Amanda and I were both seniors in high school when we started dating. She had moved to our small New Jersey town from California during our sophomore year. Throughout high school, she was always quiet and reserved while I was your typical class clown. We both took 'advanced placement' curriculum, so we found ourselves in the same classes every year. She wasn't considered an attractive girl. But she wasn't trying to be. She didn't wear makeup or do her hair in the current fashion. Her cloths were as plain as everything else about her.
At the beginning of our senior year, she sat next to me in physics class. While she was looking for a book in her gym bag one morning, I noticed she had a cd of a band I loved. I thought I was the only person within a hundred miles who liked that band. So, I asked her about it. She seemed both confused and annoyed I was talking to her. I pressed on though. Every day she opened up a little bit more about music, movies and books she had read. Eventually, I persuaded her to let me take her to the movies.
Amanda turned out to be amazingly deep, smart and funny. She hated New Jersey and couldn't wait to get back west. She and her mother moved here after her parent's divorce. Her mother was originally from our town. Amanda wasn't interested in compromising her interests and personality just to fit in with the popular crowd in school. She saw her time in New Jersey as a sort of prison sentence. She was just doing her time until she was set free. She was shocked that I had tried to talk to her. I was her apparent opposite; popular, a varsity football player, basically one of the most known people in school.
We were both 18-year-old virgins when we started dating. Girls from our town didn't often give it up. It was a small school and no one wanted to be known as 'the one girl who would have sex'. So I didn't expect Amanda and I would be making love. Besides, I really liked and respected her. As cool as I thought I was, she was 10 times cooler. She turned me on to counterculture literature, cutting edge bands and art films that I would have never discovered without her. Thankfully, she was patient with my cultural ignorance. We loved each other's company. We could get lost in deep conversation or just hold each other in contented silence. I was in love with a girl I both adored and admired.
We would have had sex that year if we could. We trusted each other completely. There was no worries of gossip or loss of reputation. The issue was a physical one. She was a very petite young woman. She weighed less than 100 lbs, b cup breast that fit her body perfectly. I could hold both of her ass cheeks in one hand. I was a big, strapping young man. I was over 6 feet tall, a muscular 220 lbs. I had a long, thick cock proportionate to the rest of my big, chiseled body. When Amanda and I were alone and naked, we would lay my erection on her belly. When the base was at her vagina's entrance, the head was well past her belly button. She would look at me with mock terror and say 'No way, Jose. That will never fit.'
We were very passionate lovers despite the lack of intercourse. I wanted to please her in every way I could. I was always hyper-sensitive about coming off as a stereotypical small-town New Jersey meathead. So when it came to sex, I gave myself a crash course in female anatomy and how to pleasure a woman. I traveled to every mall and bookstore within a hundred miles, searching for any and all publications on how to be a master lover. Many a store clerk gave me the stink eye as I stood for hours in the Couples/Marriage section reading The Guide to Cunninglingus, The Joy of Sex, The Art of Pleasing a Woman, and on and on. I would always stagger out of the stores trying (usually unsuccessfully) to hide my hardon.
I loved licking Amanda's sweet pussy and she loved having me lick it. I could make her cum in 5 minutes or keep her on the edge of release for an hour. I could make her come over and over until she literally passed out. It was passionate, intimate and always a physical expression of the love I felt. For her part, she couldn't really suck my dick too long as it hurt her jaw. But she worshipped it with kisses, sucks and nibbles all along the head, shaft and balls. When she was ready, she'd grab the shaft with two hands (she needed two) and vigorously jerk up and down. It never took long for me to start cumming. She would wrap her lips over my meatus and try to drink down my ejaculate. She was ravenous for it. If any were to spill on my balls or belly, she would lap it up with a hungry growl.
Still, we both yearned to love each other in the ultimate way. There was a two week break after our final class and before graduation. Amanda was going to spend it in California with her father. The plan was, when she got back, we would slowly introduce dildos into her until she could accommodate me. Obviously, we'd start with small, finger-sized vibrators and over the summer, use larger and larger toys until we felt she could take me. We were both looking forward to this summer project.
We said a tearful goodbye to each other the night before she left. She'd only be gone for two weeks, but she was my love, my lover and my best friend. I was going to miss her terribly every moment she was gone. Indeed, the first few days seemed torturous to my over-romantic, love-drunk teenage heart. But then I got a call from Amanda's mother. My own mother had answered the phone.
"Uh, Jonathan... It's Amanda's mother wanting to speak to you."
My mom handed me the phone while giving me the most disapproving of looks. My parent did not like Amanda's mother. They like Amanda, but not her mother. She was a single mother, didn't go to church and dressed like a new age hippy. My mother even once observed, 'That woman doesn't wear a bra!' Like that was the ultimate sin a woman could commit. Such was the mentality of our shitty little town.
"Hello?"
"Hi Jonathan, do you have some time to come see me this afternoon? I'd like to talk to you."
"Yeah, sure. I'll be over around 1 o'clock."
I liked Amanda's mom very much. Like her daughter, she was smart, funny, well-read and liked good music. And yes, it was true she didn't wear a bra. She had magnificent d cups. Often her fat nipples would protrude from under her blouse. She'd catch me staring and give me a wink and a smile. I never took it as anything other than a parent catching me being naughty. I'd give her a smile back and it was all good.
Sometimes, she, Amanda and myself would all be sitting on the couch watching a movie. Amanda and I would be holding each other under a blanket while her mother was only a foot away. Amanda would take my cock out and slowly jerk and squeeze it throughout the feature. I was really pressed to act interested in the film. I often suspected her mother knew what was going on under that blanket. She just happened to be the coolest mom ever and didn't make a big deal about it.
So I was curious but happy about going to visit. I made up a lie to my disapproving parents about a tree having fallen on her property and she needed me to help remove it. When I arrived, she greeted me with a big smile and a long, warm, loving hug. She was 40 years old. She had long, fire-red hair. She smelled fantastic, like flowers from some far off tropical island. She was only a couple inches taller than her daughter but weighed about 50 pounds more. And I would guess most all of that extra weight was in her matronly tits and ass. Unlike her daughter, I would've needed two hands to hold her ass.
She wore an ankle-length tie dye dress that didn't hide the fact she was naked underneath. Not only were her nipples announcing their swollen presence, but as she led me into the house, her ass cheeks rose and fell unhindered as she walked before me. There was a particular odor in the room I had detected on previous visits. Amanda said it was marijuana her mother smoked on occasion. I didn't mind it. In fact, I looked forward to the day when Amanda was up for experimenting with it.
She had me sit on the couch. She sat right next to me, almost hip-to-hip. I could see she had put on some make up. She usually was all natural, but she sure knew how to enhance her beauty when she wanted to. I suddenly felt nervous. I had never been alone with this gorgeous woman before. I had no idea what she wanted and there was a powerful vibe in the air. I just didn't understand what it was about.
