I put some low heels, and my apron completed the outfit. As I walked through into the kitchen, Rachel nodded her approval, and went back to the book s...he was reading. Once again, I was permitted to eat dinner with Rachel. We chatted as we had before the bet. I almost forgot my situation, but a glance down at my clothing, soon reminded me. I'd removed my apron, and was sitting there in my underwear. As I cleared the dishes away, Rachel seemed to be considering something, "I've decided, since you. ” We set up a time a few days later and with nervous excitement, I met him at his place. Eric let me in and offered to give me a massage. I took my shirt off and layed on his couch. I was hard before he even touched me. Feeling his back hands on me, I was more confident than ever that this is what I wanted, maybe even needed. I ask him if we could go to his bedroom.We walked into his room in silence. Eric went to the far corner and began to undress. I did the same near the edge of the bed. Eric. Being a co-ed school it’s not always easy to concentrate as the boys get very competitive and are always joking around.At the end of last school year, the headmaster announced he was moving on and we’d have a new head teacher for next year. He seemed to stress head teacher rather than head master, so it wasn’t much of a surprise that we got a headmistress, Miss Phillips. What was surprising was that she held strong feminist views and this was very evident at her first assembly. She told us that. It was tight but it pushed a little at the opening. After I whispered in Jane's ear you need to relax your muscles at the entrance of your ass hole. I managed to get the head of my cock slightly into her ass hole. "Oh my." Jane said. "Jane you are going to have such an orgasm together with pain. Do you want me to push on?" "In for a penny in for a pound."I gently but firmly pushed my cock into Jane's ass. Jane kept saying "Oh my God Ohhhhhh Ohhhhh. This better be worth it." Finally I had my.