Bridgeport is a neighborhood unlike any other in Chicago. Actually, there are two Bridgeports: the mythical, political Bridgeport that every Chicagoan hears about since starting school and the earthy, gritty Bridgeport that contrasts sharply with the mythical, political version.

In grade school, we learned all about Bridgeport, which is the birthplace of five Chicago mayors, including the present Mayor Richard M. Daley (Richard da Second). Bridgeport didn’t invent machine politics; they merely perfected machine politics, reaching its apogee in Mayor Richard J. Daley (Richard da First). Bridgeport is also very near the geographical center of Chicago. Many south siders often went to the White Sox games at Comiskey Park in Bridgeport. When I was a student at Holy Cross School, no school field trip would be complete without first driving past Mayor Daley’s bungalow at 3536 S. Lowe Avenue. Bridgeport was the Mecca of the south side. Every Chicagoan made a pilgrimage to Bridgeport at some point in their life.

When I told my mother that I was planning to buy a house in Bridgeport, she cringed and told me that I would regret it. For some unknown reason, I was drawn to Bridgeport. Besides, this was the location of the only house I could afford using the GI Bill. But before I bought this house, I checked out the neighborhood first. I drove past the house several times, at different hours of the day and night. Every time I drove past my future home, the block was extremely quiet. I never saw any movement in this vicinity at any time. I was sure that I was moving into a good neighborhood. After all, this was Bridgeport. So, I bought the house, much to my mother’s disappointment, and I moved in.

This was when I saw the earthy, gritty side of Bridgeport for the very first time. You don’t really know a neighborhood until you move in, and you live there 24/7/365. It was only then that I saw the seedy side of Bridgeport. My house was situated next to an alley that ran alongside the length of my house, an alley that everyone in the neighborhood used as a shortcut. I always heard whoever walked through the alley talking, at all hours of the day. Then one day, I noticed that Bridgeport had a gang problem, and my house was right on the border between two gang turfs. My neighbor always tried to start a fight with me by pointing to my camouflage shirt, a remnant from my Marine Corps enlistment, and tell me, “Hey, man! The war’s over!” I would ignore him and walk past him quickly. It was about that time that I learned that there were two sides to Bridgeport. And I lived on the wrong side of Bridgeport! I lived on the side where the public housing projects were located, the only white projects in the whole city of Chicago!

While I lived in the Marquette Park neighborhood, I had developed certain habits and I thought I could continue them when I saw all the stores, shops, and restaurants that were available in Bridgeport. I really thought that I would enjoy all these places that were within walking distance of my house. I went to Lina’s Italian restaurant that was less than one block from my house because they served authentic Italian food. Or so I thought. When I entered the restaurant, I was greeted by Lina herself. I asked for the beef ravioli because I love authentic beef ravioli. Lina said, “It takes too long to make.” I said, “That’s fine. I’m not in a hurry tonight. I brought a book that I can read while I wait.” “Well, I’m not going to make ravioli just for you. Why don’t you order something else?” So, I did. But I went back a few times hoping to eat ravioli, but she always refused to make it.

I once needed a button sewn on my winter wool coat, so I went to a tailor on Halsted Street. The tailor said, “You want this button sewn on? Why don’t you buy yourself some needle and thread and sew it on yourself?” He didn’t understand that I didn’t want to sew it on myself and that I was willing to pay him to sew the button on for me. He continuously refused, so I left.

I went down the block to the barbershop that appeared to be in a continuous state of disrepair, since at least the 1960s, judging by the newspaper clippings on the wall. There were no customers in the store, so the barber was sitting in a chair. When I entered, he stood up and said, “How may I help you?” I told him that I wanted a haircut. Well, he wasn’t giving haircuts that day. So, I left.

Then, I went to the 11th Ward Office because I needed garbage cans for my house. They refused to give me garbage cans because I didn’t appear as a registered voter within their ward even though I had just moved there. I left without garbage cans. This was certainly a fine welcome to Bridgeport. I eventually adjusted to life in Bridgeport. You just had to learn not to have too high expectations.