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Use an enema. Make sure you lay down or get your ass above your belly. This is to clean out all the potential blockage in your lower intestine and rectum.

Use a SOFT dildo. No glass, no plastic, preferably silicone or rubber. Make sure you're not allergic to the material the dildo is made of before you insert it.

Make sure it has no jagged edges, or anything that "scrapes". This dildo should be no wider than an inch and a half because of the narrow turn it has to make.

Lubrication is key. Your anus may secrete a mild mucus that acts as a natural lubricant, but the glands that produce that mucus aren't present in your intestine or rectum, so having the dildo all slippery isn't just a bonus, it's a safety precaution.

When you get to the inches that you consider your maximum, rotate the dildo. Try laying down on your side. If one side doesn't work, try flipping over to the other side.

You need to maneuver the head of the dildo around that sharp turn I mentioned earlier. You can push at this point, but don't shove.

The wall of your rectum is chalk full of blood vessels, and you'll probably end up with some blood if you're too rough with yourself. Once you're around the curve, slowly insert.

Your intestine is actually in a zig-zag pattern, and to some extent you are straightening it out. Just because you've gotten it in farther than ever before doesn't mean you shouldn't stop if it just doesn't want to go in any further.

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