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Do you have the same rim tape on both wheel?
Secondly, did you push the tyre bead onto the middle of the rims first?
The latter may be why the rear tyres got on easily.
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It'll stretch and come off easier next time. I've always found Vittorias tough to get on the first time but the cotton casing definitely gets looser over time.
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Push the bead of the tyre out from the clinching surface of the rim and into the bottom of the valley. This should create some slack for you to now get a tyre lever in.
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BTW, pump it up really high as you can (140-150psi), leave it overnight, then deflate to your idea pressure, this help stretch the tyres nicely.
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Once you've got more than half of the final side on the rim, really make sure you're pushing the tyre over in a rolling motion as you move towards the last bit. You've got to pull it over the rim as tight as possible before you get the very last bit, then have a strong tyre lever like a Pedro's.
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Pro tip: avoid punctures.
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Read this yesterday with interest. My difficulties are with 2-19 moped tyres on 60 year old chromed steel rims - clearly different to TB14s, but much the same problem of a 'tight' tyre.
Entertained myself for a few hours yesterday evening, comprehensively failing to fit a tyre, even after following all the advice I could find.
Decided the biggest problem was getting the tyre to move in and out of the 'well' in the middle of the rim.
Lubricated with diluted washing up liquid this morning - went on easily with a pair of plastic tyre levers...
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@Fox
Ugh, ridiculously tight fitting tyres, how does one deal with them? I've never had a tight tyre situation before, but put my Vittoria Open Pave onto my new wheels with H+Son TB14's last night and while the front one went on OK, the rear was a complete bugger to get on.
I eventually managed to get it on using my hands after slightly damaging several tyre levers, but I now have no idea how I'm going to get the rear tyre off again. It's too tight to get a tyre lever in there, on either side, and I now have no confidence in doing any proper riding on it as I don't think I'll be able to get the tyre off in the event of a puncture.
Help?!