"Stay still Ash! I'm going to give you an enema, and trust me you'll prefer that I did later."
An enema? Ashley had tried anal a couple of times, if she'd been drunk enough and they'd been persistent enough, but it was always difficult and a bit gross, and now it looked like she was going to do it sober, and on a fucking stage.
"Good girl, stay still" Jess crooned as she slid the end of an enema bulb into her ass and filled her with warm water. "Okay, hold that for as long as you can. The longer you hold it the better it will work." Jess pressed a second bowl between Ashley's legs so the lip of the bowl was just below her asshole.
The uncomfortable sensation of the water inside her was only matched by the discomfort of being tied down in this prone position gagged and violated. After about 30 seconds Ashley released the water producing the most awful sounds and smells. In the process. Jess seemed unphased.
"Okay we're going to do that again to make sure you're nice and clean, this time try and hold it a bit longer," Jess refilled her ass and Ashley obediently held it for as long as she could. After about 2 minutes this time she released and felt even more come out this time.
"Much better" Jess said as she removed the bowl. She used a small towel to dry around her violated hole and then left to get rid of the bowl of dirty water.
"See how easy it is when you give in and cooperate," she called out as she walked back into the small performance space. "You've been so good I think you deserve some stimulation." Jess reached onto the sex toy table and grabbed a small egg vibrator and a remote. She slipped the vibrator into Ashley's wet and waiting vagina and pressed a button to turn it on Ashley could hear Jess licking the wetness from her fingers behind her. "Now just a little thing to get you warmed up" Jess's Hand wavered over the smallest of a set of gemset buttplugs before changing her mind and settling on the middle sized one. With a little effort pressing against her hole she eased the intruder into Ashley's ass. Ashley was already moaning into her gag with combined discomfort and pleasure.
Jess rolled Ashley's thong back in place and said "You just stay there and enjoy that while I finish setting up, It might be the only stimulation that greedy little pussy of yours gets all night."