Office Play and cumwalk
Back a few years back Craigslist had a section that was more or less dedicated to casual sex. It was glorious. You could just post an ad and get email responses. You could post and pull down ads at will, free. A true relic.Back in those times… theres no nice way to say this…. I was a whore. Not even the charge for fun kind of whore. The kind of whore that is just depraved and always looking for fun with others.A regular ad I would post was this:OFFICE PLAY. BRING ME IN FOR A MEETING“Super discreet, professional presenting, completely vers, and into A LOT. Bring me in for an interview/meeting/consultation… lets get you/me/us cumming.”It was a super fun scenario, and I am in a suburb that borders a couple of white collar business heavy areas. I got several responses over the numerous times I posted, and this is one of the most memorable. I lined up with a guy that was going to be in his office after normal hours, and would therefore be alone, and there would be no need for discretion. He told me to wear the loosest fitting gym clothes I had, no underwear, and flip flops.He met me in the lobby, walked me into the elevator, and as we got in he grabbed my dick through my shorts. I let him, he started getting me hard, I let him. The doors to the elevator shut and I realize he hadnt even pushed the button yet. He smiled and said “go ahead and strip naked here. Were alone in the building.”So I did. And as I bent down to pick up the pile of clothes from the floor he handled my ass with both hands. Creeping his fingers toward my hole. The elevator doors open and he leads me (naked) through a hallway, through a cubicle filled work area, through a lunchroom, all the while turning on every light, make damn sure I was as exposed as I could be (without people to observe me of course)We finally get to his office (pretty sure he took me the longest way possible) and I put my stuff down. He clears his desk and has me sit on it facing him as he sat in his chair. He stroked me, fondled my balls, licked my shaft a couple of times and had me lay back, putting my feet up on the back of his chair, basically thrusting my entire junk right in his face.I felt his tongue enter my ass completely unexpectedly and I moaned in pleasure/surprise. He stroked my cock while tonguing my asshole for a bit, then had me hop off his desk and come lean/bend over doggy style on this chaise he had against the wall.He buried his face back in my ass and started tugging my cock through my legs. My face was pushed down into the corner of the chaise when I heard him unbuckle his belt. I said “safe only” over my shoulder, to which he grunted.I took his grunt as an agreement and let him get his cock out and rub against my hole. He pulled away for a minute and licked me again, and I felt him enter me.I didnt see his cock at first but I could tell he had girth. He stretched my hole JUST on this side of painfully, and he hilted his cock after only one thrust. I felt his balls rub against mine as he positioned himself and took hold of my hips.He then began owning my ass. Just thrust after thrust. He was silent the whole time, so my moans and the sound of his balls and hips smacking against me. He reached around and grabbed my cock with one hand, I was already dripping precum so he rubbed that off and stuck his finger in my mouth to clean it. Then he grabbed my cock in one hand, my balls in the other and pulled my sack while slowly and methodically stroking my cock. Every time Id start to get close hed stop stroking and tug harder on my balls, effectively backing my orgasm down.Before too long I felt him start to take longer, more deliberate strokes, and he let go of my cock and balls. He then trust all the way to his hilt and I felt his cock swell…. Then I felt him unleash warm cum right into me. I looked up at him shocked. “I said safe only!?” I insisted. He said “oh is that what you meant? I thought you meant disease free. I am. No worries”. He pulled out and pushed his slowly lowering cock into my face. “Wanna clean this up for me?” He asked.It took just a second for me to get over it…. It was my first anal cumshot in a LONG while…. Which is a story I cant share on reddit. But I went ahead and took his cock into my mouth and cleaned it for him, pulling the last bit of cum, licking his mostly soft cock.I was still rock hard and dripping precum. He made me eat that again, and then said hed like to stroke me himself. I said sure, and laid back. Then he asked if I thought Id cum far enough to hit my face/tongue. I said probably not unless I kicked my feet back and shot right down. His eyes got real big “can you do that?!?” He almost yelled. I smiled at him slyly and turned over, putting my feet up on his wall, shoulders and back on the chaise, cock aiming straight down, eyes staring straight at him, mouth open wide tongue out.He moaned and starting vigorously stroking my pulsing hard cock. He slid a finger, then two into my ass and shook them around. It didnt take long for me to just absolutely erupt. He him me on the cheek and the side my nose before he aimed right and finished string after string down into my mouth.I started to wipe the rest off and he stopped me and asked if Id do one more thing for him. I said sure, what? “I want you to walk back to the elevator naked, dripping in your cum.”“Hot” I said. I hadnt even gotten soft from before yet and I could already feel the blood start to go back.I picked up my clothes, being careful to keep as much of mu cum on me as possible. Luckily it was the first two ropes he missed with, so they were sizeable. We get to the elevator and get in. He hits the ground floor button and we descend. “Will you go all the way to your car like this?”“Umm”. I did love the exhibition game, but this was a loaded area, multiple office buildings tight together…. “I guess yeah, you think itll be deserted enough?”“Oh yeah”So we get out of the elevator and head out the front door. I step onto the blacktop and hear the door shut behind me, he just smiling and waving through the glass. I walk as quickly/inconspicuously as I could and got to my car.I get in, wipe down my face, put my shorts on and drive home. Still hard as rock.