I confess, I (25F) never had a good relationship with my father but when I'm horny I fantasize about him. So I hooked up with older guys on Craigslist multiple times. They always finished before I could get off but it was always the best masturbating sessions after they left.
So when I was 19 I sent my dad naked pictures of myself (no face) and told him that I'd like to hook up with him. I didn't see how I really could but I wanted him to send pictures of his dick. He replied and asked to skype but I got cold feet and didn't reply for awhile. By the time I eventually did reply, he was dating another woman and actually told me he wanted to be faithful to her. I often wonder if I should try again now that the relationship is a couple years older and he might be bored with his new girlfriend...
In the meantime I date guys my own age and hook up with older guys on the side. I was even house-sitting for my parents once and let this 60 some year old guy fuck me on their bed and eat out my ass. Another time I let another guy fondle and finger me as he drove me topless around the city until we pulled over and fucked.
I have a fantasy of having a bunch of random guys fuck and fondle me but I don't know how to set that up safely.