Late Night with 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
130 episodes
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...
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Season 5
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Episode 63
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33:49
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 u...
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Season 5
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Episode 62
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34:59
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 s...
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Season 5
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Episode 61
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20:55
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 di...
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Season 5
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Episode 60
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24:54
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...
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Season 5
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Episode 59
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17:45
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 ca...
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Season 5
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Episode 58
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27:27
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 als...
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Season 5
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Episode 57
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44:19
$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 low...
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Season 5
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Episode 56
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30:09
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 Madiso...
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Season 5
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Episode 55
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22:33
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 — espe...
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Season 5
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Episode 54
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22:39
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...
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Season 5
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Episode 53
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36:16
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 s...
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Season 5
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Episode 52
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26:40
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 real...
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Season 5
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Episode 51
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35:10
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 an...
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Season 5
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Episode 51
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22:45
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 (y...
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Season 5
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Episode 50
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30:05
"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...
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Season 5
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Episode 49
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31:00
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 dr...
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Season 5
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Episode 49
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38:56
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 tack...
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Season 5
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Episode 48
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20:24
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 fo...
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Season 5
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Episode 47
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29:16
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 al...
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Season 5
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Episode 46
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23:48
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.
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Season 5
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Episode 45
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27:07
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...
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Season 5
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Episode 44
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25:45
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 ...
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Season 5
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Episode 43
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33:57