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.
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145
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 unfolded during the birthday boy's cocktail hour. Some guests tried it, and I had to get a few people together. The funny part? They couldn't take me... and I genuinely did not care.I also touch on my relationship with my therapist and whether it might be time to find someone new. Sometimes growth means recognizing when a space or relationship is no longer serving you.This episode is a mix of Pride reflections, vacation stories, boundary setting, and a little Muva energy.Don’t forget to subscribe, like, and give me my 10s in the comments!X: @LNwithSylvesterEmail: [email protected]🎧 Intro Audio IG: @vincent.b.frost🎶 Music: do it² by Bomb Jahlaam *I do not own the rights to this music.
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144
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 get into my personal shopping style and how I approach finding things that fit my personality, lifestyle, and taste. Because if you're going to be outside for Pride, you might as well look good doing it.This episode is all about community, confidence, self-expression, and appreciating the spaces where we get to be ourselves.Don’t forget to subscribe, like, and give me my 10s in the comments!X: @LNwithSylvesterEmail: [email protected]🎧 Intro Audio IG: @dressedtconfess🎶 Music: TakeMeThruDere (WLTHY/SOT Edit) by WLTHY*I do not own the rights to this music.
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143
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 adulting after finding out my rent is increasing. And as if life wasn't busy enough, I'm also getting ready for my upcoming trip to Puerto Vallarta. Between travel planning, dating, work, and everyday responsibilities, I'm trying to find balance while still enjoying the moment.Don’t forget to subscribe, like, and give me my 10s in the comments!X: @LNwithSylvesterEmail: [email protected]🎧 Intro Audio IG: @k.wett🎶 Music: girls dem sugar (WLTHY/SOT Remix) by WLTHY*I do not own the rights to this music.
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142
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 over… yeah, we need to talk about that.I also share my thoughts on dating shows like Pop the Balloon, Find Queer Love, and Shoot Your Shot Wednesday, and what I’ve been noticing about how people present themselves when it comes to love.And let’s be clear — when it comes to dating me, there’s a requirement: you have to apply pressure. I’m not lowering my standards, and I’m definitely paying attention.This episode is a mix of pop culture, real life, and knowing exactly what you want.—Don’t forget to subscribe, like, and give me my 10s in the comments! X: @LNwithSylvester Email: [email protected]🎧 Intro Audio IG: @thatsbraxton_ 🎶 Music: Drop - Timbaland and Magoo (XP3R3M3NT Amapiano Flip) by MISCEB.A.S (feat. Kyle Richh) by Megan Thee StallionSupahood by K. Michelle, Kash Doll, City Girls*I do not own the rights to this music.
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141
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 situation—how I’m feeling, what’s next, and getting ready to move forward. It was real, and it was fun. Plus, every time I had to do something, I hit you with a track. So, hop in—this is the vibe we’re on tonight! Don’t forget to subscribe, like, and give me my 10s in the comments!X: @LNwithSylvesterEmail: [email protected] Audio IG: @thewendyarchiveMusic: SpydaT.E.K - So Anxious (Baile Funk Remix) by SpydaT.E.KJaguar by Victoria MonétCAROUSEL! by Adanna DuruPlease Me by Cardi B & Bruno MarsFloat (feat. Seun Kuti & Egypt 80') by Janelle MonáeTouch Me by Victoria Monét*I do not own the rights to this music.
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140
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." There are some challenges. As the episode unfolds, I posed a question to the listeners: Am I wrong for wanting the homie too? LOLDon’t forget to subscribe, Like and give me my 10’s in the comments! Twitter @LNwithSylvesterEmail: [email protected] Audio: NeNe Leakes EXCLUSIVE chat with Carlos King Part 1Music: ESTA. - YouAre (TheOne)| IGetLonely - whatsOKSong of the Episode - Fall In Love by Popcaan*I do not own the rights to this song."Love and Peace!
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139
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 that.And then… I get to a point where I almost hook up with a friend of a friend. Yes, I almost made a decision, but thank God I didn’t. Sometimes self-control really saves you.This episode is all about vacation vibes, a little shade, a little temptation, and knowing when to pull it back.Don’t forget to subscribe, like, and give me my 10s in the comments! @LNwithSylvester Email: [email protected]🎧 Intro Audio IG: @thehoa.i 🎶 Music: ALRIGHT, U OWE ME by (DJ MISS MILAN EDIT) Victoria Monet*I do not own the rights to this music.
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138
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 interactive.Between weekend vibes, travel prep, going live, and a little cultural commentary, this episode is a mix of real life, reflection, and staying in motion.—Don’t forget to subscribe, like, and give me my 10s in the comments! X: @LNwithSylvester and BIGO Live: LN w/ Sylvester Email: [email protected]🎧 Intro Audio IG: @couthfkn 🎶 Music: FTCU X SOLDIER by DJKelzOfficial *I do not own the rights to this music.
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137
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.I also talk about getting my PrEP shot this week and why taking care of your health is so important. We’ve come a long way when it comes to HIV prevention, and being responsible about your health is something I take seriously.Then I get into a conversation about Nicki Minaj and the LGBTQ community. As a fan, I share my honest thoughts about Nicki’s cultural impact, why so many queer fans connected with her music and persona, and why the conversation around her today is a little more complicated than it is online.And yes… I explain why I’m still a Barb.—Don’t forget to subscribe, like, and give me my 10s in the comments!X: @LNwithSylvesterEmail: [email protected]🎧 Intro Audio IG: @dreamellagames🎶 Music: BEYONCE - HEATED (BIG VIC TITI ME PREGUNTO LIL JON REMIX BLEND) 111 BPM by DJ BIG VIC*I do not own the rights to this music.
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136
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 how things have been moving lately. Then I get into my weekend, which I spent with a familiar gentleman — and let’s just say it was a vibe.This episode is about health, honesty, responsibility, and enjoying life while still taking care of yourself.—Don’t forget to subscribe, like, and give me my 10s in the comments! X: @LNwithSylvesterEmail: [email protected]🎧 Intro Audio X: @savageedick🎶 Music: DABABY - POP DAT THANG (DJ SLIINK REMIX) PACK DIRTY+CLEAN #jerseyclub*I do not own the rights to this music.
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135
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 what’s really been weighing on my mind.Sometimes you reach a point where you have to address what’s been sitting in your heart. This episode is about honesty, clarity, and facing what you feel instead of avoiding it.Don’t forget to subscribe, like, and give me my 10s in the comments! X: @LNwithSylvester Email: [email protected]🎧 Intro Audio IG: @just_dee79 🎶 Music: All Up In Your Wild Side (Shirt Remix) by trapcardmashies*I do not own the rights to this music.
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134
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 weekends have a little drama.—Don’t forget to subscribe, like, and give me my 10s in the comments!X: @LNwithSylvesterEmail: [email protected] Audio IG: @perfectprophetMusic: Summer Walker - Playing Games (Leonce Remix)*I do not own the rights to this music.
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133
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 as I share my perspective, laughs, and a little weekend reflection.— Don’t forget to subscribe, like, and give me my 10s in the comments! X: @LNwithSylvester📧 Email: [email protected]🎧 Intro Audio IG: @tsmadison🎶 Music: Kunt Affirmation by Missy da kunt*I do not own the rights to this music.
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132
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, and not letting other people’s chaos knock you out of alignment. Because growth isn’t about avoiding conflict — it’s about how you handle it.Despite the wild start, the trip was amazing overall. I had a great time, made memories, and stepped into the New Year feeling clear, confident, and grounded.— Don’t forget to subscribe, like, and give me my 10s in the comments!X: @LNwithSylvester📧 Email: [email protected]🎧 Intro Audio IG: @tcm🎶 Music: Not Like Us Ha by DJ Twinkle Toes*I do not own the rights to this music.
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131
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 dating older men feels attractive to me, and how clarity starts showing up when you’re finally listening to yourself. In the middle of it all, my best friend calls me out of the blue — and I record the conversation. It’s spontaneous, funny, and exactly what I needed in that moment.A reflective, end-of-year episode about intuition, standards, friendship, and trusting yourself as you head into something new.— Don’t forget to subscribe, like, and give me my 10s in the comments!X: @LNwithSylvester📧 Email: [email protected]🎧 Intro Audio IG: @theclosetratchet🎶 Music: AMOR (Vogue Mix) by 2LIVE*I do not own the rights to this music.
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130
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 getting into how cute (and chaotic) my weekend really was. My best friend proposed to her girlfriend, love was absolutely in the air. I went to my first Black Market party, and from there, the night escalated, eventually landing me at the Red Door.Sunday was calmer with a movie date, but Monday? Baby. I went on an actual date and found out this man is verse in the bedroom… and I’m still deciding how I feel about that.Between birthday plans, bad decisions, love, nightlife, and bedroom thoughts, I was definitely acting badly this weekend — and I have questions. 😈— Don’t forget to subscribe, like, and give me my 10s in the comments!X: @LNwithSylvester📧 Email: [email protected]🎧 Intro Audio IG: @bry.heiim🎶 Music: He Wasn't Ckunt Enough by Deonte Thee DeeJay *I do not own the rights to this music.
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129
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. From there, I talk about my interactions with men that night — including why men in their 40s are actually so sexy. Confidence, emotional seasoning, knowing who they are… it just hits different.It’s a mix of friendship, mess, nightlife, and grown-man appreciation — with a little reflection sprinkled in.— Don’t forget to subscribe, like, and give me my 10s in the comments! X: @LNwithSylvester 📧 Email: [email protected]🎧 Intro Audio IG: @markiemarkland 🎶 Music: Soundcloud *I do not own the rights to this song.
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128
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 topic that’s been on my mind: dating outside of your income level. Is it a problem? Is it messy? Is it realistic? I have some thoughts, and you know I’m going to say them.And lastly… bathroom etiquette at the club. The girls need to tighten up. Some of y’all treat that bathroom like y’all were raised in the woods.A light, fun, city-weekend episode with a little shade, a little truth, and some grown-folks questions.— Don’t forget to subscribe, like, and give me my 10s in the comments! X: @LNwithSylvester 📧 Email: [email protected]🎧 Intro Audio X: @YSLONIKA 🎶 Music: Big Ole Freak In Stilettos by DJChillWill *I do not own the rights to this song.
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127
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 get into why it’s weird when people act like they don’t see you out, but eventually, I’ll speak. And of course, I share some love from my mom’s birthday party — surrounded by my Jamaican people, music bumping, good food, and even better vibes.It’s all about alignment, peace, and growth.— Don’t forget to subscribe, like, and give me my 10s in the comments! X: @LNwithSylvester📧 Email: [email protected]🎧 Intro Audio IG: @flash_rewind 🎶 Music: Blow (Beyonce) x Sex Talk (Megan Thee Stallion) (Mix/Mashup) - Matt tha Villain*I do not own the rights to this song.
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126
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, high-level version — a space that’s sexy, safe, and way better than what’s out there now.It’s candid, it’s bold, and it’s definitely not for the faint of heart.— Don’t forget to subscribe, like, and give me my 10s in the comments! X: @LNwithSylvester 📧 Email: [email protected]🎧 Intro Audio IG: @vhsdates🎶 Music: Full Moon x Alright by LMBZ MASHUPS*I do not own the rights to this song.
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125
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 with effort will always be attractive.It’s honesty, humor, and a little shade — all in one episode.— Don’t forget to subscribe, like, and give me my 10s in the comments!X: @LNwithSylvester📧 Email: [email protected]🎧 Intro Audio IG: @ladii___loyalty🎶 Music: 02 Maenad + Heathens (Interlude) by LSDXOXO *I do not own the rights to this song.
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124
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 Happy 89th Birthday.Of course, I had to get into the topic of men and their insecurities — because, let’s be honest, insecure men always end up being fat or ugly (no shade, just facts). It’s giving unfiltered, it’s giving milestones, and it’s giving real life.— Don’t forget to subscribe, like, and give me my 10s in the comments! X: @LNwithSylvester📧 Email: [email protected]🎧 Intro Audio IG: girlssxoxogirlss🎶 Music: Shirt But It's 2011 LMBZ MASHUPS, SZA, Jill Scott*I do not own the rights to this song.
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123
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 going out alone can be just as interesting as going out with a crew.— Don’t forget to subscribe, like, and give me my 10s in the comments!X: @LNwithSylvester 📧 Email: [email protected]🎧 Intro Audio IG: @mel.vybz🎶 Music: Chloe x Halle x Aaliyah - Forgive That Somebody (Mashup) by amorphous I do not own the rights to this song.
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122
$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 had to cut the trip short and come back early.From budgeting blues to nightlife adventures, this episode is all about lessons learned and memories made.— Don’t forget to subscribe, like, and give me my 10s in the comments! X: @LNwithSylvester📧 Email: [email protected]🎧 Intro Audio IG: @benjibrown1🎶 Music: Chloe x Halle x KAYTRANADA & Teedra Moses - Ungodly Girl (Mashup) by amorphous extras*I do not own the rights to this song.
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121
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 in the spotlight.From travel plans to pet peeves to unforgettable moments, this episode has a little bit of everything.— Don’t forget to subscribe, like, and give me my 10s in the comments!X: @LNwithSylvester📧 Email: [email protected]🎧 Intro Audio IG: tokesbadd🎶 Music: Princess Going Nasty by Culture Unfiltered I do not own the rights to this song.
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120
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 admit you need a man.I dive into the importance of men stepping up as providers, the balance between strength and surrender, and how wanting love and support doesn’t take away from your independence. Between new wheels and new insights, this episode is about standards, trust, and stepping into a fresh season with confidence.— Don’t forget to subscribe, like, and give me my 10s in the comments! X: @LNwithSylvester 📧 Email: [email protected]🎧 Intro Audio IG: gayemagazine 🎶 Music: gotta move on (larce edit) - larce blake I do not own the rights to this song.
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119
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 sit at my table.I share a little about my beach day, soaking up the summer sun, and give you the latest twists in my messy situationship. Plus, I’m reminding you why it’s so important to share your location with friends and family — safety is always cute.— Don’t forget to subscribe, like, and give me my 10s in the comments! X: @LNwithSylvester 📧 Email: [email protected]🎧 Intro Audio IG: @aakoshabentley 🎶 Music: Shawty is da shhh flip by Sean Dream I do not own the rights to this song.
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118
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 rights to immigration.It’s a reminder that identity, community, and joy still matter — even when everything else feels heavy. And as always, Sylvester delivers it with heart, honesty, and humor.—Don’t forget to subscribe, like, and give me my 10s in the comments! X: @LNwithSylvester 📧 Email: [email protected]🎧 Intro Audio IG: @jammet876 🎶 Music: Freak Nasty² (aji mashup) [tinashe x megan thee stallion] by Aji 🎵 Song of the Episode: Off the Yak by Young M.A I do not own the rights to this song.
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117
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 let’s be clear: you never let a bitch play with you — not today, not during Pride, not ever.So plug in, pour up, and prepare to feel seen, heard, and ready to stand your ground.— Don’t forget to subscribe, like, and give me my 10s in the comments! X: @LNwithSylvester 📧 Email: [email protected]🎧 Intro Audio IG: mzmurray_2u 🎶 Music: CHARLIE WEAK by Charlie Heat 🎵 Song of the Episode: She For Keeps by Quality Control, Quavo, Nicki Minaj I do not own the rights to this song.
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116
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 dealing with pushy salespeople to figuring out what I want, it’s making grown-up decisions with a side of heat-induced attitude.Don’t forget to subscribe, like, and give me my 10s in the comments!X: @LNwithSylvesterEmail: [email protected] Audio IG: _.bri.quotesMusic: TYT - @NAAYDAJAWN_ MONA LISA 🎨🎭 ( In The House Ha )MC Chuckles (TheNewVoice)Song of the Episode - Questions by Chris Brown*I do not own the rights to this song."
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115
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 of Baddies Africa—because the drama never sleeps, and neither do I. Tap in!Don’t forget to subscribe, like, and give me my 10s in the comments!X: @LNwithSylvesterEmail: [email protected] Audio IG: rihverceMusic: NICKI MINAJ - Bust Down Barbiana (OFFICIAL AUDIO)BARBIE Song of the Episode - SALUTE (SIR YES SIR) by GioFromDaBlock*I do not own the rights to this song."
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114
"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, like, and give me my 10s in the comments!X: @LNwithSylvesterEmail: [email protected] Audio Zeus Network: SERIES PREMIERE Baddies Africa: Before the MotherlandMusic: NO GUIDANCE x WORK (by Baddie)Song of the Episode - Bundles by Kayla Nicole ft. Taylor Girlz*I do not own the rights to this song."
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113
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 more than ever. Tap in for the stories, the laughs, and a little budgeting wisdom.Don’t forget to subscribe, Like, and give me my 10s in the comments!X: @LNwithSylvesterEmail: [email protected] Audio X: Baddie TEAMusic: DIVA by IDKRYAN *I do not own the rights to this song."
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112
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 kicks in when I ask: Do we still look down on sex work in 2025? Is it still taboo? And the big question—could I date a sex worker? I’m not sure… but let’s talk about it. Tap in for some honest thoughts, laughs, and late-night realness.Don’t forget to subscribe, Like, and give me my 10s in the comments!X: @LNwithSylvesterEmail: [email protected] Audio IG: lushiousmassacrMusic: Rock Wit You Crash 2023 by DJ GrizzSong of the Episode - For The Streets by Inayah*I do not own the rights to this song."Love and Peace!
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111
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 worry—I balance the chaos with some heart. I spent a few days housesitting with my little brother, and honestly, that boy has my whole heart. So we get some love, some laughs, and of course, a lil’ mess. Tap in and let’s talk about it.Don’t forget to subscribe, Like, and give me my 10s in the comments!X: @LNwithSylvesterEmail: [email protected] Audio IG: iamcleotrapaMusic: BURN ft. Dj Uniique by LSDXOXOSong of the Episode - Sorry by Beyoncé*I do not own the rights to this song."
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110
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 grind and calling out the insecure men who pop up in my DMs and on the apps. Tap in for real talk, laughs, and a little shade—why not?Like and give me my 10’s in the comments! Twitter @LNwithSylvesterEmail: [email protected] Audio Instagram - gayemagazineMusic: Wasted Rum - African, AmaaraeSong of the Episode - Carry Anne by Leikeli47*I do not own the rights to this song."Love and Peace!
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109
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, touch on the Russia-Ukraine war, and break down why being associated with shady behavior just isn’t cute. It’s a mix of personal updates, real-world discussions, and my unfiltered thoughts—so tune in and let’s talk about it!Don’t forget to subscribe, Like, and give me my 10s in the comments!X: @LNwithSylvesterEmail: [email protected] Audio IG: aquarianking__Music: Victoria Monet - Alright (Base House Mix) RUNNIN REMIX by RUNNA JAYSong of the Episode - The Sweetest Taboo by Sade*I do not own the rights to this song."
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108
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, I’m hyped for spring and summer vibes! 🌞 Plus, I get into the art of "matching" when smoking—everyone does it differently, but I have my way. And finally, I touch on self-confidence—how people struggle with it sometimes and why it’s a constant journey.Tune in for a little bit of everything—messy TV, real talk, and my unfiltered thoughts. 🎧✨Don’t forget to subscribe, like, and give me my 10s in the comments!X: @LNwithSylvesterEmail: [email protected] Audio IG: dubshowcaseMusic: Jiggly Pop by JAVASCRIPTSong of the Episode - Backshot by Spragga Benz, Lady Saw, Rookie Production*I do not own the rights to this song."
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107
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 this situation is weird.Plus, it’s Black History Month, and while a lot is happening worldwide and in the U.S.A., we’re taking a moment to reflect, sip the tea, and keep it real. Tune in for the drama, the insights, and, as always, the vibes. 🎧🔥Don’t forget to subscribe, Like, and give me my 10s in the comments!X: @LNwithSylvesterEmail: [email protected] Audio X: @stoppfeeninMusic: WOW FREESTYLE x RAIN by MACCOLADESSong of the Episode - DO IT AGAIN by NLE Choppa ft. 2Rare*I do not own the rights to this song."
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106
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 deep thoughts, a little vulnerability, and a whole lot of ambition. 🔥Don’t forget to subscribe, like, and give me my 10s in the comments!X: @LNwithSylvesterEmail: [email protected] Audio IG: the_pop_vultureMusic: Birds of a feather - billie eilish (Satele remix)Song of the Episode - When I See You (Nola Bounce) by GuapyBeats*I do not own the rights to this song."
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105
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 (flirting, of course, 😉). On a more introspective note, I talk about going through a background check, navigating different jobs over the past few years, and staying hopeful for what’s ahead. Tune in for all the moments, the fun, and the feels! 🌟Don’t forget to subscribe, Like, and give me my 10s in the comments!X: @LNwithSylvesterEmail: [email protected] Audio IG: tyreaktoldyouMusic: SWEET HONEY BUCKIN KEVIN JZ REMIX 1 by Kevin JZ ProdigySong of the Episode - 2AM by Adrian Marcel, Sage The Gemini*I do not own the rights to this song."
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104
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 for some real talk, a bit of spice, and a whole lot of confidence. 🔥Don’t forget to subscribe, Like, and give me my 10s in the comments!X: @LNwithSylvesterEmail: [email protected] Audio IG: highperspectivesartMusic: 702 - Steelo (Devereaux Remix) by Devereaux Song of the Episode - Pressure by Ari Lennox*I do not own the rights to this song."Love and Peace!
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103
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 of energy you won’t want to miss. 🔥Let me know if this fits your vibe or needs tweaking!Don’t forget to subscribe, Like, and give me my 10s in the comments!X: @LNwithSylvesterEmail: [email protected] Audio IG: trendingvybzentMusic: Charity Case by Annalise AzadianSong of the Episode - What's Up (Big Buddy) by Jada Kingdom*I do not own the rights to this song."Love and Peace!
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102
"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 spirit.I also dive into the complexities of dating shorter men – why do so many women (and men) shy away from it? You know I have some thoughts.Another big topic in this episode – is masculinity and femininity in the Black gay male community. It’s layered, it’s personal, and I break down what it means for me and the broader community. (The Full of Love or Pop the Balloon Reunion)On a heavier note, I share the difficult news of finding out my grandfather has cancer. It’s been a lot to process, but this is the space where I get real with you all.Tune in for the laughs, the insight, and the moments that remind us we’re all just figuring it out.Don’t forget to subscribe, Like, and give me my 10s in the comments!X: @LNwithSylvesterEmail: [email protected] Audio IG: boobeetheebody Music: 1 thing x alright by fusebeatSong of the Episode - Drop by Chloe x Halle*I do not own the rights to this song."Love and Peace!
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101
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 fun segment on what I'd do if I had the keys to the world. Spoiler: it’s fabulous. Tune in for laughs, lessons, and a little bit of fantasy world domination! 🌍✨Don’t forget to subscribe, Like, and give me my 10s in the comments!X: @LNwithSylvesterEmail: [email protected] Audio X: Vogues' BestMusic: KEVIN JZ & DJ BELINDZ CRESCENDO SESSION by KEVIN JZ PRODIGYSong of the Episode - Close To Me by melvitto ft. Krisirie & Gabzy*I do not own the rights to this song."Love and Peace!
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100
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 facing life's challenges head-on, this one's packed with real talk and reflection.Don’t forget to subscribe, Like, and give me my 10s in the comments!X: @LNwithSylvesterEmail: [email protected] Audio IG: TS MadisonMusic: INHALE EXHALE [ICEE RED x LYRIC LE'SON EDIT] by Icee RedSong of the Episode - Simmer by Mahalia ft. Burna Boy*I do not own the rights to this song."Love and Peace!
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99
Fur For Fur
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 on the perks and pitfalls of being attractive. Above all, I emphasize respecting everyone, no matter the circumstances. Tune in for some laughs, relatable moments, and heartfelt insights!"Don’t forget to subscribe, Like, and give me my 10s in the comments!X: @LNwithSylvesterEmail: [email protected] Audio IG: BIGO RECAP Music: Chanel Bag Prod. @geehues x @1yeezo by KillBunkSong of the Episode - Crying in the Club - Camila Cabello*I do not own the rights to this song."Love and Peace!
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98
Naughty. Slutty. Bad Bit*h.
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 Roof Inn in Buckhead. We also get personal as I discuss some of the cons of fulfilling some of my sexual fantasies and kinks. Tune in for celebration, adventure, and intimate revelations in this milestone episode.Don’t forget to subscribe, Like, and give me my 10s in the comments!Twitter @LNwithSylvesterEmail: [email protected] Audio IG: ladylava_official Music: IAMNOBODI - Easiersaidthandone by My CloudSong of the Episode - WYM Freestyle - Doja Cat*I do not own the rights to this song."Love and Peace!
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97
"Yes, Daddy."
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 interaction with a woman on 34th Street earlier this year, highlighting everyday life's unpredictability and raw human connections. Join me for an unfiltered exploration of personal experiences and spontaneous encounters that promise to both intrigue and entertain.Don’t forget to subscribe, Like, and give me my 10s in the comments!Twitter @LNwithSylvesterEmail: [email protected] Audio IG: gayemagazineMusic: NO BROKE BOYZ (ZILLION REMIX) by ZillionSong of the Episode - Housekeeping Knows by Drake ft. Latto*I do not own the rights to this song."Love and Peace!
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96
"Tell Me About Yourself."
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, offering a glimpse into my personal growth journey. Plus, we dive into a more intimate discussion on the dynamics between being dominant and submissive in the bedroom. Tune in as we explore these diverse aspects of life, both in and out of the workplace.Don’t forget to subscribe, Like, and give me my 10s in the comments!Twitter @LNwithSylvesterEmail: [email protected] Audio IG: gayemagazineMusic: [SPC125] BEN BANJO FIELD - Vitamin D by Spa ClubSong of the Episode - AFTIES by GioFromDaBlock*I do not own the rights to this song."Love and Peace!
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