My Cup Is Full Podcast
My Cup Is Full Podcast
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Saying YES To Love feat. Tacarra Williams | Season 2 Episode 2
Welcome to Season 2 of My Cup is Full!
Sydney Castillo kicks off the new year by bringing the laughs, love, and real talk with his first guest, the fabulous Tacarra Williams!
Longtime friends, Sydney and Tacarra dive deep into their personal journeys, starting with a heartfelt surprise: Tacarra acknowledges Sydney's dream of fatherhood by giving him the next best thing-the honor of being her youngest child’s godfather honoring her late ex-husband and Sydney’s great friend.
From there, the duo keeps it raw and hilarious, discussing where they currently stand in the world of dating-whether it’s sitting still or putting themselves out there. They share how to approach them (yes, there’s a right way!), why they’re saying yes to love, and cherries???
Pour yourself a cup of whatever fills you up, and tune in for this unforgettable season opener full of laughs, life lessons, and love.
#MyCupIsFull #SydneyCastillo #TacarraWilliams #PodcastSeason2 #LoveAndLaughter
มุมมอง: 6 505

วีดีโอ

New Year, Full Cup: Reflection, Gratitude, and Growth
มุมมอง 2.4K4 ชั่วโมงที่ผ่านมา
Welcome to 2025 with My Cup is Full! In this heartfelt episode, host Sydney Castillo takes a moment to reflect on the incredible journey of the podcast that started in July 2024 and has exceeded all his expectations. Sydney shares his gratitude for the support of his listeners, who have made this platform a space for honesty, growth, and laughter. This episode dives deep into how the podcast ha...
From Empty fridges to BIGGER things. Ghetto Genius Club w/ Chase Anthony
มุมมอง 4.4Kหลายเดือนก่อน
In this powerful follow-up episode of *My Cup Is Full*, Sydney Castillo and Chase Anthony continue their heartfelt and hilarious conversation, diving even deeper into Chase’s journey of triumph and self-discovery. Chase reflects on the pivotal moment his face graced a billboard-a symbol of how far he’s come from his humble beginnings-and shares how surreal it felt to see a dream realized. The e...
Chase Anthony/ Bigger/ Addiction/Sinbad is Uncle Dad/Ghetto Genius Club PT 1 of 2 episodes
มุมมอง 5Kหลายเดือนก่อน
Episode Title: “From Broke to Blessed: Chase Anthony’s Journey” In this heartfelt and hilarious episode of My Cup Is Full, host Sydney Castillo sits down with comedian and actor Chase Anthony for an inspiring conversation about resilience, growth, and dreams. Chase opens up about his early days of struggle-living broke but full of ambition-and the life-changing opportunity to learn from the leg...
Southside Vic/ The Realities of Making it/ DFW Legends
มุมมอง 6K2 หลายเดือนก่อน
In this episode of *My Cup is Full*, comedian Sydney Castillo sits down with rapper-comedian Southside Vic for a raw and authentic conversation about the journey to "making it." These two Texas natives unpack the meaning of success, the expectations of happiness that come with it, and the surprising reality that "making it" doesn’t always feel the way you’d expect. The duo gets candid about the...
Brooklyn's Finest/ Eva Evans/ Crushing/ Bald Heads
มุมมอง 12K2 หลายเดือนก่อน
In this episode of *My Cup is Full*, comedian Sydney Castillo sits down with the unstoppable Eva Evans to talk laughter, resilience, and the art of balancing life’s challenges. Together, they dive into stories of navigating past traumas and finding the humor within, as well as Eva’s dual life-superwoman by day, bad-ass comedian by night. From gut-busting laughs to real moments, they explore how...
JUST NESH MADE EVERYBODY CRY
มุมมอง 16K2 หลายเดือนก่อน
In this heartfelt and hilarious episode of *My Cup is Full*, comedian Sydney Castillo sits down with the dynamic Just Nesh for an honest conversation about the joys and struggles of comedy and family. They dive deep into the sacrifices that come with the grind of being successful comedians-like Nesh's balance as a mom and performer and Sydney's journey to one day becoming a dad himself. With ra...
LET'S MEET TAYLOR/ KISSING BANDIT/ PG COUNTY LEGEND/SHOOT YO SHOT
มุมมอง 11K2 หลายเดือนก่อน
In this episode of *My Cup is Full*, Sydney Castillo invites his producer, Taylor Gang, to step out from behind the scenes and join him on camera for the first time! Together, they dive into hilarious stories about Taylor’s dating life, her latest travel adventures, and her ever-changing braids. From playful banter to real talk, Sydney and Taylor explore what it means to balance fun, love, and ...
Detroit's own Comedian CP/ Ex roommate/ I’m a Bear, he’s a Rabbit!!!!
มุมมอง 24K3 หลายเดือนก่อน
CP from Detroit and Sydney Castillo have the kind of friendship that feels like a buddy cop movie-except the only thing they’re policing is each other’s jokes. From grinding through the tough days when comedy gigs barely covered gas money, to sharing the stage and laughing so hard they can’t even finish a sentence, their bond runs deep. CP’s sharp Detroit hustle meets Sydney’s laid-back, Texas ...
"Flowers for a Fighter: Honoring JSnow's Journey"
มุมมอง 10K3 หลายเดือนก่อน
In this heartfelt episode of *My Cup is Full*, comedian Sydney Castillo takes a moment to honor his friend and fellow comedian, J Snow. Sydney gives J Snow his well-deserved flowers, celebrating not only his incredible talent as a writer and comedian but also his resilience in continuing to create while battling sickle cell. They dive into JSnow’s journey of perseverance, his impact on comedy, ...
Dropping A Podcast to Dropping a Special
มุมมอง 8K3 หลายเดือนก่อน
This week, Sydney Castillo’s cup runneth over with laughs as he spills the beans on his latest comedy special. 🚨 Get the behind-the-scenes scoop on his hilarious (and sometimes ridiculous) journey to get there. But that’s not all, fam! Sydney’s got BIG news-his Patreon drops on October 15th ! 🍿 You’ll get exclusive content, sneak peeks, and maybe even the bloopers that didn’t make it into the s...
I'M SITTING DOWN MOMMA...w/ TACARRA WILLIAMS
มุมมอง 32K3 หลายเดือนก่อน
Description for the sitting down episode "I'm Sitting Down, Momma" In this episode of *My Cup is Full*, comedian Sydney Castillo gets real about love, dating, and his mission to become a husband-no matter how many times he says "momma" along the way. Joined by the hilarious Tacarra Williams, the two dive into Sydney’s unique (and slightly confusing) definition of "sitting down" when it comes to...
ARE SYDNEY AND TACARRA DATING????
มุมมอง 58K3 หลายเดือนก่อน
THE AUDIO WILL FIX ITSELF AROUND 8 MIN. WE APOLOGIZE. In this heartfelt episode of My Cup is Full, host Sydney Castillo sits down with fellow comedian Tacarra Williams for a candid conversation about the journey of finding humor in life’s toughest moments. Sydney and Tacarra open up about the ups and downs of their careers as comedians, reflecting on the challenges, triumphs, and everything in ...
MY FATHER WAS MURDERED???/ LET'S MEET CHRIS/ #DDG
มุมมอง 19K4 หลายเดือนก่อน
Ladies and Gentlemen, get your tissues ready! We have an incredible episode of the “My Cup is Full" podcast with your host, Sydney Castillo, who is finally joined by his best friend and fellow comedian, Chris, for a raw and heartfelt conversation about the power of friendship, especially between Black men. Sydney opens up about how Chris has been his rock through some of the darkest times, incl...
I'M GIVING FLOWERS FEAT. TYLER CHRONICLES
มุมมอง 19K4 หลายเดือนก่อน
On this episode of the "My Cup is Full" podcast, host Sydney Castillo sits down with comedian and writer Tyler Chronicles for an intimate and heartfelt conversation. Sydney, who jokes that he has more friends than Chris, takes a moment to give Tyler his well-deserved flowers for being an unwavering friend during Sydney's battles with depression and anxiety-unaware that Tyler was quietly facing ...
I WAS MARRIED FOR 20 MINUTES/ WITHHOLDING SEX???
มุมมอง 117K5 หลายเดือนก่อน
I WAS MARRIED FOR 20 MINUTES/ WITHHOLDING SEX???
Meeting Tony Rock / "My Job Is To Knock You Out". My Cup Is Full Podcast with Sydney Castillo Ep 8
มุมมอง 18K5 หลายเดือนก่อน
Meeting Tony Rock / "My Job Is To Knock You Out". My Cup Is Full Podcast with Sydney Castillo Ep 8
"May 30th, 2017" THE DAY I MET MY ANXIETY.
มุมมอง 21K5 หลายเดือนก่อน
"May 30th, 2017" THE DAY I MET MY ANXIETY.
Sacrificing Cats in the Name of Love -- Bonus Episode w/ Dulce Sloan
มุมมอง 25K5 หลายเดือนก่อน
Sacrificing Cats in the Name of Love Bonus Episode w/ Dulce Sloan
Scam Chronicles: Hidden Pregnancy to Costa Rica Scam
มุมมอง 37K5 หลายเดือนก่อน
Scam Chronicles: Hidden Pregnancy to Costa Rica Scam
From Waiting Tables to a Comedy Career | My Cup is Full Podcast with Sydney Castillo Ep 4
มุมมอง 34K6 หลายเดือนก่อน
From Waiting Tables to a Comedy Career | My Cup is Full Podcast with Sydney Castillo Ep 4
Who Stole From My Momma!!??? My Cup is Full w/ Courtney Bee & DWFLAME | Ep. 3
มุมมอง 28K6 หลายเดือนก่อน
Who Stole From My Momma!!??? My Cup is Full w/ Courtney Bee & DWFLAME | Ep. 3
Sifting Through the Rubble | My Cup is Full w/ Tacarra Williams | Ep. 2
มุมมอง 71K6 หลายเดือนก่อน
Sifting Through the Rubble | My Cup is Full w/ Tacarra Williams | Ep. 2
She Did WHAT to Your Apartment?! | My Cup is Full w/ Tacarra Williams | Ep. 1
มุมมอง 187K6 หลายเดือนก่อน
She Did WHAT to Your Apartment?! | My Cup is Full w/ Tacarra Williams | Ep. 1

ความคิดเห็น

  • @RainbowIris11
    @RainbowIris11 2 ชั่วโมงที่ผ่านมา

    5'7" is tall! I thought she was below 5'5" like me.

  • @Yamazaki112
    @Yamazaki112 3 ชั่วโมงที่ผ่านมา

    Wow this was a moment. You can really feel the energy. From Vic actually seeking advice to Sid explaining how he went through things that broke the rules we think all apply to life. Even that real moment when an older man extends himself to a younger man and the young man starts to disassociate. This was needed even for me as a complete stranger with no one to turn to but God.

  • @T7CK
    @T7CK 3 ชั่วโมงที่ผ่านมา

    great team 😂 hilarious

  • @Reina595
    @Reina595 3 ชั่วโมงที่ผ่านมา

    Appreciate this honest conversation. Hoping that you both find your peace in your next relationship

  • @KountryEJ910
    @KountryEJ910 3 ชั่วโมงที่ผ่านมา

    Thought I had a chance until she said her age preference😐

  • @swagg4hire
    @swagg4hire 4 ชั่วโมงที่ผ่านมา

    Chair pulled !!

  • @ListenToChristians
    @ListenToChristians 4 ชั่วโมงที่ผ่านมา

    THE COLLAB I DIDNT KNOW I NEEDEDDDD

  • @anthonymburgerii2223
    @anthonymburgerii2223 4 ชั่วโมงที่ผ่านมา

    Aye just let T have yo baby 😂😂 yall can figure the other shit out later

  • @GiftedJon
    @GiftedJon 4 ชั่วโมงที่ผ่านมา

    You can forgive, and still keep the same boundaries you have now. The intolerance of their bs is a principle thing. Not an emotional thing. They should pay back with interest if they want to rebuild the relationship

  • @BlyssfulButterfly30
    @BlyssfulButterfly30 4 ชั่วโมงที่ผ่านมา

    I love Tacarra, man 😂😂😂😂

  • @ComboGuard_3
    @ComboGuard_3 5 ชั่วโมงที่ผ่านมา

    Just my two cents but T luv. Shorty being mad difficult but it is what it is. It's crazy out here in the dating game but man she got a lot of prerequisites yo 😂😂. Then she said she dating and said the guy is cool 🤦🏾. Good luck fellas.

  • @digitaljulesw3875
    @digitaljulesw3875 5 ชั่วโมงที่ผ่านมา

    I am happy to you express your emotions , iam in Canada 🇨🇦 if you don’t mind a older fixer upper older lady 😢 inbox me 😅

  • @antoniogray3047
    @antoniogray3047 6 ชั่วโมงที่ผ่านมา

    I’m not cocky, but the man that she is describing is me all day!

  • @BEYBEYkiD
    @BEYBEYkiD 6 ชั่วโมงที่ผ่านมา

    Shiitttt I'm 37 n my dream future husband is 44 I don't have any kids however I'm not giving up on the idea maybe cuz my grandma didn't have kids til she was 38 however I think I'm better today than I was ten years ago... my career and my life just 5 to be the best self possible for my future children so I'm kinda glad g9 God made me wait

  • @BEYBEYkiD
    @BEYBEYkiD 6 ชั่วโมงที่ผ่านมา

    Shiitttt I'm 37 n my dream future husband is 44 I don't have any kids however I'm not giving up on the idea maybe cuz my grandma didn't have kids til she was 38 however I think I'm better today than I was ten years ago... my career and my life just 5 to be the best self possible for my future children so I'm kinda glad g9 God made me wait

  • @antoniogray3047
    @antoniogray3047 6 ชั่วโมงที่ผ่านมา

    I’m not cocky, but the man that she is describing is me all day!

  • @digitaljulesw3875
    @digitaljulesw3875 6 ชั่วโมงที่ผ่านมา

    You let someone in your house and that’s the thanks you get ? 😮

  • @icymoe1024
    @icymoe1024 6 ชั่วโมงที่ผ่านมา

    Nah! Bring dem MF cherries!

  • @UniquelyMeAlmaLee
    @UniquelyMeAlmaLee 6 ชั่วโมงที่ผ่านมา

    I love y'all friendship, reminds me of my brsr friend. Also, Sydney's reaction to being asked to be the godfather was so sweet and genuine. I love that for him and her, the daughter.

  • @Yentirb68
    @Yentirb68 6 ชั่วโมงที่ผ่านมา

    Congratulations Syd ❤

  • @quoteoneself5851
    @quoteoneself5851 6 ชั่วโมงที่ผ่านมา

    “Who is this 🥷” I’m that 🥷 😂

  • @UniquelyMeAlmaLee
    @UniquelyMeAlmaLee 6 ชั่วโมงที่ผ่านมา

    Why is Tacarra telling our secrets?? Because listen, that cherry thing works

  • @sonyathomas-roberts1128
    @sonyathomas-roberts1128 6 ชั่วโมงที่ผ่านมา

    I'm late to the cast but girl pitching

  • @taviacox7689
    @taviacox7689 6 ชั่วโมงที่ผ่านมา

    Sydney is so happy to get a god child it is so beautiful ❤

  • @icymoe1024
    @icymoe1024 6 ชั่วโมงที่ผ่านมา

    AINT no right way!

  • @icymoe1024
    @icymoe1024 6 ชั่วโมงที่ผ่านมา

    Stop playing and make her the co-host already!

  • @worshipperconsceratedtogod349
    @worshipperconsceratedtogod349 7 ชั่วโมงที่ผ่านมา

    Adopt

  • @dr_Stan2
    @dr_Stan2 7 ชั่วโมงที่ผ่านมา

    Great camera upgrade

  • @AngryManSki
    @AngryManSki 8 ชั่วโมงที่ผ่านมา

    30 seconds in and I’m reliving those exercise shows that used to be on espn. Tamara got on those “one use” socks. They got one stretch and it’s permanent. 😂😂

  • @nobodyexceptme7794
    @nobodyexceptme7794 8 ชั่วโมงที่ผ่านมา

    Them other people have kids in their 40s and 50s all the time look at it this way you won't have any stress or bad energy that you pass on to them the partner you have them with will be level-headed as well and with all this future technology you'll probably be able to take a shot to extend yourself well into your fifties and feel like your damn 35 with all this testosterone replacement HGH and stem cell injection stuff

  • @Marthroy9000
    @Marthroy9000 8 ชั่วโมงที่ผ่านมา

    I love seeing you two talk.

  • @morat3hi714
    @morat3hi714 8 ชั่วโมงที่ผ่านมา

    Syd would make a great step father for Tacarra kids. He'd love them babies

  • @LetriceArlene
    @LetriceArlene 8 ชั่วโมงที่ผ่านมา

    Tacarra, you want Sydney !!

    • @LetriceArlene
      @LetriceArlene 8 ชั่วโมงที่ผ่านมา

      And Sydney wants Tacarra ❤

  • @lockyock7
    @lockyock7 8 ชั่วโมงที่ผ่านมา

    You're not to old Syd. Find your queen and have that baby sir. youtube.com/@HeartzofMatlock

  • @mzbeecee
    @mzbeecee 8 ชั่วโมงที่ผ่านมา

    Umm…I wanna know how the 🍒 thing went over on the date.

  • @jennijennjen3709
    @jennijennjen3709 9 ชั่วโมงที่ผ่านมา

    I think what might help you get closer to forgiveness is if you approach the relatives who wronged your mother and demand they respect you and your mother enough to admit/acknowledge their wrong doing and be sincere in asking for forgiveness. (I’m not sure if this is something you all have already done, but if not, I truly believe it is needed and will help start the healing process.) I’m glad the podcast is back, and I’m excited for your special! Much love to you in everything!!! 🙏🏽

  • @piscesreign
    @piscesreign 9 ชั่วโมงที่ผ่านมา

    I WOULD LIKE A HUSBAND AND BABY, But the old school kind of love and upbringing and im 40. so prayers up cause im still waiting lol

  • @dvdndsWill
    @dvdndsWill 9 ชั่วโมงที่ผ่านมา

    She fully described Sydney! 😂💪🏾✌️🏾

    • @quoteoneself5851
      @quoteoneself5851 6 ชั่วโมงที่ผ่านมา

      No, she fully described the man she’s dating. 😂 Reaching. She clearly said🧂 & pepper.

  • @ThisThatNdThird
    @ThisThatNdThird 10 ชั่วโมงที่ผ่านมา

    Tacarra, you can donate the items to a women's shelter.

  • @dlewis612
    @dlewis612 10 ชั่วโมงที่ผ่านมา

    😂Tacarra is the best!🍒🍒🍒

  • @abdurrahimabdullah7757
    @abdurrahimabdullah7757 10 ชั่วโมงที่ผ่านมา

    Give her the 🍒

  • @QueenDelmarva
    @QueenDelmarva 10 ชั่วโมงที่ผ่านมา

    [33:40] 😮 how you just gonna expose m-....I mean 😅 🍒🍒🍒

  • @byronbenbo5829
    @byronbenbo5829 10 ชั่วโมงที่ผ่านมา

    Height ✔️ weight ✔️ Beard ✔️ age ✔️ What's up Toccara

  • @FTSRep
    @FTSRep 11 ชั่วโมงที่ผ่านมา

    Send those diapers to me in Georgia I got a baby that will be here in March

  • @GFii1980
    @GFii1980 11 ชั่วโมงที่ผ่านมา

    Forgive, but don't forget you have too much to lose the other way.

  • @keilah4039
    @keilah4039 11 ชั่วโมงที่ผ่านมา

    Syd, don't worry too much about your age. I mean, I get it: your concerns are totally understandable. But that heart of yours? That's what fathering requires when all is said and done, because when seasons and circumstances change, your children will know that their daddy is their constant, which is born of a loving soul. You've studied to show yourself approved: you're going to be a stellar dad! Also: please update us on how your date went on the next episode! A man like you deserves a beautiful love story. Blessings from Kingston, 🇯🇲

  • @renettecorley446
    @renettecorley446 11 ชั่วโมงที่ผ่านมา

    Another great episode. Hii Taccarraaaaaa❤❤

  • @PettyGangOfficial
    @PettyGangOfficial 11 ชั่วโมงที่ผ่านมา

    "I'mma professional!!" 😂😂😂

  • @motrainer888
    @motrainer888 11 ชั่วโมงที่ผ่านมา

    Awww, that is so awesome!! Sydney is a godfather now. You can feel the happiness. ❤❤❤

  • @mantemusic1
    @mantemusic1 11 ชั่วโมงที่ผ่านมา

    Do I smell a cohost? 👀