My Life - S01 E39

Story 3 days ago

My Life - S01 E39

Read Story: SEASON 1 EPISODE 39

"She's been preparing herself for you." Mariola said.

"Ya, for a few weeks now, ever since you said that you were packing up your house to move, grandma has been putting dildos in my ass. We started with a really thin one, it hurt at first, but I managed. Now I'm able to take a full-sized one. It still hurts, but it feels sorta good too. And now want to try the real thing." Kelly looked nervous, like she wasn't sure what my answer would be.

"Do you want to?"

"Ya!" I yelled, "I mean, yes, I'd love to." My cock started swelling in Mariola's hand, she noticed it too.

"Well then let's get you ready to go again." Mariola said, and put my cock back into her mouth.

I laid back and closed my eyes as she stroked and sucked my prick for several minutes, stiffening me up and letting my balls refill with semen.

"Ok That's good." I sat up and tapped her shoulder.

She stood up and I got up off of the bed. I helped her roll Kelly on to her stomach. Kelly squealed playful. Her legs were partly hanging off of the bed, and her shapely butt cheeks were pointing up at me. Mariola, leaned down over Kelly's ass, and spread her cheeks, exposing her last virgin hole. Mariola spit on it and started rubbing it around. I watched as she used her middle finger to slide her saliva up and down the crack of Kelly's ass. She placed the tip of her finger on the hole and moved it in tiny circles. Kelly was cooing softly. Mariola then pressed her finger down and into Kelly's still virgin ass, and began moving it in and out.

She looked up at me, and motioned for me to step closer. As I positioned myself behind Kelly, Mariola used he free hand to pull my dick into her mouth again. I watch as this gorgeous cougar, old enough to be my grandmother, stroked my prick with one hand, slurping the head between her luscious lips, while using her other hand to tenderly finger her granddaughters asshole.

Suddenly she stopped, and not a moment too soon, as I was seconds away from reaching the point of no return. She took my dick out of her mouth, and pulled her finger from Kelly's anus. She placed a hand on one of my bare butt cheeks and urged me forward. Because Kelly had to lay down on her stomach for this, I wasn't going to be able to stand up behind her, the way I had when fucking her grandmother's ass.

I crawled on to the bed on top of her, much the same way I'd do her missionary, except she was on her stornach, and her legs were together in between mine. I was using my hands to hold myself up, so Mariola reached underneath me to guide my rod to Kelly's back door. She pressed the head of my cock up against that tight moist hole, I could feel it quivering against my throbbing helmet. Mariola moved her hand away and sat on the bed next to Kelly.

Very slowly, I moved my pelvis forward only millimeters at a time, and felt the tip start to slip in. Kelly clenched down, so I stopped. Mariola began to rub Kelly's back, comforting her.

"Its ok baby, this is the hard part, once he's in it will feel much better. Getting the head through is the toughest part. Keep going Adam. Mariola encouraged us both.

I continued pressing forward, sinking into her. I could feel the walls of her rectum constricting my penis, tighter than I've ever felt. I moved slowly like this for what seemed like hours, until finally it felt like a pop, my head was fully through, and the rest of my shaft slid in easily. Kelly let out a gasp of relief, to be honest nearly did too. I stayed like that, balls deep into her ass, letting her body adjust to my prick being inside of her.

Then I slowly lifted my hips, partially withdrawing from her, and the lowered myself back down. I did it like this, slowly, for several strokes, until I heard Kelly let out a sigh that sounded like enjoyment. I lifted up once more, then slammed back down with more force. She let out a louder sigh, that sounded like a combination of unexpected pain, mixed with a sensation of pleasure. Then she giggled. I was done going slow.

I pulled back and thrust forward quickly, again and again, until I had a steady rhythm. Because Kelly couldn't move her body, I had to control the motion. I got it going to where the bounce of the mattress would raise her butt up to meet each downward thrust I made.

Each movement made a series of sounds. First was me, grunting as I slammed my cock down into her. Then was the slapping of my hips against her butt cheeks. Next Kelly would let out a little cry of enjoyment. And finally the bed would creak as it absorbed our impact before springing us back up as I pulled out, readying myself to slide back in.

Mariola leaned up and kissed me passionately, as I kept slamming into Kelly. She pulled her lips away and whispered into my ear "just a little longer", she read my mind. I was almost there. I could stop,

to let my rising sperm subside, but I could tell that Kelly was nearing her own orgasm, and stopping might ruin it. So I kept going, I slowed down a bit, but kept going.

It felt so good I could've cried, but the pressure was on, and I knew I couldn't delay much longer. Then Kelly let out a scream and her body shuddered. She was cumming, thank God!! I slowed down even more, but kept going, making sure she got the full effect of her first anal orgasm. When she seemed done, I started up again, it was my turn. As soon as I picked the pace back up, Mariola must've known I was ready, and lowered her face to just above Kelly's butt, I knew she wanted my load in her mouth, rather than her granddaughters ass. I quickly pulled out of Kelly and pulled Mariola's head towards me, just as my first shot erupted out of my dick and hit her on the chin. I shoved myself into her open mouth and released it all. Throwing my head back, I let out a loud groan, as cum sprayed out of me so steadily it felt like I was pissing.

I could hear Mariola gurgling as she struggled to keep swallowing fast enough. My hand was gripping her hair, keeping her head in place, I didn't want her to move until I was empty. The cum finally stopped flowing, and my body relaxed, slowly I released her head as I felt her finish swallowing my load. I lowered my head and opened my eyes. Kelly was looking back as me, watching. We smiled at each other. I stepped back, letting my cock fall out of Mariola's mouth, and looked at her. She wiped her lips and grinned at me. She then got up and laid on the bed next to Kelly. I could feel my legs again, and I went and laid on the other side. We all rested.

I made it home to Lyla's a little later than usual, which wasn't a big deal since I could use the excuse that I had a lot of cleaning to do at the house. Which I was going to have to go finish tomorrow. It was after 10pm when I walked in. The lights were off. I looked down the hall towards Lyla's room, I could see light, but I was too tired for that tonight. I went up stairs and got undressed, wrapped a towel around my waist then headed to take a shower. As I washed, I could smell the stink of sex rinse off of me, I laughed to myself. I had just gone ass-to-mouth from a granddaughter to her grandmother! Sometimes my life is just ridiculous.

I finished and went back to my room. I walked in and found Lyla and Shelby sitting at the foot of my bed, neither one looked happy... this wasn't going to be good.

To Be Continued...