HOW to correctly insert the PROGASM?

You have got to get the angle correct for easy entry. I use a Progasm Ice. I also use an oil or Shea butter internally. I coat the PI with oil the entrance with a little water based lub.
I push the point past the outside: once it is anchored I increase the angle until the p-tab is touching the perineum. ( especially important if you have BPH) This angle allows the point of the PI to be positioned at the inner sphincter entrance. Then I bear down a little as if passing a motion, apply a bit of pressure, the sphincter opens and allows the PI to enter.
If you simply push you may miss the sphincter entrance and it could cause problems.
This works for me every time, it quick and simple.

I agree with Isvara.I didn't know until recently that the head is, height wise, larger than the rest of the Progasm — so it has to be angled and pivoted in.
What I learnt most is to go slowly and pay attention to how your sphincter is responding. If you feel like any soreness is starting to form, either slow down further or back out as it could be a risk of a tear/rip forming.

KatiesF25,
Please read the Insertion section from the Aneros WIKI "Getting Started", there is a short paragraph describing the insertion procedure for the Aneros Progasm model there.
Good Vibes to You !

I think i am doing it wrong. I shove the whole thing in in one thrust all the way in until the whole thing is jammed against me. is this wrong?

Ouch!

I use a smaller toy first. This gets things opened up some and relaxed. All ready mentioned, the head of a Progasm is huge. Basicly if it doesn't hurt your probably good to go. Quote OUCH!

I lube the Progasm, lube my enterance with a finger, and then firmly just push it in. It goes all the way in, so that the K-tab and the P-tab touch my body. Then I wait a few minutes, take it out, relube and then do the same thing when pushing in.

I inject Slippery Stuff Gel into my anus, trying to spread it from just inside to a few inches in. Then I coat my Progasm Ice with Vaseline. With feet beyond shoulder width, I squat down low, and while taking deep, relaxing breaths, I slowly insert the Progasm. Works for me.

I use a smaller toy first. This gets things opened up some and relaxed. All ready mentioned, the head of a Progasm is huge. Basicly if it doesn't hurt your probably good to go. Quote OUCH!

Same. I never start with the progasm, but once I've played for at least 5 minutes or 10, it goes in smooth and has no issues at all. If the Progasm is the only toy you have, that's a tough one!!! Warm up with your finger and really try to eroticize your anus and rectum???