My Cowboy
Finding my adolescent fantasy on a hike.
Author note: Just to help you see what I see when reading this. I see Donna as being played by Connie Carter, and James as Lutro, maybe with a bit more grey in his hair. Girlfriend would be Dolly Leigh and boyfriend would be some young nerdy guy. Everyone else is peripheral.
I wake up just before my alarm and shut it off so it does not wake Tom. I had packed all my clothes and backpack in the bathroom. I get out of bed quietly and go into the bathroom to dress, closing the door so the light does not bother Tom.
I get dressed quickly, and I close the hotel room door just before 3:30 in the morning. I don't think I woke Tom up.
Tom was supposed to accompany me on this hike but two days ago had fallen and cracked a bone in his ankle. There is no way he could make the hike with crutches and a medical boot on his foot, clamping his ankle in place to allow it to heal. I had suggested that we cancel this hike, but he insisted I go alone. An hour and a half hike, with 1000 feet rise to get to Broken Ridge to watch the sun rise over the mountains.
Traffic is light, only a few transport trucks on the road at this time of night. It took 45 minutes to reach the trail head. There is one other vehicle in the parking lot, a black SUV.
I mount a headlamp to light the path, and visit the toilet in the parking lot. I strap bear bells to my ankles. The noise will warn any bears that I am coming and give them time to get off the path. In the years I have been hiking in the mountains I have never surprised an animal on my hikes, though I have seen a lot of them from a reasonable distance, including a couple of grizzlies and numerous brown bears. But I come prepared, and make sure the bear spray is in the outer pouch of my backpack.
I am dressed lightly. Shorts, a shirt, sports bra, and a little jacket. it is cool at this time in the morning, but the trip back is forecast to be a hot August day. Even so the temperature is not bad. I start up the path.
I am 5' 10" with a long stride, and as I am a bit chilly, I push a bit to keep warm. So, I am coming up to the view point, a little meadow just off the path, a bit more than an hour before sunrise, about half an hour ahead of my schedule. The horizon is just starting to glow with the impending sunrise, and I can see without my headlamp, so I turn it off.
As I come over the ridge and turn onto the meadow, I see someone sitting in the meadow. Damn, I had hoped to have the site to myself. He heard the bear bells and turned to look. Oh, Shit, he looked just like my fantasy, a rugged cowboy. In my fantasy I would be hiking, encounter a cowboy who would sweep me off my feet and ravish me. Not going to happen, Tom and I are at the end of our three-week honeymoon. I have not shared this particular fantasy with Tom. Tomorrow, no this afternoon, we will leave for home and be home by midnight.
I had started fantasizing about a cowboy sweeping me off my feet about the time I started masturbating, about 15 years ago. He had been my constant masturbation fantasy for all those years. As I grew older, so did he, and the first few guys I had sex with I closed my eyes and fantasized that they were my cowboy. Tall, slim, fit. Tom is sort of like that, definitely tall and slim, a bit less than prime fitness, but nerdier than cowboy.
The cowboy raises his hand and said "Hi"
I reply "Hi". Then after a pause "I guess you are here for the sunrise too."
"Yup"
I walk past him toward the other side of the meadow. As I pass him, I feel a tingle and realized I was getting wet. Damnit body, this is not my fantasy. Besides, this one is a bit old.
He had chosen about the middle of the meadow; I moved about another 10 feet on and set my backpack down. I pulled out the rug that I brought along so Tom and I could cuddle up and wait for the sun, maybe make love. I spread it out and got down and smoothed it out. I had just about completely spread it out and smoothed it down when I remember that I am wearing my shortest shorts, and the crotch was a seam about a half inch wide, and it is crawling up my butt crack. Here I am doggy with my ass in the air pointed right at the cowboy. Tom had commented at one point that when I did that, he could see my vulva, and sometimes even into my pussy. I immediately realized that the show I was giving was the whole works. I was going commando; I had not thought to put on panties.
I immediately sat down and looked over. He was watching and grinning. At least the light was not full sunlight, just the pre-sunrise glow. I can feel a full-on blush rise from my chest to the top of my head.
I take off the bear bells and my headlamp and put them in my backpack, next to the lube. Another blush rises up. I had packed this before Tom hurt his ankle, in case we wanted to have sex while waiting for sunrise. Now here I am with my fantasy cowboy. I take off my shoes and socks and put them beside the blanket. I like the feeling of digging my toes into the blanket.
I look over at the cowboy and realize he is quite a bit older than I had thought. For some reason that makes him feel safer. Had he been anywhere near my age I would have left him there, but he looked uncomfortable. I guessed he would be over 6 foot tall, though harder to tell when he is sitting.
I patted the blanket next to me, and said "Why don't you join me, it will be more comfortable on the blanket." Crap, what am I doing, I don't know anything about this guy.
He hesitated for a bit then gets up and comes over. He sits next to me on the blanket about a foot away from me, and takes off his shoes and socks like I had done.
He held out his hand and said "I'm James"
I shake his hand, "Donna"
"Where are you from Donna?"
We talk for about 10 minutes basic background info, he is a widower, his wife had liked this location, I was newly married and my husband had cracked a bone in his foot. He had no kids; I had no kids, though we had plans to have a couple. I was 27 and he was 72. We both laughed at the transposition. He had a couple of car dealerships and made a good living. I am an accountant and my husband an engineer. I notice him stealing glances at my bust. I am a 38D, lots to notice. But he also makes me feel comfortable. I like him. I am feeling the chill so I slide over close to him to absorb some of his heat.
He put his hand on my leg, just above the knee. There was a jolt as my body betrayed me and a spark ran up my leg to my pussy, and I became wetter. Then in another total betrayal, my legs spread apart by a couple of inches. Shit, is this going to happen, my fantasy come true. No, I know better. I am just married; I would not betray my new husband. If he was younger, I might be tempted, he so totally fits my fantasy cowboy.
We sit there waiting for the sunrise and after a couple of minutes James moves his hand a bit further up my leg. My legs had a mind of their own, and they spread apart a bit further. My pussy started to ache; you know that horny ache. Where was Tom when I needed him, my body was getting ready to fuck someone. I so wanted it to be Tom, and for Tom to be my cowboy. But Tom did not look like my cowboy and James did.
Getting no resistance James slid his hand up to my shorts. My wet shorts. I looked over and I could see a bulge in his pants where there had not been a bulge before. I could stop this, I should stop this, I will stop this. My legs spread just a bit more. Shit, this is going to happen. I lay back on the blanket. I rub my eyes, then I look at my watch, 45 minutes to sunrise. I am so horny. My pussy is so wet that I feel my shorts getting damp further down.
James slid a finger under the crotch seam in my shorts. A moment later he found my clit. The response was immediate, I moaned and quivered. James knew what he was doing, and he soon had me moaning almost continuously. Then he slid the finger down and pushed it slowly into my pussy.
I reached over and stroked his now raging erection, through his pants. I know I really should not do this, but my pussy aches to be filled. My cowboy is going to ravish me.
So, now things get complicated. He starts searching for the button to open my shorts, but it is on the side he is leaning against. I push him off and reach down and release the button, and unzip the zipper. The push clearly had him confused and it took a minute for him to realize what was happening.
"Are you just going to sit there, or are you going to get out of those clothes?" My shorts were already piled by my backpack, and I was unbuttoning my jacket. The jacket drops beside the backpack, and I start on my shirt. I drop my shirt by the backpack on top of the jacket and pull my sports bra over my head, it also went on the pile.
By this time James was out of his pants. He started to roll over onto me. "James!" he froze. "I don't have sex with my clothes on, and I don't have sex with men who have their clothes on. The shirt has to go."
He rolled back and scrambled to get the shirt off. He may be 72, but his body was everything my fantasy was aching for. Not overly athletic, but a solid abdomen, a few random scars, oh god, I want to fuck him. I run my hand up his chest. I rub his nipple.
He rolled back and pushed himself down, head between my legs. I laid back on the rug and pulled my knees up spreading myself open for him. This was exactly why I had packed the rug, just for Tom not James.
It seemed like no time at all till he brought me to an orgasm. He rolled my clit around with his tongue like he had been practicing for decades. Of course, he was a lot older than me, he probably had been practicing for decades.
He used his fingers to explore my pussy and almost immediately found my G spot. I was still trying to train Tom to find it. A second orgasm. My fantasy of being ravished by a cowboy was in full swing. Even better than my fantasy. James really knew what he was doing. I had never been with a man this skilled. I held his head and arched my back. Another moan as he continued to suck on my clit.
Now he moved up, dragging his tummy over my clit, threatening to bring me a third orgasm. Then he reached my breasts. Licking my nipples, one after the other then sucking on them harder each pass. Meanwhile I was grinding my clit against his tummy. God, this man is good,
He slowed down, he did not want me to cum again quite yet. He lifted himself up and slid forward till the tip of his penis touched me. He lightly kissed my lips and then my nose. Then he reached down, took his penis in hand and rubbed it on my clit. I moaned again even louder. He slid into my pussy. Slowly, to his full depth. Making sure that he hit my clit with the angle of his body. "Oh, Tom, that is so good." His reply was "Yes Millie, taught me well."
He started with slow strokes, building slowly. I came again. I moan with each stroke. Then his speed builds. I feel him stiffen up inside me. When he came, it was a blast against my cervix, and I came again. I clamped him with my legs to hold him in, and moaned "Oh, Tom". Tom had managed the same move last week, and again yesterday. He was learning. James kept cumming, filling my pussy with his seed. Oh, God it felt so, very, very good.