That being said, here it is my friends – my top 10 tips for dating a girl who you probably shouldn’t date. But she’s most likely not the one - trust me. So don’t kid yourself that she’s the one! She’s not. By the way, let’s be honest – it probably won’t be going anywhere. A feature on my podcast (The SDR Show) is called Dick Tales where we share stories of dating, and a recurring theme is me dating women A LOT younger than me. Some people scoff at the idea (usually middle-aged single women). ![]() ![]() ![]() Most men - me included – would jump at the chance to date a girl younger than themselves.
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