Ended up telling my wife (who knows my best friend) that he's had big crush on her and she loved it. We went out to dinner last week with him there in a group, and she planned ahead and wore a low cut top with no bra and was flirty with him all night
When we got home and she went to shower I sent a pic of her slightly wet used thong (black, pink bows thong) and he sent a tribute vid literally within minutes
Sharing the panties really hooked him in and got him obsessed =) He's been asking me to share pics all week