Men, what would it take for you to suck a dick?

Has anyone ever been with a shemale? A ladyboy? One like I see in shemale porn, beautiful lickable breasts and a hard cock?
 
Would happen only if you're feminine enough to fool me until we reach the point we get naked and I see something I wasn't expecting. If you succeed, you probably deserve that reward.
 
Recently I found myself in a situation to persuade a guy to try sucking cock with me. It was so intense and such a massive turn on for him to do it for me and with me. It's not the first time that I've been able to experience that, but it certainly has been a long time since I enjoyed a threesome with guys willing to excitement like that. As open-minded and sexual as my husband is, and despite the fact that he actually enjoys eating other men's cum off of me, he has zero interest in actually having a dick in his mouth which is completely understandable. But I do wonder, there something that would get you to try it out?
A very large gun..........and even then doubtful at best.....but to each their own!
 
Recently I found myself in a situation to persuade a guy to try sucking cock with me. It was so intense and such a massive turn on for him to do it for me and with me. It's not the first time that I've been able to experience that, but it certainly has been a long time since I enjoyed a threesome with guys willing to excitement like that. As open-minded and sexual as my husband is, and despite the fact that he actually enjoys eating other men's cum off of me, he has zero interest in actually having a dick in his mouth which is completely understandable. But I do wonder, there something that would get you to try it out?
For my first time sucking - cock would need to be cut, and cock owner would need to be a passable CD or a trans-woman with nice breasts. Having my wife with me would be a wet dream come true - sadly that will never happen. Another female person with me could be fun but not necessary
As for cock size, average for starters would be good, but I'll gladly try a little larger. Been practicing on a dildo and I think I'm ready to deep throat as well. Not sure what to do when she cums
 
I would like to try, but aside from the cheating aspect (which has already stopped me considering females), I would really prefer to have my wife with me as I experience sucking a cock.

Problem is, last the topic came up, her comment was - I don't mind if you want to try, but I don't want to see.
My wife has said basically the same thing, as a bluff. One day I’ll call her bluff. Probably (hopefully) once the kids are out of the house and we’ve moved south more (any) opportunities will present themselves.
 
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