Date Preparation

I was sitting in my room, staring at the voice message from my mom’s office. It was Friday morning. Her coworker—Ms. Meier, whom she actually couldn’t stand—sat down next to her with a cup of coffee and grinned widely.

“So, how’s it going with your ‘hypothetical girlfriend’ and the dating problem?” she asked in that knowing tone. My mom immediately blushed. She glanced around quickly to see if anyone was listening and lowered her voice. “It… it’s escalated. I was sexting with him. That’s right. I texted him all the things I’d do with him. I didn’t want to lose him. It was just a fantasy… or was it?”

Ms. Meier laughed softly and leaned forward: “Where on earth did you get that nonsense? Congratulations! You now have a detailed roadmap for your next date. He’s expecting exactly what you wrote to him. Point by point. Like a checklist. That’s why you don’t write so much at the beginning—so you don’t push the boundaries.”

My mother turned pale as a sheet. She stared at her colleague, her eyes wide open. “But… these are all just fantasies, aren’t they? Just words… to get things going…” Ms. Meier laughed even louder, almost pityingly. “No, sweetie. In this case, it’s a precise plan. He now expects you to do exactly what you wrote. All night long. You promised him that. And he’s saved it. If you deviate, you might as well stop right now. Teasing him up and then not delivering is the **** knell for any relationship.”

She looked at the chat again. She had encouraged him to voice his desires. She was the one actively pushing now. She wanted to keep him. She wanted to turn him on. And Jeremy played the shy one at first… before he really got going.

Mom: Jeremy… I can tell you’re still holding back. But I want you to tell me ALL your sexual desires. Be completely open. No shame. I’m pushing you now because I really want to know. I’m the experienced one. Tell me everything you imagine doing with me. I promise you, I’ll say yes to every single desire. I don’t want to hold anything back. Please… tell me your darkest fantasies.

Jeremy: (shyly) …wow. This is actually a little embarrassing for me right now. I don’t know if I should say this so directly…

Mom: Yes. Say it. I want to hear it. I’m already all wet just from asking you this. Come on, tell me everything. I don’t mind.

Jeremy grew bolder. His messages came faster, his language got hornier.

Jeremy: All right… I imagine you wearing a vibrator inside you all day long. I have the remote. At the café, while shopping, even briefly at the office—I turn it on whenever I want. You have to stay still while you come.

Mom: Yes… I’d do that. I’d wear the vibrator all day and come for you wherever you want.

Jeremy: (already more aroused) And… I’d love to spank you in public. In the park, late at night. You’d lie across my lap, skirt up, panties down. I’d spank your ass red while you count and say “Thank you, Jeremy.” Anyone could see us.

Mom: Yeah… that sounds so humiliating and hot. I’d offer my ass to you and feel ashamed in front of everyone.

Jeremy was now fully in hardcore mode. The shyness was gone. He was writing without a filter.

Jeremy: Office sex. After work in your own office. You bend over your desk, skirt up, and I fuck you right where you usually work. Maybe even while colleagues are still in the building.

Mom: Yeah… take me on my own desk. I want you to fuck me right there.

Jeremy: Fuck… okay. Then even harder: Glory Hole. You’re kneeling in a booth, just a curtain in front of your face. You can’t see a thing. You just take one cock after another in your mouth and swallow it all, while I stand next to you and watch my elegant mommy get used anonymously.

Mom: Yes… I’d do it. I’d swallow everything that comes my way, and you have to fuck me from behind while pushing my mouth onto the cocks.

Jeremy: And finally… I want to tie you up, blindfold you, and use you for hours—together with a friend.

Mom: Yes… to everything. I’d let myself be tied up and blindfolded. I’d offer you my ass, mouth, and pussy. I’d do anything you ask of me. I want to hold you. I want you to see how far I’ll go for you.

Jeremy sent back just one word:

Jeremy: Then our fifth date isn’t a date anymore. It’s the night I take everything from you.

My mother sat there frozen. He surely remembered every word she’d written to him. The perverted fantasies. But he must know that it’s just a fantasy. No woman or mother would do that, or

Then she thought of the first promise, to shave completely. She discreetly rubbed her crotch, feeling the short hairs under her skirt. She hadn’t completely shaved down there in almost ten years. Today she would do it again for the first time—for a boy who was almost as old as her son.

I sat there, tears of pure rage streaming down my cheeks, my cock throbbing painfully. My own mother had just gotten him to tell her the most perverted things… and she had said yes to every single one. Glory hole, public spanking, vibrator in the office, office sex, bondage, anal… everything. Just because she thinks it’s “just a fantasy.” But Jeremy knows full well that he can demand it now.

He just texted me: Jeremy: She said yes to everything. Willingly.