Jennifer

A bartender at Kiki's Café and a personal trainer at the gym. She's a bit of a fitness freak and likes strong men, so impress her by winning a sparring match at the gym.

You can meet her at Kiki's Café where she's working as a bartender, just talk to her.

Gift preference: plush toy

Bum look extras

There's no real quest here, mainly just for unlocking some bonus content with her.

When you meet her looking as a bum, you can tell her:

"You are a very beautiful woman Jennifer... Can I invite you somewhere?" (📷 unlocks Jennifer bonus 1)

She will laugh at you and ask you to leave. If you want to unlock an additional bonus image:

Insult her: "Fuck you! Suck my cock bitch!" > "What are you going to do to me bitch?"
Then: "Stay" > "Continue..." or "Look at her breasts"

In any case, you can't progress with her while having a bum look and the scene will end (📷 unlocks Jennifer bonus 5).

Stage 0: Introduction

You need to have 85+ Relationship with Jennifer for quest to succeed.

Go to Kiki's Café and talk to her. You can give her a plush toy as a gift (she doesn't like chocolate) to increase your relationship. Once you have the required stats, select:

"You are a very beautiful woman Jennifer... Can I invite you somewhere?"

She'll still reject you, but you'll progress with her and get another shot with her later.

Stage 1: Gym encounter

Make sure your Energy is at max and you have fairly high Strength stat to beat Leonel in a sparring match.

Go to gym early in the morning (after 6:00), see if Jennifer is there. Check on her while she's training someone else (📷 unlocks Jennifer bonus 3). Then (💾 save here):

talk to Jorge and he'll set you up for a sparring match with Leonel
beat him (you should see Jennifer in the background watching you sparring)
watch Jennifer lifting weights (📷 unlocks Jennifer bonus 4) but don't disturb her, just leave

You can do some training yourself, but after 10:00 (when you don't see Jennifer training anymore) make sure to go to the locker room. You should find Jennifer there, talk to her and choose:

"How it's going?" > "Awesome! But I would look without clothes."

She'll have a laugh and like the compliment, but will reject the offer of getting naked.

Stage 2: Shower fun

Make sure your Energy is at max and you have fairly high Strength stat to beat Leonel in a sparring match. You also need to have 85+ Relationship with Jennifer and 65+ Handsome stat to progress with this quest.

Go the gym again early in the morning (after 6:00), see if Jennifer is there. Talk to Jorge, choose:

"Training..." which will result with another sparring match with Leonel (💾 save here)
Beat him (you should see Jennifer in the background watching you sparring)

You can do some training yourself, but after 10:00 (when you don't see Jennifer training anymore) make sure to go to the locker room. You should find Jennifer there, talk to her and choose:

"How it's going?" > "Awesome! But I would look without clothes."
"Awesome! I've never seen a more defined body than yours..."

I you meet the stats, she'll suggest that you get naked too:

"Undress..." (💾 save and re-load to see the variations of the following scene)

She'll grab you by your cock and drag you into the shower for some wet fun.

Stage 3: Beach fun

Get a massage oil from Martha's store. You need to have 85+ Relationship with Jennifer, 95+ Strength and 65+ Handsome stat to succeed with this quest.

Go to the beach on Saturday (after 6:00) and you'll find Jennifer there getting a tan. Walk up to her (📷 unlocks Jennifer bonus 2) and select:

"Hi!" > "Can I join?" (you need to have the stats for her to accept)

This will start a hangout with a Hot Spot mini-game (💾 save here), select:

"Talk about..." > "About her" and "About training"
You can also give her plush toy as a gift

Then move on to asking personal questions:

"About relationship" (needs her happy 40+)
"About fetish" (needs her happy 50+)
"About oral sex" (needs her happy 60+)
"About vaginal sex" (needs her happy 70+)
"About anal sex" (needs her happy 95+)

Once you're done with the questions, go back a couple steps and select:

"How about playing Hot Spot?" (her happy stat needs to be at 65+ for her to agree)

You need to win 3 consecutive (!) games of Hot Spot against her, otherwise you won't be able to access the sex scene (💾 save after each won round and re-load if you lose).

The game will offer you to make a bet and make sure Jennifer accepts it. Normally she'll accept the default betting rate, if you try to set it too high, she'll reject it. After you win the 1st game, when making bets for the 2nd game, Jennifer will tell you that she has no money. In that case select:

"I can give you the opportunity to win your money back! But if I win, then you take off your bikini!"

Make sure you win the 2nd time and she'll strip out of her bikini. The 3rd time you play, select:

"I can give you the opportunity to win your money back, and you can put your bikini back on."

Once you beat her the 3rd time, you'll get an option:

"You can't even imagine how sexy you look right now..."
"I have massage oil with me. I think it will fit!"
"With great pleasure, Jennifer!" (💾 save and re-load to see 3 variations of the following scene)

Extra: relaxing at the beach

She'll only interact with you if you have a normal look and have completed her S3. You can still unlock her bonus image by just talking to her.

You can find her at the beach on weekends (between 6:00 and 11:00) getting a tan. Click on her location marker (📷 unlocks Jennifer bonus 2) and select:

"Hi!" > "Can I join?" (if you meet the pre-requisites and have the stats she'll accept, otherwise she'll ask you to leave her alone)

If she accepts, the rest of the steps and content are the same as doing her S3.