An Overdue Trip

I knew coming to see you wouldn't be easy, but I was counting on that.

I got dressed early that morning. I looked at my unassuming body and outfit, pleased with what I saw. A t-shirt over a lacy bra, flimsy lace panties, a long, soft skirt, ballerina flats. I opened the package you sent to me, as I mentally checked my packing list.

I looked at the three anal plugs and lube carefully wrapped in tissue paper. I knew you wanted anal sex, but being unused to anal play, I hesitated. The note was simple: lube up the smallest plug and insert it into my ass. It may have been marked small, but it was the biggest thing I've ever seen. My asshole clenched. I closed the box and took a deep breath as I tossed it onto the bed.

I knew that if I wanted to see you, I would have to comply. I couldn't show up unplugged and I wanted your cock too much to back down now, so I opened one of our favorite porn sites for inspiration.

I scrolled down the videos you'd sent me before, that I had bookmarked. I settled on one that featured an anal slut. The idea made me wet. I removed the small plug, lube, and found my vibrator. I watched as several men surrounded the petite woman, their cocks raised and glistening with pre-cum. I knew they'd shoot their load soon after penetrating her holes. I watched each man fuck her in her mouth and pussy while I fingered myself. I barely took my eyes off the screen as I squeezed the lube over the bulb of the plug. I bent over onto my elbows as I pried my cheeks open. I watched her get fucked as my pussy became wet. I used the vibrator on my clit. It didn't take long before I called myself a slut and came hard. As I started cumming, I took the butt plug and pressed it against my anus. With each wave of orgasem, I pressed and pushed until it was inside my ass. I sighed and rolled onto my side as I rode the orgasms.

The car was here to take me to the airport. I began to get nervous. Though the airport wasn't busy during this early hour, I knew that the metal plug would alert TSA and I would be pulled aside. My carry on held the two larger plugs and the lube. I'd memorized your instructions before I left the house. The papers would only delay the inevitable, and I didn't have time to read them over and over again.

I tried not to fidget while in line for security check. It was not long before I was up next, I put my carryon into the tub and onto the conveyor belt as I stepped into the scanner. I knew that it would go off, but I was still rattled as I knew what may happen next. The agent looked at the scan and gave a nervous glance to the other agents. I blushed. They pulled me aside and asked me some questions. My baggage also alerted the agent viewing the x-ray screen. They pulled my bag and asked me to step into a small room with a table and a couple of chairs. A large sweaty agent leered at me, knowing what area of my body was alerted on the screen. He held up a hand to another agent who asked him if he needed assistance. He firmly closed the door behind us. I immediately felt claustrophobic.

He dropped my bag onto the table. I looked around the room, saw the small camera in the corner, the red light blinking lazily. I wondered how many people were watching.

"Miss," he started, "Do you know why we pulled you from the line?"

"No," I answered quietly.

"It seems you have something, ah, metallic on your body. Do you care to explain?"

"Apostrophe," I replied, quietly, using the code word as instructed.

The man's hands hesitated on the zippered opening of the case.

"Apostrophe," he repeated quietly. "Well, then, that makes this a different scenario." He hitched up his pants, turned to me, and grinned.

He then instructed me to strip down for further inspection. The room was cold, but I complied. My nipples immediately became erect, my skin was gooseflesh. He opened the door and called out instructions to someone. I stood in the corner, chilly and exposed.

He pulled the small bag onto the floor and told me to walk to the table. He shoved me until I was bent over it, pressing the side of my face onto the sticky and cold surface. I knew he could see the plug between my butt cheeks. I could feel his hot breath on the back of my neck as he bent over me. He glanced back at the camera.

"Do you know what's about to happen to you?" He asked. I wasn't sure, but I had an idea. He moved aside, giving the camera a view as he pried my ass open. I felt raw and exposed as he pulled at his belt, unzipped his pants and opened them. I could feel the rough cloth against my cheeks. I feel him yank at his cock before his fingers dig into my ass to pry out the plug that was sucked inside me. I tried to tell him about the lube, knowing what was going to happen. He twisted and pried the plug from me, a popping sound as it pulled free from my now slightly gaping asshole. I startled when he spat on it and I could feel him holding his cock against my cheeks as I tried to manœuvre myself better. Thé guard pinned me against the table with his weight, his left hand pressed my face down so I couldn't look at him. He took his left hand from the side of my face, pried my cheeks apart and guided his cockhead to my anus and started to shove.

I cried out weakly, "Do you know what happens to girls who make noises when fucked?" He leered. I barely shook my head no when the door opened. He put his hand into the middle of my back as he started fucking my asshole. I could feel him inching his chubby cock inside me, fucking me, and my feet hopped off of the floor with each thrust. Out of the corner of my eye I saw another agent watching us, his hand rubbing himself through his pants.

The man fucking me covered my mouth as I was unable to stop making noises. I didn't want to scream loudly, but I couldn't be silent. Soon, the thrusts became more forceful and I could tell he was close to cumming. His body stiffened, I wasn't sure if it was my ass or my quiet cries that made him cum, but he pumped his cock furiously as he leaned into me, pinning me against the table. He withdrew and cleaned himself up using my skirt. Then the second agent pulled his cock from his pants. It was much larger than the first man's. Without ceremony, he pushed the head into my anus and grunted. I could feel his girth stretching me wider. I could hear the first agent rummaging through my bag as I was being fucked. My pussy was drenched, seeping out onto the table and then onto the floor.

As I was being stretched with every inch thrusting inside my tight ass, tears ran down my cheeks and my clit strained for friction against the table. I could hear this agent grunting as he fucked me. I knew that people outside the room could hear the table thumping against the wall. Before long, I heard him whisper "Fuck," before unloading into my ass. Before he could pull out, spent, the first agent approached me with the second largest plug in his hand. "Here, plug her up with all that cum," he tossed it to the man exiting my ass. "Let's keep her juiced up for the next guy," he grinned at me. Though it wasn't wider than the cock that just fucked me, I was well lubed to accept the bigger plug. The weight was heavier, and I knew that would take some getting used to.

"Make yourself presentable," I was ordered as the men left the room. I cautiously put on my clothes and repacked my bag, trying not to look at the camera. Did anybody see my humiliation? Who saw it? Would they see me when I left the room and know?

I gathered my bag and left the room, trying not to make eye contact with anyone, humiliated and sore. Somehow I made it to the gate and sat down, gingerly, taking two ibuprofen for the discomfort.

The flight took off without a hitch and I figured it would be safe to relax. I ordered a drink and as I took that first sip of vodka, I sighed. That first drink went down easy, so I ordered another one.