Ride With The Devil!

When I first met my boyfriend, now fiancé and soon to be husband on our first date, he took me on my very first motorcycle ride.
My parents would ride their Harley often, but to me, the experience was all but foreign.
I was a 23 year old petroleum engineering student at U of Billings and he was a hotshot roughneck!
I first laid eyes on him in a small coffee shop downtown where he was wearing a red plaid shirt jeans and his well-worn oilfield work boots.
When the waitress came over with my order, she said that the man sitting in the booth paid for it.
Peeking my interest, he was kinda cute, I quickly downed my coffee and got up to leave, but not before I walked over to say thank you to him.
He smiled and accepted my thanks and then he offered me his number and asked if I’d like to go on a date with him?
I was kind of taken aback as I’ve not had the best luck with guys, especially college fuckboys who think a transwoman is just some fetish object and not a person, but I grudgingly accepted.
Friday night at 7:00PM he said he’d pick me up at my place.
I was so nervous in class Friday morning as I didn’t know what to expect later that night.
What would we do? Go see a movie? Go to a club and dance? I had no idea.
Sure enough, shortly after 7:00, I heard a thundering roar coming down my sleepy street. Then, pulling into my driveway was a sleek black Harley Davidson street glide who’s rider was wearing a pair of Harness boots, a black leather jacket and a pair of jeans topped off with sunglasses.
He looked just like something out of a Terminator movie.
My heart began to race, I had totally forgot to even as his name back at the café, and I just stood there in my shorts and flip flops totally enamored.
“I’m so sorry” I stuttered, “I forgot to get your name yesterday”, “It’s Adam” he said in a soothing voice. “I’m Hayley” I said. “Good to meet you, lets get going” Adam said. I recoiled and said “In this”, he laughed and walked back to one of bike’s saddlebags and fliped the top open. “Here take these” he said, “they used to belong to my little sister and she’s about the same size as you”
He handed me a bundle of black leather. I then ran upstairs to change into the tightest jeans I could find, pulled my Corral black leather cowboy boots from my closet, cause you know, every Montana girl has a pair of those, and then spread out the bundle of leather on my bed.
It was a beautiful black leather jacket, adorned with fringe and stud & concho rhinestones and a pair of matching fringed leather chaps.
My heart began to race, I’ve never worn leather like this before. I pulled the chaps on around my waist, pulled on my cowboy boots and flipped my jeans over them, then zipped up the leather legs. Finally I pulled on the black leather jacket and zipped it up. It fit me like a glove and showed my perky breasts perfectly. The fringe on the arms would sway whenever I would walk. Finally, after reaching into the pockets, there was a pair of fringed leather gloves, complete with small wrist gauntlets.
I grabbed my sunglasses, put them on and stood there in my room looking at myself in the mirror.
Wow! “What a hot biker chick you make Hayley” I said to myself, as I put my hair in a ponytail.
I could feel my cock getting hard, this never happened before, was it all the leather? The guy in the driveway? The Harley? Who knows, but I was liking it!
I looked out my window and could see the sun setting, so I put on my sunglasses and ran downstairs.


Thank god mom and dad were out of town that night!
I ran out through the garage to the driveway and Adam’s jaw dropped. “Wow Hayley! You look great” he said.
I smiled and climbed on the back, put my arms around him and he brought the iron horse to life.
My heart was racing, we pulled out of my driveway and began cruising down the street. I had no idea where the evening would take us but I was ready for anything dressed in these leathers!
We first went to a local bar, we had about an hour of daylight left and so the Friday night crowds hadn’t packed that place yet, as was known to happen.
When we walked in, the few patrons immediately turned their heads to have a look. Two young guys playing pool smiled and couldn’t take their eyes off me!
The lady bartender asked what we’d like to drink? Adam had a light beer as he was driving. I had a shot of whiskey which made my throat burn. I figured, now that you’re a biker chick you might as well act like it.
We made small talk at the bar, taking clever notice of the handful of people there that were eyeing me up in my full-leathers.
We had a game of pool with the two saliva dripping young guys, we won no thanks to me, but to Adam’s prowess, and our opponents being distracted.
One would miss his shot just to get a look at my ass in my jeans and framed by my leather chaps, while the other couldn’t take his eyes off my Corral cowboy boots peeking out from my chapped legs.
We bid them goodnight and got back on the Harley, the sun was just setting and Adam took us on a route out of town. Montana is so beautiful in late May!
We cruised through the winding mountain hills into the night until we got to a hill in a clear grassland pasture known as Bloody Rock.
It got that name back in the days of the Indian Wars, when settlers and a party of Lakota did battle on the very mound. Killing each other to the last man and their bodies being left to be found by a blacksmith’s daughter from a nearby town. Or so the legend says.
I was very familiar with the place, as it was just 30 minutes outside of town and I hunted it in my youth with my father and Uncle.
It was much more peaceful tonight thankfully.
I had no idea what Adam was planning, but when he parked the bike, he opened up the other saddlebag and took out a blanked and a small cooler.
We climbed to the hills top and there he spread out the blanket and opened the cooler. Much to my surprise, inside was a freshly baked apple pie (my favorite) and a six-pack of Harvest Pear Ale from a local brewery in town.
We both ate and then laid down to enjoy the night sky, stars and moon, who by now was firmly perched on his pedestal in the night sky. The Big Sky Country certainly is beautiful at night.
While lying in Adam’s arms I suddenly remembered, I was a transwoman, and I didn’t let Adam know beforehand! I suddenly felt a lump in my throat, as I knew how unnerving it must be for men to be confronted with that reality unexpectedly. Especially men from “flyover country” who aren’t exposed to us very much.
After a few seconds of pondering I finally broke out and said, “Adam”, “yes Hayley” he said, “I have to tell you something and I understand if it’s a deal breaker”, “what could possibly be that serious that it would make me want to leave this awesome night with you” he said laughingly. “Well” I said, “I’m a transexual”. We both sat up and looked at each other. I could see his mind was trying to process what I had just said. “So what” he then uttered. “You’re beautiful just the way you are” I couldn’t believe what I was hearing, in my post-transition dating life, most guys called it quits when they found out about my transition or were just tranny chasers looking to fulfill their own fetishes. But Adam was different, this was the guy who wanted to date me before knowing my true identity.
I breathed a sigh of relief and we embraced each other, still fully dressed in out leathers!
Finally he took my hand and looked straight into my eyes, he then leaned in to kiss me.
I’ll remember that moment for the rest of my life. We then packed up and began the ride home. The highway was bare, it was just us, the Harley and the night sky!
Finally we pulled into my driveway around 1:00AM.
I still remember the feeling of being dressed in leather and hugging him on the way back as we cruised down the highway that night.
I was so hot and bothered that I grabbed is hand and pulled him up the stairs of my parents house to my bedroom.
Let me just say that we had lots of fun in that bedroom all night lol.
Now I had my very own biker boy and stud Terminator all to myself!
Needless to say the denim, t-shirts, and leathers came off quickly at the foot of my bed!
But I do remember, for some reason I forgot to take off my black Corral cowgirl boots and fringed gauntlet leather gloves!
We made sexy love to each other all night with me in my boots and gloves.
When we awoke in each other’s arms the next morning, I still had my gloves and boots on under the sheets and all of our other clothing, leathers and all, was on the floor of my bedroom lol.
I looked out the window and saw Adam’s iron horse parked in the driveway and couldn’t wait to see what other adventures awaited us.
He hung his sister’s leathers up in my closet, which were now mine, as she bought her own pair he said, while I made us breakfast in nothing but my Corral boots, and my black lace bra and panties. .
We’ve been rasing hell together ever since!
Plus now dad and Uncle Bobby have a new hunting buddy to boot!
4年前
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