Hi everyone. It’s been a long time since my last post and a lot has changed. As many of you know I was working and still do as a model but the work was few and far between so I started doing let’s say different types of modeling. You can read my previous posts for a look into that.
I have started taking jobs as an escort. In the beginning it was all up and up just dates for companionship. [No I will not share how I book jobs. Reddit and work will remain seperare] The money kept getting better and better and soon I ended up doing other things. But that is another time.
This Thanksgiving I returned home to Boston to visit my family for the holiday. I came a few days early to meet up with friends and was enjoying my time when my agent called me and told me there was someone here that wanted to meet me. At first I refused but he told me he would pay triple my going rate for 2 hours of my time. Lunch and a date afterward. I couldn’t deny it but the problem was it was on Thanksgiving. I told my agent I would do it but I would need to leave by 230 the latest to be with family.
The morning of I woke at my aunt’s house and told her I needed to leave to visit some friends and I would be back later. I actually did go to my friends to get ready. He knows what I do and is my go to for my information I give on my whereabouts. I got dressed wearing my go to black dress showing my long legs and cleavage, black heels, my hair back in a tight pony tail.
My friend dropped me off at the restaurant and when I entered the man was already waiting for me. He was tall, broad shouldered, and very handsome. I was surprised at how attractive he was and young. In his mid 30’s. He hugged me like an old friend his hand grazing my ass just slightly and taking me by the hand leading me to our table. His hands were firm but smooth and I instantly had a vision of them on my body.
We sat and talked for what seemed like an eternity but only a moment as well. He was charming and funny. Before i knew it, it was time to leave for the hotel. It was actually only a block away so we walked. He gave me his coat on top of mine since it was so cold but I hardly noticed.
When we arrived back to his room I excused myself to freshen up and mentally prepare.
When I left the bathroom I came to find him sitting on the couch comfortably with an envelope next to him. I approached him willingly and asked him what he wanted from me. He replied with everything.
I had not had sex on a date but I had a feeling I would give in this time. I stopped short in front of him and slowly unzipped my dress from the back. Maintaining eye contact i dropped my straps to my dress revealing my red lace bra. I turned my back to him now and bent at the waist bringing my dress to my ankles revealing my red lace panties. When I turned back he was massaging his growing cock through his pants. I knelt in front of him and his cock on my knees and started for his zipper. Undoing his button and pulling his pants to his ankles firmly grasped his cock a beautiful 6 or 7 inches and fine girth.
He was already informed that everything is covered and I reached down into my panties pulling out the condom I had brought. Opening the package I placed it on the tip of his dick and using my lips unfurled it down as far as I could.
Using one hand I pressed down on the base giving me as much cock as he could muster, my other hand messed his sack. I stared up at him building the moment. I leaned forward and took his cock into my mouth keeping the eye contact. I massaged every inch I could with my tongue slowly as I went down. Over and over again. When I felt him pull away I knew he was close to cumming.
He repeated he wanted everything and I stopped for a moment unsure of what to do. But in that moment my pussy won the argument and I stood in front of him. I grabbed his hands and had him undress me leaving my heels. I pushed him back and straddled him and his hard covered cock. I felt his chest hard and muscular sliding my hands down over his stomach to his cock. I lurched up and slid him into me slowly giving my tight pussy time to adjust.
Bringing my lips to the base of his cock I moaned increasing my pace. Slowly I built up the speed until I was bouncing. His cock slapping my pussy harder and harder until I moaned loudly and freely. His hands explored my body mainly my ass. He pulled me in close and slid himself down and started to slam into my pussy harder than ever. This pushed me over the edge and I began to scream and lose all focus. Lost in the moment I screamed and dug my nails into his arms.
He sat up and grabbed under my legs picking me up as he stood. He held me in the air bringing me up and down while his cock pounded me harder and deeper than before.
I dont know how long this all went on for but he moved me to my knees on the floor. Lost in sex I I looked up and saw him removing the condom. I didnt know why until I saw him start stroking his cock inches from my face. Before I could do anything the first blast of cum had slammed into my cheek and the next my forehead. All the others after hit every other part of my face covering me. My face warm and soiled I looked up at him as he sat back on the couch exhausted. He looked at me smiling calling me beautiful which I thought strange.
I should have been angry about him cumming on my face but I found I rather enjoyed it. I cleaned up and noticed I was actually late and past the two hour mark by 30 minutes.
He gave me and extra 100.00 for the facial and not warning me and I ended up joining my family for a wonderful Thanksgiving.
Thanks for reading guys and as always I love to talk but dont be gross haha.
Source: reddit.com/r/sexystories/comments/e41q9y/money_too_good_to_pass_up_on_thanksgiving
Great story. Hot as fuck.
Welcome back, Btowngirl! I’ve read a couple of your previous stories and this one tops them all easily. Stories written from experience always have that edge over other erotic pieces. I enjoyed all the little details in this tale and the messy climax. Thanks for coming back and giving us a delicious slice of your Thanksgiving. Much appreciated! Hope you’re doing great wherever you are :)