Chapter 7: What About Bob

I got up the next morning and got ready for school, knowing that I was also going to see Bob after school, I put on a blouse, my black bra, and a skirt that was above the knees, but not overly slutty. I thought to myself that I wanted to go shopping for more clothes, nicer and newer things. New skirts, blouses, bras, panties, and whatever else I could find that I wanted.

I had no idea of what to expect that afternoon from Bob, I knew he was inexperienced, didn’t know much about women and he wanted to learn.

I couldn’t wait for him to hand me the money, because together with what I already had, I was going to be able to increase my wardrobe and look as good as any of the other girls at school.

I got to school and was getting the normal looks from the same classmates as I usually got, I heard a few remarks but ignored them and went on with my usual day. I saw Bob with his girlfriend, she was thin, quite pretty and very flat chested, I had a hard time understanding his attraction to her, but guys will be guys, I guess.

When the school day had come to an end, I walked out along the trail through the woods and met up with Bob down the road. We made the turn and walked down the road to his house. It was a nice home, very large, typical of a well to do family. Bob was the only child, and his parents were very wealthy.

Bob led me into the house, and we sat together in the living room. I felt a little overwhelmed with the obvious wealth all over the place. I looked at him and said: “Wow, this is quite the place, you are very lucky to live in a house like this, I am very envious of you.”

Bob answered: “Yes, it is nice, would you like me to show you around, I’ll show you my room, my parents’ bedroom and the other rooms in the house.” I nodded and he led me through his home and gave me a complete tour. His bedroom was nice, it was big, and he had his own queen size bed, a large area with a nice big walk-in closet. He had a lot of clothes hanging in the closet, both shirts and pants and a couple of jackets. He was a fortunate young boy.

We got to his parents’ bedroom, it was huge, there was a huge walk-in closet with his father’s things on one side and his mother’s clothing on the other. I took note of his mother’s things more than his dads. She had all the nice things hanging so neatly, and then I noticed that occasionally she liked to get a little sexy. I saw some extremely short skirts, some made of leather, there were a couple of tops that had huge V-necks that must show off a lot of her cleavage. It was interesting. But the most interesting of all was the huge king size four post bed. It looked beautiful, and I fell in love with it, I can remember thinking that maybe someday I would have a bed like that, but as of now, it was just a dream.

I am not sure why I did it, but I walked over to a dresser and opened the top drawer. It was her underwear drawer, and right on top was a very pretty pair of red panties, they looked so nice, and I wanted them, in fact I decided that I was going to take them home with me. I took them out of the drawer and told Bob that I wanted his mom’s panties, I asked if he thought she would miss them if I took them.

“Sure Rachel, you can take them, mom has lots of underwear, she will never miss them.” After the tour we went back into the living room, I sat down on the couch and then Bob sat down beside me. I knew it was time to get down to business, I needed to find out what was going to be expected of me.

“Okay Bob, you promised me fifty bucks, and you said you wanted to learn as much as you could from me, so first, I need the money. Then I want you to tell me what it is that you want from me.” Bob opened his wallet and handed me two twenty-dollar bills and a ten-dollar bill. I smiled at him and put the money away in my purse, right next to the pair of red panties I had taken from his mom’s underwear drawer.

“Rachel, I want to see all of you up close, I want to see your tits up close, play with them and I want you to tell me what feels good and what doesn’t. I want to see your pussy up close, I want you to tell me about it, what you like, what most girls like and how to do things the right way. Then I want to fuck you again, but this time I want to hear you tell me what feels good, what you like, what most girls like. Rachel, I just don’t know anything about how girls feel and what they like and want.”

I looked at him and said: “Bob, can I ask you a question, and the question is this: Why me, why are you asking me to show you these things. You have a girlfriend Bob, why aren’t you exploring your sexuality with her?”