First Steps in Chastity and Milking*

“To be at once under ceaseless excitation and ruthless restraint.” – Charlotte Bronte, Jane Eyre

How long does a great play session last? From mere seconds of intensity to a lifetime. Playing with women can move fluidly from orgasm to ordinary and back again; once is not nearly enough, and only the need to pee forces lesbians out of bed and back into ordinary life. In practical terms, when you’re playing with a guysub, the fun ends or at least changes when he ejaculates.

Clearly the way to extend playtime with a submissive male partner is to delay . . . and delay . . . and delay his orgasm. Minutes, hours, days, weeks, even months. Naturally orgasm denial doesn’t work on every guysub, any more than every masochist loves thud. But if you’re lucky enough to possess a guysub who becomes sweeter and more submissive the longer he is denied orgasm, you can have a great deal of fun. What a way to exercise your power: pushing him into frenzied over-stimulation while never letting him slip into orgasm.

The best way to enforce that is to use a chastity device. Male chastity devices range from simple, effective cock rings designed to be used for an hour or less to elaborate, custom-fitted locking devices designed to be worn 24/7 for indefinite periods of time. When you finally permit him to come, the process is called “milking,” since it’s usually done hands off, by using a vibrator on his cock or in his ass.

Before you invest a lot of money and time in a toy that might not work for you, start simple. Choose a cock ring and test-drive it.

Cock rings can be plain circles of rubber, silicone, or stainless steel (in various sizes); leather straps, single or multiple; or more complex battery-driven devices with nubs, anal attachments, nipple clamps, and multiple kinds of motion. One advantage of a vibrating cock ring is that you can restrain your guysub with the same toy that’s also stimulating him. Sexy and elegant.

I have adored these toys since I first bought my husband his first remote-controlled vibrating cock ring from the Adam and Eve catalogue. That’s more than a quarter-century ago, and the selection has grown vast, but I’ll always cherish the memory of that toy and that first scene.

I had him bound to the bed – spread-eagled and blindfolded. He was already hard when I slipped the cock ring onto his lovely six-inch shaft. Then I started playing with his nipples, using one hand and my teeth. With the other hand, I slid the variable-resistor control from the off position into greater and greater intensity. He started writhing and begging to come. I’ll never forget that first exciting jolt of hands-off stimulation.

Neither will you, when you take control of his cock with a cock ring.

*This post was brought to you by Adam and Eve. All opinions are mine anyway.

Leave a Reply

Your email address will not be published. Required fields are marked *