My first experience was about 2 weeks ago! I wore my dress to a cosplay/steampunk picnic. Everyone in the group who commented on my dress loved it!
I also had an awesome moment. A little girl and her mom were waiting to use the washroom while I was washing my hands. The girl whispered to her mom and the mom said out loud "Well why don't you tell the girl you think her dress is pretty?" It was super cute.
Wearing lolita out was really great. The first time I wore a cosplay in public by myself (out to eat lunch during a con) I had a horrible experience. It was great to be so easily accepted.