My Regrets
So I wish that I could have this really erotic story why I was seduced by and taught the art of love by this older woman. Well that just didn’t happen, I was just too unexperienced to understand and scared to make a move. Plus it was the 70’s.
I used to help out a lady that lived a few houses down from us, she was a friend of my mom’s. They were in a book club and weekly bridge club together. I got volunteered to help her with her garden, a great job for 13 year old boy. Let me tell you, Ms. S was a gorgeous woman, a short woman, I was 5’9” and a head tall than her. She had a great figure and wonderful set of breasts, and she always wore clothes that displayed them. She was an older woman, 55, as my dad used to make snide remarks to my mom about her.
We started cleaning up her yard, she was out there, directing and working alongside of me. She’d wear a low cut top, no bra, I could plainly see those breasts bouncing, just catch a glimpse of beginning of her areoles. Her back yard was twice the size of most of the ones in the neighborhood. It included a small vegetable and herb garden, flower beds, bushes, walk paths, it was all very private. She had a nice patio and in the back corner a little meditation grotto, it was a wonderland.
So after the first couple of times, she said that I could come over first thing in the morning, as I could be done before the heat of the day. When I arrived I came around the back and she was sitting at the patio having coffee. She was wearing a nightie that was nearly transparent. The sun shined thru and it accented the shape of her breasts. She wasn’t wearing panties and I could barely make out her bush as she was a pale redhead.
My summer was filled with anticipation of seeing her. In fact I spent my whole school years doing all sorts of chores for her. I had so many opportunities to steal glances of her from clothed to nude.
Now after four years of this, that all I ever did was watch. I masturbated many times after working for her. I guess that I was just too shy or that I always fantasized that she’d grab me up. It never materialized. All this time, I could just kick that younger me in the ass.
That's a great "knowing what I know now" tale. Certainly many young men, myself included missed chances because we were unaware of the subtle incitements of women. Being somewhat of a contemporary of the author, I was confused too. The women of the 70’s were like “I want to have sex, but I don’t want anyone to think I’m a slut”, so I can remember many dates as a teenager that were frustrating. I am sure that there are many men out there that were just as confused as to did she want me to be a gentleman or ravish her.
Shake off your shyness - praise her physical assets, shower appreciation on her looks and body - she will show you her positive signs. Give her some appreciative kisses on her forehead and cheeks. Hug her close. Hopefully she will reciprocate, in that case kiss her on the lips, a longer kiss. She will open her mouth, definitely. then leave the rest to her. I am sure you will get what your are looking for!
Did you read the story ? He said it was in the 70's. At least 50 years a go, he'd most likely be in his 70's now and not worried about pussy.