Second City Sisters

07/28/2026

From blessing to finish line, here's a look inside Columbia Yacht Club’s first Rainbow Regatta.

Columbia Yacht Club hosted the Rainbow Regatta for the first time, bringing together LGBTQ sailors and allies for a day of racing, community, and tradition on Lake Michigan.

07/27/2026

Rainbow Races, which aims to boost LGBTQ+ participation and representation in sailing, is partnering with the local chapter of the Sisters of Perpetual Indulgence for this year’s race and fundraiser.

Rainbow Races, which aims to boost LGBTQ+ participation and representation in sailing, is partnering with the local chapter of the Sisters of Perpetual Indulgence for this year's race and fundraiser.

07/26/2026

07/14/2026

We thought NSQP went swimmingly! But what were your experiences? Please take 5 minutes to inform how NSQP can be even better next year.
Text: purple flyer w/NSQP logo, light blue circle with red text & diverse hands reaching for the intersex inclusive pride flag. First line: Share your thoughts. Next line is an image of two people talking and a qr code. Next line: take our survey and help make North Side Q***r Pride 2027 an even bigger success! last line: www.surveymonkey.com/r/2026NSQPsurvey

07/14/2026

This weekend, the Second City Sisters were honored to help open Chicago Fe**sh Weekend with a blessing rooted in joy, community, and unapologetic authenticity.

As we looked out across contestants, titleholders, organizers, volunteers, and community members, we were reminded that leather, kink, and fe**sh spaces are built not only on passion, but on trust, consent, courage, and chosen family.

Our blessings celebrated every person brave enough to show up as their authentic self. We wished everyone safe travels, meaningful connections, fierce competition, and plenty of moments of laughter that remind us why community matters.

To every contestant who stepped onto that stage—you’ve already won by having the courage to be seen.

Thank you to everyone who welcomed the Sisters into this incredible weekend. May your boots stay polished, your gear fit perfectly, your l**e never run dry, and your hearts remain open to the joy that comes from living authentically.

Go forth, be safe, be kinky, and remember: joy is sacred.

❤️🖤

**shWeekend

07/12/2026

Yesterday, the Second City Sisters were honored to join our siblings, the Brew City Sisters, at Kenosha Pride! 💜🌈

Together, we shared blessings, laughter, hugs, and joyful visibility with everyone who stopped by. Every conversation, every smile, and every moment of connection reminded us why this work matters. Pride is more than a celebration—it’s a promise that no one has to stand alone.

Thank you to the Brew City Sisters for your incredible hospitality and for sharing the day with us. And thank you to everyone who came out to celebrate, receive a blessing, tell your story, or simply bask in the joy with us.

Our mission continues wherever we’re called: to promulgate universal joy, expiate stigmatic guilt, and remind every person they are loved, worthy, and beautifully authentic.

Until next time, Kenosha—keep shining. ❤️🧡💛💚💙💜

07/11/2026

07/11/2026

06/29/2026

Yesterday we took to the streets with thousands of our LGBTQ+ siblings, allies, friends, and chosen family for Chicago Pride. 🌈

People often ask what the Sisters do. Yesterday was the answer.

We smiled with strangers, hugged those who needed one, blessed those who asked, danced without apology, and reminded people that joy is sacred. In a world that can feel heavy, choosing joy is an act of resilience—and sharing it with others is an act of ministry.

Every wave, every laugh, every “Happy Pride!”, every blessing, and every moment of connection reminded us why we show up. Not just to celebrate who we are, but to help create a world where everyone knows they belong.

To everyone who cheered, took photos, shared their stories, or simply smiled as we passed—thank you. You filled our cups right back up.

Keep spreading kindness. Keep celebrating each other. Keep choosing joy.

Happy Pride, Chicago. 🖤🤎🤍🩷❤️🧡💛💚💙💜

ChosenFamily LGBTQ SpreadJoy