My friend has a TB that looks very similar. I thought his face could have a little native in in the first photo - I also agree possible CB X. I used to ride a CB X TB who looked quite like him.
I definitely agree with the native head its almost cob like when it comes to finding bridles i also find his movement feels different to tb i have ridden before but i suppose that could be just variation between horses.
TB or mostly TB.
People get used to seeing TB racehorses and forget that they are mostly very young. Look at TB stallions at stud to see horses built more like your boy - although they will have more crest.
I don't see Cleveland bay at all.
You can change the colour in photobucket- turn it negative and take the colour out of the equation.
Also if anybody can suggest how to build muscle on his bum please let me know. He does not like to use it properly as apparently he had an old injury on his back legs. Hill work is not an option due to lack of hills and he already does slow work and trotting poles.
If he has native in his breeding, it's only a tiny amount. I've had a longer look at the photos and I'm even more certain the he's TB or nearly all TB.
He's downhill in his spine, but has huge dorsal processes (large withers), long cannon bones and long pastern bones, big sloping shoulder that makes his neck look a bit skinny , good size pelvis with quite a high set tail and he also looks fine skinned. All this shouts bred for galloping at me.