Back in 2017, I visited Trinidad and Tobago. It was three years after losing my dad. Your girl was NOT doing well. Most days I didn't know if I was coming or going. Going back home felt necessary. The truth is, I never intended to return to the U.S. I packed e'erything up and went home! I stayed for four months. One day I met a couple friends and they were like...'Yuh here to do a show?' Show? Nope! A comedy show was not in the cards for me. As the days went by, I kept meetin

Well...well...well...We. Made. IT. Happy New Year my darlings! Some of us made it through whole; some of us arrived in fragments. The truth is, it doesn't even matter how we got through all of it because I think life is us continuously getting it together. Hopefully, with time and good freaking decisions! We enjoy more wholesome moments. I know, I KNOW social media paints a very different picture, everyone appear to be killing it! But honey, do not be fooled. I believe who a

When I started comedy over ten years ago I honestly didn't know what to expect. I must have shared this story a thousand million times. I knew I enjoyed the art of storytelling. I love laughter. I mean, c'mon, who doesn't? A good deep belly laugh is not only medicine for me, it also saves everyone in my path from dealing with the wrath I'd unleash if I couldn't laugh. Feel me? Yeah, you do. When I initially started this journey I had a very sorta kinda generic logo. You know

Girl, I cannot believe it's been 29 years! Girl, like what?!?!? Hahaha...yes, that's how they(we) (mostly the younger people) talk now. I am pretty sure you would not have approved. Well, I know this will not surprise you...I am not seeing eye to eye with the apple of your eye! I guess the 'eyes' do not have it. Jooookes! The one thing we did well was laugh. Mum! The older I get the more I have come to appreciate your dark, dry sense of humor! Lady, you were funny as hell. Re

HoHoHoliday Greetings my darlings. Someone once told me that if the only prayer you ever said was thank you, that was good enough. Grace and gratitude invites abundance. I believe this to be true. I also believe abundance lasts when it's met with humility. As I've gotten older and with lots of therapy, LOTS of therapy, I truly feel a deep(er) sense of gratitude. I think what I love the most is being able to love myself even in those moments I KNOW I am spiraling OWWWWT...and

A few years ago I realized I’m more of an Easter person. Like I love having 40 days to reflect and reset. It’s probably most likely directly related to carnival, for sure. Don’t get me wrong, I like Christmas but I think losing my mum in December spoiled it for me. It’s not a recent loss either, she passed December 1996 but, there’s no timeline on grief. In fact, I had this ‘ah ha’ moment a few weeks ago. I was driving to some random place, feeling a deep sense of emptiness.

I performed to a full house at The Comedy Bar Danforth on a Wednesday! What?!?! Yeah, that’s right. Me. 🙏❤️🙏 When the club confirmed...

A few years ago, a couple scolded me for making jokes about my marriage. “That’s disrespectful!” they said, holding hands and strolling...

Each time I hope on social media (facebook in particular) the prompts give me anxiety. What's on your mind? Geez. Now I'm...

When I got my first job in the U.S., at Macy's, I remember how uncomfortable it was for me to call my manager by her first name. It took some getting used to. Fast forward to my first corporate job and discovering along the way that everyone addressed the CEO by his first name! Are you kidding me? I spent my formative working years addressing everyone by Ms. or Mr. or get this....even Sir/Ma'am! So, initially, calling someone by their first name would cause me to break out in

T'rono good mooorning! The Red Woman Tour is headed to you. Yep, that's right. We are coming to the T.O. .....to The Six....and not even...

My both parents are from Paramin - *A village located on one of the highest points of western area of the Northern Range in Trinidad and...

Hawt in Hotlanta! What's a Fringe Festival Cindy-Ann? This was the question most people asked when they learned about my show, The Red...

Who's there? Cindy-Ann Cindy and who No, Cindy-Ann no D Who is D? No, there's no 'D' in Ann What? Who is this? Cindy-Ann Cindy and WHO?...

A year ago I performed my first ever One Woman Show. Aw-right! I've been the star of my one woman show for all of my life. I guess what...

If you can finish that headline then we can be friends. The Red Woman Tour was born out of a rediscovery of self. It's a love affair...

I've come to realize the years eventually begin to look and feel the same. With the exception of a few major events that occur in our life, this journey is a compilation of stories tugging on all of our emotions all of time. It occurred to me that this life truly is a series of you win some you lose some. Lemme tell something to you, so much changed for me the moment I figured that shit out. Perhaps some of you already had the intel but yuh gyurl can be a lil, okay, alright..

Welcome to my vulnerability soiree, some great news and a little overshare. A few months ago (like 25 months or so), as I was dreaming up...

Here's to being Bold and a little boldface at times too! https://voyagemia.com/interview/conversations-with-cindy-ann-boisson/ How are...

A decade what ifs: What if I never did a standup comedy workshop? What if standup comedy wasn't even a thing? What if my son never left...