I decided Saturday afternoon to "go for it" and go out as Shayna for the evening. So after a last-minute trip to pickup some essentials from WalMart I returned home to start my transformation. Women's pants, a purple and black top, boots with a little heel on them, some basic make-up (still learning it), and a purse. I went to a great bar in north Austin called 'Bout Time. It's known for being one of the most TG friendly bars here. I was accepted, made some friends and found a place I can go to as Shayna regularly! I really liked their policy for CD's who are out for the first time - free drinks the first visit! It was a fun experience and felt good to take this step with my dressing: seriously going out as Shayna. I meet several other CD's there and I spent the night talking and getting to know them all better. Was a slightly older crowd compared to the downtown areas, but it was nice; the men acted like gentlemen and they treated me like a lady!
Going out en-femme is a very useful experience as it lets you discover your comfort zone. It also makes you aware of considerations that may not be on top of the usual list of worries associated with going out en-femme. For me this was being hit-on! This guy (around my age) approached me as I was leaving and he was trying to hook-up with me bigtime. I stood my ground and continually said I wasn't interested and that I was leaving. Eventually he got the point and left me alone, but I need a lot of work when it comes to the "street-smarts" aspect of this. He was really pushy about hooking up and hugged me and even kissed me at one point (lips). Looking back on this I shouldn't have let that happen as it sent a signal that was opposite of what I was telling him , but at the same time I was worried about him getting mad and possibly violent so I tried to be nice (we were in the parking lot - more isolated area).
Does anyone here have knowledge they could share for good proper ways to handle this situation?
In summary, it was a great night out and I meet some great people! The bar was great as were the people in it. It was a night full of experiences and lessons about being TG. I got an idea where I stand as well as things I need to prepare for in the future.