Mr. Burns x Smithers oneshot lemon

The Seal

If you are sensitive to sexual activity, please do not read this part because it does include smut. Thank you for reading.

"S-Smithers?" Mr. Burns' voice on the other end of the phone echoed. I stayed the night at his mansion because he claimed he'd be "lonely." And there he was, calling my room at 2:00 in the morning.

"Yes, Monty, what's wrong?"

"I-I can't find Bobo..."

"I'll come to your room to help you look."

Sure enough, Monty's teddy bear Bobo was no where to be seen. After almost a half an hour later, I gave up. Mr. Burns deflated.

"But I need something to sleep with!"

"I-well... I'm sorry, I'm sure we'll find him tomorrow."

I got up to leave, but Monty grabbed my wrist. "Can you... stay with me? Without Bobo, I'll be all alone here."

I smiled, for this is what I secretly wished he would ask me all night. "Sure, Sir."

I got into his bed, and made myself comfortable. He started to move around a bit, but not much before he fell asleep. I sighed, and pressed my head against Monty's chest. Though it wasn't exactly comfortable, the rise and fall of his breathing settled me, and I started to drift off into sleep.

I awoke at around 5:00 in the morning, still an hour and a half before I needed to get up. Monty was still curled up asleep with his arms wrapped around one of mine. I smiled slightly at the embrace, and moved closer to him. The movement woke him up, and his eye lids flickered up to look at me. We gazed at each other for a moment before he moved a bit and that was when I started to feel something touching my thigh.

I stiffened as I realized what that "thing" was. I could tell Monty knew I had noticed, because some color started to go to his face.

"S-Smithers..."

"Haha, it's okay, Sir," I cut him off.

I shifted again, and I felt the bulge grow even bigger. He let out a small groan, which sent shivers down to my core.

"Smithers..." he said shakily. "I think I need this taken care of."

"O-oh. Do you want me to...?"

"Oh, no, that'll be alright, I can just go to a bathroom or something."

Something took over my instincts, and I let out a breath. "Nonsense. I am supposed to take care of you, and I will continue to do so," I moved my hand to his chest, then to his stomach, then finally down to his crotch where I could feel him jump at the sudden touch. "Please relax, Sir," I whispered into his ear which I could tell didn't help the situation.

I fumbled a bit with his belt, and I chuckled a little remembering him telling me once to take off his belt, not for anything like this, though. After a few tries, it became undone, and I slid down his boxers, taking him in my hand. The feeling was hard and sudden, and even this brought a shiver to me. I took a deep breath before continuing.

"S-Smithers... are you sure you want to do this?" he panted.

"Well--I mean, yes, Sir, er Monty. Of course I do," I affirmed.

"Well get on with it then, I don't think I could take this much more waiting."

I chuckled. "Yes, Sir."

I started stroking his cock, felling it twitch slightly under my touch. Continuing, I sped up the pace a bit, paying attention to his bodily language. He chuckled when I let out a soft moan simply at the thought of what was happening.

"Smithers," he said quietly.

"Er, yes, Sir?" I said, continuing.

"I don't want to finish like this, and if you don't stop, I am going to," when I didn't stop immediately, he added, "now."

"Yes, Sir," I said, stopping. Mr. Burns sighed at the sudden loss of friction.

"I want... well, I don't know exactly how this would be done, but I want to... make love. Dear, do I sound old."

"Haha, no of course you don't. And don't worry, Sir, I'll teach you. Now I'm assuming you don't want to be a bottom?" he cocked his head at me, so I clarified, "I'm assuming you don't want me to stick my penis into your anal cavity?" he chuckled a little at my bluntness, but there was a bit of uneasiness there.

"No, I don't suppose I do."

"Would you... like to do that to me?"

"Would it hurt you?"

"No, I've... had a bit of experience with this."

He narrowed his eyes at the comment for a moment before nodding. I shifted and turned to grab my bag on the floor to pull out a small container of lube. Mr. Burns had a inquisitive look on his face, so I clarified, "It's lubricant, sir."

"Now, what on earth would you need that for?" he yelped.

I sighed at his lack of knowledge on the topic. "The anal cavity does not have the natural lubricant a vagina does, so we will have to use this so it's not uncomfortable for the both of us," he nodded.

I poured some of the lube into my hand, and put some on his penis. He shivered a bit at the feeling, but I didn't spend much time on it, just spreading it around.

"Now, you may."

I positioned myself so that it wouldn't feel too uncomfortable, and he carefully positioned himself as well. "You're sure this isn't going to hurt you?" he asked. I shook my head, and he nodded.

As soon as his penis even touched me, a shiver, even larger than any of the other ones, shook my body, and I let out a small groan. He pushed himself slowly inside of me, making me groan even louder. He let out a small but audible sigh as he fully entered me. When I gave a nod, he went out, then in again until we both got a rhythm. 

"S-Smithers..." he groaned.

His pace started to quicken, as his moans became louder. He found my cock, and started to pump it as well, making the knot in my core build even more. I could tell he was close, and if he kept up what he was doing, I would be as well.

"Monty... I'm going to cum if you keep that up."

"I-I know... I'm close, Smithers."

For a weak old man, he quickened his pace, speeding up faster than any of my previous lovers had before. After a few moments, I felt him twitch inside of me, and something warm poured into me. Shortly after, I came as well, pouring semen all over the bed. Mr. Burns pulled out, and rolled off me, onto the bed. I could hear his breathing as I saw his chest rise and fall, and it was comforting. I laid down next to him, sighing.

"Smithers, to be honest, I'm surprised we've never done that before," he chuckled.

"I am too, Sir."

"I... I love you, Waylon," he said softly. I jumped at the sudden use of my name, and the deceleration of love.

"I love you too, Monty."

Thank you for reading part 2/2.