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 slip up so the crotch of her panties was pressed against the bulge of his chatity 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 eyesbrows 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 favoid 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 turned on at him.
She climbed off him and walked back to the bed. She stopped at the edge of the bed and slide 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 slide his face to her womanhood. They had a long day of activity and she hadn’t shown since early morning. That resulted in her feminine essence being stronger than he was used to and it made Steve wants 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 andhe 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 situationd 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. Everythinging 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 planning 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 emaculated and horny as hell.
It was another long night for Steve. Emily’s torque was wearing on him. He thought a lot About her insight 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 longeraching. 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 showing. 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 blind 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 lean, 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 chatity cage. A few minutes later he emerged from the bathroom wearing only His chatity 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. Shemoved towards 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 told and relaxed in the chair while holding her pet’s lean 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 victory 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 andkneaded 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 missing 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 leaned 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 footaway and put both feet on the floor. She lifted her butt off the chair and slide 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 understand. He moved his mouth towards 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 clip for now.” She moved her knees off her chest and settled her heels on the chair.
He undersToo 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 grogeous young woman’s sex. Finally she said, “Ok, I’m horny as fuck. How about you? Do you want that means 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 while.
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 clip 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 torqueor’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 satisfied.
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 achein 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 grap, 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 chatity 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 himselff. 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 friedge and deep clean
-Scrub kitchen floor
-Deep clean shower
-Scrub bathroom floor
-Scrub toilet
He glanced down the short hall towards 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.
Dispite the fact that he was alone in her apartment he crept towards 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 inand 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.
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