A Date at the Blowjob Cafe: Vanilla

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 in 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!"

I took a moment to calm down while getting back to the table. As well as that had gone, that was fucking nerve-racking. I don't even know where all of that came from, I just went with what came into my head and somehow it worked out??? And now I have to return to my date and act like nothing happened. Not to mention that I set myself up to potentially see Monica again!

I touched the panties in my pocket. Maybe I should dumb them now, no way to explain it if Lily finds out about them.

Do I even want to see Monica again? Spending time with Lily has been amazing so far and it's not like she isn't sexy herself. Her teasing at the table almost pushed me over the edge. Pushing up her breasts, flashing her panties, even how openly she talked about what was happening... Being with her would be interesting for sure.

But Monica was like sex incarnate. Like Aphrodite manifested right before my eyes! Not to mention an almost sure thing, that much was clear. Still... I knew pretty much nothing about her. How would she actually be as a person?

As tempting as it might be, I didn't want to cheat. I would have to figure it out somehow. It was only a first date anyway, maybe the problem would solve itself.

When I got back to the booth, Lily was already there. She was scrolling on her phone. I couldn't help but be surprised again by how lucky I was. Just seeing this breathtakingly cute woman waiting for me when I got back made my heart swell with happiness.

I slipped into the booth and Lily looked up. "Hey, you're back. I was starting to get a little worried."

"Yeah sorry, I had to convince Monica to let me go to the restroom too."

Lily burst out laughing. "Yeah that's Monica for you, will never let go of a good dick once she has it."

"Guess I'll take it as a compliment then. Anyway, I hope our food gets here soon, I'm starving."

She put her phone away and leaned forward on the table. "Funny, most guys that come here are far too distracted to worry about eating."

"What can I say, you got me excited for the chicken and the pussy."

"1. That's terrible, 2. I'm glad you're excited. As a matter of fact, I think the pussy is pretty excited for you too, shame you can't pet it."

"It truly is a shame, I would love to hear her purr."

"Sadly the restaurant doesn't allow animals inside, so that will have to wait."

Our terrible flirting was interrupted by the arrival of Monica and another waitress. She put our plates on the table "The chicken with side salad."

The second waitress who was dressed in similar style as Monica bent over at the waist to place down our drinks. I couldn't help but look down her top as it was pulled open by gravity and just managed to catch a glimpse of nipple. Just before standing back up, she winked at me. These girls were killers, but luckily I now had my deal with Monica. At this point, the whole restaurant staff could come and flash me and it would just make my evening better.

I still couldn't tell if Monica had to plug in, but she did seem a little flushed. However, that could also be from our fun earlier or the lack of panties.

The other waitress left the booth and Monica brought my attention back to the present. "Please enjoy your meals. If there is anything else you need please ask, in the meantime I'll get back to it."

"Please do, wouldn't want him to get out of the mood."

Monica crawled back under the table and reappeared between my legs. She opened my pants and pulled them down to my ankles. She flashed me a smile before slowly starting to jerk me again. I was pretty sure Monica wouldn't let me down, so I pretty much got to enjoy a great meal, with great company, while getting a great blowjob, without having to worry. Pretty good deal.

Lily took a first bite. "Delicious. Did she start yet?"

I just nodded as I just took a bite as well.

"Hey Monica, I heard you didn't want to let go of John. Found something you liked?"

Monica seemed a little surprised to be included in the conversation but quickly answered without stopping the handjob. "Yeah, it's pretty great. Want a taste?"

"Well I wouldn't want my food to get cold, so it's all yours for now."

"Your loss." And with that, she took my cock fully into her mouth.

Apparently, it was pretty obvious what had just happened, because Lily burst out laughing as she saw my reaction.

"Guess she took that to heart huh?"

"Sure did." It was a little hard concentrating now that Monica was fully back to sucking my dick, but at least the conversation was pretty simple so far, so I was able to keep up. "By the way, I get the feeling that you and Monica are a little more familiar than you let on?"

Lily smiled at me. "You caught on to that huh? Yeah, Monica and I have been friends for a while. She was my waitress the first time I came here. Terrible date, but at least I got to take that piece of ass home." Her grin grew even wider as she said that.

"You and Monica? Didn't expect you to swing both ways."

I don't know if it was a reaction to our conversation or just a coincidence, but Monica was doing some serious work between my legs. I was pretty sure she was timing her movements to bury me in her throat every time I tried to talk.

"I prefer guys most of the time. But I mean... just look at her."

"No argument there." I managed to take another bite as I felt Monica's tongue swirling around the tip of my dick. She was getting me dangerously close. "They should try sending two waitresses per table."

"Well most women aren't bi and most men don't want other men to pleasure their date. I wouldn't mind trying that with Monica though. She's as good at eating pussy as she is at sucking dick." I could feel Monica speed up even more, bringing me right to the edge. "I'm pretty sure I would cum within a few minutes, but then again, I could keep going after. Such an embarrassing idea. Unable to hold it in such a public place, right in front of your date. So hot though."

It almost seemed like a coordinated attack. Lily talking about getting her pussy licked and cumming right in front of me. Monica going nuts on my cock. I was about to lose it until suddenly Monica pulled away.

I thought she was just giving me a break, thanking whatever god was out there for our deal. But then I realized she wasn't between my legs at all!

I was confused for a moment until I heard Lily's surprised scream. "Hey! What are you doing?" Her face went from startled to pleasured in mere seconds.

I quickly looked under the table and was greeted by Monica's bare ass and pussy. Her head was buried between Lily's legs as her arms held her knees spread. Lily made some weak attempts to push her away but seemed to have mostly accepted it. I could only assume Monica was licking away at her pussy. I did finally confirm that Monica was still wearing the plug. Its pink jewel was sticking out between her perfect, smooth cheeks, making for a mesmerising sight.

I sat back up to see how Lily was doing. Her head was lying back looking at the ceiling, her hands beneath the table near her crotch but not doing anything.

"Guess Monica thought it was hot too."

"Yeahhhhmmm" Her attempt to answer trailed off into a moan. "I suppose I deserve to experience it myself after teasing you so much." She bit her lip, trying to hold in further embarrassing noises. "I don't know how you managed to pay attention to anything with this slut between your legs."

"It's a mystery to me too, though seeing you like this is not any less distracting."

"How about we leave dinner for later and you just get over here and kiss me?"

Now that's an offer I couldn't refuse. I quickly slipped out of the booth and sat back down next to Lily. Her pink dress was hiked up above her waist and Monica had pulled her panties to the side, exposing the cutest pussy I had ever seen. I had only seen two so far, but Monica was serious competition.

As expected, Monica was working between her legs. As determined to make Lily orgasm as she had been to make me cum. Lily was quickly approaching her climax and looked at me with begging eyes.

I went in for the kiss and slipped my tongue into her mouth. Lily's tongue swirled around mine as she moaned under Monica's. My hand went into her dress and embraced her small breast. catching her hard nipple between my fingers and playing with it, adding further to her pleasure.

Lily managed to pull away from our kiss for a moment. "This date started as a test for you and now somehow I'm about to orgasm while you watch. I think you passed."

I was about to answer when I felt a hand insistently pulling my leg. I looked down to see Monica signaling me to come down.

"Hold that thought."

I gave Lily a quick last kiss and slit down the bench under the table. Monica had that same mischievous glint back in her eyes and bent over to whisper into my ear. "You take over, show her what you showed me!"

We switched places and I started licking Lily's pussy. It was clear Monica got her close to orgasm already. Her juices were flowing out and her clit stood proud above her lips. Using the same pattern I had on Monica earlier I did my best to wow Lily. Licking her lips in long strong then focusing on her clit for a while. Lily started letting out cute moans again and I felt Monica climb up beside me.

Wanting to try something else I slowly inserted a finger into her pussy. I circled her clit with my tongue as I went back and forth, getting a little more in each time. When my whole finger was in I carefully started feeling around until I thought I found it. I focused my attention there rubbing my finger over it. Lily almost jerked away when I did, surprised by the pleasure.

I added another finger and went back to rubbing her G-spot. At the same time, I stopped circling her clit and started licking it directly. Immediately Lily's moans got a lot louder. I heard Monica talking to her and looked up to see what was going on. She had taken my place and was groping Lily's tits. "He's good isn't he?" She noticed me looking and got closer to Lily's ear. I saw her whispering but could no longer make out what she was saying. Even if Lily could follow what she was being told, she certainly wasn't able to answer.

It wasn't long before I noticed Lily get to the edge and this time there was no stopping it. I kept licking her clit and fingering her pussy as her body started shaking. Her moans became louder and louder until finally, her body went rigid.

Slowly Lily came down from her high and caught her breath. I started to climb up as well, but Lily pushed me back. "Wait there."

She grabbed Monica with surprising strength and threw her over her lap. Monica let out a shriek but didn't try to escape. Her skirt was pulled up to expose her full behind. "No panties, a butt plug in your ass, and your pussy is dripping. Just like you said..." A hard slap landed on her ass, eliciting another shriek. "This is what you get slut. You're supposed to blow the customers, not seduce them." A second spank followed on her other cheek. "Guess we'll have to discipline you, you might lose your job if you keep doing this.

She kept spanking Monica's beautiful ass. Sadly I didn't have the best view, but I had to imagine it was starting to turn pretty red by now. I didn't expect the normally soft and cute-looking Lily to be able to take charge like that. Monica wiggled in place but didn't make any attempts to get up. In fact, she started letting out little pleasured moans every time Lily's hand came down.

"Louder slut, let him hear how much you like it." Lily looked down at me and continued: "She might look all confident in her waitress act, but I know better than anyone how much she enjoys being dominated." That pushed Monica over the edge and she let out a long whiny moan.

"That should do it." Lily pushed Monica back up, who carefully sat back down on her sore butt. "Sit straight and spread your legs skank. She looked at me again. "Start licking and don't stop until she is screaming."

My girlfriend telling me to make another girl scream is not something I'm gonna question. I did glance up at Monica. If she was in pain, her face did not show it. She seemed embarrassed when she caught me looking, but mostly she looked needy. Even more than when I left her on the edge before.

Lily nudged me with her foot and I refocused on my task. I scooted over to sit between Monica's knees and started licking again. I was happily growing more familiar with her pussy and likes. Monica was already breathing very heavily and was more than ready to finally reach her orgasm. Not wanting to tease her any longer I went straight for her sensitive button and got her moaning straight away.

Not long after she started getting louder, but then it seemed like the sound got muffled. I simply kept going determined to satisfy her. After only a minute she too was shaking above me and I pulled away.

A hand on my hand stopped me. "I didn't hear any screams. Keep going." Above me I saw Lily holding a hand tight over Monica's mouth, stopping any noises coming out. Of course, I went along with whatever Lily was planning, so I went back to Monica's pussy. Monica for her part started squirming a lot more, probably still sensitive from the intense orgasm she just had. But she didn't have the strength to escape both me and Lily.

This time I decided to go all out and finger her as well. My first finger went in easily and I added another right away. I now knew where to look, so it wasn't long before I found Monica's G-spot too. I started fingering her faster while still licking and sucking her clit and it wasn't long before she started shaking again. Lily took her hand off Monica's mouth and I heard the loudest moans yet.

It took quite a while for Monica to quiet down and I was sure people would have heard, but no one came.

I backed away again and this time no one stopped me. I crawled out from under the table. Monica was slumped back in her seat and Lily smiled at me. "Well done. I'll have to give you more chances to use that talented tongue of yours." She turned to Monica. "Are you back on earth yet? You still have a job to do remember?"

She started pushing Monica out of the booth and followed right behind her. Monica was slowly starting to come to her senses. "What?"

"You're supposed to make John cum remember? Little late, but at least you can thank him for those orgasms you just had." Lily grabbed me and pushed me onto the corner of the seat. Then she knelt in front of me and pulled Monica down with her. She pushed Monica's head down to my cock, which was still rock hard from everything. Monica took me into her mouth and started going up and down. I wasn't gonna last long at this point, but I tried to last so I could enjoy this a little longer. Lily grinned at me before putting a hand on the back of Monica's head and pushing her down further. To her credit, Monica didn't hesitate and simply took me into her throat. After a few seconds, LIly let her come back up. Then she started controlling Monica's movement. Up and down, her tongue swirling around, teasing my head. Then back down her throat again. I felt my orgasm approaching and Lily knew it too. Just as I went over the edge, she pulled Monica back and started jerking my dick. The most intense orgasm of my life washed over me as my cum sprayed all over their faces. I don't think I ever came that much.

When it finally stopped both their faces were covered in my cum.

"You better take me on a second date after this."

I laughed a little. "Maybe next time we'll even be able to eat our dinner."

I expected them to go clean up, but they both seemed happy as they were. Monica called another waitress over to clean the table and we all walked back to the entrance together.

I wasn't sure how to act now that the horniness was gone. I told Monica it was nice to meet her and that I hoped I would see her again. Didn't want to piss off Lily after all that, though that seemed pretty unlikely.

I went to get the car, leaving them alone for a moment. When I drove up to the entrance, they were talking enthusiastically. Before Lily started walking over I was just able to catch the end of their conversation.

"You better let me join in again. I'm gonna be fantasizing about tonight for a month."

I drove Lily home and walked her to the door. "Talk to you soon alright?"

"You better!" Her expression became more serious after that last joke. "Good night John."

"Good night."