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  1. Oct 31, 2016 · As if Issa Rae’s “Insecure” hasn’t already given us life, this week’s episode decided to bless us with two special cameos–Jidenna and Ty Dolla Sign.

    • Sza
    • Syd
    • Jidenna
    • Sterling K. Brown
    • Ray J
    • Regina Hall and Scott Foley
    • Aminé
    • Hayley Kiyoko
    • Vince Staples
    • Ty Dolla $ign

    SZA is renowned for her neo-soul and alternative R&B tracks but Insecure fans would also know her as the titular 26-year-old missing woman on the investigative documentary series Looking For LaToya. Even though SZA has no speaking parts, her face is used throughout the show. Most of the funny main characters of Insecureseem to be addicted to the sh...

    Odd Future-alumna Syd is popularly known for her LA-based band The Internet. She cameos in the season 2 episode "Hella LA" as a DJ at a party, drawing the attention of Daniel who is on the eye out for new collaborators. RELATED: The 10 Best Characters On HBO's Insecure Fans might have missed out on the cameo but her music plays a major role through...

    Jidenna appears early on in the rewatchable HBO comedy TV showas Chris, one of Molly's many love interests. Even though he appears to be a charming person in the start, he doesn't seem to be ready to accept Molly as his girlfriend. When he tells her that she just "needed a win" in front of her friends by dating him, Molly realizes that they both ar...

    One of Molly's several beaus was Lionel, a marketing consultant who meets her through a dating app. Much like actor Sterling K. Brown's public persona, he comes off as a very likable person and Molly wishes to take him out to a family event. However, it is here that she realizes that despite Lionel's perfection, their energies don't always match. B...

    Ray J is one of the familiar faces in Insecure's parody investigative show Looking For LaToya. As the police suspect him of being the boyfriend of the missing woman LaToya, he denies the claim but also wishes to tell the documentary crew that he did have a sexual encounter with her. The over-the-top character showcases how some men look at their se...

    One of the meta elements in Insecure is the presence of several TV shows within its narrative. One such example is Due North, a Civil War-era romance involving a forbidden affair between a slave and her master. Regina Hall plays the slave Ninny in a role that parodies characters from primetime soap operas. After shooting to fame with Scary Movie, R...

    Rapper, singer, and songwriter Aminé appeared as Darnell, Kelli's date for Issa's block party in "Lowkey Movin' On." The naive Darnell falls for Kelli's fake-British accent in which she continues to speak for the rest of the day. Finally, when the event gets interrupted by a shootout, Kelli's real accent comes out, which surprises Darnell. RELATED:...

    Singer Hayley Kiyoko's cameo in "Hella LA" comes off as completely unexpected and plays out in a strangely amusing fashion. Her character Miko along with a friend encounter Lawrence in a grocery store. After they both seem to be sexually attracted to him, Lawrence goes with the flow. He gets on the bed with them until he gets shrugged off for not b...

    When Issa is persistent in calling up Schoolboy Q for her first-ever Block Party event, fans hoped to see a glimpse of the rapper. However, Q cancels and Issa resorts to Andy's clients, one of whom turns out to be the equally-talented rapper, Vince Staples. RELATED: Issa's 10 Best Outfits On Insecure Even though she has an awkward conversation with...

    Apart from his songs appearing in the soundtrack of multiple seasons, Ty Dolla $ign is also a recurring guest in Insecure. At first, viewers get to know Issa's adoration for the artist when Daniel tells her about a potential collaboration. Issa gets so excited that he also makes it to a hilarious daydream. Later on, in the final season, when Issa f...

    • Staff Writer
  2. Apr 13, 2020 · Check out all the songs from 'Insecure' Season 4 below: Episode 1, “Lowkey Feelin' Myself” ST. PANTHER, “Infrastructure” Tyler, the Creator, “A BOY IS A GUN” Mereba feat. JID ...

  3. He first gained recognition for his guest appearance on hometown rapper YG's 2010 single "Toot It and Boot It", which entered the Billboard Hot 100 as his first minor hit. He signed with Atlantic Records in 2012, and Wiz Khalifa's Taylor Gang Entertainment the following year.

  4. Feb 23, 2017 · Insecure refines Rae’s relationship to rap, cutting the campy distance down to naked, vulnerable self-expression. This is clear from the first episode, where Issa performs at an open mic,...

    • Stephen Kearse
  5. Ty Dolla $ign - $ New album 'Featuring Ty Dolla $ign' out now! https://dollasign.lnk.to/FeaturingID Shop official merch: https://tydollasign.lnk.to/StoreDown...

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    • Ty Dolla $ign
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  7. music.youtube.com › channel › UC_Wl1icJ-lfoz75E99PSVrQTy Dolla $ign | YouTube Music

    He first gained recognition for his guest appearance on hometown rapper YG's 2010 single "Toot It and Boot It", which entered the Billboard Hot 100 as his first minor hit. He signed with...

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