Rally's Week Off

"Let me freshen up, and then we can begin." Celestia purred, one finger lightly booping Rally on the nose before she got up and left her room. Rally watched the principal go, grinning a little at the thought of not only his secret girlfriend in the shower but what they would share on her return. Figuring that he may as well get ready himself, the teenager hopped up from the bed and reached for the bottom of his shirt before something caught his eye.

Celestia had left her clothing for the next school day just sitting out on her desk, folded and pristine. He blinked, taking an unconscious step towards them. Her customary yellow jacket was on the bottom of the pile, presumably as the last piece she would put on. On top of that was her long purple pants and striped shirt, but what had really grabbed his attention was the underwear perched on top. She had picked out a lacy purple bra and matching v-string, the hips of which had an extra string. His hands gripped the bottom of his shirt a little harder, before he threw caution to the wind and acted on pure curious desire.

His own shirt, white with long black sleeves and a military style banner on the front came off, dropped on the floor in his haste. The white sneakers were next, being kicked off and the socks followed them just as quickly. Fiddling with his belt he didn't even bother to slide it out of the loops on his jeans, his thumbs hooking into his boxers and pulling everything down at once to leave him fully naked in her room.

Gulping, Rally shot a look towards the closed door to make sure he was alone. He could still hear the shower from the bathroom across the hallway, though he could hardly expect her to be finished in there so quickly. His hand reached out tentatively, pausing just before the lacy fabric. He knew he shouldn't... but the temptation was too great to resist. First, he plucked the v-string off the pile, taking a moment to enjoy the feeling of the lace in his hands. Bending over, the blue haired teenager held the elastic out and stepped into it, pulling them up over his green legs and up to his hips. He quivered a little at the feeling of the thin fabric as it slid into his butt, wondering if Celestia enjoyed it before he realised that the front would never accomodate his package. Taking the solution that made the most sense to him at the time, Rally pulled them up so that they held his balls while his cock hung out, his shaft stirring a little in guilty excitement.

Realising that may make things difficult later, Rally hastily grabbed the purple pants and pulled them on, feeling them tight around his legs and quickly stuffing his hardening cock into them before it became an issue. Buttoning them up, he knew it had been the right move as he could see the incredibly noticable bulge in the tight fabric. He couldn't help but rub himself a little through the pants, shivering with delight before his attention went back to the now smaller pile of clothes, picking up the bra and examining it. Fortunately for him it had the clasp at the front, Rally slipping his arms into the correct holes and bringing it around to do it up over his scarred chest. He snorted a little at how the cups came out so prominently, accentuating the difference between his flat chest and the generous bust of the principal.

Next was the striped shirt, Rally pulling it on over his head and the bra. He grimaced a little, finding that somehow that was the least comfortable part of her clothing in that the low cut front sat strangely on his chest. Experimentally he pressed the bra down, finding that it was in fact the shirt and not just because the bra let it sit out further. Finishing the ensemble, Rally grabbed her yellow jacket and pulled it on over the shirt, the weight of it holding the bra in a little. He let out a breath he had been holding unconsciously, before turning to look in her bedside table mirror.

Rally couldn't help but grin at the sight of himself in Celestia's clothes. His girlfriend was about half a head taller than him, and while the difference was only slight he could feel it in the jacket sleeves that touched the bottom of his palms and the pants legs that bunched around his heels slightly. He'd always thought she looked pretty in them, but it was clear that he didn't quite manage to pull off the look as well as she did. Still, Rally liked the feeling of her panties at least, especially the way they cupped his balls which only caused his shaft to twitch against its purple confines all the more. He was half tempted to look into getting a pair of his own, when he had the money spare at least.

"Well, don't you look cute." A voice from behind him caused the teenager to nearly jump through the roof, spinning around in wide-eyed shock to see Celestia closing the door behind her. The rainbow haired woman had a teasing smile on her face, wearing a fluffy pink dressing gown as she embraced Rally from behind, planting a kiss on his burning cheek to show she wasn't upset.

"No idea why I put your clothes on." He mumbled, Celestia giving him an affectionate nuzzle.

"If it makes you feel better, I've always wanted to see you wearing my panties." She whispered suggestively into his ear, causing the blush on his face to spread even more but a rueful smile to join it. "Maybe..." she started, one hand reaching down to find the elastic that had found its way above the pants. "You can keep those on tonight." Rally smiled, strangely interested in the idea.