Business Trip Surprise

“Well, since you’re asking,” I said, “Would you mind taking me to the airport?”

“Sure!” he said happily.

“Awesome,” I said, “I want to head out as soon as I finish getting dressed.”

“No problem,” he said.

I went into my bedroom and saw the socks and jockstrap he slept in on the floor. I picked them up, sniffed them, and he laughed.

“You’re such a freak,” he said.

“Yeah? Then this is really gonna blow your mind,” I said as I put the jockstrap on, followed by the socks and then my jeans, which were probably his jeans, and one of his shirts. Then I walked over to the shoes he was wearing yesterday that he left by my closet and put those on.

“That’s so fucking hot,” he said.

“I’m gonna wear this until I go to bed tonight,” I said. “Go get dressed so we can get outta here.”

Instead of going to his room, he went into my closet and came out wearing a pair of my boxer briefs and a t-shirt. Then he picked up the jeans I was wearing yesterday and put those on, followed by putting on a pair of my shoes without socks.

“I’m still wearing the butt plug, too,” He said. “I’m gonna keep your seed inside of me until I can’t hold it in any longer.”

I grabbed his ass and pulled him toward me as I tongue fucked his face.

“Let’s go before I’m late,” I said as I wiped my mouth.

We got in the car and headed to the airport.

“I’d give you road head, but you’re still locked,” I said teasingly.

“Yeah, yeah. I figured I’d leave it on for you until I got home,” he said. “Then this thing is coming right off and I’m gonna stroke it to the memory of last night and this morning.

“No, you’re not,” I thought to myself, but “Sounds hot. Send me a video,” is what came out of my mouth.

“You know I will,” he said with a grin.

We got to the airport, I got out, got my luggage, and hugged him. “I’ll text you when I get to the hotel,” I said.

“Sounds good. See you in a week,” he said.

I checked my bag, got through security, got to my gate, and about 20 minutes later, I got a text message from my cousin.

“Did you hide the keys to my cage?” he asked.

“No?” I responded.

“I can’t find them,” he said.

“Getting on the plane soon,” I responded.

“You swear you didn’t hide them?” he asked.

I got on the plane, took the keys out, put them on the tray, took a picture, and sent it.

“Swear,” I said.

“OMG, I can’t believe you!” he responded.

“I didn’t hide them. I took them. Enjoy your week,” I said.

“Ugh, I’m so mad at you right now,” he responded.

I responded with a thumbs-up emoji.

“Have a safe flight,” he said a few minutes later.

I responded with a heart emoji.

“Shut up,” he said.

The flight and trip to the hotel were uneventful. As promised, I sent him a text when I got to my room.

“I’m still mad at you,” he responded.

“Aww, I’m sorry little cousin. Did I ruin your plans with Dillon?” I asked.

“No,” he responded right away.

“Maybe,” he followed up a minute later.

I didn’t respond. Instead, I checked flights from our home airport to Vegas, and the next flight wasn’t until first thing in the morning, which was fine because it was already close to 8:00 PM in Vegas anyway. I bought him a ticket for the duration of my trip, and then I sent him a text message that said, “Check your e-mail.”

“Are you serious?” he asked a few minutes later.

“See you tomorrow,” I said.

“Holy shit. What do I pack? What should I wear?” he messaged me back.

“Calm down,” I said. “Wear whatever you want. I’ll be busy during the day, but we can hang out in the evenings.”

“Thank you,” he said a few minutes later.

I sent him a picture of me wearing his jockstrap and socks still, and then he sent me a picture of the butt plug still in his ass.

“If you’re going to have Dillon over, be sure he puts a load deep inside you and send me a video,” I said.

“Will do,” he said.

We messaged each other back and forth for a little bit, and then he said he was going to pack and go to bed. I sent him the name of the hotel and my room number. I told him I’d leave an envelope at the front desk with a key in it for him and to get settled in once he got up to the room.

The next morning, I woke up to a few videos in my text messages of Ben getting used like a fleshlight. One video was Dillon throat fucking Ben, and another video was Ben’s ass getting impaled by Dillon. The last video was from Dillon, and he was putting his socks and underwear that he was wearing when he came over into Ben’s bag that was already by the door with a message that said, “For you. Maybe I can come along next time, too.”

I went about my day at the conference and got a play-by-play from Ben throughout the day. Dillon offered to take him to the airport and offered to pick us both up since I arranged for Dillon’s return flight to be the same as mine.

Then I got a flurry of messages from Ben. He got stopped at TSA. I don’t know if it was a random selection or if the cage showed up on the body scanner.

“Omg. TSA stopped me, did a pat down, and then asked what was in my groin. I tried to tell them it was a chastity cage, and I didn’t have the key with me, so I couldn’t take it off. They took me into a little room off to the side so they could see it, and it was so embarrassing!”

“Were you wearing the butt plug?” I asked.

“No, I didn’t put it back in after last night, but I also haven’t shit since the night before so now both your two loads and Dillon’s load are deep inside me. I feel like such a slut,” he said.

“Good, keep that shame and embarrassment in mind when you realize you’re flying to me just to get fucked again. Whore,” I said.

“Omg, reading that is making me hard in my cage. Getting on the plane. See you soon,” he responded.

I went about the rest of my day and got up to my room around 6:00. I checked on the status of Ben’s flight and saw it would be landing soon. I decided to take a shower and beat off to the videos that Ben sent. Watching Ben get used by Dillon was super hot.

A short while later, I got a message from Ben saying he was on his way to the hotel. I told him I was in the room and to come straight up and that he could get his key in the morning from the front desk.

I was watching TV, and there was a knock at the door. I looked through the peephole and saw Ben. I opened the door, and he came in. I was wearing just a t-shirt and underwear.

“Long time,” Ben said with a smirk.

“Too long,” I said with a smirk.

I grabbed his ass and made out with him as the hotel room door closed softly.

He started to undress. First, he kicked off his shoes, which I noticed were Dillon’s, and then he pulled off his shirt and dropped his pants. He was down to his socks and underwear.

“Can you PLEASE unlock me now?” he begged.

“I suppose,” I said as I walked over to my backpack to get the keys.

I made a little bit of a show pretending to look for the keys.

“Uh oh,” I said.

“What do you mean ‘uh-oh?'” he said with a trace of panic in his voice.

“I could’ve sworn I put the keys in this pocket when we were home, but they’re not there. They’re not in any of the pockets,” I said.

“Shut up,” he said. “You’re just fucking with me.”

“Look for yourself; they’re not there,” I said.

He walked over to me and started to rummage through my backpack.

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