Dick Size Bet

It was a Saturday, and I had nothing better to do than lay in my bed in my dorm room, watching TV.

Suddenly, I heard a quiet knock at my door, which I initially ignored, until the quiet knocking turned into banging. Lazily, I got off my bed to answer, and was greeted by my friend Sam, who I had been regularly hanging out with since the start of the year.

"Whats up?" I said.

"Hey man, how's it goin'? You wanna hang out?" he asked.

"I mean, I didn't really plan on going out today, all my other clothes are in the wash." I was wearing gym shorts and a white t-shirt. Sam, who was basically wearing the same thing, gestured toward his outfit.

"We don't have to go anywhere. I'm just bored as hell," he said, as I walked back to my bed. It didn't take long before he started rummaging through my fridge, "hey, you got any beer?"

Of course, I thought. "How old are you again?" I asked.

"Hey, don't act like you don't supply for me every weekend! Besides, I paid for dinner that last time."

I sighed, "its in there, dummy. Behind the milk."

He walked over to me, holding his beer, "thanks, man," He felt my arm, and gave it a squeeze, "you gotta start hitting the gym with me." he said. I wasn't out of shape or anything, but I certainly had a skinny, and my only saving grace was my rather thick thighs and calves. It was made more apparent sitting next to Sam, who had filled out quite a bit since the start of the year.

"Yeah, yeah," I told him, "tomorrow, okay?"

"Tomorrow?" he asked, "Were getting fucked up tonight, dude."

"Off seven more beers between us?" I said, dismissively.

"Well, I was thinking, maybe we could go and get some liquor." he said.

I glared at him, "go grab me a beer." He did as I said.

"I didn't know I was your maid." he said.

"In my room, you are." I told him.

"Well, you drive me around everywhere, so who's really the bitch here?" he chuckled.

"watch it." I said, cracking open the beer.

"We'll go to the gym on Monday, either early morning, or evening. Maybe you'll start getting some girls in this lonely room." he said.

"Well, actually, I have one that I'm gonna be cooking dinner for next weekend," I retorted, slightly annoyed, "she liked my size. And I'm not talking about my arms." I immediately regretted saying that, and felt the embarrassment shoot through me, sharing too much, and lying in reality.

"Oh yeah?" he asked, smirking. I was surprised that he was encouraging my claim, rather than just tell me that I was sharing too much information. "Well, I'd say you're lying, judging by the size of your bulge." he said, under his breath.

"Well, uhm, I'm a grower not a shower" I stammered.

"I doubt it." he laughed.

Then I doubled down, "I'm probably bigger than you, dude. You're like three years younger than me."

"You wanna bet on it?" he said, grinning.

I hesitated for a minute, "Fine, why not?" I said, "what is the bet?"

"Let's bet on who'll be the maid of this room for the evening." he said.

"It's my room." I told him, almost offended.

"Yeah, well, you were the one who brought it up. Plus, you always boss me around when I'm here." he said, "Whoever's smaller has to wear this maid lingerie that this chick left in my room the other night, and be the winners maid."

"Okay, fine." I said, hesitantly, as he started pulling down his gym shorts. I pulled down mine, revealing my laughably small bulge, which was already growing from my excitement and nervousness. He pulled his boxers down, letting his already twitching cock slide out from underneath. It was huge, even though it wasn't fully hard yet, I could tell it would dwarf mine. "What are you waiting for, dude?" he teased.

"Nuh, nothing." I stuttered, before pulling down my boxers, revealing my 3 inch cock, already nearly fully hard from how nervous I was. He stared at it, and smiled a little bit, before palming it, showing the contrast between his hand and what was barely a dick. "Thats it?" he snickered.

"Shut up!" I pushed his hand away, and my face started turning bright red.

"Is that as hard as you can get?" he asked, "I don't even think you need me to say who won." he said, in a hushed voice.

My face was bright red, and I was just standing there with my exposed cock, my knees pointed inward, staring at his feet. I couldn't believe how big he was at only 18 years old. "You're not seriously gonna make me dress like a maid, are you?" I pleaded.

"Oh, you know I am." he snickered, and started to head toward the door, "I'll be right back."

Five minutes passed and I heard him knock at the door. I thought of ignoring it, but I begrudgingly answered, opening the door and revealing Sam, holding a frilly, little French maid outfit on a hanger. He handed it to me, and hit me with a cocky smile. I glared at him, with a pouty lip. "You know, you didn't have to answer the door," he said, "you definitely want to dress like a maid for me."

"Dude, shut up," I said, genuinely annoyed now, "look, I get that we're friends, but this was a stupid bet to make. You're still basically just a kid, and I'm an adult!" I say, the fear in my voice was obvious, and I was on the verge of tears. "I'm in charge here, I'm not wearing it!"

He got very close to me, and I still couldn't look him in the eye. He looked down at my cock, which was still fully hard, and flicked it. "You're definitely not in charge with that. You go get in that outfit now." he ordered me.

"Luh, look, what if I just wore it for a few hours? Wuh would that make you feel in charge?" I stuttered, trying to save face.

"Go put it on." he smiled, and went to lay on my bed.

I go into the bathroom and start to put on the outfit. Hair wasn't too much of a problem, since my hair was sort of long anyway, at tomboy length. The white panties hugged my big, girly butt and held my balls snuggly, with the head of my little cock just barely poking out from the top. The black socks came up to my thighs and the frilly skirt only barely covered my buttcheeks.

I walked out of the bathroom, the click-clack of the flat shoes echoing in the hallway as I approached Sam. He eyed me up and down, and whistled. "Wow," he whispered, "you know, you actually fit better in that than the girl I got it for."

"Shut up." I said, beyond embarrassed.

"Why don't you go get me a beer?" he smirked. I scoffed, and turned around to go to the fridge. He stared at my jiggling ass as I walked away and squatted down to get a beer out of the mini fridge.

I came back, and handed him the beer. "Is there anything else you'd like?" I said, annoyed.

"Massage my back." he said, sitting up on the bed. I groaned, and sat behind him on the bed, and began massaging his traps.

He moaned as I massaged, and it started to make me a little happy to hear that I'd satisfied him. "Erm, I've never given a massage before, I don't really know what I'm doing right now." I said, as I continued to rub his back, feeling his muscles. "You're doing great." he said, distracted between me and whatever was on TV.

I started to get tired after a while, and Sam seemed to have noticed. "You wanna sit up on my lap so you can see the TV better?"

"Sit on your lap?" I blushed.

"You heard me." he said.

"Dude, I'm not sitting on your lap." I told him, still massaging his back.

"Well, you have to do what I say," he chuckled, "besides, don't you want to take a break?"

I rolled my eyes, "Fine." I say, as I plop my girly butt down on his lap, still annoyed. I could feel his cock inbetween my buttcheeks and my tiny dick started to get hard again, raising my skirt.

"Thats a good girl." he said, running his fingers through my hair.

"Girl?" I said, flustered.

"You heard me, girly." he said, still brushing my hair.

"Dude, I'm not a girl! " I told him.

"Says the little maid." he teased.

"Sh-shut up or I'll fart on you!" I stammered.

For a moment he chuckled, then he grabbed me by my hair, pulled me closer to him, and put his mouth up to my ear, "Stop being a brat, or you're getting a spanking." I yelped and pulled away. "I'm the brat? Seriously? If anything, you're the brat! I'm fucking older than you, you're not gonna spank me like I'm some little ki-" he grabbed me by the waist, and put me over his knee. "Wuh, what are you doing?" I yelled, and squirmed, trying to get out, but he was a lot stronger than me. He lifted up my skirt, and spanked my ass once. It really hurt, and even though I was about to start wailing, I try as hard as I could to keep a straight face, but the tears started to come out after the second spank. He leaned his face into mine, "who's in charge? " he asked. I didn't answer, and he spanked me again. "Who's in charge of you?" he asked again. I was totally crying now, and had stopped resting him, having succumbed to his power. He knew this and was waiting for me to collect myself. "Y-you are." I said, through tears. "You're gonna address me by sir from now on, got it?" I sniffled, trying to stop crying "Y-yes sir." He started to release his grip on me, "are you ready to be a good girl now?" he asked. All I could mutter was a defeated "yes, sir" to my new master, who had very harshly solidified his role over me.

He let go of me, a sniffling, teary mess and picked me up again, this time back on his lap, facing toward him. He gave me a kiss on the cheek, then the forehead, and rubbed my red, stinging buttcheeks to comfort me. I sniffled again as he kissed my cheek, and I returned kisses against his chest. Despite my best wishes, I choked out an "I'm sorry" before bursting into tears again, and burying my face into his chest. I really was like a little kid, and after all, I was being a brat. The spanking was justified. He might have been younger, but he had won, and my place was beneath him now.

"Its okay, princess," Sam said, stroking my hair.

"Nuh, no, its not okay, Sam," I said, my face still pink from all the crying, "I was being a brat. Its true. You are in charge of me now. I'm s-sorry I was so mean before, I just didn't think some 18 year old make me his bitch."

He laughed, as he held my small body on his lap, "I promise, its okay. I'll take care of you as long as you take care of me. I'm your daddy now." Oh no, anything but that.

"D-daddy?" I asked.

"Yes, you will call me daddy from now on." he told me.

"But that's so embarrassing, you're younger than me!" I said.

"But its true, isn't it?" he said, smirking.

I stammered, before finally muttering "Yes, daddy" softly to him.

"I need you to clean something for me." he said, as he lifted me off his lap, and took his boxers off again, revealing his hard cock, dripping with precut.

My face turned red. "I guess I have to." I said, before getting down on my knees against the bed. He pointed his clock toward me, inviting me to crawl toward it. He gently pat my head, his cock twitching and dripping more as his eyes stay fixated on my little body between his legs. I stared up at him through my big, brown eyes. "What are you waiting for?" he asked.

I inched toward, it, and planted my lips on the head of his cock, kissing it, relinquishing all control to him. He started to groan quietly. "You're doing great, dude." he told me. I rolled my eyes, and wrapped my lips around his cock swirling my tongue around the head. He gently rested his head back as I continued to suck and kiss his cock.

I trailed my tongue down along the shaft and began kissing his balls before suckling on them. He moaned, and after a few minutes of this, he grabbed me by the chin, and slid his cock into my mouth, and began facefucking me. I cupped his balls as he thrusted in and out of my mouth, before he finally shot a load down my throat, then pulled out and shot the rest of his cum all over my face.

I glared at him. "Y-you could have at least warned me first." cum bubbles came out of my mouth as I lectured him. His cum was dripping down my chin, as I tried to clean my face off.

He laughed at me. "You know what I really want now though, don't you?" I knew he would want it too, but who was I to argue? It was his to take, and he was ready to claim his prize. My ass.

"Yes, daddy," I said, "you won afterall. I'm your bitch now, so my ass is yours to take. You earned it when you beat me." I tell him, as I turn around. I put my face against the floor, and lift my butt up, just for him. "P-please, just be gentle, sir." I plead. Sams body twitched at the words, stroking his cock as he gently shoved the tip in, my tight hole already enveloping it. "You're all mine now." he tells me. I whimper, and try to relax. "I'm all yours," I say, with a tear running down my cheek, the last vestiges of my anger and defiance toward Sam now being fucked out of me. I squeal as he impaled me with his huge cock, his balls finally meeting my ass, before he starts slowly thrusting back and forth. "Take it, bitch." He aggressively commanded me, as he started thrusting faster, his balls began to slap against mine, and my moans were starting to turn into yells and screams. "You're my little fucking slut!" he yells, "Yes, I am daddy." I assure him, as he's getting close. He continues plowing my ass, pulling on my hair, and spanking me, until finally, he busts, coating the inside of my asshole with his cum, forever solidifying his dominance and permanently marking me as his bitch. I squeal as his cum fills me up. My asshole twitches, and my little cock shoots, leaving a cute puddle on the floor right in front of my knees.

I sat up, after a few moments of pure bliss, and look up at Sam. "Can we cuddle now?"

"How about a shower first?" he smiled.