My name is Daniel. In the early nineties, my family moved to a bigger city to be closer to my mother's parents. My grandfather had cancer and did not have long to live. My mother loved being home and I loved the beaches, ease of access to the newest tech and just the pop culture of earlier 90s, I went from living on a sugar cane farm to computers, surfing, the boom of alternative music, the start of the internet, and join clubs with people of similar interests.
At the same time, this city was a large beach city that had a bohemian feel with new wave hippie twist, I had long brown straight hair, and wore a flannel or surf shirts with jeans and converse shoes. Being a small-town guy my father found it hard to adjust. When I started at a new school I met a guy named Chris, he lived close to the school, so I'd come over where I met his older brother Jimmy and his mother, Beverly.
A forty-something-year-old short straight dusty blonde hair some times in a french bob although mostly she would have a pixie cut. I liked it best in between when she would use hairpins, pale skin with light brown freckles sprinkled sparingly on her face and body, in the summer she would glow when lightly tanned, slim upper body with nice small perky breasts that only just started stretched making them seem bigger and floppier than they were, a slim waist and her amazing hips with great long legs, she was around five-eight she appeared tall when in her heels.
Working as a secretary she dressed in stylish but casual business clothes and liked odd jewelry, she was pretty classy but in a hippie sort of way. I spent a lot of time at Beverly's place as my parents were on the brink of splitting up, which they would eventually. She would feed me, mend a scrap when I would fall grazing a knee. She was generally very sweet to me growing up, and Beverly would become like a second mother to me, although Beverly was much more a physically affectionate person. Maybe at the time, I didn't realize it but the older I got the more I developed a crush on her.
In my mid-teens, Beverly was getting married for a second time to an old hippie that seemed cool and had money but was just a drunk. They moved a little out of the city into a hinterland setting, so I would sleepover on the weekends as it was far enough to be not worth picking me up again till the next day.
Then after I had turned eighteen, the father of my friend Chris would send him overseas for training to birth and raise racehorses, as he had a stud in another state. But I was friends enough with Jimmy to still have a reason to sleepover on weekends and we would drink and smoke weed on the porch with Beverly and her hippie husband. During the nights we would listen to 70s music, and during the day Jimmy and I would rip through the forest riding dirt bikes along the trails.
Back at the house, Beverly would wear ripped up jean hot pants doing some gardening, so I would make excuses to help and spy on her ass through the holes. The best moments were when she would bend over so I could see her mature pussy lips wrap around the groin of the jean shorts which was nothing but the seam by now, I remember her pussy flesh covered in lace panties bulging and squeezing from each side.
Other wonderful sights would be her tanning on a sun lounge in a tiny bikini, joining her in the spa but without the bubbles so I could peek through the water. My favorite perv though was her vacuuming in a Casual One-Piece Slim Fit Dress bra-less and panty-less sometimes, it was amazing... Beverly was a touchy-feely person too, and while dressing like this it enticed me to be riskier in how close I could feel her back, I would lean into her hugs and hold her boldly around the waist hips and butt. But never a real signal of lust.
Then her hippie husband would suddenly disappear and their divorce soon after was a boon for myself as I was there to help her around the house and just being a friend that she could lean on. She came out of the divorce with her house and some money but Beverly had stopped working at the time so she faced a future unsure of her finances.
At first, she started studying massage, which fit her new age style, this was such a boon for me as I became her practice body. My poor cock was strained to its limit as I would almost cum sometimes just from her hands slipping to deep into the creases behind my groin, or her body and breasts would lightly caress my skin. Maybe she wanted more during these times but our relationship was like we were family and I knew my feelings for her were taboo.
She would dress in amazing sheer nightgowns in which I could see the bumps of Beverly tummy and thighs swollen under her slim waist and banana-shaped hand full-sized breast. How could a horny twenty years old guy reset being totally in lust with Beverly's mature beauty, who was by now in her mid-fifties.
I had no trouble with girls my age, and I made good money.
So I hope I have given you an idea of this life because it is going to culminate into a night of sexual exploration with a new friend Beverly met at her new job in a small tobacconist. Helen was maybe the proprietor of this business, her thick curves I will never forget. truly delicious looks with dark shoulder-length hair and Mediterranean skin, in her fifties too but a little younger then Beverly.
There was a local party, bbq, and music at the rural firehouse tonight. I was out with Jimmy and his girlfriend. She was driving to Beverly's place to pick her up as Jimmy was on bass with this band and we could all go together. This is when I first met Helen and she had only just met Beverly that week.
Beverly said we'll have to all squeeze into Jimmy's girlfriend's car as it would be a waste taking two cars thirty minutes over the mountain to the fire station and Helen didn't have a car, and Beverly's vehicle was no bigger. Jimmy's bass was taking up a back seat in his girlfriend's hatchback so a compromise would have to be made. Hoping Beverly would have been the one to sit on my lap as we had done that before long ago to my joy, but Helen brought it up that she would so that was that.
Helen was wearing a flowing flower print dress that just passed her knees and busty white sheer bodysuit with no bra so her large areolas would protrude like saucers on her large breasts, stretched the fabric to almost see-through. After Beverly took the center rear seat with me taking the window side, Helen was quick to sit on my lap but her ass was off to the right on my inside thigh, I seemed uncomfortable and she shifted herself straight on top of my bulge.
We both started to wriggle covertly trying to find the faint sparks of pleasure and she swirled her ass sometimes letting me know she was teasing, and this was all while Beverly was right next to me. She must have felt the rhythm of us rubbing our groins together I thought. Just as Jimmy was shutting his door Helen yelled out, "I've forgotten something" and rushed out.
The plan in my mind was instant, when Helen would come back I will lower my pants and flip her skirt so my cock could slide on her panties covered pussy, which was a success because the moment Helen sat back down on my lap my hands were like lighting, and her pussy lips with only thin fabrics left as a barrier to my cock, wrapped around my shaft and popped over my large knob while slowing sliding back and forth.
Helen whispered to me in a coo "that's better." And while we had only just started, the feeling of our sexy parts rubbing together was endless.
Helen kept up normal conversion while I looked out the window sometimes feeling her breast while I explored the left side of her body, we pretended to whisper to each other but really we touched tongues and kissed each other quietly. Suddenly she found an opportunity to pop the buttons of her bodysuit and I then realized she had no panties underneath, she must have taken them off when she "forgot something" earlier before we left.
As the moist heat of Helen's bare pussy came in contact with the bare shaft of cock, she was hairless as was I which only helped the feeling of her pussy folds slipping over my smooth shaft, perfectly lubed from her pussy juices we were in our secret world of pleasure, our sexy parts trying to help my very hard dick enter her throbbing pussy hole but alas it just could not get the right angle as we were nervously still trying to keep our composure.
I tried not to look at Beverly beside me if I had to reply I would turn and look if spoken to though, but she seemed oblivious to the burning sex happening under Helen's skirt.
When we arrived my plan to cover up this daring intimacy was not as forthcoming as I stumbled and nearly got caught, but quick hands scooped my pants with a half zip and covered it with my shirt when Helen raised herself off my lap.
Helen and Beverly walked off together as if nothing happened, Jimmy and his girlfriend ran off to set up so I just roamed around and enjoyed the party. After Jimmy was done he wanted to go smoke cones at home, I joined them as it was an oldies party anyway and a bit boring, we left Beverly and Helen who gripped my arm while we said our goodbyes for the night.
