InAnotherLife

I would love to join you! We could share whatever came through the hole, as well as whatever came out of it! LOL

Very nice! Great penetration!

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!

🥰 Thank you, hon! 😊

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. 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.

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? 😈 😮🍆

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.

Definitely one of my favorite pairs! I may have to make them part of my next ass-fucking dildo sessions!

And the last of this series . . . Enjoy, my lovelies!

And still more . . .

More from my “crotchless collection” parade!

Thank you, hon!

Thanks, hon! 💋 Plenty more pics where those came from!

Here’s the view from the side . . . IMG_5714.MOV

Or perhaps in sissy-pink wearing my chastity cage while riding the big chocolate stick? IMG_5715.MOV