I've gained about 15 lbs over the past 3.5 years and somewhat outgrown my 2010 lamb moto (i'm planning on a cut before next summer so fingers crossed)--I can only wear it with a t-shirt and even then it's a bit borderline.
It's definitely a motivation to slim down though. As I get older and accumulate lifting injuries, I feel like I'll have to choose between slightly higher bf + size or lower bf + less LBM and. Given that I love my leather, it's a motivation to go with the latter.
I just picked up a Horsehide Schott Perfecto from ridethecliche and it's a whole different beast--at first i felt suuuper awkward in it but now i feel like it's settling in. It's also lined and surprisingly warm --I layer it with a black tech fleece hoodie and I'm seeing how deep into winter that + hat/gloves/scarf + heattech tights under some looser denim will take me (I have a really warm parka but I hate the bulkiness of it on public transit.)
I think you look pretty good at your current weight, but 5lbs probably won't make too huge of a difference.
Glad that schott is working out for ya. I love that thing, but it was just too short for me. Post a pic when you get a chance.