Who Could Not Win the Mistress?

June

I looked at the vanity in Jack's room as I painted my nails a darker red. I just stared at myself in only my panties as Jack was getting ready for work. He gave me some money after an amazing fuck last night.

I lit a cigarette in my mouth as I listened to a record near me. I felt lust in me as I saw him in the reflection putting on his t-shirt and jeans. I saw him come near me and he kissed my head.

"Can't wait to see you after work again, sexy." He smirks and winks at me. He gave me an extra five dollar bill. "Any place you want to fuck me?"

I stared at him with my arms over my breasts and smiled all dubiously and squinted at him.

"Oh you." I said and had the cigarette in my hand. I took a drag and blew more smoke out. "I don't know."

"It can be in the house darling." He said and put his TMR jacket on. "When I get back," he pauses and takes a drag of my cigarette. "You know."

"Okay, Jackie." I giggled and blew him a kiss.

"I love you, Angel." He kissed me and left.

I dyed my hair a light auburn last Thursday. It suited me. I lost weight. Made me more fit actually. Jack couldn't get enough of me last night.

I showered myself for the first time since I did it to make my hair darker. It was when Jack knocked on the glass and I had a blush in me. I cupped my breasts and felt all red. I never really had him fuck me in the shower. Jack opened the door and politely asked me if I was okay. I said yes. I was shy even though he was wearing his sleep clothes. I asked him if he could kiss me. He obliged and he took his yellow shirt off.

Watching him remove his navy blue pants off made me feel tingly since he wore nothing else. I pulled him in the shower and felt him like I was touching silk or something. I leaned on the cold blue tiled wall and he felt as damp ass. He felt taller than me and I leaned my head back when he kissed my neck. It just felt like heaven last night. I swore.

I wanted to surprise Jack in a place in his house he'd probably admire me at. It was the summer anyway. I thought about going to the beach and all, but Jack wanted to go there in July. I blushed for a specific reason. I know Jack enjoys making love in those beach houses. I can agree.

I wanted to surprise Jack in a splendid way. I looked through my side of the closet and thought to myself. I wandered in the closet nude and rubbed my head.

I wanted to lay off the cigarettes just to be nice to his kids. It made me feel old and awful that I was a couple years older than both of them. I didn't even know he had kids until he brought them up the time he was at my old house. But I was okay.

I looked at myself in the mirror and pulled on a yellow bikini. The bottom was fitting and pretty sexy. It was a pale yellow and had white stripes on them. I put on the nice tube top and brushed my hair with my fingers.

I wore a sheer cover up over my bikini and sat down with the cigarette in my hand. I'm going to make sure Jack would be rock hard about me.

I would wait until noon to do this. I listened to some gentle guitar strums over a record I was listening to. I put the cigarette in my mouth and waited for a good time to take the drag. Smoke then blew out of my mouth like steam. He was coming back at like six. I took a slight nap to wait for the event.

—-

When it was around five, I took out one of Jack's reclining chairs for his little trips to the beach. Jack would sometimes tell me that when he went to Florida. Well, during his tour stops and when he was married to Karen.

I saw the almost cloudy sky and some light sun come out. I smiled and put on a beige hat. I smiled in my sunglasses and dangling earrings. I left a note for Jack in the kitchen to meet me at his porch. I had a surprise for him.

I put the cover up and hat on his porch chair and set up the reclining chair in the yard. I leaned on the chair catching the sun on me as I smiled feeling the warm breeze hit my skin. I was cold, but exiting the house was worth it.

I heard the beep of his car and that was going to be the moment. I smirked as I just laid down and got some good shade under the tree.

I heard Jack call my name. The more I heard him shout "Emma", the more I felt so turned on. I put on a straight face and saw him carry his sticky note. He removed his glasses and saw me in my more relaxed state. He had a yellow shirt and walked to me with almost a gruff sounding chuckle.

"My princess." He grinned and saw me look at him. I smiled and stuck my tongue out to him. I guess he liked what he saw. "You look so cute."

"Thanks, baby." I answered and put my hand on my cheek. "You have a lovely yard."

"Thanks, Emma." He said. "I worked on the furniture myself, actually."

"That's nice." I grinned and focused on the cloudy sky. He just stared at me all natural looking. He opened his mouth but decided to close it. He looked at the sky himself and slumped on the tree. I turned to look at him and grinned in my punch red lips. I saw that cute bump between his legs. I tried not to focus and just looked at the sky.

Jack was being so cute and I couldn't help it. I felt something warm between myself and I bit my own lip.

"Hey Jack?" I ask.

"Yes, Emma?" I hear him ask.

"Would it be nice if we met at your porch?" I politely asked him.

I heard him smile based on the adorable chuckle and he came by my side. We were surrounded by the fence and I just felt like heaven to Jack. He sorta grabbed my ass when we came back.

"You look so hot, Emma." He grinned and he closed the door to his porch screen door. Then he kissed me. He sat down and looked at me. He looked at the roof and back at me. He slipped his shirt off and I can sense a relief in him. I straddled him and gave him a kiss on his soft backyard couch. There was a soft blanket anyway. "Best way to surprise me. Thank you so much."

"Your welcome baby." I grinned and kissed him back.

"A nice way to destress me sometimes." He chuckles. "Watching you sunbathing in the lawn was the best thing I have seen."

I blushed since I did this just for him. I had my legs around him and his hands felt my back. Jack scooted back and undid his pants. I blushed for a certain reason.

Jack pulled my bottom to the side and let me do it on the couch. Well, he was laying on the couch and I was the one on top. I gently rode him as my hands held onto his chest. I paused so I could undo my tube top. It felt like a relief and I covered my breasts. I breathed as I moved more on him. I closed my eyes trying to satisfy him and I just let out cool but unhinged breaths.

Moments later, the sun shone on us as I finished on him. I felt a bit of pain there and Jack held me closer to him.

"Fuck," I whispered and he kissed my cheek. He pulled on my bikini bottom and tried to remove them. I let go and went back inside the house.

Jack followed me and closed the door. We kissed in his kitchen and he brought me up into his arms. I put my head on his shoulder and rubbed his back. He laid me on the counter and laid my legs next to him again.

He softly made love to me as he cupped my breasts some more. Summer was here and he wanted me satisfied. He started out slow and he stared at my now bare chest. He went a little harder and my legs were fucking killing me. He kissed my chest a bit before he pulled out. He pulled me up and that's when he finished on my stomach. He looked at the sink and pulled out a towel. He wet the towel and came back to me.

He softly wiped the evidence of his love and gave me a soft kiss.

I know it when I surprise Jack, he is surprised. We made more live in his bed and then some. After our great fuck together, Jack embraced me. We were under his covers feeling adored. There were no regrets on our encounter and I know Jack had something pleasant in store for me next. 

A.n I once again apologize for my extended break. All these events are stressing me out. But I'm back and happy to write again!! I hope you all enjoy this story, love you all, Syd!!!;)