Chapter 10 There Once Was A Man From Nantucket
Later Friday evening Steve was at home and Emily rang his doorbell. She was right on time at 8pm. He opened the door to find his beautiful young muse; the woman who had revealed his true nature and allowed him to transform into the secret service he had subconsciously yearned to be.
She was a bit over dressed for a casual visit but she wanted to wear a skirt to highlight her sexuality. Her skirt was short and black which she paired with a gray deep V-neck top that revealed her inspiring cleavage. She wore black high heeled shoes with no stockings. She had gotten another mani-pedi and her toenails were painted the same red that Steve had picked out the previous weekend.
Her large leather purse was hanging on her shoulder and she was carrying a small gift in a black box, with a red bow.
Steve said, “Hello Emily, please come in, come in.”
She stepped inside and he closed the door. He looked down to herhands then up to her eyes and said, “So this is for me?”
She held it close to her and said, “Yes, it’s for you.” Rather than give it to him, she turned and walked into the living room. He followed with curiosity.
She sat down on the couch, placing her purse and the gift beside her. He stood before her and she crossed one leg over the other, lacing her fingers together on her top knee. She said nothing, she simply waited. After a long moment she raised her eyesbrows and tilted her head expected.
Steve knew what she wanted. In this context of privacy she wanted Steve nude. He reached down and opened his belt. Emily looked down at his hands and nodded her approval. She slide back and made herself comfortable as her CEO toy stripped.
Once he was nude and his clothes were neatly folded and stacked, he looked at her, waiting for instruction. She silently pointed at the floor directly in front of her. He understands and took his place, on his knees before her. She reached over, opened her purse and took out the leather collar and leanh. She unhooked the lean from the collar and left it on the couch.
She took the collar and, without fanfare, she leaned forward and fastened it around Steve’s neck. That simple action caused Steve’s hairless genitals to respond. He didn’t fully erect but his cock thickened and partially rose. This had become Steve’s favorite place to be. Kneeling nude before his gorgeous intern and wearing her collar.
She sat back and smiled, then she picked up the gift and held it out to him. She said, “I wanted to give you this before our trip tomorrow. You can use it right away but it’s actually something to help you remember me when I go back to school after my internship.”
Steve had a worried look on his face and said, “But I’ll still see you, sometimes? Right?”
She said, “Well I suppose that’s up to you. I’ll be busy but I’m not far away. I’m unlikely to refuse a properly extended invitation.”
Stevesmiled, looked at the mysterious package then back to Emily. He said, “Are you sure it’s okay that I didn’t get you anything?”
She smiled and said, “Yes, it’s okay because well, the truth is, this is for me.”
He was confused and looked at the black box and red ribbon. She held it out and said, “Open it.”
He accepted it and pulled off the ribbon. He removed the lid and set it aside. There was white tissue paper which he moved aside, revealing an unusual clear plastic object. He picked it up and examined it. He said, “What’s this?”
Emily smiled and said, “It’s a male chatity device. It’s a well-established beginner model called a CB-6000S.”
He chuckled and said, “Male chatity? I didn’t know such things existed. I thought chatity belts were only for,” he stopped talking and looked at the device in his hands.
“Only for women?” Emily guessed at the end of Steve’s sentence.
“Well yeah,” said Steve looking back at her.
She shrugged her shoulderders and said, “That was the Middle Ages. Nowadays, male chatity devices are far more popular than female devices.”
As Steve examined the CB-6000S he began to understand. He looked at her and said, “You want to lock this on my, on my, penis.”
Emily smiled and said, “Well, that’s the idea. I’d lock this on you then hold the key and you could only get sexual relief when I allow it.”
The nervous look on his face amused her. She let him stew for a long moment, then she said, “Don’t worry Steve, it’s not realistic for me to lock this on you and only let you out when I want.”
“It’s not?” queried Steve?
“No,” confirmed Emily, “I’m not going to lock it on you.” She smiled broadly and said, “You are going to do it in honor of me and wear it as much as you can. I want you to wear it all next week in Nantucket.”
His mouth dropped open and he looked at it again. Emily continued, “You’ll need regular access to your genitals for hygiene and shaving so I’m going to trust you to be honest with me. Let’s think of next week as a kind of, trial run.”
Steve nodded and Emily quickly chimed in. She said, “Just because you’ll have access to the key doesn’t mean you’re in charge of it.”
He looked at her with a slight smile then shook his head and said, “You never cease to amaze me Emily. Every time I think I have you figured out; you step up your game.”
She smiled and said, “I’m constantly evolving so I doubt you’ll ever figure me out.”
He nodded in agreement.
Emily said, “Come closer so we can figure out how to put this thing on you.”
He shuffled close to Emily and she picked up the curved parts that made up the cock ring. “I practiced assembling this thing earlier so I think I have it down,” she said as she fastened the base ring around his cock and balls. She installed the locking pin then picked up the clear plastic cage.
She held the ring together with one hand while quickly sliding the cage over his partially erect penis. She forced it into place, bending his firming cock down into its new, restrained position.
“Ow, ow,” while Steve.
“Oh be quiet,” she said, “You need to get used to this.
She removed the small padlock from the box and snapped it into place through the hole in the end of the locking pin.
“There,” she said with a smile on her face. She reached up and grasped his balls and twisted the cock cage back and forth to get a good look at it. She looked up at him and said, “How does that feel?”
“It feels tight,” said Steve.
“Perfect,” said Emily, “It’ll be a constant reminder of me. Between this cock cage and my pinky ring I doubt you’ll think about any other girl.”
Emily released the cage and Steve reached down to see what it felt like. It was strange that he could grab his cock but not feel his hand. Suddenly a question popped into his head. He looked at her and said, “How am I supposed to pee with thing on?”
Emily giggled and said, “Obviously you’ll have to sit like a girl. No more peeing standing up for you.”
He frowned and looked down at the cage again.
Emily took out her phone and said, “Let me get some pictures. Back up a little.”
Steve didn’t even question her. Still on his knees he shuffled back and waited as she took several pictures of him wearing nothing but his new, humiliating cock cage and a black leather collar.
Only after she had taken her pictures did Steve think about how damning they would be. He said, “What are you going to do with those pictures?”
Emily calmly replied, “Steve we’ve been over this. I’m not going to do anything with them. I’m going to keep them safe. I told you I don’t want to tarnish your reputation. Pictures like these could destroy your career.”
Steve looked at her with obvious concern and she quickly added, “But don’t worry because, I don’t want that.”
She manipulated her phone for a moment as she moved the photos to her cloud account and deleted them from her phone. She put her phone away and said, “There, more photos in my collection.”
He knelt before her, his erection being stifled and forced down by his new chatity cage, hinging at his enjoyment of his prediction.
She said, “Actually pet, I want to lift you up, so you’re as successful as possible; powerful even. It’s no fun to own a weak and powerless man. But, behind closed doors, you’ll always be my slave.”
Steve looked at her again with doubt in his eyes.
She said, “Don’t worry pet, you can trust me to keep your secrets.”
Emily looked down at Steve’s newly restrained cock. It was straining against its new acrylic prison and pulsing up and down with his heartbeat. She moved close to him, reached out and wrapped her hand around his balls and gently squeezed. She smiled at him and said, “As long as you’re a good little CEO your life will be wonderful. But, if you defy me, you will have…. compplications. Do you understand?”
Steve nodded and said, “I understand, Miss Emily.”
They both looked at his imprisoned member as she gently toyed with his balls. They reached with need for orgasm. He smiled at her. He was thrilled to be at the mercy of such a gorgeous and cunning young woman. However, on some level he was worried at the depth of her power over him. She looked into his eyes and couldn’t tell if he was worried, angry, or sad.
She said, “Don’t worry Steve, I’m not psycho; I’m simply… highly motivated.”
He chuckled nervously and she continued, “I’m just a smart, confident young woman who has big aspirations for her future and I won’t let anything stop me. You understand that right?”
“Yes,” he said, “I understand completely.”
She smiled back and said, “Good. Now thank me.”
He looked into her sparkling green eyes and said, “Thank you Miss Emily.”
She said, “Seeing you collared and all locked up like this is making me horny. I’m going to use your mouth before I go home, but first, I want a foot massage.”
She reached beside her and picked up the latch end of the leash. She reached up and snapped it on the D ring at Steve’s throat.
She slide back into the couch, pulled the leash taut and said, “Take off my shoes and give me a nice foot rub.”
He did as he was told and soon he was rubbing her foot just how she liked it.
“Oh yes, there he is, my skilled little foot masseur,” she said.
He smiled up at her proudly then continued to focus on the task at hand.
Emily watched him in silence for a long moment then said, “Just so we’re clear pet, you must always do what I say.”
Steve looked up at her and said, “I know, that’s why I hired Mark when you told me to.”
Emily said, “True, that was a nice demonstration of your obedience but that was just a test.”
Steve’s stomach dropped and he stopped rubbing. He said incredulously, “A test?”
“Quiet Steve, I’m talking,” she said.
He nodded and returned his gaze to her feet as he massed them, his cock cage protruding and stifling his erection.
She continued, “As I was saying, hiring Mark pleased me. However, sometimes in the future, maybe a month, a year, or longer, I will call on you to do something for me and you will do it, immediately, without hesitation. Do you understand Steve?”
Steve nodded and said, “Yes Miss Emily.”
She took a short grab on the leash and pulled it taut, causing him to look up at her. She looked at him solemnly and said, “That’s my good little CEO.” His stomach fluttered and he smiled.
She said, “Do you like being my good boy?”
He nodded and said quietly, almost in a whisper, “Yes Miss Emily.”
She kept her eyes on his as she moved her Hand to her skirt, instantly catching his attention and making him look down. She lifted her skirt and separated her knees, exposing her hairless pussy. Steve saw it and looked as if he had just found buried treasure. He looked up at her wit hope in his eyes. She smiled, nodded and said, “Remember, this isn’t just a one-way street. Your obedience has its rewards.”
He nodded, tilted his head and cast his gaze back to her glorious pussy. Her labia were thin and pink, glistening with wetness.
She reached out and put her hand on Steve’s head and he looked up at her. She said solemnly, “Promise to always do as I say.”
“I promise to always do as you say Miss Emily,” said Steve without a second thought.
She said, “Good boy, now get your tongue over here.”
He quickly moved his face to her priceless pussy and began lapping like the well-trained slave he had become. Emily held the leanh with one hand and Steve’s head with the other as she smiled down at her achievement. She had successfully reduced this confident, successful man to nothing more than a tool, to help her achieve her goals.
She cooled in pleasure as Steve greedily licked her sweet folds, “Hmmm, that’s so yummy.” She held the backof his head as he enjoyed worshiping his gorgeous new chatity key-holder.
Soon she felt her orgasm nearing. “Suck, suck,” she commanded.
He immediately shifted his mouth to her firm button and used nibbling and suction to push her over the edge. He always knew she was having an orgasm when he felt the rhythmic pulsing of her genitals. He had grown to enjoy these moments of giving her intensity pleasure.
All too soon she pushed him back and surprised. She said, “Wow that was incredible. Did you enjoy it?”
“Very much,” said Steve, His wet face framed by her thighs.
“Good,” she said, “That’s all you get for now.”
He grimaced in frustration and moved back with his butt on his knees. She looked down at his imprisoned cock and was glad to have caged it before their trip. That thought made her think of the next day. Emily said, “So what time do you want me here tomorrow?”
He said, “Well, the ferry leaves at 10am and it’s about an hour and half from here.I’d like to leave here at 7:30am.”
She slide back on the couch and pulled her skirt down. She said, “Okay, I’ll see you at 7:25 tomorrow. I have to go home and pack.”
He frowned and said, “You’re leaving already?”
She gave him a pouty look and said, “I need to go home and pack. Did you want something else?”
He looked down at his swollen and caged cock. He looked up at her and said, “Well, I was hoping for a uh, you know, some relief.”
With a blank expression she said, “No problem, but you know that would result in a mess.”
He nodded silently.
She continued, “Are you prepared to clean up that mess?”
He knew what she meant. He looked back down at his cock cage and swollen balls. He imagined licking his semen from the floor and he was disgusted. He frowned and said, “No.”
She nodded and said, “That’s what I thought. You just need more time. So I’ll see you tomorrow morning.”
Defeated, he nodded and said, “Yeah, I’ll see you tomorrowrow morning.”
Emily saw the key to the chatity cage sitting on the couch. She picked it up and said, “I think I’ll hang on to this for now while you get used to your new… situation.”
He looked at the key and felt his stomach flutter again. Emily was literally holding the key to his manhood. He nodded in an attempt to convince himself it was going to be fine.
Emily went home and packed. She packed her clothes in a large suitcase and she packed a smaller rolling bag with an association of adult toys ranged from her paddle and ball gag to collars and cuffs. She even had an association of butt plugs, lube and a vibrator. Unbeknownst to Steve she had collected the remote-control butt plug and strapon dildo from his desk at work. She didn’t know which toys she may use but she wanted to have plenty of options.
That night Steve had trouble sleeping. He couldn’t sleep on his stomach because of the bulging cock cage. Plus his cock kept erecting as he tried to sleep. Itwas a long night but he did manage to get a little sleep.
True to her word Emily arrived at Steve’s house early the next morning. She pulled into the driveway and the large overhead door opened. Steve walked out of the garage and motioned to her to pull into his two-stall garage next to his car.
She pulled into the garage and popped her car trunk open, then she got out. Steve said, “We might as well keep your car off the street.”
“Sounds good,” said Emily.
Steve woken to the back and saw that she had two suitcases. “Two suitcases?” he said.
She smiled and said, “I’m high maintenance.”
“So you are,” he agreed.
He moved the larger suitcase from her car trunk to his and she moved her hanging dress bag from her back seat to his. Then he picked up the smaller suitcase and it made a strange rattling noise. It was clearly not clothes. He said, “What’s in this one?”
She smiled and said, “Secret fun stuff.”
He frowned and said, “Uh oh.”
Emily said, “Don’t worry. You’ll love every second of it.”
Steve closed the trunk and said, “Are you ready to go?”
Emily walked towards the back door and said, “Let’s go inside for a minute. I need to check something.”
Steve was confused but he followed her into the kitchen and closed the door. She turned to face him with her arms crossed in front of her. She said, “Time for inspection. Drop your drawers.”
His mouth dropped open then he smiled. Without a word he opened his belt, dropped his pants and pulled down his underwear. Emily crouched down in front of him. She gently grasped the cage and said, “Looks good so far. How has it been?”
He said, “I had trouble sleeping last night. I kept waking up. Apparently I get, you know, hard while I sleep.”
“I read about that,” she said, “It’s normal. You’ll get used to it.”
“I will huh?” he queried skeptically.
“I don’t know,” she admitted, “But you’ll be the first to know.”
She stood and looked in his eyes. She was smiling with glee. Steve opened his arms for a hug. She moved closer and wrapped her arms around him. He enjoyed hugging her tight frame for a long moment then said, “Emily…”
She opened her arms, stepped back and said, “Yes?”
He said, “I… really, really, like you.”
She nodded and said, “You’re pretty neighbor too.” She looked down at his cage, then back to his face and said, “Now pull your pants up.”
Steve fixed his pants and they went out and got in his car. He drove out of his neighborhood and soon they were on the highway. Emily said, “I’ve never ridden on the car ferry. How long does it take?”
“Oh, it’s a little over two hours to Nantucket,” said Steve.
“That’s not bad,” said Emily.
Steve handed Emily his phone and it was open to a grocery shopping app. He said, “Let’s make a shopping list and schedule groceries to be delivered just after we get there.”
“Oh, perfect,” said Emily.
After fifteen minutesThe ride flew by as the two talked. They had never spent so much time together with nothing to do but talk.
“So,” said Steve, “You said you’re not in a relationship, right?”
Emily chucked and said, “If I were, he’d be pissed at me for this trip.”
Steve laughed and said, “I get that.”
They drove in silence for a few minutes and Steve continued, “Emily, may I ask you a question?”
“You just did,” she giggled.
He shook his head then said, “So tell me. Why don’t you have a boyfriend? I mean, you are a one in a million young woman. You could date any man you want.”
She said, “I don’t need a man in my life. Not yet anyway. If I was in a relationship it would stifle my growth and limit my options.”
He glanced at her and said, “Stifle?”
She said, “Yeah, I mean look at me. I’m going on a vacation for a week on beautiful Nantucket Island with a handsome, wealthy man. After that who knows what I’ll do or who I’ll do it with.”
He glanced at her and said, “It may not be me?”
“Does that scare you Steve? To lose me?” she asked.
He looked ahead as he drove. Then he said, “It kind of does. Is that wrong?”
She looked at him and said, “No, not at all. I mean you said it yourself. I’m one in a million.” She paused for a long moment and said, “I guess you better keep me happy this week.”
“Oh I will,” he said.
The trip on the car ferry was quick and uneventful. Soon they were on the island and back in the car making the short drive to Steve’s vacation home.
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