Matt;
I like your concept for this image, to the degree I can discern it. My interpretation of the unstated concept here is to portray a psychiatric disorder such as obsession/compulsion.
The motion blur of the arm is a nice idea. The head tilt and somewhat aimless gaze of the model is a nice idea (although I would have experimented with other gestures and expressions). The abundant tattoos are a nice idea. The general lighting arrangement and setting are also constructive.
But here are the factors that weaken its strength for me.
1. This guy looks too clean. Way too clean, way too cute. His baby blue eyes, his manicured nails, his general GQ-ness really make this look like what is apparently was; a fun gathering of photography enthusiasts, models, and makeup artists.
2. The shot is over-processed. It looks like an ad (for Pilot pens? ;-) ). The general tonality and presentation have crossed the line deep into illustration territory. It's become more about the style of the producers than any emotive message.
I've no indication from your blog that this image is intended to represent anything other than a day of creative fun with friends of symbiotic interests. So in that vein I say Bravo! Every such outing is a good outing.
But as a portrayal of psychiatric disorder, which I'm admittedly only guessing as a motive, it's way too cute for its own good.