|Founded||Founded c. 1972 by Alfonso Ayala Jr. and Sweet wine in or near South Lawndale: Little Village|
|Colors||Black and Beige|
|Primary ethnicities||Latino (Mexican)|
|Symbols||Rabbit Head, Heart, Club, and Diamond|
Rabbit head with bent ear (hood over head for Darkside Two Six), heart, club, diamond, three lines with three dots above it, pitchfork 1978-1988
In the early 1970s, the Latin Kings began to swell in numbers in Little Village especially after the Little Village chapter (24th and Marshall Boulevard) became the official headquarters for the south side Latin Kings in 1972. The Latin Kings also embarked in the drug trade by 1972 and this conflicted with the interest of other dealers in the area. One of the bigger dealers in the area was Alfonso Ayala Sr. who operated a drug business out of his clothing store at the intersection of 24th and Sawyer. Ayala was said to have strong connections with the Mexican Mafia.
In the year 1971, Little Village was heavily dominated by Latin Kings and Ridgeway Lords who were allies at that time. By 1971-1972 the Latin Kings of Little Village began to heavily recruit in the area and began giving larger groups of non-gang affiliated youths a hard time. A baseball team from Cyrus H. McCormick Elementary School (2712 S Sawyer Ave, Chicago, IL 60623) was one such groups of youths that had problems with the Latin Kings and Ridgeway Lords. In 1971 the baseball team was put together by both boys and girls from the neighborhood. Many of the kids on the team lived on 26th Street which gave them that name. The baseball team began to have conflicts with the Latin Kings and this lead to a war starting between Latin Kings and the baseball team.When these kids weren’t playing baseball they hung out at 26th and Sawyer. While hanging out at this intersection they met a group of older youths that were 18-21 years old that often drank in the bar at 26th and Sawyer, these were guys like Junior, Chief, Armando and David (Not David Ayala), Tyrone Ayala and Alfonso Ayala Junior. Alfonso Ayala Junior and Tyrone Ayala were the sons of Alfonso Ayala Senior.
One of Alfonso Ayala Senior’s daughters married one of the Montemayor’s nicknamed “Sweet Wine.” Sweet Wine was fro the notorious Montemayor family that was known for controlling a major part of the heroin drug trade connecting Mexico to Texas then Texas to Chicago. The pipeline then continued from Chicago to Detroit and the Montemayor’s were the largest suppliers of heroin on the west side of Chicago since 1970. When Sweet Wine married Ayala’s daughter this connected the Montemayors and the Ayalas together for business. The Ayalas and Montemayors then established a drug distribution crew that was created by Sweet Wine called “Two Six.” This was a name created by all the guys that hung out at the bar at 26th and Sawyer as Sweet Wine assembled them into an official crew working together with Cartel connections. The Two Six crew met at the sweater shop owned by Alfonso Ayala Senior on the second floor to do business as it was guarded by bouncers with guns. The Two Six crew was not a gang that had colors or anything like that, this was just a trafficking crew connected to the Cartel and the Montemayors. The Montemayor family was headed at the time by Matias Montemayor, Benito Montemayor, Meynardo Montemayor and Manuel Montemayor. The Montemayors would end up facing prosecution in the early 1980s over heroin trafficking but at this time in the 70s they were just getting started in Chicago in the early 70s and the Two Six crew was connected. Because of the connections with the Cartels of Mexico the Two Six crew was supplied with superior fire power over all the other street gangs in the neighborhood especially Ridgeway Lords and Latin Kings. The Two Six crew ended up having problems with Latin Kings and Ridgeway Lords for some reason as the issues got real bad in the mid – 1970s.
The Latin Kings and Ridgeway Lords were also really becoming a problem for the baseball team which drove baseball team members Fish and Carmelo to connect with the Two Six crew from the bar.
In the year 1977, Alfonso Ayala Junior, the son of Alfonso Senior took the Two Six name in conjunction with the Two Six crew and converted the Two Sixs into a street gang giving the organization their colors of black and beige, their sweaters and symbols. This is when Alfonso’s 14 year old brother David Ayala became a Two Six now that it was a gang for youths too. The kids from the baseball team including Carmelo and Fish all joined Two Six in 1977 and immediately after formation the Two Sixs became a major force to be reckoned with especially since they were connected to the Ayalas, the Cartel and the Montemayor family. Since the majority of the Montemayors resided in Texas, this is how Two Six as an organization became so connected to the state of Texas and were able to open chapter in that state over the years.
Two Sixs ran into other rivalries in the area including vicious wars with Satan Disciples, Ambrose, Villa Lobos and Artistic Kents. Two Six did ally up with Sin City Boys and even flipped some of their members into Two Six once they became a street gang in 1977.
In the year 1977, Two Six hit the ground running as they immediately began rapid expansion as they opened the “K-Town Two Six” branch in more western Little Village in the area bounded by: 26th Street on the north, 32nd Street on the south, Pulaski Road on the east and Kostner Avenue on the west which is technically part of the K-Town section of Chicago, making this section name fitting. The reason K-Town section started is because the Ayala family moved to this area.
Also, in 1977, Two Six also opened up the “Chi-Town Two Six” branch right after K-Town opened in the area of Little Village bounded by: 23rd Street on the north, 33rd Street on the south, Hamlin Avenue on the east and Pulaski Road on the west. This section was right next to K-Town Two Six divided by Pulaski Road.
In 1977, Two Six opened up the “Darkside Two Six” branch located in Little Village in an area bounded by: 24th Street on the north, 26th Street on the south, Pulaski Road on the east and Kostner Ave on the west. Darkside Two Six was right next to K-Town Two Six turf and the factions were divided by 26th Street.
In 1977 as Two Six was spreading to the K-Town section Alfonso Junior had moved to the intersection of 38th and Albany in the Brighton Park community. This section would become one of their notorious sections as they recruited some heavy hitting members here. Two Six was perhaps one of the first Mexican street gangs in this white neighborhood as they fought white greaser clubs.
At the same time Two Six was opening 38th Street, they arrived right around that time in 1977 in the Garfield Ridge neighborhood as they clashed with the Insane Popes that formed in that area at the same time. Although Two Six did not yet claim turf in the Midway area they loved to pop in frequently and fight with the Popes.
In 1977, Two Six opened in the Gage Park neighborhood at 59th and Rockwell and also the Back of the Yards neighborhood along 46th and 47th Streets. The late 70s was a time of great expansion for Two Six and by the early 1980s Two Six had settled in the West Lawn community and in the suburb of Joliet by 1980.
Despite being a newer organization the Two Six nation were invited into the Folk nation alliance in the year 1978 because Two Six had allied and started doing business with the Black Gangster Disciples and because Two Six now dominated almost all of west Little Village. Two Six was also considered a great candidate because at the time they were one of the fastest growing organizations in the city and their connections to the Cartel ran very deep at the time. This is when Two Six took on the name “Gangster Two Six.” The Satan Disciples and Ambrose had also established deep connections with the Black Gangster Disciples and the Satan Disciples also adopted the first name of “Gangster,” this dramatically reduced the violence between Two Six and SDs and Two Six and Ambrose and in many instances the three gangs even partied together and also hung out with the Two Two Boys. Two Six often showed their allegiance with Satan Disciples by tagging “Two Six Disciples” on the wall. The allegiance with Two Two Boys was shown by tagging “226” on the wall. After the Ridgeway Lords went to war with Latin Kings they allied with Satan Disciples and Ridgeway Lords in an alliance called “L.T.D” or “Lords Two Six Disciples” in 1978.
I do not know the whole story of how Two Six linked up with Black Gangster Disciples but it very well may have been for a drug connect or the link may have been established because they did hits for each other like how the relationship developed between Ambrose and BGDs.
At some point in time Alfonso Ayala moved out of Little Village and into the suburb of Westchester, IL while he continued to run his business in Little Village.
Two Sixs also recruited many new gangs into the Folk alliance starting in the year 1981 after Folk and People spread to the streets. Some of the gangs they converted were: Latin Souls, La Raza, Party people and Sin City Boys.
Two Six also began hanging out in the suburb of Cicero in the very late 1970s and by 1980 they had settled at 19th and Cicero Ave just outside of the Grant Works section. Two Six began to war with Noble Knights and Twelfth Street Players. By 1984 this section of Two Six became very developed and “Cicero Two Six” became very well-known.
With great expansion brought great tragedy as Alfonso Ayala Junior became heavily marked being the leader of such a fast growing organization, In the year 1979, Alfonso Ayala was shot to death on a front porch. After Ayala was killed his 16 year old younger brother David Ayala took over leadership of the organization and this really began the legacy of David Ayala.
Rivals can attest that David Ayala is what they described as a “bad ass” that earned his reputation for being a hell of a street warrior. Many feared and respected David Ayala as he was the main one that put the legend in the Two Six name. David traveled with his brother Alfonso to different sections in the city and hung at 38th and Albany while Two Six was just getting started there.
On Superbowl Sunday on January 25, 1981 more tragedy came for the Ayala family. Alfonso Ayala decided to watch the Superbowl at Bonnie’s Tavern located at 2701 S. Karlov Ave which is at the intersection of 27th and Karlov, that afternoon two black males were spotted standing around on that corner after they pulled up in their car. The men were just hanging around the corner which caused suspicion by a resident that asked them what they were doing there according to court documents. The men questioned the two of them because two black men hanging out in a Mexican neighborhood was odd as these two stuck out like a sore thumb. According to the court documents the two black males entered Bonnie’s Tavern through different doors, one through the side door and one through the front door, one of the men was Clayton Rockman who asked the bar tender where the bathroom was, a very short time later Rockman and the other man started shooting as they gunned down Alfonso Ayala then fled out the side door. Rockman was later arrested and convicted of the murder; he is still in prison for the crime (People vs. Rockman, 1986).
It was said that the Latin Kings killed Ayala; however, the two black males that committed the murder were not members of the Latin Kings and were not known in the neighborhood, this proves that these two were likely hired to kill Ayala, maybe it was high ranking Latin Kings that hired these two men or maybe it was organized crime related; whatever the case is it seems like the shooters had no personal beef with Ayala or even knew him so someone paid these men to kill him or perhaps it was a favor from within the People nation alliance. Rockman has been trying to get his conviction overturned since 1983, but even if he did not do it, several witnesses say two African American males were seen fleeing the tavern after the shooting.
Even if the Latin Kings did hire someone to kill Ayala or not, Two Six leader and son of Alfonso Ayala David Ayala was infuriated and a reward was offered in the amount of $500 to any Two Six that killed a Latin King, right after that offer Little Village experienced a record high amount of murders in Little Village (Wounded City, Vargas P.18). Also in 1981, David Ayala was able to purchase his very own home in the suburb of Westchester, IL so he could be near his mother. It was indeed shocking that a young 18 year old gang leader had the money to buy his own $160,000 home with a swimming pool and Buick Electra with personalized plates that read “El Hefe,” but drug sales helped make that happen along with I could imagine money his father may have left him. Under “EL Hefe” not only did Two Six gun down several Latin Kings but also Two Six was bringing in more money than ever.
In the newspapers and court documents David Ayala allegedly held a meeting at his suburban home on August 16, 1981 in Westchester, IL discussing a perfect attempt to wipe out more Latin Kings. The discussion led to a sighting of Latin Kings at Piotrowski Park at 4247 W 31st St (31st and and Keeler to Karlov) located in the Little Village neighborhood. Ayala then loaded the van that he owned with a shotgun, machine gun, a rifle and a pistol and Ruben Palomo and James Soto headed to the park where a baseball game was being held under orders from “El Jefe.” When they arrived at the park, they parked the van in an alley behind the park. The two shooters then got out and stormed the park firing several bullets into the crowd striking 3 people, two of them died (People vs. Ayala). Unfortunately the two that died were not members of the Latin Kings but the one that was wounded was indeed a Latin King gang member. By October 1981 Ayala was arrested then convicted of the murders in 1983 and sentenced to spend the rest of his life in prison. These are what the courts and the papers say happened back in 1981 but there is much speculation that it is not exactly true. The real truth may very well be that these shooters went rouge and shot at the wrong people and went against Ayala and screwed up big time. Many contest that Ayala has been unjustly convicted of this crime and should not be in federal prison the rest of his life. I will put it this way, this is a man that knew how to make money and became a Don at a young age. He was taught the ways of how to carry out careful business by his mentors and was advanced beyond his years, so to order this type of messy shooting is outside his character and not how he normally handled business, so one has to think, could it be true that he didn’t order this shooting or at least didn’t order it to be in broad daylight at baseball players? It is something to ponder and if there is an injustice it needs to be known.
Behind bars Ayala was still able to successfully run the Two Six organization all throughout the 1980s and was able to direct street leaders. Ayala was highly respected and feared behind prison walls not only because of his connections beyond Two Six but also because of how he did business and he was said to have more money than any gang leader in the Chicago area. He paid cash money for his cars and suburban home in Westchester and the nickname “El Jefe” suited him. Behind bars he was pivotal within the Latin Folks alliance and was one of the biggest voices within the Folk nation.
After 38th and Albany Two Six spread deep into the streets of Brighton Park and became a major force in this area. By 1982, in Brighton Park Satan Disciples were arriving and this sparked a conflict with Satan Disciples that was on and off.
The date November 7, 1986 would bring an end to the “226” (Two Two Boy and Two Six) alliance and also the Ambrose and Two Six alliance forever. On that day 28th and Hamlin Two Sixs were informed that Ambrose gang members had been spotted shooting at Two Sixs in the K-Town area. Two Sixs were now ready to get revenge on their Folk nation ally that they believed had turned against them. Two Six gang members Jason Gray, Little Hulk, Stoney and Inky all sought to avenge this shooting according to court documents. Jason Gray and Little Hulk caught two Ambrose gang members at a 7-11 and beat them up in the parking lot according to court documents, and then they spotted two gang members that looked like Ambrose gang members in that same parking lot then pursued them after they pulled away. Jason Gray and Little Hulk and a third Two Six started throwing bottles and flashing gang signs at the gang members they thought were Ambrose, but it turned out they were actually Two Two Boys from Cicero coming to visit Ambrose friends, but that was not realized until when they caught those same gang members on California Ave and they clearly flashed Two Two gang signs.
Later on that night the Two Sixs heard about a party going on in Marquette Park at 63rd and Washtenaw, so they sent two Two Six girl gang members to the party to scope it out. The girls aroused suspicion when they arrived and were unfriendly to everyone as they were dressed in black and beige, so they were asked to leave. A few hours later Jason Gray, Stoney, Little Hulk and Inky crashed the party and knocked on the basement door where the party was being held at 6318 south Washtenaw. When the door was opened Jason Gray began shooting then Little Hulk joined him as they shot down four people in the party, three of them died. The one that was killed was a Two Two Boy gang member and the injured one was a Two Two as well according to court documents. Manuel Bobe also known as Little Hulk was convicted of the murder and sentenced to life in prison without parole, he currently is still in prison for the crime, Jason Gray’s conviction was overturned many years later (People Illinois vs. Bobe, 1992). Two Sixs would now be in a full state of war with Two Two Boys and Ambrose that was a shocking war at that time.
In the winter of 1988, Two Sixs went to full scale war with the Satan Disciples. Both gangs had joined the Folk nation together in 1978 and were close allies before and after joining. In 1982 leadership with both gangs began to experience lots of friction and by 1988 full scale war broke out, especially after a fatal shooting occurred of Two Six gang members by Satan Disciple gang members Robert and Michael George and Thomas Basden. According to court documents these three Satan Disciple gang members murdered a Two Six on February 29, 1988 (People Illinois vs. Basden, 1994).
In the early 1990s Two Six expansion grew larger as they landed in more suburbs like Schaumberg, Romeoville, Bolingbrook and Hoffman Estates spawned from the 38th and Albany chapter. In the year 1990 Two Six finally made the Midway area their official territory as they took much of 63rd Street in the Clearing neighborhood and in the Archer Heights neighborhood.
In the early 1990s Two Six would begin engaging in wars with former Folk allies such as: Krazy Get Down Boyz and Maniac Latin Disciples.
A war developed between Two Six factions at some point in the 1990s that left several members killed.
In 1996, Two Six even had a war with the Gangsters Disciples that got really vicious for a while because of drug operations in Cicero, IL. This war was a shocker at the time because GDs and Two Six were close allies, in fact, the “Spanish Gangster” part of the Two Six name came from an alliance with the GDs back in the late 1970s and the adaptation of the SGD (Spanish Gangsters Disciple or Spanish Growth and Development) concepts.
The Two Sixs would break out into war with close allies La Raza and Party People in 1997.
By 1998 David Ayala was transferred to Tamms Super Max facility at 8500 Supermax Rd in Tamms, IL. Now Ayala was fully cut off from any Two Six operations, two years later David Ayala announced he was no longer affiliated with the Two Six organization but he was kept locked up in Tamms until the facility closed in 2013. An article came out in 2009 making David look crazy as one of his activities was feeding spiders insects. That belief that he went nuts is not true but what is true is that treatment at Tamms for prisoners was beyond horrific and the cut off of human contact was terrible on the minds of prisoners there. Feeding spiders is a healthy outlet and there isn’t much else to do especially when human contact was non-existent. There are some interesting articles out there about Tamms that I would recommend reading if you really want to understand life there then perhaps you will understand the suffering there. David Ayala did not go insane at Tamms but should not have been sent there in the first place or at least should not have been there 14 years.
Please send in old school pics. 1970s pics will be especially appreciated!
- What year did the war with KGBs start and why?
- What exactly started the war with the GDs?
- What years were Darkside, K-Town and Gangster Two Six at war and why?