Timmy #18: What Ifs

What Ifs{/center}

Where I left off...

Diana had just finished kissing me in front of Abbey, and it had been no ordinary kiss. Abbey had watched the entire time, and then Diana drove us to school.

Friday

After Abbey had left the car—I’m sure she noticed that Diana and I stayed behind—I released a long sigh and hung my head back against my seat’s headrest. What had Abbey been thinking after witnessing the kiss Diana had given me back at home? What in the hell had Diana been thinking when she had kissed me in front of Abbey? What was Diana planning? Diana, Diana, Diana...

Diana.

She still hadn’t told me if Abbey knew about us. Yes. No. Maybe? My gut told me that Abbey knew what her older triplets were up to but that she didn’t want to know, but maybe she did want to know. Maybe. Fuck, my logic was no better than Diana’s. (Was I trying to make myself feel better?) Maybe my older sister was losing control of this fantasy life she had built for us. I had lost control of it a long time ago. I mean, I was going to help the wrestling moms seduce their own sons—any son over eighteen, but still, their sons. How the hell had I gotten myself into that situation?

Everything about this scenario was crazy.

Diana had parked in the back lot, facing the auto shop wall with a tarp-covered chain link fence on my side and Lana’s big, black F350 on her side. What a truck! What did a petite, big-breasted girl like Lana need with a truck that big? But its tinted windows gave me ideas about how private a big truck could be, compared to my sister’s four-door sedan.

“Hey, little brother,” Diana said, “are you going to kiss me, or are you going to stare at my friend’s truck?”

I snapped out of my daze, unbuckled my seat belt, leaned over the center console, and pressed my lips against my sister’s mouth for the second time that morning. Thoughts of Mom and every sexual position I had done with her flashed through me as Diana slid her tongue into my mouth. My sister and my mom ... how the fuck had I become their lover? I put my hands in my sister’s long, blonde hair, my muscles tensing and my fingers tightening as a surge of rumbling energy shook my limbs. I placed my hands on the back of her head and pulled. She didn’t fight the pressure as I lowered her head to my lap.

My mom and my sister! Every young man’s dream! Now, if I could only have them at the same time...

My sister undid my buckle in a hurry, my cock in mid-sprout, pushing my Calvin’s upward. She peeled back the elastic waistband and uncovered my rising prick, swallowing the spongy meat down to my balls with a soft, wet gurgle.

“Oh god,” I gasped as my sister’s spit-heavy mouth engulfed my prick. Her lips formed a seal around my thickening flesh while my knob rested on the back of her palate. My dick plumped up in her mouth, growing to full hardness, the tip throwing itself into her throat and beyond. Diana made a gulping sound as her mouth seemed to grow around my prick. I slid my left hand from her hair and slipped it between us and around her throat. I cradled her neck in my palm, feeling the indentation of my cockhead against her trachea.

Diana breathed hard through her nostrils, gulping for air and swallowing my meat as fast as she could. Up and down her beauty went, taking my dick without complaint—brother and sister, doing dirty things and loving it. I didn’t let her lift her mouth more than a quarter of the length of my cock. I kept her close to my root so I could fuck her face and rub my glans against the wet softness of her throat. My shaft tingled, and my balls tightened as I listened to my older sister struggle around my swollen dick. As she wetly worked my meat, my thigh trembled while pleasure swirled around the crown of my cock, buzzing the corona and tickling my slit.

“Oh, Diana, god, baby,” I moaned.

She responded with a series of wet, mwah, mwah, mwah sounds, then she forced her left hand beneath her face and cupped my tingling balls in her hand.

“Oh, fuck!” I cried, coming and pushing her mouth down my shaft with my right hand while holding her throat with my left. The ripples of her throat muscles massaged my palm as she swallowed my jizz.

“Fuck,” Diana gasped when I let her up. Her face was a mess, her mascara ruined, her blonde hair out of place. She looked so fucking sexy, my beautiful blonde sister.

“You okay?” I asked, breathing hard.

“I need to fix my makeup,” Diana said, rubbing her eyes.

She reached into her glove box and pulled out the wet wipes she had kept since we had started fucking in her car. I grabbed the dry napkins next to them and handed them to her as she wiped her face.

“You should do that more often,” Diana said.

“Ruin your makeup?” I asked, laughing.

“Ruin my makeup,” Diana said, “and ruin my pussy ... without asking.” She shivered, exaggerating the movement and the excitement behind it. “Sometimes, a girl just wants to be taken.” She smiled at me. “You don’t need permission with me anymore.” She slid her eyes to the side, her smile turning sly. “But it’s nice when you do ask. I want you to figure out when you need to ask me for permission and when you don’t.”

Great, I thought as I nodded my head. She laughed, looking at me, then I leaned over the center console and pressed my mouth to hers one more time, tasting my sister’s tongue as the first-period bell rang. Before I got out of the car, Diana told me to meet her at our fuck-room in the drama theater during lunch.

Fuck-Room

Diana was wearing a cropped, pink-and-white-striped sweater, a black skirt, matching knee-high socks, and pink and white tennis shoes. We were ten minutes into lunch, and she had my pants undone, and her boy short style panties lay on the room’s makeup counter. My sister straddled my waist as I sat in a high-backed chair, my ass near the edge of the seat as my sister half-stood on my cock. She lifted her body up and down, her athletic thighs tensing as she humped her pussy in a forward-to-down motion over my shaft.

“Mmm, little brother,” Diana purred into my ear. “Give me that juicy dick.”

I had my hands under her skirt, gripping her naked waist as the pink heat between her legs cradled me between its soft, velvety walls. Lana was in the room, dressed in a plaid dress with short sleeves and a white collar. Her iPhone was in her hands, and she was walking around us, recording us, whispering to us.

“So fucking hot,” Lana would say. “You’re so fucking sexy, Diana, the way you ride that dick.”

Diana looked right into the camera. “That’s my little brother’s big dick tearing me up,” she whispered, “getting all the way up inside me. I can feel him in my stomach.”

“So bad,” Lana said. “So nasty, you incest pervs.” She licked her lips, then pouted: “I want some.”

I moaned, closed my eyes, and tried not to come.

Diana pressed her lips to my left ear, on the far side of Lana. “Do you think my friend is hot?” my sister asked. “Do you think her little half-Asian twat is fuckable?”

I groaned.

Lana made a soft noise.

My sister bucked her hips harder, forcing her pussy faster over my prick.

Lana panned the camera behind Diana and told me to lift my sister’s skirt. “I want to see that beautiful pussy between her legs getting stretched,” she said.

I groaned and pulled my sister’s skirt up her ass. Lana pushed the camera close to us, placing her left hand on my right thigh. She squeezed me as my sister slid up and down my pole, bouncing her twat over my slick meat until a creamy mess dripped down to my balls. The wet slapping of skin on skin, cock drilling pussy, filled the room.

“Oh, that’s the shot,” Lana said.

Diana whimpered, then whined, then she bit her lower lip and came. Heat smothered the length of my cock. I dug my fingers into my sister’s firm ass as long buzzes of pleasure raced through my dick. My shaft seemed to grow, then the head expanded, and Lana reached between my thighs and cupped my balls.

“Oh, fuck!” I whined, coming hard as my jizz surged through my shaft, making me shake. I arched my hips upward, lifting my ass from the chair and my sister’s feet from the floor.

“Woah—oh!” Diana yelped as I drove myself deeper into her soft, buttery box.

Then she came.

Later, my sister kissed me goodbye as I stayed behind to clean up the room. On the way out of the drama theater, a few of my sister’s friends eyed me with silly smiles while giggling and laughing with Lana and my sister while they watched something on Lana’s phone.

Holy fuck, did everyone know?

Did anyone care?

Diana’s Words

I had my sister on her bed. Her head and breasts lay on the comforter, and her back sloped upward, ascending to the twin curves of her golden cheeks, which curved down into her thighs. Her knees dug two small divots into the bedspread. Her shins elongated straight back, ending with her little toes pointing toward the end of the bed.

I smacked her ass.

“Ooh,” Diana gasped as the slap filled her room.

Earlier, after stripping my sister of her clothes, I had tied a red scarf she had taken from her closet to each of her ankles, fastening them with a single loop that would slide free if my sister wanted to get out of her restraints. The scarves extended to her wrists a short distance away, and her arms lay on the bed, reaching backward toward her feet, her palms up.

A light sprinkling of sweat beaded my sister’s body. I had ridden her hard, using her mouth and pussy, while spanking her bare bottom and filling the room with the loud slapping of flesh against flesh, hip against butt, balls against clit. It was late, nearing midnight, and Abbey was in her room sleeping (hopefully), while Mom ... well, it didn’t matter anymore if Mom heard her children enjoying their sinful delights in private.