeky, playful, and passionate – a woman who never holds back.

Although I am based in Melbourne, I adore travel. If you’re seeking an all-inclusive travel companion within Australia or New Zealand, I would love to join you on your next business trip. There’s nothing quite as relaxing as being met at the door with a glass of wine and a beautiful lady clad in lingerie after a long day of meetings. If this sparks your interest (and your desire), you can view my Fly Me To You packages at oliviawinsome.com/fly-me-to-you

If you’ve been dreaming of a secluded escape, whether for an evening or a weekend, I would love to hear from you. I urge you to visit my website to learn more and start planning our date – oliviawinsome.com

I offer a Girlfriend Experience;
I value a relaxed and natural approach to my dates, focusing on building a genuine connection rather than a predetermined checklist. The girlfriend experience I offer prioritises mutual enjoyment and comfort, allowing for a more authentic and enjoyable encounter. If you have any specific questions or need guidance , feel welcome to ask.

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