<human>: So in the last 2 years I've completely overhauled my lifestyle and lost over 60lbs. I've become conventionally attractive for the first time in my life and have been getting hit on quite a bit. While the dating and casual chats are fun I'm a little insecure about what I used to look like and seldom bring it up to new people I meet. 

I don't doubt that I'm probably making a bigger deal of this than I should but I would love some simple steps or hints to how I should deal with it during the dating process and with my next potential SO?

Can you give me a shortened version of the text?
<bot>: How or when do I bring up the fact that I used to be fat/less attractive to dates and potential SOs?