Note from the author
This article is based on a conversation with another Literotica.com (Lit) user during which the author was going through stages of inserting a large butt-plug and documenting what she was doing in parallel. The author thanks the other Lit user for his support in turning this private conversation into a Lit article.
Although the author was documenting what she had just done, present tense is used throughout for stylistic reasons.
The original conversation has been collated and lightly edited for clarity and to improve the flow. Typographic errors have hopefully been fixed. Some further introductory material has been included. Also images that were featured in the original thread have been changed to links.
Background
So, I'm going to be inserting myb-Vibe Snug Plug. It's a size 5, which is the largest size for a vibrating Snug Plug, though they also do a non-vibrating size 6, which is even bigger. The size 5 is probably more than big enough for most people. It is not a beginner's butt-plug.
The main part of the toy is a thick cylinder, which is nearly two inches across. This has a conical section at the top to aid insertion and then an inverted conical section below, which tapers to a long stalk and the handle. The two cones and cylinder together span about four and a half inches. If you include the stalk and handle, it is six and a half inches long.
The main issue with this plug is not the length, it's the width, nearly two inches of sphincter stretching fun. Even though I have inserted this particular plug many times before, you have to respect a two inch wide butt plug. Also, I have neither used this toy, nor had anal sex in a few weeks. My sphincter is notorious for tightening up, so this may take a while.
What I'm going to do is write things down as I go through the process. While I write this paragraph, I haven't started yet. I'll need to pause at various points. When I do, I'll write some more about what is going on.
By the way, this is going to be an accurate description of what it is like to insert a large anal toy, not a pornified version where it slips in easily. I hope that's OK. I'm actually really doing this, not making up a Literotica story.
So here I go. I've stripped and am on my bed. I have put two layers of towels down and have a roll of kitchen towel to hand as the lube can get everywhere. I'm going to start on my back, but suspect I will need to either crouch over it or go on all fours at some point. The butt plug is lying next to me. It's matt black and looks large and a bit intimidating. It isn't very tapered like some. Once it is in you, that's great and you feel so much more full. But it makes insertion tricky. I never turn the motor on for insertion, it doesn't help and I find it distracting.
So no plug for now, just fingers and lube. I'll write again to tell you what I did before I move on to the plug itself.
Stage One
I lie back, spread my legs, raise my knees so that my feet are flat on the bed and tilt my pelvis upwards. The bottle of lube (water-based) is on my stomach. It's my travel bottle and about half full, that should hopefully be enough. I flip the lid and pour a little onto the tips of my first two fingers. Then I reach down and run this in circles around my asshole. I get some more lube and do the same, this time easily slipping the tip of one finger inside me, followed by the other. I wriggle them a bit, enjoying the feeling. Then I withdraw, lube them more and this time push them deeper into my ass. When my knuckles touch my asshole, I waggle my fingers. Oh that tingles.
Now I lube my first three fingers and insert them, still not much resistance. I twist and turn my hand trying to loosen my muscles (it's better if someone else does this for you, they have more freedom of movement). There is not much point in trying four fingers on one hand, it won't loosen me enough. So now on to something new.
I lube the first two fingers of both hands and slip them in with the nails of one side facing the nails of the other. It's tight doing this and I close my eyes and breathe deeply. Then I pull one hand away from the other. At first I can only separate them a little. I pause, let myself relax, and repeat. After a few goes, I can maybe move my fingers a quarter of an inch apart. I rest again, breathing heavily. Then I move both hands through ninety degrees and pull up and down. I rest and repeat; rest and repeat.
OK, that's about as much as I can do with my fingers. Time to move on to the actual butt plug.
Stage Two