August 6, 2016 by Lyn
This story takes place on the second Sunday of the Fifth year of the Addergoole School, between Books 2 and 3
Niki whimpered at the shoes. “I told you,” he complained, “I’m not gay.”
“Who said anything about gay, love?” Shiva was getting an inordinate amount of fun out of this. It seemed as if she ought to feel at least a little guilty, but, after all, she wasn’t commanding him to do anything. And he had the right bone structure – he’d look good in drag.
“If you wanted to date a cross-dresser, you should have stayed with Tya,” he sulked.
“She found herself a boyfriend, remember?” she teased him gently, and was rewarded by an abashed look. Niki wasn’t as self-centered as he sometimes could seem; he just needed to be reminded. “And then another one. But you’ll do.”
“I’ll do, hunh?” he said, but his sulking had been replaced with a play-tantrum. “I see how it is; I’m a stand-in for the man… woman… for the transsexual you really want. Well, I’ll just have to prove I’m better than Ty for you.”
She grinned widely at him. “Good. You can start by being a better transvestite.” Not that Ty was, technically, either transgendered or a transvestite, but close enough.
He pouted at her for a moment, but his heart wasn’t in it. She’d guessed right, then – he just needed convincing. He might enjoy being submissive, but he wanted to think of himself as manly, too. “No fair.”
“Fair has nothing to do with it, love. Come on. You already shaved your legs.”
“Waxed. And that was different.”
“Uh-huh.” She didn’t mind, of course, but it was fun to tease him about it. She stepped behind him and unbuttoned his pants. “Whole nine yards, lover. It will be fun. And I won’t tell a soul. I won’t even take a picture.”
He hemmed and hawed, even as she slipped his pants off over his growing erection. “You really want to see me all dolled up? Are you sure…”
“It has nothing to do with Tya,” she whispered in his ear. “I just think you’ll look hot like that. And… well, it’s a thing of mine.”
“Somehow, this doesn’t surprise me,” he murmured wryly, as she unbuttoned his shirt. “But you know… those shoes would look pretty hot on you, too.”
The irony of her relationship with him, in the end, was that she wasn’t girly enough for him, though he was too well-mannered to say so. “I’ll tell you what, lover.” She breathed it across his neck, and got a nice little shiver in return. “If you do this for me, I’ll wear something like that to the next dance. High heels.”
He twisted to look at her. “Really?” He hadn’t, it seemed, been expecting her to try bribery.
“Really.” She could live with heels for one dance.
“Will I fit in your clothes?” He sounded a little shy and a little flirtatious, and she marveled, not for the first time, at his mutability.
“Sort of,” she said, wrinkling her nose at the thought, “but you wouldn’t really be very much in drag in most of my stuff, would you?”
“Jeans and a sweater?” he teased. “Not really, no. I might manage to look like a drag king.”
“Mmm.. not the look we were going for. Luckily, I planned ahead.”
“You did?” He had the common sense to look a little nervous at that. Considering what the shoes looked like, she wasn’t surprised.
“I did.” She extracted the bag from its hiding place and pulled out the tiny little dress, the bra, the stockings, enjoying the looks playing across his face. It was a nice dress, all things considered, a small black thing with red lacing to match the shoes. The bra was red, too, satin, and it would be easy enough to pad out. “Come here, and let me dress you up.”
Category Bonus Stories, Restricted Section, The School Years, Year 5 | Tags:
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