Journal / Dating

The Struggle of Modern Dating for Generation X

September 2026

Dating is a daunting activity in modern dating, especially with the phenomenon of “mojolo is a pandemic”. It is scary for anyone, men and women alike. Most of us are in our late thirties and have missed finding our life partners at university, or even in the work environment.

Most of our friends are married, most have kids and have started that journey we all yearn for: having our own family, having a constant. We comfort ourselves by thinking that it's never too late, that what is meant for you will never miss you, that what is meant for you is also looking for you with the same intensity and vigour.

The years keep passing and societal pressure keeps mounting. The worst is when you are at a family event, with the looks, and the uncles and aunts always asking: when are you getting married? When are you having kids? All you can think to yourself is, right now I would settle for a boyfriend, let alone a whole husband. Your friends don't make it better, coupled up as they are. You keep thinking, can I not have a Meghan Markle moment, where my friend hooks me up with someone, anyone? Can I at least go on one date a month? The thought of bars seems unappealing: loud music and having to mingle with the millennials. You think to yourself, let me join a social club. You try running, you try golf, but guess what: most people you meet are married.

A smiling couple making a heart shape with their hands against warm evening lights

So where are the single people hiding?

One of my friends suggested online dating. My word, what a waste of time. You take time out to fill in a profile and put up the best pictures you have, only to be matched with people who look like they are not even trying. Imagine coming across a profile picture of a man lying on his bed trying to look seductive. And in your inbox it's messages like “when are we hooking up”.

Fine, you decide to be open-minded and just give it a try. You go on your first online, in-person date. You take your time getting ready, put on your best heels, and smell good, only to meet a guy who doesn't even look like his profile picture. The only thought that comes to you is: what excuse can I give to get out of here as fast as I can?

The Woolworths aisles, and other myths

The Woolworths aisles are said to be the way to go. I have tried it: there are people buying food after work, but no one ever approaches you. Who does that anyway in modern dating? If someone says “hi, how are you”, would you respond, or would you think, go away, you weirdo?

It's not all doom and gloom

Being older means being more established, which means I can make life-changing, mature decisions without having to explain myself to anyone. I can prioritise my happiness and do what I need to do to achieve it, and one of those things is using the services of a matchmaker. I can be honest about what I want, and they will do their best to match me with someone closely matching my requirements, because you know what? That person is also out there looking, just like me. It's a comforting feeling, knowing there is still an opportunity for me to meet someone I can spend my life with.

It's not too late to find love. Make the decision to use Ditiro Lifestyle's matchmaking services and take charge of your destiny: our Romantic Partner Solutions Package is where to begin.

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