I'll say this right up front. I'm very new to the hobby and may ask stupid questions so please forgive me if I make an ass of myself!

I own my own business and have worked in promotions off and on for several years. Much of my business is done working with other business trading goods or services. I'm sure the same is widely done in this realm but how is it discreetly handled? I don't have a large business but it is very high profile so I would feel very uncomfortable discussing it here. Again, please forgive me for sounding so naive but I had to ask!

(I'm in Tucson by the way)

I think you'll find that trades rarely work out well in this industry.  The ladies tend to prefer cash (TEND to prefer), and very often trades end with one party thinking they got less of a bargain than the other.  I think you'll find this especially so if you happen to be a photographer.  The ladies very often are approached by men who offer photographic services (or web design services), in exchange for some time spent.  Very few that I know report back with good experiences when they do it.