The Regimen is a series of masturbation challenges that I designed for my husband to keep him busy when he only has himself to play with. I plan to post these as frequently as possible, however as a quality control measure I have my husband record his sessions for me, and I won't post a new Iteration until I observe him complete it.
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Welcome to the First Iteration.
Below are instructions that will take you through the 30 minutes of this Iteration. Each instruction is considered a "phase", and is assigned a time, so that when your timer reaches the time on the screen, you will proceed with the corresponding instruction. The goal of this challenge is to hold your orgasm until the clock reaches 30:00.
You'll also notice several checkpoints mixed in with the instructions. Because the goal of the challenge is to not orgasm until 30 minutes have elapsed, I created a few penalties for failure to keep the stakes high. Every time you pass a checkpoint, the penalty for failure changes.
Prior to Checkpoint 1, the penalty for orgasm is that you must instantly remove your hands when you feel the orgasm begin and keep them off your cock until after the orgasm subsides completely. This is called "ruining" your orgasm. Additionally, you will remain completely chaste for seven days (no sex or masturbation), after which you may attempt this Iteration again.
Between Checkpoint 1 and Checkpoint 2, the penalty for orgasm is to ruin your orgasm, and after it subsides you owe 60 seconds of slow stroking on your hypersensitive member. Since you reached Checkpoint 1, you may attempt this iteration again after only 24 hours of chastity.
After Checkpoint 2, if you are unable to make it to the 30 minute mark, you only need to ruin your orgasm with no additional penalty.
And if you make it all the way to 30:00, you win and may stroke to your satisfaction while you cum. Winning also unlocks the Second Iteration. So without further ado, here is a description of the different masturbation instructions that you'll receive, followed by the timetable for the challenge itself:
The strokes:
"Rest" - during a rest period HANDS OFF.
"Lube Up" - This instruction is usually the first phase of an Iteration. During this phase you are to coat your hands and member with generous lubricant. While you are directed to apply lube to your cock, you may not use this phase to jerk off, just focus on the task of lubricating.
"Tease" - a generic "tease" instruction gives you the opportunity to tease yourself as you like. You may tickle your balls or the head of your cock, stroke your shaft with a light touch, flick your frenulum with your thumb, or press heavily with your index finger on the underside of your shaft and run it up and down your cock. Also, if you require more lube, a "tease" phase affords you that opportunity.
"Balls and Head Tease" - lightly run your fingertips along your balls and the head of your cock. No touching the shaft.
"Light tease stroke" - this tease is a stroke, but a stroke where your hand is held loosely so you're barely touching yourself. Go at whatever speed you desire.
"Slow stroke" - using a single handed grip, masturbate in long, slow strokes that go from the base of your cock all the way up to the head. For an idea of timing, a "slow stroke" should take 5 seconds to complete one lap from base to head and back to the base.
"Medium stroke" - this stroke is the fastest stroke you'll use in most Iterations. Keep pace with the Bee Gees "Stayin' Alive". As with the "slow stroke" this involves long, complete strokes that stimulate the whole shaft and the head.
