SOTD:

Vico C
Explosion
Xplosion(1993)

Still relevant today. The great Filosofo Vico C. Father of the genre

AOTD:

Wisin & Yandel-De Otra Manera(2002)

-Hits: Salgo Filoteao, Reggae Rockeao, Hola, Piden Perreo, No Se, Complaceme
-Features: Divino, Baby Ranks, Alexis & Fido
-This album went gold at the time. My personal favorite W&Y album and I consider this to be their absolute prime before they split up and both dropped dope solo albums a year later. Then they reunited for the world famous "Pal Mundo" album 3 years later. Check this one out.

New Anuel is heat

Reggaetonera, the Yandel/Kendo song and Asi Soy Yo>>

SOTD:

Randy ft Arcangel
Soy Una Gárgola
Gárgolas 5: The Next Generation(2006)

AOTD:

Wisin & Yandel Present: Los Vaqueros(2006)

-Hits: Pegao, Electrica, Dame Un Kiss, Nadie Como Tu, Quizas, Yo Te Quiero, Un Viaje
-Features: Don Omar, Franco El Gorila, El Tio, Tony Dize, Gadiel
-Album showcasing W&Y's label at the time, WY Records. The roster was W&Y, Franco "El Gorila", El Tio, Jayko, Tony Dize and Tico "El Imigrante". Hugely popular album at a time when W&Y had reached DY/Don status of fame.

SOTD:

Don Omar
Hasta Abajo
Meet The Orphans(2010)

AOTD:

Rakim y Ken-Y-Masterpiece(2006)

-Hits: Dame Lo Que Quiero, Down, Igual Que Ayer, Me Matas
-Features: Cruzito, Polaco, Nicky Jam, La India, Carlitos Way
-Over 400k sold in about a year. Broke the first week record in PR. A softer/R&B touch to the genre. Bad Bunny references this album and its hit song "Down" on his hit song "Si Estuvieramos Juntos"

SOTD:

Yandel
Dembow
La Mision 3(2002)

AOTD:

Nicky Jam-Salon De La Fama(2003)

-Hits: La Vamos A Montar, Buscarte, Descontrol, Y Las Gatas, Gatas En La Disco
-Features: Daddy Yankee, Plan B
-A "greatest hits" style album with 4 new songs. Nicky Jam at his peak, before the d**** ruined his career.

SOTD:

Daddy Yankee, Baby Rasta & Gringo, Farruko, Arcangel, De La Ghetto, Nengo Flow, Kyza, Kendo
Llegamos A La Disco(2011)
Prestige(2012)

AOTD:

Tempo-New Game(2000)

-Hits: T.E.M.P.O, No Es Tan Facil, Miles De Dolares, Inocente, Nigga Said What
-Features:Maicol y Manuel, Baby Rasta & Gringo, Ghetto, Gastam
-The biggest reggaeton artist at the time, even though he was more hip hop oriented. At the time he was beefing with over 5 other rappers by himself(including Yankee, then known as "Winchester 30-30"). He went to jail for 11 years for d*** trafficking 2 years later and lost his spot as one of the top artist in the genre. Is out now but his post jail releases didnt match the quality of his pre jail run.

Yoooo wtf where did you go to hs? Lmao

lol HS in PR. San Juan

Anyways yeah Maldy(from Plan B) kept looking at my prom date while they performed lol The after party/performances were in Brava night club. Yaviah also performed but tbh I was pretty s*** faced and don't remember their performances that much

This is such a banger

you actually live in pr. That’s insane to me, proms in the states can’t compete with something like that. Maldy is a savage

Moved to the states to study after that tbf around 2011 and have been living here since but I visit the island a handful of times a year. Nothing like it tbh

Lucky af, I’ve always wanted to go

SOTD:

Zion, Voltio, Tego Calderon, Eddie Dee, Cosculluela
Cogelo Easy(El Pentagono Intro)
El Pentagono(2007)

AOTD:

Luny Tunes & Baby Ranks Present: Mas Flow 2(2005)

-Hits from: Wisin & Yandel, Alexis & Fido, Hector El Father, Daddy Yankee, Zion & Lennox and more
-One of the few reggaeton albums to sell over a million copies and remains the most successful compilation album in the genres history. Went gold in the US the same year of release.
-Massive hits on this album, including "Rakata, "El Tiburon", "Mayor Que Yo" and many more.

Cosculluela in some trouble for making some anti BLM's remarks, as it pertains to PR protest

SOTD:

J-King & Maximan
Rastrillea
Reggaeton Rulers Vol.1(2006)

shaking my buttocks thanks to OP