I knew that it was insane. That I should not have done that just then. That I was not doing a good job of protecting her like I had promised to do.
My thoughts however focused on how she had just cum from that light touch. What would have happened if I had pushed my fingers into her? If I had pulled her down and fucked her? How hard would she have cum then?
I shook my head and went up to my room, jerking off to images of my sister once more.
+++++
Bailey was still in bed when I left for work the next day. I left her a note saying I would be back late and a hundred dollars in cash if she wanted to go out while I was gone.
I had mixed feelings about the night before. My sister obviously had some fucked up issues, but I seemed to be no better. It had been like I had no control over myself. I resolved not to confront her about it, but also to behave myself better in the future.
It was a busy day but it passed quickly. I received a text in the early afternoon from Bailey.
what am I supposed to do with this much cash lol have fun on your date tonight
I smiled and texted back.
whatever you want as long as it’s legal or you won’t get caught at least. See you late or tomorrow.
Ash and I had reservations at a decent Italian restaurant and we showed up separately at around 7pm. It was a place we had eaten at together often.
Ash arrived a bit after me, seeing me sitting at the bar sipping a beer. I had to smile, seeing her. She was 27 years old, still young and beautiful. She had curly dark hair that fell past her shoulders and mocha skin, the result of a black father and white mother. She was wearing a black dress with thin straps that showed off her figure.Her breasts were larger than Bailey’s I judged, but Ash had a fuller figure, all curves. Her ass was full and her hips wide.
We had been fuck buddies for a while now. She loved her fiancé but told me I gave her something she couldn’t get from him. He sounded like a really nice guy but very vanilla and boring in bed.
I had felt bad at first, but Ash had no regrets so I followed her lead. It seemed like she was able to keep this going with no one getting hurt and it suited my lifestyle. I had never wanted to settle down, but I loved sex.
Ash walked up and kissed me, our tongues dancing together briefly.
“Hey you,” I said.
“Hey yourself.”
We got a table and ordered food and chatted. We talked about work for a bit, getting a few things out of the way that we could deal with on Monday then she asked me about Bailey.
I gave her the rundown about my dad and his new family and Bailey running away. I skipped all of the inappropriate bits, the spanking, the shaving and inspection. How my sister had cum against my fingers twice in three days.
“You are doing a good thing, Brent,” Ash said when I had finished.
“I hope so,” I said. “I don’t know what I’m doing. I just want her to have a chance, you know?”
“You are. I was lucky that my mom was great but there were times when I wished I had a man to take care of me and guide me when I was younger. My dad wasn’t around much.”
She ate some ravioli.
“What does she look like? You?” Ash asked.
“I don’t know,” I said. “I guess not. Her hair is like, red? Brown? Auburn I guess?”
“Is she pretty?”
I shrugged.
“I guess so?”
Ash laughed.
“So she’s pretty. It’s fine. You can say it. It would be surprising if you didn’t notice. Unlikely.”
“Ok,” I admitted. “She is quite pretty. Very young though.”
“Must be hard having a pretty young thing in your house, after living alone for so long,” she said, an edge of flirt entering her voice.
I almost jumped when I felt something move up the inside of my thigh. I looked into my lap and saw Ash’s bare foot. She had slipped off her heels it seemed.
“She is my sister,” I said.
Ash’s foot pressed against my cock which was coming to life there in the restaurant. I scooted my chair forward so my stomach hit the edge of the table, letting it and the tablecloth hide what she was doing.
“So?” Ash said. “That doesn’t mean that she isn’t a woman. And that you aren’t a man. I know you are a man. Very well.”
As she spoke she rubbed her foot against my cock, pressing it against my leg and slowly gliding along it with her foot. Generally, I was not a foot person but this, in this setting, was undeniably hot.
“Still,” I said. “There are lines not to cross, right?”
Ash smiled.
“Well,” she said, “as a woman who loves to call you daddy as you fuck the shit out of me, maybe my lines are a bit different. Nothing wrong with a bit of fantasy, is there?”
My cock was throbbing and after being around Bailey for a few days I needed to be inside someone.
“Are you ready to go?” I asked. “Still want to come over?”
“Baby,” Ash said, “I’m fucking dripping over here. Yes I want to come over.”
I paid the bill and we both drove to my place in seperate cars.
We were barely in the door before Ash’s arms were around my neck, kissing me. I held her tight to me, enjoying the feeling of her pressed against my chest. My hands drifted down to her full ass and squeezed the cheeks.
“Let’s get up to my room,” I said, taking her by the hand and leading her upstairs. I saw that the door to Bailey’s room was closed and was happy to see that.
Once in my bedroom I swung the door shut behind me. I noticed that it had not quite latched, staying open a few inches but was distracted from fixing that by Ash dropping to her knees in front of me. She shrugged the straps off of her shoulders and the top of her dress fell down, revealing her large, full l, light brown breasts. Her nipples were a darker shade and stood out, lick thick bullets.
She reached forward and grabbed my belt, undoing it, then opening my jeans and pushing those off my hips. My cock made a tent in my black boxer briefs right in front of her face. She had a hungry look on her pretty face as she yanked those down as well.
My cock sprang free. It was about 7.5 inches long and quite thick. It had a twisty purple vein along the top and was uncut. The swollen head was half out of the sheath of skin, glistening at the end with precum.
“Fuck this is a good cock,” Ash said, gripping the shaft in her hand. “Will you fuck my face, daddy?” She asked, then placed the head in her mouth.
“Yes, baby,” I said and thrust, shoving my cock deep, hitting her throat.
I knew what she liked and obliged, burying my hands in her hair and thrusting my hips. I fucked her face hard and fast, while she had her own hands up her skirt, rubbing herself.
The glug glug sounds of her face fucking filled the room. Occasionally I’d shove deep into her throat and hold her there cock cutting off her air while her eyes watered looking up at me. When she tapped my hips with her hands I’d pull back giving her a short gasp of breath before starting again.
I was very worked up and had to stop after a few minutes, not wanting to cum too soon. I pulled out of her mouth and stepped back.
“Get on the bed,” I demanded. “I want to taste you.”
Ash quickly did as she was told and flopped onto her back on my bed, legs splayed open. I moved and kneeled at the edge of the bed and reached under her dress, feeling a flimsy pair of panties. I gripped them and yanked, tearing them off of her.
She yelped but laughed then moaned as I shoved her legs apart and drove my mouth to her pussy.
Ashe always tasted amazing. Sweet and salty with a hint of spice. I licked along her slinken canal between her shaved pussy lips, from her opening to her clit which I sucked into my mouth.
I pushed two fingers into her and used them to fuck her as I alternated between licking and sucking, focusing on her clit.
Ash moaned and writhed under my mouth. I grabbed her thigh with my free hand and held her in place.
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