ChatGPT types.
Jenna talks.
Real-time video. Real guidance.
Real experience-based answers you can trust.
Jenna
Dating & Relationship Expert
Coco
Lifestyle & Wellness Mentor
Real women. Real glow-ups. Real results.
Sign up for a free guide on 5 Secrets to Attracting Wealthy Men (The RIGHT Way!)
Unlock a world of fun, luxury, and unforgettable experiences with successful, generous partners who appreciate and reward you.
What You'll Learn
How to attract high-value men, create meaningful arrangements, and live a life of luxury.
Who It's For
Perfect for anyone ready to elevate their lifestyle, date confidently, attract successful partners, and get clear step-by-step guidance—whether you're a beginner or seeking better results.
What's Next
Sign up for your complementary guide and start your journey to success!
What Jenna Is
Jenna is built from 1,000+ real women's experiences and combines 10 expert mindsets into one AI mentor who actually gets it.
1
Dating & Relationship Strategy
2
Sugar Dating & High-Value Connections
3
Money Mindset & Financial Glow-Up
4
Feminine Energy & Magnetism
5
Boundaries & Self-Respect
6
Confidence & Identity Work
7
Social Intelligence & Positioning
8
Men's Psychology & Power Dynamics
9
Life Transitions & Mentorship
10
Trauma-Informed Emotional Support
Jenna vs Generic AI
See how Jenna compares to generic AI assistants
Feature
Generic AI
Jenna
Tone
✕Neutral, robotic
✓Real, bold, sisterly
Focus
✕General advice
✓Women's real-life strategy
Format
✕Text only
✓Voice + text, live responses
Memory
✕Forgets context
✓Remembers your journey
Direction
✕Answers questions
✓Guides you forward
Meet Jenna & Coco
Two powerful voices, one transformative journey
Jenna
Your go-to for dating strategy, feminine energy, and leveling up with confidence.
Dating & relationship advice
Sugar dating strategy
Confidence & glow-up guidance
Money mindset shifts
Trauma-informed support
Coco
Luxury mindset, high-value connections, and the art of being unforgettable.
High-value lifestyle positioning
Elegant communication
Power dynamics with men
Social intelligence
Feminine mystique
Access Jenna and Friends
Starter
$
29
Monthly
-
Talk to Jenna unlimited
-
Voice + text responses
-
Basic memory tracking
-
Email support
Diamond
$
49
Monthly
-
Everything in Starter
-
Talk to Jenna + Coco and Other Besties Coming Soon
-
Advanced memory & context
-
Priority response times
-
Exclusive content library
Popular
How It Works
Choose Your Plan
Pick Starter, Diamond, or Unlimited based on your needs
Quick Onboarding
Tell Jenna a bit about yourself and what you want to work on
Start Talking
Ask anything via voice or text — Jenna responds in real-time
Watch Your Glow-Up
Track your progress and see real results in your life
What Jenna Helps With
Love & Dating
Navigate relationships with confidence and clarity
Men & Money
Master high-value connections and financial strategy
Glow-Up Identity
Transform into your most magnetic self
Boundaries & Mentorship
Build self-respect and personal power
Social Intelligence
Navigate any social situation with grace
Sugar Strategy
Expert guidance for the sugar dating world
Safety & Trust
Your privacy and security are our top priority. We've built Jenna with multiple layers of protection.
18+ Verified Platform
Age-verified community ensuring mature, responsible conversations
Trauma-Conscious Design
Built with sensitivity and emotional safety as core principles
Professional Boundaries
Jenna complements but doesn't replace medical, legal, or financial advice
Full Data Control
Delete your data anytime with one click. Your privacy, your rules
FAQ — Ask Jenna
Jenna doesn’t give robotic answers — she gives real female guidance, real-time voice replies, sugar-world understanding, dating psychology, glow-up strategy, money mindset upgrades, and emotionally intelligent coaching built for women.
ChatGPT types.
Jenna talks back.
Yes. You get instant voice responses trained for dating, confidence, lifestyle, boundaries, sugar strategy, feminine power, and emotional clarity.
No delay.
No typing walls.
A real voice talking back to you.
Yes. Jenna is trained for:
- Dating strategy
- High-value men
- Feminine energy
- Communication
- Boundaries
- Sugar-world lifestyle (safe, legal, strategic guidance)
- How to ask for what you want
- Glow-ups
- Lifestyle elevation
Nothing explicit, illegal, or medical.
No app needed.
AskJenna works directly through your browser — mobile or desktop.
Just open the link and Jenna is ready to talk.
Yes.
Jenna is your digital bestie.
Coco is your mentor and big-sister energy.
You can move between them anytime depending on whether you want:
- Strategy (Jenna)
- Wisdom & boundaries (Coco)
Both are included on Diamond and Unlimited.
Thank you for joining us.
This is your space, your conversation, your moment.
This is your space, your conversation, your moment.
Join the women who stopped settling and started leveling up — with real guidance, real strategy, and real results.
Start Ask Jenna — $29
The first AI mentor who talks back in real time with her own voice, real guidance, and personality.
© 2025 Ask Jenna. All rights reserved.
Not therapy. Educational and mentorship content only.
