Fear me for I am SheilaStretch: Destroyer of Holes

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Anyone can have what we have: How I got my kinks, and how an absolute honesty policy led to the best sex of our lives

You also keep saying over and over again “we have by far the best sex of anyone we know… (We talk about this sort of things with our friends openly…)” . Who in the fuck are you trying to fool? Or are you trying to convince yourself of this?

I claim to “know” we have better sex based on the questions we’re asked when people ask us for advice. In our circle of friends, we’re very open with the things we’re into. We’re specifically known for not mincing words out of embarrassment or “awkwardness,” and that is by intention.

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Mr. S and I both grew up in sexually conservative households where ‘sex’ was a dirty word and masturbation was ‘gross’ and ‘wrong.’ If it weren’t for the internet, we probably would have stayed that way- but we’re both kind of big online nerds, and so we ended up exploring the depths of internet fetishes together- including a bunch of stuff that we were (at first) both far too ashamed of being aroused by to even consider admitting to one another. There was once a time where I felt ashamed about the stuff I had orgasms to- and if I felt bad for even thinking about that stuff in the privacy of my own mind, you’d better believe I was afraid to talk about it out loud!

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A few years ago, after an empathogen experience we had together, Mr. S and I were able to ‘clear the skeletons out of our closets’ in the course of an evening, and from there, we began to experiment with a policy of “absolute honesty.” We’d already swept all the dust from under the rug, so to speak, so after that, it was just a matter of keeping what we already had going by actively trying to  always stay honest with one another. 

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Now, this “100% honesty” policy of ours doesn’t mean that we just say anything to each other that comes to mind as soon as it comes to mind (“You dumb asshole! That was such a stupid idea!” - no.), what it means is that we don’t lie to one another, even when the truth is awkward, or painful, or it’s something we know the other doesn’t want to hear. This includes lies of omission. With our policy, if we think of something, then find ourselves dwelling on why we don’t want to bring up a subject with the other, then it means we *need* to bring it up at an appropriate time. 

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That’s how I found out about Mr. S’s fat girl fetish (he used to be *really* embarrassed about that), that’s how Mr. S found out about my feeding fetish (something I used to feel *really* weird for being aroused by)… there’s plenty of other examples too (pretty much the revelation of every ‘extreme’ fetish we share is a direct result of this policy), but those are two ‘major’ kinks of ours that we were too ashamed to talk about before our policy came into effect.

It’s not a path of least resistance, and it’s hard at times (especially when you’re voluntarily admitting to something you’re sure won’t get a good response!), but it’s worked for nearly 10 years for us, and it’s directly resulted in us having the most amazing orgasms of our lives on a regular basis since we adopted it.

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We discovered that once we were able to talk about a fetish we were embarrassed about with one another, suddenly it didn’t seem so weird or embarrassing at all, and it just became easier and easier.

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Anyways- we both started out almost totally afraid to even talk about sex, but after poking around on the internet and meeting people and reading people’s stories (long before I was anywhere near taking up the name SheilaStretch), we came to realize that a *lot* of people, even adults, are absolutely too embarrassed to talk openly about something as ‘dirty’ as sex. A lot of people won’t even talk about sex period, much less get into talking about embarrassing kinks with their partners, especially when they’re afraid it’s a weird kink no one else could ever share! 

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After we realized that *everyone* has a bit of kink, and that *everyone* has kinks they’re embarrassed about, we kind of made it our mission to act as un-embarrassed about sex and our ‘weird’ fetishes as possible with our circle of friends- maybe in hopes of trying to make it to feel like less of a taboo topic.

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When you’re at a drinking party and the mood is right, if an adult couple starts a confident sounding conversation about “embarrassing” fetishes, you’d be surprised at how many people will chime in and ‘casually’ ask questions they might never ask otherwise- and all it takes is one or two people sounding confident enough to make people feel like they should be embarrassed about being too embarrassed to talk about sex like adults (which can lead to them making an attempt to be more confident when talking about the subject to try to fit in with the mood). It works surprisingly well. You’d be astonished at the number of people who’d admit to being into the idea of something even as taboo as bestiality at a random party if the subject is broached the right way…

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Anyways, we were doing this long before we started posting online, but after we did start posting, we met some really interesting people- for example, a friend who’s been married for 60 years. He’s been a cross dresser for most of that, but because he was ashamed of it, he hid it from his wife almost the entire time- keeping it as a secret part of himself he shared with no one. That sucks!

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For Mr. S and I, we are one another’s “Catholic priests”. We do confessionals to one another without reservation- where we admit to even the things we feel ashamed for even having though of privately- and through that, we know one another better, both in and out of the bedroom.

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And that has led to *amazing* sex for us. 

I feel like any couple can have what we have if they’re open enough with one another. I feel like if you’re in a relationship with someone you feel you can’t share *everything* about yourself with (even the really dark shit you’re ashamed of yourself for even considering), then maybe you’re not in the right relationship. 

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Maybe it sounds stuck up, but I don’t think we have a patent on communication. I think every couple can and should have what we have (maybe not our specific kinks, but the level of honest communication), and that’s a big part of why I put so much effort into spreading my kinks around for free like I do.

(The above from a post I replied to on RoganBoard. It seemed worth reposting here.)

    • #fisting
    • #extreme
    • #fetish
    • #piercings
    • #pierced nipples
    • #pierced belly button
    • #pierced labia
    • #inflatable
    • #inflatable dildo
    • #how-to
    • #adult
    • #kink
    • #kinky
    • #honesty
    • #sex
    • #sexy
    • #fetishes
    • #large insertions
    • #public
    • #orgasms
    • #orgasm
    • #suit
    • #outside
    • #outdoors
    • #pierced
    • #stretched
    • #stretching
    • #stretch marks
    • #stretchmarks
    • #pump
  • sheilastretch Avatar Posted by sheilastretch
  • 1 week ago
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Tomorrow marks a year of sharing my kinks online as SheilaStretch! Now, how to celebrate…?

I can’t believe it’s almost been an entire year since the internet (http://bbw-chan.net/li/res/2710.html in particular) first convinced me it might be worth sharing my kinks with the world!

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If things go according to plan, tomorrow there will be some new pictures, a new audio recording (key words: inflatable toy, semen inflation fantasies, anal play, some talk about my fisting addiction, and some other stuff), plus a new video (pics are a preview from that) to celebrate! 

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The video’s going to be an older one this time- back from when I only had 6 labia piercings, instead of the 8 I have now. It’s maybe 4-5 months older than my first post online as SheilaStretch. 

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There’s a bottle, a fantasy about the bottle being filled with semen by a line of guys, each who stick a ben-wa ball in my ass until I visibly bulge from how full I am… plus a little bit of me talking about my ‘wrecked holes’ fetish (back from when I’d only just discovered it was “a thing” that Mr. S might be okay with me doing :D )

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See you tomorrow, guys!

    • #fetish
    • #kink
    • #extreme
    • #gaping
    • #wrecked
    • #ruined
    • #wrecked pussy
    • #wrecked cunt
    • #wrecked holes
    • #loose
    • #fisting
    • #large insertions
    • #large insertion
    • #masturbation
    • #gangbang
    • #slutty
    • #cumslut
    • #piercings
    • #pierced nipples
  • 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!)
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.

(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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Here’s another short video I meant to post a million years ago. This one has me pulling out my pumped up inflatable dildo in a public bathroom stall. This is another part of the Public Fun in a Lady’s Business Suit adventure.

    • #Video
    • #Erotic
    • #Fetish
    • #Extreme
    • #Kink
    • #fisting
    • #large insertions
    • #inflatable
    • #inflatable dildo
    • #bathroom
    • #public
  • sheilastretch Avatar Posted by sheilastretch
  • 4 months ago
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Q:Not a question but i've never felt inspired to talk to anyone i watch/follow but your stuff is amazing, not normally a fan of gape but seeing how excited you get/hearing you talk makes my dick rock hard. I came so hard watching you play with Ben Wa balls in your vagina... i could rant for days but i'll spare you that. TL;DR version You Rock! A Fleshlight/ Ben Wa video would be fantastic.

graymub

That’s quite a compliment!

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Perhaps some stills from an as-of-yet unreleased video will do for thanks?

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There some Fleshlight sex, and a bit of Fleshlight stuffing + self-fisting, and a bit of birthing too (a few times, if I recall…)

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There’s also definitely already a video made with a Fleshlight + Ben Wa balls in me too. It wasn’t as easy to quickly dig up from the archives as this video was tho, so…

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At some point, I’ll probably release a GIF of myself birthing a Fleshlight. Is it safe to assume there’d be interest in such a thing?

    • #Fleshlight
    • #Extreme
    • #Fisting
    • #Self-fisting
    • #Masturbation
    • #Masturbating
    • #Gaping
    • #Wrecked
    • #Ruined
    • #Cunt
    • #Wrecked pussy
    • #wrecked vagina
    • #wrecked cunt
    • #wrecked pussy
    • #birthing
    • #large insertion
    • #large insertions
  • 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:so i am wondering, what is the biggest a human cock would have to be for you to really feel it

Anonymous

Lengthwise, I actually find 15 cm (6 in) is enough to be a little uncomfortable if I’m not properly aroused (apparently the vagina becomes a little more elastic with arousal). I like wide things.

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(That’s my favorite inflatable + a fist. Of course I blew it up bigger inside me… Got an audio recording and more pictures. Those will be posted later on)

Width wise… I have found that Mr. S’s fist and cock together aren’t really enough anymore, I now have to ask him for an extra dildo so that I can feel stretched ‘enough.’ At the moment two dildos or two cocks might be just enough for me to feel on their own, but I wouldn’t feel nearly as full as I prefer.

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    • #Fetish
    • #Extreme
    • #Fisting
    • #Large Insertions
    • #Wrecked
    • #Gaping
    • #Ruined
    • #Stretching
    • #Inflatable
    • #Inflatable Didlo
    • #Cock
  • sheilastretch Avatar Posted by sheilastretch
  • 5 months ago
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Q:since you are a size queen, how big is Mr. Stretch's cock?

Anonymous

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It’s about average, maybe a little above for our country.

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Honestly though, one you’re at the point where cock + fist is ‘standard’ sex…

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Actual cock size really doesn’t matter as much.

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And by ‘standard,’ I mean that I force Mr. S to fully jerk himself off inside me pretty much every time we have sex.

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When fist + cock + dildo becomes ‘nothing special’…

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Size definitely matters even less.

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If anything, I find smaller than average to be sexy- I like the idea that I can always add a little more along side it, right? :D

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    • #Piercings
    • #Fisting
    • #Size queen
    • #large insertions
    • #wrecked
    • #ruined
    • #cunt
    • #pussy
    • #vagina
    • #Masturbation
    • #Extreme
  • sheilastretch Avatar Posted by sheilastretch
  • 5 months ago
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I just finished editing and posting my “Fat Cucumber” video this morning. This time, I filled myself with a cucumber so wide I had to take a popper hit and sit on top of it to force it in. I then proceeded to bring myself to several shuddering climaxes while talking about an… interesting sci-fi fantasy of mine (that may or may not have involved alien plants/eggs). Oh god, I’m so weird T_T

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XHamster profile with all my other videos (and a decent selection of pictures) can be found: http://xhamster.com/user/sheilastretch

    • #Fetish
    • #Extreme
    • #video
    • #alien
    • #birth
    • #birthing
    • #orgasms
    • #orgams
    • #chubby
    • #bbw
    • #large insertions
    • #large insertion
    • #kink
    • #fantasy
  • 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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Alone on the Farm- Jane Wrecks Her Hole Ch. 2 Posted

“Maybe if she just did it once, she’d work out why it was wrong. She grimaced and shook her head, trying to dislodge the thought, but it held tight in her mind. Her erect nipples and tingling pussy didn’t help matters…” -An excerpt from my newest chapter.

I finally finished cleaning up (or should I say dirtifying) chapter 2. Hopefully I can be forgiven for the ridiculous wait time.

http://www.fistforum.com/fisting-stories/alone-on-the-farm-jane-wrecks-her-hole/

    • #Cunt
    • #Erotica
    • #Extreme
    • #Fetish
    • #Fiction
    • #Fishnet
    • #Fisting
    • #Gaping
    • #Large Insertions
    • #Loose
    • #Masturbation
    • #Piercings
    • #Pussy
    • #Ruined
    • #Story
    • #Taboo
    • #Text
    • #Vagina
    • #Vaginal
    • #Wrecked
    • #Written
    • #Wrong
  • sheilastretch Avatar Posted by sheilastretch
  • 7 months ago
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Q:Do you like stretching porn? I've seen on another site you're writing a sex story yourself; do you like to read others? Do you have a favorite model or topic? I would love to offer some recommendations if you would like any! Like many others, I found your dedication and goals extremely sexy! Thank you for sharing them with us.

Anonymous

I like stretching porn, but not nearly as much as I like actually stretching myself - there’s nothing else like the moment you know you’re stretching your limits.

My favorite (erotic fiction) writers are Da Hootch (Look up “Slave Worm” Pt 1 & 2!), Dragonfly, and Direwolf. I also read Jean M. Auel’s Clan of the Cave Bear series when I was younger, and I think that might influence my writing too.

My some of my favorite topics include alien impregnation, large insertions, gang bangs, and many other things I’m a little too shy to mention yet. (I’m blushing now) Basically anything that involves being fucked, stuffed, and filled with fluids, offspring, eggs, or some combination.

I’m always interested in more reading material, thanks!

(something by Da Hootch- he does both story & art!)

    • #Alien Impregnation
    • #Eggs
    • #Erotic Fiction
    • #Fiction
    • #Fisting
    • #Gangbang
    • #Large Insertions
    • #Pregnant
    • #Stretching
    • #Tentacles
    • #Womb
    • #Preg
  • sheilastretch Avatar Posted by sheilastretch
  • 7 months ago
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Q:Would you enjoy being fucked by a horse?

finngent

Not as much as I’d like to fuck an elephant… :)

(This is not the first time I’ve posted this picture)

    • #Large Insertions
    • #Beast
    • #Elephant
  • sheilastretch Avatar Posted by sheilastretch
  • 7 months ago
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Q:You're amazingly sexy; I love the plan to wreck your vagina! Do you get off on talking about how loose and worn out your vagina is getting? Do you find yourself interested in "ruining" any other body parts, like wrecking your tits or your asshole?

Anonymous

I actually still get pretty tongue tied in the moment sometimes- and a little nervous, actually… I find it a little hard to believe people would want to hear the strange things I talk about.

The parts you guys get to see are generally where I’ve got so carried away, and am just trying to find words for what I’m experiencing (Not always an easy task!).

I’ve had a few requests to start stretching and ruining my breasts, but I kind of like them the way they are. I might end up gauging up my nipples until I can fit my fingers though them though, but that would be some time down the road. I’ve only gauged them up once so far and it really increased my sensitivity.

I figure that with my stretching/filling addiction, I’ll probably end up stretching my ass out some day. So far this is the most I’ve ever managed to get in my ass  (previously I had a lot of trouble just taking a penis). 

I got 8 labia piercings because I realized that I wanted to gauge them up and be able to slip my fingers into each of the holes to tug, stretch, and pull on them. Does that count?

    • #Anal
    • #BBW
    • #Bottle
    • #Chubby
    • #Clips
    • #Cunt
    • #Dildo
    • #Extreme
    • #Fetish
    • #Fingering
    • #Fisting
    • #Gaping
    • #Large Insertions
    • #Loose
    • #Masturbation
    • #Orgasm
    • #Pierced
    • #Piercings
    • #Pussy
    • #Ruined
    • #Shaved
    • #Solo
    • #Stretch Marks
    • #Vagina
    • #Vaginal
    • #Weights
    • #Wrecked
    • #Video
  • 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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