After Val’s first “Payment” I was worried that things would get weird around her at work. The following Monday it was business as usual. We were friendly to each other but not over the top. It seemed to just be a business deal on the side to her.
A couple of weeks later she was training at my desk again. She pulled her chair in close and whispered with a smile “Hey, what are you doing Saturday night? I want to make another payment.”. I actually had a real date but I knew this would be so much more fun. I told her I would be home, she said around 8:00 pm.
The rest of that day was difficult to get through. Val was at my desk all day and she would occasionally lean in closer than she needed to to see the computer. At one point she took her shoes off under the desk knowing it would drive me crazy. When she got up to go to the printer she rolled her chair back and spread her legs just enough for me to see the sheer thong she was wearing. Val never made an inappropriate comment all that day but she definitely knew how to tease the shit out of me.
When Saturday Finally rolled around she texted and asked if I wanted to go out for a drink first, her treat. I picked her up. She threw a couple of overnight bags in the back seat and we went to the little bar that we had been to before. When we got our drinks she said she just wanted to celebrate her new job, her new life, and the fact that I was cool with her at work and helped her succeed.
Val said “I need to be a little drunk for this Payment.”. With my curiosity piqued and my cock stiffening, we headed back to my place. When we went in, Val slid in my bedroom and said “Wait out here, I’ll be out in a minute.”
In a few minutes the bedroom door opened and she posed in the door frame. She was wearing one of her stripper outfits from the club. It was basically high heels and a white one piece slingshot that mostly covered her crotch and nipples. She Raised her arms above her head and asked “Do you like it?” Once again all I could get out was “Um, Ya.”
Val turned most of the lights off and put on some music from a wireless speaker she brought.
She then pulled a chair from the table and put it against the wall. She didn’t want to go to the club anymore so she brought it to me!
I sat down in the chair and with a big grin. After a while of dancing and drinking, Val parted my legs like she has done to probably hundreds of people. She started slowly, she put her hands on the wall above my head and leaned in so my face was nestled between her tits. She turned and brushed a hard, barely covered nipple against my lips. She pulled back and quickly squatted on her heels with her legs spread. She ran her hands the length of my inner thighs to my crotch. Using her hands she crawled up my lap so her hands rested on my shoulders. She brought her face in close, then nibbled my ear send shivers.
My cock pressed against my pants. She gently bit my neck, working her way down to my nipples and bit them through my t-shirt. She followed on down ending with biting on my cock through my jeans. She jumped up standing me up by my hands. She pulled my shirt over my head and said “My clients never got this treatment.” She unbuttoned my jeans and pushed them down. She sat me back down in my underwear.
She turned and planted her ass on my lap, stiffening my cock even more. My covered cock lined up inside her ass cheeks and she started to grind. She leaned back on my chest, took my hands and cupped them around her tits. She said “They didn’t get this either.” Her tits were surprisingly firm. I tweaked her nipples with my fingers through the thin fabric that was covering them. I slid my hands under the slingshot and worked her nipples more as she was grinding on my lap. When she stood up she slipped the thin bands off exposing her tits completely.
She bent down pulling my underwear off. Val turned away from me, spread her legs, grabbed her ankles exposing the thin layer that was only covering her pussy lips and her asshole.
She backed up to me, putting my cock between her thighs. She leaned back again and resumed grinding. Up to that point I have had a footjob and a titty fuck, but nothing like that. MIND BLOWING . She raised up, Straddled me and worked her ass cheeks slowly over my cock. She rocked her pelvis so my cock rubbed from her pussy to her ass hole.
She then pulled the thin G-string of an outfit to the side and squatted as my cock slid inside her pussy. I slid down in the chair a bit so she could take it all in. She was facing away from me in sort of a reverse cowgirl position. Her back and ass starting to gleam with sweat was so sexy.
Val stood up and turned around to face me. Flipping the rest of the outfit off she climbed back on top of me to ride some more. She took my cock in balls deep and started grinding her clit on my pubic bone. I sucked a nipple into my mouth and slid my hands from her thighs to her ass cheeks. I squeezed and parted her ass. She leaned her head back and moaned.
I worked my fingers to her asshole and worked one inside. She flipped her head forward, draping my face with her hair. She smiled, licked the side of my face and lifted herself off of my cock. She repositioned herself so the tip of my cock was directly touching her asshole.
She started slowly making a circular motion with her hips.
My cock stiffened even more as the tip worked its way into her ass. Inch by inch she made it go deeper. The look on her face wasn’t so much pain or pleasure but concentration. When she took it in as far as she could she started slowly riding.
While she was sliding up and down on my cock she started rubbing her clit Slowly but hard.
She leaned down and rested her head on my shoulder as she started to cum. Her convulsions and moans were too much for me. I grabbed her hips and pushed my cock as far in her ass as I could. I thought my balls would never stop pumping cum deep in her ass. Her motions slowed then she pulled her ass off my cock.
She showered first and came into the living room with her stuff to get dressed. When I came out she was drying her hair with a towel, only wearing a t-shirt and panties. She saw that my cock was still about halfway hard. She reached over, felt my crotch and said with a smile “Oh do you need a second round?” Without a word she pulled my underwear down and put my cock in her mouth.
She then lay back on the couch and took her panties off and spread her legs. I jumped on top of her missionary style. Her pussy was as wet as it was earlier. Our bodies were plastered together, it was so hot. She let me give it all I had. She wrapped her legs around me and I blasted another huge load, filling her pussy.
This was the only occasion I have filled two holes in one night. She has one more payment. I’m going to try for three!
Source: reddit.com/r/Erotica/comments/10mte7z/desperate_coworker_2nd_pmt_m22_f30_proposition
!updateme