Forgive me if there's typos, as english isn't my language. Today I managed to fuck myself and thought that maybe I should write a guide in this forum, as here I got many tips.
First of all, I'm not the most biggest equipped person there surely is, though not the smallest either (around 18cm in full attention). It was my second trying-to-fuck-myself session when I succeeded.
First one was right after I found this forum. I turned sauna on, thinking that warm athmosphere would help with flexibility and to drop my balls further (warmth makes your balls further away from body while cold pulls them in closer) for me to twist them. I did most likely everything what in this forum was said, twisting balls to left and penis to right and vice versa. About everytime the problem was that my balls were hurting after a bit pushing against my hand, which kept the penis close to the target. I did learn that sitting position was way much easier even though many had praised the lying on back -position. Also I noticed that I was able to get my penis further between my ass cheeks in one way, and not the other, so when you try to do it, do keep eye on that.
My second attempt, today, and the success, came as a quite surprise to me. I prepared the sauna again, thinking that at least I can clean myself if nothing else. Doing the required preparation, I was ready to try it. I pulled a dildo, lubed it (water based lube which isn't that good in watery room) and slowly put it in my ass to make it more accepting. After holding it just past the closing muscles minute or two, I headed directly to sauna (to preserve the lube in ass). I sat in the sauna (which was much colder this time, to not fatigue me that fast)
While I was sitting, I thought that why not try something new as I couldn't get it in anyways, so I divided my balls, one in both hand and started bending my penis directly downwards. While I was bending it I also pulled my foreskin down, as I am uncut and I did learn from the first attempts, that the foreskin can come in your way. I bend the penis between my ass cheeks and catched the mushroom head with my right hand (as I'm right handed, but doesn't really matter which way you do it) and while my right hand pulled softly, I kind of sat on my left hand so that the base of your hand (the point where your thumb basicly is attached to, pressed against the penis' base and fingers running along the shaft. You may think that "hell no, no penis can bend from that position towards the ass", and you're propably right, but the trick is that, now that you have it past your ass and sit securily on it so it can't escape, you need to twist it gently. I can't remember which way I did, or how much, but I don't recall it being that hard really. The whole trick at least for me was not to let my testicles to get in the way (meaning the tube in which semen runs to your penis geting between your body and the shaft of the penis), and this method works perfectly in it.
If done correctly, your penis should be semi-hard now, semi in a sense that it's not really an erection, but if you placed your hands correctly, blood rushed in it making it hard. And now that you have twisted it past your anus, you need lean forward (well, this is sitting on a hard wooden pench that is). By leaning forward, you raise your anus upwards, closer to the tip of the penis, and with your hand, start pushing the head against it. After you feel that now it's pointing to right direction and just needs to get in, slooowly start sitting straight, bringing the anus downwards on your penis. Now two things should be happening, first, your body weight is pushing of course your penis downwards, but the hand you are sitting on should stop this forcing the head push against your anus. Secondly, and more importantly, with the hand behind you, holding the penis head, you need to keep pushing the head against the anus (I used pointing finger and middle finger on that) while pushing it from the shaft towards the anus (I used the... umm, nameless? -finger on that) I do point out that the key to get it in was the finger which pushed it inwards from the shaft.
When I did that, I first wasn't believing to get it in, so I was doing it with only with a half mind, but the feeling suddenly something penetrating my ass was unforgetable. Unfortunately I got too excited and reckless in minute or two fucking myself that it slipped out. I did manage to get it in few times afterwards, and few times with the balls left, penis right (or vice versa) method, but learned that it was much harder, couldn't use any force at all as balls got in the way, and that I was able to penetrate myself much deeper with the straight downwards method.
It might sound complicated, but it really isn't after you get the hang of it. Although the fucking sensation wasn't that big deal, the penetration sensation is still awesome. If I'd have girl-/boyfriend, I propably wouldn't bother with self-fucking, as I did notice that with my length I can't get enough sensations from doing it, so it would be really hard work to get my ass creamed. But who knows, now that I know how to do it, I propably try without the sauna after my bruises against the hard wooden pench heals first
Oh and now I need to learn a method to cum in myself aswell...