We agreed that a four day break would be a good idea. So, I confirmed that tonight, we would try to introduce her to anal sex.
As usual, a seven o’clock starting time and June left me instructions to follow the same way in as the orals.
I told June that it would be no problem. After entering the house, I proceeded to June’s bedroom. There she was dressed only in a pair black patent leather thigh high boots. I was beginning to wonder how much she had spent on her new sexy wardrobe. As I started at her, bells, whistles and sirens were going off in my mind.
June asked, “How is this going to happen? I have no idea what to expect.”
I started to explain my agenda to June. She was to go and put on her butterfly vibrator and this would be the only thing that she needed to do. I would take care of everything.
June whispered, “I trust you, please be gentle.”
I said, “Have I ever hurt you? I care for you and your feelings too much.”
“Okay, let’s get started . If I tell you stop, you will please.”
“Don’t worry, I will. You are the one really in command.”
June put on the butterfly to make one wild looking outfit with the boots. I instructed June to get on the bed on all fours and prepare for her education to continue. With the remote control in my hand, I switched on the butterfly to number one. The butterfly began to buzz and June loved it. I went behind June and started to giver her a rim job. As my tongue went over, around and into her ass, she began to giggle and told me that it felt good.
I put some slick lube on my finger, clicked the butterfly up a few more clicks and June got more excited.
“Matthew,” June said. “My cunt loves that vibrator. Give it a couple of more clicks and my pussy will be in another world.”
Now, I slowly inserted my lubed finger in June’s ass. I got some extra lube from the juice dripping out of her pussy.
“June are you okay. Does it hurt too much?”
“No, it is wonderfully exciting!”
My finger went completely into her ass with no problem. June actually pushed back against my finger. So, my second finger found its mark.
June said, “Now, I can feel fingers in my ass .”
“Still okay?”
“Yes.”
I gave the butterfly another click.
June said, “You have done a great job. It feels awesome. I sort of like it because they are your fingers.”
“Great”
Now, I began to thrust my cock in and out of June’s ass. She was totally enjoying it. I turned off the butterfly and kept fucking June in the ass.
“Wow! That is really different feeling. It is exciting. I can cum fucking like this.”
I started increasing pumping her ass. June started to climax. Her grunts and groans were animalistic. Now, I was cumming, and I was getting into to this ass fucking.
June screamed, “I am cumming hard. Shoot your seed in my ass. This is great”
I rammed her as hard as I could and shot everything I had into June’s rectum. My cock was deflating as I took it out her ass.
June looked at me and said, “I did not mind it. I do not to do anal all the time, but it is a different change of pace. I have now completed my sex education.”
I said, “Not yet, you have finals.”
June looked at me with a puzzled look on her face. She was awaiting my next words.
I said, “I have good news and bad news for you. Bad news is that I will be gone ten to fourteen days to do some contract work in Nevada. It is easy money and we’ll have a good time with it .
“So, while I am gone, you have to go out and experience the world. You have to go out solo three times. Once, to a locals type place, another will be a national franchise bar/restaurant, and finally a hotel/resort bar in Scottsdale. You must dress appropriately for each location, with an emphasis on sexiness. At each location, you have to stay a minimum of two hours on different days. After I return from Nevada, you have to tell me about your activities and your actions. Anything goes! This will be the final step in your hot woman education.”
June looked at me and said, “Yes, I’ll do it. Just for you.”
I told her that she could not phone me and she was totally on her own. There were some tears beginning to form in June’s eyes. I told her that this was a learning experience. She had to become an independent woman and learn what was going on in this world.
