Dating Someone Older in Your 20s: What It Taught Me.
Dating in your 20s.
The years of your 20s are some of the most defining. It’s a time where you’re still figuring yourself out: who you are, what you want, and what you’re willing to accept. The people you meet during often shape you for a long time and can leave a deeper mark than you expect. So does the person you fall in love with. In my 20s, I found myself drawn to someone older than me. Someone in his 30s.
Dating someone older is quite a controversial topic, but let’s face it, there’s something undeniably attractive about a person who is already established. Someone who is financially stable, experienced and knows how to handle life in ways you’re still learning. In the beginning, having that someone felt like everything I thought I wanted. It made life and everything in-between more convenient.
The man was present. He gave and took care of things without me having to ask twice. For the first time in a relationship, I experienced a version of life that felt soft and near effortless. I didn’t have to worry about much besides my daily responsibilities, and why the hell not? Most to everything was being done for me. And that’s where things began to shift. Once you get comfortable, it becomes harder to imagine life without it because you don’t just fall for the person, you fall for the lifestyle, the stability and the ease. When you’re still young and still building yourself like me, that can be a dangerous place to be. Therefore, I was never prepared for the imbalances.
Being in a relationship with someone significantly older means there is always a gap. Not just in age, but in experience, perspective, and sometimes power. It becomes very easy to be influenced by them, to second-guess yourself, or to slowly start shrinking your own voice without even realizing it. Over time, I noticed how much of my life started revolving around him: my plans, my thoughts and my decisions. They were no longer just mine. I spoke to him about everything. But somewhere along the way, my goals stopped being important.
Everything I wanted to do I ran through him first. Most of my choices I couldn’t make without finding out how he felt about them or what he thought, and when your life starts orbiting around someone else, you inevitably begin to lose track of yourself. You stop showing up for things that matter to you. I, for one, stop prioritizing my education. I stopped checking in with myself. I literally abandoned ship.
There’s also something people don’t always talk about when dating someone older, there is almost always another layer to the situation. Whether it’s a past relationship, a child, or responsibilities you’re not fully prepared to navigate. The reality is that you’re not just dating them, you’re entering into their life and everything that comes with it. Sometimes, you’re really not mentally equipped for that.
Looking back, I realise I didn’t have the emotional or mental space to fully understand what I was getting into. I was still learning about myself, while trying to navigate someone who already had years of experience ahead of me. That combination can be overwhelming.
I don’t regret the experience. However, I do see it differently now. It helped me understand how easy it is to confuse comfort with love, and stability with security. Most importantly, I learned that no relationship should ever cost you your sense of self.
Dating someone older can teach you a lot, but it can also take more from you than you anticipated if you’re not careful.
And maybe that’s the real reality.
About the Creator
Tsidi Mdlalose
Exploring love, red flags, emotional growth and the realities of navigating your 20s. Sharing my honest thoughts, soft & deep reflections through stories I think we don’t always talk about.



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