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Before covid I went to a conference out of town and had drinks with some colleagues until I returned to my hotel room around 9 pm. I had a pretty good buzz but was wide awake. I decided to take advantage of the alone time and jerk off to some porn on my laptop. I dont know about you, but to me there's something extra nice about a hotel room jerk off. maybe its just more freeing since i know the family isnt in the house and i can just sit on top of the covers completely naked and have some personal fun.
Anyways, after cumming I changed into some boxers and a t-shirt and tried to watch tv for a while in order to settle down for the night. Feeling no closer to sleep and bored out of my mind, I pulled out the laptop and went through some threads on a chat forum for my favorite sports team.
There was one user in a particular thread who I kept posting back and forth with and jokingly arguing about which team was the best. With the constant back and forth, we decided to open a private chat so we didnt hijack the original posters thread. Over the next hour we kept on playfully arguing the details and joking with each other. In response to one of his many sarcastic comments I joked for him "Kiss my ass!!!"
He quickly typed back "I'd love too." Thinking he was joking, I just said "Man youre sick! You know Im a dude and not a chick, right?" Surprisingly, he explained that he was gay and being serious. After letting him know "thanks, but no thanks. im straight." he kept on making sexual comments about my ass. I didnt want to just tell him to piss off since I wasnt too thrilled to going back to being wide awake with nothing to do, so i decided to tease him a little by saying "o man, its too bad youre not in this room because I'd flash my ass for you."
At that point he informed me I could actually do just that by clicking the icon in the corner to convert the private chat box on to a webcam stream. when he said that i felt my dick start to jump. nothing had been remotely sexual to me at that point. after declining repeatedly, he continued to beg for me to help him out. I started to think about how Im always hoping to get peeks at naked women. how many times did i say to myself that if i was a chick, i would flash guys all the time to help them out since it doesnt really take any effort or matter too much.
maybe it was the alcohol doing the thinking but I said what the hell and clicked the icon. i'll just moon him real quick so he can have something for the spankbank. As the webcam came on the screen I took my shirt off and placed it on top of my head so I could use it to disguise my face. Seeing myself on the screen in just my boxers made my dick instantly hard! I had never taken a naked picture in my life much less getting naked on camera.
I pulled my boxers down over my butt cheeks and started to do a little bend at the waist. Immediately I thought to myself "I dont think ive ever been this horny before in my life!!!"
The user responded in all caps about how much he liked it. He pleaded for me to show my cock. It was then I realized the begging wasnt necessary. now i was willing. in fact i told him he could start jerking off and I would do anything he would like until he came!!!
On his orders I stripped naked, stood up and thrust my hard cock out, and slowly stroked it while rubbing my balls. then, he had me bend over and grab my ankles. my mouth went wide open and I audible gasped in shock and disbelief to what i was doing!!!!!!!
with my head between my legs he had me spread my cheeks for the camera, then kneel down with ass towards the camera, lick my finger and stick it up my ass. He came right as I was fingering my ass with precum leaking everywhere. In an instant he thanked me for his orgasm and logged off.
I could not believe what happened. I just acted as a slut for a guy, willingly, and loved it! I came so hard and gave a groan so loud it could be heard throughout the rest of the floor.
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