Bi-Curious Male yearning 50th birthday experience

TellMeAStoryGuy

Really Experienced
Joined
Apr 8, 2012
Posts
227
First, let me make it clear that I'm not sure I can do this, so if we -- you and I -- begin talking and making plans and I back out, don't be offended...

I am a soon-to-be 50 year old man who has always wanted to experience sex with another man but have no long term same sex aspirations.

I live in the Pacific Northwest of the US. I am, as I said, soon to be 50. I am average to good looking (I am told), with a few extra pounds in my mid-section that I am trying desperately to rid myself of. I am white.

My fantasy is of being with a younger, gay male with a tight body. If I'm going to do this, I want it to be with a perfect man, after all. The reason I say "gay" male and not "bi-curious", as I am, is because I want to be with someone already experienced in "same sex" sex. I'm not looking for a lesson from a pro; I simply don't want to be with someone as virginal in the act as I am.

I have lots of questions, of course
  • I want the full experience, of course, which means oral sex without condoms. How do I maintain safety in that situation, with a stranger? How do I ensure that my partner is "clean"? Even if he shows me a "clean" test, how do I know he didn't "get" something with another partner the night before? (Of course, these same questions apply to me, too.)
  • How do I meet someone confidentially? I considered using an online dating site for same sex encounters, but I am scared to death of my identity being revealed. Is it simply a matter of trust?
  • Where do you go with someone you have finally decided to spend time with? I am assuming a comfortable motel, right? You don't go to a stranger's home, right, or invite him into your own.
  • In this day and age of mini-cameras and online streaming, how do I know my encounter won't end up on the internet for the whole world to see? (That case of the college kid who committed suicide after his same sex encounter is currently in the news again and that gives me the goose bumps even more than the thought of fulfilling my fantasy. Can you believe that his room mate only got 30 days?? Unbelievable!)
  • And more...
Anyway, I'd love some advice.
 
Always happy to help

You need to stop worrying and just do it. You can try to be as safe as houses about this and ruin the thrill you'll get by fretting over the details. You want anonymity, pick a nice place, meet in the lobby, in to the room together and get naked together leaving everything you've brought in the bathroom. Nothing in, nothing out. And try to decide if you want full deep anal penetration for yourself, preparing your ass for a right proper fucking in the weeks before the date. Enemas are important to ensure a clean ass and a trip to the salon for a little manscaping is a must. Most importantly, enjoy it. Savor the taste of his cock, feel the weight of his balls, and relish in the sensation of his anus milking the semen from you shaft as you pound him into ecstacy!
 
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