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50s Daddy Seeking A Femboy Hookup For Chicago Fan Expo
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daddyerotic is age 50 in Chicago, IL
Post Body

I'll be in Chicago (actually Rosemont) for the Chicago Fan Expo from Aug. 11-13. And I'd love to find someone to hookup with while I'm there.

I am specifically seeking a trans woman, a femboy, a sissy or a smooth crossdresser as a playmate.

I am kinda of nerdy, so if you are attending the convention, it is a big plus if you are too! And if you are a sexy cosplayer, go to the front of the line!

I have booked a very nice hotel room attached to the convention center. If you want, we can have a one-night stand or if things work out, we can expand it into two nights.

I LOVE sex! I am vers, but I honestly prefer to bottom. I'm very orally fixated, I love sucking cocks and rimming and I love anal sex!. Foreplay, toying, fingering, 69-ing, etc., are all on the menu and I'm very open-minded about trying new things.

I am a mature guy in his fifties and this is a serious proposition. I just have a few asks:

PLEASE, NO MASC OR HAIRY MEN! That means no facial or heavy body hair. A little fuzz around the pubes is OK, but that's it.

PLEASE BE DISEASE AND STI CLEAN! I am totally clean and disease-free and expect my partner to be as well.

NO PAY-FOR-PLAY! I respect sex workers, but I won't pay for sex myself.

PLEASE NO FLAKES! If you say you will show up, please do.

If you respond, please say more than just “Hi!” That tells me nothing and I'll delete your DM. Introduce yourself as if we met IRL. And if you send photos, hopefully you will send something other than pics of your genitals. I want to know what your face looks like and I will answer you with my own face pic.

I can pretty much guarantee you will have a great time! A night of sex, intelligent conversation and room service if you are inclined. So, if you are free Friday, Aug. 11, or Saturday, Aug. 12, DM me and let's chat.

Let's make it a night (or two) to remember!

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1 year ago