A recurring theme is me and my female lover (usually I'm the junior in the relationship so she would be a princess and me a lady-in-waiting) are captured, forced to make love to each other for the entertainment of our captors, raped, tortured and executed.
This is a perfect scenario for my fantasies too. And You and Messaline could be a great couple. But i don't Image You as lovers; Just friends, or a noble woman (Messa) and Her servant (You), so your forced sex will be more degrading. After a whipping to make you weaker, You are put on the floor, on all fours, face to face, and raped together. Your forehead and your hands are touching, your fingers clutches each others...
...when men finished, you are forced to have sex each other... embraced, your bodies are so close that you feel her sweat and tears on your skin, your arms around Messa's waist, her arms on your shoulders, your head on Her chest...
...now you are sitting side by side. They are forcing you to masturbate, hitting your chest whit thin rods. They bet about who will come for first... You both come many times, untill you become too weak to continue...
... now you both are almost unconscious. But They still bet about your orgasm challenge... They play with your bodies, make you moves as puppets. Two men lift your bodies up and spread your legs. Some little slaps keeps You awake... and now they starts to touch you with hands and toons... you are both too weak to resist. Finally Messa loses, they make her squirt on your body. Even half unconscious, You can feel her warm cum drip on your body...
And you are Finally hanged face to face, for your final destiny...