A Clean Start

Amy comes over the next evening wearing a short skirt, as you have instructed. She dutifully lifts it to show you the tiny thong underneath, turning so you can see the meager strip of fabric that doesn't quite hide her asshole. These are not clothes you have ever seen her wear before, Amy being a jeans and low cut panties girl. It's a thrill to see her changing to please you.

"Let me show you the presents I got for you," you say. She swallows visibly, then puts on a brave smile.

You bring out the cute things first. There's a set of three metal butt plugs with heart-shaped pink jewels, each in its own velvet bag. She holds the largest, rotating it in her hand as she stares at it, and you can see that she's imagining it stuffed up her ass. There are anal beads and a curved glass wand and a larger crystal butt plug, and she touches all of them carefully like she's in a curio shop.

Then you show her the 10" black dildo and she gasps audibly. "Don't worry," you say with with a grin, "we'll be working up to that." She lifts it wonderingly and it looks massive in her slim fingers.

"There's no way," she whispers, "no way that could ever fit in my ass."

You just shrug and don't say anything, but you know that it will most definitely be going up Amy's ass.

"Of course," you say casually, "before we start playing with these, you'll need this."

You bring out the enema bag and she gets a panicked look.

"Wh -- what's that for?"

"That," you say, "is to make sure you are clean. After all, you wouldn't want to be sucking my cock after it's been in your dirty ass, would you?"

"Oh, Jesus," she whispers, and sits down hard on the couch. You sit down next to her, a comforting hand on her exposed thigh.

"It's okay, Amy. It may seem weird now but--"

"May?" She looks like she is ready to bolt out the door. You squeeze her thigh.

"Baby steps, I promise. We'll take it slow. Anyway, you've already tasted your ass on my cock. It wasn't so bad, was it?"

She shoots you daggers with her eyes. "It was the most disgusting thing I've ever done, Elliot."

You nod sympathetically. "I get that. Well, keeping yourself clean will definitely be very important."

Her eyes fix on the enema bag sitting on the coffee table. It's red and rubbery and will hold two quarts of water, which doesn't seem like that much, but then you picture half a gallon of warm water filling cute Amy's small, round ass and that image is very exciting indeed.

"Come on, then," you say jauntily, standing up and reaching for the bag and the white plastic hose. Meekly, she follows you into the bathroom.

She sheds her clothes and climbs into the tub, then looks at you.

"Do I get on my back or my front or what?"

You've done all the research. You're prepared for all her questions.

"If I'm giving you the enema," you calmly explain, "you can be on hands and knees and stick your ass up. Or, you can be on your back, bending your knees and holding onto your legs. That's the position you'll want to be in when you're doing these yourself."

She glares at you and you smile sweetly. You point at the inflatable bath pillow.

"I got you a pillow to make it more comfortable."

Amy opts to stick her ass in the air, which suits you fine, her head resting on the pillow, face turned to the side, eyes watching you as you fill the bag with warm water. You attach the hose and hang the bag from the curtain rod by its hook. You smear the plastic tip that's going into her ass with vaseline. Amy breathes quickly when you push it slowly into her.

"Relax," you tell her, working the rectal tube a good three inches into her ass.

"Easy for you to say," she mutters darkly.

"Here goes," you say cheerfully, and you twist the shutoff valve.

"Oh, God," moans Amy as the water begins to flow into her ass. Her knotted brow and alarmed facial expressions are incredibly sexy. Combined with her ass-up posture and the fact that there's an enema bag hanging ominously above her, the total image is making your cock very, very hard.

You let the water flow for quite a while until she starts squealing for you to turn it off. Even then, you take your time flipping the valve closed, enjoying her frantic cries. It's never occurred to you before that giving a girl an enema could be a turn on, but you are loving the humiliation that Amy is enduring.

"I feel so full," she whines, and you assure her that this is normal. You pull the tube out of her ass and tell her to wait five minutes then to empty herself in the toilet.

"After that," you say, "give yourself another one. When you're all nice and clean, I'll be ready to inspect you."

And with that, you leave the bathroom and close the door.