You were just trying to have a good time — celebrating Pride, vibing with your crew, and getting on with your fabulous business. But then she tried it. In this episode, you’ll relive the highs of a wild Pride weekend and hear what real...

Listen… summer is coming, and it’s already way too hot for me to be out here in this car. I’m too grown to be sweating through my clothes before I even get where I’m going. In this episode, I discuss why I need a new ride as soon as possible an...

In this episode of Late Night with Sylvester, I’m gearing up for Memorial Day weekend and reflecting on the excitement around D.C.'s Black Gay Pride—one of my favorite times of the year. I also share my thoughts on switching barbers (y...

The Baddies Africa premiere is here, and I have thoughts — a lot of them. In this episode, I recap the season opener, dish on the cast, the drama, and who’s already standing out. If you love chaos, glam, and reality TV breakdowns, this...

In this episode, I recap my recent trip to Houston — the vibes were high, the food was on point, and I definitely had a time. I also get into some real talk about money: how I decide what’s worth spending on, what I absolutely won’t dr...

In this episode of Late Night with Sylvester, I recap my weekend before heading to Houston, starting with a surprise “brunch” that turned into a full-blown party at Joe’s. I also share the satisfaction of cleaning my apartment and tack...

Babyyyy, I don’t know what’s in the air, but the men this week? TRIED it. In this episode, I break down a wild (and lowkey hilarious) hookup situation that had me like, “Oh, this what we doin’ now?!” From weird energy to straight-up fo...

In this episode of Late Night with Sylvester, I’m getting ready to step out with friends—but first, let’s talk prep. Yes, that kind of prep. The bottom struggle is real, and I’m here to share the hilarious (and frustrating) truth. I al...

In this episode of Late Night with Sylvester, I dive into my search for a new car—my third one—and share my experiences navigating the buying process. I also talk about working part-time on weekends to keep that steady cash flow.

In this episode of Late Night with Sylvester, I get into the latest episode of Baddies on the Zeus Network—because you know I have thoughts! Then, I switch it up and discuss why leaders need to keep learning and growing...

In this episode of Late Night with Sylvester, I am gagged and distraught after discovering that two guys I know know each other—and the tea doesn’t stop there. A video of me entered their conversation, and I have ...

In this episode of Late Night with Sylvester, I share my excitement about taking the show to YouTube Podcast and my big dreams for where it’s heading. 🎥✨ I also get real about using sex as a way to cope with tough times because we all ...

In this episode of Late Night with Sylvester, I reflect on the past few days of having a man in my place, which felt a little strange but still enjoyable. I also dive into a fun night out with friends where the vibes were right, the la...

In this episode of Late Night with Sylvester, I reflect on a recent experience that reminded me just how good my shit is and why I’m always in control in the bedroom. 💅🏾 From the art of preparation to the unique moments of being a bott...

In this unapologetically bold episode of Late Night with Sylvester, I was feeling lit and talking my shit. 🍷✨ This year, I’m setting the tone and letting these guys know exactly how I want it and like it—no room for games, just straigh...

In this reflective and personal episode of Late Night with Sylvester, I unpack the holiday season, my birthday, and the start of the new year. Christmas got me thinking—next year, I want to start a new tradition by giving gifts to my f...

In this episode of Late Night with Sylvester, I get real about the art of the nude – specifically, why some men aren't getting it right. 😩 I break down the dos and don'ts of sending sexy shots (you're welcome) and share a few tips to l...

In this episode, I dive into the art of compromise—whether in relationships or life's tricky situations—and what it really takes to meet in the middle. I also shared insights from my latest therapy session and opened up about my love-hate relat...

In this episode of Late Night with Sylvester, I reflect on my July BBQ and the challenge of remembering faces and names (it’s harder than it seems, lol). I also dive into my weekend of partying and being out and about, sharing thoughts...

Join me on this special episode of "Late Night with Sylvester" as we celebrate six fantastic years of the show! I share tales from a recent trip to Atlanta, GA—reconnecting with friends during homecoming weekend and my lively visit to the Red R...

Dive into this bold episode of "Late Night with Sylvester" titled "Yes, Daddy," where I share insights from my day and my complex feelings about oral sex—navigating the love-hate dynamics of intimacy. Additionally, I recount a striking interact...

Join me on today's episode of "Late Night with Sylvester." I open up about a familiar frustration—recruiters not taking the time to read resumes thoroughly. I also reflect on a challenging therapy session that heightened my sensitivities, offer...

In this fresh episode of Late Night with Sylvester, I dive into the ups and downs of my day and why I'm craving a getaway. I also chat about embracing my inner 'bad bitch'—a journey of confidence and self-expression. I'll take you back to the f...

In this episode of "Late Night with Sylvester," I'm saying goodbye to the Jerrod Carmichael show on Max. I'll share my take on Jerrod's influence and what his comedy has brought to our screens. We're also tackling the big news of President Bide...

In this episode of "Late Night with Sylvester," we delve into the political arena as I discuss Kamala Harris and her potential presidential run. What does this mean for us, and what can we expect? Plus, I share a personal story about a recent i...