My First Gay Sex Experience and Foot Licking in a Rest Stop
It was two days till rent was due. How could I have been so careless? I went considerably over my budget, and my housemates were not pleased. I went around my room to see if there was anything I could sell or pawn. My rent was $250 short, and the only thing worth that much was my Xbox. As one of my roommates stepped in, I began to unhook it, feeling humiliated.
“What are you doing with your Xbox?” Mark inquired. I mentioned that I had spent much too much money on eating out and going to bars, and that I was running low on cash to pay my rent. In disappointment, Mark sighed heavily and shook his head. He responded, “So, I might have a solution for you. Chelsea, my cousin, has a spending problem and is often short on cash. So when it’s time to pay her rent, she goes down to the truck stop in Woodenville. There are some lonely truckers out there that would welcome some company in exchange for some money.”
I almost threw the Xbox at him and said, “That is something I would sooner sell than do. Are you kidding me? I only need a couple hundred dollars until payday. No, thank you.” I packed my belongings and went to the pawn shop. As I drove there, the notion of me doing sexual favors for money made me uneasy, but I had a peculiar sensation in the pit of my stomach about it.
So I went to the pawn shop, and after inspecting my gaming system, the guy behind the counter said, “I’ll pay you $40.” I was stunned and couldn’t even stutter a response.
“Sorry child, I have a full shelf of those Xbox over there and at the back,” he added. I was still playing it on a daily basis, and $40 wasn’t worth selling for. As I climbed back into my car with the Xbox, dread rushed over me. My phone rang with the message, “Hey Jacob, are you going to give me your share of the rent today or tomorrow?” As I answered, “I’ll deliver it to you tomorrow,” panic sprang within me.
I knew what I needed to do, but I wasn’t sure I had the guts to do it. As I went along the highway, it was becoming late. A sign said “Woodenville 15” as I whisked by. Another exit sign indicated a fast food restaurant and a truck stop. I parked into a large gas station and looked around. A rather large structure with a restaurant adjacent was beautifully lit. There were giant trucks with trailers all over the area. I had no idea where to begin. I was expecting to strike gold and discover a half-decent lady trucker.
This entire situation was intriguing, and my curiosity was beginning to grow among other things. I stepped out of my car and began walking towards the main gas station, when a movement to my right drew my attention. A large woman with an extremely tight miniskirt and halter top walked towards a row of trucks in the back. A truck driver came out of his cab and nodded at her. After a brief exchange of words, the trucker walked out of sight as she climbed inside the vehicle. The trucker stepped in behind her a few moments later.
I was so taken with what I had just seen that I decided to have a peek around back there as well. I felt quite out of place being surrounded by these trucks, and then realized I probably stood out like a sore thumb. A woman trucked walked passed me and gave me a brief glance before asking, “You lost?”
“Um, no. “I’m just stretching my legs,” I said shyly. “Too bad I’m not into men,” she said, grinning like a cat. “I think you’re really cute.” The trucker winked and walked over to her big rig. She didn’t appear to be in poor shape. Maybe there was yet hope for me. I promised myself that I’d stroll to one more row and then go. Maybe I’ll be able to sell the Xbox and laptop tomorrow morning. I’m sure I could get $250 for both of them. I searched online to see when the pawn shop would reopen, but they were closed because it was Sunday.
In frustration, I hung my head. What was I supposed to do now? As I looked for any lady who would have me, my stress level rose once again. I just happened to notice one. She was dressed casually in black leggings and a tank top. I recognized her as she came closer.
“What are you doing here, Jacob?” Chelsea, Mark’s cousin, said. I’m not sure what got to me, but it all spilled out in an emotional tangle of words. “It’s okay, Jake,” she murmured as she hugged me. ” It happens. Every other month, I come here because I can’t stop buying things from Amazon. Just follow me if you want to make that money.”
I felt better after letting it all out, and I didn’t feel so alone. We moved on to the next row, where she pointed out two trucks, one red and one blue. As we approached, a rather old man climbed down from the red one and a big middle-aged man came from the blue one.
“Hello, Rich,” “Hey there, baby girl,” said the older man in response to her greeting. “Are you looking for trouble tonight?” Chelsea nodded jokingly. “Who’s your friend?” said the burly man. She addressed me as Jake. Rich shook my hand before giving Chelsea an overly friendly embrace. His hand moved down to cup one of her ass cheeks. Meanwhile, the burly man gazed directly at me, taking my attention away from what was going on with my roommate’s cousin.
“That lovely heavy man standing there is Abraham. But we all refer to him as Abe. Abe, this is Jake. Once Rich and I have some catching up to do, why don’t you two get acquainted?” Chelsea said. It suddenly occurred to me what she had just offered. The feeling of utter horror poured over me. I slowly turned to face Abe. He stood there with his arms crossed and a disdainful expression on his face.
We both saw Chelsea jump into Rich’s truck as he pushed her in with his hand on her ass. Rich got in behind her with a devilish grin on his face. Abe approached his truck, swung open the door, and stepped to the back of his trailer. My feet and legs seemed to move on their own. I did what I’d seen twice earlier this evening and hopped inside the truck. Except for the can of Monster Energy and an open bag of chips, everything was mostly clean. Abe entered through the driver’s door.
“Close the door,” Abe instructed sternly. “You’re new at this, aren’t you?” he questioned, looking me over again. ” I can tell because you look like a deer caught in the headlights. So, since I get to break ya in, I’ll offer you $40 for a blow job. Normally, I only pay $20.” He then took two $20 dollars from his pocket and tossed them to me. Abe went to the back of the cab, where there was some kind of bed. He unzipped his pants, revealing a flaccid 4″ hung cock.
“The faster you make me cum, the sooner you’ll be out of here and onto the next one,” Abe said. I suppose money was money. I thought on all of the porn I’d seen in my life and wondered how this would turn out. I knelt between his legs and smelled a musk. I’m not sure if it was his body odor, sweat, or a combination of the two. I did what the girls in the porn videos did and dived in. I put his thick cock in my mouth after holding it upright in my hand.
“Watch the teeth,” Abe hissed. I began to glide my lips back and forth over his cock, loosening my jaw. My head began to bob up and down with a little suction as his cock hardened. I was thinking to myself, “I’m going to do it. I’m truly actually giving someone a blowjob.” I suppose that wasn’t too horrible. I was getting used to the motion and picking up speed. Abe sighed as I noticed my lips become slick with saliva and a bit of his pre-cum. As my confidence built, his hips began to push towards me. I was now desperate to make him cum. It was beginning to excite me.
As he began to fuck my mouth, I felt his big hand on the back of my head. He groaned loudly with each thrust till he shoved his cock deep into my throat and spilled his fill. That was unexpected. I nearly puked as his cum flooded my throat. I choked on it and gagged. My eyes watered as his sperm dripped from my lips. Abe lay there exhausted and breathing heavily. “Damn boy, that was really good,” he said breathlessly.
I was taken aback. I was kneeling in the middle of a large rig, cum flowing from my mouth. What on earth was I doing? And did I like it somewhat? Abe stood up and thrust his tongue into my lips. I attempted to shove him away, but he was too strong for me. He stopped and stared at me. Abe smiled and threw me a half-clean hand towel. I wiped away the slimy mess that had formed around my mouth. “You can wash your mouth out when you go outside,” he continued, handing me a can of Sprite. I left as Abe began to pull up his pants. Still a little dazed, I washed my mouth with warm Sprite and swallowed the rest. Rich’s truck was softly shaking side to side as I looked at it. Chelsea wasn’t finished yet.
“Hey, check down the row for a purple truck. Tell Boris that I sent you” As he locked up his truck to go inside the truck stop, Abe said. I had forty dollars in my pocket. If I only got through this, I wouldn’t have to do it again. It was just for tonight. None of these folks had ever seen me before. I followed Abe’s instructions. I approached the purple truck after spotting it. I knocked softly on the driver’s door and waited. In the window, an older but similarly built man appeared. “Abe sent me,” I screamed. His brow furrowed as he opened his door. He signaled for me to sit on his bed in the rear of the cab. This truck appeared to be more modern. It was much larger.
“Did Abe send you? Why don’t you show what you’ve got to Boris?” He coaxed a European accent. I just needed money and wanted to get this night over with. I said, “So, what exactly are you looking for? What are you willing to pay?” I asked. “Don’t worry sweetie, Boris will take excellent care of you,” he grinned. He took out his wallet and took out a $20 bill. “Come now, let Boris see what he is buying,” Boris added as he threw it to me. As he drew the curtain and sat on the edge of the bed, I undressed. In a stranger’s truck, I was now completely nude.
“Boris would like to see you play. Don’t be shy, “He was encouraging. I leaned back against the wall and spread my legs to feel more comfortable. I lay down to touch my cock. I closed my eyes and tried to recall a recent porn video, but all I could think about was Abe’s cock in my mouth. Boris appeared delighted as my cock hardened at the thought. His hand rubbed my foot, then up my ankle. When I opened my eyes, his cock was out and he was watching me masturbate.
“You’re really gorgeous,” Boris said hungrily. “May I?” he inquired, nodding towards my foot. “Sure,” I answered, confused. Boris laughed and went into his pocket for another $20 to toss past the other one. He licked my toes and kissed them. It caught me off guard, but watching him do that as both he and I masturbated was a little erotic. I watched him stroke his cock, which was roughly 5 to 6 inches long. I wasn’t sure whether I was supposed to come, so I slowed down a little, but Boris was still going strong and sucking on my toes. He stood over my feet, making a high-pitched moan.
As he roared in climax, streams of his cum shot onto my feet. I just sat there, confused once more. “Why don’t you get up and show Boris your ass?” he replied with a glassy eyed expression and a smile. I rose up, his warm cum still on my feet, and faced the curtains. I could see Chelsea outside with another possible client through the slit. Boris shifted to the middle of the bed, just behind me.
“Mmmmm, beautiful ass. Show Boris more, please,” He said. When I gave him an inquiring look, he pulled out another $20 and said, “Boris has much more. Don’t be worried. You make Boris happy, and I make you happy.” I hunched over and spread my cheeks. Fortunately, I had a shower this afternoon. Then something touched my asshole and nearly made me leap through the roof.
“Whoa! Baby, relax. Boris is just willing to taste. Come on now. I’m ready to pay $20 for a taste” Boris calmed me down. I got back in position, still hesitant. This time, I was more prepared for what was to come. His tongue gently pushed into and around my hole. It was really sensitive, and I had no idea how to react. The more he pushed his tongue in and around it, the more pleasurable it got. I let out a few little moans. I didn’t intend to, but I couldn’t control myself.
When I turned around, I saw his face behind my ass, and he was gently stroking his cock. My cock was rock hard from that erotic situation. His tongue probed farther inside me, but then he began to use his finger. It circled my anus before softly inside me. “Wait wait wait…” I said, breathlessly.
“Boris will take good care of you, so don’t worry. Just relax,” Boris said lovingly. His tongue was massaging my asshole once again, and I noticed a few more $20 being tossed into the pile. I was simply thinking about paying rent and the overpowering sensation in my ass. Boris was now opening me up further more with his tongue and finger. I began to jerk myself away, but he stopped me. Boris did it himself, stroking my cock slowly.
“Oh my god,” I shouted. As a hand massaged my ass, his tongue probed deeper inside me. I was becoming ecstasy drunk. Boris stood up and pushed me into the bed. He got me down on all fours and began to pleasure my asshole. I turned around as I heard him open something. It was a lube tube.
“No way, no how…” I tried to protest, but Boris cut me off “It’s all right, baby. Boris will look after you.” I shook my head and attempted to roll over, but he stopped me.
“It’s all right, baby. Boris isn’t going to do it. Just a llow Boris to feel it. Just let my cock feel it. No go inside,” He murmured. His now sticky cock slid up and down the gap in my ass. Waves of pleasure rushed through me each time the length of his cock stroked over my hole. “Oooooooh,” I moaned. Boris massaged my cock again, and his other hand began to gently twist and play with my nipple. He was practically dry humping me, and it felt great.
The weight of his body pressed me against the bed. He was now resting flat on me, his cock still moving between my ass cheeks. His voice trembled “Ooooh, you make Boris feels so good. Boris will look after you well.” He leaned over, grabbed two $100 dollars, and showed it to me. My goal was accomplished with lustful eyes and a triumphant smile. But I knew what was going to happen. I had to do my part immediately. I pressed my ass back into him, and he understood that was the cue. His hard cock slipped directly into my virgin asshole. It was like someone had knocked the air out of me. I felt every inch of him in me.
As I felt him pull back and thrust into me again, his hand began to play with my nipples. I let out a “ugh” with each thrust. I was now getting fucked for money by a trucker, and I was having a good time. Boris began to speed up. He was fucking me with full force. Driving his cock in my ass again and over.
“Oh my god…ugh! ugh! ugh!” I groaned and moaned. Boris pounded away with, “Please take my cock. Fuck! Nice ass! Oh, I’m going to fuck you like a pussy! Oh, my pussy! My ass!” Boris fucked me nonstop.
“Oh yeah! Fuck me! Fuck me please!” I yelled in pleasure. I didn’t even notice his door opening. Abe went through the opening in the curtains. Boris rolled us over when he got naked. I was now riding his cock in a reverse cowgirl position, like I’d seen so many girls do in vids. Abe put his cock in my mouth as Boris thrust upwards, and I sucked. He was quickly rock hard. I couldn’t believe it was happening to me. I was treated like a cheap whore.
I watched Abe take his cock from my mouth and position himself in front of me. Oh no, h e wasn’t going to try to and do what I thought he was going to do. I said, “No, wait! Wait! “But Abe was already trying to get his cock in me. I felt my anus stretch, and they were both inside me. I was completely stuffed down there.
“Oh my god! Oh my god!” I yelled. I wouldn’t say it hurt, but I was definitely stuffed. Boris and Abe both slowed and began to slide in and out. Two truckers were double penetrating me. There was a slight burn at first, but it quickly faded to the previous sensation. All I could do was hold onto my life while these two brutes fucked me.
“Abe, fuck this bitch! Fuck him good!” Boris screamed. Abe was all over me, kissing my neck and nipples while I was being ravaged from head to toe. I peek over Abe’s shoulder to see Chelsea in the passenger seat, one hand squeezing her tit and the other fingering fucking her own pussy.
I couldn’t take it any longer. My cock was rubbing between Abe and me, so I came. My cum shot out and brushed up against us. Abe and Boris couldn’t hold out much longer, either. Abe pulled out and shot his load on my face and chest. Boris grabbed me, and I felt his cock stiffen and shoot deep into my ass. Chelsea finished with an ecstatic scream. So I either sat or laid down, exhausted. Boris pushed me off of him, and I simply lay there spent. I felt a little dirty. “This is what being a condom feels like,” I joked.
Abe got out of bed and dressed. Chelsea put herself together as Boris stood up. He took all of the money and set it next to me. He cleaned himself off with a towel. I could feel the throbbing in my asshole. I don’t believe I will be able to sit for a week. Boris tossed a coin at me and added, “It’s for the truck stop shower. Take it and go. I’m sleepy.”
I gathered my belongings so Chelsea and I could leave. “So how’d you do?” she asked as we went towards where I had parked. I told her that I had gotten what I came for. I gave her the extra money because I made more than $250. She kissed my cheek and said, “Thank you, see you next time.” And then she winked at me and rushed off to her car.
Originally published on literotica.
