"We corresponded for over a month. I issued a few sessions of corner time. We had some video calls, but he wouldn't show me his face. I found a loophole though. When he falls asleep during story time, he curls forward a bit and I could see his sweet face. Sometimes he'd disconnect the call half asleep. I arranged an anonymous meet up in a hotel room. He still wasn't sure and we exchanged no information other than our first names, vague information. Nothing we could follow back to a person. I sent him presents through a PO box."
"How did the night go?"
"It was perfect until he saw what I was packing in my panties."
"Ouch. I'm sorry, Helena."
I waved off his apologies. I'd expected it to happen. When he didn't balk at his Mistress playing with his bottom, I'd had a bit of hope that it wouldn't be a big deal. He'd even admitted he imagined me using a strap-on, what difference did my cock make?
"I am too. I made a deal with him. One night we'd continue with his fantasy…his scene, and no promises. Like I said we had no personal information, he could have his night with his Mistress and he agreed. When I awakened this morning to get ready for work, he wasn't in the hotel bed with me. I shouldn't have taken it so hard."
"Shouldn't doesn't mean that you don't have the right to feel disappointed. You've wanted the twenty-four-seven dynamic for a very long time and when it went to shit with your ex-wife, I know it hit you hard."
"She was fine with Nonbinary me but asking her to call me Mistress or Mommy was a step too far."
"Again, I'm sorry. Maybe give him a few days to process. He did continue with the scene."
"He's inexperienced and curious. That curiosity was assuaged. I was attached. I'll just need to get over it."
"Sometimes it's not that easy, my friend."
"All day I thought about checking to see if he'd deleted his profile.” I glared at him across the table. “You say sorry one more time, I'm kicking your ass."
"And I'm sure you can still do it. I was always the pacifist, not you."
I had to admit I always enjoyed it when bullies in my former life thought they could kick the pretty boy's ass and it never ended in their favor. I'd learned to fight because turning the other cheek never got you anywhere.
"What about you? How's business?"
"Lucrative. Me, well, you know me. I put my gentlemanly upbringing and model looks to work for me, but I'm not longer in my twenties anymore. Only so much working out can stop time."
"You act like a little softness on the belly is going to make you a monster."
"It's not that. I'm just ready to retire and let my office manager take over the everyday duties, maybe have one of those normal lives. I've saved and invested well and I’ll still own the majority of the company."
"Then that's what you should do."
He waved over the server and we ordered our regular meals, and I asked for hot tea. I'd drank more than normal during dinner with Georgie. I wasn't one who liked to be out of control. A glass or two of wine, or a single scotch a few times a month. I'd overindulged in college in everything from drink, drugs to sex, freedom went to my head.
"We'll see. As much as I plan for this hiatus, I've yet to take one."
"It'll happen when it's time."
"Take your own advice, Helena. We've both been waiting a long time for something."
I nodded as we eased into our usual catchup conversations, sharing old stories and him telling me about old friends he'd seen or gossip. The night was just what I needed, a distraction where I wasn't sitting at home hoping to get a message or see that my boy was online.
One night fucked with my head too much, but it was more than that, it was a month of emotional and mental intimacy. I liked what I knew of Georgie. I loved playing with him—loved fucking him. In the heat of the moment, I'd confessed he was going to ruin me for other Subs and unfortunately, I think I cursed myself.
He'd taken his paddling so well. He'd looked sexy in the presents I bought for him. I'd even bought extras for future gifts. Maybe I could just send them along to him, they wouldn't suit anyone else other than my sweet Georgie. Another part of me wanted to hang onto them, a remembrance and suddenly I felt like an old foolish Mistress.
Chapter 7
Georgie
Two weeks passed since I'd run from the hotel room, I'd deleted my profile off the site, not to hide from her but because the other Mistresses and Mommies wouldn't do for my needs and wants.
I'd put on the thong she'd bought me when I'd come home from work. I washed and prepared the dildo I'd ordered online and hid in my shower behind a locked door as I tried to recapture the experience of being fucked by her. It wasn't the same. Her hands weren't gripping my hips with nails bruising my skin. Her hips weren't slapping against my abused, paddled bottom. The voice in my head wasn't hers, didn't have the same tone as she called me her slutty boy—told me I was hers. I'd only gotten the string pulled to the side, stretched myself with one of the smaller plugs. I groaned and fucked my ass with the dildo I suctioned to the wall of my tiny shower.