First time apprahensions?

No apprehension…happened the first time with a best friend who I’d known for many years. First time I tasted his cock and cum, I knew I was bisexual and would remain so. Didn’t have a lot of experiences in the middle part of life. But after early retirement, I met several good guys, though I was pretty cautious in my search efforts. Definitely not interested in blow and go meetings…lol.
 
In the beginning, it was getting outed and/blackmailed (murdered too lol).

After my first few experiences, I realized I was inevitably moving towards riskier practices and STDs quickly became the priority.

Now that I'm out, blackmail... (which has happened, and why I never film anymore since my boss has now seen FAR too much of me)... Oh, and murder are now just close second behind cooties.
Circle circle dot dot...
 
The first guy who fucked me was Asian and so absolutely massive and thick I couldn't suck him, and he really hurt me trying to enter my asshole.

I remained afraid of how much other cocks would hurt entering my arsehole for a while after that.
 
The first guy who fucked me was Asian and so absolutely massive and thick I couldn't suck him, and he really hurt me trying to enter my asshole.

I remained afraid of how much other cocks would hurt entering my arsehole for a while after that.
That sucks sorry
 
bi guys, what where your biggest apprehension(s) when you took the plunge, or what’s keeping you from doing it?
I’m only attracted to t girls, and am only interested in being a bottom.
I had a lot of experience and was well practised with dildo’s and vibrators. That’s what I was looking forward to most. A big hard cock up my ass. The problem I faced was, even though I found watching guys suck shemale cocks in porno’s I was most concerned and apprehensive with that act.
Before going into it I knew, that I wanted to do it all at once. Not in steps or anything. I also knew that to experience being a bottom properly I had to take a cock in my mouth.
A small part was a lot more okay with the idea of my partner was already hard, I just wasn’t excited with a soft flaccid cock.
Well my partner being large, she was large even flaccid. Well, we’re semi naked, lingerie etc. laying next to each making out, and trying to get her hard by jerking her. All the while a voice protesting, you got a cock in your hand… any way. Kept going, and we eventually got past the point of inevitability. I was directed down to her still semi soft cock. As she pushed my head down, I reassured myself again with the line, ‘still, even if don’t like it, no one will know’… now I’ve got a dick in my mouth. It wasn’t terrible in and of its self, except for the voice screaming there’s a cock in your mouth. Regardless of the protesting voice, I kept it in my mouth, compensating for not know what I was doing by just keeping all of it in my mouth. Very soon it began to grow. I could taste a bit of pre cum which was strangely exciting. Soon, she was hard and I found myself hard too. It started to get fun and exiting.
Strange thing is, even now… after many many experiences…. I’m still not a fan of my partners flaccid dicks…
Biggest appreciation, was nerves and fear, fear someone would find out or maybe it was prank and I'd be jumped heard so many stories. STDs were another fear but I was careful.
Nerves led me to chickening out on multiple occasion.
Actually was walking away first time to but he pulled up in his car.
 
Actually was walking away first time to but he pulled up in his car. Then what happened?
 
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