Late Night with Sylvester

Sylvester
  • 5.0 (20)
  • COMEDY
  • UPDATED BIWEEKLY

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.

  1. The Verse Agenda

    12/06/2025

    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: LateNightwithSylvester@gmail.com 🎧 Intro Audio IG: @bry.heiim 🎶 Music: He Wasn't Ckunt Enough by Deonte Thee DeeJay  *I do not own the rights to this music.

    33 min
  2. Ice, Hennessy, Lemonade & Cake

    11/28/2025

    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: LateNightwithSylvester@gmail.com 🎧 Intro Audio IG: @markiemarkland  🎶 Music: Soundcloud  *I do not own the rights to this song.

    34 min
  3. The Red Door

    11/20/2025

    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: LateNightwithSylvester@gmail.com 🎧 Intro Audio X: @YSLONIKA  🎶 Music: Big Ole Freak In Stilettos by DJChillWill  *I do not own the rights to this song.

    35 min
  4. Bitch, You Saw Me

    11/07/2025

    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: LateNightwithSylvester@gmail.com 🎧 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.

    21 min
  5. I Been In The Mirror

    10/25/2025

    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: LateNightwithSylvester@gmail.com 🎧 Intro Audio IG: @vhsdates 🎶 Music: Full Moon x Alright by LMBZ MASHUPS *I do not own the rights to this song.

    25 min
  6. Does He Eat Butt?

    10/17/2025

    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: LateNightwithSylvester@gmail.com 🎧 Intro Audio IG: @ladii___loyalty 🎶 Music: 02 Maenad + Heathens (Interlude) by LSDXOXO  *I do not own the rights to this song.

    18 min
  7. Sweet Dreams

    09/25/2025

    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: LateNightwithSylvester@gmail.com 🎧 Intro Audio IG: girlssxoxogirlss 🎶 Music: Shirt But It's 2011 LMBZ MASHUPS, SZA, Jill Scott *I do not own the rights to this song.

    27 min
  8. Nuts In My Mouth

    09/18/2025

    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: LateNightwithSylvester@gmail.com 🎧 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.

    44 min
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Trailer

5
out of 5
20 Ratings

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.

Information

  • Creator
    Sylvester
  • Years Active
    2018 - 2025
  • Episodes
    131
  • Rating
    Explicit
  • Copyright
    © 2025 Late Night with Sylvester
  • Show Website
    Late Night with Sylvester