Caught Online: Part 1/3 (Patreon)

This was a short little series that I wrote years ago that were accompanied by photos sent in by one of my tumblr followers. It was taken down during the tumblr purge, and since I don't talk to him anymore, then someone else had to step up and take the photos to go with this updated archive post... unfortunately for me, I'm that guy.

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"Nice to meet you, Ian."

A cold chill ran up my spine as I sat in my office chair, and I turned around to check for the hundredth time to make sure that no one was behind me even though I knew I was alone. I’d been checking for the past ten minutes ever since I saw the post online. The post that I should have scrolled past…

I was a grad student surviving off of coffee and Instant Ramen, so when I saw the post of a man offering to be someone’s sugar daddy, I clicked it as a joke. Then, I saw the amount of money that was being offered, and I started to question if I was willing to message him. He was offering to send $200 over CashApp purely for a picture of a man’s ass- no strings attached. It sounded too good to be true, but as I sat there, I didn’t know that it was.

I messaged him, and he almost immediately messaged back that he was interested. My account had a random username, so I felt safe in sending him a link. Two minutes later, my balance increased by $200 just as promised. Quickly depositing it before he could rescind the payment, I locked my computer and crept into the office bathroom.

I’d stayed late tonight to finish researching, and my professor and fellow grad students had all left long ago. I usually appreciated the quiet, but I appreciated it even more now. He’d instructed me to strip off my clothes and pull my underwear below my ass, and I did. Turning around, I propped my camera up on the sink and waited for the camera timer to go off. As the flash lit up my body, I felt so dirty. I can’t believe that I was about to send some random man a photo of my ass… but I was.

Checking the picture, I quickly got dressed again and headed into the office. After making sure that my face wasn’t anywhere in the photo, I sent it over. I waited a few minutes before he sent his latest message, the one that chilled me.

"Nice to meet you, Ian."

I tried to stay calm as I typed out my reply as if he could see me. I had a common enough name, so maybe he was just guessing and gotten right by coincidence.

"That’s not my name."

I could see that he was already typing as those three little dots appeared in the chat.

"Of course it is. Your university has atrocious cyber security- I was able to get your IP address from the photo you sent. Late night in Dr. Johanssen’s office?"

Was he here? Turning around, I saw the blinds closed on all of the windows, and the doors automatically locked at 6:00.

"I looked up his research team online, and he thankfully has a labeled lab photo of all of his grad students. So again, it’s nice to meet you, Ian."

With trembling fingers, I typed out a response.

"What do you want?"

"For $200, I think I deserve a few more pictures... maybe even a video. If not, then I’ll just send the one I have online to your university’s mailing list. We’ll talk tomorrow!"

Leaning back in my chair, I knew that I was fucked.

Check back for Part 2 later this week...