Dear Mizz Geena: Help me Dress Him in Something Sexy

Dear Mizz Geena,

For the past few months, I’ve been having my submissive boyfriend wear panties for me, and it’s become one of the most unexpectedly fun and intimate parts of our dynamic. It started small, just a pair here and there, but now it’s a regular ritual. I assign him a pair each morning, and he wears them to work, out with his friends, even to the gym locker room. If anyone asks (and a few have), he’s man enough to tell the truth. His hot girlfriend loves it, and he enjoys making me happy.

And it’s true. I love knowing he’s wearing them. I love the way it keeps him mentally tuned into me throughout the day. He enjoys the feel, the secret, the submission of it all. I’ve even had him wear my used panties, especially ones I’ve cum in, and he treats those like sacred gifts. He obeys eagerly and fully.

Now I want to take things further. I want to see him in a pretty negligee—something soft, sheer, sexy, and meant for a boudoir shoot. The issue is fit. We’re about the same waist size, so panties have been easy, but I’ve got large breasts and he definitely does not. He’s a swimmer, lean and toned, with that classic swimmer’s build.

I want him to look and feel sexy from the start. I want to dress him for bedtime in something silky, seductive, and undeniably feminine. But I also don’t want to startle him if he’s convinced we’ve already reached the edge of this game.

How do I introduce this next step in a way that turns us both on and keeps the dynamic strong? And do you have any ideas for styles or garments that would look especially good on a slim, athletic male body? I want to see him glide into bed looking like he belongs in lace, and I want him to feel beautiful doing it.

Thank you,
Panty Boss in Progress

Dear Panty Boss in Progress,

First of all, I want to say how beautifully you’re embracing your role. You’ve built a dynamic that’s not only hot, but meaningful, layered, and evolving. The fact that your boyfriend wears panties to the gym locker room without hesitation tells me you’ve done something very right—he trusts you, and he wants to please you. That’s a solid foundation for taking things further.

Let’s start with the garment itself. The key is choosing something designed to flatter his shape, not force him into the silhouette of a body he doesn’t have. Since he’s lean and toned with a swimmer’s build, he’ll look stunning in pieces that emphasize length, elegance, and movement rather than bust or cleavage. Here are some ideas:

• Sheer babydolls or chemises with an empire waist that float over the body without requiring breast support. Look for lace or mesh details, especially in the neckline and hem. Bonus if they come with matching panties.
• Soft satin slips cut on the bias—these hug the body in the right places and drape beautifully across a flat chest and toned hips.
• Lace robes with nothing underneath. Belted low, they show off his legs and frame while still giving that sheer, seductive vibe.
• Vintage-style nightgowns in nylon or silk blends. The stretch and flow of vintage lingerie often works well on male bodies and feels deliciously nostalgic.

Now, about introducing it: Don’t sneak it in. Own the moment. This is a chance to deepen your authority and his surrender. You’re not “asking” him to try it—you’re offering him a gift. You already know he gets off on making you happy. This is you guiding him to make you even more delighted.

Here’s one way to do it: make it part of a new evening ritual. Set the mood. Candles, soft lighting, and the garment laid out on the bed. Tell him you’ve chosen something new for him to wear tonight—something beautiful, something meant to help him feel as precious and pleasing as he truly is to you.

If you want to test his comfort, you might say, “I love seeing you in my panties. But I think it’s time I start choosing your bedtime outfits too. Would you put this on for me?”

Most submissive men are far more open than they expect themselves to be. Especially when the suggestion is wrapped in affirmation and desire.

Finally, don’t forget the emotional tone you’ve already created. He already wears your used panties like they’re holy relics. The negligee doesn’t break that spell—it deepens it. It makes the private service even more visual, even more vulnerable, and, with your lead, even more powerful.

You’re not pushing him past the edge of a game. You’re leading him down the next step of a staircase he’s been climbing for months, willingly and with devotion.

Now dress your good boy like the gift he is.

With lace and authority,
Mizz Geena

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