An update: Their pub date went well, and they stayed for nearly 3 hours. She's just little, so it doesn't take much drinking to have an effect on her. She tried a few suggestive comments, but he couldn't seem to respond in kind. He seems shy about it; he's a 'vanilla' guy so I think he's tentative about the whole hotwife dynamic (he's acquainted with me, and we chat sometimes).
She and I swapped a few messages throughout the evening, and I was agitating for a goodnight kiss (they've never kissed) but she didn't think he'd go for it. In the end, he walked her home (but not
all the way home, haha) and they had a long hug.
They chat all the time, and on Thursday he unexpectedly asked whether she was going for her usual evening walk/run, and whether she'd like to come over. No pretense or cover story -- just wanna come over? She declined due to some work she had to do, but that seemed like a promising step!
They took the kids to the pool on Saturday. She wore her bikini - the one I posted pics of (
viewtopic.php?f=9&t=67265&start=525#p1479159) and which she sent to him while we were away on holiday. They were busy with the kids most of the time, but he's since mentioned that he definitely noticed how good she looks in it.
Saturday night while I was out, they got right into the conversation about this thing that's been developing, and started talking openly about some of the "what ifs" of taking it to the next level. It became obvious to us that it's probably going to happen. She's 99% in, and he's certainly getting over whatever reservations that seemed to be holding him back.
Tonight she told me that she's going over to his house this Thursday. She's bringing dinner, and he's in charge of refreshments. He mentioned wanting to ask more about the 'lifestyle' and the roles. Of course, I'm hoping they'll also finally break the ice. As I understand it, the chatting has been getting more flirty, and he's getting more bold. At the pace they've been going, I don't really anticipate more than kissing, but I'd certainly be happy with that. If there's more, so much the better!
I think there's an excellent chance I'm soon going to be sharing leggysandy with, as she put it, her local "secret boyfriend". He lives within walking distance, and if all goes well, she said she might want to be hooking up with him several times per month. I assured her that I'm very OK with that. We're both pretty excited about the possibilities.
The other thing she mentioned tonight was: the good thing about this guy is, they can go bare. And creampies, I added helpfully. Nods and smiles.