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First Time Cuckoldress - Part One

Cuckolding, a new twist on an old idea, and how I became an avid devotee.
Bobby Jo

Tina and I had been friends since college, more years than I cared to count. She had gone through marriage, two children, a burgeoning business, and finally divorce. Unfortunately, her ex had run afoul of some guys that don’t play nice. One night they came to their door with baseball bats looking for her husband. That was enough for her. Since divorce she had a few relationships, but nothing worth remembering the week after.

The local papers had been full of ads for weeks announcing the grand opening of a brand new “exclusive” nightclub aimed at the thirty-plus crowd. No kids, no baggy jeans or baseball caps on backwards. Gentlemen were expected to wear a suit, or at the least a sports jacket.

Ladies were told in the ads to ”dress to impress be it naughty or nice”.

The opening was on a hot, steamy July Saturday night. Living on Long Island, that meant at least 85 and humidity over 60%. The night was just right for ladies to wear those “naughty” things.

Since the club was very close to where we live, My husband and I had invited Tina to come to our home for dinner first, she would then have plenty of time to get to the club as it didn’t open until 10PM. The doorbell rang at 7PM; Tina was always punctual to a fault. Opening the door, I was happily surprised to see her wearing a very sexy, black vinyl, one-shoulder dress with a flared bottom. The dress barely covered her behind; thigh high red vinyl boots, a black choker, and wristbands adorned with steel studs, finished off the outfit.

“Wow,” was all I could say.

My mental picture of her certainly wasn’t that, but it was totally sexual to be sure. I was wearing “Summer-Comfortable,” a jeans skirt and a cut off tee shirt top, just something to beat the heat.

Lance and I took long looks at Tina; we complimented her on her fantastic looks and new demeanor. Her hair was done to perfection, as was her makeup. Quite a picture, she was 5'6" and 115 pounds of tight bodied, long curly haired beauty.

We sat down to dinner and the small talk began. Most of it centered on Tina. I asked her about her outfit. “Can you sit down in that?”

“Only if I want to show the world my pussy.” She laughed. It was so short that even while standing, only about half of her behind was covered.
Dinner went smoothly, small talk consisted of; remember who, what ever happened to?… and the like. As we sat and enjoyed dessert and coffee, talk diverted to the night out. Was she scared of going out like that? What if guys got the wrong idea and started to annoy her? etc.

Tina brazenly spoke up, “Hey, I have not had a man for three months. I am horny enough to fuck anyone at this point, so, if this outfit doesn’t catch me a hottie, I give up.” Tina was never shy about her speech. “I just want to find a guy, take him outside to my car and fuck him stupid.”

I looked at her with disbelief. Tina then mused, “The only thing I hate about going out to a club is being there alone, with no one to talk to. I hate standing around waiting to hook up.” Then Tina looked at me and asked, “Why don’t you come with me; we can hang out, have a drink and make fun of the other girls.”

I said that I couldn’t, after all, I am married and that club was promoted as a pickup club.

Tina again begged me, “Come on, you need some fun too, you don’t have to pick up a guy, just come and enjoy.”

“You are really going there just to find a strange guy and fuck him?” I asked again.

“Yes, you bet,” was Tina’s answer.

”Why do you think I am wearing this dress, and no panties?” she added.

I looked across the table at my husband and asked with an inquisitive facial expression if he thought it was OK. He immediately nodded back affirmatively. Then, I shocked my husband.

“What if we go there, and I see a real hot guy that wants me to dance. You know what dancing at a pickup club is, it’s making out on your legs,” I said.

I could see my husband’s cock grow hard as I was asking him for permission to make out with a strange man! I then looked back at him and added, ”And what if he is really hot, and gets me I want to reciprocate. You know how I get when I am aroused.”

My husband’s cock was now near the bursting point, in just seconds it went from flaccid to rock hard. Without thinking he blurted out; "Hey, you are a big girl, you can do what ever you feel like, it’s your night out with Tina, so have fun."

“You really mean that?” I asked again.

“Yes,“ he replied without hesitation.

I thought for a second, then said, “Okay give me twenty minutes to change, I’ll be right back.”

As I left the dining room, I looked back at Tina and Lance and said, “While I am changing, why you don’t put Tina in the mood for tonight, you two have been looking at each other all night like sex starved teenagers.”

They were both shocked, but the sexual tension was so thick it could be cut with a spoon. As I disappeared up the stairs, Tina and my husband looked at each other, speechless.

“Did I hear right?” Tina asked him.

“I think so...” he replied.

With that, they simultaneously got up, took each other by the hand and went into the den. Without saying another word, he motioned to Tina to sit on the large futon in the center of the room. He kneeled in front of her, and reaching out to her, spread her legs far apart. She had been right; the dress fully exposed her beautiful pussy when she sat down.

Drawing my face close to her glistening wet pussy, He pressed his lips against her and inserted his tongue into her love tunnel. She moaned at once, she was hotter than a firecracker and ready to go off like one, too. She grabbed his hair and pulled him into her so close that he could barely breathe. He licked and sucked at her clit, her engorged pussy lips and sucked her juices. Tina came over and over, until I reappeared at the entrance of the room.

I was wearing a bright crimson red vinyl tube dress, two buckled shoulder straps accented the dress, and a choker of the same material with one matching wrist cuff finished it off. My white lace up knee high stiletto boots made me look so sexy that I was near exploding myself. It had been one of my favorite things that I decided to wear; it was so short that it reached about 2 inches below my pussy. Like Tina, sitting down was not possible without providing an “adult” show.

“What do you think?” I asked. “Do you think anyone will notice me?” I laughed.

Tina looked at me and asked, ”Bra and panties?”

I laughed. “NO way in this getup! I want to drive a few guys crazy, that’s all,” I added. I told her that I was positive that I would, and more. I then sat down next to Tina and told my husband; ”Now it’s my turn, boy, do your duty!”

He obeyed at once, and ministered to my soaked pussy until I had my first orgasm of the night. I roughly pushed him away from me after I climaxed. “I don’t want to get too worn out, the night hasn’t started yet." I laughed.

We both got up holding each other’s hand. I asked my husband once more, “You said to have fun tonight, exactly how much fan am I allowed to have?”

“You are a big girl, you can set your own limits, my love,” he answered.

With that, I nervously took Tina into my arms and gave her a deep soul kiss. “Now, that’s how to start a night out,” I said. My husband had never seen me interested in another girl before, this was new and great, especially as Tina didn’t seem to mind at all.

With that, we gathered up our bags and started for Tina’s car. She drove a bright silver Corvette, a part of the spoils of her divorce, and something intended to make her ex very jealous, which it certainly did.

Roaring off into the night, I looked back and blew my husband a kiss. Then, we disappeared from view.



It was after 12:30 when the phone rang, jolting me awake. I had dozed off watching the TV as usual.

“Hi, love, It’s me,” Bobbi Jo said over the background noise of the club.

I asked if she was having fun, she answered with a rousing, “YES!”

She said that Tina hooked up with a great looking guy about an hour earlier, and had disappeared with him. I asked her how she was doing. A minute of silence followed.

She asked me, ”When you told me to have fun, and set my own limits, did you really mean it?”

“Sure,” I replied.

“I met this really sexy young guy, we danced for so long he got me very excited rubbing his body against mine as we danced,” she said.

“Yes, and then what?” I asked, as I could hear in her voice that only part of the story was forthcoming.

“Well, then he and I started to make out really heavily...he put his hand under my dress and started to finger fuck me as we danced!” she reported with excitement. “I was hanging on to him panting like a school girl on her first date” she added.

Without more prompting she blurted forth, ”Then he took me by the hand and led me outside to his car, it’s a beautiful Mercedes convertible, and then he kissed me so deeply I nearly fainted. He picked me up by my waist, sat me on the hood of the car, my dress rode up to my waist exposing me completely. He dropped his pants, and stuck his cock into my pussy and fucked me to climax. He never asked, he just fucked me and I loved it.!

I think she expected me to be very angry, but I wasn’t.

“Now, my pussy is dripping his cum down my legs, he didn’t use a rubber!” she added. “I am very sorry, my love, I didn’t mean for anything like this to happen, are you very upset with me?” she almost cried.

“No,” I told her. “I told you to set your own limits, and you did, there is nothing wrong with what you did. Actually, I am proud of you, stepping out like that.“

“Are you totally sure?” she asked.

“Yes,” I said without hesitation.

“Then, you won’t be mad if I tell you that I asked him to take me home... and to go swimming with me in the pool.”

“What?” I asked.

“Swimming, you know, skinny-dipping,” she said. “I want to have sex with him again, at our house!” she exclaimed.

I said nothing for a few seconds. “Well, OK,“ I added. “If you want to, it’s OK with me!”

“You are a peach!” she exclaimed so happily.

”Then you won’t mind putting a bottle of white wine into an ice bucket, some nice chilled glasses, turning the pool lights on, and setting a few towels out for us,” she added. “And, I almost forgot, I told him I was single and lived with my brother, I didn’t want to scare him away telling him I was married.”

Now my cock was rock hard again, my wife was bringing her lover home, to fuck on our patio and in the pool, and I was to stay inside out of sight. I was to be the facilitator, her Cuckold, providing wine, towels, and what ever she wanted.

About a half hour later, I heard a Mercedes pull into our driveway. As the motor was turned off, I heard doors close, and laughter, lots of laughter. They were having a famous time together. Peeking out a window, I could see that Bobbi Jo had gotten out of the car wearing only her boots! She had stripped naked in the car for the ride home. I could only imagine what had transpired on the five minute drive that took a half hour to complete.

Closing the gate behind them as they walked into the rear yard, I saw them hold each other and kiss passionately, and deeply. She then stripped his clothes from his body and poured them both glasses of wine. I watched them lay on the chaise built for two that we had just purchased, they were making out heavily, and very passionately.

I saw her slide down his body and take his cock deep into her mouth, sucking on it like it was a lollipop. My own wife was giving a stranger a blowjob right in front of me. I could see her look up towards the second floor bedroom where I was standing. I am sure she saw me as I could see her nod her head while looking up. She knew that I was watching, and was performing for me!

An hour passed, they had been in the pool, out of the pool and back again. There as no lack of passion as they hugged and kissed in the water. Then, about 3AM I heard the glass doors open in the rear of our house. Muffled voices were not intelligible, but I was sure that he was in our house. I heard footsteps coming upstairs, two distinct sets of steps. The door to the spare guest bedroom opened.

I could hear them laughing in low tones and the sounds of love. The creaking of the bed, the moans and groans of unbridled passion were obvious. My wife was fucking him only a few feet away from me, in our guest room. It seemed like hours later when I heard them go down the stairs. The front door opened and I heard her bid him:

”Goodnight, lover, see you real soon.”

Pretending to be asleep, I heard her come back up to the second floor and open our bedroom door.

“Did you like the show, dear?” she asked.

I nodded yes, and forgot about pretending to be asleep. “It was so hot, seeing you like that,” I said.

“Great, you’ll be seeing lots more of it too... He is SO sexy, he drives me insane. Now, open your legs, you have work to do,” she ordered.

With that, I spread my legs apart, and Bobbi Jo lowered her cum soaked pussy onto my cock. The feel of the hot sticky cum of my wife’s lover flowing over my cock was unbelievable; my own wife was mounting me, as her fuck buddy, now that her lover had left. We made insane love for hours; we fucked ourselves sore, and didn’t stop until we could no longer keep it up.

We fell asleep until 2PM the next day when the telephone awoke us. She answered it, it was her lover! She spoke to him in very explicit terms, as I lay there listening. She exclaimed how hot he was, how much she enjoyed his cock jamming into her wet pussy, her ass and her mouth. She went on to tell him how wonderful it was that he was able to climax four times in her... Something I could never do. I was so hot and hard that my cock was bursting again. Bobbi Jo saw that, and covering the phone with her hand whispered to me,

“Fuck me in my ass while I am on the phone.”

She rolled over onto her front, and I mounted her at once. I pounded away, and came, as she was nearly ready to hang up. Her breathy speech must have given her away, I thought. I was so excited; I had never before had anal sex with her that she liked. It was always grudgingly done at best, now she was asking me for it. Wonderful, I thought.

“He never asked me for sex, he just pulled my hair very hard, pressed me down and took me as he wanted me,” she said. “I think that is exactly what I need, my love, I need to be taken by a strong man, not made tender love to,” she finished.

We got up and made breakfast, we were so excited by each other, we made love two more times before we got dressed for what little was left of the day.

I asked her if she intended to see him again, or if it was a one-night fling.

“Is it OK with you?” she asked.

“Yes,” I said, “you’re the boss now!”

“How right you are, my love, now we need to discuss some rules and such. I told him last night that I would be available to him when ever and wherever he wants me. I intend to keep him hot, happy, and fully sexually satisfied.”

“YOU, on the other hand have begged me for so long to become a Cuckold, now your wish is about to come true! You will become my second lover, when and if I want you. I don’t want to be sticky, wet, or used before I see my real lover. I fully intend to give him his own virgin pussy to fuck and fill with his wonderful, hot cum. If you and I have sex, it will be at my invitation only, and only after my lover has been fully satisfied. The best you can hope for it sloppy seconds since I told him that I do not want him to use a rubber. I want to feel his cum fill my pussy and ass without impediment. I may also decide that I am completely satisfied by him and I don’t need your cock near me, if I let you have me at all!” She finished.

I put my head down, respectfully and said, ”Yes, Mistress, I am your Cuckold now and forever.”

“That’s great, now give me your credit card, I need to go shopping for some really sexy outfits to please him when he picks me up for our next date. And, I intend to introduce you to him as my brother. That way he won’t feel shy about coming into our house and fucking me while you are at home.”

Life was going to get interesting, I thought to myself. Very interesting indeed.

End of part #1

This story is protected by International Copyright Law, by the author, all rights reserved. If found posted anywhere other than with this note attached, it has been posted without my permission.

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