Ashley the Escort Ch. 02

Chapter 2 - Monday

I was an independent, meaning I worked alone. I had risks. No guaranteed income, no security, no friends. But I did have money. Last month I made $19,000. I can't do that in a nine to five job. I was saving it for a rainy day. I had more than six figures now and was just going to keep going a little while longer, I said to myself, as an escort. That meant entertaining my clients, like John Monday.

I didn't have to call him Monday because he preferred a different nickname. And a little roleplay. It was fun, in a way. So I went along with it. Him and I had done this two other times and both times I was able to leave with about a $1200 donation. After arranging the appointment over emails, the way he preferred, I dressed in a rock concert t-shirt that was ripped down the sides so you could see my skin and bra. I also wore ripped up jeans and some converse tennis shoes. I put on way too much makeup and put my hair up in pigtails. I played the rebellious daughter for him.

I arrived at, well let's just call him what he wants, 'Daddy's' house and rang the doorbell. He asked that I be 'in character' from the start, so I was prepared. He answered the door in sweats and a t-shirt, which didn't help to turn me on. I was a bit nervous about the dialogue so I just jumped right in and decided to go for it.

"Hi Daddy! I just wanted to come see my favorite man and give him a big kiss!" I squealed like a teenager. Inside my inner self was sticking a finger down its throat to gag.

"Hey sweetie, come on in, I have a present for you," Daddy replied and took me by the hand to pull me in, shutting the door behind me. "Come on in the living room,"

"I know it's been a long time since I visited, Daddy, but I missed you lots," I said and leaned over to kiss him on the cheek as we walked. I was really milking it, or at least trying to. We sat on the couch and on the coffee table was a small stack of one hundred dollar bills. It looked at least like ten or so and I was happy with that. Sometimes bitlis escort I have to negotiate up from a misunderstood $300. Some guys don't get that the $300 is the fee for me to show up. Above that is the real donation.

Daddy sat next to me and ran his hand along my leg, squeezing gently. He was apparently ready to go this time and I was more than happy to oblige.

"What's my present, Daddy?" I asked sweetly tilting my head and smiling at him.

"I left your allowance on the table, baby. I want you to buy yourself something pretty with it," he said.

I mustered up another squeal, "Ohhhh Daddy, thank you SO much! How can I thank YOU in return?" I asked with an eyebrow raised.

He smiled a big smile so I knew he liked that queue for him to get things started. "Why don't you massage Daddy's thighs? I've been working out and I'm so sore on both of them," he said.

I turned to him and began to knead and rub his thighs from knees to hips along each side of his crotch. I could see him starting to grow in his sweats and had an idea, "Why don't you take off these sweats, Daddy, so I can massage you better?" He lifted his hips and pulled down his sweats to his ankles, showing his boxer briefs.

"Wow, Daddy, your legs do look like you've been working out," I told him as I continued to massage his bare skin. He put his head back and closed his eyes.

"That's a good girl. Keep doing that," he mumbled. I took the opportunity to take one hand and reach in to my purse next to me, pulling out a condom and kept it in the palm of my hand. I massaged more and continued to get closer and closer to his crotch. He seemed almost fully erect, stretching the fabric of his boxers. Monday, er, um, Daddy, had an above average sized tool and I had enjoyed it, although it curved slightly to the left.

"Daddy, what's that big bulge in your shorts? Can I touch it?" I asked innocently. He looked at me with his mouth slightly open, his breath shallow.

"Go ahead, that's my penis. bitlis escort bayan You can touch it if you want to learn more about them," he said, his face turning red a little. He seemed almost embarrassed to say it, but I'm sure it turned him on because his cock twitched when he did.

I pulled on his boxers and he once again lifted his hips and I pulled them down to his ankles as well. I faked surprise at the sight of it and widened my eyes.

"Holy cow, Daddy, it's so BIG! Can I put my hand on it?" I asked him with my mouth wide open in fake surprise.

"Yes, baby, you can explore if you need to. I won't tell anyone," he reassured me. He nodded and motioned toward his cock as if to tell me to go for it. He was fully erect now and I could see some precum forming at the tip. I took my free hand and began to softly stroke him all the down and all the way up, paying attention to his wet head from precum with my thumb, smearing it around. Again, I stroked fully from top to bottom, slowly, and watched his eyes as I did so. He was in heaven watching my hand on him. I decided to make this one go quickly, as I wanted to get something to eat and go shopping for a new dress.

"Can I kiss it Daddy? Because I love you and my friends tell me that's the best way to show a guy you love him," I looked in to his eyes and gave him a pouty face and then smiled.

"Ohhh fuck yes baby. Kiss it, suck it, whatever you want. Do it now," he commanded out of lust.

I took the condom and pulled it out of the wrapper and pushed it down and over his penis. I unrolled it all the way, following with my mouth. I took his queue of "do it now" and began to move my mouth up and down on him, gripping him tightly. I didn't start off slow, knowing he was probably ready for this anyway. After a few moments he grabbed the back of my head, which I hate, and moaned loudly.

"Ok baby, you have to stop now. I'm going to show you I love you too," and with that he pulled out of my mouth and stood up. escort bitlis I sat before him, his cock bobbing in my face, and pulled me to my feet. He looked me in the eyes and began to pull off my shirt. He wanted to fuck and he was undressing me. The good news was that I was always wet and ready to go. After discarding with my shirt, he unbuttoned my jeans and pulled them down to my ankles. I kicked off my shoes and then my jeans. I pulled down my panties for him since he hesitated at that point and then my bra.

Standing naked before him, he sat back down, still hard, and patted his lap looking at my body. I straddled his lap, facing him, and pushed my tits into his face.

"Oh daddy, will you kiss my nipples?" I asked him. I actually loved having my nipples sucked on and could sometimes cum just from that. He began to swirl his tongue around in circles and sucked on each one, in turn.

"You're such a good girl," he groaned to me, feeling his hips rise up against me. I reached down while he continued and took his cock in my hand, guiding it into my wet hole. He groaned loudly at that and I pushed down, getting him fully inside me.

"Ohhhhh fuck baby girl," he moaned.

"Ohhhh DADDY, this is the best present EVER," I squealed again to him. He looked up at me and smiled.

I bounced up and down for a couple of minutes while he grabbed my ass and sucked on my nipples. I felt an orgasm rising up in me and decided to let it loose. "MMMM OHHH YES DADDY I'M CUMMMMING!" I shouted out and let the waves of bliss wash over me.

I heard him say something similar and felt the warmth inside the condom as he emptied himself inside me. We came down slowly, both out of breath, holding each other. I kissed him softly on the lips and smiled at him.

"You're the best Daddy ever," I told him.

After cleaning up and getting dressed, I put my donation in my purse and talked small talk with him for a few minutes. I encouraged him to get a massage from me next time as I loved giving my clients massages.

I left and headed for the nearest fast food place. I was happy my stomach hadn't growled too much during "Daddy's play time". I laughed to myself and put the top down on my convertible as I drove. I felt like getting a drink after eating and celebrating this crazy life.