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My Best Friend's Sissy Husband

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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 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 Teresa's sub. You do as she says, 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.

As we ride his face and his cock, Teresa and I can't help but giggle at the sight of him in those lacy panties. He's so obedient, just like we taught him. I lean back on the bed, feeling Teresa's fingers dig into my hips as she takes control of the situation. She's always been the more dominant one, and I love watching her in action.

I straddle his chest, my pussy smothering his mouth while Teresa rides his cock, bouncing up and down with a fervor that makes his balls slap against his thighs. His eyes are glazed over with lust, and I know he's completely lost in the moment. The scent of our arousal fills the air, mixing with the sweetness of Teresa's perfume and the musk of his sweat.

"You're such a good boy," Teresa coos, her voice thick with desire. "Taking it like that for us."

I lean down and whisper in his ear, "You love being our little slut, don't you?"

He nods vigorously, his muffled moans vibrating against my clit. Teresa laughs and slaps his ass before leaning forward to kiss me, our tongues dancing as our bodies rock in sync.

"My turn," I say, sliding off his chest and making my way down to swap places. Teresa's eyes light up as she eagerly takes my spot, her thighs spreading wide to give me access to his now glistening cock.

He tastes salty and sweet, a heady mix of our juices that I greedily lick up. Teresa takes his face in her hands, guiding him to her clit as she starts to grind against his mouth. She's so wet, her juices are practically flooding his mouth, and I can't help but feel a twinge of envy. But my turn is coming.

I wrap my hand around his shaft, stroking him firmly as I take him deep into my mouth. His cock twitches at the sensation, and I can feel him getting closer to the edge. Teresa's moans grow louder, her breaths coming in ragged gasps as she nears her climax.

"Fuck," she cries out, her body tensing as she cums hard, her pussy clenching around his tongue. I keep stroking him, feeling his cock throb in my mouth.

When Teresa's orgasm subsides, she rolls off him, panting and smiling. "Your turn," she says, her voice still breathless.

I climb onto the bed, straddling his hips. He's still wearing the panties, and I can feel his cock, still hard and eager, pressing against my ass. I reach back and pull them aside, exposing his ass to the cool air. Teresa hands me a bottle of lube, and I generously coat his cock before sliding it into my wet pussy.

He groans as I sink down on him, my walls stretching to accommodate his thickness. Teresa watches us, her eyes dark with desire, as she plays with her own clit. We move together, our bodies creating a rhythm. I lean back, placing my hands on his thighs, and Teresa takes the opportunity to kiss me again.

Our tongues tangle as I ride him, his cock hitting all the right spots. I feel an orgasm building, my muscles tightening around him. Teresa reaches around me, her hand finding my clit, and starts to rub in circles. The pressure is intense, and I know I'm going to cum soon.

With a final, guttural moan, I explode around him, my pussy clamping down on his cock. He responds by thrusting up into me, his own orgasm ripping through his body. I can feel his warm cum filling me up, mixing with my own juices.

"Who's a good boy?" Teresa asks, stroking his cheek.

"I am," he murmurs, his voice still muffled by the aftershock

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.

His cock is already thick in Teresa's hand as we start our game. She's got him dressed up like a little slut in my favorite lacy panties, the ones that make him look so pathetic. The room is filled with the smell of his desperation, and I can't help but grin as Teresa and I watch him squirm on the bed.

"Look at him," Teresa says, her voice dripping with amusement. "Such a good little sissy, letting us watch him play with his cock."

"Mm-hmm," I agree, stroking my own clit as I watch her tease him. "But he's not going to get off so easily."

He whines, trying to push his hips up into her hand, but she slaps him down, her palm landing with a smack against his pelvis. "You don't get to come until we say so, sissy boy."

We're feeling particularly sadistic, and his desperation is just making us wetter. Teresa winks at me, and I know what she's thinking. We're going to make him beg for it, really beg.

I crawl over to the bed, my own pussy throbbing as I straddle his face. He opens his mouth obediently, eager to taste me again. Teresa keeps jerking him off, her grip tight and punishing. "You want to taste her, don't you?" she taunts. "You want to make her cum all over your face while you're stuck with your cock in my hand."

I lean down, letting my tits graze his cheeks as I whisper, "You're going to make me feel so good, baby. And then, maybe, if you're lucky, we'll let you come."

He moans into my pussy, his tongue flicking at my clit. Teresa's hand is a blur on his cock, and she's got that look in her eye that says she's enjoying every second of his torment. "Look how hard he's getting," she says, her voice low and seductive. "Do you think he's going to be a good boy and cum for us?"

"Not yet," I say, sitting up and sliding off his face. Teresa's hand moves slower, her grip loosening slightly.

"Please," he whines, his eyes begging. "Please, let me cum."

We laugh, the sound echoing through the room. "You're so pathetic," Teresa says, her hand starting to move faster again. "You're nothing but a toy for us to play with."

"That's right," I add, reaching over to pinch his nipples through the flimsy fabric of my bra. "Our little sissy toy."

He moans again, his hips bucking. Teresa tightens her grip, and he lets out a groan. We're close, so close to making him spill his pathetic load.

"Look at him," Teresa says, her eyes on me. "Look how much he needs it."

I lean down, my mouth hovering over his ear. "You're going to come for us now," I whisper. "You're going to fill those pretty panties with your cum."

And with that, Teresa's hand moves with a vicious speed, and he's lost. He arches off the bed, a high-pitched squeal escaping his lips as he shoots his load, coating the bed and his stomach with his thick, white cum.

We both laugh as we watch him, his body trembling with the force of his orgasm. Teresa releases his cock, and it bobs there, still hard and covered in his own juices. "What a mess," she says, shaking her head.

"It's what he gets for being such a good little sissy," I reply, sliding off the bed and walking over to the mirror. I admire my reflection, my pussy glistening with arousal.

As 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 *b9012Man
10 weeks ago

Gunnislake

Very good

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By *ednesday 2023TV/TS
10 weeks ago

Stortford

Lucky John x

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By *ark_sentinelCouple
10 weeks ago

Andover

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By *oppy12Man
10 weeks ago

Swindon

So very good

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By *hirk999Man
10 weeks ago

oswestry

Wow

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By *ensualgent38Man
10 weeks ago

London & Edinburgh

Mmmm. Yes

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By *j and c 2Couple
10 weeks ago

mullingar

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By *outhweel2Man
10 weeks ago

Newark

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By *lugoneMan
10 weeks ago

rathmicheal

Loved this ... did more happen

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By *ickylouCouple
10 weeks ago

Bi

Surly more happened. Please tell us you made him more of a sissy with your toys. 😘😜

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By *ndrea54TV/TS
9 weeks ago

cambridge

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By *ylon_cMan
9 weeks ago

Dunfermline

I need to hear more about this arrangement.

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By *ustcuriousgeorgeMan
9 weeks ago

Shropshire

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By *athytvsubTV/TS
9 weeks ago

Bulwell, Nottingham

Hope we hear more xx

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By *oneysmithcdTV/TS
9 weeks ago

Glenrothes

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By *e1interestedMan
9 weeks ago

Birmingham

Would so love to be him

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