Chapter 01 - Annie
A friend asked me recently, "Why do like big beautiful women, what's the attraction?"
The question made me think, "Why do I?"
I guess the answer is that I have always been attracted to women with lots of curves and my sexual experiences just made that attraction stronger. It made me think back over the years to plus size ladies I have known and loved. It made me think first of Annie Livingstone.
Annie and I had known each other forever, growing up on the same street in a small town. Our parents were friends and naturally we played together when we were little and our families often took shared vacations, camping in the mountains or at the seashore.
We continued to be good friends right through high school, and when we headed off to college, we ended up sharing accommodations in a basement suite at Annie's cousin's house.
Annie and I were best friends, but growing up together we had not had any boyfriend/girlfriend relationship.
Now Annie was what some might describe as a "cute chubby girl". She was one of those people that had a smile that warmed any room she entered and she had a friendly outgoing personality.
She had not had any boyfriends that I could remember through high school as she was, like me, considered a bit nerdy by all the "cool" kids. We were both A students but we both had to work hard to achieve the high grades. We often partnered up on projects for various classes. Me, I was a bit skinny and gangly during high school. I liked to run, but was not involved in any team sports. Like Annie, my dating during high school was pretty much zilch.
Now I guess you could describe me as a "tit man" because I always had an eye for girls with big breasts, and Annie sure fit that category. Living together in the basement suite made me notice her body more. She often wore a sweat shirt and when she moved around, you could see her breasts sway under the material. I was pretty sure she never wore a bra when lounging around the suite with her sweat shirt and baggy pants. As time went on, I started really noticing her and I guess becoming attracted. I think she knew, because often she would make a point of bending over near me so I could peek down her top and see the tops of her big breasts. She also would bend over when I was around, seeming to pick something up, but making a point of letting me see the sexy shape of her round bottom.
Our bed rooms were side by side and sometimes I would hear sounds coming from her room at night that I first thought were sobs. I wondered why she was crying as she seemed happy enough all day, but then she was sobbing at night. I came to realize that she was not sobbing, but panting and I just knew she was masturbating and having an orgasm. Once I figured it out, those sounds became a real turn on and I began stroking myself as I listened.
I guess it was about 3 months after we moved in that Annie and I were sharing a bottle of cheap wine and out of the blue she looked at me with her big brown eyes and said, "We should have sex!"
I almost choked on my drink and am sure I turned beet red. Not sure what to say, I stammered, "Pardon me." Annie calmly replied, "Look, we both have needs and frankly I am tired of having sex by myself!"
I smiled and stammered, "Ya, me too!"
Annie told me that she knew I had been checking out her body and that she didn't mind. She was glad I was attracted to her.
With that she quickly pulled off her old sweat shirt and I was staring at those big gorgeous breasts of hers. They were all I had imagined, big and round with dark tips and nice fat nipples. I gasped and was a bit speechless. Annie, who probably had been planning this for awhile, kept talking. "I'm not talking about intercourse", she said, "but there are lots of things we can do to help each other get off and I'd really like to do them with you!"
"You like these, don't you Eddie?" she asked, glancing down at her bare bosom.
