oookay. I'm gonna put this in steps starting from 0
0 - get a small toy. I'm talking only 2 - 4in long and 1 - 2in in circumference (basically finger sized toys)
1- get yourself a good pair of long lasting lubes. One silicone, the other water based. You'll more than likely need both because some toys can be damaged by silicone lube, but for long lasting slickness, silicone can't be beat.
2- Use that toy as often as you can. Lube yourself first and then the toy. Don't sit on it. You might drop down too fast and hurt yourself, lay back and just work it in slowly. Since you've never been penetrated, the sensations are going to be new and unfamiliar, but if you feel anything even slightly resembling pain, go slower. There will be an overall feeing of pressure similar to pooping.
3 - Once you're able to use your first toy with ease, get another one that's bigger.
4 - Repeat steps two and three until you've reached your Butt Goals
Additional Info:
- Cleaning out: A lot of people will give themselves an enema before doing butt stuff. It keeps things cleaner and less smelly during playtime. If you need a tutorial on how to give yourself an enema, see here
http://www.wikihow.com/Perform-an-Enema-at-Home
They list 2 types of enema there, but ignore the retention one, you're going for a fast clean using plain water. Once the enema is done, I suggest staying upright for an hour or two to make sure you're fully drained (ya might want to put something in your underwear to catch any stray water)
- Going deep: The bigger and longer your toys get, the more careful you need to be. Your colon (and all your innards) are attached to your abdominal wall by membranes that keep them from migrating around your body. When you take large and long toys, your asking your colon to pull against that membrane enough to from a straight line. THis is why you need to go slowly and take the proper time to let your body adjust. That membrane needs to be stretched over time, if you go to fast, you might tear it , which will certainly cause rectal bleeding and god knows what else. Just be safe and listen when your body is speaking to you and you'll be fine
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