The valves Glockmeister mentions above will work. I had them on my 2011 Road King 28 cast "knuckle" wheels for 17K miles before I traded it. Never had an issue. A lot easier to service the tires.
Another thing to think about... get rid of those 28 spoke rims. They are a huge pain in the rear to live with. As you found, checking pressure and adding air is not fun. They are known for being very difficult to clean. Brake dust sticks like glue and traps moisture. Soon after, you get chrome peeling from the spokes. Once it starts, there's no stopping it
I picked up a set of 2011 Streetglide (18inch front) take-off wheels I found on Craigslist for my Limited. When I needed new tires, I had the new rims installed. See my pic below. They're a direct bolt up. Much better... easier to clean, and adding air is much less painful. Although I almost wish I'd have held out for the 2014 and up 19inch Streetglide five-spoke style. At the time, those were nearly double the asking prices.
Just had MCll's put on my 2012 UL front and rear. Had the Kurveygirl 11.3 mm angled valve stems installed at the same time. Work as advertised. Highly recommend them.
I know this is an old post, but hope you get this question. Do you remember what diameter stem you used? Thanks.
Originally Posted by shadowchrome
I have the cast, 28 spoke wheels and the front isn't great either with it's limited clearance. I needed to go to metal valve stems for my Garmin TPMS and this is what I used: