Debbies Cuckold

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“You’ve got a lot to do before Ian gets here.” My wife said grinning her evil grin.

Ian is my wife’s lover and my boss. I have to say I’m not exactly sure how I got to this point. I was always interested in cuckolding and had talked to several people on the internet about it. That’s where I met Ian. He ran a company in England and was very good looking and well hung or so he said. In the course of our discussions I mentioned that I was looking for a job and one thing led to another and he offered me to put me on the payroll as his east coast US consultant. I would do projects via the computer and manage much of the US business.

“Don’t forget Ian likes his martini’s shaken not stirred,” she said with a hint of humiliating fancy in her voice.

“Yes dear.”

Once Ian hired me things went fine for awhile. He asked me if I was really serious about my wife and another man cuckolding me. I told him I was and not much else was said. One of the first times Ian came to the US, he said he’d like to get together with my wife Debbie and I for dinner at our house. I told okay I would set it up.

“And don’t forget that Ian likes me to wear the sheer pantyhose without the crotch.”

“Yes dear.”

That first dinner went fine. Ian was the perfect gentleman. My wife cooked and it was like any other business dinner. After dinner I cleaned up and they retired to the living room drinking wine. It was then that Ian said, “So you two don’t have any children? Must leave plenty of room for sex.” With a sly grin on his face.

He explained how sex was different in England and that he had been with two select couples and played with them. Debbie seemed curious and asked what he meant.

“Oh the guy had this fantasy about me fuckiing her in front of him while the two of us made fun of him and humiliated him. After awhile it turned into a regular event. He actually became our little slave. Don’t get me wrong, we all agreed and it was all consensual. I told him I didn’t want to steal his wife. He got what he wanted, I got to fuck a beautiful lady, and she got to experience a beautiful 8 inch cock for the first time in her life.” Debbie grinned at me.

“Honey, we probably won’t be home until late so if you want to go to bed make sure you have the alarm clock set to serve us breakfast in the morning.”

“Yes dear.” I said meekly.

After Ian left that first night, Debbie was incredibly horny and as I fingered her to orgasm (that’s all I ever did) she talked more and more about Ian and his exploits.

Two months into my new job Ian said he needed me to go to Boston for a meeting for three days. I packed my bags and kissed Debbie goodbye and headed off. Once in my hotel I met a couple of other guys from our US offices and asked where Ian was. They told me he wasn’t attending the meeting he was skiing bahis siteleri at (my home town). I was shocked. I picked up the phone and called Debbie.

“Oh hi honey, can you hang on?” Click. Like I had any choice.

“Okay I’m back, that was Ian on the other line. He told me he’s in town this weekend on a skiing trip and knew that you were out of town and asked if I’d like to join him for dinner.” My heart sank. Could this be?

“What did you tell him?” I asked liked I need to hear her answer.

“I told him I’d be glad to join him. He’s staying at a ski resort about a half hour away so I’m meeting him there for dinner. Well honey I’ve got to get going. I love you.” Click

My heart sank lower. What the hell was going on? That whole evening I spent pacing my hotel room. Finally at ten o’clock I called our house, no answer. I called each half hour until finally at one o’clock in the morning I dialed Debbie’s cell phone.

“Huh Hello.”

“Deb, it’s me. Where the hell are you I’ve been calling home for hours.”

“Oh, hi honey. Well there was a terrible snowstorm here and I couldn’t get home so Ian offered to get me a room. Unfortunately they were all out of rooms. But Ian has a suite and he’s letting me stay in the extra room.”

“You mean you’re sleeping in the same room with him!”

“No honey just in the same suite. He’s got his room and I’ve got mine.”

I was speechless. What the hell was going on?

“Honey, it’s fine. I’m a big girl and I’ll be fine. I’ll talk to you tomorrow.” Click went the receiver.

I was pissed. That whole three days I couldn’t keep my mind on anything. Especially after I received a call the next day and it was Debbie telling me that Ian had invited her to stay the whole three days. Debbie doesn’t work since Ian hired me, he’s paying me enough so Debbie no longer needs to work.

I got home that Friday night and aside from being extremely horny I was curious to see how Debbie was. She related her whole three days with Ian. I finally had to ask.

“Honey, you didn’t uh, uh.”


“You didn’t sleep with him did you?” I was expecting her to say absolutely not.

“Would you like if I had?” She said with a sly grin.

“What do you mean?”

“Oh honey you know you’ve always had the same exact fantasy that Ian described that night at dinner. Now would it excite you if I slept with him?”

“I suppose so. But did you?”

“No. Ian and I talked about it. And we decided that if we’re going to do this – cuckold you – that all three of us need to be in agreement before it starts. Now if you tell me that’s what you want, then it will happen but I have to be absolutely sure that this is what you want. There’s no turning back once we start.”

“I understand.”

“Is this what you want?” Debbie said smiling like the cat canlı bahis siteleri that ate the canary.

“Yes dear.”

“Good. Now some ground rules.” She handed me a typewritten list like this had all been worked out by the two of them.

1. You will always address Ian as Sir.

2. You will always address me as Ma’am

3. Ian will have full control of you during working hours and weekends

4. All other times you are mine.

5. You will be responsible for all laundry, cooking, cleaning, household chores, for both Ian and myself.

6. This house – our house – will become the property of Ian when he is here. You will merely be a guest and therefore you will sleep in the guest room.

7. You will wear whatever Ian or I tell you.

8. You kneel when Ian enters this house and kiss his feet.

9. When Ian and I go out you will act as driver and servant.

10. You will do whatever Ian or I command.

“Are these terms agreeable?”

I couldn’t believe what I was reading, but I also noticed that I had a huge erection. Without realizing it, I responed “Yes Ma’am.”

“Fine. Now Ian and I haven’t slept together yet, however we will tonight. You will allowed to be present on one condition. We want you to be our cleanup boy. To clean his magnificent cock and lick my pussy clean when he’s done. Does that sound agreeable?”

“Yes Ma’am.” What the hell was I saying? How could I let myself be talked into this. Actually deep down inside I knew it’s what I’ve always wanted.

“Fine, then you better prepare dinner because Ian will be here soon. Oh and one other thing, here put these on.” She threw a pair of her sheer to the waist lycra pantyhose at me.

“Yes Ma’am.” I changed into my new attire and began dinner.

When Ian arrived, I did as instructed. I opened the door and knelt before him and kissed his feet.

“Well now that’s the kind of employee I like.” Ian said as if to rub in the fact that not only was I his employee but that he was about to fuck my wife and cuckold me for good.


That first night went as well as I had ever fantasized. Ian and Debbie put me through my paces. They made fun of me as I served dinner. She made me stand at attention much the way a ballerina does during the entire dinner. Every time I would lose my balance, Ian would slap my ass with a belt and Debbie would roar with laughter.

I watched them make love that night and I cleaned up. Although I had never tasted another man’s cum, I have to admit I liked it. Debbies pussy was warm and wet as I crawled between her legs and licked her clean and then began to work on Ian’s magnificent cock. Ian made me stand and take my cock out of my pantyhose and he threw me a tape measue.

“Measure it.” He said

I complied and said, “4 inches long and 2 inches around canlı bahis and I’m as hard as I can ever remember.”

They both roared with laugther. Ian made me crawl back between his legs and finish licking his cum off of his cock. Debbie then ordered me to lick her pussy again, but this time I was to hump her leg as I did it. They laughed harder as I humped her leg and licked her pussy. After about three humps I felt myself explode and cum all over her leg.

“You dirty little boy. Now clean that up!” She said.

I crawled down and licked my own cum off her leg. Ian ordered me to stand up and threw me the tape measure again. “Let’s get a measurement when you’re soft.” He said.

I took the tape and measuered.

“1 1/2 inches long and 1 inch around Sir.” I said.

They both laughed and snuggled up to each other.

Debbie then further humiliated me. “You know I’ve been thinking. Since Ian and I are called Ma’am and Sir, we need to have a name to call you. I think cucky sounds kind of cute, don’t you?”

“Yes Ma’am.” was all I could muster.

That first night seems like years ago although it’s been just under a year since it all started. Ian has made it known to certain people at work exactly what our relationship is and when he sends me out of town on business, I get all kinds of winks and nudges. They all know that Ian will spend that time fucking my wife. Like it would matter if I was in town!!

We have settled into a lifestyle that works for all of us. Debbie gets all the cock she needs and has become Ian’s little plaything, I get to serve and know that a real man is servicing my wife and providing her with something I never can, and Ian gets to have the best of both worlds; a devoted employee and servant and a great lady to fuck.

My weeks are spent cooking, cleaning, doing laundry and waiting on and servicing the two of them. They in turn go to movies, concerts, vacations, and have a time or two actually called me from hotel somewhere while they were fucking so I can listen. Debbie then tells me to go jerk my pathetic little cock and clean up all my cum. Of course I obey.

I know many men would not or could not stand for such a thing. But you see, if you’re a cuckold you are born a cuckold. You know in your hear that you can’t please your wife with your little cock, that you are not a real man and that’s what she needs. You know that your place is at her feet and the feet of her lover. Many people think Ian and Debbie are a married couple, and even though I know that love is the farthest thing from either of their minds. They act it many times, kissing and cuddling. Once they went to a movie and made me come along and sit behind them and watch them make out.

As for me, it has been one of the most exciting and liberating times of my life. I know what I am. I am Debbie’s cuckold and always will be. My life is to serve her and Ian. For Ian’s birthday, Debbie got him a present – a tattoo on my left ass cheek that reads, “Debbie and Ian’s cuckold – to love and serve.”

Please let me know if you like this story…

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