Search Results: pick up lines

Imagine the following guy:
Early 20s, 6' tall, well-groomed, well-dressed, attends an Ivy League law school, well-spoken, well-read, but somewhat eccentric. He talks about niche interests that sound like they belong in the 19th century and doesn't really know much about modern media. He's a gamer and sounds quirky and nerdy. His texts are long-winded and overly formal-sounding paragraphs and he doesn't use any puns or pick-up lines.

That, and he's also a bit chubby. He looks like he's got an average body type in all of his full-body photos (and even looks somewhat thin in some), but his face is definitely fairly plump.

Going strictly off the above, would you date him (discounting any other factors); yes or no?

I tend to attract much younger women easier than women my own age. I had a fling going on with a 22 year old a few months ago. I’ve been recently texted up a 21 year old but swings from interested to flighty.

This has its advantages and disadvantages. On one end I’ll admit younger girls are usually hotter, more energetic and fun. Ironically I can be less guarded with some of my own vulnerabilities AFTER I establish a connection. I notice women closer to my age seem to get smart in the wrong ways (they find flaws quickly, fixate on them and reject prematurely).

But on the flip side I have to be very careful with younger women when it comes to avoid “the creep“ vibe. It’s just too easy to just say one wrong thing in beginning and it’s game over. It doesn’t matter if it’s intentional or not. I can’t get away saying a fraction of things I used to say in my youth.

But then I get worried about coming off as boring. Yes younger women like maturity in older guys but I got to be playful. But again it’s a pain in the ass that I have to be careful about joking around (e. g. sexual stuff). I was never the type to use pick up lines or make sexual comments right away but still. How would you like an older attractive guy to start a conversation with you?