Dating can be daunting — so much so that in my 20s, back when I was optimistic that I would find “the right guy,” I decided that I would go ahead and have a baby on my own if I was still single at 35.

Much has been said and written about sugar dating and all its intricacies. We’ve explored its perks and the often publicised lifestyle upgrade that accompanies being a sugar baby. We’ve talked about ...