“Yes Mommy.”

Mark's POV

In the family’s office after hours, I was busy grabbing some pens and notepads and putting them down in my backpack, when the door creaked. My heart skipped-a-beat, it was Elena! My sister-in-law. Aged 45, tall, strong build, and she walked in a manner that always could have made me sweat.

'Mark, what are you doing?' she asks, shutting the door.

I was frozen, in the act of being caught with my bag with company stuffs in it. 'Uh, just... getting some stuff,' I stuttered. She simply marched over to me, took my bag from my hands, opened it, and dumped its contents out on the floor. The pens scattered all over. Her face was grim. 'Stealing? From the office? And you're my brother-in-law? That's really pathetic.'

“I…ugh… this is a misunderstanding.” I tried to lie, my eyes stuck on her big breasts, which looked like they would burst free any second soon.

She yanked out the belt of her pants. I barely comprehended what was happening when she grabbed my wrists and slung the belt around them. So tight it dug into my skin. 'Kneel,' she said, quiet and serious.

I didn’t want to, but… my heart was racing. Scared, but also… turned on? She’s family. This is so wrong. But, I’ve checked her out before. Slowly, I got to my knees on the chill floor while my hands were behind tied.

‘Good boy,’ she grated, a smirk on her lips. ‘Now get naked. Slowly. Show me what a thief gets.’

My face grew hot, but I complied: One-handed was doing the job of unbuttoning my shirt, which then slipped down. Shoes off, then socks. Down went pants, kicked to one side. Underwear were the last to go. I stood naked, with a cock already half-hard from embarrassment.

She did a slow turn around me, her heels echoing. 'Count what you stole,' she told me, taking a wooden ruler from the counter. 'Eight. That's eight spanks on your butt.'

She hoisted my restrained arms hauling my body toward the countertop. My chest was flat on the cold surface, butt propped up. The first smack cracked hard, and the ruler burned. “One,” I yelled, feeling the sharp sting.

‘Say thank you for each one, slut,’ she said.

Smack! 'Two—thank you!' By this time, pain shot more intensely. My ass glowed red and throbbed. By the fifth, I was in tears, yet my cock twitched against the counter.

Smack! 'Six- thank you, Elena! Hit me more!' The laugh she gave then was more of a mockery. 'Pathetic. Stealing, and now you're crying for more.' The last three hits were rough, and my skin was on fire. I yelled the thank-yous, shaking.

'You like this, right? Getting punished by your sister-in-law.' And she began to rub against my ass; I could feel her fingers between my ass cheeks.

“Tell me little thief, do you like this?” She asked, sliding two fingers up and down my butt crack.

I nodded, gasping. 'Yes...'

'Yes, what?' she squeezed my ass cheeks.

'Yes, ma'am,' I whispered, heart racing like a crazy horse.

Her hands zipped down her pants, pulling out a great black cock from the bag. Big and veiny, maybe like nine inches. 'This is for thieves who need a lesson.' She spit on her fingers and shoved two in my ass, quick stretching.

I groaned. 'Relax it, or it'll hurt more.'

The head of the strap-on toy started pushing against my hole, cold. She used my hand to pull my ass cheek to the side before shoving all the dildo in my ass. 'Fuck!' I yelled, feeling the dildo stretch my ass as it went in, feeling it burying deep with every thrust.

'Take it, you dirty little thief,' she grunted, thrusting into me. Whenever she pulled away, I could feel my asshole twitching open and close. 'Feel that? Your ass is mine from here on out. Family secret, huh? Bet your wife has no clue. Bet your wife has no idea she married a man who loves getting bent over and his ass fucked hard!”

I groaned through it all, pushing back even though it hurt. 'Harder... please...'

She laughed and spanked my ass. 'Already begging. Greedy slut.' She picked up the pace. The dildo was stretching my ass , my cock was now very hard and precum dripped from the tip, some touching my thighs as my cock swung around freely. Sweat trickled down my back while she pulled my hair back, forcing me to arch. 'Going to stretch that hole so wide, you’ll feel empty without me! ' She twisted the dildo and put it out, making a pop sound before slamming it back in me with no warning.

“I’m so close , mommy. Please let me cum.” I begged, feeling my dick twitch as orgasm built up in me.

But she pulled out fast, my ass empty and stretching. 'Not over. You do not get to cum yet little thief.”

She picked up a second strap-on from her bag, with a thicker cock. Then tied it on my face, with the base of the dick directly on my mouth. 'Now fuck my ass with it as I finish you.'

She pressed me down on the break room table, climbing over me. She straddled my chest backward, her ass hovering over the strap-on and her boobs pressed down against my thighs. “Fuck your dodger-in- law’s asshole bitch. But I go at the pace I feel like and do not cum unless I say you can.' She spat on her palm, rubbing it all over her ass crack, using her hands, she spread her ass cheeks apart,and slowly sat on my face, making me watch the huge dildo slowly disappear into her asshole.

'Fuck, mommy, yes!' The words were muffled due to the dildo base directly above my lips, I thrust up as she ordered,the dildo coming in and out of her, making squelchy sounds.

It felt torturous to thrust into her, her weight holding me down whilst her dildo plunges deep inside my ass with each of her thrusts, so hard and fast it stretched me to the point of tears.

'Cum for me, slut, whilst I fuck your hole.' She said as she took my dick in her mouth, the dildo still working inside me, sucking fast and spitting on my cock.

“I’m gonna cum, Mommy.” I groaned as I came, with my hot cum all over my stomach and just then, she came too, her squirt all over my face as she sat down fully on my face, rubbing her pussy lips over my chin.

I had barely had time to recover when she turned around and sat on my dick, her warm and wet pussy making my dick go hard again.

“Hope you can keep up.” She teased, clenching her pussy around my cock.