Ken spent most of the afternoon in his office—I’m guessing pretending to work—after I took his anal virginity earlier that day. I’d come just an hour ago, but fuck, I already needed more.
Sitting around the dinner table next to him, we joked and laughed while my mom sat there, completely oblivious. She had no idea I’d fucked her husband’s brains out earlier, and even less idea that I planned to do it again tonight.
Ken laughed at one of my jokes, and his hand landed on my lap. He didn’t move it. I shot him a quick glance, then flicked my eyes toward my mom. His hand slid closer to my cock, and within moments I was rock hard. His palm found the outline of my erection and rubbed it slowly through my pants—right there in front of her. My mind was spinning. This guy was insane. But it felt so good I didn’t stop him.
After a few more strokes, he gave it a firm squeeze and casually returned to his dinner like nothing had happened. I glanced at my watch: 6:30. All I could think was, I need you two to go to bed already. I swear to God, Mom, if you suggest board games tonight, I’m going to lose it.
We finished dinner without any more obvious flirting. Then we moved into the living room while Mom and my sister handled the dishes. I sank onto the couch. Ken walked in and handed me a rocks glass half-filled with whiskey.
“Bad decisions,” he whispered.
I raised my glass. “Bad decisions.” We clinked and drank.
He sat right next to me and leaned in close to my ear. “I need your cock so bad,” he breathed.
I turned my head, checked that Mom and my sister were still distracted with the dishes, then turned back and kissed him hard. It was the best sex I’d ever had. I couldn’t stop thinking about it.
“Same,” he murmured against my lips.
He leaned in again. Our tongues wrestled, and we both let out soft moans. “My office. Now,” he said. He stood and walked toward his office.
My eyes locked on his ass. I couldn’t believe how good it looked for a guy his age.
Ken called out, “Hey, come look at this book in my office!”
I followed. As soon as I stepped inside, we closed the door. I pressed him against the wall, and we started making out passionately—hands roaming everywhere, exploring each other’s bodies.
“This is so crazy,” I said between kisses.
“Oh my God, it really is,” Ken replied. “Should we stop?”
“I can’t,” I admitted.
With that, he dropped to his knees, undid my pants, pulled out my cock, and shoved it down his throat.
“Ohhh fuck, Ken,” I whispered, trying not to make too much noise.
He sucked me passionately, eyes locked on mine the whole time. This felt different from earlier. It wasn’t just lust or desperation anymore. We needed each other. His hands ran up my thighs as he bobbed, then slid around to explore my ass. His fingers traced down my crack, teasing my hole while he deep-throated me.
“Ohhh yes,” I moaned.
He pulled off, stood, kissed me deeply, then winked. “Later, sailor,” he said, and walked out.
I stood there dumbfounded, rock-hard cock still glistening with his spit. “Actually, I’m in the Army… so not a sailor,” I muttered to the empty room. Holy fuck.
I tucked myself back in and walked out. Mom and my sister were just finishing the dishes. They both gave me awkward looks as I passed.
A few minutes later, Mom yelled, “Catan or Monopoly?”
My sister shouted back, “Catan!”
Thank God. Monopoly would’ve taken forever.
I decided to change into sweats for the game. As I walked by the kitchen, I saw Ken bent over the counter while Mom set up the board. I pressed up behind him, rubbing my cock against his ass. He pushed back into me. I gave his ass a firm squeeze as I walked past to grab a glass of water.
He turned and whispered, “You’re bad,” with a devilish smile.
The game felt like it lasted forever. Unfortunately, Ken was seated on the opposite side of the table, but even from across the board he looked so damn pretty—soft eyes, relaxed, no effort. I couldn’t believe I’d never noticed before.
I lost, of course. Then it was finally bedtime. We all went to our rooms. I showered, got cleaned up, climbed into bed, and started stroking myself, thinking about Ken.
About an hour later, there was a soft knock at my door. I got up and opened it.
There she was—Kendal—standing in front of me in a blonde wig, a little less makeup, a black nighty that clung to her curves, and high heels that made her legs look endless.
“Can I come in?” she asked in the sexiest voice I’d ever heard.
I pulled her inside, pressed her against the wall, and we started making out. Our cocks rubbed together through the thin fabric. My lips moved down her neck, tasting her skin. My hand gripped her chest, playing with her nipples, sliding the strap aside to expose one bare nipple. I sucked and nibbled, rolling it between my teeth until she gasped.
I dropped lower, stroking her hard dick while looking up into her gorgeous eyes. I wrapped my lips around the tip, taking more and more.
“Mmm, oh my God, that feels so good,” Kendal said, running her fingers through my hair as I bobbed up and down.
I pulled off to lick and suck her balls, dragging my tongue slowly up the underside of her shaft before taking her deep again. I could only manage about three inches before choking, but I loved every second. She started fucking my face, taking charge—and it turned me on so much. I let go completely, letting her use my throat. Tears and spit ran down my face as she held my head and thrust gently but firmly.
She pulled out, breathing hard. “Oh my God, you’re so good at that. Now get on the bed, big boy.”
“Yes, ma’am,” I said, wiping my face.
I lay on my back. She straddled my face, her ass right there, balls resting heavy on my chin, dick leaking precum onto my lips. She ground against my tongue slowly at first, then faster, gripping my hair like reins. My hands held her thick ass, spreading her slightly so I could bury my face deeper.
“Ohhh, that’s it, Daddy. Eat that pussy,” she moaned quietly, rocking her hips in slow circles.
She leaned forward. I opened my mouth instinctively. She squeezed the tip of her cock, letting thick precum drip onto my tongue. I sucked it up greedily, staring up at her as she looked down at me with heavy-lidded eyes.
“I wanna fuck you,” Kendal said, voice low and rough.
“Yeah… fuck me.”
“Yeah? You want Mommy to fuck you?”
“Yes, Mommy,” I moaned, practically begging.
She reached for the lube, squirted a generous amount onto her fingers. “Just relax, baby,” she whispered, pressing one slick finger inside me. She moved slowly, curling it, stretching me open while kissing me deeply, swallowing my little whimpers.
“You’re doing so good, honey,” she murmured against my lips.
“Mmm, ohhh yes, it feels so good.”
She added a second finger, scissoring gently, twisting them until I was arching off the bed, cock leaking onto my stomach. I whimpered when she pulled them out.
She lined up her dick, rubbing the slick head against my hole, teasing me until I was squirming. “Breathe for me, baby.” She pushed in slowly. I almost yelped as the head popped past the ring, but she paused, stroking my chest, kissing my neck.
“Relax… let me in.”
I exhaled shakily. She sank deeper, inch by inch, until her hips met my ass. I wrapped my legs around her waist, pulling her closer.
“Fuck, you’re so tight,” she groaned, holding still for a moment so I could adjust.
“Oh my God, you feel so big inside me, Mommy.”
She started moving—slow, deep rolls of her hips at first, letting me feel every ridge. Then she picked up speed, pulling almost all the way out before sliding back in, hitting that spot that made my toes curl.
“Oh my God, oh my God, oh my God,” I panted in rhythm with her thrusts.
She leaned down, kissing me messily while she fucked me harder. “You take me so well, baby. Look at you—falling apart for Mommy’s cock.”
I could only moan in response. She pulled out suddenly, making me whine at the emptiness. “Flip over. I have to see that beautiful ass.”
I flipped onto my stomach. She tugged my hips up slightly, reached underneath, and angled my dick down toward the sheets so it rubbed against the fabric with every thrust. Then she shoved back in—deeper this time, harder.
“Ohhh fuck,” she groaned, pounding me steadily. My ass jiggled with each slap of her hips. She spanked me once—sharp and stinging—then again, harder, gripping my hair to arch my back. “You like that? Being owned like this?”
“Yes—fuck, yes.”
Her smooth balls slapped against me with every thrust, the sound filthy in the quiet room. She reached around, stroking my cock in time with her fucking, twisting her wrist on the upstroke. The dual sensation was overwhelming—her thick length dragging over my prostate, her hand working me perfectly.
“Gonna fill you up, baby,” she growled. “Gonna mark you so deep you’ll feel me tomorrow.”
That did it. My whole body tensed. “Ohhh fuck, Ken—I’m cumming, I’m cumming!”
I shot hard, ropes of cum soaking the sheets beneath me. Kendal moaned loudly, thrusts turning erratic as she buried herself to the hilt and came, flooding my ass with heat. Pulse after pulse, she kept grinding into me until we were both trembling.
She finally stilled, slipping out slowly. We collapsed onto our sides, her arms wrapping around me from behind, holding me tight against her chest.
“Oh my God, that was amazing,” I whispered, still catching my breath.
She kissed the back of my neck. “Yeah… it was. You’re incredible.”
We lay there tangled together, hearts slowing, until sleep finally pulled us under.
