Courtesan

GH, never worry that a segment doesn't work. So far I've NEVER found one. I think that trip with the whole crew will be very interesting and possibly a bit stressful for our Timmy

GH:

I have the same feelings that were already said by Rick R and Titsrfun2.

You are the master story teller and this has been one hell of an adventure for your readers to enjoy. THANKS!
Cuck who loves a creampie.

TrF2, T27 and cuck4one

Writing can be very draining and it is also so subjective in nature that it is often difficult for me (or any other writer for that matter) to judge the quality of the product. If you read it enough times, any sentence will start to sound awkward and clumsy.

As I said earlier, those last passages were important to me. I had been thinking about them for a very long time and I wanted them to work.

Anyway, all of your comments are helpful. I appreciate your support and encouragement. It keeps me writing when I start to get frustrated and tired.

Thank you again

GH

We made a quick stop at Janet Collins' desk so that Elvira could pick up the files on the investors from St. Louis.

While she was doing that I turned to Antoine and Keisha. "So how are the two of you doing? Yesterday when you left our house I thought you might be going directly to a justice of the peace."

Antoine and Keisha smiled. Antoine said, "Timmy we're both still pretty excited. We stayed up all last night talking."

Keisha nodded. "It was fun. We talked about everything. We decided that were not going to get married for at least a year, but Antoine's going to move into my town house as soon as I get back from Evergreen and he returns from Las Vegas."

I looked at him. "Las Vegas? Why aren't you going to Evergreen with us?"

"Well first of all, I have an assignment in Las Vegas. I'm going to be entertaining a rich widow from San Francisco." He smiled. "I've entertained her before. She has a real thing for black men and she loves to play craps. It'll be fun."

Keisha poked him in the ribs. "It better not be too much fun."

Antoine rolled his eyes. "Like you have any reamister to be jealous. You'll be spending most of tomorrow night sucking some middle aged white guy's dick."

Keisha giggled. "We do have interesting jobs, don't we."

Antoine kissed his girlfriend's cheek and then he said, "Timmy there also wouldn't be anything for me to do at Evergreen tomorrow night. This group doesn't have a female associate for me to entertain and Keisha's going to be occupied with her associate for the entire evening. Sometimes I go to Evergreen so that we can put on a sex show after dinner, but I know this group. They like to create their own show."

Next to me Kelly grinned. "Yes they do. These guys can get pretty wild." My wife squeezed my arm. "Timmy honey tomorrow night you're going to see a sex party that's more outlandish than anything you've ever imagined."

I shook my head. "I don't know, that party at our house last Friday night was right out there."

Keisha laughed. "Sweetie these guys are so kinky that they make Gary look like an evangelical preacher."

Mandy shook her head. "I don't know about that, some of those evangelical preachers are pretty kinky."

Kelly giggled. "you're talking about the guys who are fucking the choir director on Saturday night and preaching about fidelity on Sunday morning.'

"And those same guys might be fucking the choir director's wife too." Mandy winked at Kelly.

Tonya laughed. “Mandy that was nasty, very nasty."

Mandy shook her head. "But true Tonnie, very true. Some of those hypocrites are kinkier than we are."

Antoine chuckled. "It's hard to believe that anybody's kinkier than you four."

"But we don't preach about morality on Sunday mornings." As she said this Mandy was poking Antoine in the ribs.

Kelly giggled. "No we give blow jobs on Sunday morning."

Keisha looked at me. "Timmy does your wife give blow jobs on Sunday morning?"

With a perfectly straight face I shrugged and said, "How would I know? Ask her boyfriend."

Everyone started laughing.

Shaking his head Antoine said, "I repeat my earlier assertion. It's hard to believe that anybody is kinkier than the four of you."

It had just taken a moment for Elvira to get the files from Janet Collins, so for the past two minutes we had been talking while we were slowly walking. When we came to the door that led into the hallway where the hostesses had their offices I noticed that it now had an enameled sign on it that read, Project Promotions Section.

Kirby opened the door and held it for all of us. There were six doors in this back hallway, three on each side. The middle door on the right was Kelly's office. The last door on the left was Mandy's office. Although I'd never been inside it, I knew that the last door on the right was Tonya's office.

Tonya opened the middle door on the left and walked inside. We all followed her. It was an office about the same size as Kelly's and Mandy's only in this office there were three beautifully finished mahogany desks. One on the left, one on the right and one straight across from the door. The desks were set on six by nine oriental rugs. The rugs created the feeling that each desk was in it's own space. It was a clever decorating concept.

There were two elegantly framed color photographs on the wall behind the desk on the right. One was a picture of the battleship Missouri and the other was a picture of Old Iron Sides, the U.S.S. Constitution. I assumed that this was Kirby's desk.

Behind the center desk there were two prints of Modigliani nudes. I assumed that this was Elvira's desk.

I turned and looked at the desk on the left. I smiled. There were two framed black and white photographs on the wall behind it. One was a picture of John Steinbeck. The other was a picture of Gregory Peck portraying Atticus Finch in the film of "To Kill A Mockingbird".

Next to me Kelly said, "Do you like them Timmy. I picked them out for you myself."

I nodded. "Yes Kel, I like them very much, thank you. Kelly knew that my favorite author was John Steinbeck and my favorite character in all of literature was Atticus Finch.

Tonya took the files from Elvira, walked over to my desk and set them on it. "Timmy you sit here." There was a lap top computer on the desk. She pointed to it. "This is your computer." She nodded towards a table to the right of Elvira's desk. A wireless printer was sitting on it. "It works with the printer over there."

Looking at everyone she said, "I know that we're all excited about the events of the last two days. I'm certain that every one of us would like to spend the rest of the afternoon sitting here talking. I know I would. Unfortunately we can't. We don't have the time. Martin, Wendell and John are relying on us to help them raise the capital for their new project. We're entertaining an important group of investors tonight and another important group tomorrow night. We have to be sure that everything is ready. Antoine, you need to make sure you have everything you'll need for Las Vegas."

Antoine laughed. "With this lady, everything I need is tucked safely away in my boxer shorts."

Shaking her head Tonya sternly said, "Go get packed. You're on a 7:00 AM flight tomorrow morning. You'll need a dark gray business suit, a sports jacket and slacks and at least three dress shirts. You'll also want to bring the upscale jewelry. This woman doesn't want ghetto, she wants style. Subdued elegance is the theme for your trip. Keish, go with him and make sure he packs the right clothing."

Keisha patted Antoine's butt. "Come on babydoll let's get you packed for your trip."

Antoine spun around. "Babydoll? That's Timmy not me. You're going to have to find another term of endearment for me, because I am not going to answer to Babydoll."

As they walked out of the office Keisha said, "How about sweetie pie?"

"That ain’t going to work either." Antoine was shaking his head.

"How about sugar."

"Ooo now that works. Any time you call me sugar I'll definitely answer."

"All right sugar, let's get you packed."

All six of us were smiling as they disappeared into the hall.

After they were gone Tonya looked at us and said, "I have to teach Timmy how to write the reports and then I have to show Ellie how to access the inventory for cocktail dresses, bikinis, lingerie, costumes and accessories that are already at Evergreen. After that I'll show her how to look up the notes that I made after the previous times we've entertained this group and we can decide if we need to bring any additional clothing or costumes with us."

"Tonnie." It was Kelly.

"What Kel?"

"I now how to write the reports, so does Mandy. We don't have anything to do. Why don't we help Timmy while you work with Ellie and Kirby."

"That's a good idea Kelly. If we can get everything done, maybe there will be enough time for all of us to have dinner together at the Goldenrod Supper club before we have to go to the Calvert."

Mandy giggled. "I wonder if they'll let Timmy in, I heard he got into a fight the last time he was there."

"It's true, I was there. He smashed up the bar and nearly put two guys in the hospital." Kelly was grinning at me.

GH you are on a roll - these "transition" segments are truly a work of art.
Thank you.

P

Gosh GH, Antoine and Keisha - who'd of thunk it? You, obviously! Got to read a very nice chunk of the story in one sitting, up thru 10/14, and as frustrated as I am about falling so far behind, I have to admit that I love reading it in larger segments.

Your tale flows so smoothly between hot sex, warm, loving emotional scenes, and stressful or even painful scenes of discovery and acceptance that it just amazes me each time. The great characters and tremendous and careful craftsmanship of the author make it happen. Thanks for sharing with us!

By the way, Mandy's parents are a great side-story!

GH. Ive read several of your stories over on literotia. Love them. Characters are as ever too good to be true, and thats what makes it so heartwarming. And did I mention the sex is great too?

MyKey

Timmy27

Thanks, the transition segments are maybe the most fun to write.


Storm

Thank you, as always those are kind words. The segments about Mandy's parents were fun to write. I am very tempted to give them their own story in the future, but I have several other projects to complete before that. Particularly this story, which is again starting to weigh me down.

mykey

It's nice to hear from you. I appreciate your taking a moment to tell me that you're enjoying my stories. That encouragement keeps me writing.

Thank you

I have three segments to post. It may take me a few mintues. I have to do a final proof on all three as I post them.

GH

Tonya laughed. "I think it's time for all of us to get to work." She looked at Kirby and Elvira. "Let's go to my office and leave our silly friends here."

Mandy flashed Tonya a look of mock indignation. "Silly? I'll have you know that Ms. Mamister, Mr. Jamiemister and I are paragons of decorum and solemnity. In fact people who know us well often refer to us as Ms. Prim, Ms. Proper and Mr. Staid."

"Mr. Staid?" Kirby was standing behind Tonya with a grin on his face.

I looked at him and shrugged.

Kelly giggled. "Timmy, when you write your autobiography you can entitle it, 'The Strange Case Of Dr. Dicklet and Mr. Staid.'"

All five us started laughing. After a moment Tonya shook her head. Still giggling she said; "Kirby, Ellie we'd better get out of here before Prudence Prim and her two sidekicks decide to get even more serious."

She paused for a moment and then she looked at Kelly and Mandy. "You two still have copies of some of my old reports, don't you?"

Mandy nodded. "I've saved all of them."

"So have I." Kelly was also nodding.

"Show Timmy some of the recent ones. That's the form I want him to follow." Tonya turned to me. "Timmy, when you finish a report I want you to print out three hard copies. Keep one for your own files and put the other two on Ellie's desk. Ellie, you should file one copy and give the other copy to the hostess who's scheduled to entertain that associate. Timmy I also want you to email a copy of each report to me and then save your reports in a file on your computer. There are number of associates that we entertain on a regular basis. These men are JTandR's biggest investors. If we maintain good records we can stockpile a wealth of information about the firm's most valued clients

"I understand Tonya. I can do that."

She smiled. "I'm really excited about this. Timmy, I think you have the s******* to generate excellent reports. The more information we have about the men we're entertaining, the better the experience we'll be able to give them." Tonya paused for a moment and then she said, "All right everybody, let's get busy. We have a lot to do this afternoon."

As soon as Tonya, Elvira and Kirby were gone Kelly said; "Timmy, Mandy and I will get some some of Tonya's most recent reports while you pull your two extra chairs around behind your desk.”

They were gone for a minute or two. By the time they returned I had the chairs in place. We sat down and went to work. I write a lot so I'm a good typist. With Kelly and Mandy's help it only took about an hour and a half to complete the four reports about the associates the girls would be entertaining at the Calvert that evening.

Once those reports were finished Kelly and Mandy both stood up.

Kelly smiled and said, "Timmy, I think you understand what Tonnie wants. Mandy and I both have errands to run. You can stay here and start working on the reports about the associates that we'll be meeting at Evergreen tomorrow afternoon. We'll be spending more time with those men, so we'd like the reports to be more detailed."

She glanced at the clock on the wall. "It's 2:30, we're having dinner at the Goldenrod at 6:30. We'll be back here by 5:00."

I looked at my wife. "Tonya wasn't sure we'd have time to eat at the Goldenrod."

Kelly smiled. "She was just trying to get us moving. Besides, If I'm going to spend the evening partying with a middle aged man from St. Louis, I'm going to have a nice dinner first."

Mandy laughed. "So am I."

Grinning at me Kelly said, "Timmy honey, sex is much more fun when you're well fed and feeling content."

I laughed. "Then we'd better make sure that the two of you get dinner."

Kelly and Mandy nodded their heads and then they both kissed me. As they hurried out the door Kelly called to me, "Timmy we'll be back in a couple of hours."

As soon as they were gone I opened the folder containing the background information about the investors from Boston and started to read. There were four of them.

They're business partners and extremely close friends. In financial circles they had a reputation for being bold, ruthless, hard driving wheeler dealers. All them led lavish almost ostentatious life styles. They owned penthouse condominiums, drove exotic sports cars and were all divorced and remarried to much younger trophy wives. Gambling was a passion for them and several times a week they played golf for ridiculous sums of money.

As I read further it was quickly apparent that they're exotic unrestrained way of life extended to their sex lives. Antoine, Kelly and Keisha hadn't been exaggerating. These four men were kinky.

Actually kinky may not have been the correct way to characterize them. They were kinky, but not outrageously so. From the reports it appeared that it was the way they interacted with each other when they partied that created the atmosphere of unrestrained debauchery.

These were men who had enjoyed unbelievable financial success. Their successes had caused their self confidence to mushroom to a level that approached arrogance. The combination of their extreme self assurance and their deep friendship for each other allowed them to engage in sexual role playing games that most men would be too inhibited to even consider.

At first glance all four of the investors appeared to be typical macho domineering businessmen. For three of them this initial impression was accurate. Brad Cameron, Tyler Greer and Jamister Foley were dominant men. They enjoyed being in control. They loved receiving pleasure from a woman and they were almost competitive about their sexual prowess and conquests they'd made.

The other partner was the complete opposite. In his private life Donald Kline was a masochistic submissive cuckold. His much younger wife, Michelle was his goddess. She ruthlessly dominated him, humiliated him and denied him sexual pleasure while she openly dated other men. The men she dated included her husband's three business partners.

Apparently Michelle loved group sex and her husband's friends were very willing to accommodate her desires. According to the report all three of them took great delight in tormenting and teasing Donald while he submissively watched as they partied with his wife.

When I read this, I chuckled. As a submissive masochist I understood that Donald probably enjoyed those parties every bit as much as his wife and his friends.

With more than a little trepidation I also realized that at Evergreen tomorrow night I was going to be making my debut as Bunny the slave in front of three men who were very experienced and adept at taunting and humiliating a submissive masochist.

As I thought about this, I began to consider the possibility that it might be more than just a coincidence. I didn't doubt that these four men were important investors for JTandR's latest project. They were obviously wealthy men who were willing to take significant risks with their money. While I didn't question Martin's interest in trying to keep these men happy, I did wonder about the timing of the party.

I understood Martin's desire to have me play the role of a slave at some of his sex parties. He was trying to create an atmosphere of free spirited fantasy. I also realized that after my display of jealousy during our previous meeting, he probably still had concerns about my ability to control my emotions when I was with my wife while she was partying with another man.

I began to suspect that tomorrow night's party was partially a test for me. I wasn't offended. In fact as I thought about it, I had to agree that it was a good idea. These men were regular investors, good friends and sexually very sophisticated. If I did lose my cool and make a scene; Tonya, Keisha and Martin could easily explain the situation to them and keep the party from getting ugly while Kelly and Mandy helped me get my emotions back under control.

I was confident that there wouldn't be an incident. The events of the past several days had helped me to better understand my wife and our new lifestyle. Still I was glad that I'd been able to read the report. A little forewarning always makes a potentially difficult situation easier.

I glanced at the clock. It was almost 4:00. If I was going to be finished with my work by the time Kelly and Mandy returned I was going to have to get busy. I quickly wrote a short outline of each man's interests and background. Once those were completed I did some Internet research and put together a brief description of each of Boston's professional sports teams. All four men were avid sports fans. I was quite certain that the girls could easily fill any awkward moments that might arise with questions or comments about the Red Sox, the Patriots, the Celtics or the Bruins.

I was just finishing printing the copies of my reports when the office door opened and in walked Kelly and Mandy. Kelly was carrying a garment bag. She smiled at me. "Hi Timmy, did you finish your reports?"

"Yes, I was just printing them."

"Good, As soon as you're done meet me in my office. It's time for us to get ready to go to dinner."

Kelly and Mandy both turned and disappeared out the door.

GH,
I'm stuck again for words. Thanks, this is such an epic story. Bliss ..

WOW life is going to be very interesting for our friend Timmy. Thank you for a truly great set.

Good Husband

WOW What a series of Posts.

Timmy's life has definatly changed! I also think Timmy and Kel are growing as a couple also!

Cannot wait till the next post of this story. Going out dinner,Kel coming home and the trip to Evergreen. And O of course, Timmy getting his car.

Again thanks so much

Meijer

Hmmmm.......... sounds like the young cuck will be in for an exciting time!
Cuck who loves a creampie.

Peak

As always thank you for your words of support.

Timmy27

I think it's about to get even more interesting.

Meijer

It's nice to hear from you. I always enjoy reading your comments.

Cuck4one

Yes, I hope that the next 48 hours will be very exciting for Timmy.

Gentlemen

Thank you for taking a moment to leave a comment. I really do apreciate them.

GH

And now two more segments.

I'm still not very s*******ed at shaving my legs and pubic area so my shower and shave took me almost a half hour. After I was finished I quickly dried off and left Kelly's bathroom.

Kelly and Mandy were sitting in the chairs in front of Kelly's desk. They were reading the reports we'd written earlier today about the men they'd be entertaining later in the evening. They had of course helped me write them, but I suspected that they were now reviewing the key details. Both women were professionals. They were very serious about their jobs.

They were dressed only in their lingerie. I noticed that Kelly was now wearing the ivory set that she'd described earlier. It was a very sexy outfit. Kevin was a lucky man.

When they heard me step out of the bathroom they both looked up. As soon as they saw me they smiled. I was suddenly very conscious of the fact that I was naked. In tandem they set down the reports they'd been reading and stood up.

As they walked over to me Mandy said, "My my, he looks absolutely delicious. When he's freshly shaved his tiny penis looks just like a little toy."

Glancing at Kelly Mandy said, "May I?"

My wife smiled. "Feel free."

Staring into my eyes Mandy gently placed her fingertips on the base of my neck near my shoulder. As she traced a line along my collarbone to my throat she said, "You like being a slave don't, you Bunny."

There was something about the tone of Mandy's voice that made my body tingle with excitement. It was alluring, almost irresistible, but I also sensed hint of malice.

I was almost afraid to reply, but I did. "Yes." My voice was a whisper.

"Yes what? Tell us Bunny. What do you like?" It was Kelly. She had moved closer and was now caressing my lower back.

"I like being a slave."

"Who's slave Bunny? Who do you belong to?"

The air was now filled with sexual electricity. Breathlessly I answered my wife. "You Ms. Mamister. I belong to you."

"That's right Bunny, you belong to me and as your owner I expect you to also serve and obey Ms. Wells, Ms. Lewis, Ms. Adams and Ms. Higgins. Do you understand me Bunny?" Kelly's voice was laden with determination.

My heart was pounding at a frantic pace. Neither wanting nor daring to challenge Kelly I obediently said. "Yes Ms. Monroe, I understand."

Mandy reached down and squeezed my now erect penis. "Your slave seems to be very pleased about his new duties."

Kelly grinned. "I would have been shocked if he'd reacted any other way. He loves the four of you."

Mandy gave my penis another squeeze. "And we love him too. I think it's time for us to give him his present."

Kelly nodded. "I agree, did you bring it with you?"

"Yes, it's on your desk next to the garment bag. I'll get it."

I watched with curiosity as Mandy walked over to Kelly's desk and picked up a small black plastic bag. As she returned I noticed that the name Sex Land was printed in garish pink and gold letters across the front of the bag.

Sex Land was a large store on the edge of downtown that specialized in sex toys, exotic lingerie and adult films. While we were in college Kelly and I visited the store several times. We were students, we didn't have any money, so We couldn't afford to buy anything. We just enjoyed looking at the amazing array of dildos, rubber pussies, whips, handcuffs and all the other incredible devices that had been created to fuel different people's imaginations.

Mandy opened the bag and took out a box. I gasped when I saw the name CB6000S on the front of the box.

Looking at Kelly with alarm I said, "This isn't necessary."

She shook her head. "Timmy, I disagree. I think it' s absolutely necessary."

"But why? All you have to do is tell me not to masturbate. You know that I would never disobey you."

Kelly nodded. "Yes Timmy, I do know that you would never disobey me; but that doesn't matter. Without the cage, the decision to obey or disobey me is your choice. You maintain final control over your freedom to have orgasms. Even though I am absolutely certain that you would never do it, you still could choose to masturbate. After I lock your penis in this chastity cage, your power to choose is gone. You have to obey me. I hold the power to decide when you're allowed to cum."

Staring into my eyes, my wife said; "Timmy, just thinking about holding that power excites me."

Still holding my erect penis with one hand, Mandy picked up Kelly's hand and guided it to my left nipple. Kelly grasped the nub between her thumb and her forefinger and began to slowly twist it. As she twisted, I felt the pain starting to grow.

I bit my lip.

Mandy placed her lips against my ear and whispered, "Your mistress is giving you pain. Doing it excites her. Submitting to her, allowing her to give you pain excites you; doesn't it Timmy."

Breathlessly I said, "Yes it does."

"Timmy, both of us are submissives. We're slaves. It's our nature and our destiny to surrender power to our superiors. Controlling your power to have orgasms will please your mistress. Do you really want to deny her that pleasure."

I slowly shook my head. "No I don't."

"Admit it Timmy. Admit it to me, Admit it to your mistress and most of all admit it to yourself. Surrendering that power will excite you just as much as wielding the power will excite Ms. Mamister, won't it Timmy."

In a barely audible whisper I answered, "Yes."

Kelly relaxed her grip on my nipple. Instead of twisting it she was now gently caressing it. As she caressed me she said in a loving voice, "I promise to be very attentive to your needs. Tonight when we get home I'll take the cage off and we can make love like we always do."

I nodded.

She continued; "But tomorrow, after we get to Evergreen, I'll put it back on you again. I'll do it because as your owner, it's my prerogative to do it. You understand that don't you Timmy."

"Yes."

Still gently holding my penis, Mandy said; "Timmy I want you ask Ms. Mamister to put the cage on you. That will show her that you're willingly surrendering this power to her."

Again I nodded. I was very nervous, but I was also extremely excited. In truth I'd been fantasizing about this moment for several years. Deep down inside I knew that I wanted this, but I still had to resist. Surrendering control over a portion of your life as significant as this one is not done lightly."

"Do it Timmy, you know you want to." Mandy was prodding me.

I trusted Kelly, I trusted her implicitly. I also knew that this wasn't an irreversible decision. Locks could be cut. Still, it was scary. If I ever had to have the lock cut I would feel like I was symbolically severing the bond of our marriage.

Mandy was right, I wanted to do it. I was scared, but I was also as excited as I had ever been in my entire life. I was a submissive masochist and this was a major declaration of my subservience.

I gathered my courage, Took a deep breath and looked into my wife's eyes. "Ms. Mamister would you please lock my penis in the cock cage and hold the key."

Kelly smiled. "Yes Timmy I would be happy to do that for you."

Mandy walked over to Kelly's desk and opened another shopping bag. She removed one of those chemical ice packs that athletic teams use on the sidelines during games. After pressing on it to break the barrier that separated the chemicals she shook it, waited for a moment while the chemicals reacted to each other and then she walked over to me and placed the cold pack on the base of my erect penis.

It was cold, very cold. My erection quickly began to wilt.

While Mandy was holding the ice pack against my cock and balls Kelly opened the box containing the CB6000s.

Suddenly I was curious about the s. I'd of course read about the CB6000 on the Internet. It was quite well known, but I'd never heard of a CB6000s. I decided to ask Kelly. "Ms. Mamister what does the s after the CB6000 stand for?"

Mandy answered. She was giggling as she said, "The s stands for short. This is a cock cage for men who are smaller than the norm."

Suddenly I felt horribly embarrassed. I bit my lower lip and closed my eyes.

Kelly noticed the change in my mood and asked, "Timmy honey, what's the matter?"

"Nothing."

Kissing my cheek she said, "Babydoll, something upset you. Please tell me what it is."

I took a deep breath. In a very quiet voice I said, "Having to wear a cock cage is humiliating, but having to wearing one built especially for inadequate men feels like the ultimate indignity."

Kelly smiled at me. "Sweetheart, you do have a tiny penis, but that doesn't make you inadequate. I love your little cock. I love sucking it and I love the way it feels in my pussy and my ass. Yes, I fuck lots of other men, but that has nothing to do with the size of your cock. Chris has a great big cock and if I was married to him I'd still want to fuck other guys."

She paused to kiss my cheek again and then she said, "Your cock is and always will be my favorite. It's my favorite because it's yours and I love you."

Holding my face in her hands Kelly started into my eyes and said, "Timmy if I could only have one cock for the rest of my life, I would choose yours. Please never forget that." She kissed me hard on the lips and then she released me and smiled. "Okay?"

I smiled back at her and said, "Yes, but it's still embarrassing."

Kelly took the chastity cage out of its box and held up the clear plastic penis sleeve. After examining it she said, "It doesn't say CB6000s anywhere, so no one will ever have to know."

Still holding the cold pack against my cock and balls Mandy said, "And we promise to never tell anyone."

I laughed. "All right."

"Can we put it on you now?" Kelly was holding a plastic open ended ring in her hand.

I nodded. "Yes, go ahead."

"Mandy, do you have the lube?"

"Yes." Mandy went back to Kelly's desk and reached into the bag that had held the cold pack. She took out a small black plastic tube. It was labeled, Magic Moment Silicone Lubricant. When she returned she dribred several drops of the lotion onto my penis and gently rubbed it into my skin. My shriveled cock was still too cold from the chemical ice pack to respond to her touch.

As soon as Mandy was finished Kelly said, "Hold still now Timmy." She placed the open ended plastic ring around the base of my cock and balls and then produced two more plastic pieces. They were identical except that one of the of the pieces had two plastic pins extending from it while the other piece had two holes in the places corresponding to the pins. She pushed the two pins through two holes in each side or the opening at the top of the plastic ring and then through the two corresponding holes in the other piece. This created a a full ring of plastic that securely bound the base of my cock and balls.

Kelly slipped the plastic sleeve over the shaft of my limp penis. Holding it in place she looked at Mandy and said, "We need a locking pin with a spacer about this size

Mandy looked in the chastity cage box and selected a pin and a spacer. As she handed the two pieces to Kelly she said, "These look about right to me."

Kelly handed the cock sleeve to Mandy and slipped the pin through a hole in the pieces that formed the top of the ring binding my cock and balls. I noticed that a small hole had been drilled through the tip of this pin. Once the pin was in place she slid the other piece, a short plastic cylinder over it and then she took the plastic cock sleeve back from Mandy, fitted onto the locking pin and slid it back until the small spacer stopped it. The hole in the tip of the locking pin now just extended through the cylinder at the base of the cock sleeve.

looking up at me, Kelly asked, "Timmy does that feel comfortable?"

I smiled at her. "I'm not sure comfortable is the right word, but it doesn't seem to be rubbing me anywhere, and it doesn't hurt."

"Are you sure?'

"Yes I'm sure."

Mandy handed a small gold padlock to Kelly. It was open.

Kelly pushed the shackle through the hole in the tip of the locking pin, looked into my eyes and lasciviously licked her lips. I could see that she was aroused. She took a deep breath and then she snapped the lock shut.

In a voice laden with excitement she said, "Timmy thank you for letting me do this. It really does excite me."

I smiled at my wife. "It excites me too Ms. Mamister."

Then I watched as my wife walked over to her desk, opened her purse and dropped the key into it.

Gulp ..

not sure is should lucky guy or feel sorry for him. For sure our Timmy will be in for a rough few days. Great job GH. Also you always seem to know where to stop to create another little cliff hanger.

Peak

What the use of writing a cuckold story if it's doesn't include a male chastity device?"

Timmy27

One man's rough few days is another man's heaven

As always, thanks for the comments

GH

These current segments are the longest transition segment I have ever written. It takes a long time to wrap up a story as lengthy as this one

Kelly glanced at the clock. It was just after 5:30. "If we're going to get to the Goldenrod by 6:00 we'd better finish getting dressed and go.”

Mandy nodded. As she hurried out the door she said, "I'll put on my suit and be right back."

As soon as she was gone Kelly turned to me. "Timmy your clothes are in the garment bag. Hurry and get dressed while I touch up my makeup and put on my suit."

I was tying my necktie and Kelly was putting on her skirt when Mandy returned. She laughed when she saw that we still weren't ready. "You two are even pokier than Antoine and Keisha."

As she straightened her skirt Kelly asked, "Are they ready to go?"

Mandy nodded. "They're already on their way to the elevator with Tonnie, Ellie and Cookie."

Kelly put on her suit jacket. "Come on Timmy, we have to hurry. If we're late for dinner, it'll be a month before Tonnie, Keish and Antoine let us forget about it."

Mandy opened the door to the hallway. She was laughing. "That's only because we give them so much grief when they're late."

Giggling, Kelly picked up her purse and followed Mandy out the door. "Yeah, so what's your point." As they disappeared into the hall I could see Mandy holding up her middle finger.

I shook my head, picked up my sports jacket and raced out the door behind my wife and my very good friend. By the time I caught them they were already in the elevator alcove. As we waited for the elevator I asked, "How are we getting to the restaurant?" I assumed that we were either going in Kelly's Mercedes or Mandy's Jaguar.

The elevator arrived. We stepped inside. After the doors closed Kelly smiled at me and said, "You're driving us of course.'

I looked at her. "Me? My little Ford is still at Kirby's store."

Mandy giggled. "Timmy honey your old car is now on the used car lot at the Beckwith Auto Mart. We're going in your new car."

I smiled. With all the excitement about my new job, Kirby and Elvira getting hired and of course the chastity cage, the new car had completely slipped my mind."

The elevator doors opened to the lobby of the Whetmore Building. As we stepped out I suddenly had a concern. "What about insurance? I haven't signed any papers."

Kelly patted my shoulder. "It's all right Babydoll. I took care of everything. We just transferred the insurance from your old car. Remember, I bought your Focus for you. The title was in my name."

"Is the title for my new car in your name?"

"Yes it is, but when we get back from Evergreen we can transfer it to your name."

As we walked across the marble floor of the Whetmore Building's huge foyer I had a very kinky idea. "Ms. Mamister, I don't think we should do that."

Kelly looked at me with a puzzled expression. "Why not Timmy?"

I smiled at her. "I'm your slave. A slave really shouldn't be permitted to own a car. You should just allow me to use your second car."

Giggling my wife said, "Timmy your getting to be even kinkier than Mandy and me."

Mandy laughed. "He's my protege. I've been teaching him. It appears that I've done my job well. The student is surpassing the master."

I smiled at Mandy's joking compliment and then I said, "Actually Ms. Mamister, I think it would be really hot if you owned everything."

Mandy grinned. "That's my boy."

Kelly shook her head. She was smiling. Suddenly she stopped walking and her smiled turned into a frown. She thought for a moment and then she said, "Timmy that's a really sexy idea, but I'm not sure it's a good one."

I looked at her. "What do mean?"

"What if something happens to us? Timmy we play a dangerous game. I relax with other men. What if I fall for one of them or you finally get tired of being a cuckold slave and decide to leave me? What if I get *******ed in a car accident? Babydoll, I love you so much. It's important for me to know that no matter what happens, you'll always be financially secure. If I own everything and something happens to me you could end up with nothing."

Mandy picked up Kelly's hand and patted it. "Kel, you have to be the sweetest dominatrix I've ever met."

Kelly and I both laughed.

Mandy shook her head. "No, I mean it. Timmy you really were lucky when you found her" And then with a hint of sadness and envy in her voice she added, "And Kelly won the lottery when she found you Timmy."

Kelly held on to Mandy's hand while she picked up my hand with the other one. She gave both of us a gentle squeeze. Nothing was said. Nothing needed to be said. All three of us could sense the growing emotional bond that was gradually pulling us together.

Just as the silence was about to become awkward Mandy said, "You don't have to worry about that Kel."

Kelly looked at Mandy with a puzzled expression. "I don't understand."

"Everything being in your name if something bad should happen, like the two of you getting divorced or you getting *******ed in a car accident."

"Why not?"

"For the latter case, all you need is a will and an emergency bank account so that Timmy has some money to live on while the estate is finalized."

Nodding Kelly said, "Okay, but what about divorce? What if some day I go completely bonkers and really do decide to leave Timmy for a hot stud with a big cock."

"I don't think you'll ever do that."

"I don't either, but what if I do?"

"The same emergency bank account should only be in Timmy's name. That will insure that he has money to live on until the divorce is finalized."

Kelly thought about that for a moment, then she said; "All right, that will protect him in case I lose my mind and turn into a vindictive bitch."

I shook my head. "I don't really think we have to worry about any of this."

Sighing, Kelly said; "No Timmy we do. I think it would be really hot if I owned everything, but I couldn't enjoy it unless we knew that we had provisions protecting you in case something bad happens to us."

"Kel, you don't have to worry. As long as Timmy has a reserve bank account he will never be hurt financially." Mandy was looking at both of us.

"But what about divorce?"

"Kel, both my mom and my dad have told me about their divorce. This is a no fault divorce state. You don't have youngren. There would be an equal split of your assets. These days, unless there's a custody issue, the courts don't care about the circumstances that led up to the divorce.”

Mandy smiled. "I was eighteen by the time my mom and dad's divorce was finalized. Custody and young support weren't issues. My dad's lawyer had pictures of my mom in a hotel room with five men. In one of the pictures she has a cock in her pussy, one in her mouth and she's jacking off a third guy. She still got a fifty fifty split of their assets. My dad's lawyer didn't even bother to introduce the pictures as evidence."

"So you're saying that regardless of what happens, Timmy will end up with half of our assets?"

"I think that's right, but it might be a good idea to ask Martin to check with the firm's legal staff."

Kelly turned to me. "Timmy, do you really want to do that?"

I smiled at her. "Do you?"

Kelly took a deep breath. "Timmy I think it would be unbelievably hot."

"If it doesn't work can we go back to what we do now?"

“Of course we can." Kelly laughed. "You know I already handle almost of of our finances."

"I know you do." I paused for a moment to think and then I said, "It really would make me your slave. I think we should try it."

GH, I think you may have created a difficult legal precedent here. If Timmy believes his balls belong to Kelly, and then Kelly divorces him, he only gets 50% of the assets ... Or is that what habeus corpus is all about ..

AND two passages and not one mention of the key ! You are getting worse than Stormy ..

Finally got caught up again GH. I really like how you've made sure to tie up all the loose ends that might have been troubling our Timothy. You've done an excellent job with this story and I thank you.

TrF2

Peak

At least he'd get to keep one testicle. What would to happen to his dick?

Also, I'm older than Stormy so I have an excuse and I will get back to the key.

Trf2

Thanks, I'm finding that in a story of this length there are a lot of loose ends to tie up.

Both of you thanks

GH

I am about to post three segments. One long one and two short ones. I considered not posting the long one. but decided to do it.

The central male figures in all of my stories are submissive, but they are not weak and they are not wimps.

In my first story. "Brenda and Bobby" (Actually "Emily" was my first story, but it was rough and not well put together. I have found a copy of it and I may rewrite it and repost it at some time in the future). Anyway, I count "Brenda and Bobby" as my first story and in that story Bobby says, "I may be my wife's wimp, but I sure as hell am not anyone elses."

That distinction is important to me. Submissive men surrender their power to a dominant woman because they choose to do it, not because they're powerd to do it.

GH

It was only five minutes to six when we walked out of the Whetmore Building, but it was already dark. Daylight savings time had ended on the previous Saturday. The sun had been down for an hour.

As soon as we felt the chilling bite of the blustery November wind we started to hurry. As we traversed the block and a half to the entrance to the parking ramp I glanced across the street. Smithmister Jewelers was just closing. Tomorrow it would be two weeks since that fateful night when I stood freezing in the alcove of that store waiting so that I could follow Kelly to what I was certain was going to be a meeting with her secret lover.

That night I had been convinced that my marriage to the woman I deeply loved was about to end. I couldn't have been more wrong. The events of that night and my ensuing discoveries didn't lead to the dissolution of our marriage, they led to it's rebirth.

Those discoveries also brought a new life for Kelly and me. It was an exciting life that included a wonderful group of new friends and a variety of fabulous opportunities. As we hurried along, Mandy holding on to one of my arms and Kelly holding on to the other; I smiled, life was good.

We entered the parking ramp and rode the elevator to the third level. We stepped out as soon as the doors opened. I saw it immediately. It was parked next to Mandy's Jaguar. Shiny, new and bright red; it was beautiful. I quickly walked to it. Kelly and Mandy were right behind me.

I stopped next to the driver's side door and ran my fingers along the side of the car. The paint was smooth and unblemished. I looked inside and saw the luxurious black leather interior.

Kelly handed me the keys. "Open it up Timmy, get inside. It's yours?"

I turned to her with a smile. "I thought it was yours."

Kelly shook her head. "No babydoll, that's just a game. The title might have my name on it, but this SUV will always belong to you."

I glanced at the key ring. In addition to the car key I noticed that Kelly had also attached a house key and what I was quite certain was a key to the office that Ellie, Kirby and I shared. I chuckled, there was one key that was obviously missing. I grinned at my wife. "I see that you provided every important key but one."

"That key stays in my purse." Kelly giggled. "This SUV may now belong to you, but your dick will always belong to me."

Laughing I said, "I think I might have been better off buying a bicycle and keeping my dick."

Kelly shook her head. "It wouldn't have helped. You just would have ended up peddling around the city with your pee pee in a cage." She playfully patted my butt. "Get in the car slaveboy, it's time to drive your goddesses to the restaurant."

I looked at Kelly. "Goddesses? I thought Mandy was a slave just like me."

"In our new household she's a slave to me, but she's a goddess to you."

As Mandy slid into the backseat of my new Escape she said, "Bunny I'm sure you'll agree that there's something about a female led household that just feels right."

It was a short drive from the Whetmore Building to the Goldenrod Supper Club. When we were a block away I started looking for a parking place. Kelly noticed what I was doing and said, "Timmy honey, just pull up in front of the restaurant. Jeff will park your car for you."

"Isn't valet parking kind of extravagant?" I was raised to be careful with money.

Kelly smiled. "Timmy honey, today you started working at a job that pays you a salary of one hundred thousand dollars a year plus bonuses. Mandy and I both earn three times that amount. The three of us are planning to live together. Our joint household income is going to be substantial. We can afford valet parking."

I nodded. "Sorry, it's in my nature to be frugal."

Laughing Kelly said, "It certainly is and it's an admirable quality. It's one of the reamisters that you're going to be running our household. Nonetheless, we are wealthy and Mandy and I are going to see to it that all three of us enjoy the benefits of our good fortune."

I pulled up to the curb in front of the Goldenrod. As soon as we stopped the valet was opening the passenger side doors for Kelly and Mandy. As they stepped out of the car he said, "Good evening Ms. Mamister and Ms. Wells, it's nice to see you again. Welcome to the Goldenrod."

I was walking around the front of the car. Kelly gestured towards me. "Jeff, do you remember my husband, Timothy Jamiemister? He was here with me a little over a week ago."

Jeff nodded. "Oh yes, I remember your husband. Everyone at the Goldenrod remembers Mr. Jamiemister." He smiled at me. "Good evening Mr. Jamiemister, it's nice to see you again."

Smiling I said, "Thank you Jeff, I'll try to avoid making a scene tonight."

Jeff shook his head. "No Mr. Jamiemister, all of us are glad that you did that. The man was a rude bully who enjoyed insulting and tormenting the staff here. Everyone who works at the Goldenrod was ecstatic when you put him in his place. He hasn't been back since that night and none of us miss him."

I wasn't quite sure how I should respond to Jeff's comment. I disliked bullies, but to me challenging them was an evil necessity and not something to be proud about. Earlier that day Mr. Jackmister had commented that I didn't seem to be afraid of anything. I had facetiously told him that I was afraid of spiders.

In fact that was a lie. I was afraid of lots of things. I just refused to allow my fear to keep me from doing what I believed was right.

I've always been a skinny little wimp. In high school all of my friends were skinny little wimps just like me. One day, during my junior year, five of us were eating lunch in the cafeteria. We were minding our own business when Jerome Tichman and two of his buddies walked up to my friend Ricky Paulmister and demanded the cookie Ricky had on his tray.

An overweight, loud mouthed senior; Jerome was the right offensive tackle on our not very good football team. That was his one and only claim to fame. Ricky was a timid, scrawny little math and computer wizard who just wanted to be left alone. It had taken almost our entire sophomore year to convince Ricky that it would be safe for him to eat his lunch with us in the cafeteria.

I took a quick look around. Two tables away a group of four senior girls were quietly eating lunch. Jerome kept glancing in their direction. I immediately understood. Jerome didn't care about Ricky's cookie, he was trying to impress the girls by humiliating Ricky.

I knew it wouldn't do any good, but I told Jerome to leave Ricky alone. Jerome laughed and in a loud voice told me to shut the fuck up or he'd take my cookie too.

Now everyone was watching us.

I stood up. Jerome was a half a head taller than I was and outweighed me by at least a hundred pounds. I was terrified, but I wasn't going to let Jerome humiliate Ricky. At least he wasn't going to do it without a fight.

Jerome stared at me for a moment and then he asked me what the fuck I was going to do.

I again told him to leave Ricky alone.

Sneering at me Jerome reached for Ricky's cookie.

I punched him in the nose. I may have been small, but I was quick. The punch took Jerome by surprise. He dropped to his knees in tears. Blood was running down his chin. His two buddies stepped forward. I put up my fists. It was a futile gesture. The element of surprise was gone. I knew that Jerome's two friends were going to kick my ass, but I wasn't going to go down without a fight.

Suddenly the two teachers who were on lunchroom duty stepped between us. The confrontation was over. They took us to the office. All four of us were suspended. The assistant principal who suspended me told me that he understood why I had done what I did, but I'd thrown a punch so I had to go for three days. Those were the rules.

My aunts came to pick me up. I was grounded and had to spend the three days I was suspended from school cleaning the basement and the garage. In their house fighting was not condoned.

That night I couldn't relax. As I lay in bed I kept thinking about Jerome. I didn't question my actions. I did what had to be done. I couldn't let him humiliate Ricky. What bothered me was that in defending Ricky I'd humiliated Jerome. I knew that he'd deserved it and he hadn't given me any other choice, but I still felt bad that I'd had to do it.

I smiled at Jeff. "I'm glad that he's not bothering you anymore, but I wish it hadn't happened and I hope that I'll never again find myself in another situation like that one."

Jeff nodded. "Mr. Jamiemister, I understand; but tonight, in the Goldenrod, you are still going to be treated like a hero."

As we walked into the restaurant Kelly whispered, "Timmy why did you say that to Jeff? These people want to treat you like a hero, why don't you just enjoy it?"

I stopped and looked at my wife. "Kelly, I wasn't a hero. Heroes are people who rescue old ladies from burning buildings or devote their lives to caring for terminally ill youngren. That night that man acted like an asshole, but he was still a man. I humiliated him. I grant you that he was trying to humiliate me and he didn't give me any choice, but that doesn't mean that I should feel good about what I had to do to him."

Kelly thought for a moment and then she quietly said, "It was also my youngish behavior that created the confrontation. You're right Timmy. You acted admirably and exhibited the strength and character that makes you so attractive to me, but there was nothing that happened that night that anyone should be celebrating."

Mandy looked at both of us. "Would someone please tell me what happened that night."

Smiling at her Kelly said, "Why don't we wait until we're seated. I'm sure that it will be brought up again and Tonya, Keisha, Antoine, Kirby and Elvira are all going to want to hear the story too."

Mandy nodded. "Lets go find our friends"

Mandy turned towards the maitre 'd's station, but before she could take a step Kelly said, "Just a minute Mandy. There's something I want to say before we go into the dining room."

Mandy turned around again. "Okay."

Kelly looked at me. "Timmy honey, I know it's a hot idea, but I don't want to control your money."

I smiled at her. "This seems to be very important to you. Tell me why."

"Babydoll, you've never had anything. You've always had to be very careful with money. We may not be billionaires, but now we are wealthy. I want you to be able to enjoy our wealth. I think it's going to be difficult for you to overcome your frugal habits. I'm afraid that it will be even more difficult for you if you have to ask me every time you want to buy something."

I shrugged. "I don't need very much."

Kelly shook her head in exasperation. "That attitude is exactly what I'm worried about. Timmy, we're not talking about need, we're talking about want. It's time for you to be able to get some of the things you've always wanted. How many times have you told me that you'd like to learn to play golf. It's time for you to do that. We have the money. I want you to buy a nice set of clubs and take lesmisters. Timmy I want you to join a country club."

I chuckled. "I'm not sure I'm a country club kind of guy."

"Timmy please be serious. This is very important to me. I love you so much and I want you to have all the things you've always wanted."

Smiling I said, "Okay, over the next few days the three of us can work out a system for managing our money that will work for us."

"Will you promise to buy some of the things you want?"

"Yes, I promise."

Kelly smiled and then she emphatically said, "Good!"

"Can I learn to play golf too?"

Kelly and I both looked at Mandy. She was grinning at us.

"Of course you can, but why would you want to?" Kelly was giggling.

Mandy looked puzzled. "What do you mean? Why wouldn't I want to?"

"Because both of us already have a hobby that keeps us very busy."

"We do? What is it?"

Kelly winked at Mandy. "Fucking."

All three of us started laughing.

After a moment Mandy said in mock seriousness. "You're right, I guess I don't have time for golf."

Nice - it gave us another insight into Timmie's psyche. Like you said he's nobody's wimp except Kellie's and her Lady friends and that only with Her permission.

GH:
Timmy has had a bussy two weeks, and he's come a long way in such a short time. It's nice to see that good things can happen in the worst of times.

Thank you again for ALL of your hard work on this story!
Cuck who loves a creampie.

Timmy27 and cuck4one

Thanks for the comments. I appreciate the encouragement. Tying up all the loose ends is turning into quite a chore.

GH