1. I'd been curious since I was a teenager. The age gap thing was always fantasy I wanted to live out. In college I knew I finally had the freedom and privacy to do as I pleased but it took a while before I finally had the courage to see an mature escort and then it took even more courage to go to my first AAMP but it was worth it. What keeps me in the hobby now is two things mostly. First, just like Offshore2 I enjoy the ease with which I can taste the rainbow. A simple text or email is all it takes to see a chick in her early 20's, a Brazilian, a 60+ GILF, an obscure Japanese idol, or a mainstream American porn star. It's fun. Second, I think I enjoy living a double life.
2. Just go for it. I know I spent a good few years thinking about it before I got the balls to actually act on my desires so missed out on a lot of girls. Know your risk tolerance. Would you be ok with BBFS? What about BBBJ? Do you have a partner? What precautions are you willing to take to avoid being caught or getting her sick? Can you handle being caught? And this hobby is expensive so get good at creating a budget and sticking to it.
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