What’s the craziest sexual thing you have been asked to do?

A high powered Japanese man asked if I'd be his mistress for the town I lived in. He said that he would put me up in a nice apartment give me a nicer car to drive and give me an extra 2 thousand a month to take care of any needs. As a trade off, the several times a year he was in town, I would be solely his. I turned him down. I always thought that was a weird offer.
 
I had an older married woman's ask me to come to her house and fool around with her while her husband was sleeping upstairs.
 
Many years ago I had a friend who was a church warden. On Saturdays he worked in the religious souvenir shop attached to the church. On one occasion when he closed the shop he confessed to me that he was feeling horny. We ended up with me fucking him bent over a stack of bibles. I’ve often wondered if, as a result of that blasphemy, when I pass away will I go upwards or downwards! 😇😈
 
Like some of the people here, I wouldn't say that this is "crazy", but it was a little daring. I was at a family reunion once with my no ex girlfriend. We were staying at my sisters place, and since she had a small house, we pitched a tent and slept outside with the rest of the family that had also pitched tents. It was summer, so it was kind of fun. We were tired, so my girlfriend and I retired early to our tent while the rest all stayed up drinking and having fun around a bonfire.

At some point she wakes up horny, and wakes me up. She tells me that she is horny, but doesn't want to fuck since she has a tendency to get loud when we make love. She doesn't want the family to hear us. So I suggested that she just finger herself, or I can finger her (which I loved doing by the way). But no, she wanted me to masturbate with her.

Ok, I can get into this. So we both push our pants down, and mind you, I am already hard as a rock because she looks so good when she masturbates, and the look of pleasure on her face when she cums was always beautiful.

We kissed and watched each other as I stroked my cock and she fingered herself. The sounds coming from our tent were muffled and not too loud thankfully, but we did hear some of them comment about something going on in our tent. We shrugged it off and ended up cumming very close together. That actually lead to us enjoying several sessions like that over the course of our relationship.
 
My current wife wanted me to fuck her ex-husband in the ass -as She sucked him off and then have sex in front of him.
 
He became addicted to porn shortly after they married, and he fucked her very rarely, and I thought That was insane-Because they seem so compatible in their athletic bodies, and I always thought he was bisexual when I met him
 
I just couldn’t imagine how you wouldn’t want both-I mean, I am bisexual, but I could not give that up
 
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