-But this is dirty, how do I...? How can you ask...?
-Lick it. Lick it well.
-But this is... I can't imagine...
-Do it
-This is...
-Shhhhhh
-I can't...
Thwack!
A firm but gentle slap rang across Sud's left cheek as I looked her in the eye and signalled she's not going anywhere until she does it. Her beautiful face had drool and precum allover it. Mascara ran upwards towards her scalp. Lipstick was smeared. The red faded into a pink. Her hair was sticky with dried spit. She had a look which expressed a bit of fear, a bit of eagerness and a lot of confusion. I held her head firmly and guided it between my legs. She closed her eyes, tight shut and dived into her new place of work. Very tentative and measured licks commenced.
I let her do it for few minutes.
Very unkindly, I pulled her up by her hair. I flicked her left cheek with my finger in a stinging manner. She was taken aback. I moved very close to her face.
"Listen bitch, you have to learn to do this. Push out your tongue."
She pushed out a little.
"More, like a dog."
She pushed out more.
"Keep your eyes open, look where you are going and what you are licking. Got it?"
I flicked her again. She nodded.
"Make long strokes. Clean up good. I want to hear the sounds. And when I ask, look at me. Now get back to it and show me you are a good bitch."
I pushed her back down. She was unable to finish her sentences. She couldn't. I was grabbing her by her hair and thrusting her head in place. There was no respite for her. She had to learn. I wanted her to learn to do it. I didn't ever imagine I would ask any woman to lick my asshole. But with this one, I had to. It was pure domination. It had less to do with the curiosity. It was more a desire to own this woman. Her body. And do despicable acts of debauchery to it, with it.
Sluurrrrp. Sluuuurrrppp.
"Yes, that's like it. You will get better. I will make you get better. Keep at it."
She was a perfectly respectable woman. She was a mother of an eight year old kid. But she was only 35. She was a friend to me many years ago. I respected her as a friend then.
Sluuurrrrp. Sluuuuurrrrp.
"You were born to do this Sud. You will do this to me everyday. Every day from now on."
She was an art teacher who taught kids painting and other artsy skills. She was a woman of culture who could talk paintings and artists for days and keep listeners captivated with her succinct delivery and polished mannerisms.
"If I knew that mouth would feel so good licking my hole, I would have had you do this a long time back. Ah yes, keep at it bitch. You are doing good."
10 years forward, I was teaching her how to rim me. She was a reluctant student. I was a firm teacher. As her tongue started probing my ass, jolts of pleasure shot up my spine. I closed my eyes to feel it. But I opened them again to see this woman's face. It was messed up with saliva, her saliva, mixed with my precum, drool that came off my cock and drool that came off my ass. This MILF was slowly learning how to eat ass and shedding her inhibitions. You can tell by the intent in her strokes. She probed deeper. She let go of her hands that she was using to part my ass cheeks. She was leaning in. I loved that. I had now total ownership of this woman, her MILF34C tits and large round ass. She was pretty, and with all that drool on her face, she looked incredibly slutty. She looked familiar. Like someone I knew.
I was holding her head and sliding it up and down my crack like a giant wet ball of tissue. Cleaning my ass. In that moment, my mind was taking a victory lap. I had achieved a month long goal. From making contact to having her clean my ass out with her tongue, I had done it. From my vantage point, I could see the glowing palm prints on her voluptuous ass and the bite marks on her tits and shoulders. I had been harsh on her for the past two hours. She didn't deserve to be treated like a cockslut. But she was.
She was a nice person and a good mother. She was a friend in the past. But she was paying the price for someone who wronged me. Who she looked like. Who messed me up.
She was my ex's older sister.
~~~~~~~~~~~~~~~~~~~
One month ago:
Sud: I can't believe I am seeing you after so many years! You didn't tell me you moved here! What's wrong with you?
Me: Oh well, you know what happened, so it was awkward.
Sud: That's a long time back! You know things happen. Fuck all of that. I am so happy you are here. You have to come home and meet the family.
I spent two years getting over my ex who dumped me. I moved halfway across the world to avoid everything that reminded me of her. And then, fancy running into your ex's older sister! That wasn't fun. Things came rushing back. I was truly in love with this girl. It was along term relation and we broke up just as we were getting ready to move to the next level. Over calls and text, I reluctantly started to respond to Sud. She was close to me back then. She got married and then we started talking less. And then I broke up with her sister and I cut her out. When I was dating her sister, she would talk to me a lot, about guys and take opinions on life and guys and want to know what I think. I think she found me mature for my age. I was about 8 years younger. As we talked more and more, I could feel a chemistry developing. She was leaning into me with her stories and normal 'share your day' conversations. Her chats and behavior indicated to me that she is lonely and with the right game here, I can get her to admit what she wants. It is attention. I played nice when I talked but hard to get otherwise. Over conversations, because I was close earlier, I came to know that the sex has dried up. The husband is missing most of the time, is tired when he is not and in general doesn't care a lot for her. She lost weight to become the buxom babe she was when I was dating her sister. But things still didn't work in the bedroom department.
Now I had an idea. It started to take root in my mind. I was aching to understand my plan with her. What did I want? Why was I even talking to her?
My ex was a hot woman. She was naive and very submissive. While I groomed her to be more confident in life, I enjoyed her submission in bed. She wanted to please me and was very obedient. I was her first and she gave her best to me. She shed her inhibitions from being extremely shy and not knowing what an erect dick looks like to swallowing cum without a blink. We grew more and more intimate, she was scared of doing the deed but she did everything else to ensure that I was satiated. I enjoyed that part of her. She grew from a conservative shy girl to a woman who sought to keep me happy and my balls empty. She went from careful handling of erect cock to sucking and tugging in sync with a smile, tongue play, eye contact. With that face bobbing up and down my cock, sometimes smiling, sometimes dead serious - I am going to make this explode in my mouth look - few years of my life were spent in oral heaven. She went from panicking on seeing cum to swallowing load after load like it was honey. It boosted my ego to think that the hottest girl in high school did that to me. And when we broke up, in my darkest moments, it pinched me, hard, that she was doing that to other men now- that some other guy was looking down to see her beautiful face planted on his manhood, sucking away with a look only she can have.
My ex was 5.5 feet. She was leggy with a huge ass and 32B tits. Sud was a smaller woman. She was barely 5. I used to describe her as fun size. But boy was she curvy in those days. She was very polished in her ways and dressed elegantly. With her figure, anything she threw on made her look insanely hot. Her ass could barely be contained in her pants and her boobs were always looking to break free. I didn't have any thoughts about her back then, but now when I was revisiting memories, I wondered how she would be now. Now I knew what I wanted to do with her.
I wanted to fuck her.
I wanted to fuck her out of spite for her younger sister. I know it doesn't make sense now. But it did then. A lot of sense. If I could fuck Sud, I could somehow get even with my ex. I didn't want to be gentle about it. I had a woman whose urges had no outlet. Who was my ex's sister. My mind was a dark place. I wanted to fuck her because she was related to my ex. Because she looked like her. Because that was the closest I could get. I wanted to ravage her. Why? Maybe because I wanted to offload that anger with that, once and for all. I wanted to be rough with this woman and make her please me. It was a seed I couldn't control the growth of. It took hold in my mind.