Besides being Rev Run’s son, Diggy Simmons is also a successful businessman with a net worth of $3.75 million. While he may have had his television debut on MTV’s “Run’s House” as a youngster, he has since matured, notably in terms of his financial stability. Friends and family alike simply refer to him as “Diggy,” but his given name is Daniel Dwayne Simmons III.
In the beginning, he put out a few mixtapes to see how things would go, but now he’s developing into a legitimate hip hop performer. Having Rev Run as a dad can’t hurt. Atlantic Records heard his single “Made you Look” and signed him.
An AT&T advertisement featuring him and his song “Great Expectations” gained him widespread recognition. Since then, he’s been working with others on more ambitious projects, so we may expect to hear from him again soon.
Is He Gay?
Now, I’m well aware that there are die-hard fans out there who will emphatically disagree and who believe that they personally know Diggy and hence get into all the dating stories surrounding him.
While I haven’t worked with Angela Simmons on her website, I have met Diggy several times over the years. I had some great opportunities to meet interesting people like Diggy when I was in high school and college because of my desire to become a television producer.
Unfortunately, God didn’t make you a TV producer so you may laugh now. And before you ask, no, I don’t talk to Diggy or have his number, and no, we’re not best friends (though I did a few years ago).
A cup of tea, please, before I begin. Let’s put an end to the rumors. I’ve met Diggy’s childhood buddy Sydney, with whom he traveled to the Bahamas and Ghana in 2018, but they’ve never dated outside of the show.
Diggy hasn’t had a girlfriend since he was 17. Some of you may be wondering, “How do you know he’s gay?” A long time ago I was fortunate enough to meet him. When I first met him in 2012, I was taken aback by how different he was from what I had seen on TV and heard in his music.
However, in person, he is really humorous and a truly pleasant person. I initially believed he was bisexual until I saw him in person and realized he was just gay and DL. He comes off as a masc bottom (ask a gay friend or research it if you don’t know what that means), but he is much more feminine than he behaves in interviews and on tv.
The more I hung out with him, the more I noticed his distinctly feminine traits: he avoided discussing women, he seemed awkward whenever a woman reached out to touch him, and I noticed that his communication style with me and other guys was extremely flirtatious, albeit in a subtle way that only those who were in the know about the game (being DL) would understand.
When Diggy first joined Grownish, I thought he wouldn’t last long because he’s not a very good actor and because everyone would eventually see through his act and realize he’s gay. Still, many of you seem to be in the dark.
To begin, I know that Diggy wanted to be closer to Trevor, whom she met twice through Grownish. For reals, Trevor is just as immature, silly, and corny (in a good way lol) as he seems online.
He has never given me any reason to suspect he is gay, and I have no reason to believe that he is. On the other hand, I started to see that Diggy was the same way with Trevor as he was with me, only that Trevor didn’t seem to notice the shit Diggy would do like awkwardly gazing at him and stuff or sitting really close to Trevor.
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In 2009, he released his first mixtape, titled Primary Flight. Simmons’ online log saw over 100,000 album downloads from fans. According to Simmons, five record labels expressed interest in signing him after the release of his mixtape, and he ultimately decided to work with Atlantic Records.
Simmons released a video of himself freestyling to Nas’s “Made You Look” in early 2010. Kanye West, whose Twitter response was, “I knew this child was [going to be contemporary],” expressed his approval of the video’s success and spreadability. I predicted it!
The release of “Oh Yeah!,” which included Pharrell Williams and Lupe, set the stage for the incident. Simmons’s second mixtape, titled Airborne, was made available for free online in 2010. AT&T used the mixtape track “Great Expectations” that year in a highly visible national television commercial.
Simmons dropped his third mixtape in the Gregorian calendar month, titled Past, Present(s), Future. DJ Premier hosts a mixtape that features excerpts from hip-hop classics from the ’80s and ’90s by musicians including Nas, A Tribe Called Quest, and Rakim.
“Shook Ones,” which samples the ever-present Mobb Deep song of the same name, has received a free music video.