Twenty | Sean
Twenty
Sean
“O kay, what did I miss ?” I asked as I joined my family at my parent's large dining room table. We had already decorated cookies, watched movies, and ate pizza. Now we were having a game night, and the girls wanted to play Uno, even though they had no idea how to play.
“You’re a fish!” Carly exclaimed, giggling behind her hand as she held her cards in front of her.
“That was the last game, sweetie,” Stephanie said, laughing at how much fun her daughters were having.
“Oh yeah!” Carly pressed the palm of her hand to her forehead in true dramatic fashion.
I had been distracted since I first got a text message from Cassidy, but my mind had been wandering ever since she mentioned my ass. I couldn’t tell if she was drunk or if someone else had taken her phone and was texting me for her. Just when I was expecting the text messages to stop, another one came in. I grabbed my phone and checked it while the girls bickered over what game to play next since they were now bored with Uno.
Cassidy: Who said I want to touch it?
My lips curled up into a smile as I debated on how to respond.
Me: No one. But you are the one who brought up my ass to begin with.
Cassidy: All I’m hearing is that you’re an ass, which I strongly agree with.
Me: Just a few minutes ago, YOU were saying how I wasn’t an ass. So which is it?
Me: Did you mean to apologize, or are you on Percocet again?
Cassidy: Wouldn’t you like to know?
I raised my eyebrows and nodded my head, even though she couldn’t see me. I would like to know so I could make sure she was safe and not home by herself in an altered state. If she was willing to text me, she was probably drunk on Percocet.
Me: I would.
Cassidy: Why are you so obsessed with me?
Me: I’m not. But I do worry about your general well-being and about making sure you’re taken care of.
Cassidy: Like you used to take care of me behind the bleachers at school?
A whoosh of air escaped my lips as my mind started racing with memories of said bleachers.
“Hey, sorry, but I gotta go,” I said, excusing myself quickly. “I’ll call you later with my schedule this week so we can talk about Christmas Eve.”
I waved at everyone, ignoring the confused looks from my mom and Declan as I rushed to say goodbye to Stephanie and the girls before jetting out of the house. My dad was outside, fixing a broken light on the house as I breezed past him.
“Bye, Dad!”
“See ya, Sean.”
I climbed into my car and pulled my phone out to see if she had sent anything else.
Cassidy: Do you remember that? Lifting the skirt on my cheerleader uniform so you could finger me until I came?
“Fuck,” I groaned, my dick immediately hardening.
Me: I remember very clearly. You were always so wet for me.
Me: Are you wet for me right now?
I knew it was pushing every line I shouldn’t cross, but I didn’t care. Twelve years or twelve seconds didn’t make a difference when it came to Cassidy. I wanted her just as much now as I did back then.
Cassidy: Maybe.
Me: You’re making my dick hard just thinking about it.
I fastened my seatbelt and peeled out of the driveway, desperate to get as far away from my parent’s house as possible before my dick exploded. I was a grown man, but that didn’t mean that I had any self-control when it came to Cassidy. I drove a few miles until I was out of town and pulled over on the side of the road.
Cassidy: I miss your dick. It was always so hard and big.
Me: It misses you too.
Cassidy: I always had the hardest time taking all of it in my mouth. It used to hit the back of my throat, and I had to use my hands for the rest that didn’t fit.
Me: You always took it so well, though. Such a pretty mouth that sucked me off so good.
My balls were aching as I tried to restrain myself from jacking off. I wanted to come so badly, but I wanted to do it with Cassidy there—not that it was even an option.
Cassidy: I’m going to send you something. Hold on.
I frowned, wondering what she was talking about until a picture message popped up. I gripped my phone hard in one hand while biting down on my knuckles on the other. She was fucking killing me with the picture of her pussy barely covered by a sheer black thong.
Me: You’re killing me over here, Cass.
Cassidy: Then do something about it.
Me: What do you suggest?
Cassidy: Jack off and send me a picture when you’re done.
I quickly undid my belt and zipper, pulling my cock out in record time. I turned on the camera on my phone and pressed record as I started stroking my cock. I gripped the shaft hard, trying to keep from coming right away, but it was too hard when all I could think about was Cassidy’s pussy.
I pumped quicker, feeling the build-up as I imagined her lips wrapped around me as she took me to the back of her throat like she used to. I wanted to bury my face in her pussy and lick up her arousal more than I wanted my own release. Just the thought of her touching herself right now was more than I could take. I kept stroking, my body tensing as I came hard, ropes of cum shooting all over my hand and thigh.
I pressed the button to stop recording and grabbed some napkins to clean up. Not knowing how she would take it, I went ahead and sent the short video to Cassidy.