I was a die hard menthol smoker too. Now, I've only been at this not quite 7 weeks now but I have (had) yet to find a good tasting menthol tobacco flavor juice. The ones I've tried are truly horrible. The tobacco aspect of it doesn't taste in the least like tobacco to me. I have had the Halo Cool Mist and liked it but it just seemed like after a few drags the coolness of it was gone and I found myself constantly topping off my carto. Yesterday though I think I finally hit pay dirt! I placed an order last week from Health Cabin (in China) and got the Health Cabin brand Cool Mint. It is awesome! The flavor stays consistent and it tastes great. Not quite pepperminty, not quite menthol....not sure, but I love it so far. I also got Dekang USA green mix (Marlboro Menthol), Salem and Nport (Newport). All of those taste like mentholated soap to me. I have tried just straight Menthol flavors in different brands. Some are ok, some taste like Vicks Vap-O-Rub. So, I would advise in addition to any menthol tobacco flavors you might get him to try some straight up mints and menthols. Give him a variety and see what he likes.