Radio, so exciting to hear about your stretching adventures!
I am bursting with enthusiasm on this topic. I am a complete slut, an anal enthusiast, desperately addicted to the sensations of filling and stretching my ass.
I am a late arriver to the assplay scene. Curiously tittilated by the thought of enemas was gateway (a friend's comment about how getting air with an enema can cause deep, long lasting cramps did it for me ๐ The discovery that I can get deep pleasure from stretching, penetrating, and touching the delicate inside of my own ass has been a another revelation.
I mean, that was one of the special things about girls I heard around age 12 when I was starting to learn about these things: they've got this sort of sack that's slippery and they get off putting dicks and even their own fingers inside.
Well and good and hot, but can you tell what was *missing* from this picture? Yes, my very own male ass has many of the properties that makes women's pussies so appealing for the owner as well as the visitor.
I was sold (or rather bought) that I needed a woman to be sexually fulfilled, and passed some decades in anal innocence, ignorance and sexual dependence.
Later my eyes opened along with my ass ๐
I appreciate my lovers, but as none shares this so-called "kink" (I consider it normal ๐ these playtimes are solo. Usually there is some conversation between the conflicting personalities one suggesting some submissive behavior, the other anxious and vacillating until she realizes it *is* what she wants.
Being in a tropical place, I use a lot of fruit, which is helpful in graduating from one size to the next.
I've just got a toy from Squarepeg called 'Kevin'. I'm confused and challenged because I've never taken anything really long before, and can't tell if I'm being limited by the bend in my ass or the size of the knot.
I can take around 3" max, so squeezing onto the knot (which I measure at 2 7/8 by 3 1/2") will be a challenge. So will getting the tip of the toy around the bend. I wonder if I will need some narrower toy to round the bend first. (Where is the friendly neighborhood anal insertion expert when you need him?)
I'll just add that when I have some round fruity item(s) or plug inside, I find it very erotic to snap the bottoms of my white teddy to hold the toy in. The need to fumble at the snaps and concentrate when overwhelmed by sensation is always a winner. The ritual of initially snapping in, realizing I'm going to be with this a while. And when the desperation to expel the toy becomes unbearable, I have to stop my squirming and grapple with the buttons to get relief.
For extra fun, I might supplement this play with cock rings or if I'm in the mood a plastic bag with a rubber band. Getting off with something in my ass while struggling for air brings a great orgasm. (But that is another kink, I wonder if it is officially sanctioned here. Such practicies and discussion of safety considerations can be found on sites as breathplayfetish.com.)
Blessing to all fellow ass players, may your asses ache with pleasure and hunger, and may what goes in always come out.