A tug of war.

"We'll have a good ol' tug of war.." Mistress Jessica explains, stretching out leisurely on top of the room service boy. "..with a bit of a twist of course, it wouldn't be much fun for me otherwise."

You listen intently, utterly determined to win this game. It's hard to tell if the other guy is as determined, smothered as he is under her firm ass but you imagine you're in for quite the contest. "You see my seats, you'll have a tug of war using only your balls.." Blanching slightly at this you're still determined to win. "..I'll tie you together with a rope, attached squarely around the base of your cock and your balls. Then, I'll mark out a spot for where you'll have to tug your opponent across in order to win.."

"..I imagine this'll be rather painful for you but the price of remaining as my seat should be ample reward. Most importantly it will be entertaining for me!" Mistress Jessica laughs gently with just an undertone of sadism as goosebumps pop up on your arms.

About ten minutes later you find yourself on all fours, your head resting on the floor, your hands shackled behind your back and a thick rope tied securely around the base of your cock. Mirroring you is the room service boy as you settle in for the demeaning struggle ahead. "There we go boys! Oh, I know you can't see the mark of where'll you win the tug of war so I guess you'll just have trust in my judgement and really put your backs into it, or rather your balls.." She laughs softly at her own joke and you hear your counterpart gulping audibly, sensing his sensation you steel yourself to pull the hardest you can no matter the pain. "..If one of you should break you can just say that you give up, but of course'll you never serve as my seat again. If you lose, well, you'll be out of my favor as well! The loser will be left on the floor, tied and gagged for the cleaning lady to find as well as having the room charged to their credit card."

You quickly realize there would be no way you could afford to pay for all this luxury! "So then one most determined to sacrifice themselves for me will win, the one determined to even sacrificing their balls for the honor of serving me.." Without warning, you leap into action, pulling forward with all the might you can muster and the rope snaps taut in a mere second, yanking on your balls in utter agony as you pull the room service boy along by your balls. "..oh, my, you're determined to win this aren't you? I like that in a man!" As the room service boy howls in agony she retorts that she never said you hadn't started, a fact you were banking on from the earlier game you played..

You keep pulling with all your might, feeling the other guy sliding across the floor as you groan from the effort and the pain. Yet you redouble your efforts, there is no other outcome acceptable to you as you feel your ball sack stretched out to its limits, yet you pull on..