I was wondering what they best way to simulate bottoming for a man without buying a full blown sex machine

Any suggestions at all are great!

A Fleshlight with a butt sleeve is a good start.

Dildo? Vibrator? It won't give you the same feeling as a real live cock, but it's a start.

A dildo with a suction cup so you can mount it on a shower wall or a wooden floor.

Start with fingering yourself while thinking about a guy you want to fuck you, then graduate to dildos.

That was great advice. A cock-shapes dildo that can be stuck to the floor or a wall works best, in my experience.

Yeah, I've recently begun starting to really finger (with 2-3 sometimes 4 fingers) my ass, just to get used to something bigger. I always used to use just 1-2. Now that I've gotten used to it I've been looking for things around the house that will work. Nothing so far has really satisfied me.

My point being is I wish I had a wall-mounted dildo to work my ass on.