Dr. Shepherdson Grangerford milled about at the fundraiser, his adoring wife, Treva by him, the ultimate arm candy even after all these years. A balding, chubby fellow came up, grabbing Shep's hand.
"Dr. Grangerford, everyone is so pleased that you made the fundraiser, and that you'll be heading up the Ophthalmological Wing. We probably couldn't have gotten nearly as much money if you hadn't guaranteed that you would be the Head of Surgery."
Shep smiled benevolently. "Yes, Ralph, that's great, but there are so many skilled doctors who will be working with me, it's not just I who should-"
But Ralph wouldn't have it. "Dr. Grangerford, it's your tireless work, especially in the field of nystagmus research that has made St. Seamus the pre-eminent leader in eye surgery of all the hospitals in Buttermilk Falls, indeed, the state."
"And thank you, Mrs. Grangerford, for handling the hors d'oeuvres reception and the Cocktail Supper."
After Ralph bustled off, Treva looked after him, giggling semi-silently, her blonde curls bouncing with the effort.
"What's wrong my dear?" Shep asked. "You seem amused."
"I was just thinking of whether we should invite Ralph to our other event. You know, next Friday?"
Shep blanched, and his stomach turned a bit, although down below, Shep's penis hardened in its chastity cage. Shep hoped fervently that his tuxedo pants weren't too tight.
"Treva, that's funny. Of course you know we can't invite-"
"But why not, darling?"
"Seriously, Treva, don't even joke about that. Ralph Pizzuti is the biggest gossip in the hospital administration."
Treva smiled, and tugged slightly on her black gown, accentuating her marvelous cleavage.
A passing colleague shouted. "This is a great event, Shep! By the way, Treva, you look just like Megyn Kelly from Fox News!"
"Thanks-uh, Phil."
"You never join us for golf on Saturday mornings anymore, Shep, we should remedy that."
"He cleans the house in drag on Saturday mornings!" Treva shouted gaily.
Phil was overcome with laughter; not knowing this was in deadly earnest.
"I can't have people at this thing next week-"
"Not Phil?"
"Especially not Phil."
"But Shep, honey, the point of this is to humiliate you, to degrade you. What could be worse than servicing fat, grotesque little Ralph who you routinely beat on the tennis court?"
"We already are going to expose me to your friend uh, Sierra, aren't we?"
Shep was sweating slightly. And yes, getting kind of excited. To the point that his chastity device was starting to cause slight pain in his shaft.
"You mean Si-ENNA, my hairstylist. That's not going to be so traumatic for you, Shep. You're quite aroused by Sienna, and were thrilled when she gave you a spanking at-"
"Please, please keep it down, Treva." Shep begged. But his cock was so hard he could barely stand now, and he was afraid of spilling his ginger ale. It was embarrassing enough that Treva wouldn't let him have a G & T here, and she hadn't even let him drink the soda in a cocktail glass...
Treva giggled. "I thought you had a great time last weekend. Sienna did kind of lay it on pretty hard, but when she let you up off her knees your little pee-pee was straining to its full five-well, four and a half inches."
"I-I know, I really appreciate-"
"Yes, you do appreciate me setting you up with her, in her miniskirt and all that cleavage in the tube top, those twenty-one year old boobs. You did embarrass me, though, bursting into tears because we locked you back up in your belt."
"Will-will I be able to cum next week?" Shep asked Treva shyly.
He shifted slightly. The plug up his ass was a long one, and his rear was far expanded from the series of enlarged strap-on dildos, but still, it was indeed uncomfortable. But, as Treva once said "You can't get the Grand Canyon in one plugging."
"You want to cum next week?"
"After the humiliation party, I think I've earned it, dear."
"You mean after your degradation by your friends? After you've sucked some dicks and licked some clits? Possibly. And you'll get to see Sienna, maybe naked, right? She's seen you naked two or three times, and it's not been that way for you, and look how that humiliates you, you're all red."
Treva gestured to a young catering waiter bearing a tray of mojitos.
"How about him? Wouldn't you like to suck that young cock, lick the sweat from his biceps? I know you're theoretically straight, Shepherdson, though your dick is smaller than my labia..."
A slightly obese woman in her mid fifties came up quite excitedly. "Guess what? The Rappaports have announced that they will match all donations of five hundred dollars and above, isn't that wonderful, Dr. Grangerford?"
"See, Gladys has a mad May-September crush on you, babe." Treva whispered as the chubby fundraiser stumbled off. "I should have her come to our OTHER party, and you could lick her smelly, sweaty cunt, what do you think?"
"No, that would be a terrible idea, Treva."
"Why? I still don't have enough of your friends for this event. Funny, you'd think in the twelve years we've been married, the last nine of which you've been my chastity pig, that more people would be available for this thing."
"Don't be ridiculous. I have a position in the community-"
"Don't be what? Do I have to take you by the ear and pull you to that stool, and drop your pants and take the paddle out of my-"
"No, no of course not. I'm sorry."
He knew she'd do it. They'd been shopping at Macy's and gotten in an argument about a shirt Treva wanted to buy for him-Shep didn't like wearing pink.
Finally, Treva had dragged him into the ladies changing room, and leaving the door to their individual booth open, Treva had pulled down Shep's Bermuda shorts and his tighty whities and whipped his bare behind with a wire clothes hanger that she'd found on the floor.
All the women in the changing room had clapped, which had really surprised Shep; he'd have thought they'd call for the cops! Shep remembered shamefacedly how when they'd walked out of the store (after buying the offensive shirt) he'd been tearful and mumbling...
He looked at his feminine diminutive spouse, five foot three to his six four...
"Your sisters will be there, Erielle and Phillippa, won't they?" Shep asked tentatively. "At my party? That will be humiliating."
"Erielle and Pips? Yeah, I guess that's true, but again, it's more of a treat for you. You're very aroused by them, especially Pips, and so, not much of a punishment."
Shep thought of Phillippa, or "Pips" who had peed nearly half a gallon in his mouth a few nights before, and had given him more than one enema. Those bouncing breasts...
But he knew he had to find more people for his party. Or else he wouldn't get to cum. Of late, he only got the very occasional release, and that when Treva was especially happy.
