All characters are 18 plus.
Day 132
I guess we all remember what happened last night. I know nobody is going to forget that, or at least I won't, ever. It's surreal that Grace came on me and fell asleep next to me. I doubt she knew what she was doing. I know, I know, she's my little sister but my cock doesn't have a brain. I was rock hard all night from what I can recall until I finally drifted off to sleep.
Wait a minute, who's breathing on my cock? Must be a dream. Nope, I wouldn't talk to myself if I was dreaming. I can feel the warm air on my hard cock through the fabrics. Then I open my eyes and holy cow, it is Grace.
"What are you doing?" I asked and she jumped like she'd seen a ghost.
"What have you got in your pants?" she asked with wide-eyed.
"Don't look at it like that," I replied.
"What is it? It's squirming like crazy," she exclaimed.
"Seriously?" I questioned. "You don't know?"
"Well, excuse me for trying to clarify," she retorted, sounding annoyed.
"Alright then, that's my... uh, that's my... um, my willy," I stuttered, feeling awkward even saying the word.
"You mean your dick?" she blurted out.
"What? Where did you learn that word?" I inquired.
"Hmm, I don't really remember, but like, lots of people use it in slang," she replied innocently.
"Like what?" I asked, squeezing my brows.
"You know, like 'suck my dick'," she replied, touching her index fingers together.
"Whoa, whoa, young lady, zip your mouth before I put something there to shut it for good," I retorted as I got up and sat on the bed.
"Where did your Willy go?" she quipped.
"Don't call it Willy, Grace," I said with a hint of embarrassment in my voice.
"Then Dick?" she said, her eyebrows raising mischievously.
"No," I nodded. "It's better if you don't mention it at all."
"Okay but how was it moving by itself?" she asked innocently.
"Ughhhh... do you seriously not know this stuff or are you just joking around? If you're tricking me, you totally got me. I give up," I said, feeling kind of annoyed and kind of entertained, throwing my hands up to show I was giving in.
"What?" she replied with confusion.
"Then it must be a bet with Lily or Emily? Just tell me what I need to do to make you win," I replied. "I still can't shake the thoughts of last night."
She looked confused, but I wasn't believing her act anymore. How could she not know this stuff when she was pretty good at pleasing herself?
"Grace, my sweet little sister, what we did last night was pretty bad. I don't think we should continue your sex education, or at least not with me," I said, feeling uneasy about the situation.
"Bad? I've never felt that good before in my whole life. After whatever that was for a few seconds, I passed out on you and slept like a baby all night," she said.
"You've never had an orgasm before?" I asked surprisingly.
"So that was an orgasm. I've heard about it but never really knew what it was. My friends talked about it, but I never really paid attention," she replied, sounding curious.
"Seems like you've been missing out on some fun," I teased playfully.
Her cheeks flushed slightly as she chuckled nervously. "Yeah, I guess so. Can you massage my thigh one more time? I can't remember how it happened," she asked. "It really felt good, soooo good."
I stopped for a moment and was surprised by her request. "It didn't happen that way," I replied.
"Then you have to teach me, big bro," she said, looking at me with her puppy eyes.
"Ohh god, now I have to teach you how to orgasm," I said. "I think you'll learn better if you ask Lily. She seems like she's quite experienced in that department. I think she does that every day."
"Every day?" she said, her eyes widening in disbelief.
"Not literally every day, but you get the idea," I chuckled.
"But I think you can teach me better than Lily?" she said.
"How?" I asked.
"Because you gave it to Nicole for an hour," she answered.
"When did you see that I'm giving Nicole an orgasm?" I inquired, raising an eyebrow in surprise.
"I didn't see it, but I heard it," she replied softly.
"When?" I probed.
"Over the phone. One night we were chatting before bed and you walked into her room without knocking..." she began.
"Oh yeah, I recall that evening. I swiped the phone from her and set it down. I suppose I forgot to end the call, and you overheard everything. Is that it?" I clarified.
"Yes," she nodded, her cheeks tinted with a hint of embarrassment.
"Well, you know, it was very sneaky of you to listen in on our conversation while we were..." I started.
"I'm sorry. I just got curious," she interjected. "But now you can teach me and explain to me why I had a short orgasm."
"Oh boy. I guess you heard Nicole's moaning and thought she was having an orgasm the whole time I was with her?" I chuckled.
"Yep," she confirmed.
"Oh god, I can't even begin to think about this. Can we like, please, just put a pin in it for later?" I asked. "I need to sleep now."
But then, with those puppy-dog eyes, she hits me with the ultimate guilt trip. "Pleeease, big bro! You know I'm clueless without you. Can't you just teach me quickly or something? I swear I'll let you be alone afterwards." She's practically begging and it's making me feel bad and angry at the same time.
I yawned heavily, my eyelids drooping as I muttered, "Alright, I'm tapping out. Back to your room, Grace. I seriously need some more shut-eye."
But of course, she's relentless. Those puppy eyes are back in full force, pleading with me for that promised lesson. "But what about my lesson, big bro?" she asked, tugging at my sleeve.
"Grace, go to your room. Now," my voice was a little more harsh than I wanted.
Grace left my room quietly. She was looking really sad like a puppy who got in trouble. Her shoulders were slumped and she kept her eyes down. Her lips are usually happy but now they were pressed together like she was holding back her tears. It was obvious she felt really upset. This is not the first time I'm seeing her like this. She always does that when I get mad at her. No biggie though. I just had to buy her some chocolates or a cute teddy bear to make her happy again. Ohh shit, old tricks won't work this time. But I will figure out something later.
I lay down and fall asleep without even realizing it. Then I heard a big bang on my door. I got up and looked at the monitor. Guess who I saw? Of Course it is Lily! Nobody will wake me this early to just talk. But she looked really mad!
I got out of bed and opened the door. Lily rushed in like she had something urgent to do. I looked at the clock and thought it was too early for this. Lily knows I hate it when someone wakes me early in the mornings so whatever's up must be really important.
"Can't you sisters give me a break?" I grumbled irritably.
"What did you do to Grace?" she demanded with a deadly serious expression.
"Nothing, why? What's wrong?" I asked, feeling confused.
