So, I've been quite chummy with this woman, we'll call her Cindy, who I met at a local Wi-Fi café near me that I use to catchup on some work outside my office. She's 45, I'm 27(male). We hit things off and our chats have been a frequent throughout the past few months. While there was some flirty undertones, Cindy is married to another woman(and I assumed a lesbian) so I always tried to refrain from reading too far into her subtle flirtations. Until, she pulled me aside one day after we had a conversation about dating. This took me by surprise, since I assumed Cindy(a married woman) wouldn't be worried about the dating market. After I expressed my own frustrations and having been on something of a prolonged dry spell, Cindy asked me to go on a date with her. Her wife, who I'll call Linda, apparently encouraged her to do so and would like to meet me too. At first I assumed this was some sort of open relationship thing, but apparently they are avowed swingers. She spelt things out, she stated her intentions. She gave me time to process my surprise, and I agreed. Albeit, with zero clue what I'm getting into.

Make no mistake, she's a gorgeous woman and I am absolutely down for going out with her. But I've zero experience with dating people in established romantic relationships. Do I treat this like any other date? What do I do if her wife tags along(a possibility)? I hit the proverbial jackpot here, really, but I'm also consumed by a lot of uncertainty of how to approach this dynamic.