Top Dating and Relationship Questions on Reddit in 2020

Introduction

In 2020, Reddit was a treasure trove of advice, questions, and heated debates about dating and relationships. From navigating online dating during a pandemic to handling awkward first encounters, users sought answers, support, and real-world wisdom. Here, we compile and expand on the biggest dating and relationship questions found on Reddit that year, offering actionable insights for anyone navigating the complexities of modern romance.

Conversation Starters and Flirting

Many Reddit users struggled with how to initiate conversations and keep them interesting—especially online and during lockdown.

Best Practices

Be genuine: Authenticity trumps scripted pickup lines.
Ask open-ended questions: This invites meaningful dialogue.
Humor helps: Light, playful banter can break the ice.
Listen actively: Show interest in their responses.

Platform	Best Tone	Example Starter
Dating Apps	Casual, playful	“What’s the best food you’ve discovered during quarantine?”
Social Media	Friendly, relevant	“Love your hiking photos—ever been to [local trail]?”

Dealing with Ghosting

Ghosting—suddenly cutting off contact without explanation—was a major topic in 2020. Users shared stories, tips, and coping mechanisms.

Why People Ghost

Avoidance of confrontation
Loss of interest
Overwhelm or personal issues

How to Respond

Don’t take it personally—ghosting often says more about the ghoster.
Move on quickly; don’t chase.
Reflect on any possible red flags you missed.
Focus on your own well-being and happiness.

Moving from Dating to a Relationship

Many threads focused on the transition from casual dating to a committed relationship—how to know when you’re ready, and how to have “the talk.”

Signs You’re Ready

You consistently prioritize each other.
Communication is open and comfortable.
You’ve met important people in each other’s lives.
Future plans include each other.

How to Have the Talk

Choose a relaxed, private setting.
Express your feelings honestly.
Ask about their feelings and expectations.
Be prepared for any answer.

Dating During the Pandemic

The COVID-19 pandemic fundamentally changed dating in 2020, shifting much of it online and raising new questions about safety and connection.

Challenges

Difficulty meeting in person
Limited date ideas (restaurants, events closed)
Increased anxiety about health and safety

Creative Solutions

Virtual dates: Netflix parties, online games, video calls
Outdoor, socially distanced activities: walks, picnics
Emphasizing emotional connection over physical proximity

Setting and Respecting Boundaries

Reddit users frequently asked about how to set boundaries and handle partners who disregard them.

How to Set Boundaries

Know your limits and communicate them clearly.
Be firm but kind—no need to apologize for your needs.
Reinforce boundaries if they’re tested.

Dealing with Boundary Pushers

Reiterate your boundaries calmly.
If ignored, reassess the relationship’s health.
Don’t compromise your values for someone else’s comfort.

Dealing with Jealousy and Insecurity

Jealousy and insecurity were common concerns, especially with increased social media use and “digital closeness” to exes.

Root Causes

Past betrayals or trauma
Low self-esteem
Lack of trust or communication

Overcoming Jealousy

Communicate openly about your feelings.
Work on building self-confidence.
Seek professional help if jealousy is overwhelming.

Long-Distance Relationships

With travel restrictions and lockdowns, many couples found themselves in long-distance relationships (LDRs) unintentionally.

Staying Connected

Schedule regular video calls and virtual dates.
Surprise each other with thoughtful messages or gifts.
Plan for the future—discuss when you’ll meet again.

Common Pitfalls

Miscommunication due to lack of face-to-face interaction
Feeling disconnected or lonely
Jealousy or distrust

Sex and Intimacy

Questions about physical intimacy—when to initiate, how to communicate desires, and dealing with mismatched libidos—were frequent.

Communication is Key

Discuss comfort levels openly.
Respect each other’s boundaries.
Normalize talking about desires and concerns.

Navigating Differences

Find compromises that satisfy both partners.
Seek professional advice if necessary.
Remember that intimacy is about connection, not just sex.

Breaking Up and Moving On

Reddit saw many posts about how to break up respectfully, cope with heartbreak, and get back into dating.

How to Break Up Respectfully

Be honest but kind.
Choose an appropriate setting (in person if possible, not by text).
Give closure without false hope.

Healing and Moving On

Allow yourself to grieve.
Lean on friends and family for support.
Focus on self-improvement and new interests.
Don’t rush into a new relationship until you’re ready.

Red Flags in Dating and Relationships

Reddit users shared stories and warnings about relationship red flags—patterns of behavior that signal potential trouble.

Common Red Flags

Lack of communication or constant defensiveness
Disrespecting boundaries or personal space
Controlling or jealous behavior
Dishonesty or inconsistency

What to Do

Trust your instincts.
Address concerns early.
Don’t ignore or excuse red flags.

Cohabitation and Serious Commitment

Many users sought advice on moving in together, handling finances, and maintaining individuality in a shared space.

Tips for Success

Discuss expectations and household responsibilities upfront.
Maintain separate hobbies and friend circles.
Communicate regularly about needs and frustrations.

Common Challenges

Adjusting to each other’s habits
Financial disagreements
Loss of personal space

FAQs: Popular Dating Questions Answered

How do I know if someone is genuinely interested?

Look for consistent effort, open communication, and enthusiasm in their responses. If they make plans, follow through, and show interest in your life, these are good signs.
How soon is too soon to have the relationship talk?

There’s no universal rule, but it’s generally best to wait until you both have a clear sense of mutual interest and have spent quality time together—often after a few weeks or months of dating.
What should I do if my partner and I have mismatched libidos?

Open, non-judgmental communication is essential. Explore ways to connect intimately beyond sex, and consider professional guidance if it becomes a persistent source of tension.
How can I rebuild trust after infidelity?

Rebuilding trust takes time, transparency, and consistent effort from both partners. Honest communication, professional counseling, and setting new boundaries can help.
Is it okay to stay friends with an ex?

It depends on your feelings and the nature of the breakup. If both parties have fully moved on and respect new boundaries, it’s possible. However, it’s important to be honest with yourself and your current partner.

Conclusion

The topics dominating Reddit’s dating and relationship forums in 2020 reflected both timeless challenges and unique pandemic-era struggles. The most valuable lesson from these discussions is the importance of communication, honesty, and self-respect—principles that remain relevant no matter how dating evolves. Whether you’re single, casually dating, or in a committed relationship, active listening, clear boundaries, and emotional openness are the keys to navigating modern romance.