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Hi Dan!I love watching men fuck my wife, but 95% of the dudes can't get hard with another dude in the room.
For dudes that are into this, it's REALLY hard to find guys to do the deed.
Due to that, you probably have a lot of "flexibility", as far as your demands go.
Your friend's ideal scenario is that you fuck his wife while he watches, but as mentioned above, most dudes can't do it.
Due to this, you could probably float a few ideas:
1) you fuck his wife while he's not around
2) you fuck his wife while he's not around and she sends him pics while the action is going down
3) you fuck his wife while he's in the house, but not in the same room, he listens and she sends pics
Whatever you do, don't get attached. That's been a source of drama for me and my wife in the past. Basically dudes start enjoying the sex, and next thing you know they want to go on "real" dates or go on vacation or some shit like that. I think a lot of guys have a hard time being treated as basically A Human Sex Toy and then they start to catch feelings and then they start to want "The Girlfriend Experience."
That shit always bugs the fuck out of my wife, because all she's looking for is someone to come over, fuck her six ways to Sunday, AND LEAVE.
Another thing that you might consider here, is that they're probably going to want you to do this on the regular. So you'll need to figure out if this is someone that you're DTF for a while. Basically it's a pain in the ass to find guys who are down for this arrangement, so they probably don't want this to be a "one and done."
If you have any questions about "The Lifestyle", LMK, been doing this off and on for about a decade now.