Preparing a Cuckold [M 30,F 30, Femdom, Strapon, Crossdress]

Mike and Jane recently had a threeway with another guy. They both enjoyed the experience, but it had really awakened something in Jane. After processing the encounter she realized that she not only wanted more, but she wanted to take things in a different direction. She decided to put her plan into action knowing that Mike had expressed an interest in what she had in mind.
One evening she told him, “I really enjoyed that threeway. I want to do it again, but I want to change the dynamic. I want you to play more of a support role. You get to fuck me all the time, so when I’m with another guy I don’t want you fucking me until after. But I do want you to help out in any way I ask. How does that sound to you?”
The look on Mike’s face said so much. Jane could see how he looked stunned but excited.
“…I like the way that sounds,” Mike said softly.
“Good. In order for this to work I need to be in charge. You can help screen the guys. But in the bedroom you need to do what I say. So, before we do this again I need you to be used to taking orders from me and I guess I need to get used to giving them. I need to train you. So from now on we are going to have some new rules when it comes to sex.”
Mike nodded, “Ok”.
“Good. So you need to realize what a privilege it is to have sex with me, especially when I can have other guys. So from now on whenever you cum inside me you will have to clean it up as a sign of that appreciation. I want you to cleanup after any guy I fuck, so this will get you used to that too. That’s number one.
“Rule number two, if you don’t clean my pussy you lose the privilege of fucking me for a night and the next time we have sex you will be doing so in the role of my sissy lesbian slut. We can suck and rub each other, but you don’t get to fuck me. This will get you more used to the role you will play when I bring a lover into the bedroom. If you are really good and take to the training well I will reward you. How does this sound?”
As Jane said this she rubbed her hand over Mike’s crotch and felt his erection through his pants. “I think I have my answer,” Jane said. Mike blushed. Jane kept rubbing his cock through his pants. They started undressing each other as they kissed and caressed. Once they had their clothes off Jane told Mike, “I plan on sticking with this. We can talk about it and make adjustments if necessary of course. But before we go through with this I want your full approval. Are you ok with this?”
“Yes,” Mike responded gently.
“Good now. Now get down on your knees, cuck.”
Mike complied.
“Good,” Jane said. Pleased with herself. She sat on the bed with her feet on the floor and told Mike, “Now I want you to kiss and lick me all over. Starting with my feet.” Mike moved closer and started kissing her right foot. Seeing how easily she could command Mike got Jane aroused and she started to rub her pussy. Mike began to lick the bottom of her foot and suck on her toes. After he had done this for a bit he did the same with the left. Then he began to work his way up her body, caressing her calves and thighs as he planted kisses on them. When he made his way further up her thighs Mike got a better view of Jane rubbing her clit, a sight that at all times excited him. He moved up and sucked on one of her nipples, then switched to the other. After a minute or two of this Jane pushed his head down and directed it between her legs. Mike began to eat her pussy slowly. Then he began to lick and suck her clit more vigorously. He placed his hands under Jane’s ass and she moved her hand to the back of his head. As things intensified Mike removed a hand from underneath Jane and began to tweak one of her nipples. He circled her clit with his tongue harder and faster as Jane pressed against the back of his head until she arched back and came. Mike stayed there for a few seconds licking up her juices and stroking his cock.
Then Jane told Mike to lie down on the bed. She gave him a long kiss then licked and played with both of his nipples before moving down to suck his cock. Jane loved the feeling of his hard cock in her mouth even though she could only fit part of it in. After a few minutes of this she moved up and sat on his cock. It felt so good as she eased her way down onto it. Once she had ridden him for a bit she pulled herself close to him. Mike wrapped an arm around her and grabbed her as she writhed on top of him. They did this for a while. Then Jane sat up and started riding Mike hard as she played with his nipples. Having her in such a commanding position was very intense for both of them. Then Jane told him, “I’m going to ride your cock until you come. Then I’m going to sit on your face and make you lick me clean.”
This sent Mike over the edge and he came hard inside Jane. When Mike had finished pumping his seed inside of her, Jane rested for a moment and kissed Mike gently. Then making sure to put a hand between her legs to catch any cum that dripped out of her Jane moved up and presented her pussy for Mike to clean. But she started by making him lick the part of his load that had dripped onto her hand. Then she put her labia right to Mike’s mouth and told him to clean up his mess. She held his wrists so he could not withstand. “Lick it all up,” she told him. Mike licked her until all the cum his tongue could reach was gone. Then Jane did a kegel that pushed more cum out of her and gave him some more to clean. By the time he was done cleaning her the act of dominating Mike like this had made Jane aroused again. So she directed Mike to lick her clit. Making Mike lick her and then smothering him with her pussy were incredibly hot and Jane came after a few minutes. She shuddered in orgasm and snuggled up to Mike. “Good boy,” she told him.
~
The next time Mike and Jane had sex Mike finished by fucking Jane in the missionary position. The fact that he would need to clean up when he finished was on his mind. This excited him and the more he wondered of it the closer he came to cumming. He was able to hold back until Jane reminded him of this further by saying, “You are going to lick me clean after you cum.” Not long after hearing this Mike exploded inside of her and lay on top of Jane. Although he gave himself some time to prepare, after ejaculating Mike had lost the will to do what he knew he needed to do and laid down next to Jane. When it was clear he would not clean her up, Jane went to the bathroom. Mike wondered he had gotten off free. He was wrong.
Two nights later when Mike came into the bedroom he saw a nightie and a pair of panties laid out on the bed for him. He knew then that Jane was serious about this. He put them on and joined her in the bathroom getting ready for bed. Jane smiled when she saw him dressed in the clothes she put out for him. She kissed him and said, “Good girl”. Then finished up in the bathroom and let Mike do the same. When he came back to the bedroom she was sitting on the end of the bed dressed in some sexy lingerie. She told Mike to kneel in front of her.
“You have been a bad girl and need to be punished. You were supposed to lick me clean two nights ago, but you could not do that. If you can’t show me your appreciation you don’t get to fuck me. Now, lie down across my lap.” Mike obeyed.
Jane slowly moved her hand across Mike’s ass then gave him a good slap. “We need you to understand who is in charge in this bedroom.” Then she gave him another slap. “You are to do what I say. If you don’t I will just dress you up like a little slut and fuck someone else.” She gave him another slap. “Do you understand?” There was a silence. Then Jane gave another slap
“Yes,”Mike answered.
“Good,” said Jane. “But just so we are clear…” Then she gave him a few more slaps and made sure she distributed them between his cheeks as evenly as efficient. “Ok, I hope you have learned your lesson. You can get up now.”
Then Jane got very tender with Mike, perhaps it was the clothes they were wearing. They spent a lot of time kissing and rubbing, enjoying the feel of the lingerie on both of them. Mike’s cock strained against his panties. Jane felt it through the fabric and circled his nipples. Mike moved his hands along the silky material Jane had on, gently fondling her breasts. He began to rub her moist clit. They went on with this sort of play for longer than usual. Then Jane had Mike lie down so she could sit on his face. She rode his face while she sucked on his cock. Then she sat up and ground hard on his face while she played with his nipples, practically smothering him with her cunt. She came quickly, but rather than getting up she rested there for a moment before having Mike lick her again. Jane could see how much this excited Mike and she enjoyed taking control of him like this. “I could sit here all night,” she told him. “Would you like that?”
Mike could give only a muffled answer, but she could tell from the increased vigor with which he licked her that he might not mind that. Before long Jane came again. She got off his face and laid down next to him, playing with his nipples and rubbing at the bulge in his panties.
“Would you like to fuck me?” she asked.
“Oh yes.”
“Hmm. Well, you know that is not going to happen tonight. You need to learn your lesson. Besides, you are wearing panties and you can’t fuck me with a little clit like this. But I know you are a little slut that just needs to get fucked. So I will fuck your little pussy.”
Jane and Mike got her into the strapon. Then Jane said, “I need you to get me ready to fuck you. Suck my cock.”
Mike got down on his knees and began to suck the dildo between her legs. Jane held the back of his head and said, “good girl. Rub your clit while you suck my cock.” Mike reached down and stroked himself while he moved his head up and down on her cock.
“Ok, now take off your panties and get on the edge of the bed.” Jane told him
Mike obeyed and waited eagerly as Jane lubed up the dildo and slowly eased it into him. Once she had it all the way in she began to work faster while Mike played with his nipples.
“You like that you little slut. You need my cock inside you don’t you.”
“Oh yes.”
“Rub your little clit for me.”
Mike began to stroke himself as Jane fucked him. She looked so hot as she moved her cock in and out of him. It did not take long for Mike to cum, his toes curling and pointing as he did so.
They cleaned up and Jane told Mike, “Now you understand who is in charge.”

After that Mike licked Jane clean after sex almost every time. When Mike had gone a month without refusing to clean up Jane took things a little further. He came into the bedroom to discover his plaid skirts, stockings, and a pair of panties laid out for him. When Jane saw the look of confusion on his face she explained.
“Yes, you have been good and licked me clean like I asked. But good behavior does not change the fact that I call the shots. So, get changed my sissy slut. I want to put my cock in that little pussy of yours.”
Mike did not need to be told twice and put on the clothes Jane had selected. They started to make out and rub each other. After Mike had sucked on her nipple for a few minutes she pushed his head between her legs. The way she pushed his head down without asking aroused them both. Mike licked her. He did this for a few minutes before Jane put her hand on the back of his head. He licked more vigorously and she came. After taking a minute to recover, Jane put a medium size dildo into the harness and strapped it on. Then they kissed and fondled each other again. She played with Mike’s nipples while she rubbed her cock against his panties. Then Jane told him she wanted him to get her cock nice and hard so she could fuck him and pushed his head down in between her legs. Mike licked and sucked it briefly before Jane had him lie down and take off his panties. She lubed up her cock and slid it inside him. Jane watched the faces he made as she moved in and out of his ass-pussy. She enjoyed these just as she enjoyed the little girlish sounds he made. Mike played with his nipples. Then he moved a hand down to his crotch, but Jane corrected him. “Not yet. I will tell you when you can touch yourself.” Mike complied, but he squirmed with desire wanting to touch himself.
“You need to be a good little slut and just get pleasure from me fucking you,” Jane told him. And he did. Mike enjoyed it as Jane worked her cock in and out of him. He loved the look on her face as she fucked him and worked her hips. After a few minutes when it seemed like Mike could not wait any longer Jane asked, “Do you want to touch yourself?”
“Oh yes please.”
“Beg me.”
“Please can I touch myself?”
“You want to stroke your little clit?”
“Yes, please can I stroke my little clit?”
“Stroke your little clit. My slut.”
Mike began to stroke himself. He did it lightly at first, but soon he got very excited and did so more vigorously until he came.

Two nights later Mike was surprised and somewhat disappointed to see more lingerie laid out on the bed for him. He had followed the rules so he found the situation puzzling.
“I thought I was going to get to fuck you tonight.”
Jane gave him a stern look and told him, “Not tonight. I told you, I’m in charge. You might not always like it…at first. Now get changed”.
Mike got changed and when they were both ready Jane instructed him to lay across her lap. She gave him a good hard slap on the ass and told him, “You are making progress following my commands, but I can see we still have some work to do. You need to follow my orders without hesitation. Is that clear?”
Mike lay silent for a moment then he felt another slap.
“Yes.”
“Good. I’m glad you understand me.” Then Jane gave him a few more slaps on each cheek.
Then she told him he could get up. She kissed him and said, “Trust me this is for your own good you horny little slut.” This excited Mike and they began to make out with vigor. Kissing, caressing, nibbling. Mike sucked on Jane’s breasts until she got more aroused and pushed his head in between her legs. He licked her pussy eagerly. But after a little bit she gently moved her head away and went to his top drawer and pulled out the big dildo.
“It looks like you still get to fuck me,” Jane teased. Mike did not laugh. She could sense his apprehension. Looking to tease him she pulled down his panties and held the dildo next to him.
“See how much bigger this is than that little clit. I think I would rather have it inside me tonight.”
She had him kneel at the edge of the bed and instructed him to lube the dildo up by licking and sucking it. Then she had him slowly insert it inside her waiting pussy. It took some time to fit the whole thing, but when he did Jane felt very full. Mike began slowly moving it in and out of her. After a bit of this Jane pushed Mike’s head onto her clit. He began to lick and suck her while he fucked her with the dildo. The combination was intense. It was difficult to thrust and lick at the same time, but eventually Mike got the hang of it. At times it seemed almost too much for Jane to take until she finally came arching her back.
“That was very good,” she told him. “That is something I might need you to get comfortable doing when I have another lover in the bedroom.” The wondered made Mike a bit uncomfortable, but it also excited him.
“Now it’s your turn to get fucked with a big cock,” Jane said as she took the dildo and inserted it into the harness. “Do you want me to fuck you with my big cock?” she asked.
“Oh yes.”
“Well get down on your knees and suck it for me to show how much you love big cock.”
Mike obeyed and started sucking it. With one hand he held the cock while the other reached down into his panties to rub himself.
“I see how much you love cock. Look how excited your little clit is getting. Do you want me to fuck you?”
“Yes, please fuck me. I want your big cock so bad.”
“Good little slut.”

A few nights later Mike came into the bedroom and saw that Jane had laid out clothes for him. This time he was not upset. He had accepted he was to obey her and was looking forward to what she had in store for him. After they brushed their teeth she removed her pants and panties and sat down on the toilet to pee. Only after she finished did she realize there was no more toilet paper in the bathroom.
“You forgot to put more toilet paper in the bathroom again,” she scolded him.
“Sorry, I will go get you some more.”
“I really don’t feel like waiting. I have a better idea. Get down on your knees.”
Mike obeyed. He looked up at Jane as she looked down at him and said, “lick me clean.”
Mike was somewhat shocked and hesitated a moment. Then Jane stood up slightly to provide easier access and pushed his face in between her legs. Mike lapped eagerly.
Jane felt a strange power over Mike as she did this. Mike felt like he was completely in her control.
“Good boy,” Jane said.

Now that Jane had taken so much control over Mike she decided it was time for them to search for another guy to bring into their bedroom. It took some time on an app, but eventually they started messaging with a guy named Zach they liked. One evening the messaging was getting rather hot and Jane had started to get a little annoyed with Mike looking over her shoulder. So she told him, “Our bathroom is a mess. Go put on your maid outfit and give it a good cleaning.” Mike put it on as he was told and went into the bathroom. Jane sat on the bed with her phone in hand and told him to close the door. He cleaned the bathroom, trying to be quick and thorough. The whole time he thought what Jane was doing and what she was talking to Zach about. His imagination went wild and he rubbed his cock through his panties, before realizing he had gotten distracted and continued his work. Still, he could not stop thinking about what was going on in the next room. After Mike had done a pretty good job cleaning he opened the door to the bedroom and saw Jane on the bed. She was naked and holding her phone in one hand with the other between her legs. She barely noticed when Mike opened the door she was so engrossed. When she did notice him she beckoned him to come over and pushed his head between her legs. Her pussy was so wet, it got Mike a wonderful combination of aroused and jealous. Jane continued to text as Mike licked her pussy. It excited him so much that she was using him like this even as she was not really paying attention to him. She seemed to enjoy this too. Having one guy sexting with her while her husband ate her out felt wonderful and made her feel powerful. Soon she came. Mike snuggled next to her and tried to sneak a peek at her phone, but she pushed him away. She smiled mischievously while she sexted, then she sent her last text and put her phone down.
“I think we are going to have a lot of fun with Zach,” she told Mike. Then she started to stroke Mike’s cock through his panties. He was rock hard. Jane pulled down his panties and sucked his cock. She told him to take off the dress which Mike happily obliged as it was rather snug. She removed the rest of her clothes while he did this and then continued to suck his cock. Then she laid back down and Mike came up alongside her. He lifted her thigh and slid his cock inside her wet cunt. She felt amazing and it turned him on so much knowing that another man had gotten her so excited. Jane rubbed her clit as he moved in and out of her. Mike switched to missionary. He started out slow and tender for a minute or two before pushing Jane’s legs back and thrusting hard. When it got very intense for her she started playing with Mike’s nipples and told him, “You are going to cum in me and then you are going to clean it up. Just like you are going to lick me clean after Zach fucks me.” At this Mike exploded inside of her. When he finished pumping his seed inside of her Mike moved down and began licking her cum filled pussy until it was clean.

They arranged a meetup with Zach just to get to know him in person. They had a nice time over drinks and made plans to get together at his place the next weekend.
To be continued…

NSFW: yes


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