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She wants to try it again, but it's been frustrating.
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Hi all, I (40M) made some posts several months ago about my wife's (43F) hesitant journey toward the lifestyle that culminated with meeting a guy for an erotic massage and eating her out, which she loved but said she didn't want to do again. (That story is here, more about us is in my post history.)

Well, about a month ago she told me she wants to do it again.

I was of course very supportive. We worked together on finding a suitable partner, and set up pretty much the same scenario we had the first time: we got a hotel and made plans to meet the lucky guy at the hotel bar, and then proceed back to our room if all went well.

Well, he flaked out. No-showed and ghosted. We had the room for the night anyway and made great use of it. I assured her (and showed her various posts from this sub as supporting evidence) that this kind of thing is very common, but it's still a hit to her self esteem. (Ladies, do you feel this way when a guy flakes? Or did you the first few times?) She was so horny and frustrated that we spent an hour-plus browsing Tinder before deciding it wasn't a great idea.

We tried again, a couple weeks ago, this time with a guy closer to our age (the first two were younger--she's especially interested in younger guys, but found this guy super attractive.) It was a better experience this time: he flaked out the morning of with a lame excuse, so at least we didn't have to pay for babysitting and a room.

I'm surprised how much she wants it now, it's been a month of frustrations with flakes and I'd have bet she'd have gotten discouraged/disillusioned and cooled her interest. But another guy reached out to us a few days ago that really caught her interest. She actually said "Oh my--he's HOT!" when she first saw pictures of him, which she has never quite reacted that strongly. It's actually exciting to see her so into a guy. I tried to gently caution her that if it's too good to be true, it probably isn't, but both she and I have video called with him and he seems legit, and also legitimately into her (I mean, who wouldn't be?)

I've never seen her quite like this before. The date is supposed to be tomorrow evening. Hopefully he'll show up. If he does and he's half as smooth as he is over the phone, I'm pretty certain she will officially become a hotwife. Last night we had a conversation that went like this:

Her: "Are you really sure you want to do Saturday?" (she asks this all the time, about every date we've set up)

Me: "Oh yes. I'm excited, because I can see how excited you are."

Her: "I'm really excited, I admit... I'm just afraid of what might happen."

Me: "Don't be. Nothing more or less will happen than you want to, you know that. I'm with you 100%. And if you decide to, you can stop it anytime you want."

Her (after a long pause): "I don't think I'm going to want to stop. At all."

Me: "Then don't. Have fun. It'll be so hot. You are so hot."

Her: "You really wouldn't want to stop it from going too far? Like you would actually watch me have sex with him?"

I mischievously said I might even take a nipple in my mouth and help out. She visibly shivered at that.

Anyway, I hope to have a big success story in a few days. Many of you warned me about how many flakes and fakes there are out there, but I fear if she gets a third one in a row it'll be really discouraging for her. But I love that she's clearly craving it enough to keep trying.

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1 month ago