I love reading the amazing journeys of Karren and Kim. They have really been my source of inspiration for getting out while on the road. I am in Chicago and just finished up three days of business here. I was hoping to get out twice while I was here.
I arrived on Wednesday and immediately went out to an early dinner with 4 business associates at the original Pizzeria Uno. A super meal and then we headed over to Wrigley Stadium to watch the Cubs play Philly. My plan was to meet up with the Island Girls later that night at the Edge for their big Wednesday meeting, but the game was one of those long slow ones that never end. None of this 3 up and 3 down. Every inning dragged on. As the game slowly moved on, all I could think of was changing into Kristen. But, as luck would have it, we did not get back to the hotel until after midnight, hardly enough time to change and get down to the Edge. Drat. Small consolation, but at least I wore an awesome pair of panties to Wrigley Field.
Except for some shopping on Thursday (in the clothing thread) my next adventure would have to wait until Friday night.
One of the wonderful things about this forum is meeting gals from all over the country and then meeting up with them when you travel. I was looking for a Friday night activity and Michelle from these boards (in Chicago) contacted me about Hunters. Hunters is a gay bar and she said she goes there every week. She would be glad to meet me there and said I could change at the room she rents across the street at a Howard Johnsons hotel. We coordinated schedules and I met her around 9:30 P.M.
Michelle’s a cute girl and is real sweet. When I arrived at the hotel, she was already dressed so I had the awkward “meeting in guy mode moment”. We hugged, chatted a bit and I got changed. I had asked Michelle about what to wear and she said the shorter the better. I chose my dungaree skirt (pictures below) and while I am not in love with this look on me, it was the perfect choice for Hunters. When I was finally ready we took some pictures in the room and headed over to Hunters.
It was 10:30 when we walked in and there was only one other TGirl there that we could see. After a while a few more appeared and I could not have had more fun. “Hi!! I’m Kristen from Boston. Love your dress!!” “Hi I’m Kristen form Boston….where did you get those shoes!!!” I made friends all night long. By midnight the place was rocking, and although there were only about a dozen of us girls that night, there were well over 200 guys there, paying much more attention to each other than us.
What I love about Hunters is that they have an outside area like Randolph Country Club (for you Massachusetts girls). I sat outside until 2AM with Ericka, Stephanie, Jill (GG), Gina, Brianne and two of the cutest young guys. One of them, Mike, talked with me for over an hour asking a ton of question about my dressing. Wow….do I love attention.
It was sooo much fun being Kristen in an environment where you feel so much at home. I actually enjoyed walking to the ladies room through the crowd. I liked the occasional wink and the welcoming smile. At no time, from the moment I stepped into the club until I left, did I feel the least bit uncomfortable or out of place. I’d go there any time.
Around 2AM I headed back to the hotel, walked through the empty lobby and by half asleep desk manager. I took a photo of myself in the hotel’s food pantry area. I’m trying to be like you Karren but I’ve got a ways to go and then took some more photos back in the room.
After changing I got back to downtown Chicago and into bed at 4:30 AM, had a wake-up call at 6:30AM and was in a business meeting at 7:30AM.
The crossdressing community is one that needs to stick together and continue to be there for each other for whatever one needs. We are always trying to improve the forum to better serve the crossdresser in all of us.
