Years before the term "cougar" was coined, when I was a young twenty-something sales representative for a large corporation, two cougars treed me. I traveled the San Joaquin Valley in California and often stayed overnight in one of the many small cities along Interstate 99. The main industry was agriculture, but other big plants began to move into the valley, so I stayed busy.
One summer evening, after a hard day on the road, I pulled into a motel that wrapped itself around a restaurant and bar. It was in Merced, or perhaps Modesto, I really can't remember for sure. I was starving, so I opted for a quick dinner at the adjacent restaurant, probably a steak or a plate of pasta. I didn't even take time to change into casual attire.
After eating, I ducked into the bar for a cool drink. I sort of stood out, sitting at the bar in my blue suit, white shirt and tie. I was still on my first draft when two women entered the bar, looked around, then sat next to me at the bar. They were attractive, well dressed, and appeared to be in their forties. They ordered cocktails and began to chat between themselves.
I couldn't help but overhear them. The blonde-haired woman with curls and prominent breasts seemed anxious to hear all about the brunette's new car, and how she liked driving in such luxury. Evidently, the brunette's husband gave her a new Cadillac for her fortieth birthday a few days earlier. The brunette told her how sexy the leather seats felt "on my bottom" when she sat in it the first time. The blonde giggled and turned to me, slowly looking me up and down.
"Can you imagine how sexy real leather seats must feel when you're driving a brand new Cadillac?" she asked softly.
I shook my head. "No, Ma'am, I drive a company car and they don't provide leather seats," I chuckled.
The blonde laughed and turned to her friend. "Listen to him, Hazel; we're sitting here with a real gentleman."
Hazel looked past her friend and looked me over for the first time. "Hmm, I do think you're correct, Linda," she cooed. "A young, well-dressed gentleman to be sure," she added as she winked at her friend.
I shifted uncomfortably on my stool, unused to being appraised so openly. Linda, the blonde, turned toward me and her short dress slid up her legs a few inches.
"What's your name?" Linda asked abruptly.
"Ken," I replied. "I heard your names while you were talking before," I added. "Nice to meet you both."
"Well, Ken, have you spent much time in a Cadillac Deville," Linda asked.
I had to smile at her question. "Actually, I've never even sat in a Cadillac," I admitted.
"Did you hear that, Hazel?" Linda asked. "Can you imagine what he's missed?"
Hazel chuckled to herself. "No, I'm on my fourth Cadillac already and poor Ken has never even ridden in one. It doesn't seem fair, does it?"
Linda, of course agreed with Hazel. "Everyone should have the Cadillac experience," she assured her friend.
I felt embarrassed and began to wish I'd lied to the nice ladies. "I'll buy a luxury car one of these days, but the Ford I drive now comes with the territory."
Linda persisted. "Well, I think you should at least ride in one, just to see how it feels." she said as she turned to Hazel.
Hazel picked up the conversation. "We're not doing anything special, Linda. We could take Ken for a spin I guess, that is, if he wants to have a new and exciting experience."
"How about it, Ken?" Linda asked as she leaned against my arm. "Do you have time to take a little ride with us? We could drive over to our tasting room. It's not far from here."
I was torn by their invitation. I had a daily report to fill out and a proposal to draft, but the thought of riding in a brand new Cadillac was alluring. I stalled.
"You own a tasting room?" I asked Linda.
Linda smiled sweetly and I noticed the fragrance of her perfume and the large diamond on her finger. "Actually, we own a vineyard. We sell most of our grapes to the large wineries nearby, but we produce some wine under our own label also. We should run up to the tasting room so you can sample our merchandise," she replied as Hazel coughed politely.
"How long will it take?" I asked, still stalling and wondering what I might be getting into.
"Oh, it's only about ten miles, so it won't take us long to get there. The tasting room is closed, but I have a key, of course. Please let us show you what you've been missing."
I wasn't sure whether her words had a double meaning or not, but I felt that a ride in Hazel's new Cadillac would be worth an hour or so.
"I guess I can postpone my paperwork for a little while this evening," I replied. "I'm not much of a wine drinker, but I'm sure your wine will be very tasty."
Linda reached into her purse and laid a twenty-dollar bill on the bar. "That should cover all our drinks and a nice tip," she told the bartender as she slid off her stool. Her dress slid higher, revealing more firm thigh.
Hazel's shiny white Cadillac waited outside the bar. The three of us got into the front seat, with me in the middle. The aroma of new car and leather seats filled my senses. Along with the ladies perfume, it was somewhat intoxicating.
"On the way back," Linda said, "try the back seat. There's a lot more room back there."
I could feel the warmth of the two women through my suit trousers and I felt myself flush. Hazel backed out of the parking space and then she headed North on Highway 99. A few minutes later, she turned off the highway and followed several narrow lanes, then parked in front of a rustic sign that said, Tasting Room.
Linda opened the front door and turned on the lights. The room housed a long bar with numerous wine racks, several tables, and two couches.
"How did you like the ride?" Hazel asked as Linda moved behind the bar.
"It was very smooth and nice," I replied. "The aromas were intoxicating," I added.
"New cars make me horny," Hazel responded with a wink. "I think it's the manly smell of leather and the way the seats feel on my legs and bottom," she added.
Linda handed each of us a glass of cool red wine. "I'm the same way. My hubby's up in Napa on winery business. When Hazel told me she had a new Caddy and that her husband was in Chicago for a business conference, I couldn't resist her invitation for a girl's night out. We were both footloose and fancy free for a couple of days."
"Yes, my hubby is only interested in his farm and his investment portfolio these days," Hazel complained, "so I enjoy running with Linda and having some fun."
After another glass of wine, I was sitting on one of the couches with Hazel on one side and Linda on the other. Linda leaned on my arm, her ample breast soft against me, and her hand came to rest on my leg.
"Do you find Hazel attractive?" Linda asked conversationally as she softly squeezed my thigh.
Hazel leaned away slightly and smiled at me. I saw her chest rise and fall as she breathed deeply. It was impossible to avoid looking her over. As I gazed into Hazel's eyes, then surveyed her semi-prone figure, I felt my young manhood begin to grow. Hazel's top two blouse buttons had come undone somehow and her lacy white bra was showing. My mouth felt dry.
"Well, uh, yes, certainly," I stammered.
"You don't think she's old and wrinkled," Linda teased.
"No, not at all," I quickly assured them both.
"Hazel's forty now, but I'm older than she is," Linda announced. "Does my age turn you off, Ken?"
I shifted and turned on the couch, and Linda's hand now rested very near the zipper of my pants. I looked at Linda and noticed that her dress was no longer covering her nearly transparent pink panties. The dark spot at the crotch made it clear that she was not a real blonde!
"No, not at all, Linda," I said as I slowly took in the sight of her long, slender legs. "You are a very attractive lady."
"Why, thank you, Ken," she cooed. "We think you are quite attractive too, and I can tell that you are very fit."
The combination of the wine and Linda's warm hand caused me to throb, and I felt Linda's fingers move over onto the growing bulge in my suit pants. Her finger slid along my bulge and very slowly traced the ridge made by the head of my thick circumcised member.
"Oh my, Hazel," Linda said, "I think we may have aroused Ken. I think he might be getting hard. See what you think."
Hazel shifted on the couch and now was kneeling on the cushions, her arm around me as she put her hand on top of Linda's. Linda reluctantly moved her hand aside as Hazel felt my hardening cock through my pants.
"Yes, indeed," Hazel confirmed, "Ken is growing even as I'm touching him. I think he's having some very naughty thoughts."
Hazel's pointed breast was pressing into me as she continued to squeeze me and let her fingers fondle my balls. I must have groaned with pleasure because Linda giggled and reached in to kiss me very softly on my lips.
"Would you like to see Linda's tits?" Hazel asked. "Her boobs are so much bigger than mine, you know."
All I could do was nod my head, as I was pinned between two very horny older women. Linda wasted no time. She sat up on the couch and slowly pulled her glitzy shirt over her head. Her soft, pale breasts overfilled the cups of her contrasting black bra. My eyes locked onto Linda's chest as she unhooked the front clasp and let her bra fall away, revealing her 38DD boobs. Her rosy, erect nipples were the size of silver dollars.
"Suck on me," Linda urged as she held her right tit up for me.
I eagerly leaned forward and let her erect nipple press between my lips. I felt a hand at my zipper and then heard the sound of my zipper opening. A warm hand searched for the opening in my Jockey briefs; then fingers closed around my stiff cock. I sucked Linda's soft tit with added gusto as Hazel stroked my stiff dick.
Linda pulled back and held her other tit, and I sucked on it for another minute or so. My hand moved between Linda's legs and I felt the wet spot that now seeped through her panties. I found the edge of her panties and tentatively slid a finger inside and into her dark bush. She was soaking wet and I easily found her slit.
"Oh, God," Linda gasped, "that's feels so good, honey!"