Sidequest complete and rewarded

I was taking a big risk here, normally I would not go for surprise anal as the way to impress a girl, but I felt like I had to go all out here. Luckily, Monica despite her attempted protest didn't seem to hate it. The butt plug was a bit of a give away of course, but this could have gone very differently. Now I just needed to bring it home.

I could feel Monica getting close, so I just kept doing what I was doing. Licking, sucking, focusing mostly on her clit but giving her pussy some attention every once in a while. And slowly fingering her ass at the same time. Her moans were getting louder and louder to the point that I was worried someone might hear us outside the bathroom.

One hand in my hair, the other fondling her breast she was quickly approaching the climax. I kept going and going! Giving everything I had on her sensitive clit! Until finally I felt her get right to the edge. And then I pulled away.

"Turn around" I said and guided her hips as she was not ready to do it on her own yet. I managed to get her to face the door and stick her ass out.

Monica was breathing heavily. "Why did you stop?"

"Thought you would enjoy a taste of your own medicine. Hold still." I quickly got the lube and spread it over the plug. Spreading her her ass with one hand, I quickly pushed the plug all the way inside. It slid with ease after all the prep I did and once it was past the halfway point the rest got sucked in without my help.

"Ahhh!" Monica was starting to come down a little now. "Alright you had your fun, can you finish me off now?" She wiggled her ass at me invitingly, the pink jewel sticking out between her cheeks.

"Nope, I think I've proven enough." I stood up from beneath her. Gave her ass a good spank, eliciting another shriek from Monica, and pulled down her skirt. Then I exited the stall and started washing my hands.

I had actually gone for it! Now all I could do was hope that Monica wasn't too pissed off. If I was lucky, keeping her horny could help me out further in the date. I could hear her straighten her clothes and it was a moment before she left the stall as well.

"Got over your shyness real quick huh? Didn't think you had it in you. You know, I'm pretty sure you could have fucked me right there and I wouldn't have complained for a second."

I continued washing my hands but caught a quick glance of her in the mirror. She was back to Monica the waitress, except for the significant blush on her face and neck. I couldn't see if she still had the plug in though.

"Maybe next time. As fun as this was, I think my date might object to me fucking our waitress."

"Right, Lily, I suppose you have earned my help with that. I should be mad, but I'm honestly a little jealous. I'll make sure you can continue your date, from there it's up to you."

She joined me at the sink as I dried my hands and started to leave.

"Wait, I need my panties back."

I was already halfway out the door as I answered: "We'll deal with that later. I have a date to get back to!"