The Working Stiff

 Last night as another WOW night!  I'm still buzzing, especially my prostate.  😁💦

A couple days ago, Mistress sent me a text that read, "Bring me some lunch and I'll shove something up your ass."  Of course, I eagerly complied!  After lunch she told me that she would fulfill her promise on Friday (last night).  And fulfill, and fill, she did!  😊

It started with her directing me to wear my "small penis" underwear that she purchased me.  She knows they get in my head.  So all day I was being reminded of my undeniably small penis.  It is the most unique feeling.  At once embarrassing, yet totally liberating.

Through out the day she teased me here and there with quick strokes, rubbing me through my underwear, and that sort of thing.  She also repeatedly told me that she was absolutely going to shove something up my ass later.  She said with a hint of excitement and enthusiasm that just made me even more giddy.  This was something she was really looking forward to.

Finally, in the early evening, she advised me to bring her her favorite vibrator, the strawberry-flavored "love spray", and every insertable I had which consists of a prostate massager, a 5.5" realistic cock, a 6.5" realisitic cock that she used on me last weekend , a thick double-headed dildo, and the most recent addition, this luscious larger dildo called The Working Stiff.  I didn't buy it at that link but the store I got it from seems to be out of stock.

I was then instructed to go thoroughly bathe.  My hands were shaky as I peeled off my tiny dick panties and slid into the hot shower.  As instructed, I made sure I was very, very clean.  I'd also been careful not to eat much in the afternoon.  I was absolutely ready!

When I emerged, she instructed me to put on my cooking apron but nothing else.  But then, before I could go retrieve it, she had me stop and face her.  She was sitting on the couch and I was standing.  She yanked, slapped, and flicked my swelling cock several times.  She's really taken to flicking the head of my cock and while that may sound playful, she's quite capable of making it hurt!  Satisfied, she flicked her hand and I returned donned in my apron, with my bare bottom poking out the back.

I was sure the love spray was going to be applied to her as usual and I was eager to drop to my knees and begin worshipping but much to my surprise, Mistress instructed me to turn around.  My heart pounded as I slowly spun until my bottom faced her.

"Spread your ass," she instructed quietly.

My shaky fingers reached back and peeled myself open to her and I instinctively hunched slightly.

The spray was cool when it splashed against me nether hole.  Then her warm finger rubbed it in.  I couldn't believe this was going to happen!  But happen it did and in a moment Mistress' luscious, wet tongue gave me a full lick.  I shuddered.  Then again and again.  Then more spray and more long licks and until at last, the tip of her tongue focused on my ring and licked all around and darted in and out.  It was fucking incredible!!!  The sensation is beyond exquisite and my eyelids fluttered and the moaning began.

After a few minutes of this incredible pleasure, Mistress stopped and told me to face her.  My tiny cock struggle to push against the heavy fabric of the apron and it amused her.  She flicked at it and chuckled.

"Poor little guy can't get out," she teased.  "Roll the dice."

I did as told and rolled a four.  Now, in the order she had them sitting there (we play this game with striking tools too), I should've gotten the 6.5" dildo that she used on me last week.  But as her hand reached for it, she had a change of heart and picked up the larger and thicker, Working Stiff dildo.

"No, I think it's going to be this one," she purred as she stroked it softly, gaining an appreciation for how large it is.

"I...I'll need some warming up before trying that one." I stammered.

"Shut up and hand me my vibrator." Mistress commanded.  "Turn it on."

I did as told and put her soft, purple vibrator on her favorite setting and all full power, just how she likes it.

But before taking it, she had me face away from her and rubbed a healthy glob of cold lubricant between my cheeks and all around my now quivering hole.

I could sense she was lubing up something else as well.  She'd picked up the small 5.5" before I turned around so I was guessing I'd get that as my warm up.  Then she took the vibrator from my hand and I the intense buzzing was quickly muffled as she shoved it between her legs.  I could hear her getting situated so that it would stimulate her clit without having to be held in place.  The cushion would do that.

Once satisfied that she had it just right, her breathing quickened and she herself moaned and ground her hips about for a moment.  "Bend over and spread," she grunted between moans.

I instantly realized, I wasn't getting any warm up, and the small dildo had been discarded!  The thick full head of the large dildo pushed inside my tight ring and I winced slightly.

Mistress pulled it out, added even more lube, and then pressed it in again.  This time I was more relaxed and with the added lube, the head soon popped past the tight ring.  She just held it there as I adjusted.

I could sense and hear her grinding on her vibrator and the moans were getting quicker together.

"That's it boy.  That's it.  Just feel it.  You fuck it.  Take it when you're ready.  You do it." Her words were getting shakier.

I slowly eased back and felt the long thick shaft sliding up inside of me.  My mouth fell open as I pushed backward.

"That's it boy.  Fuck that big cock.  Fuck that big cock in your ass." 

I pulled forward and then slid back again and then again only this time I sank all the way back.  The tip was deep inside of me.

"Oh fuck yes," she grunted. "Can you feel the balls on your ass boy?  You've got the whole cock in your slut ass."  She ground it hard against me, "fucking cock whore."  Her tone had changed and I knew she was now totally lost in her own experience.  "Is your little dick wet?  Huh boy?  Is your tiny cock drippy yet?"

It was and I told her so.  At this point I was fucking the dildo in earnest.  Pulling almost all the way and then slamming back again full to the hilt.  I was fucking it as fast as I could.  That deep, almost achy sensation of serious prostate stimulation flooded through my hips.

Then, quite suddenly, Mistress exploded into an extraordinarily loud and thrashing orgasm.  I had to stop my thrusts and hold the cock deep inside me as her hand was no longer capable.

"Fuck yes!" she grunted over and over.  Her wildly passionate moans filled the room.

While her orgasm never truly faded, it subsided enough that she shoved the big cock back full into me.  "Take that fucking cocking you fucking whore!"  and again she moaned deep and long.

"I am Mistress," I responded as I bucked on that big shaft.  "I'm fucking your big cock so hard!"

My referencing it as "her big cock" elicited a deep, animalistic grunt and again she was riding an orgasmic wave.

Her hand pulled at my slick-shaven balls briefly before she commanded, "Give me that wet little cock," her fingers flicking about, searching for it.

I took a tiny step back and she wrapped her lube-coated fingers around my small, my extremely hard shaft.

I pressed back so hard onto the cock that Mistress put the suction cup against her shoulder to help hold it in place.

"Fucking... Your cock... Fucking your big cock..." Her hand worked my shaft and my head flipped back.

All I could do was roll my hips.  There was no more available length to get inside of me and I was smashed against her so hard I could no longer pump.  The orgasm started deep inside of me.  From deep in my ass and balls.

My moans were wild and uncontrolled.  I know she was talking to me still, saying wonderfully naughty things to me but my mind was whirling.

The cum struggled to release, it seemed to pause just below the base of my shaft before gushing out in a heavy glob followed by thick streams.

I shook and my legs trembled.  That kind of orgasm is so different than straight penis stimulation.  It is duller and deeper but still intense.  But, as some readers will know, with that amount of sustained prostate stimulation, there is a lot of ejaculate but the true orgasm sensation never really hits so your dick never really softens and the desire is never truly satiated.

I don't know how many times Mistress came but it was a lot.  Her first orgasm was just a very long ebb and flow that took a long while to subside and then she would explode into a new, shorter one.

As the last heavy drops of my cum dripped from my cock I eased forward and felt the long shaft slide out of me.  Now I was fully aware of how long it was and it seemed to take forever for the thick head to pop out.

I had to quickly sit and catch my breath.  My body trembled.  We both had a laugh at her struggling to turn off her vibrator before telling me to do it for her.  Her hands were just too shaky for dexterous tasks just then.

 It was such a wonderful and beautiful experience.  I even described it later as "transformative."  She wanted to know what that meant but I was having a difficulty describing it.  I told her I felt, I don't know, feminine maybe?  She did then point out that I was sitting with my legs pulled up sideways like a girl.

This was not a funny moment but a deep and sincere one and we both just let it float for while.

I was horny all night and as I type this my panties are totally soaked with thick pre-cum.  There's the very subtle ache deep inside me that reminds me how far up that toy had been.  My prostate is humming and my sphincter twitches as if to be asking for more.

Mistress and I talked and it turns out that locking my ass, or any ass for that matter, was something she just needed to do and she'd been thinking about it for days.  She's done it to me before but it was a long, long time ago and only once or twice and most assuredly after several beverages.  She explained that it was a mental hang up of hers that she wanted to conquer.  So I was the lucky one to be on the receiving end of this boundary push.  She was genuinely proud of herself.  Even know I was the one receiving all the physical pleasure, it was just something she needed to do for herself and that brought her great emotional satisfaction.

As for the cooking apron, which in itself is not feminine, she wasn't really sure why she made me wear it.  She said she'd had several fantasies happening all at once and they all kind of collided together and that once that vibrator touched her clit, she couldn't remember any of them and just went with her instincts.

We had a good laugh at that.

Before bed she advised, "You might get a little play tomorrow but then I think it's time for a good bit of celibacy for awhile.  You've been getting spoiled lately."

I love you Domme T.  💋💖

I'd also love to hear from others out there!  Do you find this exciting?  Have you ever experienced it?  Do you want to?  Can you relate to the mental and emotional experience I'm having?  Leave a comment and let me know what's on your mind.