45 Days Locked and One Epic Night: Teasing, Denial, and the Ultimate Chastity Release

Dear Mizz Geena

My boyfriend and I enjoy an FLR – he has submitted to me in most things, especially sex. This year, we’ve been experimenting with chastity, and have had lots of fun locking him up. The longest he went locked was just 9 days – until now. I haven’t unlocked him now for 29 days. He thinks he’s getting unlocked at the 30 day mark – but I’m going to inform him we’re going for two more weeks! That will give him 45 days locked up – a great runup to his upcoming challenge: Staying locked up for both Locktober AND No-Nutt-November! 😉

Here’s the thing – when I finally release him, I want it to be epic for him, but not just something where he instantly cums. I want it to last awhile – like a couple hours of fun before I let him final shoot his load.

I love your column and the creative advice you give. I’m at a loss – I can imagine just letting him fuck and finally cum – he’d be happy, but can you give me any deviously fun ideas to make his final release, after 45 days, something epic?

Sincerely,
Keyholding Queen

Dear Keyholding Queen,

Oh, you’re playing the long game here, and I love it! Forty-five days of chastity is a serious feat, and your boyfriend will be absolutely desperate by the time you finally unlock him. But the beauty of chastity release, especially after such an extended lockup, is that you don’t want it to be over in an instant—no, you want to make him earn that release, dragging out the anticipation and pleasure until he’s practically begging for mercy.

Let’s make this epic for him. I’ve got some deliciously devious ideas to take him on a wild ride of pleasure, frustration, and ultimate release that will have him remembering this for a long time to come.

1. Tease and Denial: Draw Out the Anticipation

Start off slow. He’s been locked up for 45 days, so the second you unlock him, his body is going to be hypersensitive. You can use that to your advantage. Instead of letting him go wild right away, tease him—mercilessly. Take him to the edge again and again, only to stop just short of letting him cum. You want him teetering on the brink of insanity with lust.

• Light Stroking: After you unlock him, don’t let him touch himself. He’s not in control—you are. Use light, slow strokes on his cock, just enough to make him rock hard, but not enough to push him over the edge.
• Edging: Bring him to the edge, then stop completely. Let him think it’s coming, only to deny him. This is all about mind games—build him up, then let it fizzle. Rinse and repeat as many times as you like until he’s practically crying with desperation.

2. Use Toys to Torture Him (Lovingly)

This is the perfect time to break out some toys and make him squirm in a whole new way. His cock is going to be unbelievably sensitive, so here’s where you can get creative.

• Vibrating Wand: Place a vibrating wand right on the tip of his cock, slowly moving it down to his balls. The vibrations will be intense, especially after all that time in chastity. Increase the speed, then back off before he can cum. Every time you stop, watch him beg for more.
• Cock Rings: Put a cock ring on him to maintain his erection and amplify the sensitivity. This will help keep him right on the edge as you continue to tease him.

3. A Taste of Freedom, Then Deny Again

Once you’ve played with him for a while, give him a taste of freedom—let him enter you. The second he feels your warmth, he’s going to be fighting to keep from cumming, so here’s where the fun really begins. Let him thrust a few times, but then pull him out.

• Stop-and-Go: Let him fuck you for a few strokes, then stop, pulling him out completely. Every time he gets close, cut him off. This will drive him mad with desire, and the frustration will just build.
• Re-Cage: Try bringing him to the brink of arousal, then allowing his erection to subside so you can easily put the cage back on him. By letting him think he was temporarily free, even for just a bit, he’ll feel even more deflated when he realizes he’s locked up again without any release. It’s a sneaky mind game that will keep him on his toes.

4. Sensory Play: Overload His Mind and Body

After 45 days locked up, his body is going to be craving all kinds of stimulation. Now’s the time to overload his senses, mixing pleasure with frustration.

• Blindfold Him: Blindfold him to heighten the sensations. When he can’t see what’s coming, every touch, lick, and stroke will feel even more intense.
• Temperature Play: Introduce temperature play with ice cubes or hot wax. Run an ice cube along his cock and balls, or drip warm wax on his chest. The mix of hot and cold will heighten his sensitivity, driving him closer to that edge.

5. Prolong His Release: Cock Teasing with a Twist

Once you’ve spent a couple of hours teasing and denying, let’s give him the grand finale. But, even here, we’re going to draw it out.

• Tie Him Up: Bind his hands and feet so he can’t do anything to rush his release. He’s entirely at your mercy.
• Slow, Torturous Strokes: Bring him to the edge with slow, deliberate strokes. Let him almost cum, then stop, making him wait a few agonizing seconds before you continue.

Make Him Beg: Don’t let him cum until he’s begging. Make him tell you exactly how badly he wants it, how much he needs it. The more he begs, the more you make him wait. The build-up will be like nothing he’s ever experienced.

6. The Grand Finale: Forceful Release

Once you’ve thoroughly tortured him with teasing, denying, and edging, it’s time to let him have his epic release—but not before adding one final layer of intensity.

• Rough Finish: Once he’s reached the point of no return, use a mix of rough, fast strokes and deep eye contact. You want him to know that you’re the one in control, and when he finally explodes, it’s because you allowed it.
• Let Him Cum on You: For the grand finale, make him cum in a way that feels both degrading and incredibly satisfying for him. Whether it’s on your feet, your chest, or somewhere else, make sure he knows that this release—after all that time—is something you’ve given him.

7. Aftercare and Worship

Once he’s finally had the orgasm of his life, don’t forget to bring him back down gently. After such an intense release, his mind and body are going to be buzzing. This is the perfect time for aftercare, where you can relax together, maybe have him worship your body, and let him express how grateful he is.

• Cuddle and Calm: Bring him close, soothe him, and remind him of how proud you are of him for enduring so long.
• Foot Worship: If you want to keep the dynamic going, let him worship your feet or your body while he recovers. It’s a sweet way to remind him who’s really in control, even after his release.

Final Thoughts: Your boyfriend’s epic release after 45 days in chastity is going to be something he remembers forever. By drawing out the experience, mixing in teasing, toys, sensory play, and denial, you’ll take him on a wild ride of pleasure and frustration that ends in an unforgettable orgasm. Trust me, this will be a Halloween he’ll never forget!

With devious excitement and complete control,
Mizz Geena