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08.09.19 50 Favorite Rappers of All Time (From 5 04.05.19 Cassette Collection (Vol. 4)
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01.03.16 Personas/Characters in Hip Hop - Though12.15.15 Discovolante's Best Of 2015
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50 Favorite Rappers of All Time (From 50 to 1)

Another "best rapper" opinion list, another unsurprising winner. All English speaking of course, so you won't hear about my love of Japanese rap on here lol. Decided to go out on a limb and list 50 of my favorites though, soooo.... here we go. The order is from 50 to 1. Honorable Mentions: - Q-Tip (like him more as a member of ATCQ, and the whole group effort I like more than the solo projects of any member, to be honest) - Method Man - Mos Def - Kool G. Rap
1Joe Budden
Joe Budden


Back in the early 2000's, I used to mess with Joe Budden hard. I actually remember during middle school, I was wondering "when is this guy ever gonna come back?". Well, like they say... be careful what you wish for. For what it's worth, Joe has a decent amount of bars, especially when he was in Slaughterhouse. But he's definitely not one of the all time greats, and his douchy attitude these days kind of takes away some of the skill you hear in his stuff.
2Fat Joe
Don Cartagena


Someone with strong potential to be a true great, Fat Joe has slacked and lingered a good amount of his skill throughout the years in exchange for pop hits. Way back 20+ years ago, however, he was shining as a legit emcee, reaching his peak of skill in 1998 with the release of "Don Cartagena". Unfortunately, this came at a cost as it was also his first commercially successful album as well, thus forever putting his emcee skills second, rather than maintain his rugged, gritty street style which was his own. Truly a waste of decent potential.
3Coolio
It Takes a Thief


Yeah, people tend to laugh off Coolio as that crackhead with weird hair and the butchered Juggalo tattoo these days. But back then, he was a dude who was among the first wave of West Coast hip hoppers, and who released some great stuff. Although his most popular moment occurred in 1995 with "Gangsta's Paradise", my personal favorite of his is his 1994 debut "It Takes a Thief", which is one of the first pop-gangsta albums. Although the genre would get muddied during the next few years thanks to critically-speaking mediocre releases from guys like Ja Rule, what made Coolio different was the sincerity in most of the tracks as well. The retrospective, flashback vibe of the album makes it fantastic as well. Unfortunately, Coolio wouldn't follow up his following album, "Gangsta's Paradise", well at all, and in all honesty, he hasn't released anything really good since. But his first two albums are so good, that it still earns him a spot, albeit pretty low on the list.
4Talib Kweli
Quality


I understand the dude's skill and talent, but to be honest, Talib Kweli never really did much for me outside of "Quality" and "Eardrum". But those two albums made a great impression on me as a kid, and really made me think more seriously about lyricism at a young age. So while he's not necessarily someone that I listen to a lot... or much at all, really, he is someone that made enough of an impression on me as a kid that I have to give credit where credit is due.
5 Xzibit
40 Dayz & 40 Nightz


Back in the day before Pimp My Ride, Xzibit was known as a scary dude that never smiled, and who had some solid emcee skill. Breaking out as an associate of the rap collective Tha Alkaholiks, he released his solo album in 1996, "At the Speed of Life", which became an instant classic upon release. His aggressive and real-as-fuck sound and image made his raps hit that much harder, as evident on my personal favorite track of his, "What U See is What U Get". Although he hasn't released a really good album in 17 years, he tried to save face in 2006 with "Full Circle", which was good in a poppy way, and without the signature Xzibit aggression. And although the Xzibit rap magic has long been lost, his first four albums remain hardcore rap classics.
6Sticky Fingaz
Blacktrash: The Autobiography of Kirk Jones


Known as a member of one of the most absolute street rap groups ever, Onyx, Sticky Fingaz always stuck out for his raspy voice and rabid delivery. And although he always had some hard hitting rhymes, it wasn't until 2001 when he released his first solo album, "Blacktrash: The Autobiography of Kirk Jones", that he really shined and stood out on his own as a solid emcee. His cynical and confrontational nature helped make "Blacktrash" one of the more controversial releases in the early 2000's rap game, and his style and bars helped establish Sticky Fingaz as a great spitter in his own right.
7Cam'ron
Purple Haze


Cam'ron is a different kind of a lyricist, entirely. While most of the entrees on here are based on a traditional lyricist level (wordplay, vocabulary, flow, etc.), Cam'ron is on here for a different reason in the fact that he is pretty much responsible for building the modern day rugged East Coast rapper. On top of that, Cam does, of course, have does indeed have a good amount of wordplay as well, especially on "Purple Haze", which is widely regarded as one of the last fantastic and significant East Coast rap albums.
8Snoop Dogg
Tha Doggfather


Of course, what rap list would be complete without the addition of Snoop Dogg. He was one of my first favorite rappers, alongside Eminem, and someone who released a good amount of strong material, combined with a signature swagger all his own. The thing is though... Snoop's released a ton of albums: 16 as Snoop Dogg and one as his reggae alias Snoop Lion. Out of those 16 as Snoop, only five of those are ones I can go back to, with the majority of the other 14 I don't care for. But two of those four albums, "Tha Doggfather" and, of course, "Doggystyle", are so splendid, that even though he has a lot of filler, the strength of those albums alone was enough to have me put Snoop on the list.
9Danny Brown
XXX


One of the very few newer names on the list, Danny Brown's unorthodox sound, which sounds like a cross of Kool Keith and ODB, has garnered him many believers, me included. His flow can be quite impressive, as well as his rhyming skill, although in my opinion (I'm sure I'm in the minority), he never really capitalized on his album "XXX", which I hold in very high regard. Controversially, I wasn't even that wild about "Atrocity Exhibition", hence his relatively low ranking. Yeah, you're bound to see a few opinions you may find insane lol.
10Missy Elliott
Supa Dupa Fly


Look, I don't care what anybody says: no one listens to Missy Elliott for lyricism. They listen because of innovation and to see where else she can possibly go. And there's nothing wrong with that, ever since her official debut as a solo artist in 1997, she's been universally acclaimed as the most groundbreaking female emcee of all time. And her music is indeed quite amazing, with most of her releases sounding as timeless as when they were first released.
11Ludacris
Word Of Mouf


Ludacris gets shit on pretty regularly these days for crap like his music not aging the best, or whatever. But if you paid attention to his music throughout the early and mid 2000's, you were bound to pick up a decent amount of clever and humorous puns and metaphors, especially on "Word of Mouf", which is his best album to date in my opinion. While his music and rapping effort greatly dimmed as the 2000's went on, his first five albums are still kickass albums with a good amount of wit in most of his bars... in those five albums, not beyond lol.
12Earl Sweatshirt
Doris


For quite some time, I remember being under the Earl Sweatshirt spell. Specifically between 2011 through 2015. His albums released in this time span remain some of my favorites, and probably two of the only rap albums from the 2010's that I really enjoyed. Looking back, although he still has a good amount of fantastic wordplay and flow, my diminished Sweatshirt fandom made me see that his albums weren't necessarily as amazing as I remembered. Still, his first two albums are great listens, and he is absolutely one of the best emcees to really blossom this decade.
13Rascalz
Cash Crop


This spot is tied for the two emcees that make up Rascalz, the most successful Canadian rap act of all time. Drake doesn't count. The vivid rhymes of Misfit and Red1 are very, very disorienting with how lyrically in depth they are, and this is particularly evident on their albums "Really Livin' 1993" and 1997's "Cash Crop". Why they are so low is due to the fact that while those albums are very good indeed, they haven't released anything as good since, and that includes two more albums. Even their solo efforts aren't as good, to be honest. But during that brief period between 1993 and 1997, the two main emcees of Rascalz proved to be true underrated greats.
14Tech N9ne
Anghellic


With the boom of Tech N9ne's popularity this past decade, it seems like it's fashionable to like him. To be honest though, his newer stuff is just wayyy too poppy for my taste. But his music from 2009 and before is some great, great stuff. His peak, in my opinion, was 2001's "Anghellic", which blends his mainstream appeal with horror-esqued rap samples. "It's Alive", "Psycho Bitch", "Einstein", "Twisted", and of course the classic interlude "Stamina", soooo many good cuts on here. A fantastic example as to why despite his 2010's pop crap, he is considered a true rap great.
15LL Cool J
Mama Said Knock You Out


To be honest, I've kind of seen LL Cool J as pretty overrated, especially since I grew up during the era of when LL Cool J was a pop star (remember "Paradise"? Yeah, those days lol). But I'd be lying if I said he didn't have any bars. The guy had a good amount of flow, especially on "Mama Said Knock You Out", with the title track being regarded as one of the best diss tracks in rap history. But despite the bit of gems he had, I still don't get the overwhelming and vast love he has, especially since he's got only, like, four really good albums out of 13.
16Bubba Sparxxx
Deliverance


To make it clear, I don't look at Bubba Sparxxx as a lyricist as much as I look at him as a once-amazing rap artist. That's not to say that he's not lyrically good, he is. A lot of his stuff is from personal experience, with his best moment being the 2003 album "Deliverance", which is one of the most underrated rap albums of all time. Unfortunately, he chose not to follow it up with an effort that was as personal, and rather went pop with "The Charm", which is a total shame because his first two albums, especially "Deliverance", remain fantastic efforts today.
17The Roots
Things Fall Apart


The Roots's Black Thought is another name that comes to a lot of minds when thinking about rap greats. For obvious reasons, he's in my list as well, as he can be lyrically dense, conscious, heartfelt and just plain slaughtering... sometimes all at once. It's on "Things Fall Apart" specifically where Black Thought begins to really spread his wings and rap about a wide variety of topics, all with equal earnest and passion. The thing is that while I do believe all of those things, I don't really tend to listen to The Roots on a regular (or even semi-regular) basis, and they also only have four albums that really do something for me. Although when the mood is right, Black Thought and The Roots really can hit the spot.
18Royce da 5'9
Rock City (Version 2.0)


The 2010's were a decade of redemption for longtime underground favorite Royce da 5'9". Despite his overall shitty attitude early on, Royce was regarded as an underground great for quite a while, with his hard and streetwise sound making him a underground rap staple. It's pretty awesome to see such a veteran finally getting the mainstream success he deserves.
19Mystikal
Mind of Mystikal


Mystikal is truly one of a kind. His style is rapid, loud and raspy, with a tinge of a bluesy feel by the turn-of-the-millennium. While his lyrical skill isn't necessarily one of the best, his sheer flow and style puts him in my list.
20Canibus
2000 B.C. (Before Can-I-Bus)


Canibus came out the gate blasting. Literally. Although his first major label debut was on a remix of "Music Makes Me High" by cult rap group Lost Boyz in 1997, he made his first big splash as a guest rapper on LL Cool J's "4,3,2,1", which quickly embroiled a beef between LL and Canibus. This led to Canibus showing his true lyrical chops on "Second Round K.O.", which is personally my favorite diss track of all time. Absolute viciousness. It's just a shame that he never really lived up to his lyricist persona much beyond that beef, with his limitations first starting to kick in in the early 2000's when he engaged in yet another beef, this time with Eminem, and which he lost miserably too. And then there was the embarrassing rap battle loss with douchenozzle Dizaster... yeah, although he's had a few bright moments in his career outside of the LL beef, he's also had his share of hard losses, which brings him pretty low on my list, despite the greatness that was "Second Round K.O.".
21Lupe Fiasco
Food & Liquor


I've been a fan of Lupe's since wayyy back when he was featured on Kanye's "Touch the Sky" record, even before it was released as a single. I remember thinking of him as a bright light in a seemingly never-ending barrage of mediocre shitty mid-2000's rap. And he held that potential for quite a while, delivering some impressively intelligent wordplay and heavy metaphors that seemed to satisfy just about everyone in his fanbase until about 2011 when he released "Lasers", which heavily divided his cult following. I myself haven't really been into him for some years now, with the satirical trap album "DROGAS Light" being the main catalyst for me not following him as much. As someone said, "I mean.. I get what he's doing, but it still sucks".
22k-os
Joyful Rebellion


k-os was the first Canadian rapper I ever heard, way back in 2002 when "Superstarr Part Zero" was on rotation on MTV2. And today, I still consider him to be the best rapper from the Far North. His flow is so dynamic, especially in his older material, that it can just leave you in a stun. What keeps him so far down my list, however, is the fact that he hasn't released anything that really struck me in quite a long time. A decade, to be exact. He's just gotten too... bland, for my taste. But his first three albums, as well his underground early 90's singles, remain favorites of mine today.
23Skillz
From Where???


From an emcee point, Skillz is absolutely one of the best just in terms of writing. Those lines that you thought were pretty clever for a Will Smith or P. Diddy record? It was probably written by Skillz. Seriously, his first album in particular, "From Where???", and his 1995 single "Skillz in '95", are some of the best releases in the vast 90's rap universe. Just impeccable stuff.
24Ice Cube
The Predator


Look, Ice Cube is great, and definitely one of the best emcees to come out of the West Coast. But I just can't have him in my top 20. I do give him credit for adding a lot more venom in rap, as well as cutting one of the best and most scathing rap tracks ever, "No Vaseline", but his style isn't really anything special overall, with only four albums out of 11 being considered iconic, one being arguably iconic ("Lethal Injection"), and the rest being just filler, and that's being generous. And the hypocritical bullshit he pulled with Bill Maher really, really knocked him in my eyes.
25Ice-T
Power


Although most these days may know Ice-T through his acting, his music remains as groundbreaking and lyrically sound as ever. Back in the mid 80's, Ice-T was credited with being one of the true godfathers of gangsta rap, along with Schoolly D. The difference in Ice-T's form of gangsta rap is its sheer honesty, as it painted a picture often of youths seeking quick fame and lots of money, ending up in tragic disaster. Despite the positive messages that was the majority of Ice-T's music, he ended up being in the music censors crosshairs since his debut album, "Rhyme Pays", in 1987. He totally flourished in it though, as he did the rap metal track "Cop Killer" in 1992, and him later satirizing the whole controversy regarding his music on the cover art of his 1993 album "Home Invasion", which featured a cartoon of a kid listening to Ice-T while his parents become victim to a ruthless... well, home invasion. Fuckin' legend lol.
26Jay Electronica
Style Wars


Although a lot of people have mixed feelings about him these days for many different reasons, Jay Electronica is definitely one of the best rappers I've heard in the last few years (yeah, I know. A total late comer lol). The one reason why he isn't higher on the list is because of the obvious being... he hasn't released anything in 12 years. And also, and perhaps more controversially, "Act I: Eternal Sunshine (The Pledge)" didn't really do anything for me. Sorry, man.
27Big Daddy Kane
Long Live The Kane


The older I get, the more I appreciate Big Daddy Kane. Once regarded as one of the main rap titans, his legacy has since become a bit forgotten, and he now remains highly regarded among the old school rap universe. It's a shame because at his peak, Kane wiped the floors with just about anybody, but it seemed he just became more... lazy by the end of his 80's gold run. But his first two albums are still solid releases today, and as his magnum opus boldly claims: long live the Kane.
28Kurupt
Space Boogie: Smoke Oddyssey


One of the most underrated emcees of all time, Kurupt had a bit of a gold streak throughout the early 90's as a part of the Death Row camp. Unlike 2Pac's potential being vastly diminished with Death Row's influence, Kurupt had the exact opposite effect, with the harsh and loud beats of the label working marvelously with Kurupt's gangsta-smart style. Unfortunately, when 2Pac died in late 1996, so did Death Row essentially, with Kurupt having some mainstream attention during the late 90's and early 2000's. But since his commercial demise in the mid 2000's, a lot have since forgotten about him, which is a goddamn shame because his first three solo albums in particular are still bangers, almost always quenching the lyrical rap fan's thirst.
29Big L
Lifestylez ov da Poor & Dangerous


For years, Big L was an unsung hero in the rap universe. I personally don't remember hearing his name until the mid 2000's, but however you found him, you were in for one hell of a ride. His bars remain iconic and are constantly quoted today, and he was also one of the first rappers on the East Coast to delve into total horrorcore territory with "Devil's Son", which was recorded a year before Flatlinerz came out. Truly one of the true all time rap greats, bar for bar.
30Naughty By Nature
Naughty's Nicest: Greatest Hits


The main emcee of Naughty by Nature, Treach, is vastly underrated these days. Like, it's criminal how much he is. While NBN is thought of just as a "pop-rap" (which I never got, honestly) act who were popular in the early 90's, the hard hitting and biting style of Treach is just too damn good to be thrown aside like that. It was fast and in your face, yet very coherent at the same time. For it's worth, Eminem supposedly was thinking about retiring from rap upon hearing Treach, although I know how controversial Eminem is seen among rapheads in general lol.
31Kool Moe Dee
How Ya Like Me Now


Another name that's been sadly forgotten overtime, Kool Moe Dee was a bonafied rap legend, even when I was growing up in the early 2000's. I remember specifically seeing the video for "How Ya Like Me Now" played a good amount of times during the early days of MTV2, and I looooved it. His biting swagger and cockiness in his flow is still timeless to hear now, especially on the "How Ya Like Me Now" album. Sooo many good cuts.
32Rah Digga
Dirty Harriet


Rah Digga is the best female emcee of all time, in my personal opinion, bar none. For over 27 years, she has garnered a rep for being one of the most hard hitting, brute forces in female hip hop, and was a part of two of the most iconic rap circles in history (Outsidaz and Flipmode). Her 2000 debut album, "Dirty Harriet", remains one of the most slept-on rap albums ever, in my eyes.
33Kanye West
Late Registration


This entry is bound to upset people on both sides: one side being that Kanye is a no-talent douche, and the other side being his absolutely beyond-rabid following. So hear me out. Okay. To me, at one point, Kanye had lyrical fire. Like... he was fuckin' sick with it, no doubt. His first two albums are just about equally amazing from a lyrical and production standpoint, with "Graduation" garnering more of a polarizing reaction. I really liked it, personally, but it definitely had a more mainstream friendly, pop approach to it, versus the more sincere feel of his previous two. It was still great though. And then "808s and Heartbreaks" happened, and ohhhhh boy, did I fuckin' hate that album lol. To me, he bid farewell to his splendid roots on "My Beautiful Dark Twisted Fantasy", and his ego devoured him whole afterwards, in my eyes. But once upon a time, a decade ago, he was indeed sick with it, and was heads-over-heels one of the best lyricists of the 2000's.
34Big Boi
Sir Lucious Left Foot


As one-half of the iconic duo OutKast, Big Boi never really got his due, primarily because of the slightly better skill of Andre 3000, the other half of the duo. And while it is true that Andre 3000 is a better emcee overall, Big Boi's not one to sleep on, as he's proven as a solo artist, specifically on "Sir Lucious Left Foot". His rapid fire, braggadocious style was a major breakthrough in the Southern rap game in particular, influencing the rap styles of guys like Ludacris and T.I.
35Cage (USA-NY)
Movies for the Blind


Early Cage stuff is absolute gold standard... nah, fuck that, it's absolute diamond standard. It's personal, dark, violent, it's got a thin layer of cynical dark humor... it's flawless. And if Cage kept going at it like he was from Leak Bros. and before, he'd definitely be in my top 5. Buuuut then "Hell's Winter" happened, which led to "Depart from Me" ... which completely derailed him from being in my top 5 lol.
36The Notorious B.I.G.
Ready to Die


Look... Biggie was one of the best to ever bless the mic, there's no doubt about that. No doubt whatsoever. But to me personally, he wasn't quite in the top 10. To be brutally honest, his signature flow kind of irked me the more I listened to it. And don't get me wrong, the dude was and is a game changer. But he just barely misses the cut to break my top 10. Sorry fellow rapheads.
37OutKast
Speakerboxxx/The Love Below


A few spots below Big Boi, Andre 3000 has seemed to have garnered more-and-more praise as time went on. I seem to remember him ranking among one of the all time greats right when OutKast was on the verge of disintegrating, and I can't really blame anyone. Although I preferred Big Boi when I was younger due to Andre's much more complex style, I tend to appreciate Three Stacks more these days from a sheer lyrical aspect, as his bars can be so deep and complicated, that some are still attempting to be deciphered today. Still waiting on that official Andre 3000 rap solo album, although "The Love Below" isn't a bad substitute in the meantime!
38Jamie Madrox
Phatso


It feels a lot more liberating to splurge my love for Twiztid these days, since their departure from Psychopathic Records and the general wider acceptance of their material. But I've long said that one-half of Twiztid, Jamie Madrox, is one of the best overall emcees the underground rap scene has ever seen. His work when he was young and hungry on "Mostasteless" in particular is fantastic. From a young age, his vocab and flow has been consistently amazing. He's only released one official solo album so far, "Phatso", but I'm totally waiting eagerly for the day when he releases a second.
39Redman
Whut? Thee Album


When I was younger, I used to like Redman on the surface for his sense of humor and sharp bars. I never really looked at him in a lyrical sense until I heard "Dunfiato" back in 2014. Holy fuck. That one track brought him up even higher on my favorites. Even when he doesn't have his lyrical melt mode on, he's still one of the best in all of the qualities.
40Busta Rhymes
When Disaster Strikes...


Busta Rhymes truly is one of the most unsung greats in recent years. While he was one of the most dominant and visible emcees during the 90's and 2000's, his golden run really started to diminish in quality by 2000, although he really felt the burn in terms of success as well in 2009 with his below-mediocre "Back on My BS" album. Since then, he hasn't really recouped, and his last album was in 2012, "Year of the Dragon", which was released as a free download on Google Play. But for at least a good chunk of a decade, Busta released some of the greatest rap albums (and videos too, while we're at it) in history. Three in a row, actually.
412Pac
Me Against the World


When he was on the mark, 2Pac was a brilliant emcee. His conscious and rugged flow and style is definitely among the greatest. But here's why I don't have him in my top 5: Suge fuckin' Knight. Death Row Records took 2Pac's amazing talent for making rap soundscapes, and diminished it entirely by forcing him to embrace a phony thug persona that ended up being the death of him. If Suge Knight and Death Row never entered the picture, 2Pac would most likely be in my top 3.
42Kool Keith
Black Elvis/Lost in Space


Probably the most controversial spot on the list, one of the great rap schizos, Kool Keith, is definitely one of my top 10 emcees, and one of the true greats in rap, bar none. But his solo stuff can be a total hit-and-miss for me. His first few solo albums and his work on the first two Ultramagnetic MC's albums are fuckin' indisputably iconic though.
43Guru
Jazzmatazz, Vol. 1


I still remember how bummed I was when it was announced Guru died. Even as a youth, I held him in high regard, ever since I saw the video for "Just to Get a Rep" when I was in elementary school. The poetic realism in his work is something that's stuck with me since, and thankfully, I'm not the only one to think of him this highly. While his work with DJ Premier in Gang Starr is splendid, Guru also had a pretty decent solo career, specifically with his album "Jazzmatazz, Vol. 1", which is widely regarded as one of the finest jazz rap albums of all time.
44Eric B and Rakim
Paid in Full


For the last 30+ years, Rakim has always been regarded as one of the all time best, and if you hear his material with Eric B., you'd know why. His machinegun flow and top tier lyricism is just untouchable, to this day. The only thing that is keeping him off of my top 5 is his solo stuff, which, while it's still great, doesn't live up to his amazing, perfect sound and style when he paired with Eric B., in my opinion. But when paired with him, his entire rap package can only be topped by a very, very slim few.
45Eminem
The Slim Shady LP


Of course Eminem is in my top 10 emcees. He would actually be a shoe-in for my top 3 if he retired after "Encore" ... but alas, that's not how history played out.
46Ras Kass
Soul on Ice


The way Ras Kass raps isn't just impressively lyrically, but it's amazing on a narrative level as well. I still remember hearing "Nature of the Threat" for the first time. It was an incredibly pivotal moment in which I, at that moment, began putting lyricism as the top quality.
47MF DOOM
MM.. Food


The other leader in rap schizos with his many different personalities, with each one as lyrically mesmerizing as the other. Everyone knows how amazing DOOM is though.
48Aceyalone
Book of Human Language


This guy... is a fuckin WIZARD on the mic. Christ almighty. Easily the best vocab in rap I ever heard, and absolutely worthy of making my top 3.
49KRS-One
KRS-One


The godfather of lyricism in rap music, but one guy has the edge on even the godfather... and that is.
50Nas
Illmatic


Yeah, unsurprising, I know lol.
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