My First Anonymous Encounter

It was in 2014 and I had just turned 20. It was my junior year in undergrad and I was living right off campus in some apartments my university used as student housing for upperclassmen. Instead of doing school work, like I should have been doing, I found myself scrolling thru Grindr. Although not particularly horny, boredom was reason enough to scroll through the same headless torsos or faceless profiles. As I was about to end yet another disappointing search for a much needed distraction, I received a new message from, of course, yet another faceless profile. The display name read “hung top looking for now.” Curious, I opened the message. All he sent was a dick pic, a really big dick. It was cut, though I usually went for uncut, like I was, and from the angle it seemed pretty thick. His skin color made me believe he was probably white. The pic was followed by a demanding message of “give me your address.”

My profile had a few photos with my face and all my stats, but his barely said anything aside from him being 42. When I didn’t respond 2 back to back messages came thru, “you’re wasting time” and “I’m parked nearby. It says you’re a few feet away and my cock needs a hole now.” As soon as I finished reading the last word another dick pic came thru, this time it was pulled out of his unzipped jeans in the drivers side of his car. I couldn’t believe a random man was somewhere right outside my building wanting to use my hole, which he referred to as “a” hole, meaning he doesn’t care who’s hole it is. I just happened to be the closest one with their location on. I should’ve been offended, but the growing bulge in my shorts and my now aching hole showed me differently.

Without another thought, I hit send to the fastest message I’d ever typed and now some man I’d  never met had my building and room number. His response, “good boy,” made my skin flush. Another message, “I’m parked right outside and I’m heading up in exactly 30 min. You have until then to shower and get that ass nice and clean for me. Leave the door unlocked and when I walk I want to see you facing the door on your knees with your tongue out and mouth open wide, ready to take my cock, with nothing on but a blindfold. I don’t care what you use for a blindfold but you better not be able to see a thing.” And another, “say thank you for the extra time I gave you.” Almost instinctively, I quickly wrote back, “thank you sir.” To which he responded, “you really are a good boy, didn’t even have to remind you to say sir. Now go get ready, I’ll be up soon.”

I was so hard, precum was soaking thru my shorts. I don’t know what got into me but I followed all of his instructions with some irrational fear of disappointing this stranger. When I was finally ready, I unlocked the door and got into position just like he demanded. It was daytime, but I couldn’t see a damn thing. I listened closely as the sound of footsteps made their way up the stairs and down the hall, getting louder with each step. My heart was racing and my dick was throbbing, leaking onto the floor. The footsteps stopped in front of my door. I opened my mouth and stuck my tongue out just as he began turning the door knob.