I was a senior in college and my princess baby sister was a freshman at the same college. We always got along but I also thought Mom and Dad spoiled and pampered her. They also overprotected her, so she was a little naΓ―ve to the ways of the world. Not to mention, she wasn't exactly the sharpest tool in the shed. Nonetheless, she was a good person and I was her big brother. She had always looked up to me and always came to me for advice.
One day I was sitting in the living room of the condo I had rented, along with a couple of my buddies, playing Fortnite when there was a knock on the door. Quite unexpectedly, when I answered it, there stood my baby sister. After inviting her in we had some refreshments and enjoyed some small talk and catching up in general. It's not like we saw a lot of each other even though we were at the same college. It was fairly apparent that something was on her mind though.
"So, what brings you over here, Candy? I know it wasn't just to chit chat. Something's on your mind. Spit it out," I said in a comforting tone.
She fidgeted in her seat for a moment. "Well...all these boys are asking me out. I've gone out with a couple of them."
This didn't surprise me. She might be my baby sister but the fact that she was stunning hadn't gone unnoticed. She stood 5' 6" with curves any man would die to wrap his body around. 38DD-26-36, with long blonde hair that fell across her shoulders and around a thin, angular face with high cheekbones and piercing blue eyes. She'd been a cheerleader and on the homecoming court in high school. But she'd always been a little awkward and shy.
The big brother in me perked up a little. "Oh yeah? Do I need to go have a chat with somebody?"
She shook her head. "No no, nothing like that." She fidgeted in her seat some more. "It's just...well...you know? They all want...you know...one thing."
I chuckled. "Ohhhhh, that. Ha ha Yeah, I keep hearing that. So what's the problem?"
"Well...I...uh...I've never been with a, you know, a boy, you know, like that."
I was shocked. "Seriously?! You've never had sex?!"
"No, seriously. I've never..."
"How about a blow job? A hand job? Anything?"
She blushed and shook her head. "No, none of that."
All of my buddies talked about what they'd like to do to her and with her. They also knew if I found out they'd done any of it I'd have to kick their ass. But nothing with any of the guys I know she'd dated? Poor bastards must've had some blue balls by the time she got done with them.
"Wow. Okay."
"You don't have to act so surprised! Do you think I'm some kind of slut or something?"
"No no, nothing like that. I'm sorry. I'm just surprised. I mean, look at you. You're beautiful, and sweet, and popular. I just assumed..."
She blushed some more and shook her head again. "Gee, thank you. That's very nice. But, no I never. Boys tried, but I wouldn't let them."
"Are you telling me you've never, uh, umm, had an, uh, orgasm?"
She giggled. "Nooo, silly. I've got, you know, umm, things...in my...you know, nightstand."
"So why are you telling me this now?"
"Well, I'm an adult now...and these aren't boys anymore...so maybe it's time...you know...I..."
I stopped her. "I gotcha. So, are you asking me to approve some dude? Check him out? What?"
"No. I...well...uh...I...you know...you're my big brother. I trust you. You wouldn't do anything to hurt me. I was hoping...you'd...you know..."
Was she going where I thought she was going? "No, I don't know."
"Well...you know...show me...teach me...how to be good at...you know...sex."
"You want me...to show you...how to have sex?!"
"Well, yeah. But if you don't want to..."
God forgive me, but the devil of raging hormones on my right shoulder kicked the big brother's angel on my left shoulder's ass. This stunning young woman before me was asking me to have sex with her. I already had wood in my shorts.
"Ummm, yeah, sure, okay. Yeah, I'll do that for my baby sister," I grinned. My attitude did a 180 degree turn from when she first walked in the door. I was looking at her as a sexy woman, not my baby sister. I thought to myself,
Maybe it's time to show the princess what life is like when Mommy and Daddy aren't around to spoil and protect her
. "So, when would you like to start?"
Her mood brightened. "Well, uh, how about right now? Unless you're busy..."
"Right now?! Oh, okay. Yeah, sure." I paused and looked around the room. "Let's see, where do we start? How about a hand job? Let's start there."
"Okay!" she said excitedly as she scooted over so I could sit next to her. I pulled down my shorts and my snake jumped out. Her eyes grew wide. "Oh, wow! Are they all that big?!"
Yes, I was bigger than average. 8" long and thick. Not porn star big or thick, but I never had any complaints from the ladies either. "Have you never seen a dick before?"
"Well...in the movies."
Wow
I thought. "No, they're not all this big. So don't be surprised if the next one you see is considerably smaller." She nodded her head. "Okay, go ahead and grab it. Start stroking it up and down."
She hesitantly reached over and grabbed it's shaft. Her hand was warm and soft. It felt good. She started to run her hand up and down it's shaft.
"It's so hard! And hot!" she said with amazement.
I just nodded. "Now lean over and spit on it," I told her. "That friction can be painful for the man. Just keep it nice and wet."
"Okay," she nodded. She leaned over and dropped a long stream of saliva. It spread across its head and down it's shaft. "Like that?"
"Oh yeah, that's nice. Don't stop. That's good," I moaned.
She happily continued to beat me off while I moved on.
"So, while you're doing that, he might try to finger you."
"Finger me?"
"Yeah, you know? Slide a finger in and finger fuck your pussy."
"Oh! Umm, okay."
She jumped when my hand touched her silky smooth thigh. I slid it up and under the short little skirt she was wearing. The higher I went, the warmer it got. I finally reached the "V" to find her panties were soaked.
I grinned. "Look at you. You're dripping wet," I mocked.
"A-a-am I?"