The Winky Peach

The Digital Diaries of a Twenty-Something-Year-Old Girl

The Winky Digest

welcome to my digital diary. Brace yourself.

Fresh From the Peach Tree

Is It Finally Time To Start Dating Normal Men?

It’s 2026. I’ve now had two failed relationships (technically five if you count those three two-week-long flings that knighted me with the title of “girlfriend”), two situationships, and I’ve now gone on first dates with enough men, I could rally them up and start a platoon. But they all had one thing in common: they…

On Being Good, Not Great, and Wasting Potential

I’m sitting here, staring at a blank screen that’s becoming a little less blank with every strike of my finger. I have no direction in mind for this piece–just a lot of thoughts and nowhere else to take them. I wish I was a better writer, the best even.  I wish I had more original…

The Juiciest Peaches

Ask The Winky Peach!

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Previously on ‘Ask the Winky Peach’…

What About My Ex’s Mom?

Jules says:So… I went through a really bad breakup. Long story short the guy was like evil, BUT, his mom…

Next Steps

Cassidy says: With everything going on in life, I feel stuck. I feel like even though the world keeps spinning,…

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The Winky Peach

A digital diary about relationships and pop culture.

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