PODCAST · comedy
Late Night with Sylvester
by Sylvester
Late Night with Sylvester is a podcast that friends get together and talk real shit about day to day life, sex, relationship and even work life. With a cup full of truth and teaspoon of shade.
Episodes
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My House, My Rules
In this episode, I'm recording while I edit my last episode of Late Night with Sylvester, and I have a few things on my mind. For some reason, I've been feeling the urge to host something at my apartment. I love the idea of bringing people together, but there's just one problem: I don't like…
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Cleaning House
In this episode, I'm revisiting the situation with the guy I was dating, including the last time we saw each other when he came to visit me and how things ultimately ended with him ghosting me. Sometimes it takes a little time before you're ready to unpack an experience, and I'm finally getting...
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Weeks Like This…
I start this episode celebrating a really special milestone: my grandmother's 90th birthday. I talk a little about my family, our dynamic, and how I've gotten to a place where I'm comfortable with where I stand with my family and the relationships I have with them. Meanwhile, this week wore me…
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Hey Jezebel
It’s been a minute, but I’m back! I start this episode by getting into the RHOA reunion and giving my shout-outs to some of the women on the show. And somehow, “Jezebel” enters the conversation—which leads to me talking to Siri throughout the episode to help me define words. Apparently, Siri has…
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Muva
Fresh off my trip to Puerto Vallarta, I'm back with a few things I need to get off my chest. PVR was an amazing time and exactly the kind of Pride experience I needed. Somewhere along the way, I earned the title of "Muva"—and honestly, it might be sticking. I also talk about the drama that…
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Pride Looks Good on Us
It's Pride Month, and in this episode, I'm talking about what Black Gay Pride looks like in our community and why I love it so much. From the joy and freedom to the connections and culture, there's something special about seeing us show up as our authentic selves and celebrate each other. I also...
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Being Intentional Ain't Cheap
In this episode, I'm catching you up on my day and everything that's been on my mind lately. I talk about my trips to DC to spend time with a man I really like, and how I'm trying to be more intentional about dating, relationships, and where I invest my energy. I also get into some real-life...
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Fresh Pu**y
In this episode, I’m fresh out of the shower and fresh in my thoughts. I start off talking about RHOA — who I’m liking so far and what’s not really working for me when it comes to the production and some of these scenes. Then I get into my week, including seeing the man I’ve been trying to get...
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Wendy Williams
This one’s dedicated to Wendy Williams! I was inspired after watching her biopic, so I was giving full radio vibes—playing music, talking my feelings, and catching a whole mood. I’m still high off my Turks and Caicos trip, and I went live on BIGO during this one. I opened up about my relationship...
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The Homie Can Get It Too
Thank you for stopping by and listening to another episode of Late Night with Sylvester. This episode I talked about the recent Nene Leakes interview with Carlos King, where shit got real and Bravo owes my girl a CHECK. I also mentioned wanting some new d**k and my situation with "Daddy Wes."…
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Can She Sit With Us? 🌴
In this episode, I’m giving you a full recap of my trip to Turks and baby, it was a time. From the vibes to the moments, I had so much fun being outside, enjoying the sun, and just living. But let’s be real… the gurls were giving a little mean girl energy while I was there, and I had to clock…
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BIGO Live
In this episode, I’m recapping my weekend and getting into everything leading up to my upcoming trip to Turks and Caicos, because I’m outside and preparing. While recording this episode, I went live on BIGO, bringing y’all into the moment with me in real time. The energy was fun, a little...
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Still A Barb
In this episode, I’m catching you up on my week. The weather has been beautiful the past few days, and you already know how everyone starts acting differently the moment the sun comes out. When winter breaks for a second, suddenly everybody is outside, in a good mood, and living their best life.…
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We Like It Raw
In this episode, I talk about my journey with PrEP and getting ready for a new PrEP option that will be a bi-annual shot. Taking care of my health has been an important part of my life, and I share a little about what that process has looked like for me. I also talk about my busy week at work and...
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Can We Talk?
In this episode, I start off talking a little RHOP and sharing my thoughts on some of the women, because you know I have some thoughts. Then the conversation shifts into something more personal. I share a little about my situation with a man I know and love, giving background on my feelings and...
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It's Called "Customer Service, Sweetie"
In this episode, I start off talking about those Black queer dating show spinoffs and why being unique is a must. Then, I get into my weekend in Atlanta—yes, it was a vibe—until I had a less-than-cute experience at the Morehouse bookstore. We end the show on that note—because even the best…
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Cocktail Gurl in a Plastic Cup World 🍸
This week, I break down my weekend adventures, including a night out with my friend that left me feeling a little… embarrassed. And then I get to a crucial topic: are you a glass drinker or a plastic cup drinker? Because, let me tell you—there’s a difference, and I’m all about the glass. Join me…
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This Big Back Bit*h
In this episode, I’m breaking down my weekend in Dallas — starting with a crazy altercation that happened on the very first day of the year. It was unexpected, intense, and definitely tested my patience. I use that moment to talk about the importance of truly knowing yourself, staying in control,...
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Are You Wearing Red Tonight?
In this episode, I’m talking through my day and getting honest about some red flags I’m noticing with a guy I’ve been spending time with. I’m not sure he’s my person, and instead of forcing it, I sit with that feeling and unpack what I actually want. I talk about the kind of man I’m drawn to, why...
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The Verse Agenda
This week, I’m getting into the stress and excitement of planning my birthday trip to Dallas, including trying to find a place to stay. Between all the options and my standards, I’m starting to wonder if I’m too picky… but honestly, I’ve earned it. I also touch on a small issue at work before...
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Ice, Hennessy, Lemonade & Cake
In this episode, I’m recapping my weekend — and it had range. Saturday kicked off with a Friendsgiving that started calmly and quickly turned chaotic, setting the tone for the night. On Sunday, I slowed things down a bit: cleaned my place, reset my space, and then headed out to a rooftop party....
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The Red Door
This week, I’m giving you a cute Sunday recap of my weekend in the city. Friday night was a whole vibe — the host let me into the party smooth as hell, and it set the tone for the evening. Saturday had me in Brooklyn all day, soaking up the energy, the people, the everything. I also get into a...
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Bitch, You Saw Me
This week, I’m in a great space — life’s moving in the right direction, and it feels good to say that out loud. I talk about no longer needing to work my part-time job, how freeing that’s been, and the importance of decluttering — not just my space, but my energy and the people around me. I also...
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I Been In The Mirror
This week, I had to get a few things off my chest — literally and figuratively. I talk about my recent experience going to a sex party and what really goes down at those events. From the atmosphere to the energy, I share what I liked, what I didn’t, and why I’d love to throw my own exclusive,...
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Does He Eat Butt?
This week, I’m back after being down bad with the flu — and baby, it had me out. While I was recovering, a man decided to shoot his shot, and let’s just say… it reminded me why I keep my standards high. I get into what the bare minimum looks like to me when it comes to dating, and why showing up...
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Sweet Dreams
This week, I cover it all — from the wild dream I had about someone’s best friend (is that good or bad? 👀) to finally getting my full-time offer. I discuss what it’s like being a big brother who sometimes feels more like a parent, and I even call my grandmother live on the show to wish her a…
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Nuts In My Mouth
This week, I’m sharing what my weekend was like — most of it spent going out by myself, and honestly? It’s been fun. There’s something freeing about getting dressed up, hitting the scene solo, and doing exactly what I want. I also get into an interaction I had at the bar that reminded me why…
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$500
This week, I’m back from my Atlanta trip, and I have stories to tell. With a $500 budget, I thought I’d land a decent hotel, but Atlanta had other plans — and let’s just say the experience was not giving. I break down the highs and lows of my stay, the parties I hit while I was there, and why I…
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Rest My Hole
This week, I’m getting ready for my trip to Atlanta, and the excitement is real! While I pack, I get into the very real struggle of sleeping next to snorers — because let’s be clear, I just can’t do it. I also share my experience at a TS Madison event and what it meant to see her doing her thing…
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I Want & Need My Man
This week, I’m celebrating something big — I finally got my new car, and the excitement is real! But that’s not all I’m talking about. I get into a conversation I had on X about what it means to give up a little control in a relationship — especially in a gay relationship — and why it’s okay to...
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Been Done. Been Been.
This week, I’m talking about a smoke session that went all the way left when a friend came over… dirty. Hygiene is a must when you’re dealing with me, and I’m not shy about saying it. I also get into the high standards I keep for men who try to approach or flirt with me — because not everyone can...
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Still Pride. Still Petty. Still Car-less.
It’s still Pride Month, and Sylvester is still outside — but the car drama? Still dragging. In this episode, you’ll hear all about the nonsense that comes with car shopping (or the lack thereof), the moments that waste your time, and some real talk about what’s happening in the world — from trans...
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Who Is She Talking To?
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 really went down at the lounge when someone got bold. Because…
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Put Me In A Car
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 and share my recent experience shopping for one. From...
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Me & The Baddies
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 (yes, it's a big deal), and give you a quick recap of episode 2…
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"Pretty Privilege": Baddies Africa Recap Ep.1
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 one's for you. Let’s get into it! Don’t forget to subscribe,...
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Living My Hood Fish Fantasy
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 drop a dime on, and why being intentional with my coins matters...
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The Street Gurls
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 tackling laundry (adulting, anyone?). But the real conversation...
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4/20: Why They Tryig Me?
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 foolishness, I had to gather my thoughts and my edges. But don’t...
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The Trade Be Scared
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 also dive into my all-work weekend, staying committed to the gym...
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Let Me Eat
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. On the deeper side, I discuss the 2025 Mandate for Leadership…
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Look Cute & Do Your Big One
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 (because the title alone isn’t enough). With daylight saving time behind us,...
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Black, Loud & Proud
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 thoughts. 🤯 Why are men like this?! Let’s talk about boundaries, respect, and why...
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The Lady Chablis
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 have our ways of dealing with pain and hurt. Tune in for some...
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I Want To Play In Some Faces
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 laughs were plenty, and yes, I was out here playing in faces...
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Is The Water Clear?
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 bottom, I’m breaking it all down with honesty and flair. Tune in...
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Stroke Me Like This
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 straight facts. Tune in for the vibes, the truths, and a whole lot…
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"Happy New Year, Bit*h!"
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 friends for the first time. It’s about time I embraced that...
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Fix It, Please.
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 level up the game. Plus, I let my imagination run wild with a...
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Compromising
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 relationship with job hunting. From navigating emotions to...
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Frequently Asked Questions
How many episodes does Late Night with Sylvester have?
Late Night with Sylvester currently has 150 episodes available on PodParley. New episodes are automatically indexed when they're published to the podcast feed.
What is Late Night with Sylvester about?
Late Night with Sylvester is a podcast that friends get together and talk real shit about day to day life, sex, relationship and even work life. With a cup full of truth and teaspoon of shade.
How often does Late Night with Sylvester release new episodes?
Late Night with Sylvester publishes regularly with 150 episodes available. Check the episode list for the typical release schedule.
Where can I listen to Late Night with Sylvester?
You can listen to Late Night with Sylvester on PodParley by clicking any episode. We provide an embedded audio player for direct listening, and you can also subscribe via your preferred podcast app using the RSS feed.
Who hosts Late Night with Sylvester?
Late Night with Sylvester is created and hosted by Sylvester.
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