My girlfriend can be an expensive pain in the ass sometimes, but at least she’s fun to fuck.

Surprised my married friend with anal plug. She doesn’t like it but shoved it in anyways. Her anal got loose after that I was able to slide two fingers in her ass. The look of pain on her face was arousing 

38M brutal Dom seeking an online sub who knows her place and desires degradation and pain with few limits (scat). If you want to be humiliated, brutalized, and made to feel like the disgusting whore you are, then I'm the Dom for you. 

Looking for a real submissive who wants to please and maintain the relationship long term. If you're not willing to send pics and video proof of your compliance (can be once we get to know each other), then this isn't the post for you. 

I am a wild colt seeking to be tamed through humiliation, evil and pain.

This sexy cheating slutwife will suck anyone’s cock when she’s drunk, and has a high pain tolerance for rough pounding. How would you pun1sh her for her infidelity?

women deserve nothing but pain they are despicable creatures

I am a career woman in late 30's. As life has it, when you focus on one thing, all the others slip through your fingers.

It is a lonely life, working 80 hour weeks, money is good, but that takes toll on your social life, and that might explain my presence here.

I haven't been with a man for more than five years, but even then, it was just a string of unsuccessful short term relationships, that broke apart due to the lack of time, and high stress job.

There is this colleague of mine, he is a senior partner in a different office, just a few years older than me, and he is just the man of my dreams. I mean, rich, successful, handsome, and, of course, married. A friend of mine is an associate in his office, and the way she spoke of him, as if she is in love (I don't doubt it), made me interested in him even more.

When she showed me the photos of his wife, from socials, well, I just knew that I am no match for him, not even remotely, and strangely, that made me want him even more.

Don't get me wrong, I am a good looking woman, just not a bombshell blonde, which looks like she is in her 20's ,not 40's, that he is married to.

I admit, he was the object of my late night thoughts, when I was left alone with myself, and this place, and I just had to have him.

We had a big conference last week, something regarding corporate law practice, I wasn't there to better myself, I was there since I knew he will be.

Maybe I didn't mention this, but I know him in person, from the time he was still going to court, and we have been rivals in a few cases, so when I found him at the hotel bar after the seminar has ended, I was adamant to not let him go anywhere without me.

I flirted shamelessly, he flirted back, but with a bored look on his face. It didn't seem to work, and as the drinks kept coming, I became more and more blatant in my advances. Nothing seemed to work. As he was looking restless, getting ready to go, I just blurred out, something ridiculous, on the line of offering him oral, but it sounded so rude, and I am not proud of that moment. He smiled, took my hand, and said "lets go".

When we went in his room, I leaned in for a kiss, but he kind of stopped me, not really, but he had his hands on my shoulders, and kind of gently pushed me downwards, giving me a signal what to do. He was just standing there, expecting me to do the unbuttoning, so I did. He was pretty big, semi erected, and it tasted good. Soon enough he was really hard. I tried to make an eye contact, and he just smiled back at me, without saying a word.

He then took my left hand, and helped me up, and started unbuttoning my shirt. I started helping him, so he moved back, and got naked, and I did too. Without a word, he turned me the other way, and pushed me on the bed. A got on my stomach, and oh God, I was ready to go, when he took my pelvis, pulled me up, in a doggy position, with my knees on the edge of the bed. I was there, just waiting for him to get a condom on.

He took me with hard, even thrusts, while holding my hips. I have no idea how long it lasted, since I was on a brink of orgasm, just no there yet, floating in the limbo of satisfaction. Then he got out, and laid on the bed, on his back. That was my cue to hop on, and as I did, he just said "the other way, better view".

That is the only thing he said during our sex. So I was in a reverse cowgirl, leading myself towards an orgasm, and as soon as I got it, he pulled me back. So I was laying on his chest, he pulled out, and deliberately aimed at the other entrance.

I have never done it before, nor did I think that I will ever do it, but I was so out of myself from all the anticipation, pleasure, and still lingering orgasm I just had, that I moaned loudly as he got in. It didn't last long, just a few painful thrusts, and that was it for him.

He just got from underneath of me, and headed for the bathroom.

"I would be thankful if you shower at your room, I have a panel at 9."

It was amazing, yet it hurt so much. Not in a physical way, but, not to kiss me, not even on the cheek after we were done? I felt like a whore, but what could I expect, I presented myself to him, as one.

Now, I will have the memory of this night, but it is a bitter sweet thing. My crush on him is gone, that is for sure, but it didn't make me feel any better.

And, that is pretty much it.

Halee loves pain, how would you use her?

Please do not do this to me: I am too much sensitive soft, I can not endure the pain .

I want to see her in heavy pain!

I had a double mastectomy some ten years ago, at the age of 40. It was a hard time, but luckily, I got through it. Since I was divorced even before that, the time after the surgery was very troubling for me, in a sexual way. I was meeting men, but when it comes to having sex, I just couldn't do it, so I would just, occasionally, give a man a hand job, and I have done it more than once, and break it off afterwards.

This situation is how I, eventually, ended up here. Finally, in September, I did a boob job, and the moment I got it, even though the pain was significant, I started feeling like a woman, once again. Had my first sex, last night, after more than 10 years.

It was amazing. Just wanted to share this with you.

And, not to forget, for those who will ask, couldn't do it earlier, because of some health complications.