Cuckquean Pleasures (closed for teazme)

They were having a fun time shopping for sex toys and Jack found himself fantasizing about all sorts of sexual acts. How could he not with all the toys and other parafenalia on the shelves. He thought of the dinner they were to have with Sylvia in two nights and thought of the toy he found. He would tell Lucy about it, wanting them to be a surprise for her and Sylvia.

Jack smiled when they were in the nipple clamp aisle, seeing her hard nipples poking out as if wanting to be touched and sucked. He smiled and chuckled when she told him she knew exactly what her nipples want. "I do too," he said as she picked out a set of clamps with a third clamp. "I think that is exactly what you need baby. One for each nipple and one for that nice hard clit." He felt a shiver when she placed it in the basket with the vibrating nipple clamps.

Their basket was filling up with an assortment of toys, clamps, and collars. He could only smile at Lucy's creative mind when she picked out two sexy prisoner costumes and a cop outfit complete with nightstick and handcuffs. When she asked for his thoughts, he put his arm around her waist. "I have a feeling I'm going to have to arrest two felons and interrogate them until they beg for mercy."

The basket was now full and as they listened to the clerk tell them about the paddle that would mark the prisoners with the word slut. Jack picked up the paddle, holding it in his hand and twirling it in the air. He offered. "Oh by all means we can buy the paddle. It will come in handy during the interrogation. I know of one or two sluts that will be sorry they broke the law." They both saw the clerk's eyes grow a bit bigger and they were sure she was wondering what they were going to do with the costumes.

Out in the car, Jack was about to start the car when he told her. "I'll be right back. There is something I want to look at." Before Lucy could speak he was out of the car and headed back to the store. Inside the store, Jack went to the toys he found and made sure Lucy couldn't see them when he took them to the checkout counter. The clerk smiled. "One for each of your prisoners?"

"I have a better idea but I may use it on them too," he said as he paid the bill and walked out to the car. Lucy was curiouos but Jack told her, "It's a little gift for you and Sylvia when we are out to dinner in a couple of nights. So don't ask and be surprised."

As he started the car, he put his hand on Lucy's thigh. "That was fun. In the mood to try out a few of the toys when we get home?"
 
Lucy felt her pussy clench as she saw Jack hold the paddle. She could only imagine the fun they were going to have with all the new toys and costumes. Lucy watched as all their new toys were bagged up and giggled a little bit. She could hardly wait until their next time with Sylvia.

Lucy could barely gasp as Jack dashed out of the car and back into the store. She decided to text Slyvia, "we went to the porn store tonight. I have a couple costumes for us next time." Lucy added a wink and sent Sylvia the text. When Jack came back Lucy wanted to ask questions but was good and decided to wait. Lucy just smiled at Jack, "I am always ready for you handsome." Lucy put her hand on Jack's cock and softly started to stroke him, "get us home baby."

Lucy smiled as Jack drove them home. She kept stroking his cock until they were on a long deserted road. She unzipped Jack's pants and moved over the console. She winked at him before leaning over and taking his cock into her mouth. She softly suckled and licked, not enough to make him cum, just enough to insure he was ready when they got home.

They finally pulled into the drive way and Lucy gently put Jack's cock back. She kissed him deeply before whispering, "my pussy is soaked for you." She quickly jumps out of the car and runs to the house. She dashes up the stairs and jumps on to the bed. With a wicked gleam Lucy removes her clothes and starts to pinch and pull her own nipples, moaning loudly enough for Jack to hear as he came in the door.
 
Jack laughed and chuckled when she told him she was always ready and began to stroke his semi-erect cock in his trousers. There was no doubt the sex shop had her excited and he wondered how long it would take her before she fished his cock out. When she unzipped his pants on the deserted road, he smiled, "Can't wait until we get home?"

Her wink was all he needed as he let out a deep groan when her lips opened and she took his cock into her mouth. She was teasing him and he knew this game all too well. She would get him excited on the way home and then jump out of the car and race to the house. He was thinking of Sylvia and Lucy dressed in their prisoner outfits and he was the arresting officer who had to frisk them thoroughly before taking them to the station. With Lucy's expert lips and his fantasy swirling in his mind, he was stiff as a board by the time he pulled into the driveway. He felt that familar ache in his cock that only her pussy could take care of.

Just as she had done numerous times in the past, she kissed him and told him how her pussy was soaked and then took off for the house. He thought of the packages and figured they could wait until tomorrow. There was something more exciting and more important right now. Walking into the foyer, he heard her loud moans coming from the bedroom. Stripping off his clothes as he raced up the stairs, he was breathing hard when he ran into the bedroom, seeing her naked body lying on the bed.

Jack thought of some of their toys they had and the toys they brought but tonight was not about toys. No it was about satisfying the deep ache in his cock. He watched her for a moment as she pinched and pulled her nipples while staring at his rigid pole swaying back and forth.

Almost running to the bed, he scrambled on top of her and with a wicked grin grabbed her ankles and spread her legs wide open. "You thought you could tease me did you." With one quick motion, he centered his cock to her opening and thrust, hearing her loud moan of approval. "Oooh fuck baby your pussy is so wet and hot."

He watched her tease her nipples while he began to thrust harder against her hips. Her pussy felt so tight and the way she squeezed his cock made him think he might explode. Releasing her ankles, his hands covered hers on her tits while he felt her legs wrap around his waist, her hips thrusting back against his thrusts.

He knocked her hands away and grasped her nipples, pinching and pulling on them as he rolled his hips against her. "You think you and your partner in crime can get away with anything." A deep hard thrust and then he held his cock deep inside her. "I happen to know a certain cop that knows how to get the information from you and your partner if he ever catches you." He leaned down kissing her hard as their hips ground together with unbridled lust.

Jack could see Lucy was getting into the fantasy when she pushed her hands against him. He easily rolled onto his back, watching Lucy, with a wicked grin, climb on top of him, The sex shop and now the fantasy playing in his head was starting to overwhelm his control. His deep moan filled the room when she plunged her pussy down hard on his cock while wearing a wicked grin. He felt her pussy muscles gripping his shaft like a vice as he watched her start to bounce on his shaft.

Reaching up, he found her hard nipples ready for his fingers to tease and twist them. "Trying to get me to shoot my gun," he groaned in a deep panting breath as he pulled each nipple, hearing her moans grow louder. He could easily throw her off but he felt her hips bouncing harder. Then a few more well placed plunges and he felt her muscles squeezing tighter and knew the end was near. "You sure know how and when to pull my trigger," he moaned deeply and then felt his cock swell. There was no holding back as his cock erupted deep inside her with thoughts of what they were going to do with Sylvia in a couple of days swimming in his head.
 
Lucy hears Jack running up the stairs and giggles, he is always ready to fuck her whenever she needs it. She smiled as he tackled her on the bed and spread her wide open, "you love being teased babe admit it." Suddenly she felt Jack thrust into her in one big push and she screamed in pleasure, "oh fuck babe you are so big."

With a wicked gleam in her eye Lucy picks up on the play, "Ofcourse we can get away with anything. You will never get us to talk." Lucy grins, "there is no way to bribe us."

Lucy felt Jack shoot his load inside her and she squeezes around his cock once more before she cums. She feels so powerful when she is able to make Jack cum. She collapses on his chest and smiles at him, "you are the best babe." Lucy looks at Jack and smiles, "I think I am going to pass out right here. With your cock still inside me."

In the morning Lucy gets up and runs to the gym. Shee likes hitting the gym in the morning so she can get her exercise for the day over with. After her work out Lucy studies herself in the mirror, she is proud of her body and is glad Jack likes showing it off. She gently pinches her nipples and makes a bold choice. She texts Jack she will be home late and heads to the showers.

Once she is dressed in her outfit for the day she heads to the office, no one would ever guess she has slutty panties and a sexy matching bra on. She decides to stop by Sylvia's empty office and drops off her prisoner costume with a quick note, "for our next get together. OOO."

After work Lucy heads to a piercing parlor and boldly walks to get her nipples pierced. She is nervous, especially as the piercer is leering at her but she wants to do this. She feels him prep her nipples and pierces them. She looks down at the two little barbells in her nipples and grins. She is a little sore and the piercer gives her the aftercare instructions before she heads on braless.

Once at home Lucy tells Jack, "let's not have sex until we are with Sylvia." Lucy wants to surprise them both with her two new pierced nipples.
 
When Lucy said she thought she was going to pass out with his cock still inside her, he smiled as she lay her head on his chest. He wrapped his arms around her, holding her against him as he thought about his wife and Sylvia. It didn't take long for him to hear her soft breathing indicating she was asleep.

Pulling the covers over their bodies, he caressed her with his fingertips feeling her move when he touched certain spots. His shaft was beginning to deflate and soon it slipped from her but he didn't release her. He thought about his surprise for Lucy and Sylvia and how he would give it to them just before dinner at the restaurant.

In the morning he woke up to see Lucy getting ready for the gym. He made himself some breakfast and then headed to the office. It wasn't very long into the day when he received a text from Lucy that she would be home late. He texted back and told her he would have dinner on the table.

At lunch Jack went to the gym to work out. Sometimes he worked out by himself and other times he played handball with some of the regulars. Today, his long time friend Paul, wanted to play handball and Jack obliged him. Paul was on the police force and worked as an undercover officer in the narcotics division.

After a spirited game, they sat in the locker room cooling off before taking a shower. Jack asked how the new jail construction was coming and Paul told him it was finished last week and they moved the inmates into the new facility yesterday. Jack's interest was piqued and thought about it for a few minutes before telling Paul, "Listen I know this may sound a bit weird but lately Lucy and I have been playing some fantasy games. One of them has to do with prisoners." He stopped talking to see the reaction on Paul's face which was noncommital and then he noticed a soft smile.

Jack figured he knew Paul well enough to ask. "So I was wondering if there is any way we could use the old jail for one night. I really think Lucy would get a kick out of it." Jack held his breath knowing this was a big ask from his friend, an honest undercover cop.

Paul smiled and laughed. "Jodi and I have used the jail on occasion for just that reason. I think I can make it work. Let me give it some thought and get back to you tomorrow." He stopped for a moment and grinned. "I may be able to throw in an old cruiser we don't use."

The rest of the day dragged on. He was anxious to talk to Lucy about his conversation with Paul. She knew him and his wife, Jodi, from some social gatherings involving Jack's friends. When he got home he cooked spaghetti and meatballs with a side salad along with a nice bottle of wine.

He was happy to see her and he told her he understood not having sex until they were with Sylvia. He saw a sparkle in Lucy's eyes and knew she was up to something. But it appeared she didn't want to talk about where she went after work and he didn't pry. It was the same when he ran back into the adult store and came out with a package and she didn't try to find out what he purchased. He also knew by waiting for the night with Sylvia they both would be more than ready to release a lot of sexual tension.

During dinner, Jack told Lucy about his day at the gym and his conversation with Paul. Afterwards as they sipped some wine, he asked, "what do you think about using the old jail for a night of lustful fun?"
 
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When Lucy got home she smiled, Jack made dinner and he was an excellent cook. Lucy quickly joined him in the kitchen and gave him a deep kiss, "thank you for dinner." Lucy helped Jack dish up and joined in at the table, Lucy couldn't believe how tender her nipples were as she ate dinner with Jack. She was a little worried he would be upset when she suggested not having sex until they were both with Sylvia, but was glad he didn't seem to mind the idea. Besides giving her nipples time to heal it would also help them build the tension and their first orgasm that night would be a doozy. She thought about Jack's idea for a little fun in the old jail and smiled, "you always come up with some of the best ideas. Are you thinking for all three of us or just the two of us?"

As they sat together and watch some tv after dinner Lucy just softly snuggled into Jack's side. They rarely had moments like this as they both had such high sex drives, but she appreciated a good snuggle and just time to be together as well. Lucy smiled as she thought about her marriage and how much she loved Jack for giving her a safe place to explore all the different sexual avenues. She look at him and smiled, "you know I am really lucky to be married to a guy like you. Someone who lets me explore my sexuality with no judgement and I appreciate it."

Soon after Lucy started to head upstairs to go to bed, she had a busy day tomorrow as after work she was headed to get a wax to make sure she was all clean for the next evening. Lucy quickly fell asleep with thoughts of their dinner with Sylvia dancing in her head. In the morning Lucy did a quick bit of yoga before she headed to work, she had a busy day today and wanted to get to work early. Sylvia stopped into Lucy's office around mid day and Lucy smiled at her. Sylvia grinned, "I got the little surprise you left me. I am intrigued by the idea. I made a reservation at the hotel restaurant for tomorrow at 6." Lucy grinned and Sylvia continued, "I also got us a room in the hotel for the weekend as well." Lucy's grin got even bigger, "we can't wait."

Finally Lucy's day ends and she heads to the spa to get her wax. She likes coming here as she has developed a good relationship with her waxer her. She meets up with Beth and tells her she wants just a little landing strip. Beth smiles and nods, "I will make it perfect." Lucy enjoys the look of a waxed pussy, but she does not enjoy the pain. After all the wax is applied Lucy braces herself as Beth removes it. Finally it is done and Beth shows Lucy, "it looks perfect like always. Thank you." Lucy finishes up at the spa and heads back home. She picks up dinner and meets Jack at home, "Sylvia dropped by and told me dinner reservation at 6 and she got a hotel room for the weekend already. I am excited to see what we get up to this weekend."
 
Jack smiled when Lucy told him he comes up with the best ideas. "I think it would be a lot of fun for the three of us and I'll work out a plan to make it happen. I'll most likely see Paul at the gym and see what he can do for us. I'm getting excited just thinking of having two beautiful prisoners I have to interrogate." He knew he needed to stop thinking about it, remembering Lucy's words that they would not have sex until that night.

After dinner, as they snuggled on the sofa, watching some shows on the television, he started to formulate a plan to get the women to the old jail. It all depended on Paul and he found himself getting excited again and had to control his sexual urges. When she told him she was lucky to have him for a husband, he chuckled. "And I'm really very lucky to have such an understanding wife with a very wicked and wild imagination. Now that we've met Sylvia, she has opened a few doors that were closed and I'm very grateful to have such a loving and understanding wife."

Jack stayed up for a while after Lucy announced she was going to bed. He knew she would be asleep by the time he went up and therefore ..... no sex. He couldn't shake the feeling that she was hiding something exciting from him. She had a gleam in her eye but he knew better than to bug her about it. He was sure that whatever surprise she had for him, he would love it. As he fell asleep he thought of the surprise he had for Lucy and Sylvia at the restaurant. He had a feeling they were going to get back at him in some way after their sensual experience.

In the morning, Jack got ready for work while Lucy did her yoga. He text Paul about using the jail and got a reply that they should do lunch. At lunch, Jack was excited to find out Paul was able to secure the jail keys. He also was able to get the cruiser for one night and wanted to know where they were having dinner. When Jack told him the Ritz, Paul's eyes lit up. "That makes getting it to you a lot easier," Paul said and then instructed Jack as to where the cruiser would be parked and how to get to it.

Jack told Paul he owed him one and Paul mentioned that some night they needed to get together with the wives. Paul didn't say it but Jack left the lunch with the distinct feeling Paul and his wife were into the swinging scene. During the afternoon, he thought about how Sylvia introduced them into a threesome. He knew there was a world of swingers and wondered if he and Lucy would indulge themselves in that world of sexual pleasure.
At home, during dinner, he smiled when Lucy tells him Sylvia has made dinner reservation at 6 and she got a hotel room for the weekend. "I'm excited to see what happens this weekend too. I had a nice lunch with Paul and he gave me the keys to the old jail." Jack didn't tell Lucy about the police cruiser. He wanted both women to be surprised when they were taken prisoners.

After dinner, they sat out on the patio, drinking wine and enjoying the evening air while listening to music. Normally, this would lead to going to bed early and enjoying each other. But Jack remembered Lucy's request that they wait until dinner with Sylvia before they had sex. As they sipped their wine, he sensed an excitement in Lucy and when he looked into her eyes, he saw a sparkle. Tomorrow could not come soon enough.

A bit later, Jack mentioned he was going to pack the toys in one suitcase and his weekend clothes in another. He wasn't surprised when Lucy joined him, helping him pack their toys into a large suitcase. "We are starting to get a collection," Jack laughed as he packed the new toys they recently purchased. When everything was pack, he went downstairs to turn off the lights and lock the doors. When he returned he was surprised to see Lucy in bed with the covers over her and a smile on her face.

"I know you have some surprises for me and I have some for you," he said climbing into bed and kissing her good-night. "So tomorrow I have a present for you and Sylvia when we sit down for dinner and I'm sure you'll both enjoy it." It was a tease and knew it would get his wife wondering what it could be.
"I plan to take the afternoon off tomorrow and rest up for what I'm sure will be a long and very sensual and exciting weekend." Jack leaned over to kiss Lucy good-night and was surprised when she pushed his hands away after a quick kiss. Jack sighed and fell back onto his side of the bed looking up at the ceiling and then remembered something else he wanted to tell Lucy.

"Paul also wants us to have dinner with him and Jodi sometime." He paused for a moment and then added, "he didn't come right out and say it but I got the feeling he and Jodi might be in the swinging scene. I know we just started with Sylvia and we're going on a cruise with her but I'm curious what your thoughts are about swinging with other couples.?
 
Lucy smiled at Jack as he started packing all their toys, "yes I am looking forward to expanding out collection even more." Lucy made sure to pack a few pieces of lingerie that Sylvia hadn't seen yet and that she knew would drive Jack insane. She also made sure to pack a few toiletries so she could be fresh the entire weekend, "I am sure we will have a crazy weekend and I am intrigued by want you got us." Lucy jumped into bed once everything was packed. She smiled as Jack gave her a kiss goodnight.

She was surprised when Jack told her about Paul and Jodi. Lucy paused, "well I am open trying to something until we know we don't like it. But I feel like we should also talk to Sylvia about it just so she doesn't feel like we are ignoring her." Lucy pauses, "but also we will have rules between us to make sure we are both enjoying it and don't feel left out." Lucy nods, "I am open to exploring more with you, as long as we keep us in focus."

Lucy slowly falls asleep and wakes up well rested, "I will call you when I am on the way home so we can head out as soon as I get home." Lucy heads into the office and is surprised with an email from Sylvia telling her she is too excited for the weekend. Sylvia gave her the afternoon off so they could enjoy some time together before dinner. Lucy called Jack on her way home and told him they could head of the hotel early. Once Lucy arrived home they packed up the car and headed out to the hotel. Sylvia texted as they were on the way, "Suite 255 I am all checked in."

Lucy smiled as they parked and headed up to the suite, "Are you ready for some fun this weekend?" Lucy followed Jack into the elevator up to the suite. Lucy gently knocked on the door and was shocked when Sylvia answered wearing a floor length silk robe, "come in." Lucy followed Sylvia into the room and was surprised at how elegant the room was. Sylvia smiled, "there is three bedrooms and three bathrooms in here so you guys can have some couple time as well if needed." Lucy grins, "thank you for thinking of that." Sylvia grins, "of course, why don't you two go into the master bedroom. I took the second master bedroom and figured the third room could be our designated playroom." Lucy nods, "you thought of everything." Sylvia smiles, "I will be in the playroom area, we have 4 hours before we have to head for dinner. Plenty of time for a few orgasms."

Sylvia pauses and looks at Jack and Lucy, "I know we have been planning this weekend but I did have one request that if you say no nothing changes, just wanted to see how you felt about it." Lucy tilts her intrigued, "what is going on Sylvia?" Sylvia grins, "well my husband is quite a bit older than me and he is unable to satisfy me as you know, however he does enjoy watching me enjoy myself sometimes. He was wondering if he could join us this weekend, only as a silent watcher. He could hide in the closet if you don't want to see him or sit in a chair in the corner if you are ok with that. Please feel no pressure to say yes, but this is his favorite way to get off, watching me enjoy other people."
 
Jack was intrigued by Lucy's response to what he thought a dinner with Paul and Jodi would lead to. He wasn't sure if they were swingers but the tone of Paul's voice sure made it sound like they were into the swinging scene. Escpecially since he mentioned how he and Jodi had used the old jail for some intimate fun.

"I'm glad you're open to trying other things and I do agree we should discuss it with Sylvia. She seems very well versed in the swinging scene." Jack thought about Lucy mentioning rules. "We are very new to this lifestyle and I agree too that we should have rules between us. The last thing we want to happen is for one of to feel deserted. I think that will make for some very difficult feelings all the way around."

Jack thought for a moment and ended the conversation with, "Of course, I may be all wrong about Paul and Jodi. But it's a sense I got when we were talking and before we go off the deep end we'll need to make sure what I thought I heard is really what I heard. And as you said, we need to keep the two of us in focus."

Jack spent the morning not really getting any work done. His mind was on the upcoming weekend with Lucy and Sylvia. If everything worked out, it would be a weekend to remember. Jack called Paul to find out what he he found out about using the old jail and the cruiser. Paul told him everything was all set and would drop off a key to the old jail later that morning.

When he arrived, Paul asked how Jack was going to handle getting from the hotel to the jail. Jack told him ideas and Paul smiled and told him it seems he has it all worked out. Jack laughed, "as long as the women play along."

Paul's eyebrows arched. "Women?"

Jack knew he made a mistake by mentioning women. But Paul's facial expression was one of curiousity as Jack said, "It's a long story and I'll tell you about it sometime."

Paul smiled. "I definitely want to hear all about it." He told Jack how to get the women out of the hotel without being detected by other guests and staff. He also mentioned where the cruiser would be parked and how to get to it.

Jack didn't mention his conversation with Paul as they drove to the Ritz. "I'm very excited about having a lot of fun this weekend. I have a feeling there are going to be a lot of surprises for everyone." When they got to Suite 255, Jack wondered how the women would take going to jail. But all his thoughts of prisoners and the jail, evaporated when Sylvia answered wearing a floor length silk robe. He knew she wasn't wearing anything underneath the silk and it looked like she was ready for some hot sex.

Jack looked around the elegantly decorated suite, knowing this was not the normal suite people booked at the hotel. This was a suite for people who had a lot of money. He listened to Sylvia describe the bedrooms and then mention she would be in the playroom as they had four hours before dinner. Jack felt a twinge in his trousers when she also mentioned there was plenty of time for a few orgasms. Jack laughed and looked at Lucy and Sylvia. "I have a feeling there is going to be a lot of orgasms and not a lot of rest time for any of us, which is ok with me."

He heard Lucy and Sylvia's laughter and then Sylvia told them about her husband, Henry, not being able to satisfy her. She was asking them if it was ok for Henry to watch the action. Jack had heard about men who were not able to enjoy normal sex relationships with women. They liked to be voyeurs and in that way they could masturbate, getting off watching others giving and receiving pleasure.

Jack had only met Henry a few times and he seemed like a very likable guy. But when he met Sylvia for the first time he could see the age difference and from their time with Sylvia, she had a very high sex drive like Lucy. He imagined Sylvia told him all about their time together after the party and he must have expressed some interest. This was something better discussed between he and Lucy before they gave Sylvia their answer.

"We'll need to talk about this," Jack said to Sylvia. "Let's go into the bedroom and discuss this Lucy."

Once in the bedroom, Jack turned to Lucy and put his hands on her shoulders. "I have a feeling Sylvia really wants us to include her husband. It's kind of interesting that we talked last night about making sure you and I were all on the same page when we did this swinging bit. I need to know what you think about having sex with Sylvia and me while being watched by her husband ....... your boss ...... your company's CEO."

Jack saw Lucy was thinking about it and continued. "If you want to know what I think about it ..... I don't have a real problem with it but I won't know until I try it."

Another thought jumped into his brain and he smiled while licking his lips. "In fact when I think about what I have planned for you and Sylvia, I think he might fit in very nicely." Jack could see Lucy was about to ask what he had planned but he quickly added, "don't ask about my plans just like I know you're concealing something of a surprise for me and possibly Sylvia."

He noticed Lucy remained silent, apparently thinking of what he said and what Sylvia had proposed about her husband. "And think of it this way if you're thinking about how it will be around the office. He surely can't tell anyone about it without revealing to the employees he is impotent and unable to have regular sex with his wife. So I think his little secret will be secure and who knows maybe you and Sylvia can make it work to your advancement at the office."

Jack smiled and looked into Lucy's eyes. "Tell me what you think honey. What are your thoughts about Henry? Is it going to make you more nervous having the company CEO watching us? Maybe we should invite him dinner and see how it goes." Jack thought Henry joining them for dinner and thought there might be a way to break the ice with him.
 
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