Chicago in this game feels dirty in a good way. Not just “oh look, old cars and hats”, but the kind of dirty where you can almost smell cheap whiskey and sex sweat behind a club’s red curtain. You start as this young guy trying to crawl into the local mafia mess, and the story keeps asking you who you really want to be. A smooth talker that smiles while putting a bullet in someone’s back, or a straight up psycho that lets his cock and his gun make the decisions. Half the time I was clicking thinking “ok, this choice is just flavor”, and then suddenly a character hates you forever or opens her legs for you in a later scene because of one thing you said three scenes before. It feels like the game remembers that time you chose to keep your dick in your pants when you could have forced yourself on a drunk hostess, and later she’s the one on her knees, voluntarily, sucking you off in the back room while the band is playing upstairs and her husband is literally guarding the door for you like an idiot.

The older women here are the real treasure. There is a married milf running one of the speakeasies who acts all classy, pearls and perfect hair, but if you play your choices right, you can drag her into her tiny office, sit in her chair like you own the place, and make her kneel between your legs. The animation where she hesitates for half a second, then opens her mouth and you just push her head down, that one got me. She gags on your cock, mascara a bit messy, and you can decide if you treat her like a secret lover or like a convenient whore. It is not some soft romantic blowjob either. Teeth almost scraping, drool on your balls, your hand in her hair while you talk calmly about business with her gangster husband outside the door, planning a robbery. And the game actually lets you be a cold bastard and then go home and jerk off thinking about it, or feel a bit guilty and try to protect her from the mess you pulled her into. There is one path where she calls you in the middle of a big crime deal, crying that her kid might have seen something, and you have to choose between handling the cops or handling your horny conscience. Funny thing, I wanted to be the big bad mobster, but I still found myself sitting there, dick in hand, actually thinking about consequences like some moral philosopher with cum on his fingers.

What surprised me is how often masturbation itself is part of the story instead of just a “you failed, go jerk off alone” scene. Your protagonist can end up back in his shitty room, covered in street dust, replaying the way a club singer licked her lips around her cigarette, and you get this little animated loop of him stroking his cock while the city noises drift in from the window. Or he sneaks into the office early and finds a hidden photo of the boss’s wife, legs half open, and you can choose to jerk off right there on the wood desk, risk getting caught, or keep it in your pocket as blackmail. Maybe I am weird, but that felt more real than some of the actual sex. Also, the crime stuff is not just background. One wrong choice, you blow a deal with the mafia, and suddenly that milf that used to suck you off is pretending she doesn’t know you while you sit in the bar alone, horny and kind of humiliated. The game is horny but also a bit cruel like that. I liked it. I hated it. I kept clicking.

You wake up in this game as the mafia prince who absolutely did not earn any of his power, and it shows. One minute you’re cruising through life with money, guns, and a crazy hot bodyguard in tight combat gear, next moment everything is on fire and you’re crawling through sand with a dry mouth and a hard dick. The whole thing sticks you right inside his head, so every scene is like you’re looking out of your own eyes, watching bullets fly past your face while you’re also trying not to stare at Natalya’s ass bouncing in front of you. She’s supposed to be protecting you, but half the time you’re just thinking “please pin me to that rock and use me like a toy.” That kind of game. The mood jumps from “shit, I might die” to “shit, I might cum” without any warning at all, and weirdly that fits the story. People are hunting you, you’re running, hiding behind burned cars, your clothes dirty, she’s yelling orders at you like some mad sergeant, and then when you’re finally somewhere safe, she starts talking soft but still treating you like property.

The sex doesn’t happen in some fantasy bubble either. It grows out of bad decisions, fear, and that messed up rush when you almost die. I had one scene where we were holed up in an abandoned desert house, low on ammo, guys circling somewhere outside. The MC is shaking, and she just pushes him against the wall, grabs his throat and tells him to “focus” while her hand is already inside his pants. You see her face way too close, sweat, dirt on her cheek, her eyes still scanning the window while she jerks you off. It’s not romantic, it’s angry, desperate, and somehow it turns into this rough blowjob with her knees on the dusty floor and his fingers tangled in her short hair. She spits on it, looks up with that “shut up and cum” stare, and yeah, that broke me. Then the game suddenly throws you into another tense bit where you’re supposed to care about who betrayed your father. Honestly I forgot, I just wanted more of her. There’s scoring moments where you try to make the right call under pressure, like choosing if you shoot first or try to talk, or if you follow her plan or act like the big boss boy, and your choices sometimes open scenes with other women on the road, like a scared bartender hiding her tattoos under a uniform, or a girl connected to some rival family who wants to use your dick and your name at the same time. None of it feels safe. Even the “romance” has knives hidden inside it, like they could kiss you and then sell you out right after.

What surprised me is that the game doesn’t treat you like some god of seduction. You screw up, you panic, you pick cowardly options because you don’t want another shootout, and women notice. Natalya mocks you if you play too soft, calls you out for hesitating, then later rides you with her hand pressing your chest down, whispering that you’re useless without her. It’s filthy as hell, but it hits that fantasy where you’re important because of your bloodline and still completely under her heel. At the same time, there are sweeter pockets that almost feel wrong in this world, like sharing a cigarette behind a crumbling motel, her sitting on the hood, legs spread just enough for your eyes to wander, talking quietly about the old days with your father, then dragging your head between her thighs and using you to forget. The game throws these scenes at you between gunshots and desert sunsets, and it doesn’t really ask if you want to be a good man or not. It just keeps pushing: survive, fuck, maybe fall in love, probably get betrayed. You click, you read, you pick who to trust, you pick who to bend over the nearest table, and half the time you’re not sure if the next kiss will come with a bullet. That’s what kept me going: that feeling that every orgasm could be the last one before everything goes to hell again.

Being a night security guy in this game feels less like a job and more like walking into somebody’s horny fever dream that forgot about HR. You’re stuck between cameras, dark corridors and a mafia family that treats you half like a pet, half like a toy. The boss’s daughter looks at you like you’re a virgin prize she wants to unwrap herself, but then talks like she already rehearsed every dirty thing she’ll make you do. I liked that, actually. She flirts in this annoying way where she pretends to be innocent, sits on the desk, spreads her legs just a bit too wide, and asks you if the cameras see everything. There’s a lot of this voyeur stuff, watching girls on monitors while they think they’re alone, touching themselves, pressing their tits to the glass, bending over to “check something” and clearly knowing you’re looking. Sometimes the game just lets you sit there and stare, no dialog, no mini-game, just her hand sliding inside her panties while the red light of the camera blinks. It’s filthy in a lazy way that feels real.

Story jumps around like a drunk guy trying to explain three things at once. One moment you’re checking doors, next you’re dragged into a smoky back room with mafia goons talking about “loyalty” while their mistress is under the table stroking your dick with her foot and pretending nothing is happening. It feels wrong, in the good porn way. There’s this older woman, clear milf energy, with expensive dress and dead serious face, and when she finally gets you alone she goes straight for your belt, no romance talk. She wants control, makes you kneel, uses your mouth like a tool, then wipes your own cum on your cheek like she’s marking property. In other scenes, you end up in messy group situations where you’re on your back and there’s just asses and mouths everywhere, one girl riding you raw, another licking your balls, somebody’s tongue on your ass, and the game does not rush the moment when you finally shoot. Sometimes it lands on a face, sometimes deep inside, and it actually shows her dripping after a creampie instead of just cutting away, which is rare and hot as hell, even if the animation looks a bit stiff sometimes. Also the feet stuff is all over the place, some characters just randomly push their toes into your mouth while you’re trying to give them oral, like it’s the most normal thing.

Not everything hits. There’s this whole seduction / corruption angle where you slowly push a shy girl over the edge, first making her touch herself on camera, later letting you finger her in some dusty storage room while she whispers that she shouldn’t do this. It’s sexy, but the dialog sometimes feels like it was written in Google Translate, and I say that as a non-native speaker who abuses Google Translate daily. Still, there’s a weird charm in that broken English, like cheap porn subtitles where “I will satisfy your desire” sounds both awkward and horny. POV scenes are intense when they work: you see her lips around your cock, tongue swirling, spit dripping, your hand in her hair, and then for no reason the camera angle changes to something less good right when she’s about to swallow. It pissed me off more than it should. You can get threesomes where two girls argue over who gets your load, then decide to share and make you cum twice, one in the mouth, one in the ass, and then they laugh about how useless you look lying there spent. And somewhere behind all this, you’re still technically a security guard surrounded by criminals, watching them break people and also break each other’s holes, but honestly I forgot the “job” part half the time because the game keeps throwing handjobs in back rooms, rough anal on office desks, chained wrists on leather couches, and quiet lesbian scenes in the showers where you only see them through foggy glass and a blinking security feed.

Immediately, you fixate on Miss Fortune’s wicked curves. You’re not here merely to watch - you get to plunge deep inside her. The display pulses with lust, beckoning you to pick your poison.

Choose whether her slick cunny or her perfect ass gets your pounding Do you crave the slippery heat of her velvet box or the tight grip of her round caboose

After deciding, brace yourself as you watch her gasp and moan. Her wet cunt clamps down on your girthy meat while she writhes in lust.

Changing up the angle is at your fingertips. With every switch, you get a hotter view of her dripping holes.

Once she’s drenched in sweat and trembling with need, you let loose your hot, sticky load. Your warm spunk coats her perfect mounds.

But your filthy adventure doesn’t end there. Every thrust looks shockingly real.

It’s an immersive gangbang of visual ecstasy. Feel like a mafia boss demanding total control. Miss Fortune is waiting - ready to be owned, fucked, and worshipped.

What are you waiting for?. Launch yourself into the chaos, and break her limits over and over.

City 9 feels like the kind of place where Google Maps should just show a middle finger instead of directions. You arrive there as this transfer student, totally out of your depth, pretending you care about lectures and assignments while the whole city is quietly run by people who solve problems with guns, blackmail and pretty faces. On the surface, it looks like one of those elite private universities: fancy buildings, smug rich kids, teachers who dress too sharp for the salary they pretend to have. Under that shiny layer, everything smells like money, sex, and trouble. And you are right in the middle of it, pretending you’re just another normal guy who worries about exams, not about which gang lieutenant wants to use you as their pet student.

The nice thing is, the game doesn’t rush you. You wander between classes, dorms, shady backstreets, strip-club-ish spots, and those quiet expensive apartments where nobody ever opens curtains. Conversations are where the fun begins, because every character feels like they’re hiding something. Some of them hide it inside their panties, some in their phone gallery, some in a locked safe in a nightclub office. You get little choices everywhere: skip a lecture to meet a suspicious contact, flirt with the dean’s assistant while she clearly checks you out, follow a girl from your class into a taxi you know is linked to a gang. One moment you’re talking about homework, next you’re pinning someone against a wall in a bathroom stall while trying not to say something that reveals exactly how much you know about the mafia structure in the city. The sex scenes hit that sweet spot where people are messy, loud, not posing for some porn shoot, and after you finish, the game still remembers it, like a favor you owe or a weakness somebody can use. I liked that a lot, and then I didn’t, because sometimes I just wanted to fuck without worrying that some thug will bring it up later like “hey, you banged the boss’s girl, right?” and suddenly that becomes a quest line.

All the management stuff creeps in slow. At first it’s tiny things: handling your university schedule, money, buying better clothes so you don’t look like a lost puppy among spoiled kids, checking messages on your phone like it’s WhatsApp and Telegram had a horny baby. Later the criminal side opens more, and suddenly your “part time work” is helping control territories, picking sides between gangs you’re supposed to stay secret from, and somehow still passing tests so your cover doesn’t blow. You juggle contacts, girls, guys with bad tempers, meetings in dark corners, and that weird feeling that one wrong click and somebody dies or you get dragged into a gangbang scene you didn’t expect. Sometimes I loved that feeling of being pulled in two directions: sit at a study group and pretend to care about formulas, or sneak off to a club office where a gangster queen waits in lingerie and a gun on the table, asking questions you really don’t want to answer while she rides you slow. The city map, your phone, the different hangouts, it all ties together into this sandbox where you just drift from one bad decision to another. I still hate how the cafeteria tables look, though. Something about them annoys me every time and I can’t even say why. Anyway. Dare to play it alone, or invite company? Actually, forget that, just do what you want.