I only have 2 regrets............actually only 1 real one. Back when we used to play, I would always let my wife meet the guy for the first time by herself and play alone. My thought was to NOT make the first encounter as awkward, by having me hanging out and gawking at her and her new lover ,and stroking my cock as I watched. I figured it was weird enough for the guy already for the first encounter, and I didn't want to creep him out or give him "stage fright", and I also wanted her to be free to relax and really get into the moment and enjoy herself and get off, without thinking about needing to put on a good show for hubby.
In short, I wanted both my wife and her new lover to really enjoy themselves and want to do it again the next time in front of me. When it came time for me to meet the new lover and for both of them to have sex with me there, I wanted them to be more comfortable the 2nd time around since they had already had a great 1st encounter.
What usually ended up happening was that the guy got what he wanted, and got to fuck some other guy's with permission, my wife usually had a great fuck, but then the guy would flake out, and never come back for a 2nd encounter. A "hit it, and quit it" if you will. The result, and my biggest regret, was that most of the time, I NEVER got to watch my wife be the naughty slut I was waiting to see in action. I always got the short end of the stick as it were.
My second regret....is that my wife lost interest in sex and the Hotwife lifestyle a few years ago, and just gave it all up, and I regret that she doesn't want to enjoy HOT slutty sex anymore. Especially since she really enjoyed men with thicker cocks, and LOVED guys who could feed her large multiple loads of cum. We came to learn that she was a bit of a size queen that developed a cum fetish. I REALLY miss being able to see her suck a big creamy load out of some lucky guy, and see the satisfaction on her face as she swallowed every drop ! I also miss seeing her on all fours, letting her lovers pound her from behind with a big cock and watch her big 44F tits swinging back and forth below her, as she came her brains out !
You just haven't lived until you have seen your wife THOROUGHLY enjoy herself taking a 10" cock as thick as a can of Red Bull BALLS DEEP ! and a thick gooey load of another man's cum still on her face and dripping off her chin......and her still wearing a big smile and having a blast ! MAN, I MISS THOSE DAYS !!!!!!!!!!