These young tops dont know gow to Fuck proper. 1 your hitting it from an angle. So all that girth is hitting his walls which is why it hurts. 2. Reposition him and let him catch his breath before you go deeper. Basically all your doing here is stabbing this bitch with your dick.
Trick for taking monster dicks is to be belly down and bury your face in the pillows and scream and just surrender your ass to the horse man. Eventually your ass will be destroyed and you won’t feel pain anymore, and horse man will be happy because now he can always count with your man pussy to get filled with his meat.