Simon Paldov is gagged and shackled, kneeling on the chair and wearting only a jockstrap. That means his sexy ass is fully exposed and his tormentor soon takes full advantage. The jockstrap is pulled up into the ass crack as the heavy hands spank on the cheeks. The hands grope the jockstrap and a finger pushes into the crack. The straps are pulled out of the crack as the ass is spanked some more. Then that hot hole is rubbed too. Simon's cock and balls are pulled out, and back between his legs. His sexy ass gets more spanks too. Then some oil is dripped onto his hot ass hole, and rubbed all over. A finger teases the hole and then is shoved deep inside. The finger fucks deep into the ass, very hard. It comes out and then is shoved all the way in again to fuck some more. Then Simon's ass cheeks feel the sting of the hand again. A riding crop rubs over the ass before hitting on the red cheeks. The hands then start to play with the cock and balls for a while before the fingering starts again. That tight hole takes the finger well as it probes deep as the other hand spank on the ass. The straps are pulled up into the crack again before the riding crop comes into use again. Then the hands spank some more on that hot ass. A whip is used too before the hands rub over the sore ass. The hole is exposed as the cheeks are spread. Simon is then moved, shackled so that his ass is in the air showing off the hole. That hope gapes some as the cheeks are spread. The tight hole gets a few spanks too before the cheeks take the main brunt of the action. That gaping hole looks so inviting as the cheeks are spread so, inevitably the finger goes in again. With that hole loosened two fingers are pushed in and start to fuck. The hot hole takes those fingers well and is rewarded by receiving a vibrator deep inside. That toy fucks so deep inside and the ass lips hold it in place before being fucked in and out. Then the ass cheeks get spanked with the toy deep in the hole. That ass closes, pushing the toy out, so it has to be shoved all the way inside again. Then, after more spanking Simon sits up and is allowed to wank himself and dump his hot cum on his belly.