I have been married to my second wife for 10 years, and it's been a great relationship in most aspects. The one area that is a little lacking is in the sex. Sheila makes love in basically two positions and hardly ever initiates the act. However, when we make love, she is always into it and usually is satisfied, as am I. She is 17 years younger than me. I had a disastrous 25 year marriage held together by children (isn't that always the way?) before I married Sheila.
Sheila has 3 daughters, the oldest, Sara, being 18. I have watched her grow up, giving her baths, playing Daddy to her, rolled around on the carpet with her, tossed her in the pool, etc. You get the picture.
Sara has developed into quite the young lady, and is really put together well. When she turned 18 she also developed the habit of teasing me by hanging around at night in skimpy pjs, bending over and showing her petite boobs and generally brushing up against me in "accidental" ways. I must admit, sitting there looking at her in her shorty pajamas with the legs open and her dark and thick pussy showing did raise my interest.
I started to notice that she would find ways to walk in on me in the bathroom hoping to catch me naked, which she did on a number of occasions. She managed to leave her bedroom door open a few times while changing her clothes so I could see her magnificent body.
One night, when Sara returned home from work an hour later than normal, Sheila and I had already gone to bed, and I was feeling a little frisky. We were teasing each other when we heard Sara come up the stairs and go in her room. We always leave our bedroom door open a bit because we have a very spoiled cat who likes to sleep on our bed, but often feels the call of nature during the night. We stopped fooling around until Sara used the bathroom, which is adjacent to our room, and returned to her room. Then I decided that it was time to get busy on Sheila's pussy in preparation for some good old fashioned fucking. I was down licking a sucking away, working the covers off our bodies in the meantime. Sheila stopped me and said "don't you think we should close the door?". I said 'nah, everyone's in bed".
I continued to work on her pussy until she came and collapsed on the bed. I leaned over and whispered that I'd like to put my cock in her ass. She had just recently begun to allow that, and in fact, seemed to enjoy it. So, you can imagine my delight when she raised up on her knees, reached into the nightstand and pulled out the KY Jelly and handed it to me.
I lubed her asshole up real good, inserted a finger to loosen her up, and coated my cock for ease in entry. As I positioned Sheila for entry, I thought I heard Sara's door open, but I was in the mood, so I didn't do anything about it. As I slowly inserted my cock into Sheila's tiny hole, I looked over and there was Sara, just watching what was going on. She saw me but didn't move away. I figured, what the hell, let her watch, she might learn something.
As I began to push a little harder, Sheila's asshole opened up and in my cock went. We went at it like rabbits for about 5 minutes until I was about to burst. Sheila cried out " I'm cumming, shoot it on my ass". I pulled out in time to shoot a long stream of cum up her back. As I finished spasming, I looked over, and Sara was turning to return to her room. I got up a few minutes later and went into the bathroom to get a warm washcloth to wipe Sheila off with. After I did that, I went over to Sara's door and listened. I could hear her moving about in her bed and moaning. I smiled and returned to bed and quickly fell asleep, completely satiated.
The next morning, after breakfast, Sheila had to run some errands, so I took the opportunity to go up and speak with Sara.
"Did you enjoy what you saw last night?", I asked her.
"I'm so embarrassed", she said.
I asked "why are you embarrassed?"
She said she shouldn't have stayed and watched. I asked her why did she, and she said "I've heard you and Mom doing it in the past, and was curious as to what you did, and noticed when I came upstairs, that your door was open".
I asked her if she could see much, and she said she could see me "doing" her mom from behind. She asked "is that how you usually do it?". I could tell she didn't realize that we were doing anal. I told her "sometimes, just depends on the mood".
She was still blushing, and I told her it is natural to be inquisitive about sex. I also told her I assumed she was a virgin, and she said "Yes as far as intercourse, but I have done some other things".
"Like what?" I asked.
"Karen and I have played with each other's pussies, and I have jerked off Matt a couple of times, but I don't think I did it right".
"How could you not do it right?" I asked.
"Well, each time, he finished it himself" was Sara's reply. Then she lowered her head and looked away. "I'm not sure I will ever learn at this rate".
Then she shocked me by asking "Would you help teach me?" I almost dropped my teeth. This was a fantasy come true.
I told her "Sara, I'd love to teach you, but you have to keep this between us two. You are underage, and I don't want to get either of us in trouble". She said she understood and then asked " When can we get started?"
I told her that Mom and her sisters would be gone all the next day at a dance recital practice, and we could start her education then.