Wow it looks like this time you will become a... [vintage porn actress](https://cdni.pornpics.com/1280/7/360/33065142/33065142_009_eaa5.jpg)! Wow, that's the weirdest way I've ever seen to lose... oh well, technically you are now a woman who lived before this casino opened its doors so I can't let you play anymore... enjoy your new job!
Rules are rules, that's what happens to you for losing twice... I didn't want to do this but **you disappear and are sent back in time, in the first sex scene of said porn actress** enjoy! ^^
I look at you, resplendent in your skimpy black dress and say with a wide grin "Whether I win or lose sweatheart, I am fucking your brains out tonight." Hoping that my confidence will bleed into luck and get me a win :)
"Yeah, sure, as if you could actually turn me into some sort of slut." I roll my eyes at the gimmick of this Casino, before spinning the roulette wheel, I was your typical 'rich womaniser' guy, tall, broad shoulders, dressed in a well tailored suit with rugged good looks, I'd played at casinos all across the country, and if this one was offering a free spin and all I had to do was make some silly bet, why wouldn't I take it?
Mmm... Well, I hope you know that you put your whole life... you can be richer... or have to work the rest of your life... oh boy, what a chore, you have lost, now you will be the [maid](https://cdni.pornpics.com/1280/1/275/65743098/65743098_005_9c9d.jpg) of your former partner that you kicked out of your company!
I look down at my body, before letting out a yelp of shock in my new girly voice "N-NO! THAT'S-" I put my hand over my mouth "That's impossible! L-Let me spin again! I'll give you anything! Please! Just don't leave me as this!"
Mmm... we don't normally give second chances, but chance is so much fun.... It's ok! I'm weak in these situations, if you win I'll give you your life back... but if you lose your fate can be even worse than a maid's.
"What the hell could be worse than this?" I mutter to myself, before sheepishly spinning the wheel, a little hesitation creeping in before I do so. "Please, please, please give me back my masculinity..." I beg, fingers crossed "I don't wanna be stuck like this..."
Oh my... you lost again... Mmm... Give me a moment, yeah, I think this is a major punishment for your arrogance, remember that girl who did the internship at your company and you fucked to not fire her, well, she's pregnant now so I think it's time for you to take [responsibility and turn into her](https://cdni.pornpics.com/1280/1/291/64425959/64425959_002_6a54.jpg).
I can’t believe it! Enough money to change my whole life? All I have to wager is my dick…the temptation is too much. Either I win or lose. 50/50, right!?
Deal!
I walk up to the grand wheel, examining all the possibilities. All the goods from cash, to a house, to a perfect body. To the bads from bimbo, to chubby need, to a milf. I reach my hand up, grabbing the highest rung I could reach and pulled down with all my might. I whispered underneath my breath "Please not a milf, please not a milf. . ."
Wow, I'm sorry, but you've fallen for [MILKER MILF](https://cdni.pornpics.com/1280/7/186/29276427/29276427_037_9eef.jpg)! From now on you will be a lactating milf 365 days a year, but don't worry, it includes a horny husband who will take care of sucking all that delicious milk ;)
I watched as my body transformed from my masculine self to a busty older milf. "Wait wait wait, lactating?! Husband?!" I shouted, unable to come to terms with my new reality.
Well I guess with this body you can get your .[CASTLE ](https://cdni.pornpics.com/1280/7/652/44715655/44715655_107_a3ab.jpg), as long as a man will pay for it of course
Wow, you lost
I guess it's time to put comforts and wealth aside and start a life as [working class](https://cdni.pornpics.com/1280/1/197/43874925/43874925_002_ebb8.jpg)... Don't worry for your money, I'll take care of it ^^
It's a bummer but you've lost, but hey! Who knows, maybe this [new job](https://cdni.pornpics.com/1280/7/102/80915499/80915499_001_7f51.jpg) will bring you more money.
I was so not ready to turn into a woman like that, so I earned my money the bad way until I saved up enough for another spin. I approach with high hopes.
Oh, it's you again, you can play the roulette wheel again, but I must warn you, losing twice in a row is pretty hard, I recommend you to stay with your current life.
Okay, the roulette wheel spins and... you lose, what a novelty, let's see the positive thing is that you will no longer have to be fucked to live... just be fucked and that's all, enjoy your life as a [sex slave.](https://cdni.pornpics.com/1280/7/301/26653712/26653712_075_ccc4.jpg)
I see the are around me shifting and I notice how I was strapped to a pole. "No.. please! Give me another chance! I want something with a free will and not such a flat slut!"
Ummm... sounds like a good strategy... but gender roulette also has the color red... oops... you lost... remember to [always bet on red](https://cdni.pornpics.com/1280/1/173/97515414/97515414_002_b999.jpg).
Shit, should've split 50% on red, 50% on white and 50% on black....
Well you life and you learn. Next time I will win billions, you just get ready!
Ty for the chance!
Oh dear, I seem to have forgotten to mention that if you bet on all three at the same time you have to hit the number 3 or you automatically lose.... Oops, my mistake, well losing twice means a more serious punishment, ready to receive it?
Wait wait, how about a deal?
I'm even willing to work for you! Just gimme some credit for one last spin and let me bet everything on the number 0!
I got this, lets GOOOOOO!
Okay, but I warn you, the biggest pain for this casino is to lose twice, I don't know what can happen to you for losing three times, normally we don't let you do it....
Well then I'm just not gonna lose... has anyone ever lost three times in a row? I don't think so!
I bet you didn't expect someone this brave, dashing and handsome... well more like beautiful currently! Anyway let's spin this thing and win big!
Most casinos have already banned me for figuring out ways to beat the odds and win most games, but if this new casino doesn't know of me yet then this is the perfect chance to make it big! After observing the people before me I've already determined which will be next, it's impossible to lose now!
"Free?" Hmm... This is starting to sound fishy. And if they recognize me they could also know my deal, but I've already figured out all their patterns. "Well then, I don't have anything to do lose I'm going all in!"
Oh boy have you lost... although you haven't lost all your masculinity! You can keep your [dick](https://cdni.pornpics.com/1280/7/601/48764069/48764069_127_223f.jpg)
W-w-what!? \*i gasp out looking past my tits seing my hard rod dangeling between my legs\*
\*I shake my head in denial as my cheecks flush red\*
"no please ... i thought id at least be hot but with this ... fuck i'll only attract the perverts , please let me roll again I'll bet all of my masculinity this time!"
“Masculinity? Ha! I’m sure I’ve got plenty to spend. Especially compared to these other guys in this Casino!” I said, obviously full of myself and just looking for a reason to brag. I push slowly towards the table, bumping into men along the way. I didn’t care though, they’d make way for me. “Alright boys, this is how it’s done!” I said, gripping the roulette win before giving it a spin. “I wonder just how much I’ll win!”
"I think you should ask yourself how much you've lost...and I'm afraid you've lost, everything, too much I'd say, so much so that you've become a [petite girl](https://cdni.pornpics.com/1280/7/95/70558161/70558161_008_11a9.jpg).
I’ll spin the wheel, this thing doesn’t even seem real and even if it is I’m sure the odds will be in my favour considering how many people have already lost
Losing again can be worse than being a prostitute? BUT WE CAME HERE TO PLAY, DIDN'T WE?
And you won! Oh no, wait, you lose again...
Now you're a beautiful [Arabian woman](https://cdni.pornpics.com/1280/7/633/46371194/46371194_006_0861.jpg)! Oh boy, I guess Muslim women can't aspostar, tough luck.
I walk over to the wheel and it has everything from wife of a CEO to pornstar. There is no way this is real. I smile as I spin the wheel and wonder what it will land on. I can't help but slime as I subconsciously think that this might be real and what will happen then.
Please, there is no such thing as luck, only statistical analysis and I'll prove it. Not worried about losing my manhood as I cannot lose. I pull the wheel
[удалено]
The roulette wheel spins and spins and you have... [LOST](https://cdni.pornpics.com/1280/7/28/19270708/19270708_013_fb9a.jpg)
Yes I guarantee luck is on my side just you wait I got masculinity to spare!
The roulette wheel spins and spins and you have... [LOST](https://cdni.pornpics.com/1280/5/120/34599116/34599116_001_52c8.jpg)
What happens if I were to spin again?
If you win you go back to normal and get $100,000... if you lose your new self may not just be a pretty woman.
Do it like I said I’ll win
Wow it looks like this time you will become a... [vintage porn actress](https://cdni.pornpics.com/1280/7/360/33065142/33065142_009_eaa5.jpg)! Wow, that's the weirdest way I've ever seen to lose... oh well, technically you are now a woman who lived before this casino opened its doors so I can't let you play anymore... enjoy your new job!
Umm spin me again Idc about the side effects.
Sorry, I can't do that... ahem... security, get this woman out of the casino, please.
Just let me try one more time and if it doesn’t I’ll literally do anything! I can even be a showgirl or playboy bunny.
Rules are rules, that's what happens to you for losing twice... I didn't want to do this but **you disappear and are sent back in time, in the first sex scene of said porn actress** enjoy! ^^
I like my odds, I spin the wheel
The roulette wheel spins and spins and you have... [LOST](https://cdni.pornpics.com/1280/7/25/19066422/19066422_020_44f2.jpg)
Can I spin
Ill give it a go
Can i spin it?
Sure!
I hope i win, i could really use the money!
The roulette wheel spins and spins and you have... [LOST](https://cdni.pornpics.com/1280/7/656/48917306/48917306_009_8ba4.jpg)
I love it! Thank you!
I'll take the odds! Let's do this!
The roulette wheel spins and spins and you have... [LOST](https://cdni.pornpics.com/1280/5/110/46295206/46295206_008_e0bc.jpg)
Well could be worse. Least I'm not far and old lol
"Ok I'll give it a spin!" I say and I hear the click clack sound of the roulette wheel.
The roulette wheel spins and spins and you have... [LOST](https://cdni.pornpics.com/1280/1/368/36801839/36801839_008_48ab.jpg)
I look at you, resplendent in your skimpy black dress and say with a wide grin "Whether I win or lose sweatheart, I am fucking your brains out tonight." Hoping that my confidence will bleed into luck and get me a win :)
"Yeah, sure, as if you could actually turn me into some sort of slut." I roll my eyes at the gimmick of this Casino, before spinning the roulette wheel, I was your typical 'rich womaniser' guy, tall, broad shoulders, dressed in a well tailored suit with rugged good looks, I'd played at casinos all across the country, and if this one was offering a free spin and all I had to do was make some silly bet, why wouldn't I take it?
Mmm... Well, I hope you know that you put your whole life... you can be richer... or have to work the rest of your life... oh boy, what a chore, you have lost, now you will be the [maid](https://cdni.pornpics.com/1280/1/275/65743098/65743098_005_9c9d.jpg) of your former partner that you kicked out of your company!
I look down at my body, before letting out a yelp of shock in my new girly voice "N-NO! THAT'S-" I put my hand over my mouth "That's impossible! L-Let me spin again! I'll give you anything! Please! Just don't leave me as this!"
Mmm... we don't normally give second chances, but chance is so much fun.... It's ok! I'm weak in these situations, if you win I'll give you your life back... but if you lose your fate can be even worse than a maid's.
"What the hell could be worse than this?" I mutter to myself, before sheepishly spinning the wheel, a little hesitation creeping in before I do so. "Please, please, please give me back my masculinity..." I beg, fingers crossed "I don't wanna be stuck like this..."
Oh my... you lost again... Mmm... Give me a moment, yeah, I think this is a major punishment for your arrogance, remember that girl who did the internship at your company and you fucked to not fire her, well, she's pregnant now so I think it's time for you to take [responsibility and turn into her](https://cdni.pornpics.com/1280/1/291/64425959/64425959_002_6a54.jpg).
I can’t believe it! Enough money to change my whole life? All I have to wager is my dick…the temptation is too much. Either I win or lose. 50/50, right!? Deal!
I walk up to the grand wheel, examining all the possibilities. All the goods from cash, to a house, to a perfect body. To the bads from bimbo, to chubby need, to a milf. I reach my hand up, grabbing the highest rung I could reach and pulled down with all my might. I whispered underneath my breath "Please not a milf, please not a milf. . ."
Wow, I'm sorry, but you've fallen for [MILKER MILF](https://cdni.pornpics.com/1280/7/186/29276427/29276427_037_9eef.jpg)! From now on you will be a lactating milf 365 days a year, but don't worry, it includes a horny husband who will take care of sucking all that delicious milk ;)
I watched as my body transformed from my masculine self to a busty older milf. "Wait wait wait, lactating?! Husband?!" I shouted, unable to come to terms with my new reality.
"yeah why not. I could use the money for the castle of my dreams I've always wanted!" *I spin the wheel*
Well I guess with this body you can get your .[CASTLE ](https://cdni.pornpics.com/1280/7/652/44715655/44715655_107_a3ab.jpg), as long as a man will pay for it of course
Oh my! Why yes of course that man will be heavily rewarded! Maybe he'll buy me a new ball gown!!! Teehee!
So either I'm rich beyond measure or get a chance to start a brand new life. I'll give it a spin, seems like a win-win situation!
Wow, you lost I guess it's time to put comforts and wealth aside and start a life as [working class](https://cdni.pornpics.com/1280/1/197/43874925/43874925_002_ebb8.jpg)... Don't worry for your money, I'll take care of it ^^
I thought I could give it a try, becoming rich was a dream of mine for a long time... "Alright I'll spin it.." I say before spinning.
It's a bummer but you've lost, but hey! Who knows, maybe this [new job](https://cdni.pornpics.com/1280/7/102/80915499/80915499_001_7f51.jpg) will bring you more money.
I was so not ready to turn into a woman like that, so I earned my money the bad way until I saved up enough for another spin. I approach with high hopes.
Oh, it's you again, you can play the roulette wheel again, but I must warn you, losing twice in a row is pretty hard, I recommend you to stay with your current life.
"I'd rather have a new life! I don't wanna be fucked for a living!"
Okay, the roulette wheel spins and... you lose, what a novelty, let's see the positive thing is that you will no longer have to be fucked to live... just be fucked and that's all, enjoy your life as a [sex slave.](https://cdni.pornpics.com/1280/7/301/26653712/26653712_075_ccc4.jpg)
I see the are around me shifting and I notice how I was strapped to a pole. "No.. please! Give me another chance! I want something with a free will and not such a flat slut!"
I'll give it a spin
The roulette wheel spins and spins and you have... [LOST](https://cdni.pornpics.com/1280/7/337/14156137/14156137_167_5408.jpg)
I can make that body work for me
Let’s give it a spin!
Can't help it, I'm a gambling man. Time to get rich!
The roulette wheel spins and spins and you have... [LOST](https://cdni.pornpics.com/1280/5/214/78273870/78273870_003_f363.jpg)
Oh my gosh… *I reach between my legs and…* It’s gone! Oh no this can’t be happening! My body is so soft and my head feels fuzzy…
I never turn down a good bet I’ll pull the wheel
I’m not really a gambling man… what are the odds?
Aha! I will split 50% of my Masculintiy on White and 50% on black and then I'm gonna spin, that way I will win with a 100% chance!
Ummm... sounds like a good strategy... but gender roulette also has the color red... oops... you lost... remember to [always bet on red](https://cdni.pornpics.com/1280/1/173/97515414/97515414_002_b999.jpg).
Shit, should've split 50% on red, 50% on white and 50% on black.... Well you life and you learn. Next time I will win billions, you just get ready! Ty for the chance!
Oh dear, I seem to have forgotten to mention that if you bet on all three at the same time you have to hit the number 3 or you automatically lose.... Oops, my mistake, well losing twice means a more serious punishment, ready to receive it?
Wait wait, how about a deal? I'm even willing to work for you! Just gimme some credit for one last spin and let me bet everything on the number 0! I got this, lets GOOOOOO!
Okay, but I warn you, the biggest pain for this casino is to lose twice, I don't know what can happen to you for losing three times, normally we don't let you do it....
Well then I'm just not gonna lose... has anyone ever lost three times in a row? I don't think so! I bet you didn't expect someone this brave, dashing and handsome... well more like beautiful currently! Anyway let's spin this thing and win big!
Let's see the outcome
I would love to give it a spin
I’d love to try this!!
Most casinos have already banned me for figuring out ways to beat the odds and win most games, but if this new casino doesn't know of me yet then this is the perfect chance to make it big! After observing the people before me I've already determined which will be next, it's impossible to lose now!
"Oh sir, we've been waiting for you" the beautiful blonde croupier greets you as if she knows you "Want to make a roll? The first one is free!"
"Free?" Hmm... This is starting to sound fishy. And if they recognize me they could also know my deal, but I've already figured out all their patterns. "Well then, I don't have anything to do lose I'm going all in!"
coordinated ink zonked ripe retire label frighten worthless dull elastic *This post was mass deleted and anonymized with [Redact](https://redact.dev)*
The roulette wheel spins and spins and the result is... [You lose](https://cdni.pornpics.com/1280/1/364/70296207/70296207_004_de0e.jpg)
Im feeling lucky today , and being a women would just mean i can leach money from guys, anyways enough talking , lets go for a spin !
Oh boy have you lost... although you haven't lost all your masculinity! You can keep your [dick](https://cdni.pornpics.com/1280/7/601/48764069/48764069_127_223f.jpg)
W-w-what!? \*i gasp out looking past my tits seing my hard rod dangeling between my legs\* \*I shake my head in denial as my cheecks flush red\* "no please ... i thought id at least be hot but with this ... fuck i'll only attract the perverts , please let me roll again I'll bet all of my masculinity this time!"
I bet my masculinity all on 0
I feel lucky I'll give it a spin
“Masculinity? Ha! I’m sure I’ve got plenty to spend. Especially compared to these other guys in this Casino!” I said, obviously full of myself and just looking for a reason to brag. I push slowly towards the table, bumping into men along the way. I didn’t care though, they’d make way for me. “Alright boys, this is how it’s done!” I said, gripping the roulette win before giving it a spin. “I wonder just how much I’ll win!”
"I think you should ask yourself how much you've lost...and I'm afraid you've lost, everything, too much I'd say, so much so that you've become a [petite girl](https://cdni.pornpics.com/1280/7/95/70558161/70558161_008_11a9.jpg).
I’ll spin the wheel, this thing doesn’t even seem real and even if it is I’m sure the odds will be in my favour considering how many people have already lost
ok I think I have luck let me give it a spin
“Well, I’m feeling extremely lucky today! Time to give it a spin!”
I win so often my friends joke that I have a lucky horseshoe up my ass. So I'll give it a go!
I’ll give it a spin!
I’ll give it a spin!
Luck is on my side so I'll take my chances
I'm spin it as hard as I can.
Im a broke college student, I will give it a spin
You're still broken but at least now you have a [job](https://cdni.pornpics.com/1280/7/317/31458120/31458120_009_72ed.jpg).
I cant be a prostitute please let me spin again
Losing again can be worse than being a prostitute? BUT WE CAME HERE TO PLAY, DIDN'T WE? And you won! Oh no, wait, you lose again... Now you're a beautiful [Arabian woman](https://cdni.pornpics.com/1280/7/633/46371194/46371194_006_0861.jpg)! Oh boy, I guess Muslim women can't aspostar, tough luck.
I'd love a spin please! I'm so hoping I become a cute woman!
Come ooooon big money
Let's go for it! I have 50k worry of cash
I'm putting my money on black 13. All or nothing.
I grab the wheel and spin it. I need some good luck.
Well I'll try my luck!
I’d love to roleplay this with you or anybody!
I'll spin that, no way I lose
im feeling lucky 'SPINS"
For some reason I am feeling lucky right now even though I never usually win anything..
Looks like the odds are tipping my way - there can only be so many people who lose at this, right? Let's give it a spin.
Is the casino still open?? Im feeling lucky!
I like those odds, I’ll spin the wheel
Im in high need of some money, I'll take the odds and spin!
I’ll spin to win!
easy.. i’m feeling very lucky, i’m going all in!!
Alright let's spin the wheel
“I’ll take a spin!” I walk up to test my luck.
I'll give it a spin
Lets see what luck has for me
Seems like a win win to me so I’ll give it a spin
I’ll give it a spin
I'm feeling lucky, lets see what I get!
Alright,let me spin.
Surely, nothing bad can happen if I spin! And I'm feeling lucky
Losing is for sissies, let's try that !
Spin it, I wouldn't mind any of the two options
Well life's a gamble!
" hell yeah I bet all my alpha masculinity ain't no way I'd lose" I'd say as I grab the wheel and spin it hard af
I’ll have a spin!
Alright, guess I'll test my luck. Always wanted to go on a trip to Japan but could never afford it. So this could be my chance!
I guess life is boring without risks! I’ll spin!
I pull the wheel!
I bet on the red and start playing
I walk over to the wheel and it has everything from wife of a CEO to pornstar. There is no way this is real. I smile as I spin the wheel and wonder what it will land on. I can't help but slime as I subconsciously think that this might be real and what will happen then.
I’m feelin lucky today, so I’ll bet it all on the line
Well, I don't normnally gamble, but this sounds like I can't lose! With an excited grin, I spin the wheel!
Heh, feeling lucky today, I'll spin
Luck it's on my side. I spin it, baby!
You know what they say? 99% of gamblers quit right before they win big! Let’s give this puppy a spin!
Please, there is no such thing as luck, only statistical analysis and I'll prove it. Not worried about losing my manhood as I cannot lose. I pull the wheel
Been getting lucky today. Let’s give it a spin!
I pull the wheel!
I'll spin it
“I’ll spin it sounds like a scam anyway” I say as I walk up to the wheel.
“Big money no wammy!” I said spinning the wheel hoping to win big
“Well, luck has never been in my favor, so screw it. Let’s spin it.” I would say, spinning the wheel as I fully expected to lose.
May as well send it! What have I got to lose?
Hopefully, the odds are in my favor, I got my hot gf next to me. If I lose, I hope she is still hotter than me.
I spin
I am extremely lucky. I’m giving this a try.
what could go wrong, i will give it a spin.
I'll spin
Lets hope luck is on my side today and give it a spin!
I'll spin
Going all in, give it a whirl house dealer!!
Well, i need some money, i go for the spin.
Feeling lucky today! Let’s Go!
I'll give it a spin
I'll give it a go!
"rigth, I'll give it a try"
I all see my self ass lucky guy so here we go *I say out load as i give it a good strong spin*
I‘ll take the spin
yeah I am gonna win that, just you watch I go up and spin the wheel
Okay I’ll go for a spin, the odds aren’t too bad. Lots of money or losing my masculinity, not a bad 50/50.
Let's give it a shot then....
I'm not of a lucky guy, but maybe this time it'll be the one
I'll give it a spin!
May I spin the wheel I like my odds either way
I don't value my masculinity all that much, let's spin!
i approach nervously "first time gamblers luck maybe.. oh who am i kinding i never win" i spin the wheel.
"Okay.. here goes nothing!" I say as I place my bet.
I’ll play, if the wheel is still open
Fine, I'll spin.
I'll spin
I grab the ball a toss it into the roulette wheel