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A set of pictures from 2012 we never got around to posting for some reason… This one was fist + inflatable dildo (I’ve got an audio recording of myself pumping it up while Mr. S moves his fist in me around somewhere…), before we moved on to cock + fist + dildo :D
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A set of pictures from 2012 we never got around to posting for some reason… This one was fist + inflatable dildo (I’ve got an audio recording of myself pumping it up while Mr. S moves his fist in me around somewhere…), before we moved on to cock + fist + dildo :D
Zoom Info
A set of pictures from 2012 we never got around to posting for some reason… This one was fist + inflatable dildo (I’ve got an audio recording of myself pumping it up while Mr. S moves his fist in me around somewhere…), before we moved on to cock + fist + dildo :D
Zoom Info
A set of pictures from 2012 we never got around to posting for some reason… This one was fist + inflatable dildo (I’ve got an audio recording of myself pumping it up while Mr. S moves his fist in me around somewhere…), before we moved on to cock + fist + dildo :D
Zoom Info
A set of pictures from 2012 we never got around to posting for some reason… This one was fist + inflatable dildo (I’ve got an audio recording of myself pumping it up while Mr. S moves his fist in me around somewhere…), before we moved on to cock + fist + dildo :D
Zoom Info
A set of pictures from 2012 we never got around to posting for some reason… This one was fist + inflatable dildo (I’ve got an audio recording of myself pumping it up while Mr. S moves his fist in me around somewhere…), before we moved on to cock + fist + dildo :D
Zoom Info
A set of pictures from 2012 we never got around to posting for some reason… This one was fist + inflatable dildo (I’ve got an audio recording of myself pumping it up while Mr. S moves his fist in me around somewhere…), before we moved on to cock + fist + dildo :D
Zoom Info
A set of pictures from 2012 we never got around to posting for some reason… This one was fist + inflatable dildo (I’ve got an audio recording of myself pumping it up while Mr. S moves his fist in me around somewhere…), before we moved on to cock + fist + dildo :D
Zoom Info
A set of pictures from 2012 we never got around to posting for some reason… This one was fist + inflatable dildo (I’ve got an audio recording of myself pumping it up while Mr. S moves his fist in me around somewhere…), before we moved on to cock + fist + dildo :D
Zoom Info

A set of pictures from 2012 we never got around to posting for some reason… This one was fist + inflatable dildo (I’ve got an audio recording of myself pumping it up while Mr. S moves his fist in me around somewhere…), before we moved on to cock + fist + dildo :D

    • #fisting
    • #kink
    • #extreme
    • #dildo
    • #inflatable dildo
    • #inflatable
    • #inflatable toy
    • #fist + cock
    • #piercings
    • #labia piercings
    • #pierced pussy
    • #hairy
  • sheilastretch Avatar Posted by sheilastretch
  • 1 month ago
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Parking lot orgasm with my favorite inflatable toy while dressed in a classy suit 

This is a video from the day I dressed up in a nice lady’s business suit, stuffed in my favorite inflatable toy, and went out to run some errands for the day! This part is from where I gave myself a couple shuddering orgasms before heading into the sex shop to meet up with some friends…

I had this video hosted on tumblr, but it seems like it’s been removed? So I’ve gone ahead and put it back up as an embedded xhamster video. My last embedded video seems to be up still…

Rest of the series from the day here: http://sheilastretch.tumblr.com/post/43446807139/heres-a-couple-shots-from-the-start-of-the-day

My xhamster profile with other videos and whatnot can be found here: http://xhamster.com/user/sheilastretch

    • #fisting
    • #orgasms
    • #kink
    • #extreme
    • #orgasm
    • #public
    • #exhibition
    • #exhibitionist
    • #exhibitionism
    • #inflatable
    • #dildo
    • #masturbation
    • #masturbating
    • #inflatable dildo
    • #sheila stretch
    • #sheilastretch
  • sheilastretch Avatar Posted by sheilastretch
  • 2 months ago
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gettingstuffed:

I kinda love how there seems to be absolutely no drama at all for her to do any of this.  Just kinda “Meh, two fists, no big deal”.  It kinda makes me wonder what it takes for it to be a big deal for her.

This woman is amazing.

(Finally found that picture of her self-double-fisting! I posted on my tumblr about it awhile ago, but completely forgot - thanks to selfshottitties for recently ‘liking’ that old post and helping me find it again!)
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gettingstuffed:

I kinda love how there seems to be absolutely no drama at all for her to do any of this.  Just kinda “Meh, two fists, no big deal”.  It kinda makes me wonder what it takes for it to be a big deal for her.

This woman is amazing.

(Finally found that picture of her self-double-fisting! I posted on my tumblr about it awhile ago, but completely forgot - thanks to selfshottitties for recently ‘liking’ that old post and helping me find it again!)
Zoom Info
gettingstuffed:

I kinda love how there seems to be absolutely no drama at all for her to do any of this.  Just kinda “Meh, two fists, no big deal”.  It kinda makes me wonder what it takes for it to be a big deal for her.

This woman is amazing.

(Finally found that picture of her self-double-fisting! I posted on my tumblr about it awhile ago, but completely forgot - thanks to selfshottitties for recently ‘liking’ that old post and helping me find it again!)
Zoom Info
gettingstuffed:

I kinda love how there seems to be absolutely no drama at all for her to do any of this.  Just kinda “Meh, two fists, no big deal”.  It kinda makes me wonder what it takes for it to be a big deal for her.

This woman is amazing.

(Finally found that picture of her self-double-fisting! I posted on my tumblr about it awhile ago, but completely forgot - thanks to selfshottitties for recently ‘liking’ that old post and helping me find it again!)
Zoom Info
gettingstuffed:

I kinda love how there seems to be absolutely no drama at all for her to do any of this.  Just kinda “Meh, two fists, no big deal”.  It kinda makes me wonder what it takes for it to be a big deal for her.

This woman is amazing.

(Finally found that picture of her self-double-fisting! I posted on my tumblr about it awhile ago, but completely forgot - thanks to selfshottitties for recently ‘liking’ that old post and helping me find it again!)
Zoom Info
gettingstuffed:

I kinda love how there seems to be absolutely no drama at all for her to do any of this.  Just kinda “Meh, two fists, no big deal”.  It kinda makes me wonder what it takes for it to be a big deal for her.

This woman is amazing.

(Finally found that picture of her self-double-fisting! I posted on my tumblr about it awhile ago, but completely forgot - thanks to selfshottitties for recently ‘liking’ that old post and helping me find it again!)
Zoom Info
gettingstuffed:

I kinda love how there seems to be absolutely no drama at all for her to do any of this.  Just kinda “Meh, two fists, no big deal”.  It kinda makes me wonder what it takes for it to be a big deal for her.

This woman is amazing.

(Finally found that picture of her self-double-fisting! I posted on my tumblr about it awhile ago, but completely forgot - thanks to selfshottitties for recently ‘liking’ that old post and helping me find it again!)
Zoom Info

gettingstuffed:

I kinda love how there seems to be absolutely no drama at all for her to do any of this.  Just kinda “Meh, two fists, no big deal”.  It kinda makes me wonder what it takes for it to be a big deal for her.

This woman is amazing.

Same girl self-double-fistng

(Finally found that picture of her self-double-fisting! I posted on my tumblr about it awhile ago, but completely forgot - thanks to selfshottitties for recently ‘liking’ that old post and helping me find it again!)

    • #fisting
    • #double fisting
    • #extreme
    • #kink
    • #large insertions
    • #shaved
    • #dildo
    • #toys
  • sheilastretch Avatar Posted by sheilastretch
  • 2 months ago > gettingstuffed
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Going out swinging with a hidden Fleshlight in me

I decided to shave tonight because- assuming things go according to plan- Mr. S and I might be swinging with our friend Fantastic Ass and her husband again.

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Would it be bad of me to stuff a Fleshlight inside myself before we go out?

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Would it make it worse if I didn’t tell anyone it was in there?

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And what if I said that Mr. Fantastic isn’t going to discover my little ‘prank’

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until I birth it out in the living room

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after he’s already finished fucking me? :D

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I don’t expect to get video (other than the video of me putting it in I took these stills from)

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but hopefully we’ll be able to record some audio

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and maybe get a few pictures or something to catch his reaction. 

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‘Officially’ we’re just coming over to watch Limitless,

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drink some good liquor

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and do a little swinging if the mood is right

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but mainly I just want to watch Mr. S fuck Mrs. Fantastic Ass. 

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(you can’t even tell there’s anything in me, can you?)

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I’ve got a bit of a crush on her and it’s been a while since I’ve watched Mr. S fuck another woman. I suspect she probably won’t get drunk enough to be down to have me try to eat her out again, but I think watching Mr. S fuck her will do well enough to keep me satisfied :D

I’m a little bit afraid that birthing the Fleshlight in front of them might get us kicked of their “ok to swing with” list, but it also feels like the sort of thing I can’t *not* do now that I’ve thought of it. So obviously, I’m gonna have to do it. 

If nothing else, I think it’ll be completely worth it for the initial reaction. 

I’m so fucking excited!

edit:

Update with a recording of the reaction here

    • #Fetish
    • #Kink
    • #Extreme
    • #Fisting
    • #Large Insertions
    • #large insertion
    • #dildo
    • #masturbating
    • #masturbation
    • #swinging
    • #swingers
    • #ass
    • #pussy
    • #cunt
    • #boots
    • #skirt
    • #fleshlight
    • #birth
    • #birthing
    • #shaved
    • #pierced
    • #piercings
    • #pierced pussy
    • #pierced cunt
    • #pierced labia
  • sheilastretch Avatar Posted by sheilastretch
  • 4 months ago
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Q:Are you going to stretch your ass as well as your vagina? I would love to see you with 2 wrecked holes, would be very hot.

Anonymous

That *is* in the cards, but my current plans are to focus mostly on wrecking my vagina first, before moving on to focus on my pee hole (I want to feel a man ejaculate inside me with his cock fully burred in my urethra some day), and then moving onto anal after those first two are ‘wrecked enough’ :p

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That doesn’t mean I’m not going to be adding anal and urethra into the mix before then though…

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I’m just not *focusing* on those holes right now.

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I haven’t released a sounding video yet, but there’s anal in this video, at least…image

As you can tell, I can get pretty into anal.

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And sometimes just a dildo alone isn’t really enough.

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Video here: Dildo & Fingers in Ass + Bottle in Pussy

    • #Video
    • #Fetish
    • #Kink
    • #Anal
    • #Vaginal
    • #Wrecked
    • #ruined
    • #cunt
    • #pussy
    • #ass
    • #dildo
    • #bottle
    • #fingering
    • #masturbation
    • #masturbating
  • sheilastretch Avatar Posted by sheilastretch
  • 4 months ago
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Q:Can your husband fit his hand and dick in you and jack-off?

Anonymous

Yep. Pretty easily, too. We do it so often that it’s pretty literally ‘normal’ sex for us. Pretty much every session ends with Mr. S jerking himself off while fully burred inside me. We’ve been doing it that way for… maybe a little over a year now?

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Cock + dildo + fist. We didn’t get any good pictures of him buried all the way in me, but they all went in. All the way, and he properly jerked himself and that dildo off. We’ve been doing it this way a bit more recently, since I’ve become more stretched out.

    • #Fetish
    • #Fisting
    • #Gaping
    • #Wrecked
    • #Ruined
    • #Pussy
    • #Cunt
    • #Masturbation
    • #Extreme
    • #Kink
    • #Jerking off
    • #Jacking off
    • #Large insertions
    • #dildo
  • sheilastretch Avatar Posted by sheilastretch
  • 4 months ago
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Q:I've looked around but I can't seem to find a match for the round inflatable you use (most recently out in public, very hot). I'd like to get one for my wife since it can go in a lot smaller than the foam core inflatable dildo we have (that thing's huge). Can you tell me who makes your particular one?

Anonymous

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It’s called the Doc Johnson Titanman Inflatable Wonder

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http://www.amazon.com/Doc-Johnson-TITANMEN-INFLATABLE-WONDER/dp/B0078SGHM2

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    • #Fetish
    • #Extreme
    • #Kink
    • #How-to
    • #Inflatable
    • #Inflatable Dildo
    • #dildo
  • sheilastretch Avatar Posted by sheilastretch
  • 4 months ago
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Shopping with an inflatable dildo & a classy suit pt. 2c

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Part 1: http://sheilastretch.tumblr.com/post/36115054385/a-few-more-shots-from-when-i-went-out-in-public-on

Part 1a: http://sheilastretch.tumblr.com/post/36115407952/this-is-the-first-part-of-the-audio-recording-from

Part 2: http://sheilastretch.tumblr.com/post/38662399961/and-heres-the-audio-recording-that-covers-the

Part 2a: http://sheilastretch.tumblr.com/post/38661602619/shopping-with-an-inflatable-dildo-a-classy-suit-pt

Part 2b: http://sheilastretch.tumblr.com/post/38661887719/shopping-with-an-inflatable-dildo-a-classy-suit-pt

    • #Fetish
    • #Extreme
    • #Exhibitionism
    • #Public
    • #Nudity
    • #Inflatable
    • #Dildo
    • #Inflatable Dildo
  • sheilastretch Avatar Posted by sheilastretch
  • 4 months ago
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Shopping with an inflatable dildo & a classy suit pt. 2b

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Part 1: http://sheilastretch.tumblr.com/post/36115054385/a-few-more-shots-from-when-i-went-out-in-public-on

Part 1a: http://sheilastretch.tumblr.com/post/36115407952/this-is-the-first-part-of-the-audio-recording-from

Part 2: http://sheilastretch.tumblr.com/post/38662399961/and-heres-the-audio-recording-that-covers-the

Part 2a: http://sheilastretch.tumblr.com/post/38661602619/shopping-with-an-inflatable-dildo-a-classy-suit-pt

Part 2c: http://sheilastretch.tumblr.com/post/38662533138/shopping-with-an-inflatable-dildo-a-classy-suit-pt

    • #Fetish
    • #Extreme
    • #Public
    • #Eating
    • #Food
    • #Exhibitionist
    • #Inflatable Dildo
    • #Inflatable
    • #Dildo
  • sheilastretch Avatar Posted by sheilastretch
  • 4 months ago
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Shopping with an inflatable dildo & a classy suit pt. 2a

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(First, a bit of a recap from last time)

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Showing off how the pump is hidden before we go into the shop.

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I had the use the bathroom, so I went ahead and pulled it out so I could pee (I’m a bit too full otherwise…)

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It was a pretty decent size, as you can see.

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Time to order lunch!

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Maybe I should sit down and pump up a bit more…

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Showing off the pump

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Delicious(-ly full)

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Part 1: http://sheilastretch.tumblr.com/post/36115054385/a-few-more-shots-from-when-i-went-out-in-public-on

Part 1a: http://sheilastretch.tumblr.com/post/36115407952/this-is-the-first-part-of-the-audio-recording-from

Part 2: http://sheilastretch.tumblr.com/post/38662399961/and-heres-the-audio-recording-that-covers-the

Part 2b: http://sheilastretch.tumblr.com/post/38661887719/shopping-with-an-inflatable-dildo-a-classy-suit-pt

Part 2c: http://sheilastretch.tumblr.com/post/38662533138/shopping-with-an-inflatable-dildo-a-classy-suit-pt

    • #Fetish
    • #Extreme
    • #Inflatable Dildo
    • #Inflatable
    • #Dildo
    • #Public
    • #Dress up
    • #Piercings
    • #Pierced
    • #Bathroom
    • #Food
  • sheilastretch Avatar Posted by sheilastretch
  • 4 months ago
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Q:Hey where are you located?Does your man share you?

baylezz

For the time being, we’re keeping the location of our secret volcano sex lair a secret, but as for do we share… Absolutely not. We are 100% monogamous  and we’ve definitely never made any exceptions to that. None at all. image

The first girl I ever ate out (and not likely gonna be the last :p). Also by far the cutest ass I’ve ever grabbed. So, okay. Maybe it happened once. That doesn’t mean anything.

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And I mean, is that not an *amazing* fucking ass?

imageWait… Was Mr. S named Mike? Maybe not… Well, okay. Maybe more than once. But definitely not more than that.

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That’s not Mr. S holding the pump… Okay, fine. But that one doesn’t count. I was wearing clothes.

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Wait a sec… Is that Mr. S on the side there? Then who was I riding in this picture?? (This is a pretty old one, as you can tell from my lack of pierced-ness)

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Oh, musta been this guy. See- more proof that dick size doesn’t matter when you make *everyone* add a little extra alongside :D

    • #Ass
    • #Butt
    • #Kink
    • #Fetish
    • #Swinging
    • #Couples
    • #Piercings
    • #Inflatable dildo
    • #Inflatable
    • #Public
    • #POV
    • #Dildo
  • sheilastretch Avatar Posted by sheilastretch
  • 5 months ago
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Q:Wow! You are super hot and cute as well! I want to fuck you....but also cuddle you, lol. Do you ever go out with something big inside you to keep you stretched out the whole day?

Anonymous

Wear toys out in public?image

Just who do you think I am!?

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Do you take me for some kind of slut or something?

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Do I *LOOK* like the kind of woman who’d do something like that?

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The answer is obviously NO.

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I don’t think I could ever work myself up to do something that slutty.

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Oh, except maybe for that one time I went out with an inflatable inside me to buy new clothes.

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Then pulled it out in the changing room.

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Then forced it back in at full size and wore it out under my new outfit.

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But I mean uh…

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That time doesn’t count, right?image

I definitely absolutely never ever would do anything that slutty. Ever. Ever.

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(Mr. S had both hands full holding the camera in this shot… ;)

    • #Fisting
    • #Public
    • #Extreme
    • #Exhibitionism
    • #Exhibition
    • #Inflatable
    • #Inflatable dildo
    • #dildo
    • #outdoors
  • sheilastretch Avatar Posted by sheilastretch
  • 6 months ago
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Q:Have you ever tried sleeping with something big inside you?

Anonymous

I’ve tried a few times to keep something large inside me overnight, but once I stop moving around for awhile, it starts to become uncomfortable, especially after things start to dry out over time. 

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Someone recently suggested a few techniques to try out, so I’ll be looking into that, most likely :)

    • #Fetish
    • #Extreme
    • #Fisting
    • #Large Insertions
    • #Dildo
    • #First Person
    • #POV
  • sheilastretch Avatar Posted by sheilastretch
  • 6 months ago
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Q:I love your pictures. What is your xhamster user name so I can have a nice wank over your pics on there?

kieron-jackson

xhamster.com/user/sheilastretch

That’d be the one.

    • #Video
    • #Fetish
    • #Extreme
    • #Xhamster
    • #Fisting
    • #Birth
    • #Bottle
    • #Piercings
    • #Weights
    • #Fruit
    • #Objects
    • #Dildo
    • #Masturbation
  • sheilastretch Avatar Posted by sheilastretch
  • 6 months ago
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Q:so if 1 was virgin tight and 10 was completely wrecked and worn out, what would you give your vagina? Also, I think it would be a great idea for you to try wrecking your tits too. It would be a lot of fun to see your nice perky tits get, well, not so perky haha

Anonymous

I think it depends on who I’m being compared with. Compared to my lady friends I might hazard an 8 (my hand felt bruised after trying to fist one of them).

Compared to where I’d like to be, I’d say maybe 4.5. Inside I’m pretty roomy, but I’m not deep enough and at the moment, and my opening can only allow two wrists at a time.That’s not enough.

Some day I’d like my labia lips to look ragged and sag open naturally. Maybe I’d lie down, and I’d gape open enough so people could see straight in to my cervix.

I’ll keep the tit wrecking in mind, but that’s all I can promise.


This isn’t a good enough gape. It needs to be completely destroyed.

A more recent at-rest picture. Definitely not enough gape.

edit: Now that I think about it, if I get to indulge in my surrogacy fetish a couple times, like I’d like to, they’ll probably lose some perk that way (won’t make me gape any less) :p

    • #BBW
    • #Chubby
    • #Cunt
    • #Dildo
    • #Extreme
    • #Fetish
    • #Fisting
    • #Gaping
    • #Hairy
    • #Inflatable
    • #Large Insertion
    • #Loose
    • #Masturbation
    • #Piercings
    • #Pussy
    • #Ruined
    • #Shaved
    • #Vagina
    • #Vaginal
    • #Wrecked
    • #Preg
    • #Surrogacy
    • #surrogate
    • #pregnancy
  • sheilastretch Avatar Posted by sheilastretch
  • 7 months ago
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Fear me for I am SheilaStretch: Destroyer of Holes

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Avatar I am a feedie, stuffer & size queen with a plan to wreck my vagina until it permanently gapes ...And also a bit of surrogate pregnancy & birthing fetish for good measure.

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