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I had a one night stand with a student's dad
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The first time we met was at a school event when he was still with the student's mom but I think there were already a lot of problems in their relationship. He wasn't forward or all that flirtatious but very friendly and he asked for my number. I found him very attractive but I only gave me email for obvious (professional) reasons.

A few months later in around mid-June, I went to a restaurant/bar to meet a guy. It was a fancy place and I was intending to sleep with my date, so I wore a little black dress with large asymmetrical cutouts that showed a lot skin. I sat and and waited for over 20 minutes. As I was beginning to accept that my date had flaked on me when I heard a male voice say "Krystal?" I turned to see who it was and saw my student's dad. We greeted each other and reactively, I invited him to sit down but felt really nervous doing so because I drank a glass of wine empty stomach while being bored waiting.

We got to talking and he was really charming and disarming. At first it was small talk, he briefly thanked me for going the extra mile on helping students and told me he was very please with his kid's grade in my class, we then talked about what we were doing there. He and his wife had separated and he said he was there to forget his sorrows (it was clear that he was actually there to pick up women). I told him I got stood up. He was super sweet, acting surprised and angry that someone would stand me up, calling me a catch and my date an idiot.

He offered to by me a drink. I told him I shouldn't but hesitated. I agreed to just one but it turned into two, which turned into personal stories and compliments about how I looked in that dress. I felt so relaxed with him and got a little too comfortable. I figured that the students had already gotten all their grades, so there was no issue of bias anymore. He started ordering food and more wine, then later shots. I got a lot more drunk than he did but was full consenting when he kissed me and went willingly with him to a nearby hotel where he got us a room.

I was a little too drunk to give him a really good blowjob but he didn't care and wanted to fuck me hard. We both brought condoms but got too caught up in the heat of the moment to use one. He had his way with me that night. After months without sex at the end of his marriage, he released all his pent up desires that night and took all his frustrations out on my holes, releasing loads in both my ass and pussy before the end of the night.

I woke up in his arms, hungover, sore and sticky between the legs. Realizing what I had done, I made him promise not to tell anyone. He was a gentleman about it and agreed. That morning, he got me a Plan B at a drug store and then called me a Uber home. We never spoke to each other again, though I heard he got back together with his wife.

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5 months ago