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From the files of “Don’t write Checks Your Ass Can’t Cash” . . . .

I think this sissy has done just that! The top is my big chocolate dildo; the same one in my most-recent video that I was riding when I had my first ever sissygasm.

So what does this ambitious sissy do? That’s right, order a longer, wider, blacker dildo with a better-defined head, all the better to hit my sissy’s sweet spot (from right here on TooTimid)!

OMFG!! I’ll say that again. OMFG!! I can only imagine — even balls-deep on that beautiful chocolate stick that I’ll be gasping and moaning like a little bitch in heat trying to stretch my sissy cunt wide enough to take even the head of that BBC inside.

EB0E885C-A0B0-4CD7-917A-5B28971188B5.jpeg

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Omg. That is one big monster black cock. Would love to see that inside your ass

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46 minutes ago, Rio said:

Omg. That is one big monster black cock. Would love to see that inside your ass

Believe me, if I ever get that beast even remotely up my ass there WILL be pictures!

Just for sizing purposes I tried having a quick suck on it before I stashed it away.  I COULDN’T EVEN GET THE HEAD IN MY MOUTH!!!  My jaw simply won’t open wide enough!

begs the question: what chance does my poor sissy cunt have?  😈

😮🍆

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I guess you'll have to just practice, practice, practice

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3 hours ago, Rio said:

I guess you'll have to just practice, practice, practice

Challenge accepted!  I will make it my new sissy goal to get that monster cock balls-deep in my ass!

I may need a collection of larger buttplugs to make it a reality, though!  I’ll just channel my inner Natalie Mars and resize my sissy hole!

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  • 2 weeks later...

Girl, IKWYM!  

Several years ago, I thought I'd be brave and try the  8" Over-sized Cock, and I got it, and, even with lube, I couldn't even get in the doorway!!! LOL

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