When is the Right Time to Take a Situationship to the Next Level?
- jrieswyk
- Apr 15
- 3 min read
Updated: Jun 2

Understanding the Right Timing in Dating
So, when is the right time to take a new situationship to the next level? Is it on the first date? The third? Or perhaps a month into dating the same person exclusively?
The truth is, this answer will vary for everyone. Each individual has different rules and boundaries regarding physical intimacy. By physical intimacy, I mean what happens when you take your relationship to the next level.
Trust Your Instincts
During my dating days, I lived by one important rule regarding physical intimacy. I would only become physical when I felt confident that it was a genuine desire of mine, not motivated by the need to keep someone interested.
My number one requirement when breaking that physical barrier was simple yet profound:
DON'T DO ANYTHING TO MAKE SOMEONE LIKE YOU.
If you think that jumping into a guy's bed and acting in an over-the-top manner will secure you a second date, think again! It may close the deal immediately—or worse, it can damage your self-esteem in the long run.
Be Yourself
If you're feeling insecure and are desperate for more dates, my best advice is: Be yourself.
You don’t need to prove you are sexy and desirable through actions you are uncomfortable with. Always choose actions that stem from self-respect and self-assurance.
If you feel a genuine connection on a first date and want to invite him over for a cozy evening, go for it! However, be cautious. If you find yourself anxiously waiting by the phone for a call and drowning in ice cream after your date drops you off, it may be best to skip the invitation. Instead, enjoy a relaxing night at home with a good book.
Emotional Connections Matter
If you choose to become physical before forming a strong emotional connection, be wary. Avoid adding unnecessary strings to a relationship that hasn’t fully matured yet.
If you identify as a high-value woman and prefer to wait for emotional investment, know that it’s essential to communicate your desires openly. As a high-value woman, you will expect a certain level of respect and clarity about what you seek in a dating scenario.
Establish Clear Boundaries
For instance, if you want to wait for him to prove his emotional availability, articulate this clearly. If they’re not willing to invest time, it’s essential to recognize that too. If they are, approach the situation gently. Avoid creating a confusing atmosphere by cuddling and then leaving, as this can lead to misunderstandings.
The Risks of Teasing
Teasing might feel alluring and heighten the excitement surrounding intimacy. However, it’s essential to tread carefully. Turning your man on and then leaving can lead to frustration, and most men will seek an outlet for their sexual needs.
If you choose to engage in teasing, ensure that both parties are emotionally committed. The relationship should be serious enough that you are on the same page about being exclusive and not just having a fun fling.
Recap of Intimacy Guidelines
To recap, ensure that when you engage in physical intimacy, you do it because YOU genuinely want to. It’s crucial to remember not to tease unnecessarily. Didn’t your mom teach you it’s not nice to lead others on?
And most importantly, avoid adding strings to the arrangement. Keep it fun and intimate. Physical connection is meant to enhance your emotional bond, not tie you down for life. There's no obligation to contact each other incessantly or feel emotionally trapped.
Listen to Yourself
Deep down, you know the reasons for your choices regarding physical intimacy. Be honest with yourself and only proceed when you feel fully prepared.
Always prioritize safety and self-care. It’s crucial in any relationship to look after your well-being.
Take care of yourself.
XOXO
Jenn
---wix---







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