My Brother's Boss P4

Liam

After our last encounter, I could not get Derek out of my head; The way he smelt, the way he moaned, and the way he felt inside me. All I wanted to do was have my brother’s boss inside of me all the fucking time.

By the eighteenth visit, I knew what was going to happen. I had him in my grasp, and I did not want to let go. I walked into the office and saw Derek sitting at his desk, apparently on a conference call. Knocking on the glass door, I waved over to Derek. He waved to someone else, then turned away from the door and continued his call. An assistant I didn’t even know he had until today walked up, handed me a note, and walked away.

Turning around, not knowing what was happening, I started towards the door while opening the envelope to read the paper.

Busy today!

Meet me at my place at 8 pm.

Don’t be late

1248 Charles Way

I practically ran to the elevator to get to my car, shaking with anticipation. What was going to happen? It was always in the office, and never even a word was spoken about actually spending time together.

At 7 pm, a knock came at the door. I figured it was Mark; he must have forgotten his house key again or something like that, but it was weird because he was not supposed to be off until 7:30 tonight. When I opened the door, I saw a man in athletic gear holding a box.

“Liam Jones?” The man asked.

“Yes, that’s me!” I said wearaly not know what was happening.

He handed the box to me and had me sign some tablet he had also been carrying. I paused there for a moment, confused because I had not ordered anything lately, so I shouldn’t be getting any packages. Turning around, I walked into the living room and sat on the couch before opening the mysterious box that had just been handed to me. I opened the box to find tissue paper with a note on the note on top.

Wear this tonight!

8 PM

Don’t be late!

This had been from Derek, and he sent me clothes? What was going to happen? I opened the box to find a small purple lace jock strap and a matching purple silicone butt plug. A gasp escaped my mouth when I saw them, and my dick began to twitch as I imagined what he was going to do to me tonight. Tonight was going to be even better than any other time because we would be able to fuck in a bed—HIS BED!

I hurried into the shower to wash everything and prep like I would need to for the night ahead. Jumping out, I dried off and lotioned up before sliding the lace jock up my legs. It fit perfectly, accentuating my perky round ass.

I took some lube and spread it onto a finger to loosen myself up for the plug, slowly working one finger, followed by two and then three fingers to make sure I was extra ready. Once I thought I was ready and already supporting a massive boner. I inserted the plug into my hole, shaking with excitement, knowing that was not the only thick thing going in me tonight.

After making sure it all looked great on me, I decided to get dressed. Picking out a pair of short shorts and a tank top that showed off my skinny body with the little bit of muscles I did have, I left the house after sending Mark a quick text letting him know I was meeting a friend for dinner and I’d be home later.

When arriving I was surprised to see the house Derek lived in, it was huge. I mean I know it was a decent-sized company and was very successful, but I didn’t know he was rich, even though couriering stuff to wear to me screamed wealthy; I didn’t put it together. I walked up to the door, and right before I knocked, the door swung open.

“Liam, come in,” Derek said as he gestured a hand inside.

“Wow, Derek, this is a nice house,” I said as I walked into the foyer of this beautiful building.

“Yeah, just a little something until my house is done being built,” he said as guiding me to the living room.

“Wait, this is just an in-between house?” I asked, looking around and walking past the grand staircase that was right outside the living room.

“Well, this is my home, but I am having something built that is exactly to my liking. Would you like something to drink?” he asked while gesturing for me to take a seat on the couch that looked like it cost more than Mark’s apartment.

“Sure,” I said, hoping it would help my nerves.

He handed me the glass, which looked like whisky with two little round ice cubes. It made me feel fancier than I have felt in my whole life.

“How was work today?” I asked, trying to make small talk and not knowing what else to say.

“I didn’t ask you here to talk about work. Did you get my package?” he asked as he sat next to me, patting my knee like this was a regular thing.

“Not today, but I am hoping to tonight,” I said with a chuckle and a flirty wink. He let out a little laugh, letting me know he at least had a little sense of humor. I never noticed how sexy his smile was until just then. He was always so serious at his office. Either that or he was biting his lip as he was deep inside me; Either way, I had never seen him smile until now.

“I did, and I was surprised to see what you sent me,” I said, standing up and flashing him the waistband of the sexy jock I was wearing.

“Are you wearing all of what I sent you?” He flashed a knowing grin as he put a hand on my back, urging me to get up to see the other gift he had sent to me. I stood up with amusement, pulling down my shorts to reveal to full purple lace jock framing my ass and bent over ever so slightly to reveal the matching plug sitting snug in my tight hole. Derek groaned in excitement as he laid his eyes upon my body.

“FUCKKKK, that’s so sexy,” He said, biting his lip and reaching out to poke the plug. I shuddered as he pushed the plug deeper before pulling it out just a bit and pushing it back in. I looked back at him, and he had a smile on his face as he stared at my ass. His face was not the only thing smiling; I looked down and saw his dick growing in his pants, which sent a twitch to my own.

He let go of the plug and pulled me down to sit in his lap where I could feel the thickness of his dick pushing into my ass, making me hunger for what was to come. He put his hand on my chin and guided my face to the side as he came in closer and brought his lips close to mine, enveloping me in a kiss so passionate that I forgot where I was for a moment. I felt him slowly slipping into my mouth as his hands explored my body in wonderful lust.

I moaned into his mouth as he glided his hand into my jock, grabbing my dick. He gave me a good squeeze as he still was moving his tongue in and out of my mouth, foreshadowing what was to come. As we kept making out, I slowly started to grind back onto his dick, ready to feel him deep inside me.

“Get on your knees,” He commanded as he parted from my mouth while unbuckling his belt. I nodded in submission as I knelt in front of him, grabbing the waistband. He lifted his ass as I pulled down his pants and boxer briefs in one go, causing his thick dick to spring free. I took hold of his dick, and I scooted closer to him. I licked my lips as I my mouth approached.

“I am so ready for this, you have such a big dick,” I said before taking him int my mouth, swirling my lips around the head. A moan came out of his mouth as I took him deeper into my mouth and only stopping when my nose hit his pubes. I slowly started bobbing up and down as I found my rhythm while reaching down and starting to stroke my own.