After Mike popped my cherry, he continued to break me in. After the 7th or 8th time, he still hadn’t got his 9 inches all the way inside me. He got a little past halfway inside me on maybe the 5th through 8th time and I actually was still bleeding a bit each time.
It was mainly the same routine; I would go to his house after school, he would lead me to his room, undress me, suck my perky 34DD breasts, take down my tiny panties, lay me on his bed, spread my legs, position his thick long manhood to my tight vagina and gently push inside me. He watched my face and kept pushing until I would squeeze his arm. Then, eventually, he just couldn’t get all of himself all the way in me. Additionally, making the challenge more impossible, was the look on my young face and the arousing nature in which my breasts bounced with each push – he just couldn’t hold his cum.