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The Miseducation of Alice (Part I) - First Experience, The Challenge

I love when she wears dresses (especially short ones) and high heels. I am on a constant lookout for new sexy looks of her and love buying her new outfits. It usually takes some time and efforts convincing her to wear a short dress and, when she does, I always feel like a winner.

One of my most favorite recent acquisitions is a sexy dark red dress with open shoulders and a pleated skirt ending slightly above the knee. It took me a whole evening trying to convince Alice to try it on and, sure enough, my heart started beating a lot faster the first time she agreed to model it for me. Not to mention how much my dick was swelling when I was looking at her.

We have always experimented in bed, but a few years ago we started running out of ideas. I slowly came to realization that I wanted to push us to do something crazy, something we have never tried before. Since I liked to show her off so much, one of the things that came to my mind was to visit one of the adult sex clubs in our area. I was concerned about telling Alice at first, but she dragged it out from me during one of our games. She was shy and slow to respond to it, but in the next few months I could feel the idea was slowly growing on her.

We started talking about the possibility to go, but Alice managed to back down every time we did. She was concerned we might meet someone we might know at the club and it took me a lot of time and patience to convince her that the chances of that happening were very slim, if any at all. What finally helped was that I was not pushing her to definitely visit, I just wanted to put ourselves out of our comfort zone and see if we can learn anything new.

One day she agreed to do it - it is better to do something rather than regret about not doing it later in life. I did my homework and picked an upscale club about an hour and a half drive away. Later that night, after some hesitation, I registered us for an upcoming Saturday Night Fling event and then started feeling much better after realizing that it has been done and all we need to do now was to go.

I had a feeling Alice was relieved too when I told her I had registered us for the event. I expected more push back from her, but she appeared to be surprisingly calm about it.

"What should I wear?", she asked

Seriously, that wasn't the first comment I expected from her.

"It says on club's website that ladies should dress sexy", I said - "the shorter, the sexier.

"Not sure if I am ready for something very short, honey" - Alice replied

"Well, how about your red dress with your black high heel shoes? Any dress is always sexy and looks excellent on you."

"Yeah, right", she exclaimed with a hint of sarcasm, "This I can do."

"Let's not worry about it now. Let's just go and try to have a good time."

Three weeks have passed quickly and we barely mentioned the upcoming event. I knew it was on both our minds, but avoided talking about it. Then, just three days before the date, Alice broke down her silence first - "Since we are going on Saturday, I want to discuss some ground rules first", she said.

"Ground rules?" I asked? Why didn't I think about any ahead of this conversation. "OK, what are your ground rules?"

"I am still not sure if I am comfortable with it. My ground rule is that you don't touch any woman or make out with any woman unless I give you a special permission. And even if we like out "little" trip and decide to go again in the future, this rule still applies."

This was a relief for me and agreeing to my wife's request was so easy! In my mind, it was always about her and doing anything with any other woman wasn't even on my mind.

"OK, honey. Now let's hear about your ground rules", she said.

I wasn't ready and it took me a couple of minutes to think this through.

"We stick together" - I said. "No wandering away from me. And we will be wearing our wedding bands. We come together, we stick together, we leave together."

"And we cum together", she laughed. "I am perfectly OK with this. Anything else?"

"If you feel like you want to do anything, you promise me to go ahead and do it. If there is anything I am uncomfortable with, I will stop you. Can you promise me that?", I said. Suddenly I started realizing that I was much more nervous than she was

"Yes, of course, honey" - Alice said and kiss me in the lips. "Relax, I am sure I won't do anything crazy on my first time", she smiled.

Saturday night we drove to the club. Very nervous at first, we kept talking about meaningless stuff and the tension eased a little. My beautiful wife looked like a goddess! Her hair, nails and make up done, not a single unwanted hair on her body, wearing beautiful red dress with black stockings and my favorite 4" heel shoes - can a guy ask for anything more? I felt my swollen cock in my pants becoming wet just from looking at her.

We entered the club around 9:30 PM. The night was still young and people were just coming in. The first floor looked like any other club. Nice bar, small tables, people dancing. Alice was visibly nervous at first, but after a bottle of champagne became a lot more relaxed.

Few minutes later we met a wonderful couple - Greg and Beth. They were our age, married with kids as well, and lived about an hour away. We told them that it was our first time, we were just exploring the scene, and they told us they were regulars visiting the club once a month and offered to show us around.

A couple of drinks later they took us to the second floor - it was a dark and sexually charged place. Alice stayed very close to me all the time, but was visibly aroused. There were open areas with couches where couples were making out well as several dark themed rooms. I thought that it would be very hot to make out with Alice on one of the couches so other people could see us, but I wasn't sure if she would be into it - after all, she had always been very private about all things sexual.

The third floor had lockers, several large jacuzzi tubs and a pool. It was practically empty, but Beth said that it gets busy after midnight and, if we stick around, we would see quite a few naked people and action later.

"I am not sure I am into it", whispered Alice into my ear. "I can go to the second floor, but I am not yet ready for the third."

Then we came back to the first floor and ordered some more drinks. Champagne and visiting second and third floor made Alice blushing and shivering from excitement. Or may be shivering from a combination of worrying and excitement - I couldn't tell for sure.

"So, what do you think?", asked Greg. "Did we intrigue you? Are you planning to stick around?"

"I like it", Alice responded almost immediately. I was surprised the hear her answer first and do it so quickly. "But I am still not sure that I am into anything crazy."

"Well, no one is pressuring you. You can take as much time as you want and and explore", said Beth. "I'm telling you, no one will be pushing you to do anything you don't want to do."

"Well, how did you feel when you first came here?", - I asked.

"Same as you, I guess. A little nervous, excited, confused, and curious. Didn't know what to expect and what to do. But then we took on the challenge and realized what exactly we were into.", said Beth.

"What is the challenge?", Alice asked. She sounded curious.

"It is something you do to push your boundaries to see what you are into, what you can and can't do. Sometimes you don't even know until you try."

"OK, what was your challenge?", Alice completely took over the conversation and leaned forward to hear Beth better.

"Not important. The challenge game is different for different people. Some day we will tell you, but until then you should figure it out on your own. Why are you asking? Do you want to try it?", Beth asked playfully.

I looked at my wife feeling the bulge growing in my pants. This whole conversation was going in an interesting and unpredictable direction.

"I don't know about this, honey. Do you want to know first what the challenge is?", I asked Alice.

"I don't know either, honey", she almost whispered. "What do you think?"

I looked hesitantly at Greg and Beth.

"We are not sure", I finally said.

"Tell you what", said Greg. 'Let my wife and me think about a possible challenge for you and we might be able to propose something. Just give us five minutes and we will be back."

Five minutes passed like a lifetime

"What do you think", I asked Alice while sipping my wine. "I think as long as we stick to our ground rules, we will be OK", my wife responded. I could see excitement in her eyes.

"Any decisions have been made in the past few minutes", Greg and Beth were back at our table. "We are still not sure", I said quickly being concerned that Alice will take over the conversation again.

"OK, how about this?", said Greg. "See the deck of cards in my hand? Let Alice point at any card from the deck and name the color of its suit. If she names the color right, you don't do the challenge; if she doesn't name the color right, you go ahead with the challenge we give you. Let the chance decide. You can always back down from what we ask you to do. If any of you decide to say STOP, the challenge is off - there is absolutely no shame in calling off the challenge."

"Well, that's easy enough", I said. "Honey, what do you think?". "I think it is OK", Alice smiled. "We can always call it off if we don't like it."

"So be it", said Greg. "Alice, pick a card."

"This one", my wife pulled a card out of the deck. "Is it red or black?". "Red".

Beth took the card from Alice's hand and slowly flipped it over. The card was seven of spades.

"You lost", smiled Beth. "Don't worry, the same thing happened to us the first time we were here. The challenge is on, hopefully you will explore something you might be into later. Or not."

"What do we need to do?"

"Actually, I very simple thing. All you need to do is to go to the dark room on the second floor. We will show it to you. We call it the Dark Room. It is quite large, actually. We passed by it already, but you didn't look into it.'

"And what else?", asked Alice.

"All you need to do is to spend at least 15 minutes there. You can stay there longer if you want. Your husband will accompany you and will get a couple more instructions. Like we said, either of you can back down at any time and, if you do, the challenge is off."

I saw sparkles in Alice's eyes. She was clearly excited, nervous and shivering.

"OK", Greg pulled me aside. "Beth and I will walk you to the entrance of the room. Here is a blindfold - put in on Alice before you walk into the room. Like we said, the room will be dark and it will take a few minutes for your eyes to adjust. After entering walk straight and in about seven steps you will get to a slightly lighted area - you will see it. There will be two ropes handing from the ceiling, tie Alice's hands to them and then you can take the blindfold off if you want. Then slowly walk back - you will find a bench and an armchair next to the entrance. You can just sit there the entire 15 minutes if you want."

"So, what is the catch?"

"No catch. It is just to get you two excited about each other. Oh, and one last thing - before you take her blindfold off and walk away, make sure you take her panties off. This will warm her up a little. Trust me, leave the dress and shoes on, but take off the panties. From my experience, girls always like it."

Too late to back down, we did everything exactly as they said. They walked us to the entrance of the room and wished us good luck. I took the charge.

We stepped into the dark room. Alice was blindfolded and was holding my hand tight. She was clearly scared and excited at the same time. I couldn't see anything until we took a few steps and I saw the ropes Greg told me about to me. I then tied my wife's hands to the ropes and slowly reached under her dress and pulled her panties down. They were wet.

"Baby, what are you doing?", Alice's voice was shaking from excitement. She was breathing heavier than usual, her panties were wet and than it hit me that she must have been too excited this whole time without even telling me.

"All you need to do is to stand here, honey", I said while slowly taking her blindfold off. I kissed her lips and then immediately felt her tongue. No foreplay, she went out for my tongue right a way and gave me a very deep, intense and wet kiss. "I will be waiting right there. They said you didn't really need to do anything else". Alice was almost trying to suck my tongue off - I haven't seen her so excited for a very long time.

Slowly I turned around and started walking back looking for an armchair. I found it exactly where I expected it and sat down. In took another minute for my eyes to start adjusting to the darkness of the room.

The room was definitely larger than expected, because of it's darkness, I couldn't even see the end of it. Alice was standing right in the middle with her hands tied to the ropes, all gorgeous and smoking hot in her high heels and red dress. I saw a glass window wall about ten feet in front of her there was a glass window and there was quite a show developing behind it. Two guys were fucking a girl. It wasn't love making - they were aggressive with her and she liked it! She was standing on all fours moaning and screaming from excitement while the guys were taking her from two opposite sides. I've never seen such a thing in my real life. It was definitely much more exciting than watching porn and my cock went hard right away - I always fantasized about Alice been fucked from both sides, but she was always too shy to even talk about it, although I knew that she liked the idea and never admitted it. I was wondering how she was feeling about witnessing the show, it must be arousing for her as well. Not even once she tried to look away from the scene.

Five minutes into this, I realized that apparently we were not alone in the room. There were seven or eight guys in the same room with us and it took me some time to take a better look at them. They had nothing in common - they were old and young, some were heavy built and some were thin, some bold, some with gray hair. I quickly noticed that they were all white, except for one tall, masculine black guy. His dick was hanging down and he was playing with it from time to time. It looked quite long and thick even in the darkness of the room. Some guys were completely naked and some others had shirts, but no pants on them. Although they were watching the scene behind the window, I saw some of them switching their attention to my wife and stroking their cocks.

They started circling around Alice taking a better look at her. They were almost smelling her like dogs smell a bitch. They made sure not to come in in her view and I didn't think Alice was realizing that we were not the only ones in the room. Not a big deal, I though, Alice can always say STOP and withdraw from the situation.

One of the guys finally got close to her and touched the outer side of her leg like almost announcing his presence. I felt a jolt in my spine - some guy was touching my wife. I was a scene I never thought I would see in my life. Only then I realized that Alice did not react - she knew she wasn't alone all this time.

The guys became more persistent. Alice was standing in front of them helpless, with her hands tied to the ropes. They were not aggressive and they were not blocking each other - I was watching them caressing my wife's breasts, upper legs and butt. I recalled my ground rule promise to Alice - she can go as far as she wants to and I was absolutely sure that I would hear her saying STOP and any time now. I almost stopped breathing in an attempt not to announce my presence in the room and not to disturb them

And then I heard the moan. I thought at first that the girl behind the glass started moaning differently until the second jolt hit me hard - I saw one guys hand under Alice's dress and it became obvious to me not only that he was fingering her, but also that she liked it! No STOP from her and I started feeling very tense and wet in my pants.

Then, there was time for someone else to moan - a young guy standing behind her couldn't hold it any more and started cumming. I saw Alice jumping as some drops of his load landed on her ankles, right above her shoes. Again, she didn't protest.

The guys in the room took this as a signal to move ahead and untied her hands. And then, for the first time, I realized that my beautiful wife was ready to go much further than I thought and understood that I might not be hearing STOP from my wife any time soon - Alice was free to go and yet she went straight down to her knees. I saw my gorgeous wife for two-three seconds, standing on her knees in her beautiful red dress waiting for whatever would happen next until I lost the sight of her as the guys formed a tight circle around her.

There was no doubt what was going on there. All I could see were guys' backs and squeezing buttocks, but I knew what was going on from all the sucking noises and guys moaning from the pleasure she was giving them one by one. My wife always loved sucking my cock, but I could never imagine us in this situation. My pants were on fire, I was ready to explode and all I dreamed about was to hear all the details from my wife later that night.

About ten more minutes passed then and nobody else came yet. I realized that it had been a lot longer than the 15 minutes we were supposed to spend in the room, but no one was going anywhere at that time. I couldn't put myself together to stop it.

The guys broke the circle. Alice was still standing on her knees looking lost, her lips red and swollen, her eyes blazing with desire. Slowly some guys helped her on her feet and walked her towards me. Finally I could see everything as clearly as if it was during the daylight.

Alice looked beautiful - her hair was undone and disheveled, her lips were swollen, but most importantly, she had that horny playful look in her eyes I haven't seen in such a long time. I knew that she was sucking a bunch of cocks just a minute ago and was wondering if all these guys were holding her by her hair while fucking my beautiful wife's mouth.

One of the guys whispered something in your ear. I couldn't hear what he was saying, but it took him a minute to say it. She looked down while listening to him as almost being too shy to accept whatever he was saying, then looked back at me, smiled and slowly went back on her knees again and then stood on all fours.

My wife was standing in a doggy style, her favorite position, in her beautiful fully dress, looking me straight in the eyes and smiling. She was clearly enjoying this whole situation and waved her left hand to make sure that I could see her wedding band, and was looking straight into my eyes.

"I love you", Alice whispered with her lips. "I hope this is what you wanted to see so badly."

I looked up. The masculine black guy was standing right behind her and looking at me. He was completely naked and had this weird smile on his face. Looking straight into my eyes, he licked his right palm and started slowly lifting Alice's skirt with his left hand making sure that I could see his every move. He put the skirt on her back and pulled her onto his cock. I saw the look on Alice's face changing when he entered her - she had never been fucked by a black guy especially with such a large dick.

She bit her lip. I was watching him holding her hips and thrusting his giant cock into her. Her head was moving back and forth every time he was pulling her onto his cock. At some point she managed to look into my eyes and send me a lip kiss. She clearly enjoyed cuckolding me.

All this was too much for me to handle and I exploded straight into my pants, had jolts all over my body. I never expected to cum with my pants on without even touching myself. In the next five minutes, Alice started cumming then followed by the black stallion behind her. He didn't move away from her and I suspected that he came straight into my wife.

In the next few minutes I started dozing off. All guys were taking their turns on Alice, some were very quick with her, others took longer. While they were running a train on her, my wife's eyes were half closed, she enjoyed watching me and was cumming from time to time. After all the guys were done with their new toy, they pulled Alice towards me and for the first time that night I was able to fully french kiss my newly minted bitch. She was visibly turned on by gaving me this new sensation of the cock taste on he lips.

We almost crawled out of the room an hour later. Alice was barely able to walk, her lips swollen an covered with white stains, sperm was dripping down to her ankles for everyone to see.

Little did we know, there was another window, through which the crowd was able to witness beginning of bitch. We were met by smiling Beth and Greg and never expected to hear a round of applause while leaving the room.

Driving home, I couldn't take my eyes and hands from my lovely Alice. Still disheveled, she was sitting next to me with her legs wide spread without making an attempt to put them together and was still trying to catch her breath. The car seat was wet underneath her, but I didn't mind at all.