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Cuckold Story:  Sugar & Spice and Not So Nice

  

  

  

  

 

                                                     

 

Kathy, Billie’s sister had made his life a living hell all through school, (read my evil sister) so he was very happy when he graduated college, got a job at Hi Tech Computers and moved out of the house into his own apartment. For a few years life was good; Billie was clever and he got several pay increases. Soon he was able to buy a condo and drive a late model car. Then like a cloud of despair, Kathy was back in his life.

 

Life had been good for Billie but not for Kathy. She had dropped out of school and her first job was a sales clerk at a department store, then as a waitress, and last as a part time bartender. That did not produce enough money to suit her lifestyle so she went to see Billie.

 

“Billie, remember that as kids you used to give me your allowance to help me out? Well I need your help again. I need you to give me a thousand dollars a month to make up the shortfall between my income and my expenses.”

 

“Don’t be preposterous; I used to let you boss me as a kid but those days are over.”

 

“I don’t think so. Give me my money or I’ll get my boyfriend to beat you so badly you will be begging me to take your money.”

 

“Those days ended when I left home. Now I have to ask you to leave.”

 

“You are going to be soo sorry,” she sneered as she left.

 

Several days later when Billie got home he was surprised to see Kathy sitting on his sofa. “How do you get in here? What are you doing here?”

 

“I came to collect my money.”

 

“We have been all through that before, and I’m not paying you.”

 

“Billie, I want you to meet my boyfriend Frank,” she said as the bedroom door opened and Frank walked out. “Frank. Why don’t you punch Billie in the head as a way of saying hello?” Before Billie could even react Frank hit him with his fist breaking his nose and glasses. “This is going to be so much fun; hit him again Frank. Keep hitting him until he cries. I want to see tears running down his face and listen to his crying.”

 

Billie was knocked to the floor. He was not crying but he was in pain. He was afraid he could be seriously injured so he capitulated and said, “OK Kathy, you win. I’ll pay you a thousand dollars a month, just get out of my life and stay out.”

 

“Is that any way to talk to your sister? Hold his head Frank; I want to kick him. Now Billie, kiss my shoe and apologize to me.”

 

  

  

  

For 2 years Billie paid her every month, and while he didn’t want to it did keep her out of his life. During that time he met and fell in love with a beautiful girl named Amanda. She had long chocolate brown hair and a reserved sexually about her that really excited Billie. She was quiet and shy, just about the exact opposite of his sister Kathy.

 

They were going to get married and since Billie had no close friends, he asked his mother who his best man should be. His mother was making all the wedding arrangements; and when Kathy found out she wanted to help too. Kathy said her boyfriend Frank would be Billie’s best man and she was going to arrange a wedding shower and a bachelorette party for Amanda. Billie didn’t want his sister involved in any way with his wedding but his mother insisted.

 

Kathy arranged the wedding shower first. The guests were all Kathy’s friend’s so Amanda felt a little out of place. It was held downstairs in his mom’s house. They drank wine and Kathy had a porno flick running on TV. The gifts consisted of sexy underwear, a couple dildos and a male chastity belt. “The chastity belt is Billie’s size so you may want to give that to him as a wedding gift,” Kathy said with a smirk. Amanda was embarrassed but tried to be gracious, and thanked Kathy for the wedding shower.

 

Next was the bachelorette party. Again it was the same group of Kathy’s friends and held downstairs. Billie’s mother had agreed to stay in a hotel over night so that she wouldn’t be a party pooper. Unknown to Amanda, Kathy had arranged for a male stripper to come. The night of the party they were all drinking and Kathy was spiking Amanda’s drinks with the date rape drug Oralhrm. By the time the stripper arrived all the girls were half drunk and Amanda was feeling horny. The stripper was a handsome black guy named Tom who danced as he stripped naked. He danced for all the girls, some kissing him and some feeling his cock. When he got to Amanda, after she gave him a light kiss, he placed her hand on his cock and slowly moved it up and down. Then he started French kissing her and holding her tight against his body. Amanda knew she should be stopping him but it felt so good.

 

Kathy spoke up, “Let him take off your blouse and bra. It will feel wonderful to rub your tits against his bare chest. While he started to strip her, Kathy held her hands behind her back. Amanda could have easily pulled her hands free but it seamed easier to submit to Kathy’s will. Once her breasts were bare he started kissing and sucking one breast while he caressed the other. “Feels good doesn’t it? Encourage him, give him a kiss.” Amanda’s mind screamed at her, what are you doing, you are about to get married.

 

Amanda knew it was wrong but it felt soo good. She had never been so sexually excited before. Little did she know the drug Oralhrm was the major reason. It was just so much easier to submit to the seductive voice of Kathy and the thrilling touch of Tom. When Kathy undid her skirt and let it fall and Tom massaged her pussy through her panties, Amanda could do little more than make a weak attempt to push his hand away. Kathy then pulled Amanda’s panties down and taking Tom’s cock in her hand slowly rubbed it up and down on Amanda’s pussy. Kathy gently pushed Amanda back on the sofa and whispered, “Spread your legs for him. You know you want him to make love to you.”

 

Half sitting up and half lying down, Amanda did spread her legs a little. Tom was kissing her and gently touching her pussy with his throbbing cock. Kathy behind her, was massaging her breasts and pinching her nipples. Again she whispered in Amanda’s ear, “He won’t do you unless you ask him.”

 

“No I won’t.” That’s what she said but she was starting to moan and her hips were pushing back against him. She wanted to feel that cock in her, but she didn’t want to ask him, she just wanted him to do it.

 

“You know you want him to do it. Ask him to fuck you. Let him send you to paradise.” .Her mind might be saying no but her body was saying yes. Tom was holding his cock at the entrance to her pussy and fucking not more than an inch or two into her. Soon Amanda’s hips were bucking up against her trying to get more into her pussy but Tom would withdraw not allowing more than a couple inches of his cock into her.

 

Tom now sped up his fucking rhythm and allowed 3 or 4 inches into her. This was getting Amanda so excited that she bucked and thrust against him. Kathy cooed in her ear, “Would you like to feel that wonderful cock deep inside you? All you have to do is ask him.”

 

“OK Tom I want you to do it.”

 

“That’s not good enough Amanda, you have to ask him to fuck you and say please.”

 

“Please fuck me Tom. I want your cock in my pussy.” Several minutes later after Tom started really fucking her, Amanda had a fantastic orgasm. It was a combination of the stimulation of the drug, the sluttish feeling she had over using those dirty words and Tom cuming in her that gave her that wonderful orgasm. She wanted to continue fucking but Tom pulled out. Amanda didn’t notice that this gave Linda, who was filming the whole thing, a close up of Amanda’s pussy with Tom’s cum leaking out.

 cuckold

  

  

  

When Amanda woke up the next morning having slept in Billie’s old bedroom, she was so ashamed as she remembered what she had done last night. Now she hoped the whole thing would just fade away. A short time later Kathy walked in all smiles. “Get up you dirty slut and come to the den to watch a video.”

 

Still in a daze Amanda followed Kathy into the den. Amanda went into instant shock as she saw herself in the video. It captured every disgusting detail and a couple things Amanda didn’t even remember doing. “I’m sure Billie will enjoy watching this video. Maybe you can watch it again on your honeymoon.”

 

“Kathy, why are you doing this to me? I thought we were friends. You know this will destroy my upcoming marriage if Billie ever sees this. Why are you being so cruel?”

 

“Actually it was my boyfriend’s idea. He wants to fuck you and make you suck his cock because he thinks you’re hot and he doesn’t like Billie. I knew the only way you would do that was if I blackmailed you. Just do what he wants and when you get married in a couple weeks I’ll give you the video and Billie never has to see it.

 

“But you know I don’t like him and Billie hates him.”

 

“I know that’s what makes it so delicious. Billie can’t fuck you until he marries you, but someone he hates can fuck you whenever he wants. Frank has wanted to sink his cock into you for ages so I gave him my permission, so you had better learn to live with it.”

 

“OK, I’ll do what he wants but you have to promise to give me that video before my wedding.”

 

Amanda’s humiliation was not over. Frank decided to have a bachelor party for Billie. Six of Frank’s friends and Billie had a party at Frank’s place. They had lots of beer and ran hard core porno flicks on his TV. Frank told them that he had a whore in his bedroom and when anyone wanted sex to just go in and fuck her. “She will suck, fuck or take it up her ass, just tell her what you want. It was a good thing that Billie didn’t know it was Amanda in the room. Frank tried to get Billie to go in just to see his face when he saw who it was, but Billie said he wanted to remain faithful to Amanda.

 

  

  

  

The next humiliation, this time for Billie, was the double date. Kathy had told Amanda what to say and do. At first Amanda said she couldn’t do that to Billie, but when Kathy reminded her she only had a few days to go before she got the video back, Amanda agreed. Billie had to take them to a good restaurant and then to a dance club. This was supposedly a pre wedding celebration. Amanda had to wear a short tight dress that Kathy made her buy. When Amanda sat down her dress barely covered her panties and Billie could see Frank leering at his soon to be wife.

 

At the dance club, as previously arranged, Amanda asked Frank to dance with her. Billie was not a very good dancer but he didn’t like seeing Amanda dance with Frank either. About the 3rd or 4th dance Frank started kissing her a little on the dance floor. That not only made Billie jealous but it was humiliating as well. Kathy was now sitting beside Billie in the booth so that Frank and Amanda could share the other side. Billie wasn’t sure but when they came back to the booth for a rest he wondered if Frank was putting his hand on Amanda’s bare leg.

 

Now when they danced, Frank rubbed his hard on against her and held her close. Kathy whispered in Billie’s ear, “Amanda wants to have sex with Frank. Can you see the way she is rubbing her pussy against him? Why don’t we quietly slip away so that they can go somewhere and fuck?”

 

  

  

  

  

  

  

Married Life

  

 

Their honeymoon in St. Thomas was wonderful. They would talk and laugh, hug and kiss, as they got to know each other better, and they made love every day. They came back cheerful and full of hope for the future.

 

As soon as they got back Amanda asked Kathy again for the video. Kathy told her she had hid it away somewhere and forgot where she put it. Amanda didn’t believe her but she didn’t want to call Kathy a liar either.

 

Billie bought a house in the suburbs with plenty of room for the kids they expected to have. For more than a year they had been living the good life and enjoying each others company; then like a black thundercloud Kathy was back in their lives.

 

Kathy and Frank had been living together and were now being evicted for nonpayment of rent. Kathy decided that she wanted to move into Billie’s house with her boyfriend. When she spoke to Billie about it he said no way, but Kathy said she had already spoken to Amanda about it, and it was OK with her so it should be OK with him. Billie said he didn’t believe her and he was going to talk to Amanda first before he agreed to anything. What Billie didn’t know was when Kathy spoke to Amanda, she told her she had found the video and if Amanda cooperated with them, they would cooperate with her and not show Billie the video. Amanda knew she had to go along with Kathy’s demands and convince Billie to let them come.

 

As soon as Billie got home he told Amanda what Kathy had said. “I can’t believe that Kathy has the nerve to want to live with us, especially when she knows how much we despise Frank.”

 

“I used to think he was rude and crude too, but once you get to know him he’s not so bad, and I know you would want to help your sister over a rough spot. I know they won’t stay very long. Kathy told me they are planning on going to California. She is your only sister and family members have to stick together.”

 

So everybody was OK with this except Billie and they moved in. He never liked Frank and what he disliked the most was Frank’s arrogant ways. Frank always had a smirk on his face whenever he talked to Billie. “Nice to see you again Billie, I’m sure we are all going to have a nice time together,” and then in a lower voice that only Billie could here; “At least I know I will now that I have a choice of two cunts to fuck.”

 

Kathy worked as a sales clerk in a boutique and Frank worked occasionally at some construction job. Amanda did all the housecleaning, cooked all the meals, and did the laundry. She even made their bed. Billie had to make sure there was always plenty of beer in the fridge.

 

When Kathy got home from work, she would often say, “Billie, would you massage my feet for me? I’ve been standing all day and you know how much I like your foot massages. Amanda did I ever tell you when we used to live at home, Billie would do that often because he knew it relaxed me. Billie, should I tell Amanda what else you used to do to relax me?”

 

“Please Kathy, don’t try and embarrass me in front of my wife.”

 

“What you could do though, is make me a rum and coke so that I have something to sip while you massage my feet.”

 

  

  

  

Billie thought he had it bad, little did he know Amanda had it far worse. Frank wanted to knock Amanda up and have them raise his kid. He wanted both of them to know he was the father, and make the kid call him daddy to humiliate both of them. He told Amanda that since he had less than 3 weeks before they left for California, she had to fuck him whenever he wanted without complaining. “And I want you to be more responsive. You lay there like a corpse when I fuck you. I want you to try your best to turn me on. It’s time you started treating me better.”

  

  

Kathy told Billie they were ready to go to California if he gave her the money to buy two 1st class airline tickets to LA unless he wanted them to stay. Two 1st class tickets cost $2,700 but Billie was happy to pay it just to get rid of them.

 

A few days later Kathy said Frank’s fat brother Sam had won a trip to a couples resort in Jamaica. Sam was not only fat, he was a slob. Since it was a couples resort he had to have a wife or girlfriend so Kathy decided that Amanda would be that girl.

 

“You had better convince Billie to let you go with Sam or your marriage is over when I play that video for him. In a week and 2 days we leave for California so I’ll have no further use for that video. Is it worth destroying your marriage for that? Tell Billie there is no sex involved; that you are there as a companion only. If he still objects, tell him he is ruining your chance to have a great tropical holiday and enjoy good food and entertainment. Also tell him you would be a companion to a sad lonely man who will lose out on his holiday if you don’t go with him. Then I want you to telephone Sam and tell him he can have sex with you. He has always been rejected by girls because he is so fat and shy, so he needs to know a girl will fuck him on his holiday. Do this and all your troubles are over because we leave for LA 2 days after you get back.”

 

Amanda had been through so much that one finally humiliation was worth it to get rid of them forever.

 

Frank had also spoken to his brother. “Get something straight. I’m the only one that fucks Amanda; but don’t worry, I have had her wearing a butt plug for the past 2 days to make it easy for you to fuck her in the ass. If you want to fuck a pussy just trade her for a black girl. There are lots of black guys that would gladly trade their black girlfriend for a chance to fuck a white girl in the ass. I know you’ve not had much experience with girls so here is what you do. Establish who is boss right away by slapping her around. When she is afraid of you, get her on her knees and make her suck you off. Do it the very 1st day and you will have her willing to do whatever you want”

 

So Amanda left with Sam for his one week holiday.

 

The day after they left, Kathy told Billie the airplane money he gave her; she used to buy that holiday for Sam. “He did some favors for us so I wanted to repay him with a nice holiday in Jamaica and give him your wife to enjoy. I know, I am soo bad but it gave me an extra tingle to make you pay for it all. We don’t need airline tickets, we’re driving. Now don’t give me any trouble and we’ll be on our way in a few days.

 

“Sam is going to call me every day to tell me how his vacation is going. I’m giving you a choice, I can listen to his phone call in the privacy of my room and enjoy all the juicy details, or I can put it on speakerphone and let you listen. However, if you want to listen you have to agree to wear a gag. I don’t want you saying anything to Amanda or criticizing anything Sam does to her. So, which way do you want to go?”

 

“I need to know what’s happening to my wife, so I’ll be quiet if that’s what it takes.”

 

The 1st night Sam called he was all excited. “Everything Frank told me was true. When we got to the hotel room I slapped her 3 times. When she started to cry I yanked her to her knees by her hair and told her to undo my pants and suck my cock or I was going to hit her again. To my amazement she did it. She pulled down my shorts, put my cock in her mouth and started sucking, looking up at me afraid I was going to hit her again if she didn’t do it right. It felt so good to cum in her mouth while she tried her best to please me. This is going to be a great vacation. Thank you so much Kathy.”

 

“Enjoy yourself and give me a call tomorrow.”

 

Thursday night he called again. I can’t thank you enough Kathy. This is my best vacation ever. I found I like to slap her, it makes my cock stiff. We were on the beach this afternoon and I made her suck me off in plain sight of everyone. I could see the black guys getting all excited watching us. I could have made a fortune selling her for blowjobs. Tell Frank he is so smart. He told me the best suck off is when you force your cock down their throat. He said as they gag and struggle their throat gives delicious squeezes to your cock and you will cum like crazy. I did it just a short while ago and it was fantastic. I may not even bother fucking her ass, because I just love fucking her mouth.”

 

“Glad you are having a good time. Call me tomorrow.”

 

Friday’s call was late. “I’m having a wonderful time; Kathy you are the greatest. Frank called me this morning and said Friday was the only day that Billie could fuck her so since she was used to being fucked on Fridays he would allow me to do it.”

 

“Tell me all about it  Billie is right here so I’m sure he wants to know too.”

 

“When I told her I was going to fuck her she said no; that’s when I hit her. When she was crying lying on the floor, I told her I was not only going to fuck her but she had to pretend I was her husband and that she would do anything for me. It was great, I had her calling me darling and telling me she loved me while I fucked her.”

 

‘That’s good Sam. I should have Billie jerking his little cock and listening to every word so that both of you get to cum; Billie in his hand and you in his wife’s pussy. Call me tomorrow.”

 

Saturday’s call was on time. “You are the most wonderful person in the whole world Kathy for giving me this vacation of a lifetime. Now that she obeys me I like listening to her call me darling and how she wishes I was her husband, and I like being pampered. I make her get naked and give me nude massages. First I lie on my stomach while she rubs warm oil on me. She starts at my neck and works her way all the way down to my feet where she massages my toes, and then it’s back to my ass where she kisses it and tells me she loves me. What I like best is when I make her kiss my asshole, that really makes me horny. Then I turn over and she sucks me off. Her deep throat blow jobs are great.”

 

“I’m glad you’re having a wonderful time. Billie has tears in his eyes as he listens.”

 

Sunday night’s phone call. “I fucked her ass tonight and this was my best night so far. My holiday just keeps getting better all the time. Thank you so much Kathy. They sell something down here called asstro cream. It looks like a big thick long tube of lipstick. If you fuck her ass with it first it makes her creamy so it’s easy to get your cock in her, and it makes her feel hot and wet when you ass fuck her. I have something special planned for tomorrow so I’ll tell you all about it when I call.”

 

  

Monday Sam called after ten at night. “Amanda might be having a better time than me because she got fucked 6 times and I only got fucked twice, but somehow she doesn’t see it that way. Frank told me if I wanted some real hot pussy to trade her for a black girl but I had to tell him he could only fuck Amanda in the ass. There are two beach peddlers that I kind of know. When I asked them if one of them wanted to trade, both of them said yes. One had a daughter he would trade and the other had a niece to trade. So I ended up with two girls to fuck and I gave Amanda to them. We were to trade back at nine tonight but they just brought her back now. That’s why I’m late calling. Amanda said the first two times they did fuck her in the ass, but the next four times they fucked her pussy. Tell Frank I’m sorry.”

 

The following night Frank was there when he called, enjoying Billie’s torment as he listened to what was happening to his wife. Frank picked up the phone. Again Sam apologized to Frank for letting Amanda get fucked. “That’s OK Sam, enjoy yourself. I don’t mind if Amanda gets fucked by some black guys but wait, Billie is here, and I’ll ask him.” Billie was there with a gag in his mouth. “Sam I asked Billie if he minded if Amanda got fucked and he didn’t say anything so I guess if he doesn’t mind then I don’t either, so go ahead and fuck her. Tomorrow is the last day of your holiday so enjoy yourself.”

 

Tuesday he was late calling again. “We were lying on the beach when the two beach peddlers came to tell me what a great time they had yesterday. They asked me if I wanted to make one thousand dollars and I said sure, what do I have to do? They said you don’t have to do anything, just lend us Amanda. They knew a strip club where the girls danced nude to try and make the guys horny, so that they would buy a fuck ticket from the bar. That entitled him to take the girl of his choice upstairs for a full half hour. They guaranteed me $1000 and said it would probably be more and they would bring her back by 8 o’clock, so I said do it. When they brought her back they said they were sorry for being late but I had a big grin on my face when they handed me fourteen hundred dollars.

 

Kathy, this was the best time in my whole life. Can I do it again sometime, please please?

 

“Only the first time is free; after that you have to pay me.”

 

“I’ll pay you any amount you want; I’ll pay you double that amount, and you know that dirty thing you wanted me to do? I’ll do that anytime you want.”

 

“What a sweet boy you are. You may have just earned yourself a 20% discount.”

 

  

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