Views from a BrewTown Sista (aka The Chronicles of Kayleah H. Madison)

It's almost here, folks! The 2014 Chicago Pride Parade is next Sunday, and I'm going to my first one! I am also making up for what was 19 pure nights of hell from last year. The San Antonio Spurs took care of the Miami Heat in five games, and the Chicago Blackhawks fell to the eventual Stanley Cup champion L.A. Kings in 7 games. No more nights of sleeping with 15 other guys in over-sized orange jump suits! I can also say that headache is almost over. $100 more to go and it's PAID IN FULL!!! Such a relief when the last payment goes through in a month or two.  I am going with a few guys from church, including my pal Gary, who gets to spend the upcoming 4th of July weekend visiting his facebook friend in Albuquerque. Yes, the New Mexico city where Bugs Bunny routinely forgets to make a left turn when traveling underground. Guess who got to book his trip? Yours truly! Bonus!! I have never been that far out west personally, unless you count delivering small freight to Point o...

Here in 2014, I have heard a lot about some momentous anniversaries about the Beatles' first arrival on the Ed Sullivan Show,  O.J. Simpson's infamous Bronco run, Ghostbusters,  Tiananmen Square and others. Well, everyone, I just happen to have an anniversary to commemorate this coming Sunday, June 15th. What happened that commemorative day? Easy. Yours truly graduated from Milwaukee Washington High School 25 years ago this coming Sunday! Damn, just thinking about a memory like that has made me grow a few extra gray hairs! We all know how much life has changed since that Thursday evening in 1989. Yes, I had all of my teeth back then! My hair was jet black (and short),and transitioning was nowhere in my mind. All I cared about was going to college outside the Midwest. Maybe even finding a girl to knock boots with. That was answered before the month was over by getting my acceptance letter from Dillard University in New Orleans.  Some of you are probably wondering wh...

There was a girl I knew back at Milwaukee Washington High School in 1986 that kinda helped make me who I am today. I doubt she'll read this, so I'll tell you her name-Jayleah D. Caldwell. She was a senior pom pon cheerleader back then, yours truly was a happy-go-lucky sophomore. I had seen her at a bus stop near McD's one Friday afternoon and tried to talk to her, but I didn't know her name. I tried to strike up a brief confrontation as she was waiting for the bus. All she did was smile. I later found out her name from a picture in the Milwaukee Community Journal newspaper. How nice! She was wearing a similar outfit to what she was wearing that day at the bus stop. She had a lovely coiffed puff of brown hair, some decent, yet patchy skin and a nice rack to match!  In the fall semester of this year we both had the same driver's ed course with our instructor, Mr. Wendorf. During my days at the "Wash House", I kept my composure as the days got shorter to...

It is Memorial Day 2014. Time to remember those who served our country in our history's most memorable battles. While you guys are doing that, I'll enjoy a bowl of Grape Nuts as I FINALLY can get started on another blog to post for my fans out there...all three of them! Maybe there is more than that, but they don't stay long enough to even send me a nice commentary or something creative. Whatever works for the weary-headed.  Let me tell you folks what's been going on here, besides nothing. Seriously. I got to get in touch with my sister Annette in Minnesota. May 10th was her 52nd birthday, and she and her accountant hubby Jerry just recently celebrated 23 years of marriage this month as well. How quaint, right? Anyhoo, I tried a few times calling her on her birthday to no avail. I left a couple of messages to let her know I called. Where was this broad? She was actually in Virginia, attending my cousin's commencement from Hampton University. Another graduate of...

Hello again. It's the beginning of another week living as my new feminine identity. In between doing some grocery shopping, choir rehearsal and to an extent, a few gender slip-ups by Janel, my choir director, being a new gender has given me some new perspective on my life. What I can say is that I have to daily shave any trace of stubble off my face to get that baby-bottom smooth feel on my skin. So much easier said than done. Going full-time has also helped improve how much foundation to apply. Only so much at a time...okay, Sundays only, when I go to church. Yesterday I went shopping with my friend Gary wearing no foundation but only lipstick and eyeliner. I really felt blended into society. Of course, having a nice puff of hair definitely helps! This month I have forgotten to buy my normal hair dye (Dark & Lovely Honey Bronze). My roots are showing, which has given it some reality to it...at the wrong places.  The more I see myself as a woman, I am really liking what I see....

Lord, I ask for patience as I continue my transition into womanhood. You know I will need it for both myself and my travel business!!