Free Erotic Stories

Brenda Chapter 1

About 13 years ago,, a girlfriend and I explored a bit into the BDSM lifestyle, and a problem happened, I LIKED IT

Jump ahead to now, and I am on several sites with profiles from mundane to kinky depending on the sites tastes

I was at my desk in my office when I got a email notification,

As I logged in to my profile. .I was presented with a letter in the inbox.. I clicked to open it and it read..

*Hello I happened across your profile after finding you in one of the local pages and saw that we are fairly local to each other. I have never done anything like this before but I'd like to talk to you and see if we click"

*Brenda *

Surprised I clicked the link to her profile and no pictures but the information and about me sections were filled in. Cursory info.. but one thing stood out. .

She was new to all of the kinkier side of life as she put it on there.

I wrote back politely asking what she'd like to discuss. I kept it clean, just in case she was serious.

And the reply came quickly, she was indeed serious, and was looking for someone who could seriously introduce her to the D/s world. Her second letter I could tell was difficult for her.. the stumbling over words and writing that she was still learning what terms or words we use in this realm. Her most recent "fling" again her words, had gotten her started with simple stuff and had encouraged her to read the whole 50 shades thing. but the most important part was it had led her to the site which led to the local page and her finding me...

I wrote back telling her to relax and enjoy.. I understood where she was coming from stating simply "We all start somewhere" and there was no rush. I told her not to worry over terms, and added that we should take time to get to know each other before worrying about such things..

Her reply thanked me and asked about me and my life, so I laid out my vanilla life, the one the whole world gets to see out there, for her. And I explained what the world doesn't get to see. And I asked the same of her.

And yet again her reply came quickly. She said, you have a very busy life how do you find time to enjoy yourself? She explained she and her husband divorced over a year before and due to the circumstances, she got everything and because of the investments she didn't need to work but did a few times a month at her family's business. What struck me was her next statement. ."most of the time though, I'm just browsing porn, playing with myself"

Alarm bells went off.

I wrote back as soon as I finished reading and thankfully, I took the high ground. I wrote back simply

" Brenda I have purposely kept our conversation clean, for one simple reason, I prefer real sex with another person, skin on skin not cybersex. I told you I wanted to get to know the real you, not the fantasy someone spins during a masturbation session. As a REAL DOM, the information learned about a prospective playmate is used to evolve how any play or scene might begin.

If you are truly serious about this I would hope you know at least that much. I then asked her again if she was serious about all of this or just "looking to get laid" I'm quite sure that if you have written anyone else, you've encounter the lets fuck pretenders.

Her answer came quickly and she thanked me for bearing with her. And apologizing for the crude statement. And said she had written three others. One freaked her out with what he wrote back, Something about adding her to his stably. If she passed his initiation. "come by tonight, and.."

another had written this morning. . Telling her to come to a hotel this evening. He'd love to strip her, tie her up and fuck her.. . Again she freaked.. and the third hadn't answered back.

I smiled to myself knowing almost exactly who she had contacted and that I had taken the right course. While yes one truly was a dom with three or four regular playmates living with him, both he and they were.. well.. dirty and not in a sexual way. I had contact with him once and while I was polite he wasn't.

The second was a complete asshole who trolls the boards and pages. Another wannabe. An abuser who knows nothing as far as I'm concerned. .a stunt cock at best.. good for a one night event with close monitoring but beyond that.. yeah no.

I wrote back and told her my school of thought.

"First I am always a gentleman, just with a dark side in the bedroom. Second who you choose to open up to, should have the understanding of the gift that they are being given, your submission, As well as how to play SSC - Safe Sane Consensual. You see Brenda while yes the Dom does get to enjoy himself and directs the play, its the sub and their limits that guide, direct what happens in a "scene" or session. Irreguardless of how you play, bound or not, no still means no. No anal sex means no anal.. no cum in the mouth or on the face means no. As far as crude comments its not what you said rather how you said it. Personally I would encourage reading and researching everything. .porn while very visual isn't reality..

Her next letter came hours later and she thanked me for my understanding. She explained her former boyfriend that first introduced her to all of this, took liberties while she was bound, and had taken her anally and then vaginally without washing first leading to a trip to the Er in the middle of the night due to a nasty infection. While she usually isn't a fan, being bound and fucked in the ass against her will, had thrilled her. Because they were just scratching the surface, they didn't have regular play toys he had used candles in place of dildoes and had used rope which left nasty marks on her wrists for days. She laughed that off but the bottom line was if he hadn't of been a jerk over other things she would have asked him to do it again. Eventually.

She included her cell number asking if it was easier and faster to text. I texted her back on it and said simply. here is mine. I sent her a selfie and asked for the same please. a picture came in of a very pretty woman a light complexion dark hair brown or black with dark red streaks and very pretty green eyes and a very pretty smile.

And so it went, over the course of the following three months the conversations were almost daily and would go from very vanilla to explicit with some stumbling but I came to learn she was a 36 yr old woman who after a sexless 8 year marriage, she had learned exactly why it was sexless because he had been fucking around for the entirety of their relationship even while dating. And despite offering her husband any and all sorts of carnal delights he still messed around, leaving her frustrated. I also learned more about her health when, her words not mine "thank god I can't have kids" led to my learning that due to a medical condition had left her unable to get pregnant. She had the implants in her arm to help regulate hormones. To which she added "so see we'll save a fortune on rubbers and you can cum in me" which hung out there. I let that drop for the time being. Instead, I wrote back asking if that was what she wanted. She texted back, in all honesty, Its all I can think of!

And what might that be, Brenda?

When I get to have you, when you will allow me to please you in every way like I should to make you want to be my master

We're getting there Brenda. I figured it was time to see how compliant she would be, so I sent her a few simple tasks to start and to see where her mindset was at. Stupid simple things... send me a new selfie. A few seconds later a picture came of Brenda I could see her very pretty green eyes. as she blew me a kiss.

Next was Show me your favorite lingerie without you in them. And again a series of three pictures came in. Showing me 2 sets in each picture. lacy bras and tiny panties just as lacy.. white with garter, red, black (of course, with garter) blue and maroon and purple. Very nice I thought. Less to trip over on the floor in the morning. I wrote back and I explained to her that while yes sexy underwear is nice to me it’s just a momentary thing that becomes an impressive pile on the floor. And I compared it to a candy bar. A pretty wrapper that hides the sweetest treats inside.

She wrote back that she blushed in the middle of the store when she read that.

Her next task went attached to the reply, and why did you blush in the middle of the market? Tell me honestly. Your next task is Rearrange your underwear drawer nice and neat.

The surprise came in her reply, What you don’t realize is, Thanks to you, I walk around with wet panties all the time and the thought of you undressing me made me blush. And 27 times wetter. As for my assignment it already is. and attached was a picture of a lingerie drawer full of folded lace and silk neatly folded.

I followed that with her next task, Take pictures of all her sex toys. The picture and her reply came hours later the picture showed a simple generic vibrator and bullet. They appeared to be the kind you might find at Spencer’s all on a made bed.. and in the letter, she wrote she seemed to be going thru batteries a lot lately, thanks to me.

I wrote back simply not because of me but because you are allowing yourself to open your mind to a world you've never allowed yourself to contemplate. The reality is that from very little, girls are taught "what good girls do and what bad girls do" which is bullshit. I explained that in my honest opinion an orgasm and the ability to derive pleasure from sex in whatever form is one of the greatest gifts god gave mankind. Provided the proper protection is used. Its the puritan belief that ruined the world. If you can free yourself from what the worlds view of what's right and wrong you can truly begin to enjoy gods gift.

Her reply came back and made me laugh... WOW that's deep. I never thought about things in those terms before. But I have to ask this of you. Please help me learn more about myself. you already have in so many ways, but I want to learn more. Please Master

I wrote back immediately.

"Brenda while it would be my honor to do so, I really need you to understand. Real life isn't 50 shades of grey, to those of us in this, that's a puff piece that got it all wrong. And let me point out while yes, I may be willing to be your master, it’s not a title to be taken lightly by either of us. And any sub must work to earn their collar. Earning a collar is a emotional and spiritual thing which binds you to that master until he decides to release the sub from it or the sub requests their release.

She then asked if I had ever collared anyone a replied I had not. And I explained that to me that was akin to marriage and not to be taken lightly. Because of the emotions that are brought up and out in serious scenes are a bond is formed between the Dom and the sub. Again, there's a lot to learn Brenda but no I have not.

Her text back was simply

"Master, please teach me"

My reply back was,

"Stop that you make me feel like I'm in Star Wars. You must learn the ways of the force"

She got a kick out of that too. Which lightened things for a bit

I gave her a few assignments to research more into what she liked and what she found erotic, I sent her links to different site and stories, and asked for her thoughts on each. Again and again the dichotomy that was Brenda came thru, simple things astounded her and the kinkier, the better.

My evenings became long conversations where she asked me all sorts of questions, sexual and non sexual. She learned about my past relationships, and what I felt led to their demise, and what each was like in bed.

Then I sent her the next major test, it was put on your favorite lingerie and send me a selfie. And pictures of you in them. True to form an hour after sending the task I had 6 pictures.. nice tasteful to start.. a selfie then one taken in a mirror then one of the bra lacy with her hard nipples visible beneath.. followed by one with the right tit popped out and her pulling the nipple.. . One of her ass barely covered by the T back panties then the front just as lacy as the bra.. her dark bush visible thru the lace... and the final.. the gusset pulled aside showing me her pussy with the msg attached. ."I've wanted you to see her for a while "

I wrote back "I am pleased to make her acquaintance as well, and while I have not asked for that type of picture, Brenda, I have do one final task for you. In two hours, at noontime you will be dressed as you are in the pictures with your laptop and the following items: 12 clothespins, and your toys.. you will be on your bed, and you will video call me understood?

Oh yes Master

At noontime I locked the outer door thankful, Mrs. Winter didnt come in today as well, as I locked door to the office. Then I logged in to my desktop and seconds later I cast it to the 70=inch i ised for conference calls

The request for the video call came.

I opened the window and there she was

I'm here Master

Very good Beautiful. Now then arrange yourself on the bed. Laptop between your feet

Yes master

The camera blurred and then there she was again

“like this Master.”

Yes for now. Brenda I'm going to play with you by remote so to speak. Have you ever used the clothespins before?

No Master

Ok.. as I watch. Tease yourself. .and tell me what you are fantasizing about

Oh Master I'm thinking of you, as I have been for months now. her hands went to her tits as she rubbed lightly thru her bra. Your hands on me here. I watched as she shifted to the nipples. oh the lace scratches so nice .

Brenda Have you ever sucked on your own nipples

Oh Yes master

Take the bra off. and show me. And she did. Lovely tits out for me to see.. as she bent her head and licked her right tit and caught her nipple in her mouth

That's right. Suck it like you want me to. And she moaned

Go to the other one Brenda. And as she did. her right nipple was hard and red..

I said Brenda do you know what I like. I like to bite nipples she moaned again as I watched her bite her nipple

That's right suck then bite then suck then bite.

She was moaning louder.

Go back to the right now and do the same

The left now stood taller and harder

Excellent, now tell me what you’re thinking

Umm I'm thinking about how good you're making me feel

Before I let you move on. Take two clothespins.. and put them on your nipples

she looked up, Master?

In my stern voice. You heard me

Yes master, I watched as she put the first on her left nipple AIEEEYA..OW OW OW

Problem Brenda?

No sir just at first. And she put the pin on the right..owowow

Continue playing, Brenda

Yes master

Brenda played with the clothes pins

I want to see them flop back and forth for a few minutes, yes that's right

Oh master. I feel..

Yes?

Sooo good

Excellent, are you wet

Master I have been wet for the past 2 hours waiting to call you

Are you sure?

Her hands went to her pussy under the panties oh yes I am

Play with yourself I'm watching

I watched as she started rubbing her clit through the panties her eyes closed

Come on Brenda tell me what you're seeing

Oh Master I'm watching as you play with me you know just how to rub my clit you know just how to drive me crazy

Pull them aside Brenda that's right

I want two fingers in your pussy right now

that's right

now my hands are bigger than yours so two fingers of mine is probably three of yours put 3 fingers in Brenda

I watch as she worked her fingers in and out her eyes closed biting her lip

does that feel good Brenda

oh God yes Master I love when you finger me

How does it feel knowing I am watching

Oh, Master. I feel so dirty

Brenda is your clit hard?

Oh God yes Master

Use your other hand to rub your clit and suck on the ones that are in your pussy

As I watched her left hand went to freaking herself as she sucked on the fingers of the right all the while moaning

Brenda?

She moaned yes Master

Its time to take the panties off

Oh god yes master I watched as she lifted and slid them down and off, and was about to discard them

Stop Brenda

Yes master?

You have 10 pins left, right

Yes Master

Put the panties in your mouth crotch first

Mmmmmm

Taste good? mmmmmhmmm

Brenda spread your pussy open, that's right, it is very pretty… But it needs something.. I know, Are you ready

Mmmmhmmm

Take a clothespin and put it in your outer pussy lip

She looked like a deer in the headlights. .

Thru the panties I heard, Master?

If you’re not going to do it then I'm afraid we can't continue, let me know when you are...

I never got to finish as I watched as she hurriedly popped a clothespin on the outer lip and as she did, I heard ughhh the around the panties

I did it Master

Excellent Brenda., But there are 9 more.

She whimpered, and minutes later 8 more lined both inner and outer lips..

I heard Master there is no more room.

You have one more?

Yes

Excellent as soon as that last one is on your clit we can continue

I could see the fear as she went forward. then a scream came from around the panties as she accidently slipped putting it on its vicious jaws making a snapping sound I could hear

Ughhh ughhhh ughhh

Very good baby girl youve done very well

Unnngghhh uggnnnhhh

How does it feel...you may take the panties out

Master, it hurts but feels kinda goood, as she started moaning

Excellent. You may now play with yourself, only using the pins

I watched as she gingerly reached down and as the pins moved her eyes snapped open

oh my god...oh oh.. ooooooooooooooo

Slow down Brenda. I heard the wood rattle against themselves as I watched Followed by a long low moan..

I whispered in the microphone. tell me did you like the taste of the panties, she moaned oh god yes Master

Are you enjoying our first session.

Oh yes...

Would you like to cum

God yes Master

Turn on your vibrator on high , and put it in you, all the way to the hilt

She gasped as it slid all the way in her breath becoming a pant, as she worked it a few strokes.

Brenda put it all the way in and leave it

Now Brenda Your hands are my hands

Yes Master

Turn on the bullet, on high

It comes to life, Now Brenda I'm going to touch it to each of the pins starting with the ones on your nipples

She did as I said as each was touched she moaned

Does that feel good

Uggghuh

Keep going

She touched each in turn in the order they went on, each new touch of the bullet driving her higher and higher, until her clit was all that remained. I stopped her

Do you want to cum

God yes Master, she panted

You're going to, but when you do, As you do, 3 pins come off, nipples first, followed by your clit

She gulped, Yes Master

Touch the pin on your clit..

And she started to cum immediately, her hand went to her nipple and she yanked the pin off and screamed..

Keep going

And she did as her orgasm went higher. . she held the bullet to her pin on her clit..

As She kept cumming. .

She took the pin off her cilt as she sat right up and whatever she said was unintelligible. Her eyes rolled back in her head and she passed out. Dropping back limp on the pillows , her breath a pant for over a minute. As she came around her fingers rubbed her clit and she came again. And the remaining pins clunked together like a wooden wind chime

Oh my god Master... that was incredible.

Brenda my sweet, that was nothing .. I have to go back to work in a few minutes. But before I go.. I want to watch you take your vibrator out and suck it clean..

I watched as she did practically deep throating the white sex toy .. mmmmm so good..

I'm glad you like, I expect the same treatment when its my cock

I can't wait Master

I have to go my pet...

I had for the most part begun laying the groundwork to see if she was truly ready for all of this when much to my delight after the video task, I got the following text

" its been long enough, its time we actually sit face to face. So where can I buy you a cup of coffee "

"Are you sure you're ready for that? "

"Yes I’m sure"

Just as I was typing my answer came...

"Master"

"Brenda, to be clear, this is just for coffee and our initial face to face"

"Yes master"

One thing further you will wear your favorite lingerie, panties on. As you just did in the video, you are to masturbate to orgasm thru them, before walking out the door with them on.

Yes Master

We set the time and place for later that same day