Saturday Night in Boys Town

The Primrose, December 2008

My wife always chides me for how long it takes me to get ready when I’m going out as Greer. Of course she doesn’t have to remove hair from face, arms, chest and legs before even thinking about makeup and dressing. Anyway, after taking (mumble, mumble) hours to get ready, I was on the freeway and late for my meeting with some new friends for a Saturday night on the town. To top things off, I realized that one of my newly attached fingernails was missing. Sigh.
Lisa E was going to be in town that Saturday from downstate Illinois, and she got the ball rolling for a “Girls Night Out”. I should mention that Lisa E is a Goddess on the Transformations Forum (www.transformationsbyrori/forum). This title was earned as a result of posting 896 messages (and still counting). I myself am proud to have reached the level of Duchess, but I digress. After much back and forth, and great persistence by Lisa, it appeared there would be 7 of us for the evening. The plan was to meet at her hotel and carpool to Boys Town for dinner at the Kit Kat Lounge.
Arriving at the hotel late and with a missing fingernail (oh goody, I found it on the floor of the car!), I hurried to get out of the car and go find the others. As I crossed the parking lot, I realized that my skirt, which was short by design, had further shortened itself while entering, riding in, and exiting the car. I’m not certain just what was showing at that moment, but there were 3 men on an overlooking balcony that were either entranced by my delightfully feminine walk or by my pink panties, garters and stocking tops!
At the designated room, I met Lisa, Teri and Jeanette. Diane and Nina were to meet us at the Kit Kat. Everyone was very understanding of my tardiness and dismissed my abject apologies. A few more minutes were taken while I reapplied my errant nail, fussed with my hair, and tried to catch my breath (a bit of a challenge when wearing a corset). Then we were off. By virtue of having the newest and coolest car, Jeanette was elected to drive.
During the drive from Arlington Heights I found that my new friends had all met each other before that night. They had also all been to the Kit Kat and other venues in Boys Town before. For me, everything was new! I had never even heard of Boys Town until a month or so before. At first I thought it was a sly reference to the area, but it even shows up that way on Yahoo! Maps.
We parked next to the police station and made our way through the neighborhood. It was a bit before 8:00, and there were lots of people on the street. It felt very festive. Those who had been to the Kit Kat Lounge were surprised to find many open tables when we were seated. Apparently the place is usually packed on Saturday nights. That soon changed as other parties arrived. Diane joined us before too much time passed, but Nina never arrived.
By the time we had drinks and appetizers the place was full and the entertainment had gotten underway. The main entertainment is provided by the Kit Kat Lounge Divas who are professional female impersonators. Angelica performed for us. Her act was very good, but mostly we hated her because she was slender and gorgeous. (meow)
At the table on one side of us there were 3 guys (a committed couple and a friend). Apart from them and our group, I think everyone in the place was part of a bachelorette party! There were at least 4 separate parties going on. By the time we finished with dinner, we were chatting with the 3 guys and with members of the two nearest bachelorette parties. It was great! Everyone was friendly and enjoying the atmosphere. I had a special chat with the mother of one of the brides-to-be, and gave her some very good advice. I don’t recall exactly what I said, but I think it had to do with drinking heavily until after the ceremony.
After dinner, we were planning to go to Circuits to dance, drink, mingle, whatever. In talking with guys, I was informed that there was probably more action down the street at Sidetrack, or possibly at Roscoe’s. We paid the bill and moved outside to the sidewalk. There we chatted for a while longer with some of the people we had met before walking down Halsted to Sidetrack. Diane was having high heel problems, so she decided to drive down and park closer. Her instinct was good as the 4 blocks must have been about 140 miles in heels. Sadly, she had difficulty parking and we never did meet up with her again that night.
Sidetrack was crowded when we arrived. We hung out near the door for a time hoping that Diane would find us, or that we would get lucky without having to wade into the crowd (definitions of “lucky” vary by participant, individual results may vary, see store for details). Eventually, Jeannette and I ventured into the main bar area to see what we could see. The first thing I noticed, apart from the sea of men, was what I would call the “buyer’s rail” somewhat above the main floor. Along this rail a patron can stand and have a nice view of the whole bar area. The second thing I noticed was that none of the men along this rail were at all interested in the gorgeous t-girls that had just walked in. Oh well.
The third thing I noticed in the main bar area was a pair of very attractive GGs. We were almost immediately accosted by these ladies (why does this only happen when I wear a skirt?) One was a very nice and welcoming young lady. The other was also very nice, but she was also very blasted. Turns out she was from Wales. Have you ever tried to understand what is being said by an inebriated woman from Wales? (Catherine Zeta Jones excluded due to extreme hotness) Anyway, we danced a little, and after we chatted for a time, the non-blasted member of the pair explained that they were part of (are you ready?) a bachelorette party! She told us that their party was moving across the street to Roscoe’s and that we should come over and join them. The incomprehensible member of the duet said something like “fljooeruy sklrul snrowio!” Of course I agreed, and we promised to gather our group and relocate to Roscoe’s.
We gathered ourselves together and headed across the street. At the door to Roscoe’s, we ran into the 3 guys from the Kit Kat Lounge. It was great! Like running into long lost friends! Inside Roscoe’s there was another crowd of people, although this crowd seemed to have a larger proportion of women (still a small minority though). While waiting to order a drink, I saw a guy across the bar area whose t-shirt proclaimed, “Oh, I’m sorry, Unf**ck you.” It was a beautiful sentiment, and I was moved to tears.
We circulated through the various rooms of the establishment until we found the dance floor. The floor was crowded, and not as voyeur friendly as Hunter’s, but we gave it a try. Unfortunately, the heat and the crowd caused the experience to be a bit much, so we retired to the front bar area and met up with the ladies from Sidetrack. “Pytwtr hwlitr gflandy!” exclaimed the still drinking lady from Wales. We were introduced to the entire bridal party and hugs were shared all around (I just love the hugs part of being a girl!).
The ladies of the wedding party seemed to really enjoy chatting, drinking and dancing with the ladies of our party. We certainly enjoyed spending time with them. I think we became very close to the lady from Wales. At one point, with great seriousness and gravity, she asked me, “kjlerul worhhtaar hsgew?” I mean really, what can a t-girl say when asked a question like that? So I smiled, gave her a hug and suggested that she dance with Lisa.
After much standing in heels time, and very little sitting on fanny pads time, we decided it was time to call it a night. Hugs and kisses were again shared all around before we headed out the door. Once we hit the street, we began what shall forever be known as the Death March of Boys Town. The 4 blocks back to the car took us about 34 hours. Jeannette took off her boots and walked in her stockings (cheater!), but the rest of us just walked slower and slower until we drifted off into a blissful walking unconsciousness. Ah, yet another sacrifice for our art!
Thus endeth the saga of Greer’s Saturday Night in Boy’s Town. I may be the only t-girl in Chicago who hadn’t been there, but if there is anybody out there who hasn’t tried this exciting part of town, it’s time to make time!
Hugs,Greer