The Debtor

Joe was seated at his desk when his secretary rang in, and Jim Weasley was here. Joe looked at the clock on his desk. It was 2:40 pm, Jim was 20 minutes early. He let him cool his heals out in the lobby.

The lobby was furnished with metal chairs and no tables on purpose. Joe wanted visitors to be uncomfortable in the lobby and in his office. The girl under his desk was interviewing for a stripper job at the bottom of his 3 clubs.

He had the budget club on the south side, the moderately priced club was in the university district and his high-end club was by invitation only and it took up the entire top floor in a 60-story building downtown. The elevator that accessed it was manned 24/7 by private security.

The building was owned by his boss. 60% of all profits went to the boss. The girl had just turned 18 yesterday. Her mother had a gambling problem along with a drug addiction. She and her husband decided their daughter could work off her debts and pay for the rehab they were both in now.

She had small breasts, if she can dance, he will have his plastic surgeon fix that. He remembered he started Candy this way and she worked her way up to the high-end club.

She was still available for a price; it was a steep price because she knew exactly what Joe wanted and was well trained. This cunt under the desk better hope her pussy is better than her mouth. He pulled her from under the desk by her hair. She whined and her mascara was mostly on her chin from crying.

“You need to quit feeling sorry for yourself. Men and women are going to use you for their pleasure. The better you are at it, the sooner your debts are paid.” He spun her around and licked his right hand and shoved two fingers roughly into her pussy. Fuck this girl is still a virgin.

“Stay right where you are. We are selling your cherry for sure. I am going to take your ass cherry though.” Joe said.

He opened a drawer in his desk and recovered some lube. He lubed up his cock and poured some over her asshole. Using 2 fingers he rubbed it in past her sphincter. He slowly pushed on her asshole with his erect 9″ cock that was as thick as this girl’s forearm. His hood past her sphincter and she began screaming. He shoved her bra that was on top of the desk into her mouth.

“Keep that in your fucking mouth or I will beat you after I fuck you.” He pulled her hips back hard to his hips.

She was now thrashing under him. He did not need to move, and she was milking his cock. She was so tight when he pulled back and made one stroke it sent him over the top. He emptied his prostate into her asshole.

When he pulled out starting to soften his cock was covered in shit and blood. “Any time you come to this office or go to the club, you will enema yourself 1 hour before you enter.

Now you will clean your shit and blood from my cock with your mouth.” He flipped her onto her back on the desk and spun her head to his side of the desk. He pulled her bra from her mouth and shoved his cock down her throat while holding her jaw open with his thumb and index finger.

When he was pulling his clean cock from her mouth, he pulled her off the desk roughly and said, “before you go, lick that blood off my desk.”

She hurriedly did and scooped her clothes and left the room carrying them naked to the lobby. Candy met her at the door and whisked her into a private bathroom, behind her desk. She got her into a shower and told her she would be right back.

Jim was surprised when a tiny naked girl came out of Joe’s office door. She had blood trickling down her inner thighs and was crying her make up off. He did not look good at her, but she did not look 18.

Candy re-emerged from the door behind her desk and said, “I will go in and talk to Joe and find out when he will see you.”

She went in for further direction on the young lady. Joe explained about the virgin status and required her to put on a chastity belt. Jim is going to need one as well. You can send him in.

“Tell him to leave his clothes outside and hand him the cage. He can enter once you have given him the cage.” Joe required.

Candy returned to the lobby and Jim was seated in one of the metal chairs, looking at his phone.

“You need to strip and leave your clothes out here.” Candy stated, as she moved to her desk. “I need to measure you for a device.”

She returned with a string and a ruler. He was standing and staring at her.

“Jim, he will not see you unless you are bare ass naked, you owe him enough money, I think I would start stripping and folding my clothes on that chair.”

Jim answered, “You are serious, naked?”

“Yes, I must measure the base of your cock and balls. I will give you a device and a key to take with you.”

He stripped and was beet red as she took the string and wrapped it around the base of his balls and over his cock base.

“126mm” she said measuring the string she pinched where it joined. “That would be a small ring, the 40mm one, like 1.5 inches.”

If possible, he turned redder. She reached in a drawer and handed him a small stainless device with a key sticking out the side on top. It was a ring with a cupped 1″ protrusion out the front. The protrusion was slightly shaped like a circumcised cock head. She opened the door, and he walked into Joe’s office.

Joe left the intercom open so Candy could enjoy the conversation. In his ear was an earbud and he could hear her talking to the girl he had just used about how to keep herself clean while wearing the chastity device.

She would not be required to work until her virginity had been sold. But she needed to train, and Trish held class in the basement of this building everyday at 4pm. She was to start attending tomorrow.

The money from her virginity sale would go toward her parents’ debt. She needed to go now to the piercing studio on 3^rd street and get “The Joe Standard Set.”

Candy then lifted her skirt and showed the girl her piercings. “And both nipples, studs in your tongue.” Joe turned the volume down and looked up from his papers to see Jim’s bald head, did not extend to the rest of his body. He was covered in brown fur.

“You owe me $130,825 right now with interest. Can you pay?”

Jim replied, “I have been giving you as much as I can each 15^th and 1^st from my paychecks.”

“That is just putting you further behind, you can’t cover the interest. You or someone in your place will have to work for me going forward. Do you have any daughters?” Joe asked.

Jim answered, “No, my wife and I have been unable to have children. It is just me and her. If she finds out I owe this much it will probably just be me.”

Joe replied, “You are going to put on that chastity device, go home to your wife, get naked in front of her. Hand her the key with this note. I will know if you look at it before you give it too her and my deal will be off. If she does not agree to work for me, it will fall back to you. I will have my plastic surgeon convert you to a woman and I will pimp you out to who ever will have a vagina with a cock hanging over it. I will have him remove your nuts, put in a cunt and leave your long clit hanging. Do you understand?”

Jim answered, “How does this go on?” “Pull your nuts through one at a time, then pull the head of your dick through and lock the hood over your cock. Candy will do it for you, get out of my office.” Joe said, in dismissal.

As Jim walked out of the office fiddling with the key in the cage a stately older woman, maybe in her 50’s was standing at Candy’s desk talking to her. Jim again blushed as being naked with two fully clothed women. The woman looked at him and told Candy,

“Let Joe know I’ll be in soon. It looks like sissy boy here needs some help with a cock cage. I so love locking little sissies up.”

With that she put her palm out for him to give it to her. She deftly took the key, removed the hood from the ring. “Put your hands on top of your head and watch how this is done. If you fuck this up showing your wife, I expect her to swat your sissy ass. In fact, tell your wife that since Mrs. Finley had to show you that you will take 25 with the cane on each cheek tonight. She must report to little Joey that it was done. Candy gives him the cane to borrow for a day. I believe she has an appointment to meet little Joey.”

She deftly pulled his left testicle through the hoop then the right. Firmly holding the testicles down her fingers underneath pushed up on the ring and she took a finger and pushed the nail down right behind the head and got the first bit of his cock head under the ring. She pinched the head between two fingers and pulled it through. She then took the hood and placed it over the glans and pushed down and back against his scrotum.

Locking the cylinder his cock and balls now made un upside down heart with the silver hood dotting the bottom end of the heart. She swatted his ass and told Candy. “Duct tape the key between his shoulder blades where he can’t reach it. Send the sissy home to grovel to his wife. Joey told me the whole story and the plan.”

Jim got dressed and figured out on the way out. He now had to sit to pee. He also had to clean the urine off his ball sack because the cage spread it everywhere over his sack.

He was sure his wife would leave him before she whored for Joe. He had agreed to at least give her the note. He walked through the door to the house and called out for his wife.

“Bess, where are you?”

He heard, “In the kitchen.” He stripped his clothes off and left them bunched by the door. He had the cane and was naked except the cage covering his cock. When he walked into the kitchen Bess’s head was in the fridge and it looked as though she was chopping vegetables.

He spoke, “Bess, I have a confession and a note.” She turned to see her naked husband holding a bamboo rod about 4 feet long palms up with his arms straight out. Not entirely naked, there was a silver metal device covering his cock and his balls were tight in his scrotum.

“What the fuck Jim, is this some kind of perverted joke?”

“No, please take the cane and this note. Behind the duct tape in the center of my back, is the key to this chastity device. Please read the note and I will try to answer any questions you have.” With shaking hands, she took the bamboo and leaned it against the island. She told him, “Turn around.” She ripped the duct tape off and it came with a wad of his back hair. She tore open the note.