Kissing Booth Pt 03

Disclaimer

This is a work of fiction that is intended to entertain, and which does not suggest, recommend or endorse any particular behaviour. In short: do not try this at home. Unless otherwise indicated, all the names, characters, businesses, places, events and incidents in this book are either the product of the author's imagination or used in a fictitious manner. Any resemblance to actual persons, living or dead, or actual events is purely coincidental.

Thursday I woke up early, did the usual morning routine and Dad drove me as usual. I was still in school, picking up some extra credits (math -- ugh). Most of my friends had gone off to college, but I was 18 and still in school. Jenna too. We were hot, we were horny, but we weren't really scholastically inclined. Maybe if our lessons connected more with our lives. Like, if math was about the number of cocks that could fit in one woman if all holes were engaged. Maybe that number is indeterminate though. Like if you had a loose ass and cunt, maybe you'd get more than the usual number of cocks. All this thinking about cocks is making me think more about fucking than math.

Anyway, I met up with Jenna who shared my scholastic dilemma but went to a different school. She and I would depart from my house to the club later, so we took the late afternoon and early evening to hang out, eat, play some games and make a plan for the evening. Daddy was sniffing around for a piece of ass when he got home but no one has time for that on a work night. We'd be seeing and sucking a lot of cocks, and no one wanted the mouth or box all stretched out my Daddy's big dick so early in the evening. When we were getting dressed Jenna suggested trimming my very hairy pussy and I let her have a go at it. I liked hairy pussies, but I appreciated that mine looked like a Wookie. I looked cute and neatly maintained once Jenna was done, and she gave me a few admiring licks too! We put on some slutting spandex pants, loose tops and teased and sprayed our hair. We were totally channeling the 80s! We had a plan beyond just looking hot. We would offer group rates. MFF with us? Yah! Bring some more Ms? Ok, if they wanted to run a train then just call me choo choo.

Our first guy ponied up to get his dick sucked, but wanted his ass eaten too. Let's face it, that's fucking gross, but we were in the business of pleasuring men, so fuck it. We brought him to the showers and cleaned him up good. Then back in the booth I sucked him off and Jenna ate his arse. Until he turned around and switched it up. Argh. I had an idea. I wasn't really jazzed about eating ass, but I've had some success with ass play. And Jenna's room had some toys. So while Jenna sucked him, I rigged up a strapon belt and a modest looking attachment. Nothing super scary like, for example, Daddy's cock. Just like a little hard rubber cock. I lubed it up and came up behind this dude, kissing him on the neck and ears while gently teasing his rosebud with a lubed finger. He moaned and turned to kiss me back. I think he got the gist of what I was going to do to him in that moment, as the slippery, rubbery tip of my fake dick poked his little rosebud.

"N nnoo, wait a second, this is is isn't what I'm here for" he said, but I'm a naughty brat and I call the shots, so I told him to shut the fuck up and take my dick like a good sissy boy, and without further consultation, I pushed the tip up his arse.

He kind of moaned, I guess. It was some kind of weird grunt more than a moan maybe, but he didn't say stop. Jenna's hand that was previously caressing his ball sack reached back and guided my rubber dick, as I pushed into this fuckers butthole. "Uuuuuunnnnn" he groaned, as I pulled it out, then pushed it back in again, but a little deeper then. And out and he groaned and then back in again.

"He fucking loves it" said Jenna "his cock is harder than ever. This little slut likes having something hard up his rear end". She picked up the pace jerking him and was rewarded with a cumshot that went over her shoulder mostly, and then onto her chest and arm.

As the dude came I pulled out to the tip and rammed my rubber cock back in. "Fuuuuuucccck" he yelled and then he literally went kind of limp all over. I loved owning this guys asshole, and even after I took the condom off the strapon I kept it on me. I would be using this again tonight. Sooner rather than later.

The next guy looking for MFF wanted to see us fuck. Strapon to the rescue? I slowly unbuttoned Jenna's loose top and pulled it off her. Next, I kissed her passionately and pulled her hair. I slid my hands into her waistband and pulled down her spandex, right to the top of her high heels, exposing her alluring bald snatch. I told her to lie on the couch, as I placed condom then some lube on my rubber cock. The guy just stood there gawking. Why wouldn't he? A pouty thin brat pounding a strapon into the waiting, willing cunt of a big titty blonde? Mmmm, mmm.

I mounted Jenna and slowly inserted my cock into her lovely bald pussy. She was pretty used to some big units, like Daddy's for example, so she took this modest cock in stride. I fucked her missionary style with some strenuous pounding. I was kissing her passionately, then I turned her over and fucked her from behind. The sound of my hips smacking against her round ass was like a slow but resounding round of applause. Jenna grunted -- she was working hard bouncing on the end of my rubber dick. This guy walked around in front of her, naked, and offered his cock for sucking. Between him and me, we spit roasted my beautiful girl friend. Her tits were shaking back and forth and the glug glug sound of her cock sucking completed with the slapping of her ass. I love this girl, she's gorgeous, she's slutty, she's kind and she knows how to handle a cock or a pussy. Un-fucking-real. "

Oh, oh, oh fuuuck" she groaned "it's fucking good Jilly, so nice, fucking me harder".

Was happy to oblige! I can tell when Jenna is really going to cum, and this sounded fake to me, so I guess we were performing for the guy. He seemed to like it. His cock looked pretty hard, but Jenna does that to guys -- she's so beautiful and she can suck a cock. Wet sloppy and noisy blowjobs are her stock-in-trade. The guy held her head and fucked it a little, and she choked on it, which is always a turn on. And it wasn't long before the sucking and face fucking led to dude moaning and exclaiming that he was going to cum. Always a big announcement. Guys seem to like telling the world, oh fuck here it comes, like no one has ever seen a fucking cumshot before. I don't get it, but maybe I'm a fucking brat.

Anyway, he moaned and grunted and shot his stuff into Jenna's mouth as I kept hitting it from behind. She went all the way to the base of his cock and pulled back, then again. She was going to suck the soul out of this fucking guy! Finally, he said "no mas" and stepped back, extracting his rapidly shrinking dick from Jenna's face. He started dressing and basically told us we were fucking wild and that he'd be back, and tell his friends. Jenna said that he should bring his friends and she'd fuck them all at once. I'm not sure that I wanted that, but I could be her fluffer, right?

Jenna and I decided that to drive more business, we'd show the guys what they'd get for their money. We stood outside the booth in the hall, topless, with me wearing a strapon. We were kissing and playing and rubbing tits and stuff, to the great fascination of the men who were wandering through and checking out who they might want to bone. A handsome, strapping young chap came over to us and said his name was Chad, which seemed pretty on-the-nose to me. He asked if we wanted to make a Chad-sandwich. I said that depends, Chat (I mispronounced his name on purpose, to be a fucking brat), do you have enough meat to make a nice big sandwich? Do you give and receive, Chat? He didn't know what to think of me, so he turned to Jenna and asked if I was always this much of an asshole. She said, come in and find out about assholes and more, why don't you. Chad was sufficiently intrigued. I mean, a guy like him can get cunt, but can he get girls like us IRL? Can he reliably fuck a big titty blonde while her virginal friend fucked him in the ass on a whim? No -- what we had to offer was special. He knew it.

We dragged Chat into our booth and I kissed him passionately while Jenna unbuttoned his shirt and undid his belt. Chat knew how to use his tongue in my mouth, and I wondered what it would do to a pussy. I wasn't going to get the chance, because I was in fuck-delivery mode. I'd be sticking my fake rubber cock up this studs bunghole soon enough. I was half tempted to get Jenna to grab a strap on too so we could spitroast this big strong frat boy. That would be fucking hilarious. Maybe a ball gag after she face fucks him?

Alas, it was not to be. He wanted to fuck and would not be denied, as he peeled her skintight pants off her and pushed her onto the couch so he could eat her out. I was a bit jealous, cause that's a tasty little pussy on Jenna. But I had other things to do, like putting a fresh rubber on my fake cock, and installing one on his real hard dick. I jerked him from behind as he ate Jenna out, to get him closer to cumming. He seemed a bit nervous having me behind him. Must be on account of the fake cock that was hanging suspiciously close to his butthole. Jenna was in the throes of passion and finally demanded to be fucked, so this hard naked stud Chat (as I kept calling him) obliged her, pulling her down to the floor and onto all fours. Perfect, as he lined up to drill her waiting cunt, I lined up to drill his virgin (?) bunghole. He was kind of preoccupied with Jenna's tight box and how nice it must have felt, when I began penetrating him. I didn't loosen him up with a finger or anything! Just the tip, at first. He tightened up, and told me to essentially fuck off because he's not gay. He was pretty irate.

I reached around his chest and caressed him, while kissing his neck and whispering in his ear: "Chat, just relax. Let me do this for you. It's going to feel great Chat, having a nice dick up your bum. It won't make you gay Chat, it's just like a prostate exam, and I'm a girl, so it's cool Chat."

He just grunted and tried to pull away my fake cock, prompting Jenna to guide him into place so he couldn't quite escape. We found a rhythm, where Chat would smash into Jenna, then pull back and unwillingly impale himself as I would drive forward into him. Then he'd slam forward again, as I pulled back just a little, leaving the tip in his butt. It must have felt great, even though he wouldn't admit it, cause it wasn't long before he was blasting off into Jenna.

And that's the kind of night it was that Thursday! Lots of action with guys eating and fucking Jenna, while I more or less took their anal virginity. For some guys it went in easier than others. I guess every butthole is special in its own way. Me and Jenna hit the showers, then she came back to my place to sleep. As we cuddled in my bed, Jenna said she loved being with me and that I was perfect. I said "right back at ya". Then she giggled about how I kept calling that frat stud "Chat" while I boned his arse like a bitch. We figured that he would be a bit bi curious after being introduced to the pleasure of a nice assfuck. Maybe. Or maybe we really pissed him off and embarrassed him? Not sure.

We woke up to a naked Daddy sitting on the side of the bed with a big ol boner looking for attention. I was a bit annoyed. We work with cocks at night, and a freebie in the morning? Seriously. Daddy needed a reality check. So sat up, yawned and stretched, then smacked his hard wiener with my hand and then took a swat at his nuts.

"Jesus Jilly, you brat, what the fuck?" He exclaimed as he guarded his jewels. I just laughed. Silly Daddy, thinking he could just come in and fuck us for free.

"Daddy, we are professional women now, and you need to pay or earn your way into this bed. So what are you going to do?"

By now Jenna woke up and was looking bemused. I don't think she was nearly as bratty as me, but she liked the power of the pussy and the control she could exercise over men. Daddy was not in a great bargaining position. He said that he still doesn't have disposable cash, so what could he offer? Good question Daddy, good question. Well, my asshole and Jenna's asshole haven't gotten any attention in a while, so maybe he could kneel on the floor while we got on all fours on the bed. And then he could have a chocolate starfish breakfast in bed. He started on me, but initially focussed on my pussy, which admittedly felt fucking great.

"Finger me, Daddy, and start licking my asshole. Now Daddy, do it fucking now or get the fuck out".

Voila, I got what I wanted. Jenna called me a bitch, and I told her she fucking loved it and that she'd really love it when Daddy's tongue was up her pooper. So poor Daddy sheepishly got down to business and started spitting on and licking my butt. Dirty Daddy. I told him that he had two butts to clean, so Jenna needed a licking too. He started going back and forth. I thought he might want to play with the pussy of the girl who wasn't getting rimming, but poor Daddy was jerking himself pretty vigorously.

Poor dirty Daddy had to take care of himself while me and Jenna kissed and pushed our butts into his waiting face. I wasn't expecting to cum. I just wanted to dominate. Eventually, I said it was ok for Daddy to jerk off on us. Jenna and I were on all fours, pushing our butts and cunts together, to give Daddy a nice view and platform to cum. Ropey shots of jizz spewed out of his monster cock onto our backs and butts and we squealed with delight. When he was done I told him he was a good slave and that he could be released. Jenna and I raced each other for the shower and got cleaned up. Well, our assholes were pretty clean and tidy, but the rest of us was pretty wet and sloppy and sticky and cummy.

Jenna has the presence of mind to pack clothes for Friday, which was a casual day. We looked pretty demure in jeans and sweatshirts on Friday. But we took a walk to the mall at lunch to see if we could scare up a few bucks for some new shoes or undies and stuff. We saw a guy lurking by the sex bathroom. He was looking more at Jeanna than me. She wiped off the chalk mark, and went into the bathroom with a come-hither look over her shoulder. So I guess I was the one who'd be taking the cash and standing guard. 15 minutes later, we gaily skipped down the hall with some hard won cash. Thanks for sucking that cock, Jenna!

Friday night was different. Daddy drove us and this time we went with kind of a sporty motif. We each had played some sports so we had casual sports wear to use. We set ourselves up as a twosome looking for action at our booth and we were rewarded. The first two guys came together, and they did say rather pointedly that they weren't looking to get assfucked. I guess word got out. So we told them the deal. Jenna does everything but anal, and I don't fuck. But I'll suck you off, lick your ass, take a facial etc. Well, those fuckers kicked me out of the room! I was a brat about it, but money talks and bullshit walks, as they said. So that was it. They were going to gangbang my girl and I was going to sit in the hall. Fuck.

I saw Tyler and started to complain. He shrugged. He told me to shave my box, style myself as young as possible, and start training my virgin hole. It was fuck or walk, baby. That was his exact phrase. I teared up a little. Some of the cocks we service are big, and my cunt hole is very small and fresh, I wept. Tyler held me. He was a tender soul, even in the context of working in this weird strip club whore house (kissing booth my ass!).

I asked why we weren't getting more uptake on the reverse fuck -- you know, the dude fucks Jenna, I fuck his ass. Tyler said that anal play felt great, but some guys don't want to look or seem gay to their friends. Even if they are gay or bi. I felt like Tyler's experience here was valuable and I could learn from him.

"Tyler" I said softly, "can you help me shave?" He smiled and nodded.

It wasn't a lascivious look he gave me, but I could tell that he did like seeing me naked and having a front row seat for my unshaven, unfucked cunt was something he'd be interested in. So we went to the shower room and I got completely naked. Tyler does supplies, so among other things he had shaving cream, scissors, razors etc. I could see he was hard -- it was practically bursting out of his pants! He trimmed with scissors first, then lathered me up. He seemed to have some difficulty concentrating, so I assured him he'd get some once he was done, if he did a good job. That focussed the boy on his task I think. He was gentle and he did a fine job. I told him that my unfucked pussy really liked him, and that he should towel her off and taste her. Tyler was a smart guy and got down to business, licking me slowly at first. I tried to push his face into my box but he wasn't the kind of guy to get pushed around. Like, he was mild-tempered and kind, but he wasn't going to be dominated.

Tyler's tongue felt so good, especially now that my pussy was bare. I felt so good and so close to Tyler. He stood up and leaned in for a kiss, as he fumbled for his belt. I was sitting up on the vanity, with my legs hanging open, so he was standing between my legs as he dropped his pants and his hard dick popped up.

Tyler whispered "Jill, I think you're ready. Can I ... you know ... do you want to ... fuck?" I smiled and said that I wanted Jenna with me when it finally happened so I picked up my phone and texted her to come to the showers quickly. She rushed in looking afraid, but her concern quickly melted away when she saw we were both nude, and that Tyler's very hard cock was inches from my freshly shaved pussy. Ah, she said, I see now what's happening, and she smiled broadly. I told her that I wanted her to be part of my first time being fucked and she got it. Right away. I asked her to be naked with me, to kiss and hold me, while Tyler took my virginity. Ok, so maybe be fucked on a vanity in a house of ill repute is not so romantic, but I was with people I cared about. Isn't that what it's really all about?

Jenna peeled off her outfit and leaned in for a kiss, as Tyler teased my pussy with the tip of his cock. I wanted to play with those big fucking tits, but I needed to hold myself up on the edge of the vanity. So in this scenario, I would be serviced by Jenna and Tyler without reciprocation. I could only offer my mouth to kiss and my puss to screw. I think they were happy with those options though! As Jenna and I played tonsil hockey, Tyler put the tip of his dick into my hole, just a little so that I could get used to it. Does it count? Am I a virgin still, or am I being fucked? Ok, uh fuck, that tip just popped into me. I'm certifiably not a virgin anymore!

Tyler was kind and was going slow. Also, my box was as tight as fuck so he probably didn't want to push that hard into me. Slow and steady wins the race Ty, I thought to myself as his raging fucking cock pushed further into me. Of all the sexual activities I've had so far, this was the most profound and beautiful. The girl I am falling in love with is kissing me and playing with my little tits while this sweet, sexy boy is slowing impaling me on his shaft. So nice, so good. I've been fingered, but I am learning, as Tyler slowly begins fucking in and out of my cunt, that there's nothing quite like having a hard dick up in you. The whole thing works together, you know? Like you can look into the eyes of your handsome lover, feel their skin, kiss, touch, feel their hard naked dick snaking in and out and activating every nerve in your pussy with each stroke. There's the sound, there's the vibe, there's the rush of wondering what a hot sticky creampie might be like. Risky, but hot.