I do not own BtVS or, its characters, they belong to others. I am not making any money from this story.
All the characters are over eighteen.
*
Eighteen year old Xander Harris looked in the mirror. He looked beautiful, with his make-up and his hair curled he looked, if not like a young lady, at least close enough to be mistaken in low light and at a distance. He had carefully shaved, so apart from his head there was not a hair anywhere on his body. Not that anyone would have been able to tell, he had dressed conservatively – a blouse and cardigan on top, a knee length skirt and pantyhose below. The only concession to sluttiness were his silk panties, within which his seven-inch cock strained.
Yes, Xander Harris had a secret. Ever since he was little he had liked to dress up and fantasise he was a woman. As he got older he used the money he got from odd-jobs around the house on secretly purchasing lipstick and skirts, hiding it all in a box beneath his bed. When he could he'd get them out and parade round his room, whilst thinking about being balled from behind by a well-hung stud and being made a proper 'woman'. But not whilst he was in the last year of Sunnydale High – he was willing to face demons and vamps, but he wasn't ready to face the catcalls and jibes of his peers.
He looked out the window. It was dusk. He slipped on his high-heels, he had been practising in them since he was fourteen and had the walk just right, a sexy swing of the thighs that made his ass wiggle enticingly. He took a deep breath and picking up his handbag, headed downstairs at outside.
It was his first time he'd gone feminine outside his room. But his parents were away and wouldn't see him leave, and it was dark enough that no-one would recognise him at a distance (and he had no intention of letting anyone get close), but not so dark the vamps were out.
Walking around Sunnydale Xander felt a powerful sense of release. He wished he could be like this all the time; free, free as a bird. He was in such bliss that he failed to notice it was getting darker and that there were less and less passers-by as Sunnydale's living residents got themselves indoors. In fact he didn't notice it until he turned from admiring some shoes in a shop window and turned round into a grinning vampire.
The vamp smiled, "Now look what we got here, a cutie all dressed up for dinner."
At least, thought Xander, as he tried to push himself against the shop window, someone's decided I look cute. He closed his eyes as the vampire's mouth got closer. The vamp's hands moved to his waist and then let go. Xander waited for the bite.
"Xander?" it was a familiar voice, though more quizzical than normal. Xander opened his eyes silently wishing the vamp had bit him. In front of him stood Angel, a stake in his hand and a pile of dust at his feet, "Xander?"
"Hi," said Xander weakly. It was no use pretending to be someone else, Angel was close enough to recognise him. He wracked his mind for an excuse for why he was dressed like a young woman and wandering Sunnydale's streets – nothing came to him. Instead all he could see was Angel looking at him, the vamp exuding manliness in start contrast to Xander's sissyboy attire.
"I never thought I'd say this," said the vampire, "but Xander you look damn attractive. Prettier than Buffy, even..."
"R... Really," said Xander. He'd always secretly fancied Angel, though in public he felt he had to be rude in case people thought he crushed on the dark vamp with a soul, "You think..."
"I do," Angel interrupted Xander before the eighteen year old could finish. He stepped forward and Xander could see a large bulge in the vampire's pants. Before Xander could say anything more Angel kissed him. Xander had kissed before, when he'd gone out with Cordelia Chase, but they had been either limp or slobbery and whilst he had gone through the motions they had never done anything for him. This kiss was different, Xander could feel himself melting in Angel's embrace, the vampire strong hands holding Xander as his mouth opened and his tongue slipped in. Xander could feel his stomach flop and his brain explode, more physically his cock went hard inside his panties. The vampire pulled away, his sensitive, but strong eyes looking over Xander to check his reaction. Slowly a smile came onto the vampire's face as saw how much Xander had enjoyed the feeling of the vampire's mouth, "And a good kisser. Buffy was always too possessive."
"Thanks," Xander blushed.
"Let me walk you home," said Angel, "You should know better than being out so late in Sunnydale."
"Thanks," Xander blushed, again. We began to walk along the deserted street. After a few paces, Angel's hand moved and slid to rest mid-way down my back. His cock tensed in excitement, hoping for a further shift downwards, but Angel was the perfect gentleman.
"So how long you been dressing as a girl?" he asked.
"A long time. This was my first time out," Xander said.
"I thought you were a girl at first. I clocked the vamp following you and followed him. I admit we were both taken in by the swing of the hips. It was only when I staked him I saw it was you. I don't think he ever knew," Angel continued.
"Really? That's good, I'd love to be able to really pass for a woman. I really would, I'd love to be a proper woman," Xander replied.
