Road Trip With Jenny - Cover

Road Trip With Jenny

Copyright© 2026 by Jimmy Lee

Chapter 1

Erotica Sex Story: Chapter 1 - A woman I've been friends with for several years expresses and interest in a trip with me using my new travel trailer. That's a surprise because she's (I thought) very married.

Caution: This Erotica Sex Story contains strong sexual content, including Ma/Fa   Consensual   Heterosexual   Cheating   Oral Sex   Big Breasts  

By all rights, Jenny and I should never have become friends. She’s a born-again Christian, far right Republican, bling-lover of Italian descent. I’m a vague heathen paganist, Rep-turned-Dem-turned-nothing because the political party stuff is all bullshit, happy with what I’ve got type of man from Irish/German ancestry. I can’t explain our connection, but we, including her evangelical preacher hubby and two daughters, have spent many pleasant hours over dinner, or at events where they would be sitting a table displaying and promoting her home cooking products (she’s an amazing cook). We can talk about religion/spirituality, politics, food, fun, anything and everything with mutual respect and true listening. Neither of us tries to convert the other. I believe the respect, open listening, and allowing the other to hold to their ways and ideas is the secret of our continuing friendship.

Here we are a few years later. COVID-19 has sent her business belly-up, her hubby has been laid off from his secular job that pays the bills, and I think the stress is affecting Jenny’s marriage because she no longer mentions him at all on social media. I’m on the verge of retiring, clinging to my well-paying job just a little longer to get set up with what I need to hit the road full-time. The truck is paid off and I just bought the travel trailer to live in.

I had posted about it and my impending freedom on Facebook. Jenny responded, indicating she’d love to take a road trip with me. What?!!? I gently probed the edges of that to get a feel of what she meant. Sweet Jesus, she was serious about she and I (without hubby) taking a road trip of indeterminate length and destination together, with the trailer. Damn!

Jenny is a mighty fine woman. Not only is she a fabulous cook, but she’s quite hot to look at. She knows that and flaunts it with subtle grace. In her mid-50s, she’s been around enough that she knows just how to use her hot Italian persona to stimulate the male interest. She’s sure as hell stimulated mine often enough, but I never for a moment figured anything would ever happen with her strong religious, family-oriented beliefs.

I was very intrigued by the concept of travelling with her and decided to pursue what appeared to be some interest on her part. Doing some research, I decided on a full-hookup site at the Wallowa Lake State Park in the Wallowa Mountains. When I proposed we take a weekend-to-weekend trip at the end of July she jumped on it. I made the required reservations, prepped the trailer, and that Saturday morning she pulled up in her SUV alone with her gear. Watching her walk toward me pulling her rolling suitcase and a cooler on wheels caused a stir in my crotch. It seemed a slam-dunk, but I wondered if anything would actually happen between us, or if this was a platonic, friends-only trip. The way her nicely sized breasts jiggled under her low-cut t-shirt and the way her jeans pulled up into a cameltoe made me hope for not the latter. Damn, I could have chowed down on what was inside those jeans right then. As I watched her, I recalled a couple of our early discussions about her past, before she became Born Again and met her husband. She’d been a biker chick, in that drugs, crime, and hard partying life. She’d briefly mentioned having to give blowjobs to all the men in a dive bar one night, then later being passed around between all the men and a few women as part of her initiation. All that was so she could marry one of the members. Knowing she had that background had always made me wonder how expansive her libido was, and if she ever missed any of it.

We loaded up and headed out. This was my first time pulling the rig on backroads, so initially much of my attention was taken up with safety. After a couple of hours, though, I was able to relax and enjoy the trip and the company. Normally, I’m not a fan of perfume, but hers was so alluring. I kept glancing over, feasting on the curve of her breasts and how they jiggled with the bumps in the road. I could imagine my dick sliding back and forth between them, hopefully with her tongue and lips attending to the head when it was close enough. Oh, shit, Steve, pay attention to the road!

We had discussed road trip playlists on Facebook before, so she paired her phone to the truck’s stereo and we were rocking to the Eagles, John Denver, Chicago, The Who, and a host of others from our mutual eras. I kept having moments of wondering if I would awaken from this dream, alternating with other moments of amazement that our opposing selves were actually such good friends and so at ease with each other.

We arrived at the campground right at twilight and I began setting up. For someone who looked and sometimes acted like such a diva, she jumped right in to help however she could. Together we leveled the trailer, then hooked up the water, septic, and power. I found myself wishing for more light as she bent over to lay out the drainpipe. The down-blouse would have been awesome, I was certain of that.

After helping with the “man’s work” she jumped right into the “woman’s work”. Those are her terms, not mine. She’s got some old-school ways of thinking, probably her Italian heritage. I would have never dreamed such a gourmet meal could come out of a travel trailer kitchen. Pasta with meat sauce, salad, wine, and dessert cannoli she’d prepared before leaving home. We ate outside on the park picnic table, a rough, hard-used thing that clashed with the fine food placed upon it. Afterward, we sat in our camp chairs by the unused fire ring (too warm), sipping wine and chatting still. I have no idea where all the topics came from, but our conversations always flowed very easily.

Eventually the wine and long day got the better of me. I yawned and she went into Mom-mode, telling me it was time for bed and apologizing for keeping me up so late. Whatever. I hadn’t realized it was almost midnight.

“I didn’t even look. Is the bed made?” She seemed relieved when I replied it was. “Okay, can I get into the bathroom first to freshen up?”

“Go for it,” I replied. She downed her last quarter glass of wine and headed in. I sat there finishing mine, wondering what the night held. It was pretty obvious now that we were sharing the bed.

“I’m out, Steve. It’s all yours.” I looked up and she was in the doorway, backlit by the interior lighting, obviously wearing a robe. I carried my now-empty glass in. As I went up the steps, she barely stepped back for me to enter. My arm brushed her breasts, but she gave no reaction. “You go get ready for bed,” she said, moving to sit at the dinette set in the slide out. Hmmm, for me, getting ready for bed normally involved getting undressed and climbing in. I decided to take it further this evening. Grabbing my robe, I went into the bathroom and took a quick shower. She must have been conservative with the hot water because there was enough for my whole, if short, shower. When I came out, I realized the trailer was dark except for a faint glow from the bedroom’s accent lights.

Walking in I saw her lying there wearing nothing but a grin and an expectant look. “I hope this is alright. The bed seems so much more comfortable than the foldout couch.” Sweet Jesus, she was finer looking than I’d imagined. Some stretch marks and wrinkling on her belly from two daughters. Her breasts fell off to either side where she supported them somewhat with her upper arms, a little cellulite on her hips and thighs, but those were nothing to detract from the overall package. Her pubic hair was neatly trimmed, brown areola about the size of silver dollars with hardening nipples just slightly darker, no noticeable flab on her waist or hips, and a scent of her perfume combined with a new odor of woman in heat.

“Damn,” was all I could get out, with a smile to show it was a good exclamation as I let my eyes slowly wander all over her. She giggled. That was the first time I’d heard her giggle in the years I’d known her. My dick was rising so I shed my robe. Now we were both fully exposed to each other. In my late 60s, I’m far from anything that could laughingly be called an Adonis, that’s for sure, but her appraising smile made me feel like I was the most desirable man on earth.

“Come,” she whispered, gesturing with her fingers she stared at my now fully erect cock. Well, if you’re familiar with typical RV bedrooms, you’ll understand that I could not easily comply. I could only move to about mid-thigh on her before I was stopped by the nightstand fixture. She rolled over to her left, three-quarters of a turn, and stopped positioned on her right side with her head propped on her hand, left leg up and bent at the knee to fully reveal her womanhood. Her netherlips parted somewhat and I was sure I saw them glistening in the dim light. She patted the bed beside her.

 
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