

Here's one from a Q&A I did on Twitter: have I ever taken anyone's virginity?
YES! Twice!! Here's the first time. I had just turned 18 and had a boyfriend I met through the internet. I lived in Indiana and he went to Northwestern University.
We had been talking for like 6 months when I drove out to finally see him. We had discussed it and decided I was going to take his virginity.
It was a Friday night. First we went out for thai food. Then he said he had a surprise and wanted to take me somewhere. We ended up at a sex toy shop! I had no idea what I was looking at, it was my first time in one. He said that since he would probably be bad at sex he wanted to buy a toy to use to get me off. I had ZERO experience with sex toys so I picked out a rabbit vibrator. He said no because he didn't want to use anything on me that was bigger than he was. (At this point I had never see his dick, as it was the early 2000s, back when people were afraid to send out dick pics.) He finds something he deems suitable and we go back to his house.
I forgot to mention it was the first night of Hanukkah! I had never experienced any Jewish holidays before so I sat quietly and watching him light the first candle.
But CW, How was the sex?? IT WAS TERRBILE. You knew that! haha
His dick was comically small! I thought it wasn't hard yet and was so disappointed to see THAT was IT. He pulled out the vibrator, a tiny bullet style vibrator. He put the little batteries in it and asked if I wanted to make myself cum BEFORE or AFTER. I got on his dick and rode it while trying to jam the little vibrator on my clit. That tiny bit of vibration was too much for him and he came after 3-4 thrusts up into me.
He had some terrible idea of what a sexual relationship was. After that first time we fucked, he just wanted me to suck his dick while he watched TV! So demeaning. I was supposed to stay until Monday morning but was so disappointed that I feigned illness and went him Saturday night instead.
After that I ghosted him and blocked his emails.