The sore part will be when the head of the cock enters your ass, but the pain will only be for a few seconds, it eases the more the rest of the cock slides in and by the time the balls have reached your ass the pain in gone and you'll feel the pleasure. The more you feel it go in and out. When starting off bigger is certainly not better.
Other than my limited experience with escorts I did have an experience with a well endowed, enthuastic inexperienced guy that worried we for a few days. Felt a little like I had a cracked pelvis in the region of my coccyx if I moved suddenly or going down steps. Had me walking carefully for a couple of days. Guess the joint where bones meet was stretched a little
Each to there own! Something il never be brave enough to try! The TS would have to be very feminine & small or average size