Poor Sheen pt 3

Take that cock bitch!  Suck it down your slut throat!

With those words Mistress shoved the 12 inch dildo all the way up Sheen's ass in one rough push, ripping his ass open.

Sheen let out a scream of pain.

All the ladies laughed.

Tears were running down his face as the dildo fucked it's way in and out of his ass.

Oh look, the sissy wimp is crying ladies.  Your mascara is running Sheenie.

More precum dribbled from the head of his engorged cock forming a small puddle on the floor below him.

Lick that up while I'm fucking your ass, lick it up so all the ladies can see what a sissy you are.

Sheen did as he was told, pulling Theodore from his mouth and using his tongue to clean the hardwood floor.  His ass was on fire as the dildo continued its never ending pounding in and out of his swollen ass.

Maybe that's enough for now, what do you think ladies?  No?  Oh, you're so naughty and so very right.  Did you think you'd be getting off the hook so easily Sheen?

Mistress placed the used dildo at Sheen's lips and ordered him to clean it with his mouth.

But, but Mistress, it's unsanitary.

Thwack!  You dare question my orders?  Thwack!

Ahh, no Mistress.

Sheen lowered his mouth over the dildo.  It was still warm from his own ass and it slid into his mouth easily with all the lube covering it.

And now that you're not pleasuring Theodore with your mouth, perhaps we can find something else for him to do.  Here's something.

Mistress began to shove Theodore up Sheen's ass ripping him wide open.  He was able to take only an inch or two as it stretched his ass to the limits.

Ahh, it hurts Mistress, it's too big!

Thwack!  I decide what is too big, I decide what your limits are.  Do you understand that bitch?!

Y,yyy, yes Mistress.

Tears were again streaming down Sheen's face as Mistress was able to work in more and more of the fake cock.  3, 4, 6, 8 inches glided in and out, pulling the soft inside tissues of his anal cavity as it went.

That's it Sheen.  Take that cock and suck that dirty one down your throat.  Sheen's cock was really dribbling precum now.  He was worried he might not be able to keep from cumming as Theodore was stimulating his prostate, squeezing it.

Oh Mistress, please, may I cum?

No!  You may not.  Your punishment has just begun dear.  Did you think that was all you'd get for punishment?

Thwack!

Thwack, thwack, thwack, thwack!!

Ahhh, what was that for Mistress?!!

Oh, no reason, a girl sometimes feels like it.

Thwack!

And that one's for questioning me.

Thwack, thwack, thwack and those are because it's Friday.

B, b, but  today is Wednesday Mistress.

Thwack!  Don't you correct me.  If I say it's Friday, then it's Friday!

Mistress shoved the 24 inch dildo all the way up Sheen's ass except for maybe two inches that were still out.

Sheen let out a horrifying scream.  Sweat cascaded down his body and added to the puddle that had formed under him.  His body shuddered at the full intrusion of the rubber cock's soda can girth tearing him open.

Before he could recover from the pain, Mistress ordered Sheen to stand and serve the ladies refreshments.

And don't you let that dildo cum out of your ass.  That's it, squeeze those boy cunt muscles and keep it in, no cheating, no hands.

All the ladies laughed at Sheen waddling around the room in 6 inch heels and a maid outfit all the while trying to balance the tray of snacks and drinks and attempting to keep the dildo lodged up his well used ass.

The ladies were dressed so beautifully in their lovely summer dresses.

Claudia, a 40 something MILF was seated on one of the couches.  Sheen asked her if he could serve her a drink.  She smiled and without a word pushed Sheen down to his knees.  She spread her legs and pointed at her panty covered cunt.

Sheen knew what to do.  He reached up her skirt and removed her soaking wet panties.  Then began eating her pussy.  She was musky and hot.

The other ladies gathered around to watch.

That's it sissy eat her pussy.  Lick it nice and good.  Make sure she cums on your face bitch.

Sheen took his time, just as he was trained. He was to pleasure her as long as she desired it.

One of the other ladies began working the dildo in and out of Sheen's ass again.  Sheen moaned in pleasure.

Oh look, the sissy likes being fucked up the ass.  What a sissy wimp.

Soon the other ladies had made a circle around Sheen and were demanding to have their pussies licked as well.

Sheen's mouth was so tired, but he kept licking and sucking all the while getting fucked up the ass with that giant dildo.  Since he was a sissy he was not allowed to manipulate or penetrate their pussies with his hands and of course never his cock.