A few weeks ago I met a woman online. We started chatting and found we were attracted to each other. She then told me she was married and was looking for fun on the side. I was ok with it and told her I would be discreet. All of our communicating took place over email. We asked each other our turn on’s and turn offs. She told me she had never tried a D/s type relationship. I hadn’t tried it either. I didn’t even know what those letters stood for, but I found her very sexy, so I was game to try.
Her name is Stacy. She is in her late 30’s. She has blonde hair and a great body. She sent me some sexy pictures of her that got me very excited.
Stacy explained to me that what she wanted was a man who would be very dominant to her. Someone who would tell her what to do and how to do it. She said she would do whatever was asked, no questions. Neither of us were sure if this was a D/s type thing, but we both loved the idea where it was going.
“So, are you ready to start this?” I emailed her.
“Yes sir.” She replied back.
“Look at your schedule and tell me when you are free.” I told her.
“My husband works late on Thursday nights, maybe I can be free from five until about eight on Thursday. I would have to meet you right after work though.” Stacy answered.
“Thursday works.” I told her. “We can still work out the details on the evening over the next few days.”
The next day I emailed Stacy at eight that morning. “I want you to go into your closet at home, try on your sexiest dress and heels, take a picture of it and send it to me.”
“What do you think of this?” Stacy replied in an email back about noon that same day.
I opened the picture and Stacy was wearing a tight little black dress and some 5 inch black heels. “I like it. The dress is very tight, but it’s not short enough. I want you to find a shorter one.”
“Hey, I’m at the store now and can buy this one, what do you think?” Stacy emailed to me about thirty minutes later.
I opened the picture and it was another tight black dress. This one came down to about mid thigh.
“Stacy, what store are you at? Are you on a lunch break from work?” I asked.
“Yes, I ran to the store real quick to find one. I’m at some store in the mall. I don’t remember the name but I saw this dress walking by and decided to try it on. Do you like it? Will it work?” Stacy asked.
“No, I want it shorter!” I told her.
“How about this?” Stacy asked as she sent another picture of her in a dress. “It’s one of those tight lycra type skirts that cling to you. I can always make it shorter.”
I opened the picture and saw Stacy in a black skirt and a tight top. The picture was a selfie of Stacy facing the mirror. The skirt was up just high enough I could see the pink of Stacy’s panties underneath.
“That one is perfect!” I replied.
“You really are going to have fun with this aren’t you?” Stacy asked. “I’ve never worn anything this revealing before. I can’t imagine where you would even wear anything like this other than the bedroom. I’m wet just thinking about wearing it for you.”
“Meet me tomorrow night at that new Italian restaurant that just opened. Let’s say 5:30, and wear that skirt and your heels.” I told her.
“You want me to actually wear this out in public somewhere? I can’t do 5:30 either. I get off work at 5. I won’t have time to drive across town to my house to change.” Stacy replied.
“Stacy, we are failing at this D/s thing. For this to work, you are going to have to be more submissive.” I replied to her.
“I want this to work. I want to do this. I promise to be more submissive.” Stacy told me.
“Ok, from now on, I only want you to answer me with ‘yes sir'” I told her.
“Good, I can do this and I can be submissive.” Stacy replied.
“Stacy, I only want to hear you say ‘yes sir’ starting right now.” I told her.
“Yes sir.” Stacy replied.
“Meet me at the restaurant at 5:30. You will be wearing that skirt and those heels. Your office has a bathroom where you can change. Take them with you to work, change into them at the end of the day and meet me at the restaurant. One last thing, I want you to wear those hot pink panties as well.” I told her.
“Yes sir.” Stacy replied.
I arrived at the restaurant a little early and waited for Stacy. I saw her car pull up a few minutes before 5:30. She waited a little while in her car. It looked like she was still putting on makeup and fixing her hair. I watched for the car door to open.
When the car door opened I saw Stacy hesitate before getting out. She looked around to make sure nobody was watching and quickly brought one leg out and then another as she got up out of the car seat. She moved so quickly trying to make sure she didn’t flash anyone in the parking lot that when she finally was standing her skirt was right at her ass cheeks.
Stacy closed the car door and tried to pull her skirt down some for the walk to the restaurant. Her skirt was so short that after three steps she had to tug it backdown. After multiple pulls to keep it down she kept her hand on her side permanently, holding it down the best she could.
I had only seen pictures of Stacy and never seen her in person before now. Her legs were much longer than I expected. With that skirt, she was all legs and high heels. She had a tone, fit build, so the skirt fit her body very well. She was much more attractive than I originally though. One of the waiters came running to the front to watch her walk in and get a better look.
“Stacy, good to see you.” I told her as I gave her a quick hug.
Stacy smiled and said hi back and we then followed the hostess to our seats. The hostess brought us to a booth. It was a larger booth, one that could fit three people on each side.
Stacy sat down on one side and I sat on the other. We both took a moment to relax and look at one another. I was very pleased by her appearance. He body was amazing and her eyes were erotic.
“So, I know I told you I want you to answer a certain way to my every statement or question, but we are going to need to talk here at dinner. I want you to answer every question I ask with an answer and I want you to reply to every command I give with the ‘yes sir’. Do you understand?” I asked.
“Yes sir!” Stacy answered with a smile.
“So you were able to somehow figure out how to change into your clothes at work for tonight I see.” I said.
“Yes, it was a challenge and I’m fairly certain I will be receiving flowers now from a junior accountant at my office.” Stacy told me.
“Oh yeah? Flowers?” I asked.
“Yes, I think I made an impression on him walking out of our office.” Stacy said.
“So that little skirt has already been good for you then?” I asked.
“I don’t know if I would say good for me. But exciting, yes.” Stacy said smiling as she was starting to tell me about her adventure getting out of her building in the skirt. “I changed in the first floor bathroom. I thought I had a clear path to my car. I walked out of the bathroom and saw our CEO heading right at me. I turned and went to opposite direction and out the back door. As you can tell from this skirt, it was up on my ass by the time I got out the back door. My heart was beating so hard I didn’t even feel it rise up. I had to walk all the way around the building. On the side of the building was a junior accountant I work with. He watched me walk the entire way. I didn’t notice him there until I heard him calling out my name. At that point it occurred to me that my skirt is up on my ass. He got a great show. Of course when he walked up to me he forgot what he was going to ask me. His eyes wouldn’t make eye contact with me and all he could do was look at my legs in this skirt. I’m sure his view of me leaving the building to walk to my car was exciting for him. So I’m fairly certain I’m either getting flowers tomorrow or I will now have a stalker.”
“Well, at the very least you have had an amazing experience. So how did it make you feel in that skirt and knowing how turned on you made your coworker?” I asked.
“I liked it. It turned me on.” Stacy replied.
“I think you look very good in it. You have an great body. Seeing you in it has gotten me hard.” I told her.
“Really?” She asked.
“Yes, really.” I told her.
“I like that.” Stacy said.
Our waiter came to our table and took our order. The restaurant was starting to fill up with more people.
“You were telling me you were hard?” Stacy brought back up.
“Yes I am. Watching you walk in was an extreme turn on.” I told her. “I want you to mover around to my side of the booth and sit next to me.”
Stacy smiled and then said “yes sir.”
I moved over and Stacy slid in the booth next to me. I watched as she sat down. I got a close look at her sexy body. She crossed her legs in the booth and her skirt was very high up on her.
“I like having you this close to me. You smell great.” I told Stacy as she continued to smile at me. “I want you to feel how hard I am.”
Still smiling Stacy said “yes sir.” She then looked around quickly and reached down with her hand. She grabbed my cock through my pants. She gave me a firm grab and held my hard cock in her hand.
“Stacy, do you like that?” I asked.
“I do, yes.” She answered.
“What do you want to do with it?” I asked.
“I would love to have that monster inside me.” She answered.
“I would like that.” I told her. “Is it making you wet?”
“Yes it is.” She answered.
“I want you to show me.” I tod her.
“Yes sir.” Stacy answered.
I slid back a little from her and looked down at her legs and skirt. “I want you to adjust toward me and open your legs so I can see if there is a wet spot on those pink panties.” I told her.
Stacy moved her body so she was facing me and the inside of the booth. She spread her legs revealing her panties.
“Mmm, I like that. I can see a wet spot there.” I told her quietly.
“They have been wet a while now. This evening has been a turn on for me.” Stacy answered.
“I want you to touch yourself over your panties.” I told her.
“Yes sir.” Stacy answered as she took her hand down under her skirt and to her panties, placed her middle two fingers on her clit and rubbed herself over her panties.
Stacy kept making eye contact with me as she rubbed her clit. I kept eye contact with her. Her breathing got a little deeper.
“Finger yourself.” I told Stacy.
“Yes sir.” Stacy said and without hesitation she slid her panties to the side and slipped but of her middle fingers into her wet pussy. Stacy continued eye contact with me as she also was bitting her bottom lip.
“I like watching this, but this would be better if you were not wearing those panties.” I told her.
I noticed out of the corner of my eye two college boys being seated in the booth to the side of us. One of the boys could not take his eyes off Stacy. Stacy noticed the boys as well and stopped touching herself. She also put her leg back down and crossed her legs. This was a natural reaction to getting caught.
“What are you doing?” I asked Stacy.
“What do you mean?” Stacy replied.
“Why did you stop?” I asked her.
“Well, those two guys.” Stacy said in a whisper.
“Yes, I saw them, but I didn’t tell you that you could stop.” I told Stacy.
“Um, ok, I just wasn’t sure what to do.” Stacy replied.
Stacy started to bring her leg back up. “Wait, wait. You need to be shown that you always do as I say. So we now have a change of plans.”
“Yes sir.” Stacy said.
“I want you to take off your panties.” I told Stacy.
“Yes sir.” Stacy replied.
Stacy moved over and got out of the booth. “What are you doing?” I asked.
“I’m going to the ladies room.” Stacy replied.
“I want you to take them off here at the table.” I told her.
Stacy looked around to see if anyone was watching. The two college guys were both watching her trying to figure out what she was doing. Stacy sat back down.
“Yes sir. I will take off my panties..right here.” Stacy whispered.
Stacy looked around to see if anyone was watching. The two college guys next to us were pretending to be in a conversation with each other but both were looking all over the place. They were both clearly turned on by Stacy and wanted to check her out.
“After you take them off, I want you to hand them to me.” I told her.
Stacy took a deep breathe and then gave me a naughty look. She reached down with both hands by her sides and lifted her skirt up to her waist. I could see her pink thong. She then took her two thumbs and hooked her thong and slid it down to her knees. Once her thong was at her knees she reached down with one of her hands and worked the thong the rest of the way off her. She then handed me her thong holding it with two fingers so she could display them to me as she handed them over.
I took Stacy’s thong a looked at it. I held her thong about table height so it wasn’t completely visible to the other people in the restaurant. I felt how wet they were.
“Dang, these are soaked.” I told her.
“Yes they are.” Stacy answered.
I looked down and noticed Stacy still had her skirt up at her waist. She had her legs crossed, but she was basically showing off a great view. The two guys next to us stopped talking and seemed shocked. I think they were as turned on as much as I was.
“Stacy, you can pull your skirt back down now.” I told her.
“Yes sir.” Stacy replied as she wiggled in the booth as she slid her skirt back down.
“So Stacy, tell me more about you. Where did you grow up?” I asked her.
“Well, I grew up in Dallas, but when I got married my husband was transferred here to Arkansas.” Stacy replied.
Stacy spent the next 45 minutes or so telling me more about herself. Our food came and we enjoyed our meal. I occasionally dropped my hand down on her thigh but we kept to conversation friendly. I did this to keep her guessing as to what and when something else might come.
“How often do you go to the gym?” I asked her.
“Maybe 5 or 6 times a week. I do a spin class early in the mornings.” Stacy answered.
“How long have you been shaving your pussy?” I asked.
“Whoa, there’s a change of subject. But I like it. Um, maybe the last few years.” Stacy answered.
“Always smooth?” I asked.
“Yes! I used to go with it trimmed and sometimes I will go back to trimmed. I guess I change it up, but right now it’s shaved smooth.” Stacy said.
I put my hand on Stacy’s thigh. “I want to feel.” I then told her.
“Yes sir.” Stacy replied. She uncrossed her legs for me and leaned toward me. My hand moved down her thigh and she spread her legs. My fingers quickly came to her shaved pussy and I immediately pushed my middle two fingers inside her.
“How long have you been married?” I asked her.
“Twelve years.” Stacy answered.
“How many other men have you been with while you were married?” I asked.
“I’ve been with two other men.” Stacy answered.
“Tell me about them.” I asked.
“One was a neighbor and it was an affair I had shortly after I got married. The second was a guy I met online about six months ago. It was a one night stand.” Stacy told me.
“Do you like my fingers being in your pussy?” I asked as I continued to finger her.
“Yes sir.” She answered.
The waiter came to our table and dropped off the check. Stacy placed her napkin in her lap when he arrived, I didn’t stop fingering her. After the waiter left, I paid cash for the bill.
“I’m sorry, I was so into your wet pussy I forgot to ask if you would like some dessert. Would you like to order some?” I asked.
“I’m good unless you want some. Yes, I think you have had your mind on something better.” Stacy said with a smile.
“There is one last thing I want before we leave.” I told her.
“And what is it you want, sir?” Stacy asked.
“I want you to take this napkin with you into the men’s restroom.” I told her.
“Ok, this napkin? Yes sir.” Stacy answered. She held up a black cloth napkin wondering what she was going to use it for.
“Yes, this napkin. I want you to take it into the men’s restroom with you. Don’t worry, I’ve been watching the door the last few minutes and nobody has walked in. Also there aren’t that many people here tonight, so you will be fine.” I told her.
“Ok, what do you want me to do with the napkin once I’m in there?” She asked.
“All night long I’ve been sitting here next to you in your sexy little skirt and your sexy six inch heels. I can’t take it anymore. I’m going to fuck you.” I replied.
“Yes sir!” Stacy said.
“I want you to walk into the men’s restroom with this napkin. Once you get in there you will fold the napkin and make a blindfold. You will put the blindfold on so you can not see. You will then lean over the counter, lift your skirt up over your ass, and spread your legs. Once you are in that position you will wait to hear the door open and me walk in. When you hear that, you are to say ‘lock the door please and come fuck me hard'” I told her.
“I like that.” Stacy said.
“I’m going to wait here a minute and follow you in the bathroom.” I told her.
“What if someone else comes in?” Stacy asked.
“That’s the risk. Hopefully I get there before someone else. I guess either way, you are getting fucked hard.” I told her. “I want you to go now.”
“Yes sir.” Stacy replied.
Stacy got up from the table and walked in to the men’s restroom. I waited about a minute and then got up to follow her. Walking to the restroom I noticed a larger heavyset man also walking towards the restroom door. He was in front of me and was going to get to the door first, but he walked by the door and went to the hostess stand.
I walked into the restroom. Stacy did exactly as she was told. She was bent over, skirt up, ass out, blindfolded, and ready to be fucked.
“Please lock the door and fuck me hard.” Stacy said.
I locked the door and did not say a word. I decided I would leave her in suspense. I walked up behind her and felt her ass. I felt her hips and enjoyed the view of her standing in front of me bent over in those sexy heels. I unzipped my pants and pulled out my hard cock.
I got behind Stacy and pushed my cock deep inside her wet pussy. She felt great. She was extremely wet. I started fucking her in a good rhythm. She was ready to cum quickly.
There was then a knock on the door and someone working the door handle trying to get in.
“This is you? Right?” Stacy asked.
I still did not say a word. I just kept fucking her. She had to be wondering if it was me fucking her or if I were at the door trying to get in.
“Hello, this is you?? Right? Please answer.” Stacy said.
I grabbed the back of her hair and blindfold so she couldn’t take it off. I put another hand on her hip. I was fucking her hard.
“Oh god, fuck me hard!” Stacy yelled.
Stacy started to cum and lost her grip on the counter. I continued to fuck her harder and harder as she came. She ended up being pushed up face down onto the counter. She was struggling to keep her feet on the ground. Her face pressed up against the mirror as I pounded her harder and harder from behind. I then filled her up with my cum.
“Fuck!” Stacy yelled as she collapsed on the bathroom counter.
I pulled down her skirt, unzipped my pants, and walked out of the bathroom.
I few moments later Stacy came out. Her look was saying she thought it was me, but just a tiny amount was not sure. I couldn’t wait for our next date!