Chianti finished brushing her hair and gave it a cursory look, and the doorbell rang.
Chianti put her brush down, and pulled the scoop neck of her pretty pink sundress down a little, just so the jugs poked out a bit more.
The bell rang again. "I'm coming!"
What a beautiful dress, sleeveless and so short. Purchased by Ingersoll, a sad little man who needed his anus "fisted" by Chianti, using surgical gloves, at least twice a month.
Funny how sometimes men have better fashion statements than I do. Chianti took some translucent powder from her dressing table and rubbed it into her full lips.
Oooh, pouty. She smiled and spun on her heel, as the doorbell rang yet again (I will cane him!) and unlocked it.
"Troy, how nice to see you." Chianti kissed the cheek of the pallid little man...a nice neck hickey, why not?"
Troy smiled beatifically, and let her rub her bosom into his sunken chest. Chianti turned and led Troy by the hand into her living room.
"Thanks again for helping to install my sump pump."
"Don't worry about it, Miss Chianti. It's a side thing with me, when I'm not crunching my Dad's numbers."
"And you seem like you recovered from the activities at "Sidney's Kidney"
Troy decided to change the subject. "Miss Chianti, you look so wonderful. That is quite a dress."
There was a sheen of perspiration on Troy's balding pate.
Chianti traced a finger down Troy's shoulder and smiled impishly.
Giggling, she jiggled her cleavage, and Troy became very flustered.
"How has the month gone, Troy?" They sat down on her divan, and she took his hand gently. "I didn't really have a chance to ask about it the other night at the club."
Troy tried to not think about the other night at the club, although his jaws were still somewhat numb.
"Well, if course it's been quite frustrating, but we've been doing this a long time." Troy smiled weakly.
"I was laughing at your e-mail about how you at least don't have all the problems that your friends do with relationships and dates, you're all locked up 29 days of the month." Chianti beamed again.
Troy gave her a grateful look and handed Chianti a wad of cash, which she waved gaily and put on the little table next to the divan.
"I-some nights I keep waking up in some pain, but it's silly, I've been doing it so long now." Troy absently rubbed his crotch in memory. "And when I am out running, it bounces."
"I know." Chianti said understandingly. "But I felt like we had to switch to the new belt because you, you know, broke into a couple of the others, and you yourself said you want complete security."
And this was true. Troy now had a piercing that was locked into his penis and also into the metal shell. He was truly locked. He'd paid for the damn thing, and it had been expensive.
Chianti crossed her legs and took Troy's hand again. "So it's a little frustrating, I get it."
Chianti pouted, feeling sorry for Troy.
"Baby, I'm sorry if it was too much."
Chianti had this way of looking at a man, and making him feel like he was the most important thing in her world. She did this with about twelve clients a day, but it was quite a talent.
Chianti reached over and patted her long, dark pink nails on Troy's trouser zipper.
"Do you like my nails, Troy?"
"Yes, are those butterflies stenciled on them?"
"Yes., but if you don't look closely at them, they look like little diamonds, don't they?"
"Oh, God, yes, Miss Chianti. It's gorgeous."
"You know, you can just call me Chianti, don't you, Troy? We've been doing this for a couple years now, babe."
"I...I know. I'm just so, in awe, I guess."
Chianti laughed deep in her throat. "Do you want to undress now?"
Chianti wondered if Troy wanted to bring up the antics of the week before, although he'd ignored her broad hints up until now.
When Chianti and her friend Aveline had dressed Troy up in drag and taken him to the "Sidney's Kidney", the worst dive in Buttermilk Falls.
This notorious nightclub, owned by Sid "The Squid" Verrocchio, was usually filled with angry, horny mob boys. And, as soon as Troy, looking truly strange in a shimmering gold dress had been brought in there...
Chianti had taken Troy by his feather boa and pushed him into the men's rest room and whispered to a couple of bi-curious customers, who'd rushed in afterwards and had quite a little party with the startled ladyboy.
Troy's cock was locked, of course, but they made great strides with his mouth and asshole...Chianti had caned Troy for getting a run in his stockings, being forced to kneel on the floor, but what could you expect?
Chianti had put Troy in the trunk of her Uber on the way home, and then he'd been shoved out on his back porch, so he could clean up, as he shared his house with his brother...
But even with Chianti hosing him off, and giving him a pair of overalls to wear inside, Troy still had looked a bit peculiar.
Perhaps Troy thought if he endured this ordeal, Chianti might let him orgasm a week early, perhaps after he'd been hosed down...but she'd just made a rude remark about hopeful transvestites, and left the yard.
And truly, he was on a monthly schedule, and an early orgasm might have disrupted things...right?
Troy had said nothing about the unfortunate evening, and Chianti watched now with a gentle smile, as he undressed, folding his suit and putting his undies on top of the little pile of clothes.
Now, Troy stood in front of Chianti, his penis attempting to push out of the little steel prison. Chianti snapped her fingers, and Troy spun around and she locked his wrists behind his back.
Then she twirled Troy once again, and unlocked the chastity device, and removed the painful piercings. And Chianti smiled as the "snake" swelled in front of her.
Chianti left Troy and went to her kitchen, bringing back a bowl of warm soapy water, and she cleaned Troy's penis off, the grime of a month's sweaty detention.
Then Chianti dropped Troy's penis prison into the bowl, to soak, hoping it wouldn't get rusty.
After this, Chianti lovingly shaved Troy's now quite stiff member, and then plucked some stray hairs, which elicited a few squeaks from her submissive.
Chianti flashed a garter belt at Troy, pulling her dress up a bit.
"Like my stockings? Why don't you get on your knees, babe."
Chianti smiled encouragingly, and Troy knelt, his cock bouncing up at her.
"Now, I want you to push your pee-pee in between my calves and fuck them hard."
Troy became quite enthusiastic and began moving his hips, grinding his cock between her glorious gams. It was a little difficult moving his hips in and out without being able to use his hands, but Troy kept it up manfully.
"That's right, baby. Push and pull, but don't rush."
"N-no I won't, Miss Chianti. This feels so good, this stimulation, after thirty days of being all locked up."
"Yes, and you have visual stimulation too, babe. See, I'll flash you...no panties!"
"Oh God, this is your best tease yet. I hope I get release tonight."
"Heavy hinting, eh, Troy-Boy?"
Troy blushed but kept inserting his hopeful penis.
