When I began writing this story, I didn’t realize how much of my time it would cost me. I am grateful for all the encouraging DMs. I am not sure how many more chapters I will be able to write, there are quite a few left unwritten.

I was thinking about asking “Sarah” if she wants to write a few chapters from her perspective. Let me know if you would like that… no promises though!

Chapter 4

The days following our wild parking lot adventure were filled with a mixture of excitement and longing that seemed to intensify with each passing day. Soon, Rosh Hashanah arrived, a three-day Yom Tov that year. I knew it would be impossible for me to go three days without texting Sarah, and we both desperately wanted to see each other again.

On Rosh Hashanah morning, I woke up super excited to find a text message from Sarah. It was a selfie of her getting ready for shul; she had her shaitel on but no shirt, and she was gently pinching her nipple with her free hand. My reaction was instantaneous; my cock went rock-hard in less than a second. I quickly sent back a short video of me softly stroking myself for her. She didn't respond immediately, as she was busy getting her kids ready for shul and then occupied with the day's meals, but the next morning, I was thrilled to see another text from her. This time, she was dressed in her tznius yet sexy Yom Tov outfit, but her skirt was pulled up to reveal her wet pussy. I sent another video showing her how excited her image made me, especially knowing she'd soon be sitting next to her mother, the rebbetzin, behind the mechitza, demurely listening to her father, the Rosh Yeshiva, storming the heavens for his Kehilla.

We continued texting each other throughout Aseret Yemei Teshuva, and in a playful moment, I suggested we should meet on Yom Kippur to "celebrate." She responded immediately, saying she would LOVE to, and just the thought of it was making her soak her panties.

On Yom Kippur morning, I dressed in my kittel and tallis and set out, supposedly for shul. My kids would follow later, allowed to sleep in to make fasting easier, and would join for Mussof and Ne'ilah. However, a few blocks before reaching the synagogue, I turned a corner and headed towards her home instead. It took about ten minutes, and as I turned into her block, I saw her face peeking through the front window.

She opened the door before I even knocked and practically dragged me inside. Her husband and children had already left for shul and wouldn't return for a few hours.

We made our way upstairs to her bedroom, shedding clothing along the way—tallis, kittel, and various garments. By the time we reached her room, we were both completely naked. I threw her onto the bed and plunged my hard cock deep inside her eager, wet pussy. She started cumming immediately as I thrusted again and again. As I continued, a wicked idea came to me, and I said, "Sarah Rochel, cum for me. Show me how badly you want me to fill you with my aveiradike cum." This only made her climax harder, and I couldn't hold back much longer, beginning to pump load after load into her.

We spent the next hour or so alternating between cuddling, making out, and having sex again. Eventually, I had to prepare to leave as Musaf time approached, and we were both expected at our respective shuls.

We dressed and went downstairs. I put on my kittel and tallis, ready to leave, when she turned to me with a wicked grin, bent over her dining room table in front of her leichter where the ner sheshovas still burned softly. I stood behind her, lifted her dress, and entered her from behind. After just a couple of thrusts, I started to cum deep inside her. As I was cumming, I looked up to see a beautifully framed painting of her father, the Rosh Yeshiva, directly in front of me on her dining room wall.