I got a very specific and peculiar order from a new client. He recently ended a DDLG relationship and wasn’t ready to bond again, so instead he decided to hire me. That was weird from the start, but I agreed either way. I’m not the kind of girl to say no. He requested for us to meet in a café first, to get to know each other. I asked him what should I wear, since I usually dress a bit elegant, which might not suit his role play fantasy. He told me to just dress cute and comfortable.
When we met, I was pleasantly surprised with his looks. He was over fifty, and I assumed that he would be a silver fox, but I didn’t assume that he would take such a good care of himself. It’s always nice when the customer looks like someone that would actually choose. Despite the circumstances, he wasn’t very touchy either, which I preferred. He only hugged me briefly after we exchanged the pleasantries.
“You look even more beautiful in person,” he said, winking.
I giggled, “Thank you.”
We sat down at a café, and that’s when he laid out his conditions and expectations. I wanted to ask him why wouldn’t he just get another sugar baby, but I could see it was a painful subject.
After we talked about all the necessary things, we started chatting about our hobbies and his career. He was very passionate about his business, which I admired. There is nothing more attractive in a man, than passion about literally anything.
Before we parted, we set the time and date for our next meeting. Since I wouldn’t agree to go to his place alone, we decided to meet in a hotel.
I felt much more comfortable going to see him for the second time, even though it was going to be more physical than the last and I still wasn’t convinced about the whole DDLG thing. But now I knew who he was, how he looked and what to expect from him, so it wasn’t that bad.
I easily found his room and knocked. He immediately opened the door and again hugged me as a greeting. I walked in, still smiling, as if the sole view of him, was making me happy.
“Do you want anything from the room service?” he asked, taking my coat from me.
“No, no, I’m good. Thank you,” I waved my hand dismissively.
We went to the bedroom and that’s when he finally kissed me. He was very gentle at first. He brushed my hair off my face, then slowly leaned forward, as if asking permission, and only after I slightly opened my mouth, he connected our lips. From the start, I could tell that he was a skilled kisser. I moaned into his mouth from pleasure, this warmed him up, and I felt his hand grasping my arse cheek. I pulled even closer to him, grabbing at his shirt as if he were to disappear any moment now. We parted once we were both out of breath.
“What does my baby girl want?” he asked me.
“You, Daddy,” I breathed out, looking at him with hunger.
“Oh, that can easily be arranged,” he laughed and picked me up.
He sat me down on the desk, still kissing me and slowly undressing me. My dress easily gave up under his fingers, and soon I was naked. Maybe it was because of the sweet kisses or just the situation itself, but we are both already aroused. As I was struggling with taking off my underwear, he put on a condom.
I arched behind and grabbed the opposite edge of the desk with my hands. My chest was fully exposed, but I didn’t feel shameful about it, that’s what he wanted. He caressed my breasts, making me hold my breath. Then, he held my legs up and wide open, the tip of his cock touched my entrance, making me moan again. He smiled upon hearing that and pushed inside. Surprisingly, it slid in without any problems. I was so wet and aroused, it fit in like a glove. He drew a sharp breath, apparently enjoying my tightness. Once he calmed down, restraining himself, he started fucking me for real, accompanied by my loud moans.
“Yes, Daddy, harder!” I kept begging him, since he told me earlier he liked it.
It technically was part of the role play, but the truth was I loved being loud.
I finished first, ripping my legs out of his grasp and using them to pull him closer. My whole body was shaking, as I was experiencing a powerful orgasm. He bit his lip, trying not to cum, but it didn’t look like he could hold on much longer. I was still moaning and pressing my crotch into his, when he came.
Before I left, we arranged for the next meeting. I could get used to this sugar baby thing.
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