Greg O'Connor had just gotten home and was nibbling on a piece of fried chicken his mother had cooked earlier. He wasn't very hungry as he had eaten a burger about thirty minutes before The Shake Shack closed. He had been working there for about six weeks now and really liked it, especially considering that this is where he had met his current girlfriend, Cindy-Lou McIverson. The two had been dating just three weeks, but Cindy made an announcement tonight that had Greg both excited and nervous. He thought to speak to one of his friends concerning Cindy's words, but chose instead to speak to another woman, someone whose advice he knew he could trust implicitly. He washed up, then made his way to his sister's room. He knocked lightly, and when the invitation to enter was given, he did so.
"Hey, Greg. How was work tonight?" Alyssa asked just above a whisper due to the fact that their parents were already asleep.
"It was okay," Greg said as he sat at the foot of her bed. "I need to talk to you about something, though."
"Sure," Alyssa said. "Go ahead."
"Well, it's just that Cindy told me tonight that she's ready to take things to the next level," Greg began.
"Sex?" Alyssa questioned.
"Yeah, but just oral," Greg responded, then laughed. "I say
just
, but that's a pretty big deal, huh? I've never done anything like that before, Alyssa. As far as that goes, I've never had anyone do that to me. I'm still a virgin. What if I suck at it and can't get her off?"
"Hmmm," Alyssa said as she sat up a little straighter in her bed. "You're right. A woman places a lot of value on someone's ability to get her off orally. That's the reason I date older guys, because guys my own age don't know their way around a clit."
Greg snickered at that, then asked, "What should I do?"
"I guess you could watch some porn," Alyssa suggested, "only stay from male-female porn. Watch lesbians. They do it the right way. Try Girlsway. It's full of stuff like that."
"You really think that'll help?"
"Couldn't hurt," Alyssa responded. "Watch what they do, try it out on your pillow ... You'll be awesome at it in no time."
"A pillow doesn't give feedback," Greg pointed out, "so the whole idea of 'practice makes perfect' doesn't apply."
Alyssa thought on that for a few seconds, then said, "Okay then, practice on me."
"What?" It was the same kind of incredulous response one might expect after being told that WWE owned the Olympics and all the outcomes were fixed.
"Sure. Why not?" Alyssa continued. "Jack is still out doing his National Guard stuff and won't be back for another couple of weeks. I'm pretty horny. You need to practice this to impress your girlfriend. I'd say the planets have aligned in your favor, little brother." Greg just stared at her. "So, are you in, or out?"
"Uh ... In, I guess?"
"Go on and get your shower and come back when you're finished," Alyssa directed Greg, and he left to do so.
His knock on her door was even more timid than when he first arrived home, so nervous was he. She told him to enter and close the door behind him, and once he had, he was standing in near-complete darkness. Then a soft light filled the room. It came from Alyssa's small reading lamp. She told Greg to have a seat where he was before, and he did.
While he was getting his shower, Alyssa wondered if she should put on some sexy lingerie. She thought it might enhance the moment, but there was really nothing romantic about this. It was just Alyssa giving her brother lessons on how to eat pussy, which is why she didn't have candles burning or soft music playing, either. She opted to just leave her pink panties and matching pink teddy on, knowing to a first-timer like Greg that this would be enough.
"So," Alyssa began, "Are you ready for your first lesson?"
Greg nodded, then a shaky, "Yeah," escaped his lips.
Alyssa pulled the cover off her body, then lay back and said to her brother, "Remove my panties for me, please."
Greg reached out apprehensively, and with nervous fingers he pulled her panties off her. "Oh, shit," he whispered as he caught sight of his sister's pussy, a lily-white wonder of beauty with a dark landing strip of hair manicured just above the clit.
"What do you think?" Alyssa asked.
"It's beautiful," Greg answered truthfully. This was the first time he had ever seen a pussy live and up close. He had seen hundreds on pornos, but at this moment, none of them compared to his sister's.
Alyssa smiled. "Okay, lesson number one: I want you to name all the parts of my pussy."
"Huh?" Greg grunted, and when Alyssa repeated herself, he just shrugged, but he did as she asked. "Okay. Um, this is your pubic hair, what little you have of it. This is your clitty. These are ... Um ... pussy lips, and these ..." he began to laugh. "These are bat wings, at least I think they are. That's the only word I've ever heard to describe them, anyway."
Alyssa smiled at that, for she had heard the same. Even still, "You forgot my clitoral hood, the 'lips' are actually called 'labia majora,' and the 'bat wings,' or slit, is called 'labia minora.' I want you to know this because there is more to a woman's pussy than just what you see. Every bit of it is as sensitive as your penis, if not more so, which means that every bit of it deserves attention, not just the clit. Understood?"
"Yeah," Greg answered.
Alyssa was going to have her brother try to eat her on his own , without direction, but the more she thought on that the more she knew the result would be akin to watching grass grow, for her, anyway, so she called an audible and said, "Come up here, Greg. Lay down with me." He did so, and very humbly refused to meet her gaze. She placed a finger under his chin and drew his head up. "It's okay. You can look at me." He smiled. "There's more to eating pussy than just eating pussy, Greg. You can't just get down there and do it. You have to build to it. It's all about seduction."
He nodded his understanding.
"Do you think I'm pretty, Greg?"
"Yeah." It came out as a breathy whisper.
