I enjoy the feeling of fucking a stranger. The awkwardness, the weird smells, the awful and unenjoyable sex, and especially the wide range of men willing to fuck a faceless internet stranger on a moments notice.

Mostly though, I love knowing that I put myself willingly in these awful situations. Feeling like I’m a worthless flesh bag with wet holes and no self esteem makes me so turned on. There is no thrill like riding a neckbeard with BO, about to throw up, knowing you’re about to be thrown out onto the sidewalk when he’s done, because that’s all you’re worth. In my other life I’m a professional, an educator, and a mentor in a technical field. It’s so nice to completely turn on that every once in a while.

We were on a family vacation in Toronto. After a day of doing tourist things, my mom left with my half-sister and stepdad on our second morning. We were spending 4 days there, and I wanted nothing to do with their vacation plans so I told them I was gonna spend the day at our resort. Little did they know, I was spending the whole day in the room instead. The second they left, I immediately started coordinating my revolving door of dick. The first guy, who I met on Reddit, was already waiting downstairs when they left. He was a married man (still had his ring on), in his 40s. He came upstairs, pinned me down, and came inside me almost instantly. He tongued my asshole for a bit before admitting he wanted a foot job, which I obliged. After that he tried to cuddle, but thankfully he listened when I kicked him out.

The next few guys were forgettable, just nice dudes who fucked pretty vanilla. Most of them actually wanted to use a condom, even though I told them it wasn’t necessary.

Then, came a man who I definitely remember. He was pretty ugly in his pictures, but I did not care at all. When he showed up however, he was at least 300lbs, and shorter than me (I’m 5’7). I said what the hell, let’s do this. He started fucking me on the bed in missionary, but I had to turn over and put my face into the pillow to avoid the body odour coming from this guy. He said he was 20, which I found hard to believe. He pounded me in that position for what felt like eternity, but was actually only 20 minutes, before he came inside me and immediately left without saying a word.

Next, I had a guy who wanted to call me his daughter’s name while he fucked me gently. I’ll try anything once, but I’d definitely try that again!

The rest were rather forgettable. By 6pm, the room was filled with used condoms. I’d been fucked by close to 20 guys. The bedsheets were covered in cum stains, and I had booked an STD appointment. I cleaned everything up just in time to greet my family when they returned later that evening.

I’ll make another post about that night and the following 2 days!