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Working in an adjacent city on a project and staying in a hotel I was drinking in a local bar after another grueling 14 hour day. A bit tipsy i started talking to this attractice younger woman next to me. When the conversation went to work she smiled and laughed and said she was a sex worker. She did cam work mainly but on occasion did live work. We did a fun bunch of question and answers where she revealed so many of her clients like to have their ass played with. I admitted to that myself.
At the end of the evening I gave her my phone number jokingly and told her to call if she wanted to make an appointment. She laughed and hugged me.
Three more days pass at my project and she texts saying she would like to visit. I was excited and nervous. I showered and paced around my hotel room waiting for her.
When she arrived she was in a tight dress showing off a lovely curvy figure. She hugged me, told me to relax and excused herself to the restroom. Upon her return she was wearing nothing except her shoes.
She told me to take my clothes off and opened up the small bag she had with her. Nitrile gloves, lube, condoms, antibacterial wipes and various toys were soon layed out on the bedside table.
I was hard immediately and she remarked how easy i was and started sucking my cock while running her hands over the cheeks of my ass as i stood in front of her. Abruptly she stopped and spun me around and i bent over the bed. She told me to get up on it all the way and put a pillow undercmy stomach as 'we are going to be here a while' and giggled.
there was the pop of the lube opening, the sounds of a glove going on and soon i was feeling her slick finger rubbing my asshole and eventually sliding in. She was truly great, gently fingering my ass and rubbing my prostate. My cockhead felt electrified. This went on for a good bit, I was a moaning mess. She just encouraged me by telling me how good she was making me feel.
Her finger was then replaced with a wand of some sort. It vibrated in short bursts and felt amazing. she rolled me over, slowly and deeply sucked my cock. I wanted to just fucking explode.
'Don't come yet' she said 'I haven't ridden you yet.' A condom was rolled onto my so hard dick. She smiled and purposefully slow took my cock and slid down onto it. She just sat there letting me feel her. I began caressing and fondling her breasts as she slowly rode my cock, the wand still humming inside me.
That is where I will leave this. If it interests others I will finish the story of what happened.
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