I remember a few years ago I had this fuck buddy (a girl this time, usually my fuck buddies are guys).  It was fun and she was going overseas for work so we knew when it would end and it was a lot of fun while it lasted.

One night when we were talking about our sexual fantasies she said that she had always wanted to fuck a guy with a strap on.  This was news to me but I was turned on immediately.  She told me she had once brought it up with a boyfriend and he was so freaked out about about it she had never mentioned it to anyone ever again.  She must have had a hint that I am very open minded.

She admitted to me that she often watches strap on/pegging porn.

After I let her fully explain her fantasy I told her I’d love for her to fuck me with a strap on.  She couldn’t believe it.

Since she was so shocked I thought I’d throw in a little bit of a condition… I told her she could fuck me with a strap on, if she let me watch her fuck another girl with a strap on?  She thought that sounded like a fair trade.

Unfortunately we never got to do either thing but we remain friends.  She has a long term boyfriend now and I wonder if she has had the strap on conversation with him?