(Next morning)

(Andy’s POV)

A cool feeling spreading through my anus roused me from my slumber. Opening my eyes, I was met with my stark naked form, on my side as Mr. Kidnapper focused on my asshole. Smiling, I greeted him.

“Good morning, lose something in there last night?” I bit my lip as I felt his fingers rub around my anus. His eyes met mine for a moment, before looking back down. Remembering the torture he put me through last night, I shuddered as I recalled the excruciating pain that I felt from my ass. Wondering what he had done to fix that, I leaned up and looked at what he was doing.

He had some form of cream in his hand, and he squirted out small amounts onto his finger before applying it. Letting my head fall back, I felt his fingers rub me as I spoke.

“You’re acting nice again.” This caused a reaction, as he flicked my ass cheek.

“Your ass was messed up, so I got something to help.” I pouted as he continued to medicate my abused fuckhole. I sighed as I replied “Toys are meant to be broken.” He glared at me for a moment before looking back down at my ass. I cried out from the sudden sharp pain I felt in my rectum. The frustrating man flicked it directly.

“Can’t continue enjoying a toy if it’s broken, can I?” I blushed, averting my gaze as he finished up. Giving my butt two soft slaps, he got up and threw my shorts and shirt towards me. Holding the articles of clothing, I smiled as I stood up and walked into him. Dropping the clothes, I wrapped my arms around his body.

“Now what would I need those for?” Watching him lift his hand to my face, I closed my eyes and leaned in…

Flick

“Ow!” Holding my forehead, I glared up at him as he retracted his hand and spoke.

“Act normal, I can’t have some sex crazed psycho walking around naked.” Pouting, I bent over and picked up my discarded clothes. Leaving my ass high in the air, I turned only to see that the trucker turned back to his seat to sit down. Grumbling, I reluctantly dressed myself. Once I was dressed, I took a glance at the empty passenger seat before stepping up to my kidnapper’s chair. He had a quirked eyebrow as I kneeled next to him, wrapping my arms around his chest. Moving my hands down to rub his crotch, I looked up at him and said “What? Start driving.”

He gave off a deep sigh, but thankfully didn’t force me back to the passenger seat as he put the truck into drive and pulled out of the truck stop. Smiling, I continued to rub his legs and crotch, sighing in satisfaction when I felt his dick start tenting his pants. Unbuttoning his pants, I pulled the front down on his pants slightly as I reached my hand under his underwear and pulled out my prize. My kidnapper sighed in resignation as I began to stroke his cock up and down. Not wanting to waste any time, I scooted closer to his lap, bringing my head over his dick before opening my mouth and dropping my head down on him.

Happy to hear his sigh transform into a groan, I happily bobbed my head up and down in his lap as we drove down the road. Gulping down his precum, I giggled with my mouth full. Despite my best efforts yesterday, he was still pumping out precum. I was almost disappointed when he interrupted my drinking by face fucking me. I wished I could have stayed there the entire night, sucking him dry. Feeling his hand impatiently push down on my head, it seemed like he wouldn’t let me do so now. I let him push me down all the way, my nose pressing into his skin. I swallowed a few times, watching him shiver as my loud gulps filled the cab. I liked the truck, there was no one to get in the way of me and my daily dose of cock. Sucking hard, I turned my eyes to look at the floor in front of him. There was a lot of space there…

Releasing his penis from my mouth with a wet smack, I sent an impish smile his way as he watched me crawl in front of him. I spread his legs a bit, checking behind me to see if he could still use the pedals. Confirming that I wasn’t about to suck us into an early grave, I returned my lips to his dick. I playfully licked the underside of his glans before widening my jaw and taking him in fully once more. Gulping, I could feel how my throat muscles were bringing him to the edge. I gleefully continued, feeling his thighs tighten under my hands and his cock extend an extra inch down my throat as he did his very best to make my stomach pregnant. I sat there as hot cum flowed straight down my esophagus, completely skipping my throat. Since I wasn’t working his penis overtime, my belly was able to handle the pumps as they came.

I wanted to give him my all. but I don’t think either of us wanted him to pass out while he was driving. My heart soared at the memory of bringing down this big brute. His cock softened a degree in my mouth as I had a wonderful idea. If I made him pass out, he wouldn’t be able to stop me from enjoying his precum. Tonight’s plans made, I kept his penis in my mouth as I slowly worked his shaft. After around 5 minutes, his cock started getting hard again. Tucking into his penis again, I bobbed my head up and down to my heart’s content.

(1 hour later)

(Jason’s POV)

I sighed as I focused on the road, trying to work out plans in my head again. Andy had truly fallen off the rocker, if his current position between my legs was any indication. The slutty kid wouldn’t take no for an answer, stubbornly keeping me in his mouth no matter how many times I came. When I first ejaculated down his throat, I thought he would finally get into the passenger seat. Instead, he just sat down there, humming with my cock down his throat. The sensations quickly aroused me once more, as my captive began working his head up and down. I looked down at him, as he happily sucked me off again. I had lost count of my orgasms after the 5th one, since that was the last one where I actually shot out semen. Now I just dry pumped his throat when I came. I shuddered as I came again, my cock trapped in his muscly throat as it throbbed wildly. Sighing, I tried to think as my cock quickly became hard again. Ignoring Andy’s bobbing head, I thought of how to get him to act like himself again.

He had changed a lot since I first took him, and now he didn’t seem like he wanted to go back. He seemed perfectly content staying with me and breaking himself to please me. It was unhealthy for him.

And probably for me as well, losing this much fluid. I already felt thirsty from his actions last night. I needed to get some water before I dried out. Refocusing, I thought back on the conversation I had with Blaire while posing as Andy. He had some sort of trip planned, his uber ride was going to take him somewhere in Nebraska. Blaire mentioned a ‘con.’ Grabbing my phone, I opened it, intending to search for the words ‘Nebraska con’. Andy looked up at me, thinking I had different plans.

He posed with both of his hands as peace signs, before crossing his eyes as he sucked his cheeks in around my penis. Seeing him maintain the pose, I sighed as I opened my camera app and took a picture. The fake shutter noise sounded out from my phone, causing him to smile with his eyes as he dropped the pose. I thought that would be the end of it, but I saw him form a different pose, this time pushing his head to the base of my cock while maintaining a deeply horny expression with his eyes.

Taking another picture, this continued until I had over 30 different pictures of him making slutty poses and expressions, using my penis as the main prop. One was him with my cock out of his mouth, staring at it with an expression of extreme disbelief as he compared it to his forearm. Another one he held his mouth at the tip and pretended to blow it like a trumpet, his fingers miming pressing notes. Only after taking one of him simply smiling at me with my cock resting against the side of his face, did he continue sucking me off normally. Closing out the camera app with a dizzying number of pictures added, I pressed search on the typed words.

Results for the “Nebraska Comic-Con” immediately popped up. A quick read of the top article showed that it was happening this week, with today and tomorrow being the last days. This seemed like the kind of nerdy thing that Andy would be into. Checking its location, it actually wasn’t that far. I had already turned around, driving away from the Nebraska border. Adding it as a stop on my mapping app, it said that we would reach it in three hours. Plans set in motion, I turned my attention back down to Andy. The relentless dick sucking machine was still there, not one thing had changed in the past hour and a half. Placing my palm against his forehead, he gave a confused tilt of his head, with my cock still in his mouth. When I began to push him off, he resisted. Moaning loudly, he pushed against my hand, trying to keep my cock deep in his throat. Gripping his hair, I eventually tore him from my crotch, a wet pop coming from his lips.

Raising his hand, he pulled my hand off of his forehead before grabbing my dick. Holding it tightly, he glared up at me as he said “Can’t you see I’m busy?” Genuine annoyance covered his face as he pumped my dick with his hand. Grunting, I responded “Give it a rest, my balls hurt.” He rolled his eyes before trying to take my cock back into his mouth. When he instead met my palm again, he sighed. “Alright, I got it.” Lifting my palm, Andy began to shuffle out of the cubby hole. At least I thought that was what he was going to do, before he suddenly darted his head back to my cock, kissing and licking the head loudly. Grabbing him by the hair, I pulled. Andy flinched and giggled as I led him out. Once he was standing next to me, I watched him frown deeply as I put my cock away.

“You’re no fun…” The boy pouted as he walked over to the passenger seat. Plopping down roughly, he put on his seatbelt before leaning his head in his hand to stare out the window. Grabbing his phone, I held it out for him to open. He quirked his eyebrow for a moment before unlocking it and handing it back to me, not sparing it one glance. I searched through his browser history, chuckling when I saw all the searches on porn sites. Apparently Andy was a boobs guy. At least he used to be a boobs guy, now I could safely say that he was a cock guy. Ignoring the scandalous searches, I was happy to find his purchase receipt for his Comic-Con ticket. Downloading the virtual ticket onto his phone, I closed out the browser and gave it back to him. I pulled out my phone to buy myself a ticket, before Andy snatched it out of my hands.

“Hey!” Turning my head, I saw Andy tapping away at the screen with a grin on his face. He curled up in his seat, pulling himself out of arm’s reach. Just as I was about to threaten him with pulling over, he sheepishly handed my phone back. Glancing at my phone, I saw a text message open, with 32 familiar pictures being sent to an unknown number. Seeing the message go through, I looked at Andy as he gleefully examined his phone. As he looked at the pictures, his face became clouded deeply with lust and desire. His face flushed red as he turned to me and spoke.

“H-hey, t-think you can pull over somewhere for a bit?” He rubbed his knees together as his blush deepened. When I replied “No” he turned his head and bit his fingers angrily. This maddened chewing continued for a minute before his face brightened up significantly. Andy unbuckled his seat belt before he ran into the back, a sly “Be back in a minute!” flying out of his mouth. Debating on whether to pull over or not, I heard the click of a plastic cap. Wondering what the hell he was doing, I began to hear his soft moans come from the back, along with wet squelching. I sighed in exasperation, listening to Andy finger his ass rapidly. He continued to masturbate, as his moaning increased in volume. My cock grew hard again as I heard his familiar yell, the one he made as he came hard.

After a minute, Andy returned to the front and sat down on the passenger seat. His face was flushed, and he wore a very satisfied expression. Letting out a deep sigh, he turned to me and spoke.

“You’ll need a new pillowcase.” I slowly turned my head to glare at the frustrating little slut. Andy laughed loudly, holding his belly before waving his hands at me.

“Just joking! Just joking! hah… but for real, we should grab some more socks somewhere.” Andy’s face flushed a bit as he turned his ass on the chair and held up his bare feet in my direction, playfully wiggling his toes. Looks like he used his one clean sock as a condom. I turned my head away from his pale soles. I could practically hear his triumphant smirk as he dropped his feet back to the ground. He would need something to cover his feet for Comic-Con. Turning into a small travel store, I put the car in park. Andy turned his head to me, glaring sharply.

“You couldn’t stop somewhere earlier, but you do now?” Turning away from my angry captive, I replied.

“I stopped to buy something, not fuck you. Stay here.” Opening my door, I heard Andy yell out “You can do both!” as I shut the door. Walking towards the store, I turned my head to look at Andy through the window. He was flipping me the double bird again as I walked away. Shaking my head, I went inside.

(Andy’s POV)

I turned to watch Mr. Kidnapper climb back in the truck. Sitting down, he fished something out of the bag and tossed it into my lap. Seeing the black crocs land against my legs, I turned to him with a teasing smile.

“What, no socks for me? Don’t tell me you’re into feet.” I turned on the chair towards him, ready to flash my bare feet at him again in hopes of provoking him. I stopped when he set the bag down, seeing condoms spill out. Bending forwards, I took one of the packs out. Seeing the extra large condoms, I blushed as I spoke.

“I don’t think I can get pregnant, but you’re welcome to try.” I unbuckled my seatbelt, striding over to him. Hugging his side, I grabbed his cock through his pants. My kidnapper just sighed, replying.

“There not for me, there for you. You have a bad habit of cumming everywhere. You need to wear these from now on.” My blush deepened at his accusatory tone, I couldn’t help how I reacted to his touches. Trying to sneakily slip my hand under his pants, I yelped when he chopped my forehead with his hand. Grumbling, I returned to my seat. Picking up the crocs, I pulled the plastic connector apart before slipping my foot inside. I smiled when I saw that my black nail polish was visible through the holes at the bottom. Putting the other one on, I thanked my kidnapper.

He just grunted in affirmation. Slightly disappointed, I clicked my seatbelt as we drove off.

(2 hours later)

I passed the time responding to a few of my friends’ messages. They were asking me how Comic-Con was going. Letting Mr. Kidnapper know what I was doing, I gave meaningless replies like it was going well and how much fun it was. A few asked for pictures, but I ignored their messages. It’s not like I ever made it there. I smiled to myself, thinking of some other pictures that I had of my trip.

Closing my phone, I watched the road pass by. The silence was a bit dull, but I didn’t really have anything to say. Thinking for a moment, I turned my head to the trucker to ask a question.

“Got any music?” He looked my way for a moment before reaching over and pressing the cd button on the dash. Clicking to the first song, he pressed play. As he turned the dial up, I couldn’t help laughing as I heard Linkin Park’s Papercut start playing. The music filling the cab, he turned his head to me as he quirked his eyebrow. Seeing the man almost pout, I stifled my laughter as I spoke.

“You would listen to Linkin Park.” He rolled his eyes as he turned the music up slightly, saying “This was the best music when I was in school.” I laughed a bit harder at his words.

“God, you’re old.” I smiled as I stared at his face, he looked down right grumpy. Turning my head to stare at the road, I sang along with the song. I avoided his pointed stare as I continued singing, moving my arms back and forth to the beat. As the song came to an end, Mr. Kidnapper pressed pause before the next song could start, before simply staring at me. A small amount of heat came to my face as I confessed.

“Everyone who pretended to be cool in my town listened to Linkin Park religiously. I’m guilty as charged!” I mimed putting my hand on a bible while raising the other, before I couldn’t contain my laughter anymore as I cackled in the passenger seat. The man just shook his head before pressing play once more. I sang along to the next song as well, hearing my kidnapper hum along as well. Guess the big guy was shy. I sang loud enough for the both of us as we drove through some city.

I was too busy staring at him to see the city sign. As I sang, we stopped at a red light in some large intersection. Looking around, I saw another semi-truck come to a stop next to us. The driver was a fat guy with a long beard. He turned his head to look my way briefly before his eyes widened and he turned back. I giggled and gave him a small wave. The driver stared awestruck for a moment before we started driving, leaving him behind. Gone were the days of me being embarrassed about my attractiveness, now I just owned it. It felt nice being appreciated, and I was happy to see I turned both male and female heads. Maybe that was my issue before, I lacked confidence in myself. Now, when I proudly walked through gas stations or small stores, I felt the stares and happily smiled back.

I faltered mid lyric as I noticed a guy walking by in a storm trooper costume. I laughed out loud, a little early for Halloween my guy. Ignoring the man who obviously didn’t fit in his costume, I kept singing along. My lyrics trailed off when I saw more people wearing some crazy, out of place costumes. As we turned the corner, I laid my eyes on the expo that I had planned on attending this week at the end of the street. I turned my head to the trucker, mouth open but no words coming out. He looked my way before talking.

“My boss changed my destination, this was on the way, so I figured we could stop.” He drove along the street for a while, eventually finding parking in some public lot a mile away from the expo. He told me about the online ticket on my phone as he exited the vehicle. I stayed silent, forgetting how to talk. My door opened, revealing my kidnapper.

“Hey, come on. Let’s get going.” I unbuckled my seatbelt, dimly exiting the vehicle. He closed the door behind me, before turning and walking towards the street. My feet were halted in place, as I said “Hey…”

The man turned, and then raised his arms in alarm as I jumped into him. Latching around him with my arms and legs, he staggered back as he tried to keep us both upright. I held him tighter, repeating “Thank you!” over and over again. While I had come to enjoy my time with him, I was sad to miss out on the con that I’ve been wanting to go to for over a year. The man patted my back hard, trying to get me to come down. Eventually complying, I held his hand and started to drag him forward to the venue.

Walking side by side, I blushed as I stared at his hand in mine. A good 20% of our time together, his cock has been inside of me in one hole or another, but this was the first time we were holding hands. Walking down the crowded street, I listened in on other people’s conversations. I heard all sorts of topics about the con, adding interesting sounding destinations to my mental list. I also heard a few disgruntled voices, referring to Mr. Kidnapper as a lucky asshole.

He did look a bit like a squid when standing next to me, but I didn’t care. The losers grumbling behind me didn’t have 1/4th of what my kidnapper was packing, if their tight pants were any indicator. Grabbing his arm, I cuddled up to the trucker as we kept walking, much to the chagrin of the little boys behind me. Ignoring them, I enjoyed the effort people put into their costumes as we got closer to the Con proper. In the weeks leading up to this one, I was far too cowardly to prepare a costume, instead planning on attending in normal clothes. It felt funny to recall how I used to think. Something as simple as dressing up would never make me falter now.