26M4A Travelling and looking for fun. (Rockford IL)

Trying this again, had some good chats and interactions on the last one, but would like to try and arrange an in person meet now.

Currently this is just a fantasy of mine but I have the opportunity to try it when I'm travelling this coming April. With that said I wanted to lay out what I'd like to happen and see if you all think it could work or if it is a pipe dream. I think it's the start of becoming more femme. I do CD but not yet very passable just as an fyi.

Backstory: I am 26 and have been growing increasingly curious about playing with another cock, primarily oral. I do have some plugs and dildos that have kept my curiosity down but now I'd like to try oral on the real article. However I'm not really up for anal yet, I would like to ease my way into it so to speak. I'll be doing some traveling this coming April and think that doing this in a hotel would be ideal. So I wanted to get everyone's thoughts and maybe RP it out online. Or make some fun plans 😜

My Scene: Ideally they would be older than me 26 and be a gentle dom. I would like to be waiting for them in my hotel room dressed however they want with my Hush plug in. Upon them entering the room I can give them my phone to control the toy as they see fit and we could do some foreplay or skip straight to the main event.

Alternatively I could be waiting on the bed with the plug and some lube next to me and they could play with my ass a bit before popping the plug in for me.

My thought is that they can give me feedback through my ass being high vibes are good and low vibes are bad or something similar. We could continue with this until they cum and then maybe go take a shower until they are ready for round two or even ready to leave if they don't want to continue to play. I have lots of other ideas and things that I'd like to try but this is the biggest one I'd like to do. I would prefer not to cum during this or if I do I would like to be made to clean my mess up at their direction. I'd be getting most of my pleasure through my Hush plug. If everything goes well and we click, we could potentially meet up to do the same thing again and perhaps take it even further!

That is my thought, so after reading all that do you all think this is possible? Curious to hear your thoughts and suggestions/ideas.

Have any of you done something similar?? Very interested in hearing stories or experiences!!

Thanks!