I had a crush on him HARD. He was cute and big all around and I knew he had a BBC on him. I caught him staring at my ass a few times and we eventually added each other on snap where a few naughty messages began. We were still trying to be pretty tame. One day he told me he was at a local bar feeling down about something. It was the night before I was supposed to leave for a trip at like 3am so I wasnt planning on sleeping much anyway. I met him there and since I have a low tolerance I was very tipsy by my first drink. We started talking about random things and he showed me pictures of his cats and I love cats. He invited me over to “see his cats” but I know we were both hoping for something more.
He drove me to his place where I met his cats and I sat down on his couch to have another drink. He offered me a massage on the couch and then offered to move to the bed so he could massage me better. I was DRIPPING at this point. The back massage moved lower and lower until he arrives at butt and paused and asked for permission. I obviously gave him that permission. I then felt him hover over my pussy and wait for me to say softly “please” after we had taken most of our clothes off he showed me one of his vibrators, one that wasn’t one of those cheap ones off Amazon it was the real deal. We played with that for a little and he teased me until I was begging him to pound my pussy. He pounded that and my ass too. Needless to say I was pretty sore for the 7 hour car ride the next day. We saw each other a few times after that and it was still by far the best sex of my life.