Madison Winter (@MadisonwinterTo) header
Madison Winter (@MadisonwinterTo) profile picture

Your fun-loving Canadian girlfriend. Occasionally sweet. Often sassy.

Toronto, Ontario
Joined September 2016
Photo by Madison Winter (@MadisonwinterTo)Photo by Madison Winter (@MadisonwinterTo)Photo by Madison Winter (@MadisonwinterTo)Photo by Madison Winter (@MadisonwinterTo)Photo by Madison Winter (@MadisonwinterTo)Photo by Madison Winter (@MadisonwinterTo)Photo by Madison Winter (@MadisonwinterTo)Photo by Madison Winter (@MadisonwinterTo)Photo by Madison Winter (@MadisonwinterTo)Photo by Madison Winter (@MadisonwinterTo)
A little ‘treat’ for ya ✨
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Back in my happy place 🏖️
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Welp… got a little too close to the podium… absolutely soaked in champagne 🍾 😆🙃
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Formula 1 Fit 👌🏼
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My dudes, regular reminder: if you’ve been chatting to someone online using my pictures…. I can’t help you. Block. Report. Please stop emailing me about this, I’m not going to hold your hand. Im running a business over here. 🫠
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Effective immediately. If you email me, DM me, try to get my attention in my comments about this… you will be ignored. I’m done.
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Settling in for a fun weekend 🏎️ 🥂
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Email me if you want to go on a date with a public & mouthy SWer 👋
I genuinely wonder why men choose to date sex workers who are so public and mouthy. As if, in this day and age, someone couldn’t hack their devices and expose their entire client list, potentially affecting countless lives. I don’t know. I guess when you’re constantly seeking attention, it doesn’t matter whose privacy, reputation, or life you put at risk.
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Gym bunny reporting for duty 🫡
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Imagine coming home to this… 🍽️
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A spring in your step- regardless of the season 🌱
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Two blondes go to cottage country 🏡 🛶
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Muskoka mornings ☕️
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Home…. For a very hot minute 👀 🏃‍♀️
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London, you’re always a joy 🇬🇧
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Food so good I forgot to take photos 🥩
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Thanks to the fabulous @WithVoss for an afternoon of sushi and chats 🍵
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Absolutely the loveliest brunch with @Withchelsey 🍳
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