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My best friend's husband, the closet sissy

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By *BW_Hotwife_And_Him OP   Couple 10 weeks ago

South Shields

It is our monthly catch up at my house with Teresa and her husband, John. The atmosphere is usually light, all about having a laugh and a bit of gossip, but today it feels heavier than usual. We sit in the living room sipping on our coffee when John excuses himself to go to the bathroom. As soon as the door clicks shut, Teresa’s expresssion drops and she leans in closer to me.

“Jane, I don’t know how much longer I can take this,” she whispers, her voice shaking with a mix of anger and sadness.

“Take what, Teresa?” I ask, setting my cup down on the table.

“John and I haven’t had sex in over a month,” she confesses, her cheeks flushing a deep shade of red. “And last week, I caught him in my underwear drawer. He was wearing my thong, for Christ’s sake!”

This shocks me. Teresa and John have always seemed like the perfect couple, but I know that appearances can be deceiving. John is a heavily built guy and looks very manly.

I pat her hand reassuringly, telling her that it’s okay to talk about it, that I’m here for her.

When John returns, he looks a bit flustered, probably wondering why Teresa’s eyes are brimming with unshed tears. She quickly composes herself, but I can’t shake the feeling that something needs to be said. So, I decide to tackle the issue, head on.

“John, is everything okay between you two?” I ask, trying to keep my voice casual.

John’s face turns beet red and he stammers, clearly embarrassed. “Yes, of course, well, we’ve been having some issues, I suppose.”

Teresa nods in agreement, looking at him with a mix of frustration and concern. “He’s been distant and weird, and it’s really been getting to me.”

I decide to take the plunge. “Is it true what Teresa said? Do you try her underwear on?”

John looks at me with a hint of surprise before dropping his gaze to the floor. “I don’t know,” he mumbles. “I’ve just been feeling...different, I guess.”

I smile warmly at him. “John, it’s perfectly normal to have these feelings. Sometimes, trying new things can help. Have you ever thought about, you know, exploring your feminine side a bit more?”

Teresa’s eyes widen, but she doesn’t protest. Instead, she seems intrigued by where the conversation is heading.

“What do you mean, Jane?” John asks, his curiosity piqued.

“Well, if you want to wear women’s underwear, you should feel free to do so. But here’s the deal: while you’re in it, you’re my sub. You do as I say, got it?”

John nods slowly, his eyes darting between Teresa and me. I can see the excitement building in him, but he’s also a bit scared.

“Come on, let’s have some fun with it,” I say, standing up and walking over to him.

We take him to the bedroom and start rummaging through my lingerie drawer. I pick out a sexy set of lacy panties and a matching bra for him to wear. Teresa watches with a smirk as I help him put it on, making sure everything fits just right.

Once John is dressed in my underwear, we sit him down on the bed. I straddle his face and tell him to start licking my pussy. He hesitates for a moment, but then dives in, his tongue tentatively exploring my folds.

Teresa joins in, taking off her own clothes and sucking his cock to full hardness before taking her turn sitting on his face. She seems to be enjoying the power dynamics shift, her moans echoing through the room. We take turns, using his mouth and his cock for our pleasure, his hands bound behind his back.

When we’re both satisfied, we pull him up and tell him to jerk off while wearing my panties. He does as he’s told, his cock straining against the delicate fabric. We laugh and cheer him on, making him feel like the sluttiest little sissy.

As he cums, we both lean in and kiss him, the three of us tangled in a mess of lust and underwear. It’s clear that John has found a new side of himself, and Teresa and I have found a new way to keep our friendship interesting and from that day, most of the time they come over for a chat, we end up exploring this side of John and Teresa always ends up with a big smile on her face.

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By *oth0712Man 10 weeks ago

cambridge

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By *BW_Hotwife_And_Him OP   Couple 10 weeks ago

South Shields


" "

Thanks

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By *ocktoplaywithMan 10 weeks ago

Derby

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By *atpackMan 10 weeks ago

Taunton

It's so horny , reading your fabulous stories and looking at you pictures and videos at the same time ,,

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By *BW_Hotwife_And_Him OP   Couple 10 weeks ago

South Shields


"It's so horny , reading your fabulous stories and looking at you pictures and videos at the same time ,,"

What a compliment!

Thank you!

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By *midsfabguyMan 10 weeks ago

WMids

I’d love to be John x

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By *atpackMan 10 weeks ago

Taunton

My pleasure , , in every way

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