Jen's Dilemma

Jen’s Dilemma


Version: Ch. 2 v4

4.2/5 - (198 votes)

Game Info

Name: Jen’s Dilemma

Version: Ch. 2 v4

Updated: 2024-04-27 17:08:16

Sexual Orientation: Lesbian Games

Language: English

Engine: Ren'Py

Platform: Linux, Windows

Genre: 3DCG, adventure, Anal Sex, Animated, Big Ass, Big Tits, Cheating, Group Sex, Handjob, Lesbian, Male Protagonist, Masturbation, Mobile Game, Multiple Penetration, Oral Sex, Sandbox, Spanking, Titfuck, Vaginal Sex


Jen’s Dilemma: From Trophy Wife to Deviant Dungeon Delver

Jen’s Dilemma isn’t your typical rags-to-rich story. Sure, there’s a dramatic shift in her financial situation, but the true wealth she discovers is far more carnal, a twisted awakening that challenges societal norms and delves into the darkest corners of human desire.

Our protagonist, Jennifer, isn’t your average damsel in distress. She’s used to the finer things in life – a trophy wife to a wealthy businessman, her days filled with lavish shopping sprees and socialite gatherings. However, the rug is ripped out from under her world when her husband’s financial empire crumbles. Cast out, jobless, and with a mountain of debt, Jen finds herself on the brink of despair.

But Jen’s not one to give up easily. With a steely resolve and a surprising amount of resourcefulness, she stumbles upon a hidden opportunity – a dusty, leather-bound journal detailing the exploits of her eccentric great-grandmother, a notorious dungeon delver known for her unorthodox methods.

The journal unlocks a secret history, revealing a network of hidden passages beneath the city, leading to a labyrinthine network of forgotten dungeons. These aren’t your typical, monster-infested crypts. These are “pleasure dungeons,” teeming with a diverse cast of creatures, each with a unique and often deviant sexual appetite.

Jen’s Dilemma throws you headfirst into a world of erotic exploration. To survive and thrive in these dungeons, Jen must not just fight, but also seduce. Hulking minotaurs with a insatiable craving for dominance require a submissive approach, while sly succubi test Jen’s cunning and willingness to engage in power play. The deeper she ventures, the more bizarre and arousing the encounters become – encounters that not only provide her with much-needed resources but also awaken a dormant sensuality within her.

The line between survival and self-discovery blurs. Jen’s initial desperation to secure resources for her above-ground life morphs into a genuine fascination with this hidden world and the erotic pleasures it offers. She finds herself questioning societal norms, embracing desires she never knew existed. Is she simply a pragmatist, utilizing every tool at her disposal? Or is she succumbing to a newfound addiction, a thrilling descent into a world of carnal indulgence?

Jen’s Dilemma is a game that challenges your preconceptions. It’s a story about reinvention, about discovering strength and pleasure in unexpected places. Are you ready to delve into the depths of Jen’s desires and explore the hidden world beneath the city?


Chapter 2 – v4
Scenes with Jen and Elaine in the hotel room
Scenes with Nadia on the beach
and more

Chapter 2 – v3


What’s New:
MC threesome with Elaine and Jenny
Rob helps Jenny stalking the MC
Rob comes with Elaine at night …
Nadia visits Melinda, but yet to decide about work (Next version)
Rowena and Stewart scenes
MC and Cheryl scenes



v16 Public
What’s new:

Cheryl event continues on the beach, and a little in room

MC now can start to ask Nadia for different stuff / fetishes

Scenes between Nadia and Jenny, contains animation

New scenes visiting Jenny’s work

MC and Jenny additions to events

Several animations

Relationship points drop every several days of the week, consider it as interest of characters drop so you need to keep working on it.

What’s new:
Girls night event (big one) happens on a Tuesday for the first week, then next week it’s every Tuesday and Thursday, this event includes all three girls
Rowena event that is shown in gallery is related to an option when she visits Nadia, after that the mc can call her during one specific hour of the day (from his room)
Nadia nude beach additional scenes
Jen and Elaine nude beach additional scenes
Event with Nadia is related to giving her the gift card on a Saturday (more than one time)
Event with Nadia when Rowena is visiting @ 15:00, both 2 choices have different outcomes, one for Nadia and one for Rowena (mentioned above)

What’s New:
What’s new and spoilers:

Nadia event: Fighting back to regain power over the main character (After you rat on her because she calls Stewart). Nadia catches him with Elaine on Tuesday night, short scenes here, but they have something related to Nadia story. (Please note that this is advanced in the game, you need to have done stuff with Nadia, plus you have seen her calling Stewart as I said above) There are scenes in his room, and scenes on the nude beach with Rowena for him to fight back.

New stuff for Jenny
Scenes with Jenny

Short scenes between Jenny and Nadia, where Nadia shows her pervert side, it’s going to be your choice if you want her to continue in such route
Many hot scenes with Nadia. I’ll help you with few, one is after lunch, while washing dishes and one in toilet in the morning, if you buy the screwdriver.

Scenes with Rowena in toilet

Scenes with Rowena and her bf, include some drama with main character, it happens after you catch her in your toilet stealing lipstick, you should visit the nude beach with Rowena/her bf/ and Nadia, and remind her about it then later on you’ll get a call from her while in main character room at 19:00, once you go there, you have to select the right option for mc to get bruises, only then when Jenny sees his bruises he brings up the imagination of her being a nurse, that’s when you can buy the nurse outfit.
Fixed some bugs

What’s new:
TV event, more scenes with Jenny, in two different events (for you to find out)
Bad grades and study event for Nadia
Rowena visit, leads to an event which starts in V6
New event with Elaine, this one is tricky, I’ll leave it for you to find
Beach event, leads to two different options during the week
Toilet scenes with Nadia…
Corruption points started for Nadia
Added some scenes from Jenny’s perspective
Added several options to get relationship points with Jenny
Fixed extra time jump in some events, especially when going to the cinema…

Initial Release

Installation Guide

1. Extract and run.

Developer Notes

Developer: SerialNumberComics Patreon


Leave a Comment