The Daily Whine Dec 17

Clip #6 from Dec 7

ANNNND continuing...finishing, actually, with ginger root still up my butt, and a thong to keep it in, and using a wooden bath brush.

The Daily Whine Dec 15, clip 5

Clip #5 from Dec 15
Continuing with ginger root in my ass, a white thong to hold it in, using a wooden paddle.

The Daily Whine Dec 13, clip 4

Clip #4 from Dec 7
Continuing... ginger root up my butt, put on a thong to keep the damn thing in, and now using a bigger hairbrush.

The Daily Whine Dec 11 clip 3

Clip #3 from Dec 7:
Continuing, ginger root up my butt, and using a wooden spoon.

FINALLY...

For years, I have fantasized, dreamed about, wanted, desired, yearned  for a REAL spanking from another person, not some taps like in a roleplay scene, but a spanking  that made my bottom red and made me yelp and moan. 

Most of these years were spent dreaming of getting that spanking from a woman, like in a Mother/son, Auntie/nephew, Wife/husband, girlfriend/boyfriend, Mother-in-law/son-in-law scenario.

I’ve joined a least five sites of the nature “meet spankers”;  invariably, each  of them, in order to get past the stage of uploading a profile , then getting and receiving messages, meant PAYING for it, which I have refused  to do.

In time, I adjusted my thinking to decide that receiving a spanking from another man would be kinda cool, also, of the scenario Father/son, Uncle/nephew, etc. 

Certainly aspects of M/M spanking did not appeal to me (as in, certain male/male physical activities) although I have adjusted my thinking on THAT, too, In recent time. 

I joined Spankthishookups, which is most definitely a hookup site for M/M spankups, and certainly with gay overtones, but such hookups don’t HAVE to be.

Once joined, I started receiving numerous messages about possible meetings. 

That I live in the second largest city in the U.S. makes such encounters more probable, just by numbers alone.

But, alas,  as I replied  to such messages, interest seemed to wane from the person contacting me.

At least half a dozen times, I thought ‘something’ was finally going to happen…. And then did not.

Until this one gentleman contacted me, and I replied, and he replied, and I replied, and so it went, back and forth, and we set a date.

December 10 at 1 pm, his house.

He sent me his address, and told me I could look it up on googlemaps.  But, coincidentally, his address in a part of this city, less than a mile from I lived for fifteen years.  A map, I did not need.

I arrived at his house at the appointed hour. We met, talked a bit, and he started by showing me a video on dvd of some other spankings he has delivered.

Then he said, “Are you ready?”

Oh, I was ready.

I stripped naked, and lay  face down on the bed, a small pillow under my belly to prop up my bottom a bit.

And the continuation…words won’t do justice.  I have video clips and screen caps that I will post in various places. 

The Daily Whine Dec 9 Clip two

My clip #2 from Dec 7:
Continuing with a ginger root in my ass, using a small hairbrush.

A few screencaptures from recent vids (I have MANY more)

DIARY * 31 OCT 30Days,4Hrs (-44 o)

The JOY of Self-Imposed Locked-Up Chastity (with no access to the Key)

where JOY is totally tongue-in-cheek; there is nothing joyful about this;

where Self-imposed means, I made the decision myself, with no outside suggestion or guidance;

where Locked-Up means, my penis is locked, inside a CB6000;

where Chastity means, no erection, no orgasm

where no access means, I've given the key to a trusted holder, who has no vested interested in me, with a document outlining times or events, that would allow at least a temporary release.

Obviously, I'm new at this lifestyle. Anybody interested enough to have read this far probably has far more experience than me. But since I did not and do not have the benefit of a mentor or a training manual, I'm writing about what I've heard, read, talked about, and learned along this path.

The numbers in the title represent the number of Days and Hours, I've been locked up, and the next number represents the number of orgasms via masturbation that I estimate I would have had, were I not locked up.

I've been chatting with my KH.  We don't live together, we're not a 'thing'; he's just a friend who is experienced in the Chastity Lifestyle from the chastized side, and graciously accepted holding the key for me.

We'd been planning a get-together,  had one false start, but it happened today, 10/31, which is also my 30 day anniversary of no orgasm, AND being continuously locked up.

I am hetero with fantasies about experimentation on the other side, and he is very much on the other side.
I've already told him about a number of my fetishes, fantasies, secrets, and interests... perhaps too much.

So, as he requested, I met him  at the door,  wearing only, not him... but me, wearing only, a sheer jockstrap that does nothing to hide the cage on my cock and stockings, and  a camisole trimmed at the bottom for maximum exposure below.

We discussed him bringing his paddle (even though I have plenty of such instruments, here).  But we changed our minds on that, as I've been in discussions in meeting with a man who is devoted to spanking other sissy men, which I hope happens soon.

Upstairs we went to the bedroom. He first put leather straps around my wrists and ankles and neck, the better for later restraint.
Then he told me to get on my knees,  as he pulled his pants down.
I eagerly began licking at his very large scrotum,  and what part of his cock my tongue could reach through the cage around it.

Then I got on the bed, on my stomach.  He spread my legs, and restrained my ankles to the bedpost.
And he attacked my ass.  I don't know what he was using, but it felt really big...
Sometimes it HURT and sometime it hurt...  but it just  hurt so good.... during which he also hand-spanked my buttocks.  Well, as a spanker, he should stick to his day job, but I give him credit for trying.

Then after undoing the restraints, I turned over on my back, and he redid the restraints,  and he unlocked the cage on my cock, and began playing with it...stroking it, touching it, and licking it.
And I could have, and may have, predicted in advance what would happen:
Nothing.
No hard on, no sign of erection, total flacidity.
I've always considered my cock as being nervous and shy.  Sometimes, if I even think of taking a picture of it when it's hard, it goes limp before I can get the camera ready.
And it has always been shy when I was with somebody the first time.
Well, so much for the tease, edge, and denial.
While I was on my back, he roped my wrists and ankles together, with me holding them straight up, and he played with my ass some more.
Still, no rise from my limp cock, and we stopped, as some clean up was in order.
I had, um, thoroughly cleaned my ass out before this, but he said,  this does happen when play gets this rough.
After clean up, I got down on my knees once more between his legs, while he took pictures and vid of me licking and sucking his balls and caged cock.
I think maybe, he got more tease and denial then I did.
Then we wrapped it up, and dressed. Or he did, as he was leaving, I'm already at home.
We were waiting to hear if my Daddyspanker could fit me in today; if so, we'd go there together.... if not, we're still going to tonight's West Hollywood Halloween party together.

Just heard from Daddyspanker: not today.   Whatever day we do decide on, I plan to write about.

KH is supposed to send me the pictures he took on his phone.  I'll add them in a future post.