My Best Friend's Sister Saw My Bulge While I Was Crashing On Their Couch

In the summer of my 21st year, I was broke and honestly a little depressed. I was in the middle of a pretty big life transition. Stuck between taking a big risk and moving to a new city, or staying in my hometown and trying to find a safe job to settle down with. I decided to take the risk, but before I could take it, I needed to save up some money.

So during the summer, my best friend (Adam) and his family allowed me to crash at their place. They had a stable household, especially compared to mine. My father had left years ago and my mom lived with a dude I couldn't stand to be around, so I was very grateful for Adam and his family. Over the years, they had kinda become like a second family.

Adam was one year older than me and he had a younger sister named Riley. She was 18-years-old, and set to turn 19 later in the fall. She was going to a community college and working at a clothing store in town. Meanwhile, Adam was a manager at a roofing company his father owned, so they were out of town a lot. They would travel to areas that were hit by severe storms.

So during this particular summer, a lot of the time it was just me, Adam's mom and Riley. I was working as a waiter at a restaurant, so I wasn't home a lot either. I took on every extra shift I could to build up my savings. A lot of times, I'd work doubles, and just fall asleep on the couch the moment I got off work.

Adam told me I could sleep in his bed when he was out of town, but honestly the couch was more comfortable, and it was too hot in his room.

During one morning, I remember waking up briefly to the sound of someone in the kitchen, which was connected to the living room. It was an open design. Super fancy shit. Apparently, roofing pays good money.

I opened one eye to see Riley standing at the breakfast bar, eating a bowl of cereal. She was dressed for work. Riley was around 5'3. She had dirty blonde hair and a fairly average body. I had honestly never had a sexual thought about her. She wasn't ugly. She just wasn't what you'd describe as hot. She was more nerdy. She had pimples on her face, glasses, and her hair was long and completely straight. This is not me trying to be insulting. I'm no Brad Pitt. I'm just being honest with the description.

Anyway, she looked back at me and then quickly looked away. She did this like two or three times. I don't think she could see that my eye was open. I was still half asleep, so I didn't think much of it, but when I fully woke up an hour later, I noticed a very obvious bulge in my sweatpants. My morning wood was strong.

I rubbed the sleep from eyes and wondered, "Was she looking at my bulge?" and that's the very moment I had my first sexual thought about Riley. I was a horny 21-year-old dude after all. It did not take much to turn me on. I once saw a hot mom looking at a banana at the grocery store and got hard.

The day went on and I honestly forgot about it, but the next morning, I woke up to the same sound of Riley eating at the counter. I caught her looking again. This time, I shifted a little, to give her a better view. I just barely opened my left eye, and sure enough, she was staring directly at the outline of my cock. She was not even trying to hide it at this point. She stared at it like a dad would stare at the morning newspaper over a hot cup of coffee.

I can't explain it, but this turned me on so fucking much. I thought about it all day, and the next night, I decided to sleep without boxer briefs under my sweatpants. The outline of my cock was super visible.

The only problem is that I couldn't sleep, lol. It felt like I was waiting for Santa to come down the stairs or some shit. I looked over at the clock on the wall and saw it was almost eight in the morning. She had class at her college at 10, so I figured she'd be up soon. My morning wood wasn't happening by itself, so I had to make it happen manually.

I slid my hand under my pants and started to gently stroke my cock. It hardened quickly against my palm. I stroked it off and on for several minutes until I heard Riley's bedroom door open. Moments later, she was out in the kitchen and I was pretending to be asleep. She poured herself a glass of water and stood on the boundary of the kitchen/living room, just staring at me on the couch. She was wearing a pair of pajama shorts and a white t-shirt.

"Fuck it," I thought to myself. I opened my eyes, "See something you like?" I spoke softly, knowing Adam and Riley's mom was still asleep upstairs. (and yes, that was the best line I could think of)

Riley jumped, spilling a drop or two of water on the kitchen floor. She nearly screamed.

"Were you watching me?" she finally asked.

"Were you watching me?" I replied.

"I-I-I..." she stumbled over her words. "I'm sorry."

"For what?"

"Oh like you don't know."

"What?"

"That freaking thing in your pants. The whole world can see it."

"I'm sorry," I stammered. I hadn't fully thought this plan out. What was I supposed to do now? Still pretend like I wasn't just stroking my cock in hopes she'd see it? Now that I was thinking about it, the whole thing sounded rather pathetic from my end.

"How big is it?" she asked after a long pause.

"I don't know. I haven't measured," I replied honestly.

"Bullshit. Don't all guys measure?"

"I really haven't."

"Swear?"

"I swear."

"Dylan's was just over five inches," she responded. Dylan was her ex-boyfriend. They were together for three years, and as far as I know, he was her only boyfriend.

"I always wondered," I replied sarcastically.

"Do you think yours is bigger?"

"What do you think?" I asked her.

"I don't know. We'd have to measure," she took another sip of water. She had been taking sips this whole time, almost as if it was a compulsion triggered by nerves.

"I don't have a ruler."

"I have one in my room."

She placed her glass of water on the counter and walked off to her room, motioning for me follow her down the hall. She opened her bedroom door, but I stood just outside the entrance. Her room was messy. Clothes scattered on the ground, piles of books and several half-empty Starbucks cups.

After a minute or two of searching through the mess, she finally found her ruler under her bed. She turned around to face me, slapping the ruler against her hand.

"Are you coming in?" she asked me.

"Wait, what? You want me to do it in here? With you?"

"It's the only way to verify the results. You know, peer-reviewed."

I laughed and shook my head, "Okay then." I closed the door behind me and then walked through the minefield of old clothes, finally finding an empty space to stand near the foot of her bed. "So how does this work?"

"Aren't you the one with the dick?" she smirked.

"Sure. I just mean, you want me to pull down my pants?"

"How else are you gonna measure?" She crossed her arms.

"Okay, fine." I slid down my pants. My semi-erect dick popped out and flopped against the top of my thigh. Riley's eyes darted down to it. She cleared her throat and tried to remain cool, but she seemed a little flustered. Her pale cheeks turned a little red.

I reached down, placed my hand around my cock and started to stroke it slowly. For some reason, I was really nervous. I'm sure it had something to do with this being my best friend's sister, and the fact that her mother was still in the house and could walk in at any moment. It was taking me forever to get fully hard.

"Is that how you normally do it?" Riley asked, still watching me.

"What do you mean?"

"You just go in all dry?"

"Well, sometimes. If I don't have anything. My girlfriend would spit on it."

"Elise?"

"Yeah."

"I know her brother," Riley laughed.

"Look, I don't know if --"

"Want me to spit on it?" she interrupted.

"Uh," my mouth went completely dry. I stopped stroking my cock, but my hand was still wrapped around it, and within seconds, I could feel it getting harder against my hand. Riley looked down at it, and she could see it starting to grow.

"I guess that's a yes?" she laughed, and then took a few steps forward. Her belly button was just inches away from the head of my cock. She then titled her chin down to her chest, opened her mouth and spit directly down on my cock. It was a perfect hit. Her saliva felt warm and vulgar. I slid my hand up my shaft and used her saliva as lube as I stroked my thickening member. It grew longer, to the point where the head was now pushing up against her stomach. A drop of precum marked her white t-shirt.

"Let me see the ruler," I nearly moaned. She handed me the ruler and I stopped stroking, so that I could place the ruler on top of my cock. Riley looked closely, even leaning down just a little to get a better look.

"A little under seven inches," she said.

"I'm fine with that," I laughed. "I'm sure it could get to seven."

"What do you mean?" she asked.

"I just mean, it's probably not at its max right now. Like, just looking at it, I know it can get bigger."

"Bigger than this? When?"

"Yeah, and I don't know, like when Elise would suck it. It looked bigger then."

Riley dropped to her knees, grabbing a hair tie from her floor and quickly placing her long hair into a messy bun.

"What are you doing?"

"We need an accurate measurement," she smiled up at me and then moved her opened mouth forward, gently taking the head of my cock inside her mouth. I moaned softly, trying not to be too loud. She opened her mouth wider, trying to take in more of my cock, but her teeth were getting in the way. I let out a painful moan.

She popped my cock out of her mouth, "I'm sorry," she wiped her mouth. "Your a lot bigger than Dylan."

"It's okay," I reached down and grabbed the side of her head gently, moving her mouth back to my cock. She opened her mouth again, but this time stayed around the head. She twirled her tongue around in circles, "Yes, like that," I encouraged her. As she sucked on the head of my cock, I scratched the back of her ear softly and then caressed the side of her cheek. I looked down at her, "Fuck," I moaned.

I could see her nipples harden under her shirt.

"I wanna try again," she said, briefly removing my cock from her mouth. "Just tell me if it hurts," she smiled, and then opened her mouth wide. The base of my cock ran across her tongue and then slowly worked its way down to her throat. It felt fucking amazing. No teeth this time. She went deeper and deeper, and then choked. She coughed with my cock still in her mouth, but somehow didn't bite down on it.

It popped out of her mouth. Her chin was covered with saliva. "Jesus," she spoke softly, still a little out of breath. She reached out for the ruler and placed it back on my cock. This time it came in at just over seven inches.

"I told you," I smiled.

"It's truly a great dick," she spoke, still so close to my cock that I could feel her breath on it when she opened her mouth. "I want to feel it inside me."

"What?!?"

"Just for a second!"

"Riley, I'm like the horniest I've ever been in my life and even still, my brain is telling me that it's a bad idea."

"So you'll stick it in my mouth, but not my pussy?"

"I just... we don't even have a condom!"

"It's just gonna be for a second! I promise. I honestly only want to feel it and see how it compares."

"Take your shirt off." I told her.

"Why?"

"Because I want to wipe my dick clean. Make sure there's no precum or whatever."

"That sounds scientific," she responded sarcastically, and then lifted up her shirt. She wasn't wearing a bra, and for the first time, I got a good look at her breasts, and they were surprisingly large. She would often wear oversized t-shirts, so it was a true, "bigger than you thought" moment. I stared at them briefly and then grabbed her shirt to wipe my cock clean.

"Don't stare at my chest."

"What? Why?"

"It's covered in pimples," she responded.

"You think I'm looking at pimples?"

She slid down her pajama shorts and her panties at the same time, and then rested herself down on her bed. I stood in front of her. My cock still incredibly hard.

"Are you sure about this?" I asked her.

"Completely, totally, absolutely, sure."

This time, I dropped some of my own saliva on my cock and rubbed it over the head. I then pulled her to the edge of the bed and ran the head of my cock up and down her pussy. She moaned the moment my cock made contact with her clit. She was already wet and with help from my spit, my cock slid inside her fairly easily.

She let out a satisfied gasp as the first three or four inches of my cock pushed inside her warm, tight pussy. "Oh my god," she moaned. I thrusted deeper inside until every fucking inch of my cock was inside her. Instinctively, she reached down to her chest and squeezed her tits. She had never looked hotter. I thrusted a few more times and then pulled out.

Her eyes opened and looked up at me, "Please. No. Put it back in," she reached down for my cock. I moved back just a little.

"Riley. You said you just wanted to feel it."

"And now I want to feel it more! You can't just stop now. Pleeeease!" she begged me. I couldn't fucking take it. I was too fucking horny. I shoved my cock back inside her pussy and fucked her with long, deep and slow thrusts, feeling every beautiful inch of her warm hole. She moaned louder.

"Shhh," I responded, not wanting her mom to hear.

"I can't," she said breathlessly. I reached out and covered her mouth as I continued to fuck her. The feeling of her hot mouth against the palm of my head somehow added to the experience. Her muffled moans grew louder as I brought my free hand to her clit and started to rub it. And less than 30 seconds later, her thighs started to shake and she pressed her lips hard against my hand. I hadn't had much experience giving women orgasms at the time, but I was 99% certain she was having one.

Her hips raised off the bed slightly and her pussy felt even tighter around my cock. I couldn't fucking hold on any longer. Desperately, I pulled my cock out of her pussy and stroked myself over her stomach, unloading a heavy load all over her belly button and ribs. I looked down at my cock. It was glistening, throbbing and I could see almost every vein.

"Fuuuccck," I cried out, and then fell down beside her on the bed.

"You made a mess," she spoke softly.

"Judging by the state of your room, I'm going to assume you're okay with it," I laughed.