Feminization, All in Good Fun (1 of 2)

The silk ties tugged against Alex's wrists as he writhed on the bed. The exposed sheets were still cool against his bare legs, but he could feel them starting to go damp with sweat beneath his back. His head turned to the left, his cheek pressed against his arm. He knew that that arm extended up above his head, just like its twin, and mere inches away their wrists were bound together with one of his own neckties, which was itself tied to the headboard. He knew that each of his ankles sported a tie of its own, each attached to posts at the foot of the bed, but that these were being used to keep his legs spread rather than bound together.
He knew that his fiancee would leave him like this, tied to their bed, until she had finished laying kisses on every inch of his mostly-exposed body, at which point she would untie his feet, slip off his underwear, his only remaining piece of clothing, and proceed to blow him until he shot his load right in her mouth. He knew all of these things because Kate had laid her plan out for him very clearly through a series of texts she'd sent him throughout the day. The blindfold had been a surprise though. She had always been good at this kind of thing.
Kate's hand settled on his thigh, slowly putting more and more weight onto it until Alex felt her lips brush against his stomach, just above the elastic of his underwear. He strained again against the ties holding him in place. He loved them, of course, but he also knew that Kate wanted to see him squirm a bit, and he wanted to give her a bit of a show. Besides, what fun are ties if you don't test them a bit? Kate's kisses moved up his stomach and around to his side. He squirmed again.
“I think it's about time these came off.” Kate's voice came from right next to his ear. He always forgot how quiet she could be. He moaned in response.
He felt Kate kissing her way down his neck, his chest, his thighs. Her nails trailed gently down his legs until they reached the first tie. As her nimble fingers went about unfastening the knot, she kissed his foot and gently sucked his big toe as she pulled away, before setting about freeing his other foot. She left him to lie for a few seconds, teasing him with her absence. The next thing he felt of her was her warm breath against his thighs. She placed two more kisses on them before tugging his underwear from his hips and down his legs.
“You know, there's something I've been meaning to talk to you about,” Kate said. She must have been down past the foot of the bed, but he couldn't be sure.
“What's that?” Alex was getting a little nervous. He wasn't sure what she was talking about, but he knew she had a reason for waiting until she had him bound and naked on the bed to bring it up. It was all probably part of the game, but he wasn't sure what to expect.
“Do you remember when I borrowed your laptop last week?” She didn't wait for him to respond. “You left a browser window open, and, well, you'd left some of your porn open.”
“Kate, if there was anything--”
“No, no, don't worry, it's okay, I didn't mind it. I actually thought it was pretty hot. I didn't go through your history or anything, but I did some research on my own, and I think it would be fun to try. So, I got some things.”
Alex's mind was racing, trying to remember what she might have found. Both he and his fiancee were pretty open minded, as she liked to put it, and there were a lot of different things she might have found.
“Anyway,” she continued, “I just wanted to let you know where things stood before we really got started. You know the safeword, use it if you need to, but other than that, you're mine for the night.” And with that, Alex knew he'd do whatever she told him to. Whatever she had up her sleeve, he'd been interested enough to look it up, Kate was into it, and, as far as he was concerned, tonight he was hers to do with as she pleased anyway.
The next thing Alex felt was thin strips of cloth sliding over his legs. He felt the mattress shift with Kate's weight as she crawled onto the bed, pulling the mysterious cloth up his legs until it fit snugly around his waist. As it settled into place, Alex realized exactly what it was. He was wearing a thong. He hadn't felt the central part of the garment until it cupped his cock and slid between his cheeks, but he certainly could now. It didn't do much to narrow down the possibilities, he'd worn thongs before, and in lots of situations. This one seemed softer than some of the other ones, it certainly wasn't latex or leather, but that was about all he knew.
“Ooh, they look even better on you than I expected,” Kate said from somewhere above his crotch. She kissed his stomach and thighs again. Alex felt Kate move back down to the foot of the bed before lightly grabbing his ankles and resting his legs on her shoulders. She returned to his crotch, kissing and licking the bits of skin newly revealed by the skimpy undergarment. When she started to pull away, she grabbed his legs and held them in place. “These stay up here,” she ordered, holding his legs up in the air, bent at the knee.
She returned seconds later, taking one of Alex's legs in her hands and massaging it briefly before taking his big toe into her mouth once again. Alex moaned his appreciation. He was never quite sure why that turned him on so much, but he loved it. The next thing he felt was a soft, stretchy material sliding over his foot. It was only half way up his shin when Alex guessed what it was, and just barely over his knee when he knew what porn Kate had seen. She'd found something feminization related, and now she was dressing him in thigh highs.
“Ahh, so that's what you found,” Alex said.
“Mmhm,” Kate hummed. “I hope you're up for it. I've got quite a night in store for you.”
“Oh, absolutely,” Alex replied, smiling.
“Well that's good. I don't think I want to hear that manly voice of yours, though. One more word from you, and I'll have to find a gag.” The first stocking was tugged into place, and Kate was running her hands over it to smooth it out.
“Really now? One more word?”
“Just the one, and I think you've gone and spent it.” Alex felt the mattress shift again as Kate stood up. A few seconds later, he felt her hand under his head as she ordered him “up!” He leaned forward as far as he could, giving her plenty of room to secure the ball gag in his mouth then buckle the restraints behind his head. “There we go, that's better.”
Soon after fitting Alex with the gag, Kate had returned to the foot of the bed to slip the second stocking over his remaining leg.
“Ooh, those are nice,” she cooed, once she was finished. “I think that's about all I can do with you tied down like that, though. I guess it's time to let you up.” Alex felt her tugging at the ties holding his hands in place until they were free to move again. She let him stretch and shake them out for a minute before sitting him up.
The blindfold was still on, but Alex knew when Kate turned on the lights. He couldn't make out details, but he could see Kate's shadow as she moved into his field of vision. He felt her take his hands before helping him up. Next, she guided his feet into something silky that felt cool against his skin as she slipped it up his legs, over his hips, and finally came to rest over his chest. She slid a strap over each arm, letting the garment hang from his shoulders, then moved behind him to fasten the intricate string of clasps. As the bustier tightened around him, Alex could feel himself getting more and more excited. Kate was open minded, sure, but he'd always thought this would be one of those fantasies that would go unfulfilled. Not that he minded that, he understood that would be the case more often than not, but finding himself here after having written it off completely was amazing.
“I think it's about time you got a look at yourself, don't you?” Kate said, interrupting his thought. “I'm sure you're dying to know what I've done with you.” Alex felt Kate's hands on his shoulders, guiding him gently to about where he expected their full-length mirror to be. Next he felt her hands loosening the blindfold, and then removing it completely.
Alex would have gasped if he could have. The first thing he saw was the bustier. It was a hot pink color, with bits of black lace around the edges and as occasional accents. He knew it was a big of a snug fit, but he hadn't been able to fully imagine what the results would look like. He didn't have curves, exactly, but he looked slim and delicate under the pink, boned fabric. Four garters dangled from the bottom, but he had no doubt Kate would see to them soon. Following them down, though, he saw the stockings next. They were black and opaque, with pink bows that sat at mid thigh. As with the bustier, he knew they were tight, but he hadn't quite thought through how slim his legs would look in them. Finally, his eyes wandered back up to the thong. The waist straps were black, to match the stockings, but the fabric that covered his bulge was, again, hot pink. He turned to one side, then the other, then all the way around, watching the way his ass moved in the skimpy underwear.
“Looks like you approve,” Kate said, bending down and fastening the garters to his stockings. “I'm glad. I spent hours trying to track down just the right outfit for your first time. Besides, if tonight goes well, we might get some serious mileage out of this.”
Alex was listening, but his attention was on Kate's image in the mirror rather than her voice. She had gotten dressed after she'd blindfolded him, and this was the first time he'd seen what she'd chosen to wear for their big night. Clearly she'd been shopping for herself too. Her outfit was similar to his, in essence, a bustier, thong and stockings, but everything she wore was notably more elaborate. Her bustier, for example, was black and appeared to have red laces winding up the sides, though Alex couldn't quite tell if they were functional or just for looks. Her stockings were black with red laces running up the backs too, and her thong had a red waistband with a black center. It wasn't until she stood up again that Alex noticed she had black, 5-inch heels on.
“Mmmm, looks like you like mine too,” Kate said, smiling. She wrapped an arm around him and clutched his shoulder with the other hand, her red nails obvious against his pale skin. “Don't we make a pretty couple? Gotta look good if we're gonna have a girls night. You're not done yet, you know. Let's get you in the chair.”