These "Behind in Jeopardy" illustrations as I call them are certainly interesting Dan, and we've seen quite a few of them on
CSR, most recently last September with
Susie, and we'll be seeing more of them again in the future. Now let's examine this painting (as it appears to be):
First, upon close inspection we can see from the fins that it is indeed darts and not cactus needles that are stuck in a rather unhappy place for the young lady. We can also see a valentine just next to her right wrist that says "Be mine" which seems a little strange. Perhaps Cupid's "arrows" have misfired - literally

! The signature reads "Bryan 2011" which I believe refers to
Bryan Bustard - I'm giving the link to his LinkedIn profile since I hate Facebook and use it as little as possible, but I haven't had time to examine his profile there myself. I agree with you that he does seem to be a pretty good artist. He reminds me a little of
Gil Elvgren, but perhaps that's the pretty-girl subject matter rather than his brushstrokes.
Searching for this image, I find that "Stupid Cupid" appeared on the now-defunct website
lovenycstyle.com back in 2014 but was probably uploaded the year before, in April of 2013. The site is archived on Wayback Machine, but it's likely that the particular page it was on was not saved. Apparently the site was dedicated to art and leisure in NYC, something like the
New Yorker magazine (which I haven't read since the '60's) used to be.
By the way, I remember a "Stupid Cupid" sketch on the old
Benny Hill Show.
How's that for service, Dan?
