Will Mrs. Lion Make Me Jerk Off While She Watches?

Mrs. Lion suggested having me jerk off while she supervises.

Over seven years ago, Mrs. Lion told me to stop masturbating. I had been jerking off since before puberty. It was an activity that I gave little thought to. The first three years of no-jerking-off, I was locked in a Jail Bird male chastity device. I was only unlocked when Mrs. Lion wanted me to be edged or ejaculate. Temptation wasn’t an issue. By the time I was allowed to be wild for periods of time, I lost interest in masturbating. I guess Mrs. Lion broke me of the habit.

About a week ago, Mrs. Lion wondered if she should have me jerk off while she supervised. My initial reaction was negative. The reason harks back to my earlier marriage. On nights that my wife wasn’t in the mood for sex, and I was, she would say, “I’ll help you.” Her “help” was to tickle my balls while I jerked off. It did feel good, and she didn’t make me do it too often.

My history with Mrs. Lion is a little different. I spent several years with her showing almost no sexual interest. I masturbated a couple of times a week to reduce the tension. Each time I did, I worried that “tonight” might be the rare night she wanted to do something with me, and I wouldn’t be ready because I jerked off. I suppose I would have masturbated more if I didn’t think about that. This history is why I worry about her introducing supervised masturbation into our marriage.

Some couples who practice male chastity incorporate masturbation. In some, the man puts on and takes off the device at his wife’s direction. He also edges himself and gets to jerk off to orgasm when his wife tells him he can. That feels like solo chastity to me. The wife could be a continent away, and it wouldn’t matter. I worry that we could end up that way if Mrs. Lion introduces supervised masturbation. As it is now, I am never told to jerk off. Mrs. Lion provides any edging or sexual release I get. I worry that because it takes less energy and involvement to watch me masturbate, she could start to rely on it as a way of giving me sex.

After all, on nights she wants me to get off, and she is feeling achy or tired, all she would have to do is sit up and watch me play with myself. Now, on nights like that, she does nothing. However, since we have our whiteboard with the number of days since my last release, she is reminded that it may be time to take care of me. If she can do that by having me jerk off, things are easier for her. I guess I feel a sort of distrust that she will take the easier way out of providing sex to me.

Another factor is whether or not I’m still capable of getting myself off. It’s a minor concern. If she can make me come, I should be able to manage as well. My concern is a selfish one. Jerking off isn’t nearly as much fun as having Mrs. Lion get me off. Of course, I prefer her mouth or hands to mine. I worry that she will take the easy way out and let me do the work more. I know that’s not fair to her. She has faithfully kept her promise of teasing me at least every other day. My resistance is pointless. OK, Mrs. Lion, if you want to have me jerk off for you, I will happily do it. You’re the boss, and I trust you.