Let’s just say it flat out — DD Osama is 19 years old as of 2026, born November 29, 2006. And somehow, that number still catches people off guard every single time.
Nineteen. Not 25. Not 30. Nineteen.
This is a kid from Harlem who was putting out music videos that clocked millions of views while most teenagers were stressing about algebra homework. That’s not hype. That’s just the reality of what happened.
Quick Bio
| Detail | Info |
| Full Name | David De’Shaun Reyes (also reported as David Miguel Reyes) |
| Stage Name | DD Osama |
| Date of Birth | November 29, 2006 |
| Age (2026) | 19 years old |
| Birthplace | Harlem, New York City, USA |
| Nationality | American |
| Ethnicity | Mixed (Dominican-Puerto Rican-Afro-American) |
| Zodiac Sign | Sagittarius |
| Parents | Eddie Reyes (father) & Crimsley Martinez (mother) |
| Siblings | Notti Osama (deceased), JayKlickin, JStar Balla, Melz (sister) |
| Genre | New York Drill / Hip-Hop |
| Label | Alamo Records |
| Career Start | 2021 |
| Notable Songs | Dead Opps, E.4.N, Without You, 40s N 9s, Letter 2 Notti |
| Estimated Net Worth | $500K–$1 million (2026 estimates) |
| Social Media | Instagram: 1.7M+ followers |
He Didn’t Go Viral Because He Was Good — He Went Viral Because the World Broke
Here’s the uncomfortable truth about DD Osama’s rise that nobody wants to say out loud.
He didn’t blow up because of a hit single. He didn’t land a cosign from Drake. He didn’t go on some carefully planned marketing campaign. His 14-year-old brother — Ethan Reyes, known as Notti Osama — got stabbed to death at a subway station in Manhattan on July 9, 2022. And the very next day, their song “Dead Opps” dropped.
That timing is brutal. There’s no other word for it.
The internet, being what it is, latched onto the story immediately. Streams exploded. People who had never heard of either brother were suddenly listening on loop. Grief tourism is real in the music industry — that’s not a jab at DD specifically, but it’s a pattern worth naming.
What makes DD different, though? He didn’t cash out and disappear. He kept making music. He kept showing up.
See also “Charlie Kirk Parents: The Architect and the Trader Nobody Talks About“
Harlem Shaped the Sound Before the Label Did
Growing up in Harlem does something to you. Ask anyone who actually lived it. It’s not a backdrop for a music video — it’s a real neighborhood with real stakes. DD absorbed all of it.
His parents Eddie Reyes and Crimsley Martinez separated when he was young. Five kids total — Jstar Balla (the oldest, born 1990), Justin (JayKlickin, born 2005), then DD, then Notti, and a sister named Melz. Mom basically carried the whole thing on her back. In an interview with Montreality in 2023, DD spoke about her without any filter — said she put food on the table, stayed present, worked constantly. That’s a real tribute. Not a PR quote.
The Reyes household breathed hip-hop. It wasn’t a hobby. It was a survival language.
By 2021, DD was recording alongside Notti and another young rapper named Blockwork. Their first song together — “Aftermath” — didn’t set the world on fire right away. But it was real. It had that raw quality where you can tell the people making it aren’t performing for anybody.
The Songs That Actually Matter (And Why)
“Dead Opps.” Let’s just live there for a second.
The song had momentum building before Notti’s death. Then July 2022 happened and it detonated. Seventeen million YouTube views within the first year. That’s not just streaming numbers — that’s people genuinely connecting with something painful.
Then came “E.4.N” — which stands for Everything for Notti. DD made that one after losing his brother. And “Letter 2 Notti” dropped in November 2022. That’s three songs processing public grief in under six months. There’s something almost uncomfortable about watching someone grieve that publicly, that quickly. But also — what was he supposed to do? Keep quiet?
“40s N 9s” with SugarHill Ddot showed a different gear entirely. Ddot is his childhood friend, practically a brother in every way except biology. Their chemistry sounds effortless in a way that only comes from people who grew up in the same rooms.
“His audience continued to grow with songs like “Without You” and “Baby Wait.” By 2023, Coi Leray tapped him for “Upnow.” You know you’re doing something right when artists with actual chart history want your energy on their tracks.
Here 2 Stay and Before The Album: The Mixtape Era
In May 2023, DD dropped his debut mixtape Here 2 Stay on Alamo Records. Fourteen tracks. A full project, not just a playlist of singles.
The critics weren’t exactly gentle. Pitchfork described a difficult tension between the viral momentum of grief and lyrics full of street bravado. HipHopDX noted that some of the anger felt repetitive, that the project couldn’t always carry the weight it was trying to. That’s fair commentary. DD was — let’s not forget — 16 years old at the time.
What gets lost in all the critical analysis is this: a 16-year-old from Harlem delivered a coherent body of work while processing the murder of his little brother in the public eye. Can we sit with that for one second?
In October 2024, he followed with Before The Album — ten tracks, leaning harder into the NY drill sound. The title is basically a promise. Something bigger is coming. Whether that’s fully landed yet is a different conversation.
The Tour That Told Everyone He Was For Real
August 2023. DD Osama joins Lil Durk’s “Sorry for the Drought” tour. Sharing stages with Kodak Black and NLE Choppa across multiple cities.
That’s not a TikTok moment. That’s a different league entirely.
You don’t get put on a national tour because someone feels sorry for you. You get there because you fill the energy of a room and crowds respond. The co-sign from Durk carried weight — Durk doesn’t pull just anyone into his orbit.
He also released “Let’s Do It” that year, actually twice — once with NLE Choppa and once with Harlem’s DeePlay4Keeps. Intentional double-drop. That’s a calculated move for someone supposedly just improvising his career.
The Alabama Barker Chapter
Look. If you’re going to talk about DD Osama, you have to talk about Alabama Barker.
Early 2023, DD started publicly dating Travis Barker’s daughter. They were posting TikToks together. He was sliding her into Instagram stories. The internet — predictably — went absolutely unhinged about it.
She’s a reality TV personality. He’s a Harlem drill rapper. The worlds don’t exactly overlap organically. By mid-2023 they were apparently done — no major statement, just a gradual disappearance from each other’s content.
The relationship was brief. But it put DD in tabloid territory that drill rappers don’t usually touch. Suddenly he was showing up in celebrity gossip columns alongside his YouTube stats. That’s a strange position for a teenager whose best music is about losing his brother.
Did it help his numbers? Probably. Did it change who he is as an artist? Not really. He kept making the same music.
The Arrest. The Controversy. The Reality Check.
September 2024. Video surfaces of DD Osama being arrested by the NYPD. It went viral, obviously. The internet immediately split into camps — some said it was staged, some were genuinely concerned, most just passed the clip around without context.
Very little official information ever came out. No confirmed charges made public. The whole thing stayed murky, which — if you know anything about how news cycles work for young Black artists from New York — is actually pretty standard. The attention showed up fast, the details never did.
He’s affiliated with OY (Original Youngins) and references it openly in songs. That affiliation has its own complicated history in the New York drill scene, including public beef stories that circulate constantly online. His world is not disconnected from street dynamics. Nobody who pays attention to his music ever thought it was.
But here’s the thing about the controversy — it didn’t tank his trajectory. It barely slowed it down.
19 and Already Carrying Weight Most Adults Never Will
By 2026, DD Osama is 19. He has two mixtapes out. Millions of YouTube views. Over 1.7 million Instagram followers. A Spotify catalog with hundreds of millions of total streams across his channel.
His estimated net worth sits somewhere between $500K and a million dollars — not life-changing money at industry level, but extraordinary for someone who wasn’t old enough to sign his own contracts when he started. Income from streams, YouTube revenue, live performances, and the brand recognition that comes from consistent output.
His mom Crimsley — the former real estate agent who kept the whole family together — is clearly a massive reason any of this exists. DD has said so himself, repeatedly and without any PR polish on it.
What Fame Does to a Kid This Young
Here’s the part nobody writes about honestly.
The music industry is not designed for 16-year-olds. It wasn’t designed for teenagers processing visible grief while also building a platform. The same world that streamed “Dead Opps” out of respect for Notti is also the same world that will drop DD the second the algorithm stops feeding his content. That’s not a conspiracy — it’s just how this works.
Fame arrived for DD Osama wrapped in tragedy. His breakout song literally released one day after his brother died. That’s not a narrative he chose. That’s just what happened to him.
The real question — the one worth asking — is what happens when the grief cycle ends. When people stop streaming out of tribute. When the novelty of “youngest rapper to do X” wears off. What does the music look like then?
Before The Album and the 2026 single “Superstars” suggest he’s trying to figure that out in real time. That takes courage. Or stubbornness. Honestly, probably both.
Final Thoughts
DD Osama at 19 is not a finished product. He’s not supposed to be. What he is — is a young artist from Harlem who stepped into one of the hardest situations any person could face and decided to make something out of it instead of disappearing.
His technical rapping? Still developing. No one seriously argues otherwise. The flows can get monotonous. Some lyrics feel like they’re running on autopilot. These are fair criticisms.
But there’s something underneath all of it that doesn’t sound manufactured. The rawness in his voice when he talks about Notti isn’t performed. The loyalty to SugarHill Ddot and his crew isn’t a branding decision. The way his mom shows up in his interviews — that’s real family stuff, not a calculated image play.
He’s also a kid who grew up on the internet during one of the strangest eras of celebrity that’s ever existed. His generation doesn’t separate online life from real life because those lines were never drawn for them.
Nineteen years old. Born in Harlem. carrying more in a lifetime than the majority of people. Still going.
Watch the next five years carefully. Because whatever DD Osama becomes next — it’s going to be interesting.
FAQs
1. How old is DD Osama in 2026?
He’s 19. Born November 29, 2006. He’ll turn 20 later this year in November.
2. What is DD Osama’s real name?
David De’Shaun Reyes — though some sources also list him as David Miguel Reyes. Both circulate online. “David Reyes” is the safest, most consistent reference across platforms.
3. Where is DD Osama from?
Harlem, New York City. He was born and raised there, and you can hear it in every bar he spits.
4. Who was Notti Osama?
His younger brother. Real name Ethan Reyes. Also a rapper, only 14 when he was fatally stabbed at a Manhattan subway station on July 9, 2022. Their music together — especially “Dead Opps” and “Without You” — still gets millions of streams.
5. Are DD Osama and Kay Flock related?
No. This rumor circulates constantly. They are not cousins and not related by blood or family. Different people, different crews.
6. What mixtapes has DD Osama released?
Two: Here 2 Stay (May 2023, 14 tracks) and Before The Album (October 2024, 10 tracks). Both are on major streaming platforms.
7. Did DD Osama actually date Alabama Barker?
Yes, briefly in early 2023. Travis Barker’s daughter. They appeared on TikTok together and on each other’s Instagram stories. By mid-2023 they had apparently gone their separate ways, though no official statement was ever made.
8. Was DD Osama actually arrested?
In September 2024, a video of him being arrested by the NYPD circulated widely. Details about the charges were never officially confirmed publicly. Some fans speculated it was staged — that was not verified either way.
9. What gang is DD Osama affiliated with?
He’s affiliated with OY (Original Youngins) and openly references the crew in his music. This affiliation is tied to his Harlem roots and the New York drill scene.
10. How much is DD Osama worth?
Estimates in 2026 put him somewhere between $500,000 and $1 million. His income comes from streaming, YouTube, live performances, and Alamo Records. Not confirmed officially — these are aggregated estimates from entertainment biography sites.
11. What is DD Osama’s ethnicity?
Mixed heritage — Dominican, Puerto Rican, and Afro-American. Eddie Reyes and Crimsley Martinez, his parents, are no longer together.
12. Who are DD Osama’s siblings?
Oldest brother JStar Balla (born 1990), then JayKlickin (born 2005), then DD, then the late Notti Osama (Ethan Reyes), and a sister named Melz. He’s the second youngest of five.
13. Who are DD Osama’s musical influences?
He’s mentioned Chris Brown, Drake, Post Malone, Lil Durk, and Polo G. He’s also cited Spanish music as an influence on his bilingual tendencies and melodic approach.
14. Is DD Osama still making music in 2026?
Yes. He dropped “Superstars” featuring Hurricane Wisdom in 2026 and continues to release content across platforms. He’s still actively building.
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