Karen
Barbara and Harry's daughter. A bit of a gold-digger. Works as a dancer at the strip club. Has an unhealthy relationship with her brother Gordon.
You need Maria to be at S9 to unlock the encounter with Karen.
You can do Karen's S0 with either bum or normal look, from a story progression, it will likely be the former and it's recommended to do it with a bum look, otherwise you'll miss some additional scenes.
- Gift preference: plush toy (a better choice) or a box of chocolates
Stage 0: Introduction
You can meet her outside the cheap apartment building on Mondays after 11:00, when she's on the street talking to Diego. Just click on the marker and let the scene play out.
From now on you'll be able to visit Karen at her apartment (in the morning after 6:00, ring the doorbell for apartment #101 of the cheap apartment complex). However, you'll need to have 60+ relationship with her for her to invite you in, which is only achievable after completing S1 with her (unless you're using the cheats).
To see all of Karen's content, it's recommended to complete the bum look path first before moving on to the normal look path.
Bum look path 
There's really only 1 quest and an extra scene for this path, it's unclear whether there will be any additional content for this path in the future.
Stage 1: A wild party
On Sunday (around 11:00) go to the east gateway. You need to have 20+ beers with you and about 10 packages of drugs. There's a hidden marker on the right-side sidewalk that will trigger a scene with Diego and Karen, choose:
- "Hi, guys!" > "How about hanging out together!?"
- If you have 20+ beers in your inventory, you can reply: "Yhea! I have enough for everyone!"
This will start a "happy drinking" mini-game with them (💾 save here):
- You need to get Karen and Diego's drunk & happy stats at 90+ (or edit their drunk & happy stats)
- You only need to watch out for Karen's drunk stat going to 100 - it doesn't have a negative effect on Diego, so alternate between drinking and talking. You can also give Karen a plush toy to increase her happy stat
Once you have the stats choose:
- "Talk to Karen..." > "Suggest stuff" - she might reject the idea, so try again. If she agrees, she'll take off her top. Repeat that a couple more times. She'll take off all her clothes and then suggest you do the same
Then ask them all personal questions and make sure they answer them (the choices disappear from the menu). Their drunk & happy stats need to be at 80+ while doing this. Start with Karen, it's safer to do it in this order:
- ask about fetish > oral sex > vaginal sex > anal sex > "How do you like Diego in sex?"
- repeat the same with Diego
From here there are multiple paths (💾 save and re-load to watch all the scenes). You can:
- Talk to Diego and ask to fuck Karen (📷 unlocks Karen bonus 4) or her give you a blowjob
- Talk to Karen and watch them fuck or her giving blowjob to Diego while you watch and jerk off
You won't actually progress to Stage 2 after completing this quest, however, the Extra 1 quest will become available. After watching the extra scenes you can continue with the normal look path.
Extra 1: just visiting
Go to Eddy's apartment (==hidden marker== near cheap apartments where the bikes are) in the morning after 11:00 and knock on the door. You need Eddy answering the door since Diego likely won't let you in. Once he does, you should see him and Karen having sex, while Diego watches. Watching them will reduce your Reputation.
There are 3 different scenes of them having sex (Karen being face-fucked, getting analed or being a cum dump), so just skip time while staying at their place to watch all of them.
Bum Stage 2: TBC
At the moment, it's unclear whether there will be a continuation of any bum look quests or the story will progress only with the normal look path.
Normal look path 
Once you've completed Karen's S1 on the bum look path, proceed with getting a normal look at the barbershop and doing second part of her S1 for the normal look path.
Stage 1: Date at the cafe
Karen lives in the cheap apartment building (apartment #101). You can ring the doorbell in the morning (after 6:00), if Barbara or Harry answers the door, just try again until Karen comes to the door. Ask "Can I come in?". Once inside, talk to her when she's sitting on the couch. You can first choose to give her a plush toy (a better choice) or a box of chocolates as a gift, to improve your relationship with her. Then choose:
- "How are you doing?" > "Can we go for a walk together?"
- "If I will help, can we go for a walk together?"
She'll tell you that she's upset because her brother Gordon is in trouble, so you need to help the little rascal first. You can find Gordon in the evening (after 20:00) at the east gateway where Diego usually hangs out. You should see a motorcycle further down the alley. Click on the ==hidden marker== on the sidewalk and it will start a scene where Gordon is being confronted by Eddy, choose:
- "Leave him alone..."
- Then you can either fight Eddy (need to kick his ass and you'll gain a little bit of Reputation) or pay him, your choice
Visit Karen the next morning. Talk to her when she's sitting on the couch:
- "How are you doing?" > "Can we go for a walk together?"
Once you're at the cafe, choose:
- "Talk about..." > "About relationships" > "Maybe you will like my cock more?"
- "Pay for everything yourself" to further improve your relationship with her
Extra 2: naughty brother
Go to Karen's place on Monday morning (after 6:00) and go to her room - you'll catch her and Gordon having some "fun".
Extra 3: private dance
Go to the Paradise strip club, pay the entrance fee. Once inside talk to the barman, choose:
- "I would like to order a private dance!" > "Karen" > Pay
x$
After you pay him you'll get a private dance scene with Karen. At the end of her dance, you can select:
- "I want to talk..." - it won't lead to an additional scene, but you'll slightly increase your relationship stats with Karen
Stage 2: Cafe fun
Go to Karen's place in the morning, talk to her and choose:
- "How are you doing?" > "Can we go for a walk together?"
- "If I will help, can we go for a walk together?"
It appears that Gordon is in trouble again. You can find Gordon in the evening (after 20:00) at the east gateway where Diego usually hangs out. You should see a motorcycle further down the alley. Click on the ==hidden marker== on the sidewalk and it will start a scene where Gordon is being confronted by Eddy, choose:
- "Leave him alone..."
- Then you can either fight Eddy (need to kick his ass and you'll gain a little bit of Reputation) or pay him, your choice
Then go back to Karen's place the next morning. Talk to her when she's sitting on the couch:
- "How are you doing?" > "Can we go for a walk together?"
Once at the cafe, choose:
- "Talk about..." > "Ask personal question" > "About fetish" (you need the stats to succeed)
- Once she starts teasing you with her feet, reply: "No! How can you prove it!?"
- Get your dick out! (💾 save and re-load to see 3 variations of the following scene)
She'll give you a footjob right there at the cafe during broad daylight (📷 unlocks Karen bonus 3) with bystanders watching. After you're done:
- Pay for everything yourself
If you have the needed stats, she'll agree with you taking her back home.
Once you're back at her apartment, she'll get handsy with the dick in your pants, choose:
- Grab her butt!
She'll be surprised by your boldness. You can then choose:
- "Sorry Karen! I couldn't resist..." (better choice if you don't have the massage oil with you, the date will end and continue with quest for S3)
- Or "You have such a juicy ass Karen!" (you'll only succeed if you have the stats and the oil)
If she agrees to fuck you, choose:
- "Yes!"
- Stick your cock a little bit! - repeat 6x
- Stick your cock deep! - repeat 5x
- And finally: Fuck her in the ass! (💾 save and re-load to see 4 variations of the following scene)
After the scene she'll be quite happy and your relationship will improve. You'll also progress another step and end up at Stage 4 (essentially skipping S3 altogether).
Stage 3 - Being bold
G to Karen's place in the morning. Talk to her when she's sitting on the couch:
- "How are you doing?" > "Can we go for a walk together?"
Once at the cafe, choose:
- Give her... > Plush toy
- "Ask personal question" > "About anal sex" (in practice doesn't really matter what you select here, with this option she'll tease you a little by showing off her curves)
- "I think we need to go!"
- Pay for everything yourself
If you have the needed stats, she'll agree with you taking her back home.
Once you're back at her apartment, she'll get handsy with the dick in your pants, choose:
- Grab her butt!
- "You have such a juicy ass Karen!" (you'll only succeed if you have the stats and the massage oil)
- "Yes!"
- Then repeat 6x: "Stick your cock a little bit!"
- Followed by 5x: "Stick your cock deep!"
- And finally: "Fuck her in the ass!" (💾 save and re-load to see 4 variations of the following scene)
After the scene she'll be quite happy and your relationship will improve.
Extra 4: visiting you
If she's also banging Diego and Eddy, you need to change the karen_ntr_path to '0' in order to meet that requirement. Currently it appears there're no in-game means to change it otherwise.
If you meet the requirements, she might come and visit you (it's still random) you at your apartment during the day - just stay at home and skip time until someone rings your doorbell (typically around 15:00) and choose:
- Open door
There will be no additional scene with her, she's just checking on you and suggest you two go out to a cafe again.