The Domme Intern Ch. 11
Chapter 11 Landlubbers need paddles too
Steve and Emily lay quietly in the dark and she lazily caressed his chest and played with his nipples which firmed. Eventually she said, "What's your favorite position, for sex?"
"Why?" said Steve.
"Just tell me," she said, "No, wait, let me guess. Let me see, you slept with a few girls in college but, for the last two decades you only had sex with Sarah right? And you were married to her for, forever. I know the answer."
"You do huh?" asked Steve.
"Yep, it's missionary all the way," she said confidently.
Steve chuckled and said, "Well, it is true, that's pretty much all we did, but not because it was my favorite."
"So why didn't you change it up?" asked Emily.
"I don't know," said Steve.
"So the question remains," said Emily, "What's your favorite?"
Steve thought for a long while and the room was quiet. Finally Emily reached over and switched on the light. "Ewe," grimaced Steve as he shielded his eyes from the bright light.
A moment later his eyes adjusted and he saw a wicked grin on Emily's face.
"What are you up to?" he said.
She pulled the covers off and climbed on top of Steve. She slid up so the crotch of her panties was pressed against the bulge of his chastity cage in his underwear.
"What do you think about cowgirl?" she said, smiling fully. She leaned forward and put her hands on the bed on either side of his chest and began rocking her pelvis on him as if they were having sex.
"Oh God," he groaned, respectfully keeping his hands to his sides. Then, one at a time she used her hands to move his to her slim hips. Next she resumed humping him. He held her silky smooth hips while she pretended to fuck him.
She looked at him with raised eyebrows as she got an idea. Suddenly she moved straight up and turned around with her back to him. Her shirt rose up over her waist revealing her perfect round ass, barely covered by her sexy panties. She settled her lace covered pussy on his cock cage and resumed humping. She looked over her shoulder and said, "Reverse cowgirl."
"Oh... God...," grumbled Steve.
"Do you like this one?" asked Emily. She stopped moving and waited for an answer.
"God yes, I love it," said Steve.
"But wait, there's more," she said as she rolled off him and stepped to the floor. She reached out and took his hand and pulled. She said, "Get out of bed."
He reluctantly stood while Emily dropped back on the bed on all fours with her knees on the edge of the bed and her palms near the middle. She looked back over her shoulder and saw Steve starting at her lace covered pussy. "Come on, you know what to do," she said, urging him on.
He stepped close to her and pressed his cock cage to her ass and grabbed her hips.
"Oh yeah, that's it; doggy style," she squealed. Steve didn't move but she egged him on, "Come on, fuck me!"
Steve started humping his cage against her ass and his cock tried to grow but it was cruelly stifled and bent down.
She turned her head, put her cheek on the bed arched her back and said, "Oh yeah, fuck me with that big cock."
Steve pumped harder and his balls swung forward and back which made them ache. She looked back over her shoulder and said, "Are you in?"
She burst out laughing and said, "Just kidding."
Steve stepped back and said, "Why are you doing this?"
She turned around and sat on the edge of the bed and looked up into his eyes. She said, "Because it's fun."
Emily looked across the room and Steve frowned. She saw the chair in the corner and she said, "Ooh, another one! Go sit in the chair."
Steve reluctantly followed her orders and sat down. She walked over and climbed on his lap, facing him. Of course she began humping his plastic cage. She wrapped her arms around his neck and hugged his head as she dry humped him. After a moment she said, "So which is your favorite so far?"
Steve said, "I don't think it really matters. You already told me we would never have sex."
She leaned back and looked in his eyes, holding his head with her forearms and hands. She thought for a moment and said, "Never, is a really, really big word."
"Yeah?" he said.
"Yeah," she agreed, "I mean, when I said that, you were a married man."
She thought for a moment and said, "Know what I say now?"
"What?" said Steve.
She smiled mischievously and said, "If you are a very, very good boy, who knows what may happen?"
"A very good boy?" queried Steve.
"Yes," she reiterated, "A very good, obedient boy."
"Well, in that case," said Steve as he paused thoughtfully, "Regular cowgirl."
"Ahhh," she said, "You like the woman in charge."
"Is that a surprise?" said Steve.
"No, not really," she said, "I just like to know what my obedient pet wants, deep inside."
She thought for a moment then said, "Maybe, just maybe, before we go home, I'll treat you to the ultimate fantasy."
"Really?" said Steve.
She smiled and said, "Yeah, maybe. I want you to think about it." She winked at him.
She climbed off him and walked back to the bed. She stopped at the edge of the bed and slid her panties down and kicked them to the side. She got back in bed and spread her legs. She said, "All that dry humping made me horny, get your mouth over here."
Of course Steve was horny as well but he knew she'd deny his orgasm. He also knew there was no way he could refuse the chance of licking her. He moved to the bed and slid his face to her womanhood. They had a long day of activity and she hadn't showered since early morning. That resulted in her feminine essence being stronger than he was used to and it made Steve want her even more. He thoroughly enjoyed her body. She was extra horny and her orgasm was quick.
After she came, Steve crawled up beside her. She was smiling at him and he knew she was up to something. He said, "So... whatca thinkin'?"
She said, "Well, are you ready for a release?"
As usual Steve thought about it but then he remembered the taste of semen she had given him at his house. He said, "Uh, no, I'm not ready for that."
She shrugged her shoulders and said, "Ok, suit yourself." She motioned with her hand and said, "Get my underwear for me."
He got out of bed and retrieved the black panties. He returned and held them out to her. She lifted her feet off the bed and said, "Put them on me."
He looked at her, then the underwear. He said, "How?"
"It's not rocket science," she said, "Look at them."
He examined them and turned them right side out. Then he situated the tag at the back and moved them to her feet. As he slid them up her legs it occurred to him that this was the exact opposite of what should be happening in this situation. He should be taking her panties off. Somehow he found it arousing. Everything about Emily was sexy and exciting, from the way she looked to the way she behaved. She even tasted sexy.
"Thanks," she said, "Now it's bedtime."
Steve got into bed and she reached over and shut the light off. She snuggled close to him and said quietly, "Cowgirl; definitely think about that."
A few minutes later she was sleeping soundly but Steve was wide awake. His balls were aching. He couldn't help but imagine her on top of him; his hard cock buried inside her. She had done an expert job of planting the image in his mind. He realized he could still smell Emily on his mouth and he was content to be right where he was, even if he was fully emasculated and horny as hell.
It was another long night for Steve. Emily's torment was wearing on him. He thought a lot about her insistence that he consume his own ejaculate. He was so horny and he reasoned that it would be over quickly. Eventually he fell asleep. He woke up early and realized that his balls were no longer aching. Suddenly his need for orgasm was not so urgent.
It was now Monday morning. While still lying in bed he used his phone to check in with work. He had several emails and a request for a phone call with his chief financial officer. He slipped out of bed and went downstairs. He made some coffee and fired up his laptop. A half hour later he was sitting at the kitchen table with his headset on; having a phone call with Ryan, the CFO of Driftstone. It was a routine call and they went over the up-to-date financials.
Emily came downstairs. She was wearing the same dry fit tee shirt and no bra but she had put athletic shorts on. She helped herself to a bowl of the breakfast cereal she had ordered on the app, along with a sliced banana. She sat at the table across from Steve as he talked on the phone.
After she ate, Emily went upstairs and changed into one of her new bikinis without showering. Steve was still working at the kitchen table and she went out to the pool to swim laps. Steve tried to focus on his work but he kept stealing glances at Emily in the pool.
Eventually she finished her pool workout and made herself comfortable on one of the lounge chairs. She was browsing on her phone for things to do on Nantucket Island. A short time later Steve appeared next to her. She smiled up at him and said, "Vacation huh?"
"Uh, yeah, work is almost a constant thing," admitted Steve.
"There's nothing wrong with that," said Emily, "I like the fact that you're a good worker bee."
Steve was wondering what she was implying and she changed the subject, "I want to go on a whale watching tour. We can go after lunch today."
"Yeah, sure," said Steve.
She said, "Run and fetch your credit card for me so I can book it."
"Okay," said Steve. He turned and walked back inside.
They had lunch at Steve's house then spent a long afternoon on the ocean, on a whale watching tour. They were back home by 6pm with plans to grill chicken for dinner. "That was really neat," said Emily. I can't believe how loud humpback whales are when they blow air; and they are so huge."
"Yeah," agreed Steve, "They are quite impressive."
Steve made dinner with Emily's help. He took care of the grilling and Emily made the rest of the meal. She made a pasta salad and steamed broccoli. There were times while they were cooking and eating together that Steve found himself imagining Emily as his young wife. Her mind was in a very different place. She was enjoying spending time with a handsome and powerful CEO who was squarely under her thumb. When she finished eating she decided she wanted to play. She said, "After you finish cleaning up the kitchen, meet me upstairs."
He looked at her and saw a "matter of fact" expression on her face. "Ohhkay," he said.
She stood and went upstairs. A short time later Steve went up to his bedroom. He found Emily wearing only a flower pattern bra and matching panties. She was relaxing on the chair engrossed in her phone. He looked at the bed and saw several toys including the black leather collar and leash, the butt plug and lube.
Without looking away from her phone she said, "Strip and get that plug in your ass; and don't forget to turn it on."
He said nothing but he felt his cock expand to the limits of this chastity cage. A few minutes later he emerged from the bathroom wearing only his chastity cage and the remote-controlled butt plug. Emily was standing at the bed with her back to Steve. He walked up behind her and she set the shock to 100% and pressed the five second button.
"Yow!" Steve wailed and dropped to his hands and knees. She turned around a chuckled. She smiled and said, "Looks like you remembered to turn it on."
Steve was looking up at her with fear in his eyes and breathing rapidly. She dropped the remote control on the bed and picked up the collar.
"Up," she said, rattling the chain. Steve rose up on his knees. She moved toward him with the open collar and wrapped it around his neck, snugged it in place then placed her lock on the buckle. Next she snapped the leash on the collar, picked up the remote and walked over to the chair; leash in hand. Steve quickly dropped to his hands and knees and crawled closely behind her.
She made herself comfortable on the chair and placed the remote beside her. She looked at Steve and pulled the slack out of the leash, making it taut. "Rub my feet," she commanded.
Steve did not hesitate. He began expertly massaging her right foot. She sighed and relaxed in the chair while holding her pet's leash tight. The scene caused Steve's cock to firm in its cage and his level of arousal began rising. She reached down and turned on vibration at 100%. The stimulation against his prostate had the desired effect. His cage pushed away from his body as it did its job of stifling his erection.
Emily watched him in silent satisfaction as he obediently rubbed and kneaded her feet. Suddenly she said, "Things will be different in the office when we get back next week."
"Oh," said Steve as he looked up at her with some level of concern, "Why is that?"
"Mark will be there, all day, every day," she said. "We really shouldn't be disappearing in your office for foot massages and... other things."
"Yes, I suppose you're right," said Steve with disappointment obvious on his face.
Emily tugged the leash a couple times and he looked up at her. She said, "I won't be able to keep you leashed like this but you can wear my cage in your pants as a constant reminder of who's in charge."
He paused the foot massage, smiled and said, "That's true."
"Keep rubbing," said Emily.
He resumed his foot massage as the plug buzzed away in his ass. She watched him for a while and said, "Do you want a release yet?"
He looked up at her and said, "No, I'll wait."
"Suit yourself," she said.
Suddenly she pulled her foot away and put both feet on the floor. She lifted her butt off the chair and slid her panties down and off. She dropped them on the floor and put her heels on the front of the chair with her legs spread wide. She pulled the leash and Steve understood. He moved his mouth toward her pussy and she said, "No, wait."
He looked at her and she pulled her knees up to her chest, exposing her pink asshole. He looked from her rosebud to her face and she was smiling. She said, "You know what I want."
He nodded and slouched, lowering his face to allow easy access. He pressed his tongue to her ass and began licking.
"Oooh, yummmy," she cooed, "Yesss, keep going."
She enjoyed Steve's tongue on her ass for a long time which served to drive her mad with lust. Eventually she wanted more but she didn't want it to end too soon. She said, "Okay, eat my pussy now, but go slow, avoid my clit for now." She moved her knees off her chest and settled her heels on the chair.
He understood that she wanted to be teased. He moved up and started her long soft licks on her labia. She directed and guided him as she used his tongue to tease herself for a full hour. Steve's knees and back were sore but he knew how lucky he was to have his face pressed against this gorgeous young woman's sex. Finally she said, "Ok, I'm horny as fuck. How about you? Do you want that mean little cage off?"
He hesitated and said, "I don't know, I just don't think..."
"Okay," she interrupted, "I'll ask you again tomorrow."
Steve frowned at her abrupt decision. He thought they would at least have a little back and forth discussion on the topic. Suddenly the butt plug painfully shocked his asshole flinging him back to reality.
"Ow!" he whined.
When the five second shock ended Emily said, "Shocks at 100% until I cum."
He responded instantly. Before the next shock started he already had his mouth sealed over her clit and was sucking like his life depended on it. "Zap!" the shocking began and he vocalized the pain while continuing his task of eating his tormentor's sweet pussy. This was now Emily's favorite way to get off. She had never experienced more intense pussy eating and her orgasms were very satisfying.
Due to the combination of pure physical pleasure and being 100% in control of her CEO toy, her orgasm was quickly approaching. She held his head with one hand and the remote with the other. "Oh my God!" she squealed. Waves of pleasure pulsed through her pelvis, "Oh fuck!"
She rocked her pussy against his mouth while she rode the waves of pleasure. When she was satisfied, she dropped the remote beside her and put her hands on Steve's head. She held his face to her pussy and said quietly, "Soft, gentle licks."
Steve was glad the shocking was over and he was able to enjoy licking her womanhood. He decided he could spend hours here, on his knees, running his tongue back and forth on the perfect flesh of her pussy. The ache in his balls was somehow lessened by the privilege of running his tongue along her most intimate place.
Emily enjoyed the afterglow of her orgasm by having Steve gently lap at her pussy. Once she was nice and relaxed she took a shower.
Finally, the pair went to bed and it was another night like the first. Emily was exhausted and satisfied so she fell asleep quickly with her firm breast pressed against his side and her hand on his cage. In this context, Steve had plenty of time to think. His relationship with Emily was like nothing he had ever imagined. The idea of being with a gorgeous woman who deliberately denied him pleasure had never occurred to him. Now he was living it. Somehow, in a way he couldn't quite grasp, it made him want her more. He knew their personal interaction would slow down when they returned to Boston. He wasn't sure if he wanted that. Now that he was divorcing, his personal life looked a little bleak.
Emily would go back to school in the fall and that may be the end. Of course she put him in chastity for a reason. She made her expectations clear regarding the cock cage.
With all of his deep thinking it took a long time to fall asleep but he eventually drifted off.
Tuesday morning was like Monday. Steve did some work and Emily swam laps, then relaxed by the pool. Just before noon Steve walked out to her with a sandwich and an ice tea on a tray, just like he had been trained. She smiled up at him and said, "Very good Steve. It makes me happy that you are so trainable."
He smiled and was glad he had pleased her. They spent a leisurely day next to the pool. In the middle of the afternoon Emily got a notification on her phone from the smart-lock on her apartment door. Mark had just entered his code to go in and clean.
********
Back in Boston Mark walked into Emily's apartment. Of course he had been there multiple times but never alone. Somehow it was exciting to be trusted to be in her place by himself. He glanced at the kitchen counter and saw cleaning supplies and a note. He walked over to the sliding door in the living room and opened the blinds to let the daylight in.
He returned to the kitchen counter and read the note. It was a simple a bullet list of tasks.
-Empty fridge and deep clean
-Scrub kitchen floor
-Deep clean shower
-Scrub bathroom floor
-Scrub toilet
He glanced down the short hall toward Emily's bedroom. The door was closed. His stomach fluttered as he realized he could snoop. He quickly decided it was now or never. He would just take five minutes to take a peek at her forbidden bedroom.
Despite the fact that he was alone in her apartment he crept toward the bedroom door as if he needed to be quiet. He opened the door and peered inside. Her room was neat and tidy. Her queen-size bed was made with a white bedspread and white and pale pink pillows. Her dresser was white and had several pictures framed on top. He went in and immediately noticed the feminine scent of the perfume that she occasionally wore. He picked up a picture. It was Emily and her parents. Her mother was as lovely as she was.
He put the picture back and looked at her closet. He walked over and opened it. There were dozens of outfits in all colors. There was a shoe rack on the floor of the closet with two dozen pairs of shoes ranging from running shoes to sexy high heels.
He closed the closet and returned to her dresser. He grasped the knob of the top drawer and slid it open just a couple inches. He could see silky fabric in multiple colors including hot pink, red, black, and floral print. He had obviously discovered her underwear drawer. He slid the drawer open further. To his surprise he found a note:
"Dear Mark, I knew you couldn't resist peeking in my underwear drawer while I was gone. Close this drawer and send me an apology text this instant. When I return home, I'm going to spank you." She signed it "Emily" with a heart.
His stomach dropped because he had been "caught". He closed the drawer and walked out of her bedroom, closing the door behind him. For a moment he thought to himself, "She will never know I peeked. I don't have to text her."
Then it occurred to him that she knew he would look. That's why she put the note on top of her underwear. He smiled to himself at her cunning personality. He pulled out his phone to text her.
********
Back in Nantucket, Emily's text alert went off. It was from Mark and it simply said, "I'm sorry for looking in your underwear drawer."
Emily smiled to herself. She texted back, "I'll take care of that when I'm back next week."
"Yes Miss Emily," he texted back. She was looking forward to spanking Mark. She thought for a moment and it occurred to her that she had never spanked Steve. She made a mental note to find a reason to discipline her CEO toy. She knew that a good spanking worked wonders to keep a boy in a properly submissive state of mind.
That evening they had dinner in the middle of town. There was a quaint restaurant in an area with several bed and breakfast style inns.
Emily decided to fish for a reason to spank Steve. She said, "You're kind of a goody two shoes aren't you?"
"What do you mean?" said Steve, "I break rules once in a while."
"Oh really," said Emily dubiously, "I don't see it. You always do the right thing."
Steve looked at her and pursed his lips as he thought. Finally he said, "Well, let's see. I may have cheated on a test or two in college."
"Really?" said Emily, "Explain."
Steve continued, "It was ancient philosophy which I despised, and, I reasoned I wouldn't need that knowledge in the future."
Emily was obviously puzzled and said, "How can you possibly cheat on a philosophy test?"
"Two tests," he corrected.
"Okay, two tests then," said Emily.
"Easy," said Steve, "It was a big school, and back then we didn't even have student ID cards. I had a good friend who was a year older and enjoyed that class. He simply took the tests in place of me. The professor was none the wiser."
Emily feigned shock and said, "Steve Harris, I am outraged."
He smiled and thought for a moment. Then he said, "There are other things too; even one thing that affected you."
Now he had her attention. She said, "Oh?"
He nodded and said, "It's true. It was the intern selection process. I wasn't supposed to have any influence. I've always stayed out of it. But this year was different. I saw an information packet of student applicants and I looked up the female names. I saw your picture in the packet which prompted me to uh, find you online."
"Really?" said Emily, obviously interested.
He said, "I found your Instagram. Based on that alone I knew I wanted to meet you so..."
He stopped talking and Emily pressed, "So what?"
"So," he continued, "I told Jane Miles that I had received a recommendation for you from an acquaintance of mine."
Emily's mouth dropped open. She said, "You lied? You got me hired as your intern because you thought I was hot?"
He looked down at his plate then back to her face. "Basically, yes," he admitted.
It was exactly the type of information that she had been hoping for. She said, "Well Steve, I am surprised. Not only did you break your own company's rules but you chose an intern based solely on appearance. That's the type of thing that pisses society off these days."
"I know," he agreed.
She decided it was time to pounce. She said, "Don't worry, I'll take care of it. When we get back to your place I'll mete out an appropriate punishment."
Steve's mouth dropped open in surprise then he smiled slightly. He said, "You set a trap and I walked right into it."
She winked and said, "I don't know what you're talking about."
Emily took another sip of her lemonade. She wanted to change the subject. She looked at him and said, "So how do you feel?"
Steve looked at her briefly, said, "I'm fine," and looked back at his plate.
She said, "No, I mean, how do you feel? You know, your boy parts."
He looked at her then quickly around the room. He lowered his voice and said, "I'm horny as a school boy."
She smiled and said quietly, "Uh huh. I'm sure you are. I'm sure you'd like relief. The real question is, how bad do you want it?"
Emily had an idea. She said quietly, "We are going back home on Saturday. If you're willing to wait until Friday night, I promise I'll fuck you."
Steve's mouth dropped open and he scanned her face. He was obviously skeptical and she could see it on his face. He said, "Hmmm, that sounds nice but..." He stopped talking.
Emily commented, "You seem worried."
"Well, can you blame me?" he said, "Okay, allow me to ask some questions."
She smiled playfully and said, "Ask away."
He looked around for nearby ears. There was an older couple at the next table so he lowered his voice. He said, "Did you pack your uh, add on cock in your special suitcase?"
She smiled and said, "I refuse to answer on the grounds that, it's more fun if you don't know. Besides would it be the end of the world?"
Steve looked away and said, "No, but I'd prefer, to know." He paused and thought for a moment then said, "You did make it very clear that you and I would never uh, you know, do that."
She smiled at him mischievously and said quietly, "You mean I said we'd never... fuck?" His cock firmed upon hearing her say the word "fuck."
"Yes," he confirmed, "I do believe you used the word never."
She smiled mischievously then said, "Well, if I'm being honest, if I deny you sex, then I'm denying myself sex as well, right?"
He nodded and said, "That is very true."
"I'll tell you what," she said as she looked into his eyes, "I promise to fuck you this Friday night, as long as..." she paused.
"As long as what," asked Steve.
"As long as you're a good... obedient boy," she said.
Steves cock swelled to the limits of its cage. It was obvious now that her dominant personality turned him on, deeply. Possibly more than anything else about her.
He smiled and thought for a moment. He was naturally skeptical. He said, "You aren't talking about taking me with your, your uh, rubber appendage, are you?"
She smiled and looked away. Then she looked back in his eyes, lowered her voice and said, "I promise to have intercourse with you; your penis; my vagina."
He grinned and said, "You know how to make it sound so sexy."
She smirked and said, "Be careful. I may just have a headache on Friday night."
"I'm sorry," he quickly responded.
"That's all," she said, "You just need to be good."
Steve could feel his cock tight in the chastity cage. There was no doubt that he loved the way Emily controlled him.
She decided to have some fun at Steve's expense. She said loudly with an air of annoyance, "Honey, how could you forget your Viagra?"
Steve's mouth dropped open in shock. Emily noticed the older couple next to them. The wife was looking right at Emily. Then she leaned over and whispered in her husband's ear. She looked back in Emily's direction.
The man had just paid their bill and he stood and walked away. Rather than go with him, the wife stepped over and leaned down between Steve and Emily. She said quietly, "We're staying at the bed and breakfast just across the street. I sent my husband go get some of his Sildenafil. You know, generic Viagra."
Emily smiled at her and said, "That's very generous of you. Are you sure you can spare it?"
The woman chuckled and said, "Trust me. We have more than we need."
Emily leaned toward Steve and said, "Hear that honey. You're going to get lucky after all."
His face was burning red and he said, "Yes, yes, that's great."
The woman said, "Have a good night you two."
The woman walked away and Emily looked at Steve. He was staring at his plate, clearly unhappy.
Emily looked at him for a long, uncomfortable moment. She reached out and took his hand. She rubbed it and said, "Steve, look at me."
He sighed then looked at her. She had a serious look on her face. She had remembered the words of her counterpart, Sakura from Kenoro in Japan. She had told Emily, "Never disrespect or demean your superior in front of anyone." She said quietly, "I'm sorry Steve. That was uncalled for. The idea just popped into my head and I said it. It seemed funny."
He looked down for a moment then he looked back at her. He said, "I've never had a need for..." He looked back and forth then back at Emily. He continued, "I've never needed," he lowered his voice, "Viagra."
Emily rubbed his hand and said, "Oh I believe you. I can make you hard without even trying."
He smiled and said, "That is very true."
A thoughtful look came over Emily's face then she smiled. She said, "You may not need it but... wouldn't it be fun to try it?"
He looked at her and a smile crept onto his lips but he said nothing.
Emily smiled and said, "That's a yes."
He said, "It's a maybe."
She said, "Well, again, I'm sorry for the embarrassing comment. It's one thing to have my fun with you in private but not in public. That's not fair."
He smiled and looked at her. He said, "Thank you Miss Stone."
She smiled back and said, "You're welcome Mr. Harris."
At that moment the man from earlier appeared. He placed a small plastic bag in front of Steve. He said quietly, "I take three about an hour before; there are six here."
Steve said, "Thanks."
He looked at Emily then turned back to Steve and said, "Enjoy." The man nodded once and made his exit. Steve tucked the bag away in his pocket.
An hour later they returned to Steve's house. Steve opened the door and allowed her to walk in first. She stepped inside and Steve followed her. She turned back, stepped past him and closed and locked the door. She looked in his eyes with a subtle grin. She held out her hand and said, "The pills please."
He looked in her eyes and smiled. Then he pulled the small bag of Sildenafil from his pocket and handed it to her. She pointed to the stairs and said, "Get upstairs and strip mister."
Steve smiled. He knew it was punishment time and he found it exciting. His penis swelled in its cage as he turned to walk up the stairs. Emily followed and stepped in the bedroom behind him. She deposited the pills in her special suitcase. Then she stood with her arms crossed and watched him disrobe. A minute later he was standing before her wearing only his chastity cage.
Still standing with her arms folded she said, "Kneel."
Steve dropped to his knees and waited. She turned to her suitcase and extracted the leather collar. She silently walked over to him and buckled the collar around his neck. She returned to her suitcase and rummaged in it for a moment, then pulled something out. She turned to face Steve and he was surprised at what she was holding. It was her red ball gag with the black rubber strap.
She walked toward Steve and his mind was racing. He wasn't sure if he wanted to play this way but he didn't know what to say. Before he had time to collect his thoughts Emily pushed the red ball into his mouth. She wrapped the rubber strap around his head and efficiently cinched the buckle; pulling his hair and making him wince in pain.
She stepped back and looked down at him. He looked back at her and she could see a new type of fear in his eyes. She stepped close to him and put her hands on both sides of his head. She held him and said, "Naughty boys get punished." She stroked his hair and continued, "It's time for you to learn about my ability to discipline."
His eyes grew slightly wider and she felt herself getting wet. He was frightened and she liked it. She liked the fact that Steve was afraid of what she may do. She had no intention of disappointing him.
She turned and walked back to her suitcase. Steve's view was obstructed by Emily. She extracted something and closed the suitcase. He watched intently from his knees as she turned back to him. His eyes grew wide when he saw her holding a wooden paddle. She smirked at his reaction and slowly walked toward him.
She stopped in front of him and ran her fingers over the paddle. It was smooth, maple hardwood complete with rows of holes and a leather lanyard. She said, "For your first spanking, I'm going to give you ten swats. I'm not going to restrain you in anyway. You will just have to hold still and take it. Do you understand?"
Steve nodded.
"Ok, get up, move over and stand, facing the bed," she commanded in her typical no-nonsense fashion.
Steve complied, standing and moving to the bed. He looked at Emily over his shoulder and waited for further instruction. She moved beside him and said, "Okay, bend over at the waist and put your palms on the bed."
He did as he was told and looked at her. "Eyes on the bed," she commanded.
He straightened his gaze and waited. Emily knew this was an important experience for Steve. He was obviously accustomed to following her instructions and doing as he was told but she wanted him to learn about real punishment. Steve was actually quite aroused. The idea of being spanked by his dominant intern was very exciting.
She lifted the paddle and pressed it squarely against his bare bottom. He flinched at the surprisingly cold wood. She slid the paddle up and down and rubbed his ass, just for a moment. Then she spoke, "I want you to know that this is what will happen whenever I decide you need to be punished. Do you understand?"
Steve nodded as she pulled the paddle back to a half swing position. She swung with medium force, striking Steve squarely on the ass; smack. It definitely caught his attention but he was able to hold his position. Not surprisingly his cock swelled in its cage.
"One," she called out.
She swung again but harder. Smack! "Mmmhh." Steve whined through the ball gag, his knees bucking slightly.
"Two, keep your knees straight," she said.
Steve locked his knees and attempted to catch his breath. She swung again, harder still. Smack! His knees buckled again and he wailed through his gag, "Mmmm!" He quickly re-locked his knees as he tried to recover.
"Three," she called out. She paused to let Steve feel the sting on his ass and talk to him. "My spankings are not playtime. They are for punishment. You have seven swats to go."
Without warning she swatted him very hard. Smack! "Ooohmf!" he wailed, bending his knees and lowering his ass several inches. Emily smiled at his obvious distress. His ass was already an angry red. He stood with his knees bent, breathing heavily through his nose.
Emily said, "Four. When you're ready, lock your knees."
He nodded but kept his legs bent and his ass low. After a long moment he finally straightened his legs and waited. Emily noticed that he was trembling. Her punishment was already having the desired effect. She eased off to a medium swing distance and swung again. Smack!
Steve held his legs straight and Emily said, "Five."
He was already in position so she continued, smack! Again he remained in place. "Six," she called out.
She only had four swats left and she wanted to make them count. She pulled back the furthest yet and swung hard, smack!
"Ooohmmf!" Steve wailed through his gag and dropped to his knees. His penis had shriveled in its cage. Emily said, "Seven." She smiled in satisfaction as Steve reeled from the pain.
In a soothing voice she said, "Just breathe. You can do it. Only three to go."
He nodded, caught his breath, then got up off his knees. He lifted his ass, locking his knees again. Emily decided to finish easy. She made the final three swats like the first. She counted with each, "Eight; Nine; Ten."
Steve was relieved it was over. He began to stand but Emily said, "Don't move." She laid the paddle on Steve's back.
He stayed in position with his eyes on the bed. He heard Emily rustling around behind him then her heard photos clicking away on her phone. She was photographing his angry red bottom and the instrument she had used. "There," she said, "Now I'm done." She removed the paddle and put it away. He stood and she moved over to him and sat on the bed as she moved the photos to her cloud account. She finished, stood and removed the ball gag. She held it out to him and said, "Go wash this."
When he returned with the clean toy she put it back in her suitcase. She turned and looked at Steve. She said, "I like you in that collar. I think I'll have you sleep in it. Let's get ready for bed.
A short time later Emily was under the covers and Steve emerged from the bathroom and joined her. She was smiling at him and said, "I need an orgasm."
"Say no more," Steve replied, eager to pleasure her orally.
She shook her head and said, "Not tonight."
He gave her a confused look and she pulled her hand out from under the covers. She was holding a small pink egg-shaped object. She squeezed it and it began buzzing. "One of my favorite, personal toys," she said. She switched it off and looked at Steve. She said, "I'll take care of myself tonight, but you can listen."
She reached over and turned out the light. A moment later Steve heard the drone of her vibrator under the covers. Soon Emily began breathing heavily and cooing, "Oooh, oh yes." She was more vocal than normal. She wanted to play up her pleasure and help Steve imagine what he was missing. Of course his cock was firm in its cage as he listened to her squeals of delight. She dragged her pleasure out as long as she could but within twenty minutes she was moaning in ecstasy. Steve felt helpless as he lay next to her in the dark, unable to even touch his own denied penis.
It proved to be another typical night. Restful for Emily and long for Steve. The constant feeling of the collar locked on his neck was an effective reminder of his status.
Wednesday and Thursday were very similar to Tuesday. They spent much time at the pool and lunched at home with Steve doting on Emily like the good servant he was becoming. Thursday afternoon Emily got another notification from her smart-lock that Mark had entered her apartment to clean. She texted him, "When you're done cleaning get me some groceries. There's a list in the drawer to the right of the refrigerator."
Mark texted back, "Yes Miss Emily."
She smiled in self-satisfaction. She noticed Steve starting at her breasts more than once. She was lounging in her tiniest bikini. She had been wanting Steve to pleasure her via her breasts and she had an idea. She said, "I want to give you a special treat."
"Yeah?" said Steve, his interest obvious.
They went inside and Emily had Steve strip off his swimsuit. She locked the collar on his neck because she wanted him in a proper "slave" state of mind.
She sat on the edge of the bed and said, "Come over here."
Steve walked over and stood before her with his caged cock at her eye level. She wanted to prepare him to give up his orgasm for another night, and she had an idea how to do it. Emily reached up and gently grabbed his balls. She said, "So you've never seen my bare breasts; have you pet?"
Steve's mouth dropped open in shock with his mind racing. He couldn't speak so he just shook his head slowly. Emily smiled and released her grip on his balls. She untied her bikini top behind her back. Then she placed her left arm across her chest, holding the triangles of fabric in place, providing her last vestiges of modesty. Finally she untied the string at the back of her neck. Steve's cock cage was pulsing up and down with his racing heartbeat.
She carefully moved her hands to the hot pink fabric triangles covering her nipples. She looked him in the eyes and said, "Are you ready pet?"
Steve nodded in anticipation. Emily pulled her hands away and allowed her bikini top to fall to the floor. Steve was astounded. Her firm breasts remained in place and her dark pink nipples were revealed to him for the very first time. Her silky, supple skin enhanced her glorious breasts. Her areolae were relatively small in diameter but her nipples were large.
She was amused at his reaction. The look on his face was as if he had just found the Holy Grail.
She looked down at his imprisoned cock and noticed a clear drop of precum on the tip. She gave him an evil grin and said, "Would you like to taste my nipples Steve?" He nodded in silence.
She said, "If you want to worship my breasts you have to be on your knees."
He immediately dropped to his knees before her. She moved her breast close to his lips. He moved closer and opened his mouth. She pulled away and said, "Not so fast pet."
He looked up to her with worry in his eyes.
She said, "I'll allow you to kiss, and taste, and suckle my breasts tonight on one condition."
"What's that," said Steve, in almost a whisper.
She said, "You need to honor what you've already agreed to. I want you to give up your orgasm, for tonight."
His mouth dropped open at her pure joy. He knew she loved tormenting him with her supple young body. He looked closely at her breasts. Perfect globes of life-giving feminine essence. She smiled at his predicament. His firm, imprisoned cock silently screaming his need for orgasmic relief but his eyes feasting on her perfection. He knew he was all too willing to give up all pleasure for a taste of her youth.
Without taking his eyes off her breasts he said, "Just one more night?"
She nodded slowly, and said, "One more night of obedient ache. In return you'll get to kiss, and lick, and nibble, these perfect breasts. Have you seen any more gorgeous than these?"
He shook his head and said, "No."
"So what's your answer?" asked Emily.
"I want to taste," he said, looking briefly into her eyes.
She smiled and said, "Just a moment."
She turned away and stepped over to her little suitcase. She extracted something and returned to Steve. He was so distracted by the sight of her glorious naked breasts that he didn't see what she was holding. She moved her hand up into his line of sight. He saw that she was holding what looked like a tiny black collar. In reality, it was a cock ring. She crouched down and moved the leather device to his genitals. She wrapped it around his cock and balls, between his body and the cock cage. She buckled it snugly in place. She stood and looked at him smugly. Again he was staring at her breasts.
She made one more trip to her suitcase and returned with her leash. She snapped it on the D ring of his new cock collar. Then she turned and walked toward the chair in the corner of the room. Steve quickly followed her as she tugged him along by his captive cock and balls.
She sat down on the chair with her back straight and her posture perfect. She separated her knees, pulled down on the leash and said, "Kneel."
Steve complied immediately to minimize the pain on his genitals. Once kneeling, his face was directly in front of Emily's glorious chest.
"Ok Steve, are you ready to taste?" said Emily.
He said, "God yes."
Using her right hand Emily took up the slack in the leash and held firm tension on his cock and balls. Then she put her left hand on the back of his head and pulled his mouth to her left nipple.
He actually whimpered as he began kissing and suckling her firm nipple. "Oh yes pet that's so yummy," she cooed.
She dropped the leash and moved her hands to his and guided them. She placed his left hand squarely on her bare right breast and his right one on the side of her left breast. He was startled and moved back for a moment to look her in the eyes. She smiled and nodded saying, "It's alright, use your hands and your mouth. Show me your appreciation. Show me how you worship my body."
He was thrilled. He nodded and moved forward, sealing his mouth over her left nipple. He resumed gently squeezing and kneading her breasts as he hungrily fed on her left nipple. The sensation was a huge turn on for her and her pussy was wet and tingling.
She blindly reached down and found the leash. She grabbed it and pulled it taut, then tugged up. Steve paused and winced for a moment. She relaxed slightly and said quietly, "Keep going."
Steve continued suckling and she held firm pressure on the leash, keeping his swollen and caged cock and balls well under control.
Emily's demeanor was calm and nurturing. She said quietly, "Such a hungry baby boy. Do you like it when mommy feeds you?"
He nodded and mumbled, "Muh, huh."
She allowed Steve to kiss and suck her left nipple while kneading her breasts for a solid ten minutes. The entire time she held the leash taut, occasionally pulling it tighter to urge harder sucking from her obedient pet. Over time, he began dripping precum on the floor.
Emily continued with her nurturing, "My baby boy must always do what mommy says, especially when it comes to feeding time, right baby?"
He nodded silently and sucked. Emily continued, "Say it baby boy. Promise mommy you'll always feed how and when she says."
Emily's pussy was wet and throbbing while having her sensitive breasts worshipped. Steve said, "I promise I'll always feed how and when mommy says."
She gently pushed him back and moved her right breast to his mouth. She said, "Okay, we need to switch sides. You don't want to make mommy sore." She enjoyed Steve's gentle sucking on her right breast for another ten minutes.
Finally she moved back a little and looked down at his cock. She grasped his balls and gently squeezed and kneaded drops of clear precum onto the floor, all while his cock was trapped in the cruel cage.
After she milked several large globs of precum to the floor she moved her right breast back to his mouth.
She pulled the leash tight and tugged it to encourage him to continue. She let him suckle and worship her youthful breasts for another twenty minutes, knowing full well that he was falling deeper under her control.
He was focused on her amazing chest rather than his own primal need to ejaculate. She knew he was desperate for orgasm and she also knew that suckling her breasts had fully distracted him from his own sexual need.
She gently pushed him back to look in his eyes. She said, "You've made me feel very good but I need more now." He looked into her eyes and suddenly became aware of his aching balls and intense sex drive.
He looked in her eyes and whined, "Please Miss Emily. Don't leave me like this."
She pouted and said, "Awe, poor baby. Do you want to make some cummies?"
He nodded and said, "Yes please, I'll do anything."
She looked in his eyes and smiled slightly at his pure desperation. She slid back and ordered, "Lick up your mess."
He looked down at the streaks of clear precum on the floor. He didn't hesitate for a moment. He dropped his face to the floor and licked it clean. He was done in a matter of seconds and he moved back up, looking to Emily's face for her approval. "Very good boy," she said in a soothing voice, "But you know you only have to wait one more day and I'm going to fuck you."
He nodded in defeat saying, "Yes, I know."
She smiled and said, "Such a good boy. Now, I want you to give me an orgasm."
Of course he agreed instantly. She simply spread her legs and pulled her bikini off to the side. In moments he was sucking on her clit and she was in heaven. For Steve it turned into yet another sleepless night.
On Friday morning she removed Steve's chastity cage and had him shave and clean himself again, while teasing him out of his mind. This time she had him clean the chastity cage by hand in the bathroom sink. She sat on the closed toilet lid to keep a close eye on him.
When he finished the task, his cock was hopelessly hard meaning the cage could not be put back on. Emily said, "We need to get you soft again. Which do you prefer, reverse alphabet or a spanking?"
"Reverse alphabet," he quickly replied. She gave him a knowing smile and said, "Okay, go face the wall."
Ten minutes later he was securely locked back in his cage. Emily smiled at him and said, "Tonight is our big night."
He nodded and smiled saying, "I can't wait."
Let's do an early dinner so we can come back and get started by say, seven PM.
"Sounds good to me," Steve agreed.
She thought for a moment and said, "It's little black dress night."
Steve smiled back and said, "Oh wow, I forgot about that. I'll make a reservation."
"Perfect," said Emily.
Steve made a reservation at the finest restaurant on the island. They took his car since they were dressed up. Fortunately the restaurant had valet service. They stepped into the restaurant with Emily on Steve's arm. She was nothing short of stunning.
The sexy black dress accented her perfect figure and full tan cleavage beautifully. All eyes were on Emily as the couple was seated. Steve thoroughly enjoyed the jealous stares of other men.
It wasn't until they were seated that Steve noticed; she was wearing a simple necklace with a small key hanging between her perfect breasts. She must have put it on in the car.
He looked at her and she was smiling slightly with her full lips covering her teeth. He said nothing, he simply enjoyed the cunning and sexy woman, taunting him with the secret symbol of her complete control over him.
It was a delicious and elegant dinner. Rather than focusing on the highly sexual week that Steve had experienced he found himself dreaming about Emily as his wife, or life partner in some form.
He was so happy to be there and he was happy that he had influenced HR's decision to bring Emily on board.
As planned, they were back at his place before seven PM. Emily walked directly upstairs and Steve followed. He was scarcely able to believe that he was about to have sex with Emily. The most gorgeous, sexy, amazing woman he had ever met.
As soon as they entered the bedroom she walked to her suitcase and rummaged for a moment. She turned to face Steve and she was holding something in her open palm. Steve looked to see three small white pills. She said, "Let's start with your meds."
Steve gave her a knowing smile. He took the three pills and popped them in his mouth. He walked over to the bathroom to get a cup of water. The pills were already dissolving in his mouth and they were quite bitter. He washed them down and returned to Emily to see her fondling the key to the chastity cage.
She said, "Would you like to help me out of this dress?"
"God yes," said Steve.
She turned her back to Steve and lifted her hair. He unzipped her dress and she turned back to him. She allowed the dress to drop and she stepped out of it. She took the dress and held it out to Steve. She said, "Hang this up for me." She was standing only in her black strapless plunge back corset top demi-bra and black panties. The key to the chastity cage was still dangling in her cleavage.
He went to the closet and hung the dress. He walked back to her and drank in her sexuality. She smiled and said, "You should strip so I can get that chastity cage off you."
He needed no more encouragement. He quickly stripped, leaving his clothes on the floor. He looked at Emily to see her standing with her arms crossed. She seemed displeased. He immediately realized his mistake. He hurriedly picked up and began folding his clothes.
When his clothes were folded he turned back to see her holding several lengths of braided black nylon cord. She smiled and said, "Lay on the bed and stretch out for me."
He looked down and said, "Don't you think you should take the chastity cage off me?"
She shook her head and said, "Not yet. I said lay on the bed."
Steve complied. He walked over and climbed on the bed, laying down in the middle and stretching out. Emily stepped over and dropped three of the back cords on the bed. Then she took the remaining one and wrapped it several times around his ankle, tying the loose ends to the corner post near his foot. She repeated that action and tied his other ankle to the other foot post.
Next she grabbed a third cord and wrapped the middle of it one time around his wrist and knotted it twice. She pulled the loose ends to the corner post at the head board, pulled it tight and tied it off. She repeated that on the other side, wrapping a cord once around his other wrist and tying it off. He was now stretched and spread-eagle on the bed.
She sat down on the bed next to Steve and smiled. She reached over and dragged her fingertips on his chest, tweaking his nipples and causing them to firm. She looked in his eyes and said, "These cords are thin but very strong. You really shouldn't pull against them because they'll leave burn marks that you'll have for days. That would be difficult to explain."
He looked at the thin cord around his wrist and nodded then said, "I wouldn't want that."
She smiled, shook her head and said, "No, you wouldn't."
She reached out again and dragged her fingertips down his stomach, causing it to jump and twitch. She continued on, past his clear chastity cage and wrapped her hand around his balls. She gently squeezed and Steve held his breath.
She said, "I should probably take this mean little gizmo off. Would you like that?"
"Y... Yes," said Steve, his voice cracking.
Emily stood up on the bed and turned her back to him, then straddled him at his waist. He looked at her perfect ass, split by her black thong which barely covered her labia. She slowly squatted and moved back, settling her firm ass on his chest. She slipped her necklace off and used the key to unlock the chastity cage. She efficiently disassembled and removed it, placing the pieces of the cage on the bed beside Steve. It felt good to be free of the cage. She gently toyed with his cock and balls and looked for any signs of chafing from the cage. In the process his cock grew and firmed nicely.
Emily noted the time. It had only been ten minutes since he took the ED pills. She planned to take her time. She climbed off the bed and took the pieces of the chastity cage to the bathroom. She plugged the sink drain and placed all the plastic pieces in the sink, then she washed her hands and allowed the soapy water to cover all the pieces.
A moment later she returned to Steve and climbed back on the bed. She straddled him again but this time she was facing him as she sat on his stomach. She smiled and said, "Are you looking forward to fucking me?"
"Oh God Emily," said Steve, "You have no idea."
"Oh, I think I do," she said smiling, "I think you've been fantasizing about it since the day we met, have you not?"
Steve knew he couldn't hide it. He looked away then looked back to her eyes and said, "Yes."
She reached behind her back to unfasten her bra and said, "First things first." Her bra fell loose and she took it off, freeing her glorious breasts. She placed her bra on the bed beside Steve then she leaned over him with her hands on either side of his head. She moved her right breast close to his mouth and he moved up to suckle her nipple. She moved back and said, "Ut, ut, uh, not so fast. Just dry kisses but don't touch my nipple."
He nodded at her and she moved back down. He gently kissed all around her nipple which instantly firmed. She cooed, "Ooh, that's nice. Soft kisses." She let him kiss her dozens of times, then she moved her other breast to his mouth and said, "Now this side." He applied multiple dry kisses all around her firm nipple.
She pulled away and sat up on Steve's torso. His firm cock was flat against his stomach. She reached up with both hands and began massaging her own breasts and gently tweaking her nipples. Steve was mesmerized at the sight of this beautiful woman pleasuring herself. After a few minutes Emily said, "My breasts are so sensitive. I can almost reach orgasm just by having my nipples sucked. Do you want to try making me cum like that?"
"Yes please," said Steve with a smile.
Emily leaned down and offered her left nipple to Steve. He leaned up and greedily closed his mouth over it and began urgently sucking. "Oh, wow," Emily said, surprised by his urgency. She held herself up with her left arm and put her right hand on the back of his head. Her sensitive nipple was like a direct connection to her sexuality. She cooed and oohed at the pleasurable sucking. She could feel her pussy throbbing and she couldn't help but hump her crotch against his stomach.
The stimulation against her pussy was building and she had a realization. She said, "I shouldn't hump, that's cheating."
She forced herself to stop moving and simply enjoy Steve's efforts as he worshipped her breasts. After a long time she had him switch sides and she offered her right nipple. She moaned and bit her lower lip. After only a minute she said, "Oh my God that feels so good."
She realized after several more minutes that she was unlikely to reach orgasm this way but it was driving her insane.
Finally Emily pulled her right nipple free from Steve's hungry mouth. She sat up straight and moved her hands to her thong. Steve looked down and she said, "My God am I horny. Look how wet you made me." The small patch of fabric covering her pussy was visibly saturated.
She looked at the time and said, "Thirty more minutes for those pills."
She rolled off him and sat beside him. She reached out and gently toyed with his cock, testing its firmness. "It's definitely getting there," she said with a big smile on face.
She looked at him and said, "I have a fun idea."
He looked at her with worry. She stood up on the bed and slipped her thong down and off. Her glorious pussy was swollen and visibly wet. She straddled him again facing him. She squatted and lowered herself until her slippery labia were pressed against the underside of his cock. Steve moaned at the sensation of her warm, wet pussy against his shaft.
She looked in his eyes as she slowly rubbed her pussy up and down the underside of Steve's cock. The pleasure was intense but without stimulating his glans he knew he would not reach orgasm. "Oh, my God Emily, I can't take it," whined Steve. She lifted her pussy away and said, "I'm sorry Steve. Do you want me to stop?" He involuntarily flexed his pelvis in an attempt relieve his intense frustration.
His mind was spinning and he feared she would stop all play. He said, "No don't stop, I just; I mean it's so; oh Christ Emily, can I please just have an orgasm?"
"Awe, is my poor baby horny?" she asked as she grinned. She pinned his tormented cock between his stomach and her wet pussy and just sat on him without moving. She said, "You know, if you make a mess I'm going to feed it to you."
"Okay, it's okay, I'll do it," blurted Steve, "Just finish me."
She smiled and said, "Music to my ears." She looked at the time and said, "There's still twenty minutes left for your cock to reach full hardness, but, it's good to know you're finally ready to consume."
She resumed slowly humping her pussy on his cock. She saw the cords at his wrists tighten and said, "Be careful Steve. Don't pull, you need to just take it." His arms went limp and he looked at her with pleading eyes.
She saw the desperation in his eyes and took pity on him. She said, "Guess what, I'm horny too." She crawled up his body until her pussy was hovering over his mouth. Before she even began to lower herself, Steve lifted his head as high as he could and extended his tongue like a starving man. She knew he was hopelessly horny and she loved it. She also knew the source of her power was her pussy which Steve wanted more than anything.
She put both her hands on his forehead and used her weight to push his head back onto the bed. Then she lowered her pussy close to his mouth but kept it just out of reach. "Do you want to taste her?" she asked, knowing full well the answer.
"Yes," he said, "Yes Miss Emily."
"First, eat my ass," she said as she moved up further and lowered her asshole to his mouth, placing her wet pussy right on his nose."
He didn't even hesitate. He began probing her ass with abandon. "Oh!" squealed Emily. She giggled a little and said, "Oh! That feels, oh, it kinda tickles." Steve continued licking like a sex starved maniac.
She pulled her hands from Steve's forehead and held onto the headboard. She enjoyed Steve's tongue on her ass for several long minutes. She knew it was almost time for her to take the next step in her evening plan. She did want her pussy eaten as well so she slid down and he immediately got the message. He hungrily licked her sweet pussy. She always enjoyed Steve's skillful pussy eating but her plan for tonight did not include having an orgasm from Steve's mouth which is why she only let him eat her for a short time.
She stood and stepped off the bed. She turned and walked away. Steve was confused and said, "Emily, where are you going?"
She called over her shoulder, "Don't go anywhere?" She giggled.
She walked over to her mysterious supply of sex toys in her suitcase. She opened the case and rummaged for a moment. She walked back to Steve with a small white, plastic jar. She climbed on the bed beside Steve's hip. She said, "Looks like that Sildenafil is doing the trick." He looked down and realized she was right. He had never been so hard.
She popped the lid off the jar in her hands which caught Steve's attention. He said, "What's that?"
She smiled and said, "Oh, it's just some anti-wrinkle cream for your willie."
He knit his eyebrows in confusion and watched as she used two fingers to scoop out a dollop of thick white cream. Then she grabbed the base of his cock with her other hand and pointed it straight at the ceiling. Next, she applied the cold, white cream to his glans and coated it in the thick white mysterious substance. She scooped another dollop and continued by coating his shaft. About that time Steve felt it. The head of his cock felt hot and he noticed a burning sensation.
"Ow, ow, Emily, what is that? It burns," he complained.
She ignored him and continued her task, carefully coating every square inch of his penis with cream. "Emily, please!" he said more urgently, "It really burns."
"Shhh," she shushed him, "Count to 100 and it will be over."
"What?" he said with concern and confusion.
She looked at him sternly and said, "Count!"
"One, two, three," he responded.
"Slower," she instructed.
He complied, "One... two... three..."
She smiled and nodded as he counted. By twenty she had finished coating his cock in the white substance. She put the lid back on the jar of cream and returned it to her suitcase. She walked over to the bathroom and washed her hands. When she returned to Steve and he was still counting with his eyes shut tight, "Eighty-five... eighty-six..."
Emily interrupted, "You can stop."
He stopped and looked at her. She said, "Does it still burn?"
He looked at his cock. The white cream had vanished and his dick was shiny but it didn't burn. His tone revealed his surprise when he said, "No."
She smiled at him, then moved her hand to his cock. She placed one fingernail against the base of his cock, at his balls and said, "Do you feel that?"
"Yes," replied Steve.
She slowly and gently dragged her fingernail along his cock, toward the head. She stopped halfway along his shaft and said, "Do you feel that?"
Steve's expression revealed his surprise. His gaze moved from her fingernail on his cock to her face. He said, "No, I don't feel that at all."
Emily grinned and said, "Huh, that's weird."
Her expression turned evil and she said, "Oops, that wasn't anti-wrinkle cream, it was numbing cream."
"What?" said Steve with concern in his voice.
Emily smiled and rolled off the bed. She walked over to her small suitcase and reached inside. She returned to the edge of the bed and held up two condoms. She smirked and said, "I read this trick online. I'm going to make you my human dildo."
Steves mouth dropped open in surprise. He was speechless. Emily climbed back on the bed and moved next to his hip. The ED medication had done its job. His cock was so hard that it was no longer laying flat against his stomach. It was rock hard and pointing at the wall over Steve's head. It was gently pulsing up and down with his heartbeat.
She opened one of the condoms and rolled it onto his numb penis. Then she opened the other one and rolled it on as well. Between the numbing cream and two condoms it was doubtful that Steve would feel any pleasure whatsoever.
She climbed back on top of Steve and straddled his hips. She grabbed his condom encased penis and pointed it at her slick pussy. He watched in disbelief as she impaled herself on his numb cock. "Oh! God yes!" she squealed as Steve's rock-hard cock filled her tight pussy. He could feel the warmth of being inside her but that was all.
It was like watching her put a dildo in herself. She smiled and said, "It's your favorite position; regular cowgirl, going for a ride."
She leaned forward and pressed her full breasts against his chest. Then she started flexing her hip so she could enjoy his rubberized cock sliding in and out of her pussy. "Oh fuck yes, Steve, I'm going to love every second of this."
Steve was so conflicted. He loved the fact that Emily was naked on him and clearly fucking him, but his cock was completely numb. She had cruelly robbed him of the incredible pleasure that her pussy would have been providing.
She continued slowly pumping her hips and enjoying the pleasure of her human dildo rubbing against her clit. The sensation and the entire scene had her so horny that her pussy juices coated the condoms. She felt an orgasm approaching so she leaned back to look into Steve's eyes.
He had never seen such a look on a woman's face. It was pure animal lust. She cried out, "Oh my fucking God Mr. Harris! Oh! Fuck! I'm cumming." She ground her pelvis hard into his and stopped moving as she enjoyed a powerful orgasm. Steve looked down and saw her stomach muscles rippling and clear pussy juice at the base of his cock. After another thirty seconds her waves of pleasure finally subsided.
She sat up straight with Steve's hard cock still buried in her tight pussy. She was smiling like a drug addict who had just gotten a hit. She was still breathing heavily and said, "Was it good for you?" then she giggled.
Steve was not amused. He frowned and said, "My cock is numb but my balls are aching."
"Awe, poor baby," said Emily. She said, "Let me try again. I'm sure I can make you cum."
She lifted herself and stood causing Steve's cock to pop free from her wet pussy. She turned her back to him and moved down between his widely spread legs. She dropped to her knees and put her ankles under his knees. She reached back and bent his cock toward the foot of the bed and aimed it at her cunt. He bent his knees and flexed his pelvis to minimize the discomfort of having his cock bent down. She slowly impaled herself again, bending his cock further. Steve had an amazing view of Emily's beautiful ass and his cock filling her young pussy.
She started rocking back and forth, slowly plunging the full length of his cock into her womanhood then allowing it to slip most of the way out. Steve looked on in dismay. It was an incredibly sexy sight but he could not feel a thing.
Emily looked over her shoulder and said, "How do you like this one? It's kind of a combo of reverse cowgirl and doggie style."
"I wish I could feel it," whined Steve.
Emily moved back hard and stopped with Steve's cock buried to the hilt. She said, "Are you complaining? Because if you are, I might just have to give you a spanking when we're done."
"No, no, Emily, I'm not complaining," said Steve. He definitely didn't want another spanking.
"Good," said Emily. She continued pumping her ass back and forth. She decided this position was fun but she couldn't get enough stimulation on her clit. She eventually stood and returned to the forward-facing position. Once she was back on Steve's lap with his cock buried in her, she resumed humping him. She stayed vertical so she could play with her breasts and nipples. Steve watched helplessly as his domineering intern used him like a male sex doll.
Soon she felt another orgasm nearing. In a husky voice she said, "My God Steve, you are such a stud. I'm going to cum again."
She flopped forward and smashed her breasts to his chest and increased the speed of her hips. She said, "Come on Steve, move those hips, fuck me!"
He was so horny he began meeting every one of her thrusts. He hoped beyond hope that he could somehow achieve orgasm to relieve the ache in his balls.
Within five minutes a second orgasm racked Emily's body, "Ohhhh, yessss!" she squealed, "Fuck me!" Steve pumped as hard as he could, in unison with his fiendish tormentor. She rode out another powerful orgasm then collapsed on his chest. She was completely spent and her heart was racing. After she caught her breath she sat up straight. Steve's denied cock was still rock hard and buried deep in her enslaving pussy.
He looked at her and saw the most powerful, gorgeous, amazing being he could ever imagine. Her curly auburn hair was disheveled and laying about her shoulders. Her breasts were shiny with perspiration and her chest was flush pink from her intense orgasm.
She was still breathing heavily and looking down at Steve in complete victory. She had successfully denied his orgasm through the course of the two most powerful orgasms she had ever had.
She smiled silently as she caught her breath. Finally she said, "Steve Harris, that was, hands down, the best sex I've ever had in my life."
He smiled and, surprisingly he felt something unexpected; gratitude. He said, "I'm glad I could be part of giving you so much pleasure."
She slid up and his cock popped out of her cunt. It was still firm but it thudded against his stomach. She slid up, laid down beside him and snuggled close to him. She reached over and rested her hand on his cock. She looked in his direction and their eyes locked. She said, "Are you ever going to let me tie you to a bed again?"
He looked at her in surprise and said, "Seriously?"
"Yes," she confirmed, "I'm being serious."
He said, "Emily," I would let you tie me to the bed tomorrow night and the next night, and every night after that, until you get tired of me."
She smiled and said, "Really?"
"Yes really," said Steve.
She thought for a moment and said, "I'll be right back."
She rolled off the bed and walked out of the room. With a moment to collect his thoughts Steve realized his balls were aching and he could feel how hard his cock was. A minute later Emily returned with a cold bottle of water and she took a long drink, then she climbed back onto the bed and straddled Steve. Her sloppy pussy was wet against his chest. She said, "Here, have a drink." She lowered the bottle to his mouth and helped him drink his fill.
She set the rest of the water on the nightstand then sat on the bed next to Steve. She looked at his rubber encased cock thoughtfully. She reached over and dug her fingernails into his glans.
"Ow!" said Steve.
"You felt that!" said Emily.
"Yeah, I guess, you clawed me pretty hard," he stated.
An evil grin came over her face and she said, "Are you still willing to eat your mess?"
He looked at her with confidence and said, "If it means I get to have an orgasm, absolutely."
She smiled and said, "You sound kinda desperate."
"Do you think?" he asked sarcastically.
She got off the bed again and went over to her suitcase. She returned with something hidden in her hand. She grinned and revealed her secret. She was holding her pink, egg shaped vibrator. She said, "Let's see if this can make you cum."
He smiled weakly but he was skeptical. He knew that most topical anesthetics lasted a few hours or more. She climbed back on the bed and sat beside his hip. She pursed her lips as she looked at his cock wrapped in two condoms. She reached over and carefully rolled one off. Then she switched the toy on and moved it toward his cock. She pressed it to the underside of his glans at the tip.
"Can you feel that?" asked Emily.
He knit his eyebrows and said, "I... I think so." She attempted to gauge his level of arousal by studying his face. He was staring at the buzzing egg as if he was trying to figure it out himself.
After five minutes she knew it wasn't working. His cock was still plenty hard and he hadn't an orgasm in days but the numbing effect of the cream was still too strong. She decided she needed to give Steve an erotic mental boost. She knew he loved being dominated by her.
She switched the egg off and laid down beside Steve with her head propped up on her hand. She put the egg on his belly button so it wouldn't roll off.
She reached down and wrapped her hand around his balls and gently massaged them. She turned, looked in his eyes and said, "If you don't cum soon I'm going to make you wait until you're back in your office."
He glanced at her to gauge her sincerity. She grinned evilly and continued, "It's true. Monday morning I'm going to make you get on your knees, right in your office and beat off while I make a video of the whole thing."
Steve's mouth dropped open in shock but his stomach fluttered at the thought. Then he remembered his new secretary. He said, "You wouldn't do that, not with Mark right outside my office door."
She shifted her hand to his rubber encased shaft and began squeezing and manipulating it. She said, "Do you think Mark scares me? He's my friend. He wouldn't bother us."
Steve looked down at his hard cock and her small hand massaging it. His balls were aching and he desperately needed an orgasm. She continued with her mental manipulation, "I know that you will do anything and everything I tell you Steve. So when I step into your office, and tell you to drop your pants, you will drop your pants."
He loved the confidence in her demeanor. He didn't even realize it but he was nodding, ever so slightly because she was right.
She picked up the egg and switched it back on, then pressed it firmly to the tip of his cock. She could see precum foaming inside the condom's reservoir tip.
"Oh, Emily" moaned Steve quietly. It was obvious she was getting to him.
She continued, "There's nothing you can do to stop me Steve. There's nothing you will do to stop me, because you don't want to."
He flexed his hips slightly as her words turned him on. She said, "You are like my puppet. You do what I want, when I want, and you do it with a smile on your face."
His breathing quicken and he flexed his pelvis one more time. She rolled the buzzing egg to one side of his glans, then the other.
She resumed her mental assault, "Soon you are going to fill that condom with a huge load of semen and then guess what's going to happen."
He was trying to figure out if she really wanted him to say it but after a moment she continued, "I'm going to peel it off your spent, satisfied cock and you'll be a changed man. You will feel so much sexual relief that you will regain your ability to think straight. But then, I'm going to remind you that you're my little bitch."
"Oh!" Steve moaned as a wave of pleasure surprised him, prompting Emily to pull the stimulation from his cock.
She said, "I'm going to sit on your chest with your face between my thighs. Then I'm going to force feed you the load from this rubber."
He shook his head and said, "Emily I just don't, oh!"
She had pressed the egg to the head of his cock once again. She said, "You know, deep down inside that you love submitting to me. You love the fact that I control you... admit it."
He nodded but he remained quiet. He slowly flexed his pelvis in pleasure. She said, "Say it; say you're my bitch."
Very quietly he said, "I'm your, your bitch."
"Louder!" she said.
In a clear voice he said, "I'm your bitch."
She pressed the egg firmly to his cock and yelled, "Louder!"
"Oh! I'm your bitch!" he called out. With that loud confession his orgasm hit like a speeding train, "Oh! God!"
He pumped his pelvis and Emily held the egg firmly to his cock. The tip of the condom turned white as his pent-up load of semen was pumped free of his body. He writhed in a wave of pleasure the likes of which he had never known. She knew that her control over Steve was more mental than physical and she had expertly guided him to a place where he could submit to her will.
Just as his orgasm was ending, and before he could gather his thoughts she dropped the egg and peeled the condom from his penis, careful to pinch the end and preserve the load of semen.
She quickly sat on his chest with her thighs on either side of his face. She grabbed his nose and pinched it while simultaneously pulling it toward the headboard.
"Ow!" he whined as she kept a firm grip on his nose and pushed away from her body, causing his head to tilt back and his mouth to open wide. She quickly dumped the warm contents of the condom in his waiting mouth.
"Arghh, uhhg," he gargled and whined, "Oh yuck."
She dropped the spent condom and put her hand under his chin, closing his mouth. Then she pulled his nose down, still holding it pinched tight.
"Swallow it, swallow it all," she commanded. Steve could see the determination in her eyes as he gulped to get his mouth clear so he could take a breath.
She pulled her hands from his face and he gasped for air. Now that he could breathe, the full weight of what had just happened hit him, along with the disgusting, musky taste of his own cum.
"That's a good little bitch," said Emily with a great deal of satisfaction. She said, "See, you had your orgasm but now you're right back to where you belong, my controlled, owned, plaything."
Steve looked up at her and smiled. He didn't even care that she had just forced him into a despicable act. All he could think about was the fact that he had actually fucked her to orgasm, twice, and she loved it.
She climbed off the bed and began untying him. Once he was free Emily said, "That was so much fun. Did you like it?"
"It wasn't, horrible," admitted Steve. He thought for a moment and said, "Are you really going to make me, you know, masturbate in my office?"
"That really turned you on, didn't it?" she said.
"I guess it did," he confessed.
"Then I suppose you'll just have to wonder about that," she said with a smile. She continued, "I really enjoyed that too, but now I'm tired and I feel disgusting. I need a shower, then sleep."
She thought for a moment and said, "Hey, I have an idea. Do you want to take a bath with me?"
"Fuck yes!" said Steve.
She was surprised at his answer and smiled at him. She had never heard him curse like that. Then he said, "That's the only possible answer to that question when it's asked by Emily Stone, fuck... yes..."
Steve thought for a second and said, "But can I brush my teeth first?"
Emily giggled and said, "Yes, I think I'd prefer that."
They enjoyed a nice relaxing bath together and Emily allowed Steve to wash and brush her hair. Then he washed her feet and back. Before they were done Steve was horny again but Emily managed to get the chastity cage locked back on him before bed.
The next morning they ate breakfast at home and they went to the car ferry early. As they drove back to Steve's main house Emily used her phone to shop online. She order some new black latex clothes for her punishment session with Mark. He had violated the privacy of her bedroom and she intended to make him pay. Before they knew it, they were back at Steve's main house.
He pulled into the garage next to her car. After moving her things to her car he walked up to Emily. She said, "That just may have been the best vacation I have ever had."
He said, "I know it was the best one I ever had."
She stepped close to him and hugged him tight. He hugged her for a long time until she finally let go.
She stepped back and said, "I've only got a couple weeks left in my internship."
He frowned and said, "I know."
She reached out and placed her hand squarely against his crotch and rubbed his cage. She said, "Well now you'll have a constant reminder of me, won't you?"
"Yes," said Steve.
Emily stepped over to her car and rummaged in her suitcase for a moment. Then she returned to Steve and held out her hand. He looked down to see her holding the key to the chastity cage.
He looked at her and she said, "Remember, you have the key, but you're not in charge of your release. You may only use the key to keep yourself clean."
"Right," said Steve as he took the key from her hand.
She looked at him thoughtfully and said, "See you at work on Monday, and I expect you to be wearing my lock in your pants."
He winked and said, "Yes Miss Emily."
End Chapter 11
- After their playful session, Steve found himself intrigued by Emily's suggested "ultimate fantasy." He pondered about it throughout the night.
- During their whale watching tour, Steve couldn't help but imagine Emily as his young wife, under his control, a stark contrast to their current dynamic.
- As they prepared for dinner, Emily hinted at continuing their play, telling Steve to meet her upstairs after he finished cleaning the kitchen.
- In his bedroom, Steve found Emily wearing lingerie, a sight that immediately aroused him. She commanded him to insert the butt plug and turn it on, followed by donning the collar and leash.
- With the plug humming in his ass and the collar and leash around his neck, Steve began to massage Emily's feet, eager to please her and, in turn, potentially earn a release.