We are generally accepting and friendly group here, but this does seem a little suspicious. it’s the fact that this is your very first thread that you’ve had, and I’m not sure your shown is pictures of yourself or your pup, and that you were willing to go the distance just because you had a LITTLE encouragement.
And the details about your dogs first attempts at penetration don’t really line up with anyone’s expectations since sex with humans isn’t something that comes naturally or easily for a canine. Regardless of age.
there is a slim chance that before you got this pup, his first owners gave him some training, but by your own admission that was YEARS ago. I can’t imagine there how there’re would not have been more hardships with first mount