#1) I would buy a private jet and turn its passenger area into a hedonistic sex lair. I would then fly it to a remote corner of the world. Upon arrival, I would find a village inhabited by a native tribe that has never seen white people or technology before, or has but only has ephemeral exposure to them. And in this village would be a girl who has a very curious/kinky sexual mind, but has never been able to do anything about it (let's say such things are punishable by death in her trible). In any case, I would sneak her away and into my plane and make every one of her desires a reality. Not only would it be her first time, but since she had never been exposed to things like pornography, sex toys, quality lubricant, oils, etc., it would blow her away in ways that she never even could have imagined. And for me, well there's just something about having sex with someone who comes from as far different a life from me as possible. For some reason, like a remote region of Mongolia (where they raise yaks and have the straw huts and such) turns me on more than like the amazon jungle.
#2) I awake to find myself naked, lying on the ground, bound at the hands and feet, blindfolded and wearing headphones. The headphones immediately say to me "you and a random female find yourself in the exact same physical state right now. Now the only way to be rescued and let go is if both of you orgasm. She also has been told of this single option" So the situation would basically result in us slithering around the cell until we bumped into each other, and then as our hands and feet are bound, having no choice but to perform oral sex on each other in order to be freed.