Please write soon.
Your confused friend, XXX-Linda
Dear Becky,
I have so much to tell you but first I need to say that your letter really surprised me. I had no idea that Miss Baker had made advances on you like she did with Cheryl. I can understand why you let her do it. After all she was a teacher. At least you didn’t have to do her like Cheryl and it was only one time. I wish you had told me though. You know I would never judge you or say anything to anyone. I can understand why you were upset that you had a climax but I think it is only natural.
I did see Cheryl on Thursday. We got naked and pleasured each other to many climaxes. Afterwards Cheryl asked if I was still a virgin. I told her I had been foolishly saving myself but planned to have sex with Skip on Saturday. Cheryl told me it would be better if I broke my cherry first and asked if I wanted her to do it for me. I thought maybe I didn’t have one anymore after being fingered but she said it had only stretched. She rolled a rubber over the tapered end of a carrot and pushed it into me until I felt a small pinch. There was a tiny bit of blood but that is all. She said to tell Skip that I used to ride horses if he asks why I don’t have a cherry.
As it turns out I didn’t lose my virginity to Skip. I lost it to Bobby on Friday night. I know what you are going to say and you are right. I certainly wasn’t planning it and even stayed at home rather than go to the party Bobby wanted me to attend. I was sound asleep when I heard a knock on the window. It was Bobby. He was soaking wet from the rain that was pouring down. He asked if he could come inside to get dry. I felt sorry for him and, like a fool, I opened the window but told him he had to be quiet. He took off his clothes and wanted to hold me to get warm. My nightgown got all wet so he asked me to take it off and of course I did.
I don’t know why I can’t help myself when I am around Bobby. The way he looks at me with those big eyes and killer smile just melts any resistance I have. Somehow we ended up in my bed naked and kissing. I felt him grow hard against me. He fingered me and I stroked him with my hand. After I had a climax I slid down his body to take him into my mouth. As soon as I put my lips around him I could taste another girl but I didn’t really mind. After a while my jaw got really sore so I did him with my hand and then my breasts but none of it worked. He pulled me on top of him and said he could just rub it back and forth between my thighs and promised to not go inside me.
I can’t explain exactly how it happened. His penis moved along the folds of my sex. I was moving with him and shifted to put more pressure on my pleasure button. Somehow that caused the tip of his penis to press against my opening. I was so lost in the passion of the moment that I pushed down on him at an angle that made him slip inside me. Before he could pull away I pushed down even harder and felt him go deeper. More and more of his penis slid into my body stretching me open and filling me completely. There was no pain because Cheryl broke my cherry – only pure intense pleasure unlike anything I had ever felt.