I done it once with a hotwife fwb years back now. She loved going home filled and leaking for her husband to find. I gotta admit, I enjoyed wanking into her knickers a lot more than I thought I would lol
I've got a cuck who's asked me to do this for his wife (it was a first meet, so we used condoms) when it came down to it we'd already been fucking for hours and so we didn't bother but the cuck's very keen after our next meet. I guess it'll just depend on how myself and the Hotwife feel at the time. He also wants the full condoms, by I have no issue with that!