I walk across the garage, and my eyes rest on a middle aged man, looking about nervously. As I approach him, I hear him mumbling something to himself.
"Hey there, hot stuff," I say, trying to sound casual. "What brings you to my garage sale?"
"Just browsing, looking for a good deal," he stammeres, shuffling his feet.
I glance around the garage, taking in the various items on display. "All clothing half price," I call out, eagerly.
His eyes light up at the sight of the treasure trove of clothing on display. He makes his way over to me, his eyes scanning the racks of clothing.
"What size are these?" he asks, pointing to a black, boned, silk corset and black bustier on the table between us.
"They're mine," I say, proudly, my hands on my hips and puffing out my chest. "How big is your wife?"
He looks at me, nearly my size, but fatter. "About my size," he replied. "Damn," he thought, "About your size, you idiot. How do you make that mistake?"
"Well, you're in luck," I say, grinning. "I think these will fit you okay. Why don't you come inside and try them on, Muffin?"
"They're not for me," he mumbles.
"Yeah, right" I say, as I take the lingerie and his hand and lead him to the door to the house.
After a moment of hesitation, he nods and heads back into the house with me. I lead him to the bedroom. "Strip," I say, and he looks absolutely terrified.
"Not with you in here." His voice is nervous and cracking like a teenager with his voice changing.
"If you want to buy those," I assert, "you'll need to model the corset and bustier for me, Pussycat. I'll see you in my lingerie anyway, why shouldn't I see you naked?" He turns his back and slowly starts unbuttoning his pants. "Come on, we haven't got all day, Tootsie."
I walk over to him and help him take off his clothes. "Just like a toddler," I think. "There you go, Sugar, now put on the corset"
As he struggles to get the corset on, I offer him some help. I put my knee in the small of his back and pull the hook and eye closures together.
As the corset closes around him, it strains to contain him. It does push some of his fat out the top, giving him small, pert boobs.
He sees himself in my full length mirror and smiles like he is in heaven. The fabric feels smooth against his skin, and the laces dig into his waist. His ass is large compared to his now cinched in waist.
"Turn for me"
He slowly, shyly turns to face me.
"That is a tight fit, Luscious" I say, teasing.
He chuckles nervously. "I guess so," he says.
"You look stunning," I say, admiring the way the corset accentuates his features.
He blushes, looking down at himself. "Thanks," he says.
"But the look is not complete," I exclaim. I brush past him to get to my dresser. Opening the top drawer, I rummage until I find what I'm looking for. "Yes, these will do."
I pull out a pair of stockings from my drawer. I reach under my skirt, hook my thumbs into the elastic, and pull my panties off. "Put these on," I say, handing them to him.
He takes the panties and quickly slips them on, the fabric warm and a little damp, pulling tight against his thighs. I watch as he fidgets, trying to get comfortable in the tight fabric. His dick is still hanging out the front of the too small panties.
He roughly grabs the stockings. "No Sweetheart. You need to be gentle or they'll run. Roll them like this," I say as I delicately fold and roll the tops down. "Sit on the bed."
He sits, and I kneel near his feet. "Point your toe, honey." He does. "Now watch me and you do the other one"
As I unroll the shimmering nylon up his leg, my head gets close to his semi-hard penis. While not fully erect, there is a drop of pre-cum leaking from it. I reach out my tongue and clean it off.
"Please, I have a wife," he begs.
"It's okay, Baby. It's just us here right now, and I won't tell."
He follows the instructions and soon has both stockings on. I go to my closet.
"I think you'll look even better with these on," I say, grinning and holding up shiny black stilleto heels.
He shakes his head, dissapointed. "I'm glad you think so," he says. "But there is no way my feet will fit."
I look down and it is obvious that he is correct. "Well, you should get some that fit you, Darling. You can't walk around in stockings without shoes. Stand up and spin for me again."
He does and I settle on the edge of the bed. My fingers trace their way back under my skirt and find my wet folds. As he completes his turn like a ballerina on his toes, his eyes alight on my right arm and it's ending at the wrist at the hem scrunched on my thighs.
"Are you ...," his voice trailing off.
" Of course, Princess" I moan. I take my hand out, my fingers damp. "Take a taste."
"I can't. My wife. She'll know."
"It wasn't a request, love." I state.
He leans forward and takes my fingertips in his mouth and sucks. I put my left hand on his shoulder and guide him to my cunt. His body off balance, he has no way to resist. "Eat me, Sissy"
His tongue reaches out and takes a long lick, from just in front of my asshole right up to my clit. "Yes, nice and slow, my Pet." He continues as I start to feel the pressure growing. "Okay, faster now, harder," I command. He latches over my clit, sucks hard, and flicks his tongue on my nub. "Yes, lover," I cry out as I squeeze his head between my thighs and shake my way through a powerful orgasm.
After a few minutes of relaxation and kissing my juices of his lips, I decide to take things to the next level, pulling out a bottle of lubricant and a dildo. "Let's warm up," I say, handing the lubricant to him.
He is hesitant, but takes the lubricant. He lies with his legs dangling off the for of my bed and pulls down my panties. The lube bottle makes a farting sound as he squeezes a dollop on his left hand and starts rubbing it onto his pussy. His fingers start sliding in and out of the lubricated opening. I watch as he rubs, his eyes glued to the dildo that I hold in my hand.
"I've been looking for a girlfriend," I say, teasing. "And I think you'll do just fine."
He looks up at me, his eyes wide with pleasure. "That's what I was thinking," he says, his voice hoarse.
I slide the dildo into his ass, and his moans filling the room. I thrust it in and out, his body shaking with pleasure. His hips push back, trying to get more of it inside. I slow down and say "You don't get to cum yet."
"Come on, Aphrodite," I say, pulling the dildo out, his sphincter spamming over the gaping hole. "We'll finish this at a later date. Let's take things to the next level."
He nods, grinning. "You mean I get to fuck you?" he asks, his voice husky.
I nod, grinning back at him. "Exactly," I say, pulling him closer. "I need a girlfriend with a real dick. This dildo is never warm and alive. I need to be fucked."
I lay on the bed, lifting my skirt and rubbing my pussy, my fingers sliding in and out of my wet opening. He moves forward so his "clit" lines up with me and pushes in. He starts slow. "No Angel, fuck me!" He starts thrusting harder, my tits bouncing out of the top of my blouse. His moans grow louder as he grunts with the effort he is exerting.
"I'm going to cum," he says, his voice hoarse.
I nod, pulling him closer for a quick kiss. "Go ahead," I say, my own orgasm starting to build.
He thrusts harder, his body shaking with pleasure. I feel his cum shoot into my pussy, filling me up. I moan, my own orgasm starting to peak as my cunt clutches him.
"Sale made!" I say, grinning. "Come back and model for me again."
He nods, grinning back at me. "Deal," he says.
Here starts to undress. "Wear it out, beautiful" I say.
"I can't," he strammers, his shyness returning.
"Just put your clothes on over it, cutie."
Sheepishly, he gathers his clothes, but his pants don't fit with his waist constrained by the corset. "Okay, wear the panties and the stockings then, Buttercup."
He comes to me. "How do I get it off?" I undo the hooks and his gut rebounds out, red bruises where it dug into his skin. He finishes getting dressed and turns to the door.
As he leaves, he puts the money for the garments on the bed. I watch him go, his and my body still shaking with pleasure. I can't believe how lucky I am to have met this crossdresser. I can't wait to see my new girlfriend again.