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InAnotherLife

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Posts posted by InAnotherLife

  1. On 5/18/2022 at 10:23 AM, Jennifer01 said:

    I really want to go to a glory hole, but I have been told not to go alone - not safe?  So I guess I need to find a friend to go with me?

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

    • Like 1
  2. 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!

  3. 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.

    F819F361-F483-40F9-8F38-4E3D85C40DBE.jpeg

  4. 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?  😈

    😮🍆

    • Haha 1
  5. 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

    • Like 1
  6. 46 minutes ago, Rio said:

    @InAnotherLifethose pictures are awesome. That's what I was talking about. That is really hot. I've got a big vibrating dildo that I like to back up on also. I posted it on here before. Looking forward to seeing more of your pictures or video clips

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

    • Like 2
    • Thanks 1
  7. 35 minutes ago, Rio said:

    @InAnotherLifethose pictures are awesome. That's what I was talking about. That is really hot. I've got a big vibrating dildo that I like to back up on also. I posted it on here before. Looking forward to seeing more of your pictures or video clips

    We allowed to post that kind of stuff here?  Seems off-topic since I ditched the panties before hopping on thedildos! 😉

     

     

    • Like 2
  8. Just waking up after creating my account here a few years ago.

    I am a 55 yr old CD/TV who is into crossdressing, sissy fantasies, anal play, chastity, mild S&M, and sharing my pictures and videos I do while enjoying those “hobbies.”

    I am married to a woman who once approved/enjoyed my “little habit” of wearing lingerie; but have since had to go back into the closet.

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    FC6B612E-6606-48D2-8B48-20F75A02FEE9.jpeg

    CA3FF73C-F7C0-4CBC-A790-3693555965F2.jpeg

    72E1A0F5-9C6B-400A-B1F6-7FB4A6EAB078.jpeg

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