The one I'm in at
The place I'm at.
The time it is.

I'd have to say that I'm already fulfilling my fantasy with this hobby life.

As for the why to is all?  Why not?

1. Cowgirl or revere cowgirl-deepest penetration.
2. On a king size bed-because we won't fall off.
3. early evening, before eating. It just works for me.
4. I really want to butt-fuck the Asian stripper I met last week at the Foxy Lady.  If you saw her ass, you wouldn't ask why.

1. Doggy - Penetration and holding breasts at same time.  Reverse cowgirl - Penetration and allow woman to control movement and the look of her ass!  

2. King size bed, semi-dark room with champagne

3. Mid-Afternoon or late evening.    

4. Sex with Emily Addison

Fun Answers

1) Doggie with the lady flat on her stomach.  For me I can go deepest and tightest this way.

2) Upscale (e.g. 5 star) hotel room.  Enhances the fantasy

3) During the work day. Nothing relieves work stress more than taking a break for sex.

4) Mila Kunis

In the morning, afternoon, late evening, on the couch, in the back seat of the car, to the East, to the West, but don't stroke it too fast, and if her stuff ain't tight enough, he strokes it in the a**!

Being on top so I'm mostly in control and can also feel my breasts.
Somewhere appropriate so as to not be disrupted.
Right around sunset so that we're finishing just as twilight appears and the stars slowly start to show, to me it's one of the most beautiful natural sights.
As far as the fantasy goes... hmmm... to get stopped for speeding in a stolen sports car and then have hot sex with the police officer on the hood.