Biker meets the man he needs
Unhappy in my corporate job and relationship, I decided to quit them both and hit the road to see the world and have some adventures. Up til now, I was your regular suburban midwest boy with a blessed life. I got good grades in school, went to a state college for business and ended up working for a financial firm in Chicago, and as result made very good money. The only real “kink” in my traditional story line was that I was also gay. Yet even here I was rather suburban. I was a good looking kid, who played around a little when I hit the city but quickly met a handsome, equally successful man and settled down. We were what I would call your standard “Crate and Barrel” gays; cute, stylish and respectable, on a trajectory to live out an idyllic suburban life.
Despite all this, I was not completely satisfied. As I got a little older, now 35, it has become clear to me that my drive to succeed was based on my need to compensate for my gayness, and therfore being a good son and successful in all other parts of my life was more for other around me. I strived to be as respectable as possible to everyone but something was missing. Things started to unravel when I began cheating on my boyfriend. I searched out easy, no-strings-attached, fucks. The kinkier the better. I tried sex in alleys, BDSM play in men's dungeons and even the occasional golden showers in gas station bathrooms. I thought about discussing an open relationship with my boyfriend but i realized that part of the excitement I got from it all came from knowing I was cheating.
I knew that this was unsustainable and unfair to my boyfriend. I had to fess up and be honest with everyone around me and more particularly myself, I was not the person I molded myself to be. I needed more excitement in my life. So when my company was downsizing I knew this was my chance. I took the attractive severance package they offered employees, which included a nice sum of money. With this I quit my job, and told my boyfriend I needed a break and was heading out to find myself. He took this surprisingly well, and said he knew I was drifting away. We agreed he would stay in our condo and we could work it out when I returned.
With the money, I bought myself a black Indian motorbike. This was so unlike what people expected of me, but to me it felt right. Growing up a mechanic son, I was surrounded by my dad's friends and their kids who were always talking about engines. I came to love bikes and muscle cars, and the men that rode them. As I got older, I shied away from this aspect of myself as i did not know how to process my complex feelings of sexual arousal and the testosterone fueled rush they gave me. The pull of riding a bike to wanting to ride the guys who rode these bikes. Especially some of the testosterone junkies that came to my dad's shop. Their swagger and pent up aggressive attitude always had me fantasizing about being arse up on hood car ready to be fucked whenever they needed it.
I packed light, a few jeans, t-shirts, my trusty leather jacket and boots, and after a hot goodbye fuck with my boyfriend, I hit the road. I started to drive along the old route 66 to California. My goal was six months of driving around the country, and doing whatever felt right. Importantly not having anyone to answer meant I could focus on myself. I knew my first step was to play out all my sexual fantasies and get them out of my system. My first stop was a famous rest stop known by truckers as a good place to find some arse.
I arrived early in the afternoon, and there were certainly a lot of semi trailers and the truckers that drove them. I felt like a horny teenager walking around trying to scope the scene. It was quickly obvious who was just there to rest and those looking for more. I simply had to lean against my bike and a number of truckers in tight jeans and dirty t-shirts would saunter by. The first guy came up, smoking a cigarette and started to chat with me. And with what later became a pattern, he first talked about the bike and then moved over to sexual innuendos about riding and throbbing engines, which led to more direct questions.
What surprised me the most about these encounters was that most men I talked to ultimately wanted me to fuck them. Although my intention was to come get a good arse fucking, I was up for the alternative, but I was a little surprised how many burly daddies wanted to be bent over by a younger man. Most encounters were either in the bathroom stall or back of their cab. Although the cab was more discreet and gave us more time, I came to love the rush of bathroom stalls. The sneaking in, the grittiness, the struggle of them trying to be quiet, while I fucked them hard up against the cubicle wall. But also the rush from the thought of being caught, which rarely happened. Most people quietly ignored the obvious, but surprisingly quite a few wanted in on the action, which was also a rush. I could usually get in 2-3 encounters in, before I was exhausted and would have to find a nice hotel room to recuperate.
My daily routine became a morning gym session in a hotel, riding for a couple of hours and by mid afternoon finding a cruising spot and have some fun. This made for slow crawl across the country but certainly made for an exciting journey. Even when I could not find a cruise spot I would jump on apps and find some entertainment. It is not surprising how easy it was for a moderately handsome, muscular biker to find some action in rural America. I started to favour some of the kinkier sites for some more leather play to turn things up.
It helped that there were so many cruise spots and sex shops on the route. Clearly there still was a place in the modern online era for these along major transport routes. I will say, I especially was partial to some sex shops, not only for finding some fun new toys and leather accessories but the occasional hook up. Men would cruise the aisle trying to catch my eye, ultimately sidle up and start small talk. Nothing like finding a horny stranger who wanted to give me quick blowjob in their car or to be fucked hard in the backroom before they hit the road.
I could start to see a transformation in myself. Not only was I exploring my kinkier side but I also became bulkier, thanks to more free time for longer seasons at the gym. I also was getting scruffier the longer I was on the road, my hair grew longer, and I shaved less, allowing chest hair to grow back and sporting a 5 o'clock shadow. I felt the corporate, midwest boy disappear and horny, testosterone fueled biker take his place. And although this felt it was in the right direction, I started to notice that the more I explored, the more I knew what I needed and wanted from life. For one I decided that when I got back, I was quitting the corporate world and instead used my business skills to open an exclusive mechanic shop that catered to gay clientele.
I also saw that I became more and more selective with my encounters. Although I would still hangout at cruise spots, and enjoy some hot trucker cock when the need took me, I was okay with not getting any. I started to smoke cigars on this trip and would enjoy just as much spending the afternoon relaxing with a smoke and beer while I watch others going off to the bathroom or truck cabs to get some action. I felt myself maturing out of my slutty teenager phase. However I also noticed I was getting bored of this dom top role play people put me in. As someone who was always in charge at work, life and relationship, and now here doing the same with sex. I needed to let go and let someone else take charge
I decided that for rest of the trip I would be more careful in who I was hooking up with. Today I was heading on my way… normal routine, gym, ride and rest stop. I lit a cigar and watched the people hooking up. Amongst the families were a handful of hot truckers coming and going, and few of them cruising. Although I was being selective, I was not blind and still horny. I saw one hot trucker step out of his cab,and glance over at me. He was hot, younger than most truckers I see, probably my age maybe younger, wearing a baseball cap and loose singlet. He reminded me of the young men who hung out in my dad's shop, who came to pimp up their cars. He wandered into the bathroom and about 5 min later came out, looked my way and started to approach. Damn his confidence was sexy.
He did the standard routine, talk about the bike, some innuendo and then direct questions. Was not sure he was my type but gave him his chance. While he was talking he made sure I saw his huge cock in his sweatpants. Fuck he was huge. I could not resist that. We went to the bathroom stall, taking one furthest from the entrance. I sat on the toilet as he pulled out his huge cock. I quickly got to sucking that bad boy like it was my last meal. It was hard work but fuck, the smell, heat and size was intoxicating. As i got more comfortable with the size he began to face fuck me. His dominance and aggression was such a turn on. I could tell he was getting close. I asked him if he wanted to cum in my arse. He smiled and pulled back so I could spin around and pull my pants down. I was not sure I was ready for his huge cock, but he was a pro. He spat on my arse and worked my hole with his fingers, rapidly stretching me out and then swapped them out for his dick.
I was not sure I was ready for him but he didn't care and aggressively began pushing his cock deeper and deeper. It took all I had to not scream in pain in fear of getting caught. As if he knew, he brought his hands forward and covered my mouth. I could smell my arse juices on his fingers which I found hot. Once he was all the way in, I was burning with pain trying to breathe. I was not yet in pleasure realm but be fucked me anyway. Since he was already close from the blowjob earlier it did not take long before he was shooting deep in my arse. He collapsed on me as streams of cum shot up my hole. The relief I felt when he pulled out was mixed with emptiness I was feeling. Once done, he quickly got dressed and rushed out of the bathroom, not even washing himself before leaving.
I stood there for a moment thinking about what just happened. Having tables turned. I enjoyed it, despite the pain and I knew I wanted to try again. I stepped out of the stall, cleaned myself up and went back to my bike. I put my helmet on and got on my bike when I realized I had not peed. I took off my helmet and jacket again and went back to the bathroom. As I stood at the urinal, I heard the boots of some walking in. Loving some boot action, I did all I could to not turn around and stare. I heard boots stop behind me for a second before they walked towards me as he took the urinal right next to mine.
I was a little surprised as there were so many free stalls. I then felt his stare as he looked down at me peeing. I was pleased my dick was semi-erect thanks to my prior activities so it was larger than normal. He looked away, so I returned the exchange and caught a look at his. He was big, nice size and certainly something I would normally love to get up close with. Given I had just been fucked to oblivion I decided to give it a miss.
I went to wash my hands and had a closer look at this man through the mirror. He was hot. You could see under his hoodie this was a stocky man. He had a nice arse, cowboy boots and big cock. Completely my type. feeling my glaze, he turned around to show his thick salt and pepper beard and chiseled features. I could not believe I was walking away from this. Damn.
As I got on my bike and headed out, I slowed down as I passed him. He drove a shiny black Chevy Colorado pickup truck. He looked sexy as fuck up against his vehicle. I drove on by and hit the road letting this chance go by. But as I was driving along, I struggled to get him out of my head. I realized that the best thing would be to pull over and smoke one of my gars and clear my head. I found a dirt pull off with a rickety table and old tree. I pulled in and drove up to the tree to get some shade. I got out one of my big Gran Habano #5… it was a 770 and would take at least a 1-2 hrs to smoke but I felt I needed it and had nowhere else to be.
As I was enjoying my cigar I saw the same black Chevy Colorado slowing down as it passed the rest area. Seems like he was heading in my direction. I got closer, and I could see it was him. At first I thought he was going to fly on by but he immediately did two u turns and pulled into the rest area. He then parked near where I was but closer to the road so there was some distance between us. I tried to get a closer look at him. He finally stepped out of his truck and then sauntered over. He looked fucking hot. He had taken off his hoodie and was wearing a cut off black t-shirt which showed off his hulkling form. This man was twice my size, I was not sure if I should be nervous or excited.
He came right up to me and stood right in front of me and watched me smoke my gar. His lack of engagement started to make me nervous and I was about to say something when he took my gar from me and started to smoke it. The cigar looked natural on him, like he was born smoking them. He then said, “You like to play hard to get, don't you boy” and I just smiled. I did not think I was, but played along. He then asked “How did you know this daddy would happily stop for a cigar?”. I replied, “I know how to read a man”... He smiled back at me and then called me a “good boy”. This surprised me as I never got called boy before.
As he got closer, he reached down and placed his hands over my groin and said… “There are a few other things this daddy will stop for.” He was more bold than I was for sure. As i did not move away, he just smiled and said, “Why don't you show daddy you know how to treat him properly”. As he said this he then placed his hands on my shoulder and guided me down to my knees. Given how handsome he was and having already see his cock i was more than happy to comply, but before I did i wanted to confirm that he was happy to do this
“right here by the road?”. I think he confused my question with trepidation as he replied with “you'll do whatever Daddy tells you boy”. I found this give-no-fuck reply rather sexy.
With permissions given, I eagerly set about trying to access that big beautiful cock. It took a little.work but finally released it from its confines. It was more beautiful than I remembered. I couldn't wait to get to work on it. I grabbed the base with one hand and guided it to my lips and used my tongue to taste the precum from the head. He was delicious. I then started to make my way down the length towards the base, going down slowly. Once I could show him that I was able to take the full length, I slowly went back up and then returned to base. Taking his full length each time.
As I worked him, I would look up at him, with my cigar planted firmly between his lips. He was a beautiful man that seemed only appropriate for me to admire from down low. As I worked his cock he helped guide me with his hand. I started to change it up, going faster but he made it clear he liked the slower pace. I could feel him relax into it the more I worked his cock, enjoying that gar as much as he was enjoying my mouth. I thought I could feel him getting closer and was eager for my reward, but he flipped the script and grabbed me by the collar of my leather jacket and pulled me to my feet. At first I was a little annoyed as I knew he was close but then he leaned in to kiss me.
We locked lips and his tongue explored my mouth. He then backed up to take another hit of my gar and said “you ready for me to take that arse of yours?”. Without thinking I replied “Yes, sir”. He then spun me around and pushed so i was bent over my bike, torso supported by leather seat and my arse in the air. He reached around to undo my belt and zipper and pulled my pants down to my ankles. He then leaned in so I could feel his rock hard cock resting along my arse crack. This was turning me on and was eager for him to fuck me. With his face near my ear he whispered “you are going to need to keep this gar lit while I work you over. Do you hear me boy?”. With that said he returned the gar to my lips.
While I sucked on my cigar, I felt him spread my arse cheeks and bury his face in my hole. Already the feeling of his beard on my skin sent a tingle through my body, but then as I felt his tongue toying with my hole, it sent me over the top. He had me moaning like a whore. Then he stopped. My arse was begging for more, until he started fingering my hole, stretching it. First with his thumb and then fingers, probing deeper and deeper, reaching for my prostate, driving me crazy. If he was this talented with his fingers. I could not wait to see what he could do with his cock.
With some more tongue action, he had my hole begging for more. Although his attention was on my arse, my cock was hard as rock rubbing against the leather seat, moving in rhythm with his tongue as it probed deeper and deeper into me. I could feel build up in my cock. I needed him to fuck me more and more with each lick. I was not sure I could hold it much longer.
We then heard a congratulatory honk of a semi trailer which caused us both to pause, reminding us where we were. This reminder did not seem to phase him, as he stood up and took gar back between his lips. I looked back at him longingly hoping this reminder we were on show was not the end. Instead he shouted, “let's really give these motherfuckers a show”.
With that he began to tease my arse with his cock. I looked back at him. With gar between lips and cock in hand, this beast of man looked like a god. As he teased the rim of my hole with the tip of his cock, he had me begging for more. He then lubed my hole with some of his spit before sliding into me. His slow entry was sending waves of joy throughout my body. He then pulled out and rammed it back in which pushed me over the edge. As he increased his pace my already hard cock was rubbing more and more against the leather of my bike. The double simulation was pushing closer and closer to the edge. I was not sure how much I could take. Then I felt the build up getting more and more intense, until finally my body shook as I came all over my bike. He did not seem to noticed as he continued to fuck me harder and harder. My body was extra sensitive after just cumming, so the ravaging my arse was felt particularly intense. I was glad when he paused and leaned forward and asked... “how do you want me, in your arse or down your throat”. I looked around, not sure how to decide, i just smiled and said.. “both sir”.
He liked that repsonse and pulled out. He then brought his rock hard cock back up to my face. His dick looked beautiful in the sunlight, glistening with my arse sweat. I eagerly took it back in my mouth. I could tell he was close and would be getting my reward soon. Towards the end, he pulled his cock from my lips and began masturbating aggressively, bringing himself to the edge before shoving it back into my mouth. I clasped it with my lips as I felt his dick shake and then felt the sweet release of seed down my throat. He shot multiple loads and I swallowed each happily.
After he was done he stood up to get dressed. Normally I would be fine with a quick exit but this time I wanted more of this man. But instead of heading straight off he offered to give me a handjob, not realizing that I had cum. I confessed that I had cum on my bike seat. He seemed surprised and went to check it out. He then tested the wet spots on my seat with his fingers which he immediately brought to his lips to taste. I told him he was too much in the moment to stop.
After I thanked him for the great fuck, I expected a smile and quick goodbye. Instead he enquired about my plans for the next few days. I got excited by the thought of a round two. I asked if he needed some company for the next few days. He seemed to like that idea. I asked him where to now.
He replied “I know a nice hotel in a reservation casino which has smoking rooms and cheap whiskey. Shall we start there” I smiled and said, “lead the way.”
