How much I wear my HA (a BTE) really depends what I'm doing.
If I'm at home, I leave it off because I really don't have much to listen to at home.
If I'm out grabbing groceries, or "mall walking" alone I may or may not wear it - depending on how I'm feeling, how hot it is, etc. but I usually take it with me in case I want it.
At work I'd wear it from 8am-7pm daily, and sometimes just forget to take it out until bed.
The most important piece of wisdom I can give you (I didn't start wearing HA until I was in my mid 20s) is that how YOU decide to react is going to go a LONG way towards how others feel. By that I mean: If you're insecure and sure everyone is going to make fun of you and all that - people will pick up on those feelings, and act differently. IF you have confidence about it - and think of the GOOD things the HA might do for you, then people will feel THAT instead.
My personal example: at work, I always wear my hair back in a french braid, as I work with machinery, fire, chemicals etc, and it's a safety thing - so my ears are VERY exposed. That being said I told a number of people I'd be getting my first HA the next day, so there might be a bit of a learning curve for a bit while I got used to it - I offered to answer questions, talked about audiograms, what I could and couldn't hear, talked freely about it, had confidence in myself, and felt comfortable with myself and my future HA. Because of the way I choose to handle the situation everyone (and I mean EVERYONE) was totally supportive and helpful.
Now you may think everyone treated me extra nice because they knew - but a full 2 weeks later I was chatting with my boss at work, and mentioned that I was still figuring out how to get the phone&HA thing working best for me - and they looked at me and said, you don't wear a HA do you ?? (totally serious, and YES the HA was in my ear!), and I turned and showed them - the clear mold and tubing combined with the fact that I selected a HA that was the colour of my hair meant it was barely visible EVEN with my hair back. I'd walked around, chatted with, ate with, etc this person for 2 weeks and he'd totally forgotten and MISSED that I had been wearing it !! and BTW if there was ever a place it might have a potential to be an "issue" it would be there ... because I was a Tech in a Large Music Store, dealing with students, parents and professionals everyday - and I can say not once was it even a tiny bit of a "problem" or "issue"
I've had kids sometimes ask what's in my ear if I'm leaning down to get to their height - I tell them it's a HA, and that it helps me hear things better and they're happy, if they have questions I answer them honestly and its all good - BEST yet ... they never think much of HAs when they see them on other adults or kids - they don't make fun, because after we chat there's just not a whole lot to make fun OF.
If I see a kid with HAs in the store who has neat coloured Molds or covers/shells I often go up and say how neat they are (my mold is currently BLUE & GREEN swirlies - life's too short, have some fun!)
Currently I just finished up my 2nd year in Seminary - and have been placed in 3 churches in this year on an ongoing basis - my awareness and openness has been a catalyst for a number of parishioners feeling better about their own HL as well as helping provide a positive role model, and helping reshape ill informed notions of what it means to be HH or Deaf (I grew up orally, then learned ASL, and now use both)
I hope that helps a bit ... please feel free to IM me here or on AIM/Yahoo