About 11 months ago I was exchanging messages with a lovely 18yo SB on SA.  We had a very warm conversation but she made it clear she was not open to any physical activity.  I wished her the best and we stayed in touch with occasional messages. Fast forward to just 7 months ago and she decided it might be worth having lunch with me.  Lunch went really well and we liked each other, but she was still hesitant.  Then just two weeks ago she contacted me and said she'd like to meet for a real date.  Which we enjoyed BCD today!  She's all of 19 now (and YES guys, I did check her ID!).  Although she was nervous at first, we wound up having a really wonderful time together.  She made no secret that she was in need of money for a car payment, but if that's what motivated her to finally agree to dating me, that's fine with me.  I do hope to repeat with her and add her to the rotation.  

So you never really know how something is going to turn out.  I had zero realistic hopes of ever getting intimate with her.  But I continued to send her messages every once in a while to let her know I'm still here, still interested. Thinking back, this must be the longest time period between first message/first coffee date and first BCD date I've ever had. It works out that way sometimes.

I've had similar experiences, although not over such a long timeline as that. And you followed my number one rule for success in the bowl: Never be an asshole.

Never, ever, no matter how extreme the provocation. No matter how bad the flakiness. No matter how bat shit fucking crazy they are.

Be a gentleman. Be a gentleman even in the face of stupidity, inconsistency, flightiness, indecisiveness, craziness, rudeness.

NOTHING will set you apart from so many SDs other than Just. Not. Being. An. Asshole.

Why did this sweet little SB approach you after so long? You were polite! You weren't a dick when she made it clear that she wasn't (yet, as it turned out) ready to have sex. So, when she needed money, who did she think of? You. Of course.

“Being male is a matter of birth. Being a man is a matter of age. But being a gentleman is a matter of choice.”
― Vin Diesel

Who knew ole Vin was such a philosopher? But, I promise: It will also get you laid pretty regularly. And, apart from that, you get to feel good about not being an asshole!

Yup, that’s the time it took between the time I first dated this gal I met in 8th grade to the time she finally wanted to have sex with me.  

I know it’s different because it wasn’t any kind of P4P situation, but still and all, this was kind of one for the record books.  

Unfortunately, things didn’t work out too well. The sex was so-so at best, only occurred about three times, and she got the green eyed Gonzaga’s on account of the other gals I see, so I had to cut things off.  

Lesson learned:  if a platonic relationship is working well, leave it that way.

Good grief! You're starting another philosophy thread?!?!??

END OF MESSAGE

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Pretty sure you had the red flag about this in front of your eyes when you agreed to have sex with a (at least) 48 year old woman.  
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Just saying...  
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Still... sex is like pizza. When it's good it's really great. And when it's bad it's still pretty good!  
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Life is good.
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The Cat

The only way you’re going to find out is by doing.  

And, by the way, I’ve had some excellent hot sex with gals 50+, so she is not an issue.