Our experiment at an earlier time started as a success. However, it wiped me out. I knew Lion was close. He was close a few times, with breaks in between for me. Then I tried my hand. Then I tried the Magic Wand. I think since he needs a longer run-up to the edge, I need to do something BDSM-ish.

Yesterday, I suggested play spanking, but I didn’t want to do it when we were trying an earlier time because we wouldn’t know which worked. It’s certainly possible that playing earlier had a positive effect. Now, if I add in some play, such as a play spanking, maybe it will shorten the time it takes to get to the edge while I’m sucking him.

I don’t know what’s been going on that he loses his erection prematurely. I really do want to give him an orgasm. But then I think he’d be better off if I edge him for a day or two first. And then I worry about it being difficult to get him back to the edge the next day. Is it possible that there’s some muscle memory type of thing that will kick in if I give him an orgasm, so his body remembers what it feels like? It sounds silly, but I hope you know what I mean. In the past, I’ve equated it to blowing out the pipes or priming the pump. I want to get him up the mountain and over the edge, and maybe the next “valley” won’t be quite as big.

Maybe I’m making too big a deal out of it. I don’t want to put pressure on him. I’ll keep trying no matter how long it takes. On the other hand, what if I did demand an orgasm? Would my taking charge of the situation make any difference? Does he need me to be a bitch and take away privileges like he’s a teenager who crashed the car? I doubt it, but I’m willing to try if he thinks that will help.

I think more experimenting is in order. Let the spanking begin!

When Lion is due for a punishment, I usually give it to him before I take my shower. I figure he’ll have that long to recuperate and a while later we can have some fun. However, last night he was snoozing off and on through Wheel of Fortune and Jeopardy. He was also snoozing when I went to take my shower. I decided to let him snooze. Obviously he was tired. I can always whomp him today.

When it was time to play, I decided to have some clothespin fun. Of course, Lion doesn’t necessarily consider it fun. That’s because I find all those “good” spots that he’d rather I miss. And, when I know I’ve hit a good spot, I flick and pull the clothespin so it hurts even more. He usually gets pretty hard so I know he’s not really in too much pain. Besides, the wincing just makes it more fun.

Eventually, I yanked all the clothespins off and asked if he’d rather be sucked or have me continue with my handwork. He opted for sucking. I figured he would. Initially, he said I was sucking too hard. Is there such a thing? I backed off and he seemed to be doing better. As soon as I got him to the edge, I took a peek at his whiteboard where he shows his wait time. He was at 14 days. I debated in my head whether I should just edge him or if 14 days was enough of a wait. Then I was trying to remember how many orgasms he had last year. He wrote a post about it but I can’t remember. [Lion — I had 33 orgasms in 2020. I’ve had 272 in the last 5 years. This is an average of 54/year.] Then I was trying to figure out if two orgasms a month (on average) would match last year or if that’s too few. Lion would probably say it’s too few. And I was trying to decide if he’d be upset about getting an orgasm so soon, given the fact that he’s only been pretty horny for the past week or so.

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In the end, it was taking him so long to get there, I almost gave up. Everything was hurting. I was determined. I needed him to make it. I also needed to stop. I pushed both of us on. I knew he was close. I just had to get him closer. And finally I did. Finally. I got a nice mouthful of yummy goodness and he got less frustrated. And now the count starts again.

Lion made a face when I brought out the Box o’Fun. I left it sitting on the bed for a few minutes. When I finally looked inside I found only two cards in there. We must have gotten tired of ignoring figging and pegging and gave up on the box. There’s no way I was starting out with either of those. I found the other cards and added them back to the box. Lion made a face again.

He was tired. All he has to do is say he’s too tired or sick or in pain and we don’t have to do anything. Being sick or in pain will get him out of punishment too. Being too tired will not. And I’d guess a red butt has the power to wake a fellow up. I was tired too, but I would have done whatever he wanted. I’m usually tired so it’s hard for me to figure out how tired is too tired.

I know I’m in charge and I did say we were going to being out the Box o’Fun with the hope of jumpstarting things, but I’m not a dictator. There are many reasons why we shouldn’t play on any given night. The whole purpose of playing is to turn Lion on. I’m already fighting an uphill battle lately. I don’t want to do anything to him if he’s not going to enjoy it. Yes, I know he doesn’t really enjoy IcyHot. But he sort of does. Mr. Weenie gives him away. The point is, even if it wasn’t just for him, I wouldn’t want to force him to do things.

I wonder what would have happened all those years ago if I had said I didn’t want to spank him. What if I had said I’ll spank him but that’s where I draw the line? From time to time, Lion says he’ll give up BDSM. I think he lasts a few days before he regrets that decision and wants to play again. I think we might have continued on with our relationship if I agreed to spank him but go no further. I don’t know how much longer he would have “put up” with me, but spanking might have sustained him for a while. If I had said no to spanking I think we would have been done pretty quickly. But I digress.

I will bring out the Box o’Fun again tonight. We’ll see how Lion feels about it. If I get the sense that he’s making a face because he doesn’t want to do particular things in the box then we’ll have to have a discussion. Maybe I take those things out. Maybe he sucks it up and we do what it says on the card that he picked. It’s not up to me. He picks. I just do what the little voice on the card tells me to do.

One thing Lion’s play spanking made clear to me is that I am very out of practice. I know I have paddles, but I used to be able to hit him a lot harder with my bare hands. And my arms got tired. Clearly I need to lift weights and get more practice. I don’t think Lion will mind.

Naturally, I didn’t leave any marks or bruising on him, although it did look like a bruise might be forming. It’ll take more than that to make a lasting impression on his tough hide. I used a few different lightweight paddles. I couldn’t tell you exactly how long I swatted him. I know it was longer than it has been, even in punishment form. My goal was not to bruise him or even do a marathon session. I just wanted to get started again. I know Lion loves to be spanked. As long as we both know the difference between punishment and play, we’ll be fine.

Speaking of punishment, I noticed that he didn’t remind me about punishment day in his first email. Sometimes he realizes later on in our back and forth emails, but he didn’t mention it. I was swamped at work and I forgot all about it until Lion asked what time it was just after I started spanking him. It was 8:27. Whew! He remembered it was punishment day. I don’t think he’s ever cut it so close. His rule is that he has to tell me before 8:30 PM. I reminded him that the play spanking could have turned into a punishment spanking if he hadn’t remembered. Not really. I wouldn’t have thought of it till I was done spanking him anyway.

Despite my starting off with swats reminiscent of the first time I ever spanked him and slowly ramping up the power, Lion still didn’t make it to the edge last night. I thought for sure he just needed a little incentive. He was hard for a long time, but he just couldn’t get there. He “complained” that I got him very horny and he’s frustrated. I think if he was really horny and frustrated, he’d be getting to the edge quicker and multiple times. I think he’s holding out on me. I think he just wants me to do more evil things to him. Humor the poor Lion and he’ll get hard and make it to the edge. Uh huh. Sure. That might work unless I head straight for the IcyHot, Velcro or tiny clothespins. Silly boy.