PicFight [REMASTERED]

Sammiewinsagain: I think we’d make a cute couple, a maid threatening to put a collar on me is funny though. You seem to be a little to sure of yourself despite being a maid

Helpful_Hailey: Well yeah, maybe I'm a maid but I also don't have a 1-7 record either... Between the two of us I think I'd be the dominant one!

Sammiewinsagain: You said it yourself….you technically have a worse winning percentage than I do so check yourself maid hehe

Helpful_Hailey: Grmph... That was yesterday though! I technically beat someone earlier today but she didn't post her loss yet, that brat... In her defense she may have been feeling too drained.

Helpful_Hailey: At 1-1, my record is sooo much better than yours, it's not even close really!

Sammiewinsagain: She may have been feeling too drained?? What did you do to the poor girl, she must be pretty weak to lose to a maid and feeling to drained after one orgasm

Helpful_Hailey: Well I'm pretty good at this sort of thing, despite being a maid... As for how weak she is, I don't know! She wasn't a total pushover or anything, I did pass once or twice!

Sammiewinsagain: That’s cute, so you would’ve lost she just couldn’t keep you trapped. Once I get you down good luck getting back up

Helpful_Hailey: I guess I shouldn't have told you that huh? I'm still feeling a little bit affected from that last encounter too right now...

Sammiewinsagain: Hehe I bet you are maid. Looking over your profile I think I could handle you, my tits are bigger and my ass is also bigger. You’d be drooling for girl 4 years younger than you

Helpful_Hailey: Pfft, whatever! Your tits and ass don't look bigger than mine! Besides, it's not all about size, quality over quantity as they say... I'm not going to lose to some teenager with a 1-7 record... I'm a former champion dammit!

Sammiewinsagain: Babe my tits and ass are bigger and ohh guess what so is the quality. I’m perkier than you could ever dream of. This little teen will ruin that slutty brain of yours

Helpful_Hailey: Unghh, shut up Sammie... Why don't you try and prove that then huh? I have time if you do!

Sammiewinsagain: Yeahh I have time to mind fuck a slutty little maid

Sammiewinsagain:

Sammiewinsagain: I’ll go real easy on you so you don’t go absolutely stupid right away

Helpful_Hailey: Ungh, I don't know if I'd call that an easy one! Also you're such a brat, just hitting me with a picture like that right away... Not even rolling dice to see who gets to go first.. Hmph... I still don't know if you're bigger than me but you do look pretty fit there... A strong hit for a strong girl~

Helpful_Hailey:

Helpful_Hailey: I'm pretty strong too though you know? Maids get a lot of exercise on the job!

Sammiewinsagain: Oh sorry, maids don’t get to go first. I am fit though thank you for noticing, you get lots of exercise by getting your face used as a sex toy and cum dump hehe

Sammiewinsagain: that’s a good hit from you

Sammiewinsagain:

Helpful_Hailey: Hey now, I'm a maid, not a whore! Also be careful there... Having my face used as a sextoy would be humiliating but I'm not above allowing you to such a thing... I mean an orgasm is an orgasm right? If I have to use my face to get you there, so be it, a win is a win, the ends would justify the means! As for that last picture, a pretty good hit from you too! Showing off that fit body again but hiding your pretty face huh? Don't be shy Sammie~

Helpful_Hailey:

Helpful_Hailey: You keep using maid like it's an insult but wouldn't it be humiliating if my maid outfit made you pass!?

Sammiewinsagain: I guess I should have been more clear….your face would be used and ruined after I fingered you to a squirting finish hehe. Never thought about passing to a maid outfit or the fact that you would even have one but I guess it makes sense being a maid you need to dress properly….cute hit

Sammiewinsagain:

Helpful_Hailey: Only a cute hit? Hmph... As for your picture, that's pretty hot, a very very tight outfit there... Riding so high on those thighs... I'd be lying if I said that didn't affect me a bit... Pretty hot hit Sammie... Although that outfit also reveals the fact that your tits are indeed smaller... What world are those bigger? I have at least a cup size on you!

Helpful_Hailey:

Helpful_Hailey: Look at them, I definitely have you beat...

Sammiewinsagain: A whole cup size??? Apparently maids are dumb and only good at servicing superior women. Your tits do look great and I’ll give them a hot hit but let me show you my tits a little more clearer for that dumb diluted brain of yours

Sammiewinsagain:

Sammiewinsagain: Yours are better??? A full cup size bigger???

Helpful_Hailey: Unghh, a maid isn't a slave! There's a difference there! I was also the concierge service, a cook, a security expert, I wore a lot of hats in that old federation and it was a pretty classy place... Who knows if you would have even been allowed to be a guest there!? You make it sound like I'm some free use whore or something... I'm not just a stepping stone you know? Still... Fine... I'll admit those tits look a little bigger than I thought there... It's a very strong hit... Credit where credit is due... I still think my tits beat yours though... Admit it...

Helpful_Hailey:

Sammiewinsagain: You wore a lot of hats and basically kept the place running….what happened to that fed?? It fell apart a year ago you said, hmmm was it cause the maid was terrible and didn’t handle her duties well. I’m sure you were too busy getting slutted out by the guests. As far as your tits, they might be a tiny bit bigger but not a full cup size. Hot hit

Sammiewinsagain:

Sammiewinsagain: My cleavage definitely looks more inviting

Helpful_Hailey: Oh that's a low blow, the failure of that fed had nothing to do with me... That's a long, long story I could dive into sometime... This is neither the time nor place though... Hmph.. How dare you say that to me really... Still, at least you finally admit my tits are bigger, so that's a victory I guess! Now I want to say your cleavage doesn't look inviting there... I want to take my victory but Unghhh... Finally when you admit mine are bigger, you post that picture and make second guess everything!? Nnhh...

Helpful_Hailey: P..Passs...

Sammiewinsagain: Such a good maid serving your true purpose of getting slutted out. How funny you’re passing to the “smaller” tits. I think that argument is still up in the air. Nonetheless start rubbing slut

Sammiewinsagain:

Sammiewinsagain: You’ll be drooling all over my perky teen tits while I trash talk your brain to mush

Helpful_Hailey: Oh please, you just got a lucky angle on my tits there... I lost my footing briefly... It was a minor setback but I'll stand right back up, you watch me brat! You said once you knocked me down that you'll keep me there but I don't see it. The teen looks cute there but once again those tits look smaller, I'm fully convinced... A hot hit and a very good hit aren't enough I'm afraid Sammie...

Sammiewinsagain: (Also that failing fed comment was just trash talk I was just going along with the worthless maid banter hehe)

Helpful_Hailey: I'm right back up!

Helpful_Hailey:

Helpful_Hailey: (Oh don't worry about it, I figured that was the case. Still, that's not really a subject I want to go into right this moment :P )

Sammiewinsagain: It’s much to earlier to knock you down and keep you down, what fun is that. I think I solved the tit debate….mine are real so pic by pic they may look smaller or bigger given the time of the month that us girls experience every month. You may have forgotten that happens with your bolt ons. Very hard hit though

Sammiewinsagain:

Sammiewinsagain: This pic for example look how juicy they look….must’ve been my time of the month hehe

Helpful_Hailey: Unghh... Fuck you and your perfect perky teen tits... They do look juicy there... That's a very sexy hit indeed... You know what, I've had enough of these angles... You also said your ass was bigger, let me show you just how wrong you are there. Although it's not just about size, it's about shape... Mine is perfectly round, fucking look at it Sammie!

Helpful_Hailey:

Helpful_Hailey: Look at it!

Helpful_Hailey: You have no chance there...

Sammiewinsagain: It’s a cute ass maid but unfortunately your only chance at “beating” me in a body comparison is tits…..my ass is fatter and even rounder. Even my hips cinch tighter than yours, my stomach tighter….your only chance to win a body comparison is boobs babe I’m sorry to say….great hit

Sammiewinsagain:

Sammiewinsagain: Here take a close look at the ass you claimed had no shot…..but low and behold you get mogged

Helpful_Hailey: Hmph, I don't know Sammie, you keep talking up your ass but I'm not really seeing it. Maybe it's not as small as I thought it was, maybe you're a match in the size department but shape? I have you beat. Mine is just so much rounder and juicier. Mine is like a plump peach, you're more pear shaped! No I feel pretty confident about handling you at this angle... Still a pretty solid hit from you though!

Helpful_Hailey: You know what Sammie? Fuck it... I'll just hit you with every single angle at once!

Helpful_Hailey:

Sammiewinsagain: Pear shaped?? it’s just the angle. Don’t worry though you’ll get plenty more angles of my tits and ass to drool over. That pic I will admit you looked snatched, tight through stomach and flaring out to the hips and ass then the perky tits to top it off….a snatched pic like that deserves a pass…

Helpful_Hailey: Damn right it does Sammie, down you go... Mmm, you thought this maid would be an easy win didn't you? Look at you now, crumbling down to your knees... I'm just getting started with you too... Now to make you really feel the pressure...

Helpful_Hailey:

Helpful_Hailey:

Helpful_Hailey: I'll give you both angles again brat...

Helpful_Hailey: You're outmatched here, admit it!

Helpful_Hailey: Maybe you deserve a better record than 1-7... But you won't improve it against me... I'll be your Maid-Mistress by the time we're done!

Sammiewinsagain: I did fall to my knees but I didn’t go all the way down….your tits look pretty big in that pic, tough to show a pic where mine look bigger but I’m not admitting defeat in that department yet….thats a very hot hit and a great hit. It appears I need to up my game before this slutty maid thinks she is actually worth a damn

Sammiewinsagain:

Sammiewinsagain: I called you snatched……I know your jaw just dropped and your pussy tingled to this pic….im the one that’s fucking snatched

Helpful_Hailey: Hmph, I thought I'd keep you down for sure but somehow you rise to your feel... Then not only that, that's your counter-hit!? Where were you hiding that one Sammie? Unghh... That lingerie, so revealing, so hot... Even that silly expression you're making... What kind of face is that!? So smug about it too... Unghh... I want to say you're wrong... I want to say you're a liar, that that's not affecting me... But...

Helpful_Hailey: Yes, I'm tingling to that picture...

Helpful_Hailey: Passss...

Sammiewinsagain: That’s a good little maid….smug is my bread and butter, I’m an 18 year old brat remember?? I excel at making more developed and older girls feel small next to my perfect body and bratty attitude. Get back to rubbing that weak slutty maid pussy of yours

Sammiewinsagain:

Sammiewinsagain: I’ll even admit your tits may be a tiny bit bigger…..but babe I’m clearly owning you in the quality department

Helpful_Hailey: Unghhh... Shut up.. Shut up! This can't be happening... You're just some brat, one with a terrible record at that... How the hell are you 1-7? Why are you this hot? Why are you this tough!? Don't you know who I am!? So what if I'm a maid... I was a champion... I was #1... You're second last!!!!!

Helpful_Hailey: Passss... To the first one, second is a sexy hit...

Sammiewinsagain: Know who you are?? You think I give a damn about that? Right now you’re just a pathetic little maid on your knees in front of my perfect body. Forget about who you used to be and just accept the fact the second worst girl in the new fed is going to absolutely mind fuck you until your brain breaks and you go completely dumb and mindless

Sammiewinsagain: I will admit I’m putting more effort in with my words which is probably helping….words are just as important as the pics…..all my other fights the opponents didn’t talk much so I didn’t put in much effort with chatting

Helpful_Hailey: I... Unhh... Certainly agree with that part at least... Good banter is half the battle after all... It should be a 50/50 there... You're pretty good at that but don't let it go to your head... I'm not done yet... You're giving me plenty of time to try and recover here... It's not like I keep zooming in on those two previous pics... Oh no..

Sammiewinsagain:

Sammiewinsagain: I know your zooming in and drooling babe, the longer I take the more infatuated you become

Helpful_Hailey: Mmmphh... Stop this Sammie... You stop this right now... How dare you... Mmn.. Let me up! I'll be your girlfriend okay? Is that what you want!? Y.. You can't ruin my reputation like this... I.. I can't get mindfucked by the 1-7 girl... You wouldn't, you couldn't... Passs... Passs.. Passsssssss... That ass isn't pear shaped at all...

Sammiewinsagain: Aww the poor little maid is begging already?? See I knew you were pathetic and weak just like your title states…..the 1-7 record isn’t very accurate of my abilities and hotness is it Hailey??

Sammiewinsagain: Did that make your heart jump? I finally used your name instead of referring to you as a slut or a maid…rub for me slut get yourself nice and sloppy

Sammiewinsagain:

Sammiewinsagain: By the end of this you’ll be begging to worship this body

Sammiewinsagain: Well then again you probably already want to worship it

Helpful_Hailey: I... Umm... Uh...

Sammiewinsagain: Ohhh nooo did the maid cum without my permission??!

Helpful_Hailey: M..Maybe..!?

Sammiewinsagain: Hmmm I don’t really like when girls cum without mommy’s permission….hmm maybe we could do a best two out of three thing. Whoever forces two orgasms first gets the win for the fed?….youre weak and sloppy so good luck.

Helpful_Hailey: Mmm, you really want to continue this huh!? Fine, you're on! We can make it a two out of three...

Helpful_Hailey: You'll regret your hubris... You'll regret showing mercy on me after I rip two orgasms out of you Sammie... You had your window... You had your chance to become 2-7, now you're going to be kicking yourself... "Why didn't I just end Hailey when I had the chance!?" But fine... I agree to your terms and I'm ready to continue...

Helpful_Hailey: You have no idea what you just did... And I'm starting first now!

Sammiewinsagain: Ohhh sweetie you think this is me showing mercy?? You couldn’t rip two orgasms out of anyone back to back. Thanks to this little deal I’m going to be 3-7 and above you on the leaderboard

Helpful_Hailey:

Helpful_Hailey: Don't be so sure Sammie... You made a grave error, you'll see~ ♥

Helpful_Hailey: All gloves are off when the maid enters phase two!

Sammiewinsagain: Ummm actually can we back track already????????

Helpful_Hailey: No, no we can't...

Helpful_Hailey: You made your choice, now deal with it...

Sammiewinsagain: Pass…..maybe I didn’t think this through properly

Helpful_Hailey: You clearly didn't Sammie... Either that or deep down you never wanted to win in the first place... You were sad that you were able to achieve that one orgasm from me... I agree it was sudden, one could argue it was a fluke even... Deep down that's not what you wanted... What you truly crave is a Maid-Mistress and you're going to get one now... All this 2 out of 3 stuff is just a roundabout way of achieving that... An excuse really... You want to be mine and this is the only way you see that happening, so we'll continue this charade... In the end you'll be wearing my collar...

Helpful_Hailey: Let's just say you flipped the switch by doing this, for better or worse...

Helpful_Hailey: Now you'll reap the consequences of your actions...

Helpful_Hailey:

Helpful_Hailey:

Helpful_Hailey: Look into my eyes Sammie... You see that look right?

Helpful_Hailey: You've awakened the sleeping giant that was hidden away in this maid... The former-champion is back...

Helpful_Hailey: I'd explain the complexity of the mistake you just made but I'd rather just show you by completely destroying you now...

Sammiewinsagain: No no I want to win but I misread the situation and your reaction….i figured you just came and you’d be easy and weak….i don’t know what I was thinking. But a slutty maid is still a slutty maid and that’s what you will remain as. I’m into complexity so feel free to explain it while you’re rubbing for me….good hit and great hit

Sammiewinsagain:

Helpful_Hailey: That's where you're wrong... You know many have called me an insatiable nymphomaniac around here? There's some truth to that... I'm the opposite of most people... With each orgasm I only grow in strength and resolve... This will be a fatal mistake for you... Still, I'm surprised you got up there... You are tough, much tougher than your record would suggest... Still, I'll be fighting at 100% from here on out... A great hit for a great butt...

Helpful_Hailey: Mine is the greater though...

Helpful_Hailey:

Sammiewinsagain: Okay now you got me swallowing hard with that statement….by the sounds of it I set myself up for failure, most people would be weaker but you claim to be stronger. Yet here we are and you are still failing to make me pass despite me being at a disadvantage according to you. Great hit there maid but it’s not enough

Sammiewinsagain:

Sammiewinsagain: I know you love my ass though so drop the act and just be a good slut for me

Helpful_Hailey: You should be swallowing hard... Perhaps you should have done more research on me... How do you think a lowly maid was a champion once upon a time? You mentioned some of the girls I've fought and beat but did you look into them further? There's an 8 hour picfight listed on my profile Sammie... Do you really want to test me? Do you really think you can keep up there? I can do this allllll day... I do love your ass, I'm not going to say anything other than the truth there. It's a great butt, but I'm going to be spanking it at this point... I'll spank it sooo hard it'll look like you've got a tattoo of my palm print across your cheeks! Strong hit to be sure but I'm filled with adrenaline now, I've got my second-wind... I'm fucking glowing with resolve...

Helpful_Hailey:

Helpful_Hailey: Look into my eyes, do I look worried? Do I look like a lowly maid, or is there something deeper smoldering beneath the surface?

Sammiewinsagain: I saw the fight but I didn’t get a chance to read through it!! Besides you said you lost that fight so are you really as good as you think?? You were the maid and champion of an old fed but babe this is a new fed and a year later. Despite that banter and resistance those eyes look umm like I should be worrying a bit….pass

Helpful_Hailey: I did lose that fight yes but it took 8 hours, can you push me that long? I don't think so... You're already starting to fold... Besides, I think you know more about that fight than you're letting on... I have my suspicions about you now... That's neither here nor there... You're down and now I'm going to keep you there... You should have known better really... The whole maid thing is just a job, it's just an act... When someone pushes me far enough that entire customer service facade fizzles away... Well you got me Sammie... You got the real me competing with you right now..

Helpful_Hailey:

Helpful_Hailey:

Helpful_Hailey: Mmm, now rub and moan... I know you're probably already quivering in your seat aren't you? You could have just cashed in on your prize... You could have had the maid's face between your thighs, softly lapping away at you but no, you wanted more... Such a greedy little brat... Hasn't anyone ever told you to quit while you're ahead, hmm?

Helpful_Hailey: The wise older maid is about to teach you a life lesson here!

Sammiewinsagain: I tried backing out after I thought a little deeper about it but you wouldn’t let me! You knew something I didn’t about doing this. Yes I’m a greedy brat I’m fucking 18 I want to own the world and all the other sluts in it. Those are both passes!

Helpful_Hailey: Mmm, a double pass, that means 4 pictures, did the greedy little brat know what happens when you pass to BOTH? You poor thing... Well don't worry, I'll still be your girlfriend but I'll be the one calling the shots... You can just follow my lead from here on out. If I'm a maid, then you're an assistant-maid Sammie... I get it, you're young, you want to own the world, nobody grows up wanting to become an assistant-maid but that's what you're going to be...

Helpful_Hailey:

Helpful_Hailey:

Helpful_Hailey:

Helpful_Hailey:

Helpful_Hailey: Suffer you little slut...

Helpful_Hailey: Take you time, I want you to spend 2 minutes on each picture, one at a time...

Helpful_Hailey: Zoom in, stare and rub...

Sammiewinsagain: No I didn’t know what happens on a double pass, no one ever sends four pictures! I’m still young assistant maid might not be a bad place to start it’s better than being the maids broken slut. First two are passes, third is a sexy hit and fourth is a great hit. This is not going to end well this round

Sammiewinsagain: Also this is not helping for next round either…I was expecting to get quite a few chances to work you up for the final round and I can’t do that if I don’t ever get a turn!

Helpful_Hailey: Mmm, well now you know... There is much for the little brat to learn it seems... That's the spirit, you're still young... Being my assistant won't be so bad... As for being my girlfriend, I mean what makes you think you're worthy there anyway? What makes you think you're better than my current girlfriends, hmm?

Helpful_Hailey:

Helpful_Hailey:

Helpful_Hailey:

Helpful_Hailey:

Helpful_Hailey: If anything you should just be a fucktoy for me and my real girlfriends to use... An object in our bed...

Sammiewinsagain: You may be in firm control now I’ll admit but you know I’m easily hotter than those first two, the second two maybe not. The second girl isn’t showing much besides a face so I’d say I beat her. A fuck toy?? You know I’m worth much more than that, assistant maid is even too low for me. Great hit and good hit then the last two are passes

Helpful_Hailey: Mmm, well at least you admit the last two are hotter than you... As for the first two, maybe you're right... It's adorable you're pretty much making an argument for being 'mid' at this point... Oh you're lucky I even want you as an assistant... You're young though, you have potential! Still, I'm sure you know that an assistant assists her boss with all tasks, not all of them are work related... Being my fucktoy will of course be part of your responsibilities... Like I said earlier, you have no idea what you just did... Do you have any idea how exhausting it'll be being the fucktoy of a nymphomaniac? I could probably ride your poor face for 12 hours straight!

Helpful_Hailey:

Helpful_Hailey:

Helpful_Hailey:

Helpful_Hailey:

Helpful_Hailey: I wonder if you could even handle another round after this or if this one orgasm will finish you off? I'd be surprised if we're built the same in that sense... Mmm, I bet you're real close now... Keep on rubbing Sammie... Stop typing...

Helpful_Hailey: Stop it...

Helpful_Hailey: Stare at the pictures more...

Helpful_Hailey: Don't tap your fingers against your phone when you can tap them someplace else...

Sammiewinsagain: I did not say the third girl was hotter than me, you were the one who made me pass not her…I’m far from mid and you know that I made you gush.

Sammiewinsagain: Stop talking, I almost went over

Helpful_Hailey: Oh you will go over Sammie... Let it happen...

Helpful_Hailey: Don't resist the inevitable...

Helpful_Hailey: Besides, what better way to get payback? I gushed without your permission or a countdown, now's your chance to get me back...

Sammiewinsagain: Stop it I’m not cumming, I can’t lose like this! I didn’t know an orgasm makes you stronger, I get weaker…I didn’t expect there to be a third round…this is bad very bad. Pass and pass and hard hit and pass….im fucked this round

Helpful_Hailey: Mmm, 3/4 passes... Oh yesss Sammie, you're fucked... Quite literally, that'll be 6 pictures now...

Helpful_Hailey: Imagine if you pass to all of them...

Helpful_Hailey: Oh you're going to beg me for that countdown at this point probably...

Helpful_Hailey:

Helpful_Hailey:

Sammiewinsagain: Or the 6 pictures will fucking end me

Helpful_Hailey:

Helpful_Hailey:

Helpful_Hailey:

Sammiewinsagain: Yep I’m cumming fuck!!

Helpful_Hailey:

Helpful_Hailey: Mmm...

Helpful_Hailey: Good girl...

Helpful_Hailey: I'm not going to scold you for that like you did me...

Helpful_Hailey: No... You're a good girl...

Helpful_Hailey: Cumming for her Maid-Mistress, her better...

Helpful_Hailey: Cumming to me is the same as admitting inferiority...

Helpful_Hailey: You know I'm better...

Helpful_Hailey: Better face... Better boobs... Better butt.... Stronger... Smarter...

Helpful_Hailey: More stamina... You name it...

Sammiewinsagain: Stop degrading me slut

Sammiewinsagain: There is still another round!

Helpful_Hailey: Degraded by the fucking maid... How embarrassing...

Helpful_Hailey: Oh you won't even be 2nd last on the rankings...

Helpful_Hailey: 2 more losses to me and you'll be tied for last

Sammiewinsagain: It’s not over Hailey! We have one more round! I’m not getting trapped again

Helpful_Hailey: Hell, I should whore you out to JustJessie, the only girl even lower than you on the rankings... That way it won't even be a draw...

Helpful_Hailey: Do you really think you can fight another round right now?

Helpful_Hailey: Honestly?

Helpful_Hailey: Like I said we're not built the same...

Helpful_Hailey: That first orgasm just woke me up, that's all it did!

Helpful_Hailey: So go ahead Sammie... You want another round? Post your one picture... You'll get one picture against me until it's my turn again... Until you pass again for me...

Sammiewinsagain: It’s what we agreed on, you should be jumping on the opportunity. You’re right though let’s call it a draw, that saves us both from possible collapse

Helpful_Hailey: Oh no, there will be no draw Sammie...

Helpful_Hailey: The only way this ends is with the maid's collar around your neck

Sammiewinsagain: You honestly think I’m only going to get one turn? I’m about to drop you to your knees and fuck your mind until you’re broken

Helpful_Hailey: Mmm, well go ahead Sammie... Hit me with your best shot...

Sammiewinsagain:

Sammiewinsagain: Consider yourself hit and dropped slut

Sammiewinsagain: If I’m being honest it all rides on this

Helpful_Hailey: That's your best shot huh? Really? That's all you've got? Mmm... Don't get me wrong it's a hot picture... Your body looks phenomenal there in that little thong... Your tits as big as ever... Still, I'm not dropped... I'm still standing slut... You shouldn't have cut your pretty face out of the picture... Don't you love face card? A sexy hit but nothing more...

Helpful_Hailey:

Helpful_Hailey: Look into my eyes... You're mine and you know it...

Sammiewinsagain: Okay well that didn’t go as planned and I left myself open but the slutty maid didn’t pounce hard enough. I know you love my body and literally everything about me. Stop playing tough and let those knees hit the ground while I ruin that pretty little brain of yours….massive hit

Sammiewinsagain:

Sammiewinsagain: Good luck getting up after I put you down maid, you’re a lowly maid and that’s what you’ll stay

Helpful_Hailey: Oh my counter-attack wasn't enough huh? That's unexpected... Impressive that the little brat is still fighting on after all that... You've got me all wrong though... I don't play tough... I play weak, that weakness facade is gone now... Congratulations, you've shattered my mask, now you have to deal with what you've unleashed... Your handbra hits hard... It his hot... It's a hot, hard hit... I'm not down though, I'm standing tall... Like I said, I can do this all day... Lowly maid I may be, but you're even lower... Maybe I'll spend all day at work getting my face used like some fucktoy just like you said... But when I come home after a long day's work, you're going to be kissing that very same face before you inevitably crumble to your knees...

Helpful_Hailey:

Sammiewinsagain: You’re still standing?! I figured you were typing how pathetic you feel and look next to me. If you think I’m kissing and licking your face clean after getting slutted out you’re dreaming, im above you in the end but as of right now…yes you have the advantage and it’s a pass.

Helpful_Hailey: Not just my face, you'll be licking every inch of this maid's body after a hard day's work...

Helpful_Hailey: Mmm, yesss, that's it... Pass... Pass again...

Helpful_Hailey: Imagine my pretty face between this next girl's thighs, only to come home to you and you'll have to do the same to me...

Helpful_Hailey:

Helpful_Hailey: I'm a lowly maid, a lowly slut... Yet you're even lower... The rankings will reflect that...

Helpful_Hailey: You'll be a whore of a whore...

Helpful_Hailey: I'll rent you out too, you'll learn to love it...

Sammiewinsagain: Stop, you can’t pair trash talk with a picture like that! It’s not fair

Helpful_Hailey: Mmm, painted a pretty picture in your mind haven't I?

Helpful_Hailey: I bet you're imagining it...

Helpful_Hailey: I mean look, my hand is already on her thigh...

Helpful_Hailey: Just waiting for her to spread them so I can get to work...

Sammiewinsagain: You are such a slut! You don’t deserve to beat me!

Helpful_Hailey:

Helpful_Hailey: This pretty face used by others, but never by you...

Sammiewinsagain: I won’t ever get to use it? That’s not how you should treat your assistant maid if that’s what I become! Pass only cause of your words and then a pass

Helpful_Hailey: That is exactly how my assistant maid should be treated... She's lower on the totem pole after all... I may as well be mid-level management on the dominance hierarchy, but you're the lowest of the low... 2nd last on the rankings, soon to be dead last... You could have risen, you could have climbed but you thought you would get a 2 for one special... Look at you now... You deserve this... The girls I bring home with me and I will get to use your face as a two for one special in the end... A fucktoy to be passed back and forth... A fucktoy's fucktoy...

Helpful_Hailey:

Helpful_Hailey:

Helpful_Hailey:

Helpful_Hailey: Look at me, a sex toy new in the box, and yet you're still lower than I am...

Helpful_Hailey: You're like an add-on accessory for this Barbie doll...

Helpful_Hailey: Don't type... I haven't given you permission to type...

Helpful_Hailey: Just rub...

Sammiewinsagain: Stop it Hailey!

Helpful_Hailey: I have one more picture to send still

Helpful_Hailey: Did you think I was done?

Helpful_Hailey: Oh no...

Helpful_Hailey: Stare at those first three

Helpful_Hailey: The fourth will come... But will you cum before then?

Helpful_Hailey:

Helpful_Hailey: Hop in my car and I'll drive you to your new home...

Helpful_Hailey: Oh yes, I plan on keeping you as mine...

Helpful_Hailey: You'll spend your nights chained to my bedposts...

Helpful_Hailey: There will be no escape for you...

Sammiewinsagain: I’m fucked, im so fucked I can’t even type….the side boob and face in that first pic earned a pass….they are all passes….im done for I have no chance, 8 pics will end me. It’s over I’m about to gush like a helpless brain dead whore

Helpful_Hailey: Yes you are Sammie, you're fucked....

Helpful_Hailey: SO fucked you can't even finish your message there...

Helpful_Hailey: Fingers slipping, hmm?

Helpful_Hailey: Slipping and sliding?

Helpful_Hailey: Good girl... Stop typing...

Helpful_Hailey: You don't need to type

Helpful_Hailey: You can do something else...

Helpful_Hailey: Do you need a countdown this time, hmm?

Helpful_Hailey: Do you want to ask your Maid-Mistress for one?

Sammiewinsagain: Did my message send?

Helpful_Hailey: Hmm?

Helpful_Hailey: Oh yesss

Helpful_Hailey: I see it now... You edited the old one... It was so far up at this point...

Helpful_Hailey: 8 pics, how about we do a countdown from 8 to 1?

Helpful_Hailey: Would you like that pet?

Helpful_Hailey: Or should I call you fucktoy, slave even?

Sammiewinsagain: I doubt I can survive 8 more pics, and I’m sure you’ll make them all kill shots

Helpful_Hailey: Maids are at least paid a livable wage... Slaves just exist... That's what you'll be for me...

Sammiewinsagain: My poor brain getting deleted by a fucking maid

Helpful_Hailey: You wanted this to happen... Deep down, this was destined...

Helpful_Hailey: 8...

Helpful_Hailey:

Sammiewinsagain: No…I did not! I….. ummm

Helpful_Hailey: 7...

Helpful_Hailey:

Helpful_Hailey: 6...

Sammiewinsagain: Holy shit

Helpful_Hailey:

Helpful_Hailey: Look how much fucking stronger I look than you in that picture...

Helpful_Hailey: 5...

Sammiewinsagain: Fuck don’t degrade me too

Helpful_Hailey:

Helpful_Hailey: 4...

Helpful_Hailey: You deserve to be degraded... How dare you think I'm some easy target for you to use as a stepping stone...

Helpful_Hailey: You're the stepping stone with your soon to be 1-9 record...

Helpful_Hailey: That's a 10% win-rate...

Sammiewinsagain: Fuck you hailey!

Helpful_Hailey:

Helpful_Hailey: No.. Fuck you...

Helpful_Hailey: Look into my eyes...

Sammiewinsagain: Holy fuck that pic

Helpful_Hailey: I'm not playing around anymore...

Helpful_Hailey: 3...

Helpful_Hailey:

Helpful_Hailey: I'm the captain of this ship from now on...

Helpful_Hailey: You'll follow my lead from this day forth...

Helpful_Hailey: 2...

Helpful_Hailey:

Helpful_Hailey: Look how much the poor maid cleans up when I actually have money...

Helpful_Hailey: Money I'll get from whoring you out...

Helpful_Hailey: 1...

Sammiewinsagain: Oh my god

Helpful_Hailey: Do I need to call an ambulance for you after this orgasm?

Helpful_Hailey: Hmm..?

Helpful_Hailey:

Helpful_Hailey: 0...

Helpful_Hailey: Cummm for me slut... Give in to your Maid-Mistress!

Sammiewinsagain: I’m fucking cumming oh my god Hailey

Helpful_Hailey: Mmm... Damn right you are...

Helpful_Hailey: I told you this would happen...

Helpful_Hailey: I fucking warned you didn't I?

Helpful_Hailey: You're going to kick yourself in perpetuity now...

Helpful_Hailey: "Why didn't I claim that win against the maid when I had the chance?"

Sammiewinsagain: Fuck!

Helpful_Hailey: You got a fluke orgasm out of me, hardly anyone has done that...

Helpful_Hailey: Then you blew it...

Helpful_Hailey: You let it slip away

Helpful_Hailey: Never look a gift horse in the mouth...

Helpful_Hailey: This will be a life lesson for the brat going forward...

Sammiewinsagain: I…I umm can’t believe it. Fuck it’s over for me

Sammiewinsagain: Guess when you said you’d rip two orgasms out of me you weren’t lying….fuck

Helpful_Hailey: Oh I never lie... A maid always means what she says...

Sammiewinsagain: Clean up the mess at least please before you give me my new title and new life

Helpful_Hailey: Hahaha, oh no...

Helpful_Hailey: You'll clean it...

Helpful_Hailey: My cleaning days are done... I'm a supervisor now...

Helpful_Hailey: My assistant-maid will do all the cleaning while I'll overseer you, holding your leash, my foot on your back while you scrub the floor...

Sammiewinsagain: I also made a picture to represent our new standing with each other

Helpful_Hailey: Perfect, such a good girl... A picture huh? Don't forget to change your name too!

Sammiewinsagain:

Sammie_Haileys_Helper: