My [F] First time hiring a [M] Escort

So this is my story from last Saturday night. I’ve been chatting to a few people about it and I’ve been really enjoying it so I thought I’d post the long form here, I hope you all like it and please excuse my writing, I’m in no way a professional. If you enjoy then I’ll happily write some more stories in the future.

A little about me first. I’m a divorced mother of 2 so my sex life kind of takes a backseat. I’m 33 years old and I e been described as ‘curvy fit’ which is a description that I really like, I’m an extremely sexual person and after a decent drought I decided I needed to treat myself so I hired an escort of the night. Not the full night but it was a 4 hour ‘dinner date’ which was described as 2 hours of dinner and 2 hours of private desert. The booking of the night could be easier. I got his number from the website and arranged everything over WhatsApp. I had to pay a deposit to secure the date, which I did straight away.

Once the night came I headed into the city in the early afternoon as the dinner reservation was booked for 6pm at my favourite seafood restaurant on the harbour. I checked in and got ready. Took ages to look as good as I could. I wore a simple black dress with a thong, lace bodysuit underneath and some sexy heels. I was there before him but I was early. He arrived right on time and he looked amazing. He was a tall guy who you could tell was extremely muscular even in his dress pants and button up shirt. He greeted me with a kiss on the cheek before we sat down. We ordered some drinks and got to talking. It was obvious already that he was good at his job because he had me completely relaxed in no time. The chat was mostly vanilla as we drank and ate. With the occasional naughty talk inserted but being in a restaurant we were respectful. We obviously had a good time as after 90 minutes we had racked up a $250 bill which I paid for.

Once I paid I visited the bathroom before we started back to the room. To get to the hotel which over looks the harbour you go over a foot bridge and through a car park ally type thing. When passing through he stopped me and pushed me against the wall kissing me passionately, I basically melted into him kissing him back my hands started rubbing his cock through his pants. He smiled and told me to not be to naughty as he took my hand and we continued the walk. A short elevator ride and we were arriving at the room. I slipped the ‘do not disturb’ sign on as we closed the door behind us. Before we started he needed to be paid which I had left the money how he requested it. He went in the bathroom to count it and I took the opportunity to ditch my dress while I wait. What came next was super embarrassing though as I had given him $50 less then what I owed him. Luckily I had $50 in my purse so I went to get the money. Super embarrassing dressed in my lingerie fished $50 out of my purse but he was great with it.

Once it was sorted it was time to get down to business, he walked up to me telling me how hot I looked. Really making me feel amazing about my body. He groped my ass as we kissed standing at the end of the bed. Before long I knelt on the ground as I pulled his pants down. His cock was mostly hard already, it wasn’t the longest I’ve ever seen(still above average) but it was the thickest. I took it in my hand and started to stroke it while I told him how big it was. He pushed his hips forward and I knew he was telling me to suck it, I didn’t need to be told twice so I took him in my mouth. Slow at first but I worked up into a good rhythm. I reached a hand up and rubbed his abs as he stripped his shirt off, tossing it aside. His body was amazing and it made me want to please him so much more. He moved to lay down on the bed with his legs over the edge. I knelt on the ground next to the bed and licked his balls as he stroked his cock. Eventually I took over blowing him more.

After a few minutes he told me to grab a condom. I got up and grabbed one. Opening it and rolling it out on his big hard cock. I took the opportunity to climb up on top. I moved my thong bodysuit to the side and slowly lined him up and lowered myself down. Due to his thickness it took a while and he laid back while I gently moved my hips as I moaned loudly the more I took. After a while I was more comfortable and was really bucking my hips as I rode him the best I could, that’s when he took more control, grabbing my hips and starting to thrust up into my dripping wet shaved pussy. He had me going wild as he fucked me. His dominant side really took over as he shifted and picked me up while still inside of me, putting me down on the bed and fucking me in missionary position. The sight of him over the top of me was too much and I exploded into my first orgasm of the night. Puffing he stood up and I went back to ducking his cock while he stood above me.

After slipping on another condom he asked me how I wanted him, I stripped off my lingerie and said I wanted him near the window. He smiled and we walked over to the window. Bending me over he started fucking me hard from behind. The sounds of skin on skin echoed through the room almost as loud as my screams of pleasure and his dirty talk. My legs went weak as I came again. It was also time for him to cum as he ripped his condom off. I crouched down in front of him as he stroked his cock until he painted my face with his hot cum. It turned me on so much as he jerked out every last drop.

He grabbed a drink of water and laid down on the bed as we laughed. I went in the bathroom to get cleaned up leaving him on the bed.

…….I didn’t realise how long this was, it looks like it will be a 3 part story. I’ll call this part 1 for now and start on the next ones soon……

Source: reddit.com/r/gonewildstories/comments/sytgg1/my_f_first_time_hiring_a_m_escort