Bamban - my guess-estimation is that the larger deer in the pics is about a 3 year old dark face youngster. Fair rack, decent sized body and possibly just pre-rut. I can only judge by the Alberta, Saskatchewan, Manitoba, and northeastern BC bucks I've hunted in Western Canada. If this nice buck were up here in the north part of the continent and in full & cold November rut his neck would be swollen at least twice that size and jumpy - not relaxed like this fellow is at present. So here he'd be a Sept, early Oct buck, then for the latter parts of Oct and into all of Nov and into early Dec the neck and front shoulders would fill out and he'd be ready to rumble! Still we're a long ways apart from you folks in TX so many factors come into play. I've lost count of the numbers of Whitetails I've taken after 55 or 60 of them, and passed up many more in forty years of hunting. At least a dozen of these noble game animals were over 300 + pounds on the hoof and many were B & C's. A lot of sportsmen down your way come up here annually for their Canuck buck fix and there's a good reason they keep coming back. Russell Thornberry for example.
Still, you have a nice buck there and it'd be interesting to hear if you'll harvest him this year, or let him pass for another season or two.. Good Luck!