The Ad - Cover

The Ad

by Master Jonathan

Copyright© 2022 by Master Jonathan

BDSM Sex Story: She answered the ad. She didn't know what if anything would come of it, but she had little to lose. However, this time would be different from anything she'd ever experienced before...

Caution: This BDSM Sex Story contains strong sexual content, including Ma/Fa   Consensual   Heterosexual   Fiction   BDSM   MaleDom   Masturbation   Oral Sex   .

Man holding a woman from behind and kissing her ear

Dom searching for a Sub” was the headline in the ad. Nothing really spectacular or eye catching about it. The content of the ad was no more attention getting either: “If you think you are interested in learning more or applying for a position, email me at xxxxxx@xxxx.com.” That’s it – just a generic ad with a generic email address, lost amongst the dozens of others in the personals section of the newspaper.

It began with simple click of the mouse. She had done it – against her better judgment and knowing that common sense advised against it, she had answered a personal ad. Once she read the headline she knew that if she didn’t respond, it would be something that she would regret. As she typed out her response, her heart beat faster, in the anticipation of getting back an answer.

“I am interested in finding out what you are seeking in your sub. I wish to learn more about you and your intentions. I have been in this type of relationship before and enjoyed it very much. I hope to talk to you very soon.”

The email was sent off into cyberspace with high hopes that it might lead to something promising. She sat the rest of the night reading her book, searching for a movie to watch and making a snack. She was curled up on the couch with nothing but a tank top and panties on, and a blanket across her bare legs. She got up and refilled her drink, and grabbed a dish of popcorn and returned to the couch.

As she was flicking threw the channels on the TV for something to watch, something suddenly told her to check her email. As her fingers typed in the password her heart was beating faster. As it opened she could see it. There it was a response, her heart lept into her throat as she clicked on it. There it was a reply; she could feel butterflies growing inside her stomach.

“Tell me more.” the email said “I would like to know more of what you know of the lifestyle. I am interested to know more about you. Give me a bit of your background and experience. I have enjoyed being a Dom in the past and with recent relationship changes, would like to do it again with the right girl. If you are still interested write me back.”

With that her fingers slid to keys and she began to type. She knew that it may not amount to anything more then a few passed emails and she kept telling herself not to get too wrapped up in what may not happen. But at the same time, she could feel her excitement grow between her pussy lips, her panties getting damp.

She was opening up her soul to someone she hadn’t even met yet, surely there would be no harm in letting him know a little more. As she wrote, her face became warm and flushed, her nipples started to harden. She shifted herself on the couch and read over what she had written. Not quite sure whether to send right away or not, she did not want to seem too anxious.

“I read your reply and it made my heart jump. I would be interested in knowing what you expect of your sub. Do you prefer that your sub be knowledgeable or someone that you are able to teach? I know of the lifestyle and it excites me to know that you are interested as well. I have been in search of someone in your status, since I too have had a recent relationship change, and it’s exciting to have seen your ad.

I have long auburn hair, blue eyes and am 5’6”. I enjoy the lifestyle although I admit I don’t know much. But am always willing to learn and enjoy being taught. I was surprised to see such a quick response from you. I wish to hear more about you. I will leave my cell number for you to contact me if you wish. I am hoping to hear back soon, as I am eager to get to know you better. Have a good evening and we will talk soon.

Natalie.”

She left it at that and clicked send, off it went. Would she get another response? Would she be owned again? Her heart fluttered as she washed her face and slipped into bed. She curled up under the blankets and sank her head onto her pillow, closed her eyes and dreamed sweet dreams of them finally meeting.

The next day she continued on with her routine, eating breakfast, getting ready for work, and then on her way she went. She carried through the day wondering if he had responded or if he was like most guys out there, and just wanted to use her. She got to thinking of her past relationships and how she had been hurt, used and abused, for others pleasure. She got scared that she may be repeating a painful routine.

Was she doing the right thing by talking to someone she had met online?

What would come out of it?

Would he hurt her like the others have?

She stopped what she was doing and sat still at her desk. She closed her eyes, took a deep breath and made herself stop the never ending parade of “what if” questions. She needed to take things slowly, one step at a time, and at a pace she could handle.

But this was easier said then done – her entire past was all about pleasing others. If the guy wanted it, she gave it to him to make him happy. No matter how she felt about it, her feelings didn’t matter so long as he was happy. In return though, she was hurt by them. Abandoned.

Never another call ... never another text ... nothing but lonely, devastating, emptiness. And those guys who did stick around for any length of time had hurt her physically as well as emotionally. She did not want this to happen again. She couldn’t have it happen again. She had to take this slow, she had to remind herself that she was in control; she was the one that made the rules.

Emails passed through each others fingertips over the next few days, she became fond of him, she had told him a bit about her past and he didn’t run, a true gentleman. He told her of his situation and why he was looking and she understood and promised to help. So far she believed every word from him, not skeptical or analytical, but she felt his words were sincere.

It was Thursday night and the last email to leave her fingertips for the night was one to him, one that mentioned of her wants, dreams and hopes for the future. Never once did he pressure her into answering anything that she did not feel comfortable doing. The following day went along with texts here and there. She smiled as she read them and returned them. Later that afternoon her phone buzzed and there it was, a message that she was not expecting to see so soon.

“When can we meet? Are you free tonight?” his text read. Natalie’s heart skipped a beat as she read it.

“I am free. Where and what time were you thinking?” she replied, her hands shaking as she typed. She could hardly breathe.

As they corresponded back and forth about where they would meet, what time it would be, and what he wanted her to wear, she reassured herself that she was doing the right thing. She had butterflies in her stomach and she wasn’t sure of what they were from.

Was it the nervousness of meeting someone new, someone who she had only corresponded with less then a week? Or maybe it wasn’t the excitement of meeting someone new – it was the excitement of finally getting to meet HIM.

She quickly got her errands done and went home. Finding it hard to keep it to herself, she told a very close friend about everything that had happened in the last few days and her friend’s response was to be careful and take it slow.

Natalie asked her friend to accompany her on this first meeting just for moral support and she agreed. The girls spent the evening talking and ripping her closet apart trying to find something suitable for her to wear. He had asked her to wear a red dress as red was his favorite color.

Unfortunately, she didn’t have anything that would work. So she quickly ran to her computer and sent him an email explaining that what he had picked for her to wear she did not have, but would find something of similar color and wear it.

At the end of the email message she added about bringing her friend due to the situation and having someone there break the ice as she reminded him that she was very shy. He was very understanding of her feelings and agreed readily to her friend accompanying her.

So while her friend made herself comfortable in the living room, Natalie ran upstairs grabbed a towel and headed into the shower.

What was she thinking?

What was she doing?

Is this what she wanted?

Of course this is what she wanted! She was the one who responded to the ad, she was the one who kept the correspondence going and did not end it. She was the one who said yes.

Her shower was hot and steamy and all she could think about was meeting him. As she got out and dried off she glanced at herself in the mirror and blushed, her heart raced as she made her way to her room to get dressed.

She was rushing herself because she was anxious; they weren’t meeting for another 2 hours and she was already dressed and half way done her makeup. Her phone buzzed and she looked, it’s him, and she smiled as she read.

“Are you nervous yet?”

“Yes, but not sure if nerves or excitement,” she replied back.

“What will you be wearing for me?”

“I am sorry. I tried finding something that you wanted me to wear, but I couldn’t,” her fingers trembling with excitement.

“I will let you know when I am on my way. See you soon.”

She was sitting on the couch across from her good friend, Taylor, as they reminisced about the last time they went out and what a good time they had. Taylor then asked what made her go online and respond to a personal ad. She began to tell Taylor about her dreams, fantasies, and wants. Her needs and her need for him.

Natalie started at the beginning and explained to Taylor her submissiveness and why she needed this. Taylor sat with inquisitive eyes and open ears and listened with great intent. Natalie began by telling her her most wanted fantasy...


She would be dressed in black boots that go to her knees, and they would have a bit of a heel. Her corset would be black; with lace both in front and back, it would accentuate her curves in all the right places, her breasts bare. Stockings and lace panties to match.

Her hair would be up in a ponytail, but would not be there for long, and her make-up done as he had always liked it. Eyes lined in black mascara to make lashes appear longer and fuller, blue eye shadow with shimmering silver out towards her eyebrows. Her nipples would have the silver rings he had picked out for to wear when she was around him.

She would be standing in the bedroom against the end of the bed with her back towards the door. She would have the bed made neat and lying on top of his pillow would be a box. She reached into the box to begin pulling out the contents and laying them out on the bed.

First out of the box was a black silk blindfold. It made her wet whenever she saw it. It was soft against her warm skin; she held it in her hand before placing on his pillow. She reached back into the box and pulled out his cat-o-nine. It was about 20” long with a 6” wooden handle. The cat had nine leather strips coming from a handle.

She remembered the first time she saw it she was almost amused at the sight of it. It was so small and so innocent looking. But she found out it didn’t matter as much the size of the tool as it is how he used it. It may look small, but the marks it left were just as telling as if it were a bigger one.

The sound of it snapping against her bare buttocks was very intriguing and the more she held it, the more she wanted it used on her. As she continued to empty his box, she could feel herself getting wet and excited, but was there a reason for her to get excited?

He was coming over, but she was not sure if it was to punish her for something she may have done, or if it was just playtime. Either way she couldn’t wait for him to get there; as her excitement grew, so did the wet spot between her legs, and the throbbing of her clit against her piercing.

She heard a noise; she quickly put the lid on the box and returned it safely underneath her bed. She quickly glanced in the mirror to make sure she was perfect for him. With that, she stood still and straight at the foot of the bed. She could hear him walking up the stairs, but he did not come in right away, he turned and went into the bathroom.

It seemed like hours, but he finally entered the room. Goose bumps began to appear all over her body as she stood with her eyes closed. She needed him, wanting to feel his touch.

He reached his hand out and spun her around so that she was facing him. He looked at her from her hair to her toes, and he nodded with content as he ran his fingers over her nipples. They became hard and alert with his touch; she closed her lips so that her moan could not be heard coming from them...


Taylor stopped Natalie from going on as it was starting to excite her as well. Besides it was time to head out, they were hoping to get there before he did so they could get a good seat. A seat which would be far enough away that he would have to stand and look for them for a few moments, but close enough that Natalie could spot him as he walked in. She wanted to get the first look at him before he spotted her, thinking that it would give her some kind of advantage.

They reached the meeting spot and went inside. It was a small and quaint little bar. It was quiet that night – there was a couple in the corner playing pool and a few at the dart board. Three or four patrons, in various stages on inebriation, sat at the bar nursing their drinks. The girls found a seat and sat there together enjoying the music and having a drink. Natalie’s nerves began to act up again, but she knew it was from the building excitement of the night to come.

 
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