After getting my driver's license in the Spring of 1997 (it was definitely easier then than it is now), I spent a lot of time negotiating with my parents for any opportunity to drive. In the Fall of 1998, my uncle (who's a mechanic) picked up this 1982 Toyota Cressida and gave it to me for graduating high school. After making the nearly 800km from Prince George to Surrey (sporting BC plates HTS 584), plates ENT 249 were issued to me from an Autoplan broker in nearby Delta. 

In the Fall of 1999, I purchased a 1988 GMC Jimmy which had the ENT 249 plates transferred to them. When the Jimmy was traded in for my next vehicle, it sat on the lot for over a year, with the plates still attached. I still kick myself for not taking them off myself to keep!

With my 88 Jimmy on it's last legs, it was time to look at something new. In April of 2001, plates JXK 408 were issued to my Mazda Protege ES by an Autoplan broker in Surrey. Why didn't I keep the ENT 249 plates? I had such terrible luck with the two vehicles they were on that I figured it was time for a change.
After putting on over 100,000km on the Protege and experiencing some random issues (from a broken seat belt to the transmission packing it in), it was time for another new vehicle. In November 2005, we purchased a 2006 Toyota Matrix XR. Because we were putting the car in both mine and my wife's name, we had to get new plates. Issued were plates 309 CPH, my first set in the new 123-ABC format. Oddly enough, I came across plates 308 CPH and 310 CPH on the road. All were Toyotas sold by the same dealership.
Unless you count the first 4 years of my life (which I don't remember much of, if anything), the British Columbia flag base plates were all I knew. When ICBC announced in 2007 that they would be issuing optional plates commemorating the 2010 Winter Olympics, I jumped at the opportunity. On April 16, 2007, the first day they were available, I traded in my flag base plates for the new, more attractive Olympic plates 869 MBE.

At the time, my account manager role had me working in downtown Vancouver. Commercial plates were recommended so we could take advantage of the area's loading zones and free parking at meters until 10:30am. When I transferred to my current Fraser Valley territory in 2009, the plate was officially retired.

With the news that my wife was pregnant coming in August 2008, it was time for a bigger vehicle. We decided on our 2008 Ford Escape XLT and waited for the Autoplan broker at the dealership. Because this was a lease, we once again had to get new plates. Originally the broker gave us plates 021 HLR on the flag base. Requesting Olympic plates once again, another broker dropped off plates 660 MGH.
Don't get me wrong, I loved the Olympic plates that were on my truck. But after the games wrapped up, I started to consider switching back to the flag base. When my insurance was coming due in August 2010, I asked our broker if he could get me a pair with a triple digit number. At the time, the only ones available started with 666. 'Nobody wants them', he stated. Not wanting to give up an opportunity to be different (despite the stigma of the number), I took the plates and they've been on my truck since.
The whole point of buying our Ford Escape in 2008 was so we could tow a small trailer. We do a lot of camping from Easter to Thanksgiving each year and have always tented rain or shine. In May we finally decided it was time and purchased a brand new tent trailer. This plate was issued by a travelling broker in Abbotsford.
The lease on our Escape was up in August 2012 and we knew we were buying it out (we honestly didn't feel like forking over $5,000 just for the excessive mileage we put on it). Knowing this would be done mid month I made arrangements to get another triple digit flag-base plate. Because the Ford dealer uses a different insurance broker from who I normally use I was issued these rather uninspiring plates on August 15th in Langley. The very next day...
I picked up the less-demonic 222 TSB plates and reluctantly handed in my day-old 876 RWB pair (after all, I could have easily used a natural 2013 plate for my BC run). As happy as I am with the new plates, I'll be keeping my eye out for the beginning of the LLL series and putting in my request for a rare triple number, triple letter serial.

*This picture was taken along scenic Highway 4 at Walley Creek between Tofino and Port Alberni.