I feel that it is the responsibility of the people in the relationship to remain faithful. I have never understood why people get so angry with the other woman/man and not with their partners. In the scenarios that the OP is giving I am assuming that these men (by being on the chat service) have already chosen to step out on their girlfriends/wives, and if it was not with the OP it would be with someone else. Now, I feel entirely different about people who make a point of trying to "steal" other people's partners and destroy relationships.
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As far as the hook up, the OP is a brave man. If I'm on that situation and it is not as expected I bail fast. I usually look for a dependable repeatable friend + situation. I am not a good judge of character but I can hide stuff sooo well and expect others to be doing the same.
Use a condom but you still are high risk for any type of junk infection out there.
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I thank everyone for their replies. I was surprised, but not unhappy with the direction the thread has taken. I would like to reassure concerns about the dangers of hooking up in the fashion that I do. I always have safe sex and like I said originally I am pretty thorough at screening calls. For example I usually don't hook up with someone who uses a lot of the vernacular sex terms in their message (ex: looking for someone to suck off all night slam my hole all day..that sort of thing) or seems like they just want quickies. I also am pretty particular about age and body type, drug use and alcohol consumption. The result is I don't hook up as often as one might think, but when I do I have a nice time. And if there is no chemistry or they have misrepresented themselves in some way, I tell them up front. A lot goes to tone of voice and the feel I get when I first talk to them on the phone.
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