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Painful Anal, Climax  

oroborostwo 44M
80 posts
3/15/2015 6:50 pm

Last Read:
10/15/2017 1:14 pm

Painful Anal, Climax

Continued from Painful Anal, A Thing I Love to Give

So unable to support herself any longer straggled over my cock, my girlfriend has just dropped on to me and taken my last 3 inches into her ass in one go. She is now laying back on my chest to relieve the pressure on her butt, crying and whimpering.



Now I did care about her, I was concerned and I was really hoping she wasn't hurt. But.
I was still hard. We had been like this for over five minutes and I had expected to have gone limp. But I was still aroused and very horny. Slowly in moved my hands around her hips, away from her ass and towards her pussy. She was sopping wet! So she had been enjoying it despite the pain. Very slowly I started to play.
Tracing her lips, rubbing her up and down. Next my fingers were slipping in and out of her little pussy, feeling her cream between them. I could feel her start to relax. her ass was not holding my dick so hard and her sobs had stopped. Moving on to her clit was the right move. Seconds after touching it she started to moan but not from pain.



She came and came hard! Her happiness ran down to her ass, along the small part of my shaft in the light of day and tickled my balls. She was panting and I was happy but also missed something I didn't understand.
"Finish"
I nearly missed it in the panting.
"What?"
"Finish what we started."
"..."
I had no idea what she was saying, could I be this lucky?
"Are you sure?"
"Yes. We may never do this again. Tonight get what you need"
"But you were crying. I don't want to hurt you" As I said it, it somehow seemed wrong.
"I can take it, can't be worse than falling on you"
That's all it took. I tried to lift her ass while pulling myself back.



This caused another little scream.
"OK?"
"Fine" She bit her lip.
I rolled her off me and on to her side. Two inches of me was yanked out of her, this won me a sharp intake of breath and a moan.



Now will a little more room to move I started, for the first time that night, to fuck my girls ass. One inch in, one inch out. Slowly, so slowly. She was crying again.
Two inches in, two out. Still slow.



Sobbing now. Three in, three out. A little faster. Shes whimpering loudly but I'm near. I ram my cock as deep into her as I can get at this angle and blast my seed into her as far as I can go. I barely notice her scream as I grunt the last few squires from my balls to her insides.



Damn that felt good! I reached around and grabbed her tits, rolling her nipple between my fingers. Kissing her neck and moving up to her cheek I could taste her tears. Just that thought went straight to me cock and balls.

We stayed that way for a few minutes. As my dick softened and she relaxed, I slowly started to slip out of her. I got up to get us a drink. I left our room and walked to the kitchen naked, our love goo still over my cock and balls. I loved walking around like this when everyone was out.
When I got back to the room I got a great view of her ass and it looked like it was still "open" for business. I handed her a glass.
"You said Tonight"
"What?" she said taking the glass.
"You said 'Tonight get what you need' and I want to go again."
To give her credit she didn't drop the glass.
After what seemed like an age she just nodded. I felt a bit bad for trapping her like that but I knew what I wanted to do. It was now or never. It wasn't her ass I wanted but it was her ass I needed to use.

The thing that had made me cum wasn't the feeling of her ass squeezing my dick. It was that I was hurting her and she was letting me. More than that she invited me to take my pleasure at the expense of her pain. I let her finish her drink and put the glass down as I lubed up again.



No messing this time. I pushed in as far as I could with one stroke then pulled back a little. Next thrust a little deeper, then pull back a bit. I looked in her eyes, she was welling up. The shock on her face was clear she was not expecting me to go so hard and fast. I kept eye contact and rammed my dick into her hole. She screamed and I felt my cock swell. She didn't stop me.
I pulled her to the edge of the bed and stood. I was pushing deeper and lengthening my thrusts. She was crying, sobbing and would let out a scream with each deep stabbing. The more she screamed the more I forced it in.
Then:



She realised what I was doing. The shock mixed with pain, I nearly shot my load at that second. But again she let me continue. I really regret stuffing it up with her a year later, she was great. Now that she knew what I was doing and she was letting me, I went to town. I slapped her tits. She looked mad, angry but let me go on.
Before long I was holding her down and fucking her ass as if it were her pussy. I was trying everything I could think of to hurt her more. Just to see how much she would take for me.



At one point I had two fingers for each hand in her pussy pulling it wide before spitting in her. In another planned move I pulled all the way out of her ass in one stroke, into her pussy then all the way back in her ass.

I was loving her screams and her tears but more than that I was loving her for taking all of this. I was almost there so I pulled out and lifted her up. Back down to the bed she went face down in the pillow. I raised her hips and got on the bed behind her. With one leg over her and the other behind me I was able to drive into her with all my force.



I pounded her hard than any other point that night to make her scream as I creamed. I came on the in stroke and continued as I pull all the way out. I then plunged my spriting member into her pussy to finish. First time I had cream-filled two holes.

I slapped her hard on both butt cheeks as she was still sobbing into a pillow as I dropped out. She looked up as I rolled her hips over so that she was laying on her side. I moved up the bed and hung my semi hard cock over her mouth. She just took me in and cleaned me off without saying anything or looking at me. When I was washed she spat me out and moved on to my balls. Now all nice and clean I stretched out next to her but a little lower.

I took a nipple in my mouth and thats how we fell asleep; dirty. We didn't speak of it. Next week I asked her what she wanted and give it to her. Week after it was back to me.
Over time it became mostly me because she wanted it that way.

A year later I fucked it up totally. What an arse I was.


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sweet_VM 65F
81699 posts
4/6/2015 1:42 pm

Awesome shots here ORO Anal done right can be most pleasant! hugsssssssssssss V

Become a blog watcher sweet_vm


demonicsexkitten 49F
10694 posts
3/15/2015 10:27 pm

Being that rough can and has caused major damage to women (and men too I'm sure but I've only read about women) before (think poop sack due to ruptures)... and going from the ass to pussy like that often leads to painful urinary track infections...

I'm totally with BooDwitta2D on this one.


oroborostwo replies on 3/16/2015 3:30 pm:
Thanks for the comment. When we first did this we had no idea what we were doing. My girlfriend had not understood the "building up to it" thing when she was looking in to it before hand. We were very lucky. However when we found out that we enjoyed it, we got better and continued safely.
We were young and did not get as much information from the internet as is available these days. When she suggested it we really thought it was as easy as it was in porn.
Young, stupid and horny. And as I said lucky.

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