(M)il(f), anal, denial, sleep sex, what more can you ask for? | 2016

It has been a while since I wrote a story about Katie and I. I’ve had to start a new account due to my old account being compromised; the last stories inadvertently hurt someone I cared about.

However I can repost my old stories on this account if you’re interested.

Let’s start off by saying; this is one of the best friends with benefits situations I have ever been in. We simply have AMAZING sex and are very connected on multiple levels. We push each other's limits and are always willing to try new things for one another. Recently we started a bucket list of things we want to do.

She stated that she wanted to have an orgasm without sex, and she also stated she wanted to have an orgasm by only kissing. I don’t know if you guys have ever tried this but it is not the easiest feat.

She also mentioned once she enjoyed denial (being denied orgasm) and as you learned in my previous story she is into bdsm and submissive by nature.

Our week started out pretty rough, we had a couple of talks discussing if we should end this due to various reasons.

Valid reasons to an extent, however I knew the sex was too good to just let go or end, I knew we had more ahead.

We had a few days speaking very little giving each other space. However, on Friday she called me at work and mentioned the possibility of me coming over that night. I was ecstatic at the news and knew I wanted to make this night memorable, a night to never forget.

I came home from work and showered so I can be fresh and clean, and got ready for the evening. If you remember from my previous stories, she enjoys writing so I sat down and wrote her a letter. In the later it went like this.

Dear Katie,

You may NOT touch me down there unless told to do so

You may NOT cum until I say so

Failure to abide by these rules will result in punishment

Yours Truly,

Globetrotter25

I folded the letter into a heart and set off to her house, it has been a little less than a week since we had sex, and I knew from our talks she has been worked up and eager, a few nights before I had her put in her butt plug as she sleeps which made her extremely horny all night.

When I got to her house that night I found her sitting on her outside on her verandah. She was in her pj’s with three candles lit. I gave her a long deep passionate kiss, which I think surprised her with it's intensity. We had almost called it off and I don't think she knew what to expect, but when I pulled away, I could tell she wanted more, so I waited a minute, enjoying the look on her face, and went in for another.

After such an emotional week it was a much needed kiss, it was passionate, sensuous, raw, very hungry and animalistic. With every kiss she let out soft and subtle moans and I knew it was going to be a good night.

I told her that it has been a long emotional weekend for me and I wrote her a letter to let her know how I felt. As she opened it and read it, I watched her face expression go from afraid what the letter may say, to a very sexcited and mischievous face.

As she looked back up to me with that naughty smile I grab the hair on the back of the head and kissed her again, we made out for a few minutes before I used my free hand to cup her left breast and put it into my mouth.

I teased it at first, making light small circles around her areolas. Then I grazed her nipples before sucking hard and cupping her whole tit. She let out another moan.

She looked at me and instinctively pushed her hands towards my penis on the outside of my pants. She knew the rules for that night and was testing to see my reaction, so I slapped her across her face, with good force.

This made her whimper in pleasure. We continued making out as I took turns grabbing her ass and titties and giving her kisses everywhere.

We were both wanting each other intensely and decided to move things inside, as it is the middle of winter here and pretty cold.

I went in the bedroom first and stripped down on her bed before she came in. I laid back on the bed and stroked myself. Looking at her, knowing she can’t touch me, I knew she was beyond turned on. The fun was just starting.

She stripped down quickly and joined me in her bed. We continued making out, savouring each other’s bodies. I wanted to tease her and work her up as much as possible, knowing she would eventually try to touch me again.

As soon as she did, I slapped her again, hard. She moaned loudly, and started to come. I grabbed her neck and in a stern voice asked her

'What was rule number one?'

Whimper. Staring at me, her eyes telling me how desperately she wants to be fucked, or even just touch my cock.

“I said what was rule number one?!”

To not touch you unless said so

“What was rule number two?”

To not cum

”and what if you disobey?”

I will be punished

As I said each line she moaned loudly and shivered after every sentence. She loves feeling helpless and I knew how much she was trying to follow my rules but how much she wanted to break them.

I slapped her two more times before pinning her hands above her head and kissing her. Her moaning was intense and I later found out she came from this and the dirty talking.

I kissed down her neck and behind her ears. I worked my way down to her collar bone and gave it little bites. I used my legs to pin her legs open, and my arms to hold her arms above her ahead. I continued to talk dirty to her in a stern voice and kiss her in between, which was driving her insane. Seeing her like this only fuelled how I felt.

With my hands pinning hers down and my legs pinning her thighs open I didn’t have anything free to use. However, I noticed if I leaned forward and stretched my penis it was within reach of her mouth.

I teased her with it and she kept trying her best to put it in her mouth, every time she nearly had it in her mouth I pulled away just far enough that she couldn't reach and her frustration was building.

Katie wanted it and wanted it bad, it was like being in a candy store with everything in reach but you can’t have anything.

While still pinning her down with my legs and arms, I worked my way down, leaning back now and using my penis to rub her pussy and then going back towards her mouth to let her taste it. Katie shivered every time I ran my penis along her wet lips, wanting it so much. Every time, I took it away right as she started to enjoy it.

I was excited to finally fuck her and I’m sure she couldn’t wait either. I kept her hands pinned up and use my knees to spread her thighs open so I had direct access to her pussy.

I used the head of my penis and shaft to rub up and down the entire length of her pussy, over and over again, she was dripping wet and my dick was soaked from her juices and my precum.

After a few strokes I dipped just my head in, she came immediately and let out huge moans while her whole body convulsed.

I slowly slid in an inch at a time, then pulled out, I did this over and over, giving her an inch at a time with each new penetration, and then pulling out again. I was teasing her and she both loved and hated it. Finally, I just slammed into her hard, balls deep. Then I began fucking her hard, deep, fast.

After about ten minutes of fucking her hard at this pace, I continued to do my favourite thing with her, pull out slowly and completely stop.

I like to surprise her, to make her wait. Almost enter her, really slowly pull out then slam into her fast and hard with lots of force.

She loves this; she doesn’t know what to expect if it’s going to be nice and slow or hard and deep. My dick was completely soaked so I pulled out and used her juices to wet her asshole.

I stuck a finger in and got her ready for what was coming, then I slowly pushed my head in, her moan completely different from the whole night, it was pure pleasure, pure animalistic, it was hot, I was getting harder, which I didn’t even know was possible.

She whimpered “gentle”

I slapped her again and told her “I make the rules not you, you don’t tell me what to do”

I was choking her while fucking her ass, this is my new favourite, she has become an anal slut and I love it. If you could hear us fucking and her moaning you would instantly be turned on, guy or girl.

At this point -she is lying on her back and I’m fucking her in the ass with her legs over my shoulder. It was hard and deep. I grabbed her by the hair and told her to look at me while I fuck her, watch me fuck her; we held eye contact as I did this.

I knew I was going to cum soon so I kept eye contact and went harder and faster. This is when the most amazing thing happened. I watched as her eyes were rolling to the back of her head, I’ve had my fair share of drugs in the past and it was as if she have taken three pills and was peaking. Her eyes were rolling to the back of her head and every blink was like she was rolling harder and harder. I finally came in her ass and she shivered and shook and I held her. I held her for a few minutes before she said her first word…

What did you do to me?

“What do you mean?”

I didn’t know where I was for a while

“I think you blacked out, your eyes were rolling to the back of your head like you were on e”

My whole body feels relaxed, I feel really calm. This is what guys must feel like after they cum (laughing). I usually am more awake after sex, but right now I could just go to sleep.

“That was the sexiest thing I’ve ever seen, I should have slapped you or choked you when I saw your eyes rolling back it would have added to the moment”

No that was perfect, that was awesome just how it was.

We went outside for a cigarette before getting ready for bed.

Outside, I told her she looked like she was glowing. She said she feels amazing and like she is 100% better (she has been sick for a few weeks). I honestly think that was probably single handedly one of the best sexual experiences I’ve had, and I’ve had many. Before bed I told her to put her butt plug in so she can think naughty thoughts and have wet dreams.

We both went to bed within minutes cuddling.

A few hours later I woke up from her moving around and hearing her moaning. I couldn’t figure out what time it was, but if it was my guess, it would have been three or four in the morning. She was obviously still sleeping so she must have been having a wet dream. I thought I’d add to her experience.

I turned her onto her back and spread her legs, and went down on her. Oh the moans are like music to my ear. She was completely wet and I kissed my way up her body to her lips and tried kissing her, she didn’t kiss back, I thought it was weird but maybe she was to into the moment and to busy moaning.

I wrapped my arms around her neck and gently made love to her. I went nice and slow the whole time, taking my time and cherishing every moment. I fucked her hard earlier already so I just wanted to be gentle and loving. I was whispering things in her ear that now I can’t remember.

While fucking her I noticed a few things were different, I fucked her enough to know how her body reacts to certain things, how she kisses me and holds me, when I fuck her. After about twenty minutes I was done rolled off and went to sleep.

Early the next day I had to leave and go home. When she got up she told me she had an amazing night and had a lot of dreams about me last night. I asked her what the dreams were about and asked if she remembered having sex in the middle of the night. She said no and had no idea what I was talking about. Then I went into details on what i said and what I did and she had no idea. This is when we both realized that we had sleep sex.

Sorry this was a long story and I hope it was worth it, I honestly have amazing sex with this woman and I look forward to writing more and sharing more.

If you want to read my old stories let me know and i'll repost. Please give me feedback, good or bad.

Edit: here is my old story